Top 10 Airbnb Vacation Rentals In New Milford, Connecticut - Updated 2024

airbnb New-Milford CT
Contributing Writer
| 4 min read

New Milford is the largest town in the Litchfield County, Connecticut. This is where you often hear the word “woodchucks” which refers to the male residents in the area. The town is home to Jose M. Ferrer Memorial Carillon, popularized by the novel and film called Blandings Builds His Dream House. At New Milford, you’ll always have something interesting to do. Visit parks, stroll on walking trails, visit a museum, try a cooking class, and even nurture a hobby. When you’re in town, go to the Lovers Leap State Park where you get to see stunning views of the river. Do make sure to also check out our list of the best Airbnb vacation rentals in the area.

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 July 08, 2024.

1. The Mission House Sanctuary (from USD 1000)

Consider this property your home away from home! The newly built four-bedroom home features a terrace in the master bedroom that’s overlooking the pond. On the main level is an open living/ dining/ library/ kitchen area and features tall windows and vaulted ceilings. The kitchen area is equipped with a toaster, blender and coffee machines. The living area, on the other hand, features a cable LCD TV and a fireplace. The bedrooms have a queen-sized bed and plenty of natural light. Outside is the pond full of fish, critters, and frots. There are several birds in the area too. If you’re an outdoor enthusiast, there are hiking trails and a cold spring near the area.

Stayed at this property?
Hopewell Junction, New York, United States
27.23 km (17.0 mi) from Squantz Pond State Park
280 reviews   Superhost Wifi Available
Entire villa 5 Beds 10 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
we loved the serene outdoor space and enjoyed hanging out in the big living room at night
the living room and open kitchen were perfect for entertaining a group of friends
beds sofas and tables were all nice
beautiful place with tons of room and thoughtful touches
the mission is open and full of natural light with beautifully furnished rooms
the house was clean and looked as advertised
also the space was immaculately clean
the house was sparkling clean full with supplies and instructions all around
all the rooms were clean & had their own special touch & theme
it is beautifully designed clean and has all you can ask for
the host was amazing
the hosts were very kind and showed us everything
wonderful hosts and beautiful house
kay is a very nice host
the hosts made us feel very welcome
the house is located close to some cute towns and local farms
the place is amazing get away from the city
beautiful to linger and great location for small trips as well
hard to believe such a tranquil and beautiful please is so close to manhattan
this is a peaceful beautiful house in a gorgeous and scenic location in the hudson valley
Read more reviews

2. Sunny cottage (from USD 103)

This sunny cottage, situated in the countryside, is all you need to completely unwind and relax. It’s near Litchfield Hills where you can go sightseeing and be one with nature. In the cottage, you can either enjoy the hot tub with a rainfall showerhead or watch your favorite TV shows in the living room. The kitchen is open to guests too - you’re free to cook something nice for dinner, right after a tour or a leisurely walk outside.

Stayed at this property?
Washington, Connecticut, United States
18.0 km (11.2 mi) from Squantz Pond State Park
246 reviews   Superhost Wifi Available
Entire guesthouse 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
barely able to fit in bathroom
erin's sunny cottage is adorable and cozy
a/c worked great for the heatwave
best parts were the bed shower/tub the deck convenient tv and the wonderful ac
the cottage is adorable and cozy with a cute little patio to drink coffee in the morning
erin’s place was clean and lovely
the place was very clean and the bed was very comfortable
the place is quiet clean and neat
nonetheless i would recommend this place for it’s quirkiness and cleanliness
the bed was comfortable and it was clean
she was very responsive
she was prompt with response helpful and accommodating
lovely stay lovely place lovely host
owner was very responsive and helpful during our stay
erin was very friendly and helpful answering our questions
location is excellent for exploring washington's villages
great place in a great location
the location was quiet and relaxing
it is located in a peaceful area and close to the nearby sights
so cute in a really nice location for hiking family style restaurants etc
Read more reviews

3. Historic Victorian home (from USD 95)

This Italian-inspired 1844 home offers a spacious and completely private accommodation. The bedroom has a queen bed, a bookcase, and a wooden table. It’s a sunny space equipped with an antique cabinet with coffee and tea inside. Outside the apartment, you’ll find the loveliest views and several restaurants within a five-minute walk. There are plenty of eateries where you can have your lunch or dinner. You may also want to go biking or walking along the Housatonic River. It’s a charming neighborhood with plenty of fun and adventure. Nearby, you’ll find a farmer’s market that sells fresh fruits, bread, and donuts. The hosts are also kind enough to give you recommendations on the best restaurants and any information you will need about the town.

