Top 16 Airbnb Vacation Rentals In Madison, CT, USA - Updated 2024

Gabby
Contributing Writer
Updated
| 7 min read

Break away from the city once in a while and recharge in a peaceful environment. There’s a town close to the beaches in the name of Madison in Connecticut, USA which is the perfect sanctuary for those seeking solitude. Aside from its charming beaches, Madison is also home to several parks and other recreational activities such as The Shoreline Greenway Trail and The Sculpture Mile. For all the above reasons and more, Madison proves to be the ideal long weekend or summer getaway destination. Save a whole lot by renting in some of the locals’ friendly and hospitable apartments and guesthouses via Airbnb. Here are our top picks for Airbnb vacation rentals to help you get started on that Madison trip you’ve been planning for the next holidays.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on October 23, 2024.

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1. Spacious beachfront holiday home with free car parking (from USD 650)

Overlooking its own private beach, this seafront holiday home comes complete with lavish bedrooms and can comfortably accommodate as many as 10 guests. The comfy queen beds ensure a good night’s rest. Guests can make use of a washer, dryer, and iron parked in the unit if clothes need to be laundered.

You can lounge the evening away on the plush sofa while knocking back a drink or two. Picturesque views of the pristine waterscape can be enjoyed while drinking tea and chatting with a loved one over free Wi-Fi. If work brings you here, you can make use of the laptop-friendly nook for work meetings and Zoom calls. A fireplace keeps you warm indoors on chilly evenings. Cars can be parked on the property premises at no surcharge.

Stayed at this property?

6.18 km (3.9 mi) from Hammonasset Beach State Park
56 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 10 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 10

Top guest reviews
Host:
great home and even better hosts
the host was the best
rosemarie was a superb host
rosemarie the host was so easy to communicate with
rosemarie and lee were super responsive and great hosts
Location:
just a wonderful relaxing location
beautiful house in a great location
great house and what a wonderful location
beautiful home in a beautiful location
it’s location just steps from the beach was perfect we are already looking forward to booking it again
Cleanliness:
very clean and roomy
house was clean and we enjoyed our stay very much
the home is exceptionally clean and has everything you would need with many special touches
the house was very clean and it was very easy to check in and checkout
clean spacious great views easy check-in and communication
Amenities & Room:
the deck and sun room were so lovely
beautiful place easy check in cozy beds everything you could need lots of space loved it
Read more reviews

2. Charming vacation rental with free Wi-Fi (from USD 150)

Nestled along the harboring banks of Long Island Sound, this charming house by the beach is a perfect choice for couples on a romantic getaway.

The comfortable double bed in the bedroom helps you to drift off to sound sleep after a tiring day of sightseeing. You can decompress in the bathtub with a relaxing bath. A coffee maker is parked for guests to satiate their caffeine cravings. Free Wi-Fi keeps you connected with loved ones back home. If you are visiting in a car, you can park it in the residential garage without a parking fee.

Stayed at this property?
Madison, Connecticut, United States
5.73 km (3.6 mi) from Hammonasset Beach State Park
82 reviews   Wifi Available
Entire guest suite 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Host:
super friendly hosts and private space
the hosts were friendly and communicated quickly
leslie is a delightful host
great stay nice beach wonderful host fun weekend
leslie and tom were great hosts
Location:
great location close to the beach and downtown area with restaurants
cute little place to stay
beautiful house and location surrounded by different things to do
it was wonderful to be so close to a quiet beach
nice area with good close downtown
Cleanliness:
this place was clean and spacious for a studio
it was very clean and was perfect for what we were looking for
the room was very clean and the area was quiet
it's a beautiful home and the space was clean and welcoming
Amenities & Room:
inside the room are two plastic chairs like you will find at a banquet
the full size bed pretty much took up the entire space in the bedroom
suite with a beach is an adorable room just steps from the private beach
the room was pretty much as described on the website
Read more reviews

3. Greenfield Cottage (from USD 250)

Nestled in a quiet neighborhood, Greenfield Cottage offers delightful accommodations. Hammonasset Beach State Park and Chatfield Hollow State Park are a short stroll away from the cottage.

