Top 10 Airbnb Vacation Rentals In Old Saybrook, Connecticut - Updated 2024

William
William 
Updated
| 4 min read

Although small and sparsely populated, there’s always something fun going down in Old Saybrook, which is why you’ll find tourists from far and wide visiting this town to explore what it has to offer. As it is among the oldest towns in Connecticut, it is endowed with historical sites where you can learn local history. Unlike many old towns that are dilapidated, Old Saybrook is not only well-maintained but also has modern restaurants, shopping malls, and entertainment joints. Tourists in search of vacation rentals in the town have a wide variety to choose from too. Read on below to find out more details about the top Airbnb vacation rentals in Old Saybrook, Connecticut.

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 February 07, 2024.

1. Charming cottage with fast Wi-Fi (from USD 225)

Are you looking for a clean, cute, and quiet vacation rental in Old Saybrook? Make this warm two-bedroom cottage a priority. It comes furnished with hardwood floors throughout the house and large windows for stunning neighborhood views. Aside from the quiet environment that’s needed while working from home, you also have fast and reliable Wi-Fi that you can use to tend to meetings, businesses, or classes. Outside, there’s a beautiful garden with nice-smelling flowers and trees that provide shade.

Stayed at this property?
Old Saybrook, Connecticut, United States
7.54 km (4.7 mi) from Florence Griswold Museum
89 reviews   Superhost Wifi Available
Entire cottage 4 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the chairs and beds are comfortable
never used the grill but the kitchen was well stocked with everything we needed
wifi worked well yvette was great at communicating
very cozy charming and warm especially with the fireplace
Cleanliness:
the cabin was very clean and gorgeous
yvette’s house was very clean comfortable and charming
the place was clean easy to find and well stocked
this cottage is the absolute perfect getaway spot it is beautifully decorated clean and so peaceful
yvette's cottage is a real find cozy clean and comfortable it's the perfect place for a relaxing getaway
Host:
yvette is a great host
yvette was very responsive and lovely
yvette was available when needed and so helpful
yvette was kind and provided all necessary information for our visit
yvette was responsive flexible and best of all provided a great house for the weekend
Location:
nice location and great atmosphere
the location is great; it's a short drive to town or to the beach
located close enough to the beach for nice walk
the beach is an easy walk away
definitely a great place to stay
Read more reviews

2. Beautiful house near Cove Beach (from USD 255)

If you’re after a peaceful getaway in a vacation rental near the beach, then this lovely house is for you. It is conveniently located 0.3 miles (0.5 kilometers) from Cove Beach. This three-bedroom house is clean, comfortable, and well-stocked with everything you need for a pleasant holiday. After cooking your meals, you have the option to eat outside at the comfortable and large outdoor dining table. Additionally, this establishment is in a quiet shoreline neighborhood and close to beaches such as Chalker Beach and Hammock Beach.

Stayed at this property?
Old Saybrook, Connecticut, United States
7.61 km (4.8 mi) from Florence Griswold Museum
16 reviews   Wifi Available
ENTIRE HOME 7 Beds 8 Guests 3 Bedrooms 1 Bathroom

Accommodates: 8

3. Snug beach house for eight (from USD 450)

Located in the heart of Cornfield Point, this three-bedroom house accommodates up to eight guests. It’s clean, comfortable, and comes with tasteful furnishings, thus bringing out a homely feeling. The house is set in a private neighborhood and the beach is only a few minutes away. To add to the facility’s charm, it comes with a great host who is quick to respond to guests’ questions. With its comfortable beds, you will sleep like a baby and wake up feeling good.

Stayed at this property?
Old Saybrook, Connecticut, United States
8.15 km (5.1 mi) from Florence Griswold Museum
22 reviews   Wifi Available
ENTIRE HOME 5 Beds 8 Guests 3 Bedrooms 1 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
plenty of room in the living room and a nice dining table and chairs for a family
Cleanliness:
we had a wonderful weekend in old saybrook house was charming beautifully renovated and clean
Host:
beautiful house host was communicative and flexible
izzy was very responsive and checked-in to make sure we were all set
great communication from host and easy check-in
Location:
wonderful location with basketball court across the street
this house is wonderful inside and out and it’s in a great location in old saybrook
beautiful home and perfect location for a vacation in old saybrook
Read more reviews

4. Renovated family home in a quiet community (from USD 2500)

This nine-bedroom home offers the charm of an old house with modern comforts. The facility is sparkling clean and located in a peaceful and calm community, adding to its charm. In addition, you can enjoy breathtaking water and landscape views from each room. The full-time house manager is hospitable and readily available to answer your questions as well. The house has a spacious yard where you can run around or make a barbecue.