Stayed at this property?
New Milford, Connecticut, United States
9.45 km (5.9 mi) from Squantz Pond State Park
74 reviews   Wifi Available
Private room in guest suite 1 Bed 2 Guests 1 Bedroom 1 Bathrooms

Accommodates: 2

Top guest reviews
Amenities & Room:
her room is is even better than the photos
nice private room with plenty of space in a quiet neighborhood
quite a big room nicely furnitured separate from the nice old house in first class condition
place was very clean and quiet
it was sparkling clean and quite comfortable
it is spotless well appointed and so comfortable
pat is wonderful and everything was very clean and tidy
it’s really clean and neat and well-decorated
she has a gorgeous home and she is a gracious host
pat was a wonderful host
pat was an awesome host
she is charming friendly and knowledgeable about the area
pat is a very welcoming host
great location along the town green with plenty in walking distance
the location is great too: walking distance to shops and restaurants
it’s also a perfect location being walking distance from town
within walking distance to the charming little downtown area
super quick walk to town
Read more reviews

4. Rural retreat with pool (from USD 140)

There are plenty of walking trails near this rural retreat home that will let you escape from the city and just breathe in nature. If you decide to just stay home, you can go swimming in the pool or sunbathe on the patio. Other amenities include wifi, parking, breakfast and some essentials that you’ll need.

Stayed at this property?
New Milford, Connecticut, United States
16.25 km (10.1 mi) from Squantz Pond State Park
91 reviews   Superhost Wifi Available
Private room in guest suite 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the pool is a wonderful treat
i loved the privacy of the room being disconnected from the house
the room is separate from the main house which was nice
very beautiful clean & peaceful
the pool is nice and clean
the room is clean quiet and stocked with snacks
the room is comfortable and clean
we felt comfortable right away and enjoyed swimming in their clean pool
victoria was an amazing host
best host you can ask for
victoria is a very gracious host
great host great breakfast that the host made for us
victoria is an outstanding host and she makes sure you are always comfortable
the location is also close to the town that has interesting restaurants and shops
cute place nice for a short stay
we had a lovely walk and were served a delicious breakfast by the pool in the morning
what a great place to be
i am city girl (born & raised) so it great place to get away from the noise
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5. Private bedroom

You’ll be close to great restaurants and cool shopping areas with this well-decorated space in Connecticut. Wifi and parking are free. Guests also get access to the kitchen, garden, and the patio. Other amenities include some essentials and free use of the swimming pool.

Stayed at this property?
New Milford, Connecticut, United States
7.65 km (4.8 mi) from Squantz Pond State Park
28 reviews   Wifi Available
PRIVATE ROOM IN HOME 2 Beds 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
fresh mountain air outside combined with ample room yet privacy inside
cathleen was so kind to provide bagels and brioche and coffee for our breakfast
the spacious room was accentuated with an historical-but-still-modern feel that made the house all the more enjoyable
what a lovely stay we had the room and bath were super comfy and super clean
super clean rooms and comfy beds
the bathroom was very clean and charming
everything was clean new comfortable and tasteful
the place was clean in a quiet neighborhood and very nicely decorated
the private room and bathroom were very clean and well appointed
she's a wonderful host
cathleen was a great host
cathleen was friendly and welcoming she invited us to help ourselves and make ourselves at home
cathleen is a super host who can answer all questions
cathleen is a great host
definitely a place to come to
the neighborhood is beautiful safe and quiet
we spent three delightful days at cathleen's place
the neighborhood is very quiet and gorgeous (we were there in fall)
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6. Chic farmhouse

You’ll never get tired of watching the scenic hills in Litchfield County - a perfect weekend getaway for the entire family. This renovated farmhouse will be your home in New Milford. Although it doesn’t have a full kitchen- just a mini fridge, kettle, and a microwave- the vacation home is located near the town where the restaurants are found. Apart from the good accommodation, guests are provided with eco-friendly laundry soap, essential oils, and other essentials. If you’re traveling with pets, do inform the hosts as it’s considered only on a case-to-case basis.

Stayed at this property?
New Milford, Connecticut, United States
11.16 km (7.0 mi) from Squantz Pond State Park
104 reviews  
Entire guest suite 2 Beds 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
it's modern look and comfortable lavender amenities will have you feeling relaxed
the bed was super comfortable the coffee delicious and the decor very stylish
the bed is very comfortable and there are coffee and tea making facilities and a bright bathroom
the house is nicely appointed with comfortable sleeping spaces
the suite is simply beautiful it was a perfect amount of room for the two of us
space was very clean and spacious
comfortable space very clean and cozy
the space is delightful- clean and quiet
the place was very clean and comfortable
charming quiet super clean and comfortable
she was a wonderful host
mary jo was an excellent host
megan was a great host
meg was a great host
megan was a great host and her hospitality was much appreciated
but if you're using your own car the location is super convenient to shops and restaurants
such a cute place to stay was secluded and not too far away from some great restaurants
perfect getaway for a couple or two close friends
really nice grounds and location
we loved everything about it and it's location is perfect for exploring northern fairfield and litchfield counties
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7. Master suite with a private entrance

Be one with nature when you stay at this private suite in the middle of the woods. You’ll have the entire space to yourself. The bedroom, sunlit bathroom and the private back porch which can be seen from inside through the floor to ceiling glass windows are all available for guests. At the back of the property, there’s a stream if you want to relax, and a hiking trail if you feel like exploring the woods. This really is the perfect go-to place to give you complete relaxation on your vacation.