Queen beds let you sleep peacefully after a tiring day of exploration. Favorite Netflix web shows can be enjoyed on the high-definition TV and Alexa sound system. If you are traveling with a baby, it would be a good idea to book this property since it has a travel crib and high chair. You can bake cookies on the baking sheets of the full kitchen if you are craving some. The sunkissed patio is a great place to soak up the sun and raise a toast to loved ones.

If you are visiting with your fur babies, you can book this pet-friendly property. It welcomes small to medium-sized dogs with a non-refundable fee of 25 USD every night of your stay here.

Stayed at this property?
Madison, Connecticut, United States
6.28 km (4.0 mi) from Hammonasset Beach State Park
102 reviews   Superhost Wifi Available
Entire cottage 4 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Host:
susi was a wonderful host
susi is a great host
susi was an amazing host from start to finish
susi was an excellent host and a quick communicator
gracious host provided thoughtful welcome treats
Location:
quiet safe neighborhood with easy access to all major roads
we also enjoyed delicious meals at nearby restaurants and shopping at nearby shops
great location - close to beaches and towns of madison and guilford
great location beautiful surroundings comfortable home with fantastic kitchen space and outdoor areas
truly a great place to stay for a couple of days of r&r
Cleanliness:
very clean and beautifully decorated
the cottage is spotless and just so warm and comfortable
the house was clean and there were delicious treats waiting for us
susi and skip’s place is comfortable spotless and spacious
the space was charming and decorated for christmas clean and cozy
Amenities & Room:
a most comfortable cottage in very desirable madison connecticut
the entire ambience was laid back comfortable and chic
wonderful kitchen and outdoor patio
such a nice comfortable stay with a great outdoor space
there were also groceries for us to enjoy for breakfast
Read more reviews

4. Exquisite vacation Airbnb near Hammonasset Beach State Park (from USD 500)

Found in the heart of the city and minutes away from Hammonasset Beach State Park, this exquisite Airbnb features lavish bedrooms. A perfect choice for big families, this can comfortably host 10 guests at any given time.

Guests can wind down in the bathtub and tend to their sore muscles after a tiring day of traveling. You can do your laundry in the washer available in the unit. A spacious wardrobe helps with storage. The living room is equipped with a high-definition TV. You can put your feet up on the cushy sofa and enjoy a Netflix movie night. Guests who love homemade fare can prepare hearty meals in the functional kitchen.

Enjoy bonfire evenings in front of the outdoor fire pit while relishing a nice barbeque made on the charcoal grill. Security cameras are installed on the property for added safety. A first-aid kit is in place for emergencies.

Stayed at this property?
Madison, Connecticut, United States
828 meters (0.6 ft) from Hammonasset Beach State Park
38 reviews   Wifi Available
ENTIRE HOME 5 Beds 10 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 10

Top guest reviews
Host:
kevin as a host is wonderful accomodating communicative
easy to contact host
kevin was very communicative helpful and pleasant to work with
Location:
location is perfect for beach access highway and the cute downtown area
the location is perfect within walking distance of great beaches and just a short drive to town
love the walk to the beach
great location beautiful house big enough for our whole extended family
well appointed and comfortable in a great location
Cleanliness:
everything was very clean and as pictured and great access to the beach
it’s clean spacious comfortable with well thought out details
old classic home in beautiful condition and sparkling clean
a large historical house made fresh clean and comfortable with everything you could need for a fun relaxing getaway
the house was clean antique but newly and nicely modernized with all the conveniences one would need
Amenities & Room:
the furnishings were nice and comfortable
comfortable plenty of parking and a lovely interior
Read more reviews

5. The Barn (from USD 300)

This beautiful Airbnb stands on the old Boston Post Road and is surrounded by historic houses. Only a few meters away from Long Island Sound, The Barn offers modernly furnished rooms inside a free-standing building that resembles a barn.