Stayed at this property?
Old Saybrook, Connecticut, United States
6.84 km (4.3 mi) from Florence Griswold Museum
35 reviews   Wifi Available
ENTIRE HOME 11 Beds 16 Guests 9 Bedrooms 6 Bathrooms

Accommodates: 16

Top guest reviews
Amenities & Room:
there is a stunning view from each room and being there was just automatically relaxing
beautifully appointed immaculate bright cozy and inviting with the most amazing views
what a fantastic place the views are amazing the house is beautifully appointed comfortable and spacious
Cleanliness:
he keeps a very organized and clean house
house was incredibly clean and equipped
the house is huge super clean and super fabulous
the house was spotlessly clean
the whole house is really clean and thoughtfully decorated
Host:
jack was a great host
thank you again jack for your hospitality and for being such a great host
jack was very responsive whenever we had questions
jack was a perfect host - very responsive and helpful
jack the owner was always prompt with email responses and helpful suggestions
Location:
location was gorgeous - exactly what we hoped for
the location is soothing and so magical
this was such a perfect house for a quiet cozy getaway
this is easily the nicest place i've ever come across via airbnb
Read more reviews

5. Two-bedroom house with a garden (from USD 400)

Enjoy a wonderful stay in a quiet neighborhood located near a pristine beach where you can take evening walks or go swimming. It’s clean, cozy, and has a great host who will ensure that you enjoy your holiday to the fullest. If you’d like to relax outdoors and enjoy the local weather, a nice garden and a fenced-in yard is at your disposal. There are also ceiling fans throughout the house to keep you cool. Other features include a sound system in the kitchen and WiFi throughout the property.

Stayed at this property?
Old Saybrook, Connecticut, United States
8.29 km (5.2 mi) from Florence Griswold Museum
25 reviews   Wifi Available
ENTIRE HOME 3 Beds 4 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 4

Top guest reviews
Cleanliness:
this home met all of our needs was very clean and comfortable
john’s home is clean cozy and adorable
Host:
all the residents walking jogging walking their own dogs were extremely friendly
the house was perfect for a quick family get away and john was a great host
Location:
neighborhood is very quiet and friendly
we would love to come back in the warm weather and really appreciate the location
wonderful stay at john’s place in old saybrook
pristine beach is a bit of a walk but totally worth it
Read more reviews

6. Centrally located four-bedroom house with deck (from USD 443)

This stunning house is located in a fantastic location near tourist spots and local establishments such as shops and restaurants. However, despite its convenient setting, it is also in a very quiet community, away from busy streets and noisy entertainment joints. Sit by the beautiful fireplace and enjoy drinking coffee or reading a book during the cold season. With the spacious and comfortable living room, you have a nice spot where you can unwind. The kitchen has top-notch equipment that will make cooking an easy and enjoyable task. The house also has a deck where you can lounge in and look at calming water views.

Stayed at this property?
Old Saybrook, Connecticut, United States
8.16 km (5.1 mi) from Florence Griswold Museum
40 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
beautiful home with ones ty of room for a large group or family
warm everything you need for cooking a feast (the kitchen is brilliant with a 6 burner stove)
the beehive was even more fabulous in person than the photos modern spacious clean and comfortable
the home and the whole experience was very comfortable for our group of 8 adults and one toddler
Cleanliness:
jeff has a beautiful clean home
the place is very clean and homey
very clean and luxurious furnishings
spacious comfortable and clean
the house was clean comfortable and well-equipped
Host:
hosts were great
they are wonderful hosts
the hosts clearly have experience in renting to 3rd parties and have each and every detail covered
jeff and pam were friendly helpful and courteous
jeff and pam are very accommodating and kind
Location:
great kitchen and location
house has everything you need beautifully updated and love the location in cornfield point
a beautiful location and the neighbors were welcoming and very friendly
this home was in a sweet location in old saybrook
the location was lovely and is a fabulous spot for walks or runs by the water
Read more reviews

7. Cozy waterfront cottage with fantastic views (from USD 352)

This two-bedroom cottage is set in a great location close to local conveniences while providing lots of privacy at the same time. As the property is a waterfront property, it’s the perfect spot for kayaking, fishing, and paddleboarding. Additionally, it’s in a quiet area with stunning water, landscape, and sunset views. You are also free to sit outside in the beautiful and well-kept lawn and enjoy Old Saybrook’s sun. Take advantage of the facility’s private dock and explore the surrounding area too.

