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 April 06, 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.
Top guest reviews
Amenities & Room:
we loved the serene outdoor space and enjoyed hanging out in the big living room at nightthe living room and open kitchen were perfect for entertaining a group of friendsbeds sofas and tables were all nicebeautiful place with tons of room and thoughtful touchesthe mission is open and full of natural light with beautifully furnished roomsCleanliness:
the house was clean and looked as advertisedalso the space was immaculately cleanthe house was sparkling clean full with supplies and instructions all aroundall the rooms were clean & had their own special touch & themeit is beautifully designed clean and has all you can ask forHost:
the host was amazingthe hosts were very kind and showed us everythingwonderful hosts and beautiful housekay is a very nice hostthe hosts made us feel very welcomeRead more reviewsLocation:
the house is located close to some cute towns and local farmsthe place is amazing get away from the citybeautiful to linger and great location for small trips as wellhard to believe such a tranquil and beautiful please is so close to manhattanthis is a peaceful beautiful house in a gorgeous and scenic location in the hudson valley
Superhost
2. Sunny cottage (from USD 100)
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.
Top guest reviews
Amenities & Room:
barely able to fit in bathroomerin's sunny cottage is adorable and cozya/c worked great for the heatwavebest parts were the bed shower/tub the deck convenient tv and the wonderful acthe cottage is adorable and cozy with a cute little patio to drink coffee in the morningCleanliness:
erin’s place was clean and lovelythe place was very clean and the bed was very comfortablethe place is quiet clean and neatnonetheless i would recommend this place for it’s quirkiness and cleanlinessthe bed was comfortable and it was cleanHost:
she was very responsiveshe was prompt with response helpful and accommodatinglovely stay lovely place lovely hostowner was very responsive and helpful during our stayerin was very friendly and helpful answering our questionsRead more reviewsLocation:
location is excellent for exploring washington's villagesgreat place in a great locationthe location was quiet and relaxingit is located in a peaceful area and close to the nearby sightsso cute in a really nice location for hiking family style restaurants etc
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.
Top guest reviews
Amenities & Room:
her room is is even better than the photosnice private room with plenty of space in a quiet neighborhoodquite a big room nicely furnitured separate from the nice old house in first class conditionCleanliness:
place was very clean and quietit was sparkling clean and quite comfortableit is spotless well appointed and so comfortablepat is wonderful and everything was very clean and tidyit’s really clean and neat and well-decoratedHost:
she has a gorgeous home and she is a gracious hostpat was a wonderful hostpat was an awesome hostshe is charming friendly and knowledgeable about the areapat is a very welcoming hostRead more reviewsLocation:
great location along the town green with plenty in walking distancethe location is great too: walking distance to shops and restaurantsit’s also a perfect location being walking distance from townwithin walking distance to the charming little downtown areasuper quick walk to town
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.
Top guest reviews
Amenities & Room:
the pool is a wonderful treati loved the privacy of the room being disconnected from the housethe room is separate from the main house which was niceCleanliness:
very beautiful clean & peacefulthe pool is nice and cleanthe room is clean quiet and stocked with snacksthe room is comfortable and cleanwe felt comfortable right away and enjoyed swimming in their clean poolHost:
victoria was an amazing hostbest host you can ask forvictoria is a very gracious hostgreat host great breakfast that the host made for usvictoria is an outstanding host and she makes sure you are always comfortableRead more reviewsLocation:
the location is also close to the town that has interesting restaurants and shopscute place nice for a short staywe had a lovely walk and were served a delicious breakfast by the pool in the morningwhat a great place to bei am city girl (born & raised) so it great place to get away from the noise
5. Private bedroom (from USD 100)
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.