Guests will have the comfort of a king-sized bed in the bedroom for relaxation and sound sleep. The Airbnb features a lush garden that offers a comfortable spot to read and savor the joys of solitude under the ripe sun. You can also roast a barbeque on the patio grill. If you want to stay indoors and enjoy lazing about, the HDTV and board games provide good entertainment. Guests can bring their pets along with them to this pet-friendly Airbnb home.

Stayed at this property?
Madison, Connecticut, United States
1.99 km (1.3 mi) from Hammonasset Beach State Park
61 reviews   Superhost Wifi Available
Entire guesthouse 2 Beds 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Host:
the owners are very communicative and helpful
the hosts are quite nice as well
they were fantastic hosts and we had everything we needed
peter and vicky are gracious hosts very attentive and responsive; they also provided excellent local recommendations
peter and vicky were amazing hosts would love to visit again
Location:
the neighborhood in excellent for walking running or biking and so close to the sound
what a cozy and comfortable space great location close to town
beautiful place great location felt comfortable and private
stylish loft close to the beach in a beautiful neighborhood
this is a unique place in a beautiful neighborhood
Cleanliness:
very clean and updated
it’s a very clean and comfortable stay
stylish comfortable clean and inspiring - it was the perfect perch in madison
it is clean well appointed and is in a great location
you will not be disappointed the barn was charming private clean and very comfortable
Amenities & Room:
the bedding pillows and bed were so cozy like sleeping on a cloud
a sweet little kitchen a sitting area lovely windows and views out to neighboring trees
i found the bed - fitted with quality cotton sheets - quite comfortable
Read more reviews

6. Comfy guesthouse with a grape vineyard (from USD 285)

This two-bedroom guesthouse welcomes you to Madison, Connecticut. One of the closest properties to Hammonasset Beach State Park, this home offers a restful vacation for all travelers who stay. The kitchen is equipped with silverware, a Keurig coffee machine, a stove, a fridge, and an assortment of coffee and teas for your cooking and dining needs.

Each bedroom has a queen-sized bed, and with a wonderful view. There is also a grape vineyard on the property and you are free to pick the grapes if they are ripe as well as a firepit nearby to enjoy the grapes while under the night sky. This property is close to many notable places as it is only 1.5 mi (2.4 km) from downtown Madison and 1 mile (1.6 km) from the beach.

Stayed at this property?
Madison, Connecticut, United States
928 meters (0.6 ft) from Hammonasset Beach State Park
81 reviews   Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Host:
he was a great host with a great home
kevin was very responsive and accommodating
kevin was very informative and made it very easy and enjoyable
kevin is incredibly communicative and makes sure you're all set
fantastic apartment and host our stay was unexpected but we are already looking forward to coming back
Location:
the park was within walking distance on a nice trail
very close to the beach and we hope to come back
walking and riding my bike was a lot of fun and safe here
close to so many things yet you feel like you're in a quiet home space
it’s just a skip and a jump from wonderful hammonasett park and close to the town of madison
Cleanliness:
it was clean and comfortable
it is spotlessly clean
the house was extremely clean and cozy
wonderful place very clean bright and inviting
the house is beautifully decorated and clean
Amenities & Room:
this place was great plenty of natural light in every room
the apartment is nicely decorated with lots of thoughtful touches
Read more reviews

7. Architectural modern guesthouse in Madison (from USD 616)

Designed by an architectural firm STUDIOATE, this modern guesthouse sits on stilts and is located at the back of a 3 acre (1.2 hectares) property with its own driveway and parking. As a well-planned structure, guests can enjoy a user-centred design, besides being undoubtedly pretty to the eyes. The guesthouse has a private bedroom with a king size bed, a modern bath adorned with high-quality fixtures and fittings, and large windows plus a high ceiling. The kitchenette is well equipped and guests can enjoy indoor dining or opt for one outdoors in the property’s gorgeous front deck. This modern masterpiece is not only well designed but is also located in a convenient location, close to the historic towns of picturesque Stony Creek and Guilford, only a short distance to the Westwood hiking trails, and several other beaches, restaurants, and shopping establishments.