Stayed at this property?
Old Saybrook, Connecticut, United States
7.69 km (4.8 mi) from Florence Griswold Museum
73 reviews   Wifi Available
Entire cottage 5 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
the cottage has tasteful decorations and comfortable chairs outside
wifi worked great 2 tvs too
the location can't be beat -- directly on the water with a peaceful view from the living room
the cottage was clean and cozy and the view was absolutely breathtaking
comfortable and lovely small home perfect for the three of us
Cleanliness:
clean & well stocked
super clean with great kayaking
the place was spotless quiet and very comfortable
we found it clean stylish and well cared for
it was impeccably clean very nicely decorated and in a quiet and relaxing location
Host:
they are excellent hosts and respond very promptly to any questions or concerns you have
very responsive host
owner very responsive and accommodating
she was very responsive and went above and beyond
meghan is a great host and was extremely accommodating to us when plans changed slightly
Location:
its in a great location
beautiful quiet location on the water that is also close to town
the location on the water is great and it is easy to get to various spots around town
beautiful cottage in amazing location on the water
it was the perfect location - right on the water private quiet
Read more reviews

8. Modern cottage in a family-friendly community

If you’re in search of a vacation rental where luxury and comfort combine to make a pleasant getaway, then choose this modern cottage. It’s located in a family-friendly neighborhood which is a great place for leisure walks and bicycle riding. Additionally, the community has friendly and welcoming neighbors. A 10-minute walk from the house is a sandy beach which is the ideal spot for swimming and catching the sunset. The cottage is also clean and comes with numerous modern amenities such as WiFi and air-conditioning.

Stayed at this property?
Old Saybrook, Connecticut, United States
7.68 km (4.8 mi) from Florence Griswold Museum
14 reviews   Wifi Available
Entire cottage 3 Beds 8 Guests 3 Bedrooms 1 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
wifi also good
furniture and beds are comfortable
the house stayed cool without air conditioning even on warm summer days
Cleanliness:
we had to go buy a sponge and then clean the dishes we used before we used them
there were ample clean white towels and sheets available and soaps as well as other amenities
the house was clean with many modern amenities
Host:
thank you for being a great host: we loved our stay
Location:
the location is great a 7 minute walk to a private beach great for catching the sunset
a short walk to the private beach that was great for relaxing and putting kayaks into the water
Read more reviews

9. Spacious house with newly renovated kitchen

Tucked in a quiet and pleasant neighborhood with a private beach, this three-bedroom house is an ideal spot where you can unwind and recharge. Its newly renovated kitchen is filled with all the utensils and cookware you could possibly need for easy cooking. Apart from being spacious, the facility also has an inviting décor. The bedrooms are air-conditioned to keep you cool during summer while the house is fitted with a heater to keep you warm when necessary.

Stayed at this property?
Old Saybrook, Connecticut, United States
7.28 km (4.6 mi) from Florence Griswold Museum
15 reviews  
Entire house 4 Beds 3 Bedrooms 1 Bathrooms
Top guest reviews
Amenities & Room:
nice touches like coffee a charging station soft towels a laundry bathroom soaps ac and good neighbors
Cleanliness:
comfortable clean and well appointed
cozy clean place quiet neighborhood
it was clean quiet and just the perfect place to relax and unwind
wow great host lovely beautiful and sparkling clean holiday home well appointed
Host:
she is very helpful and responsive
wonderful local tips and good communication with our host
i cannot speak highly enough about susan’s home it was beautifully decorated sparkling clean convenient and friendly
susan was an excellent communicator and very helpful with tips for restaurants and attractions
Location:
great location and very nice house
great location for beach walking cycling golf
blue haven is a beautiful comfortable home in close proximity to a beautiful private beach
susan's place is a lovely home in a delightful spot near the beach
check in and check out were a breeze; the smart tv and charging station were great
Read more reviews

10. Four-bedroom waterfront home

Enjoy fantastic views at this facility no matter the time of the year. This home’s location is wonderful and the views are nothing short of spectacular. In the evening, you will get to witness the incredible sunset from every spot in the house. You can indulge in leisure activities such as kayaking close to the accommodation. The area is safe and you can engage in stargazing at night. There are four bedrooms here that can fit up to eight people, perfect for a family getaway or a friendly reunion. There’s a deck with a grill where you can have a barbecue party for lunch.

Stayed at this property?

6.47 km (4.1 mi) from Florence Griswold Museum
13 reviews   Superhost Wifi Available
ENTIRE HOME 5 Beds 9 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 9

Top guest reviews
Amenities & Room:
it is huge and had enough room to comfortably fit 7 adults and 2 children
Cleanliness:
inside is clean modern and comfortable with great views outside
Host:
pamela was a great host and i would highly recommend staying here
our host was amazingly responsive and was always quick to help
pamela was a great host - providing all the info necessary for a great stay
and i can't stress how accommodating and communicative pamela was throughout our stay
it was super helpful
Location:
secluded enough for privacy yet close to the beach town and local attractions
Read more reviews

Make fun memories at great accommodations

Choosing a great accommodation plays an important role in ensuring your vacation is enjoyable. For that reason, you should pick a facility that is in a nice location and feels like home. While visiting Old Saybrook, check out the above vacation rentals and enjoy your holiday like never before.

Stayed at this property?
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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William believes that we should strive to make the world a better place. He's passionate about landscapes, the ocean, and people. When not traveling, he enjoys swimming, hiking, and planning for...Read more

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