Stayed at this property?
New Milford, Connecticut, United States
12.88 km (8.1 mi) from Squantz Pond State Park
49 reviews  
Private room in guest suite 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
very comfortable bedding and the view about the back wall of glass is incredible
such a comfortable private place to stay
the room was beautiful and very comfortable
very clean and cozy
very clean and comfortable
very clean and very comfortable
always clean and always so pleasant
room was very clean comfortable and cozy
sebastian was the best host
sebastian was a great host
gracious hosts always willing to go above and beyond
thank you for being great communicators and amazing hosts
gabriel and sebastian are great hosts they could not have been friendlier or more helpful with anything
a lovely house in a remote location
gabriel's place is located in the beautiful backwoods of gaylordsville
we were in the area for hiking and this location was perfect
quiet location an extremely clean
you will enjoy your stay at gabriel's place
Read more reviews

8. Breeze Way in the village

Situated in a quiet neighborhood, this bright and spacious studio is only two minutes from the Bridgewater center where the Bistro and the village store are. Downtown New Milford is also just 10 minutes away, and you’ll find plenty of restaurants and shopping outlets there. If you love sports, there is a tennis court available. There are walking trails too!

Stayed at this property?
Bridgewater, Connecticut, United States
10.21 km (6.4 mi) from Squantz Pond State Park
34 reviews  
Entire guesthouse 2 Beds 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
comfortable and cozy artist's cottage in a beautiful setting
the breakfast and dinner vouchers are a nice extra touch
pamela provides vouchers for breakfast at bridgewater village cafe was especially nice
good design inside room very convience for living prepared everything you want to take
the house is bright clean and spacious
what a great experience the house is quiet cheerful clean and very relaxing
quiet and clean spacious and well appointed i could have written a novel here
this is a beautiful space the house itself is very very clean and spacious
it was immerse in nature clean comfortable
the hosts are very friendly & kindly
pamela and her husband were great hosts
pamela was communicative and flexible -- a fantastic host
pamela is a great host and went out of her way to help us have a wonderful weekend
pamela is a lovely host and her place is impeccable
the location is great to explore the region
good location with access to main roads and the town
it's in a nice quiet spot backing on to woods
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9. Cozy private guesthouse

You’ll get access to everything in the house including the fire pit and private yard. It’s a cozy two-bedroom house situated in the beautiful Litchfield County Hills. With each accommodation, you’ll also get free wifi, parking, cable TV and some essentials. This vacation home is situated in a cool forest with a magnificent sunset. It’s a must-visit!

Stayed at this property?
New Milford, Connecticut, United States
13.73 km (8.6 mi) from Squantz Pond State Park
45 reviews  
Entire cottage 2 Beds 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
the view from all the rooms is absolutely stunning
lovely secluded house extremely private and lovely views from the bedrooms and living room
beds were very comfortable too something you never know before you arrive
would highly recommend this stay has two large bedrooms a spacious living room and a nice kitchen/dining area
comfortable stylish and clean space
the house itself is very clean and modern
it is an incredibly clean attractive and well appointed dwelling
such a nice place with plenty of room and super clean
the house is spacious modern and clean and perfectly appointed with full kitchen
jerry was responsive and helpful
jerry thank you so much for being an excellent host
jerry was very responsive to all of my needs
great place to stay for a quick stop over jerry was super responsive and lovely
and such a great location
beautiful relaxing location - great for large groups and kids
jerry's place is in a beautiful peaceful location in the ct countryside
great place lovely house good location
it's a great place beautiful space well decorated lovely location big yard area
Read more reviews

10. Bedroom suite with living room & kitchen

Your perfect weekend getaway is right here - a 2-bedroom vacation home in Roxbury Connecticut. The kitchen and the living room are at your disposal. You can either play video games or watch your favorite movie in the living room. If you love sunsets, you might as well catch it in your own private porch. And you will comfortably sleep on the fresh white linens that are sure to give you an uninterrupted sleep. When you do decide to go out and explore Roxbury, try hiking near the waterfalls or go swimming. There’s a lot to do inside and outside this vacation home.

Stayed at this property?

15.69 km (9.8 mi) from Squantz Pond State Park
71 reviews  
Entire entire floor 3 Beds 6 Guests

Visit New Milford today

Most of the accommodations here are situated near Litchfield Hills where you get to see stunning views, sure to give you that stress-free vacation you’ve been dreaming about. Plan a vacation asap and book one of these Airbnb listings in the area. You shouldn’t miss the activities in New Milford!

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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