Stayed at this property?
Guilford, Connecticut, United States
13.57 km (8.5 mi) from Hammonasset Beach State Park
474 reviews   Superhost Wifi Available
Entire guesthouse 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Host:
they were great hosts
they were incredibly responsive and welcoming: really great hosts
great place and amazing hosts
our host gave us some good recommendations e
the host goes out of their way to make you feel comfortable
Location:
perfect location on connecticut coast
the place is very near guilford with good restaurants and cute shops
it’s close to many great restaurants and hiking trails
what a lovely lovely bnb the location is simply ideal
great place to relax and get away from the city
Cleanliness:
clean and stylish in a beautiful setting
very clean comfortable and easy communication with the hosts
this place is very clean and modern as well as comfortable
this place is beautifully kept impeccably clean and serenely quiet
the house looks modern very clean very cozy
Amenities & Room:
the wifi worked very well
the property is gorgeous and the view from the living room is so relaxing
heated bathroom floor was a nice touch
we loved the heated floor (and towel rack ) in the bathroom - such a great touch
Read more reviews

8. Quiet, serene escape by the shore (from USD 89)

Are you comfortable, better yet, happy to be living with pets? Then this property is for you! The host has two sweet rescues, which make the experience in this home all the more unforgettable. It is located just a few miles from the beach and although the house rests in a quiet, tranquil, and romantic area in the woods, there are also dreamy restaurants and various activities to enjoy such as kayaking and biking. Guests can expect to have a memorable stay close to the shore and be surrounded by lush greens. Inside is a clean bedroom, complete with a queen bed and two aerobeds. Guests have full access to the house’s first floor including the kitchen, living and dining, and laundry room. For guests bringing in their own cars, there is off street parking. From the property, guests can also explore nearby museums, vineyards, and state parks either by walking or by cycling.

Stayed at this property?
Westbrook, Connecticut, United States
8.7 km (5.5 mi) from Hammonasset Beach State Park
250 reviews   Superhost Wifi Available
PRIVATE ROOM IN HOME 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Host:
10/17/2018 alisha & family were wonderful hosts
alisha was a wonderful host
she is a perfect host and made us feel at home quickly
alisha was the perfect host
alisha ia a wonderful host
Location:
great location when you want to be close to the beach
it was only an 8-10 minute drive to the resort so the location was perfect
very close to the beach and the accommodations were perfect
i would highly recommend alisha's place for a trip to connecticut
beautiful home great location welcoming and hospitable hosts
Cleanliness:
very clean and nicely decorated
everything is clean and in order
very clean comfortable home
it was clean comfortable and cozy
it was gorgeous and very clean and comfortable
Amenities & Room:
the amenities were nice (coffee toiletries) and you have a bathroom of your own
the keurig and toiletries in the room are a nice touch
the snacks and coffee maker in the room were a wonderful bonus
the bedroom was picture-perfect and comfortable bed
having use of kitchen and living room was especially nice
Read more reviews

9. Madison cozy studio (from USD 100)

A cozy Madison studio resting in a private home in the quiet residential neighbourhood of Madison Ct, this property is just 5 minutes’ away from the beach and the Shoreline East train station. The property comfortably sleeps four guests, with one full-size bed and a trundle with two twin beds. There is also an available kitchenette with refrigerator, microwave and coffeemaker. The kitchen trestle table seats four. For a unique outdoor dining, head over to the fire pit where you can enjoy grilling s'mores. The place is nothing fancy but this humble house is just perfect for a small family or an intimate group of friends or business travellers wishing to have a well-deserved retreat or getaway.

Stayed at this property?
Madison, Connecticut, United States
6.7 km (4.2 mi) from Hammonasset Beach State Park
476 reviews   Superhost Wifi Available
PRIVATE ROOM IN HOME 3 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Host:
our hosts were kind and thoughtful
kevin and mia were wonderful attentive hosts
mia and kevin were wonderful hosts
kevin and mia are super responsive hosts
kevin and mia were the perfect host and hostess
Location:
the location was great
very cute place in madison
great location to madison town beaches
close to the beaches and the most perfect little downtown of madison
very sweet suite in a perfect location for me
Cleanliness:
very clean and welcoming
great place clean and thoughtful
a lovely setting clean and comfortable
the studio is clean comfortable & private - just as advertised
cozy comfortable clean and convenient
Amenities & Room:
the room was stunning
we are telling all our friends to stay in your cozy cottage in madison ct
great bathroom and outdoor space
we really enjoyed staying in your delightfully cozy cottage in madison ct
everything was as described for a smooth and comfortable stay
Read more reviews

10. Entire home for two guests (from USD 126)

This entire home is only a few minutes’ walk away from a slice of heaven which is none other than the windy Madison beaches! This private accommodation is the perfect temporary nest especially for couples or honeymooners looking for quality time together. A great alternative to hotel room accommodations, this lovely fully furnished house is close to boutique shops, movie theatres, and even a farmer’s market. The bedroom has a queen-sized bed and guests will be able to enjoy a spacious living and dining area, with the addition of a small but ample outdoor seating. One thing to note is that heavy indoor cooking is not possible as the kitchen is only equipped with a light stove and a microwave. However, with many nearby restaurants, you can treat your date to a romantic dine out instead!

Stayed at this property?
Madison, Connecticut, United States
5.83 km (3.7 mi) from Hammonasset Beach State Park
50 reviews   Wifi Available
ENTIRE HOME 1 Bed 2 Guests 3 Bedrooms 1 Bathroom

Accommodates: 2

Top guest reviews
Host:
hosts were very responsive and helpful
joanne was the perfect host
joanne and pat were great hosts
the hosts were great and very responsive
she was very responsive and accommodated all of our needs before and during our stay
Location:
great location very short walk to a beautiful beach
location was neat and area was quiet
beautiful home great location very relaxing
loved the privacy the location & joanne’s attenditiveness to our needs
lovely house quiet neighborhood short walk to the beach
Cleanliness:
very clean and nice looking place
this house has all the beachy charm but is updated and impeccably clean
place very clean and comfortable
very clean and comfortable home in a nice quiet neighborhood
the house is very clean and modern and spacious
Amenities & Room:
very clean with updated furnishings and a nice quiet patio area to sit outside and enjoy breakfast and coffee
outdoor patio tv room open kitchen) and took a nice walk down to the water
Read more reviews

11. A charming cottage, steps away from the beach (from USD 130)

Enjoy a perfect escape with your loved ones as you stay at this charming cottage that is only steps away from beautiful Pent Road Beach. Equipped with two bedrooms, the cottage can perfectly accommodate four people. It is beach day every day at this cottage and you can enjoy all the included beach equipment for free, such as the beach chairs and a beach umbrella.

You are also welcome to cook up a tasty meal in the fully equipped kitchen. The deck area comes with a small grill for a barbecue party in the evening. You can also use the outdoor shower to wash away the sand after playing on the beach.

Stayed at this property?
Madison, Connecticut, United States
1.1 km (0.7 mi) from Hammonasset Beach State Park
132 reviews   Wifi Available
Entire cottage 3 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Host:
connie was an incredibly gracious host with great local recommendations and we would highly recommend staying here
steph is a terrific host
stephanie was very responsive and always available if need be
great tips from host stephanie and her grandmother for places to eat and things to do
stephanie and her grandmother constance were great hosts- super sweet and communicative
Location:
the location was fantastic we were close to everything
the location is amazing
the location is perfect close to shops and restaurants but only steps away from the beach
loved staying in this cute homey little cottage close to the water
an nice sweet place a 2 minute walk to the beach
Cleanliness:
very clean and well equipped
clean kitchen and bathroom well equipped
stephanie and connie's beach cottage was exactly as described clean & cozy
helpful local tips provided and a cute clean beach cottage
we loved staying in this cozy cottage sparkling clean with so many thoughtful touches
Amenities & Room:
true beach cottage/ cabin feel with modern amenities like wifi cable and well appointed kitchen
the perfect cozy cottage for a quiet fall getaway
the grill was perfect the fireplace cozy and the hot cocoa was the cherry on top
it stays very cool in the main bedroom and the living room with the ac on
this cozy cottage was just as advertised or better it included everything needed to make it relaxing and enjoyable
Read more reviews

12. Charming farmhouse with a barnyard (from USD 115)

Two bedrooms are available for rent in this unique remodelled 1840’s farmhouse with private quarters. For those looking for a unique but equally rewarding experience, stay in this property and meet the animals! Guests can also enjoy the pond nearby with a paddle boat or simply explore the rural vibes that is the property’s main charm. From the interior, the decors are country and rustic, leaving an authentic impression of being in the countryside. Some nearby attractions include the Historic Town Center, Madison beaches, and the Hammonasset State Park.

Stayed at this property?
Madison, Connecticut, United States
5.91 km (3.7 mi) from Hammonasset Beach State Park
116 reviews  
Private room in house 3 Beds 2 Bedrooms 1 Bathrooms
Top guest reviews
Host:
she was a hospitable host and very responsive to questions
excellent host nice little town
wonderful stay the host was very accommodating
nathalie was a great host
the home is gorgeous and nathalie is such a gracious host
Location:
location was great
close in location to downtown madison with cute shops and restaurants
a homey farm place with interesting animals and quite close to the beach access
the old homestead has been renovated very well and located in a quiet area
beautiful farm that's very close to downtown madison and the beach
Cleanliness:
very clean and spacious facilities
the house is very clean and quite
the space was clean and bright - and very quiet
the room is very clean and the bed is really comfortable
it was a charming house very clean and comfortable
Amenities & Room:
the breakfast made by nathalie on our last day was delicious
super comfortable quiet and definitely charming
breakfast the next morning was a treat comfortable bed and immaculate
we had a great breakfast and enjoyed our conversation with nathalie
we had a sweet little room with very large comfortable bed
Read more reviews

13. Private woods home near beach park (from USD 69)

This private house is tucked away in a peaceful green forest — like your perfect hideout from all the stresses of the busy city work life! What you’ll get to have as guests in this property is a private room with ensuite bath in a beautiful home at the end of a quiet New England town, close to many private beaches and nearby Whest Wharf. Please take note that the host is living with their friendly dogs, so it’s still safer to stay away from this accommodation if you have pet allergies.

For those who’d be more than happy to live with their pets, you will enjoy a cosy bedroom and the surrounding woods being literally your playground! Breakfast is even included in the room rate so you can save more time from cooking and instead visit other popular Madison Ct attractions.

Stayed at this property?
Madison, Connecticut, United States
7.21 km (4.5 mi) from Hammonasset Beach State Park
62 reviews  
Private room in house 1 Bed 1 Bedroom 1 Bathrooms
Top guest reviews
Host:
mary jo and ken were great hosts
mary and ken were incredibly gracious hosts so welcoming and warm
mary jo and ken are very kind and amazing hosts who made is feel at home
mary jo & ken were great hosts - as were their three lovable dogs
lovely hosts offered us a warm welcome
Location:
the location is easy to get to and from the downtown area and various beaches
if you like pups this is a great place to be
beautiful place in the woods close to the beach and with wonderful hosts
a satisfactory room in madison close to the shore
we appreciated the ride from the train station the clean and spacious room and the refreshing breakfast
Cleanliness:
clean as a whistle
lovely clean place to stay
house was clean and comfortable
very comfortable and very clean room and bathroom
the room/bathroom was clean lovely
Amenities & Room:
the bed is comfortable and the room has a ceiling fan and air conditioning
soft white linens ceiling fan and fresh air lent to a beautiful nite's sleep
breakfast on the patio was a great way to start the day
lovely breakfast part of the stay
the house was charming the room was well-provisioned and comfortable
Read more reviews

14. Cottage life: stroll to the beach! (from USD 170)

This beach cottage-style accommodation is simply the definition of a perfect beach getaway destination, ideal for graduation parties or family vacations! The cottage has three bedrooms, 1.5 baths with an outdoor shower, and can generously accommodate up to ten guests! The style is quaint and cozy, washed out in grey, cream and turquoise paints and embellishments, all coherently adding up to the overall beachside feel of the property. This beach house is carefully decorated with a gorgeous kitchen complete with bar stools, and where the four bunk beds are located, kids will surely love the fun but functional play of the interior. Furthermore, this property is a safe and secure environment, whilst being only minutes away from the beach!

Stayed at this property?

5.83 km (3.7 mi) from Hammonasset Beach State Park
16 reviews  
Entire house 7 Beds 10 Guests

15. Shoreline apartment (from USD 84)

This one’s a tidy apartment with a large outdoor space perfect for a grill, quick dip in the property’s small pool, and where organic gardens bloom. The location is close to Clinton Crossings, nearby train stations, shoreline attractions, and of course, Madison beaches. The property is furnished with everything that you will find in your own house, including toiletries. There is a second level where a beautiful large deck awaits. Tere is also a hot tub in a private sunroom off the main house, so you can enjoy a well-deserved pampering session. The property can sleep two guests and is also perfect for solo adventurers and business travellers.

Stayed at this property?
Clinton, Connecticut, United States
2.9 km (1.8 mi) from Hammonasset Beach State Park
187 reviews  
Entire apartment 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Host:
emily was a great host
she was kind and helpful
emily is a very gracious host
emily is very helpful and a great host
emily is a fantastic host
Location:
great place close to everything
great location for the wedding we attended
great spot close to town
emily's place is very cute and comfortable
such a great location and peaceful place to stay
Cleanliness:
super clean comfortable and quiet
very clean for the most part
a very clean place to stay with everything you need
a clean airbnb within easy access of a highway
beautiful clean worth every penny
Amenities & Room:
great second level apartment - private entrance large back deck with patio furniture and a beautiful space
quaint apt in lovely setting
lighting hot water tv options wifi are all awesome
beautiful little apartment with a great outdoor deck
we were able to utilize the kitchen deck and hot tub and loved every minute of it
Read more reviews

16. Shoreline guesthouse

Looking for a place close to the beaches, New Haven, train station, shopping, dining, and entertainment? This shoreline guesthouse is in close proximity to every exciting activity in Madison but also offers ample privacy. The interior is quite standard with a living room, bedroom, kitchen, bath, and dining but what stands out from this property is the lively outdoor ambience. There is even a hot tub available and a semi-private patio for guests to enjoy fresh air and cool ocean breeze. The property accommodates a maximum of four guests and has off street parking for four cars. If you enjoy being outdoors, this property is the best option!

Stayed at this property?

2.79 km (1.8 mi) from Hammonasset Beach State Park
125 reviews   Wifi Available
Entire guesthouse 3 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Host:
emily was a great host
emily was a gracious host
emily and rob were kind thoughtful hosts
emily is a super host
emily is a lovely host who really was helpful with suggestions
Location:
super close and easy trip
excellent value for the location
great central location quiet and comfortable
great location near tons of beaches shopping and restaurants
the location was perfect it was close to town but still had that secluded feeling
Cleanliness:
very clean with comfortable beds
her space is clean and organized
the house was clean and comfortable
the guest house was very clean and comfortable
her place is clean and comfortable decorated well
Amenities & Room:
we did have a fan in each room
the cottage is deceivingly large and comfortable
space is larger than the photos show and very comfortable and quiet
we loved relaxing on her patio and even took a dip in her dipping pool
the window air conditioner kept the space comfortable during high humidity 90 degree weather
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Connect with nature at Madison in Connecticut

For a relaxing and restorative vacation, head to Connecticut in the town of Madison. It’s the perfect town to discover or simply laze away together with family, friends, and loved ones. There’s a whole lot to do including hiking, fine dining, and even sightseeing. Alternatively, you can simply enjoy the solitude of being indoors by staying in a private accommodation that makes you feel totally at home. It’s no denying that once in a while, we need retreats like this in order to regain a work-life balance and thus achieving a healthier lifestyle. The friendly and charming neighbourhood of Madison is easy to fall in love with. You may find yourself coming back to this humble coastal town over and over again.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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