Top guest reviews
Amenities & Room:
fresh mountain air outside combined with ample room yet privacy insidecathleen was so kind to provide bagels and brioche and coffee for our breakfastthe spacious room was accentuated with an historical-but-still-modern feel that made the house all the more enjoyablewhat a lovely stay we had the room and bath were super comfy and super cleanCleanliness:
super clean rooms and comfy bedsthe bathroom was very clean and charmingeverything was clean new comfortable and tastefulthe place was clean in a quiet neighborhood and very nicely decoratedthe private room and bathroom were very clean and well appointedHost:
she's a wonderful hostcathleen was a great hostcathleen was friendly and welcoming she invited us to help ourselves and make ourselves at homecathleen is a super host who can answer all questionscathleen is a great hostRead more reviewsLocation:
definitely a place to come tothe neighborhood is beautiful safe and quietwe spent three delightful days at cathleen's placethe neighborhood is very quiet and gorgeous (we were there in fall)
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.
New Milford, Connecticut, United States
11.16 km (7.0 mi) from Squantz Pond State ParkTop guest reviews
Amenities & Room:
it's modern look and comfortable lavender amenities will have you feeling relaxedthe bed was super comfortable the coffee delicious and the decor very stylishthe bed is very comfortable and there are coffee and tea making facilities and a bright bathroomthe house is nicely appointed with comfortable sleeping spacesthe suite is simply beautiful it was a perfect amount of room for the two of usCleanliness:
space was very clean and spaciouscomfortable space very clean and cozythe space is delightful- clean and quietthe place was very clean and comfortablecharming quiet super clean and comfortableHost:
she was a wonderful hostmary jo was an excellent hostmegan was a great hostmeg was a great hostmegan was a great host and her hospitality was much appreciatedRead more reviewsLocation:
but if you're using your own car the location is super convenient to shops and restaurantssuch a cute place to stay was secluded and not too far away from some great restaurantsperfect getaway for a couple or two close friendsreally nice grounds and locationwe loved everything about it and it's location is perfect for exploring northern fairfield and litchfield counties
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.
New Milford, Connecticut, United States
12.88 km (8.1 mi) from Squantz Pond State ParkTop guest reviews
Amenities & Room:
very comfortable bedding and the view about the back wall of glass is incrediblesuch a comfortable private place to staythe room was beautiful and very comfortableCleanliness:
very clean and cozyvery clean and comfortablevery clean and very comfortablealways clean and always so pleasantroom was very clean comfortable and cozyHost:
sebastian was the best hostsebastian was a great hostgracious hosts always willing to go above and beyondthank you for being great communicators and amazing hostsgabriel and sebastian are great hosts they could not have been friendlier or more helpful with anythingRead more reviewsLocation:
a lovely house in a remote locationgabriel's place is located in the beautiful backwoods of gaylordsvillewe were in the area for hiking and this location was perfectquiet location an extremely cleanyou will enjoy your stay at gabriel's place
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!
Bridgewater, Connecticut, United States
10.21 km (6.4 mi) from Squantz Pond State ParkTop guest reviews
Amenities & Room:
comfortable and cozy artist's cottage in a beautiful settingthe breakfast and dinner vouchers are a nice extra touchpamela provides vouchers for breakfast at bridgewater village cafe was especially nicegood design inside room very convience for living prepared everything you want to takeCleanliness:
the house is bright clean and spaciouswhat a great experience the house is quiet cheerful clean and very relaxingquiet and clean spacious and well appointed i could have written a novel herethis is a beautiful space the house itself is very very clean and spaciousit was immerse in nature clean comfortableHost:
the hosts are very friendly & kindlypamela and her husband were great hostspamela was communicative and flexible -- a fantastic hostpamela is a great host and went out of her way to help us have a wonderful weekendpamela is a lovely host and her place is impeccableRead more reviewsLocation:
the location is great to explore the regiongood location with access to main roads and the townit's in a nice quiet spot backing on to woods
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!
New Milford, Connecticut, United States
13.73 km (8.6 mi) from Squantz Pond State ParkTop guest reviews
Amenities & Room:
the view from all the rooms is absolutely stunninglovely secluded house extremely private and lovely views from the bedrooms and living roombeds were very comfortable too something you never know before you arrivewould highly recommend this stay has two large bedrooms a spacious living room and a nice kitchen/dining areaCleanliness:
comfortable stylish and clean spacethe house itself is very clean and modernit is an incredibly clean attractive and well appointed dwellingsuch a nice place with plenty of room and super cleanthe house is spacious modern and clean and perfectly appointed with full kitchenHost:
jerry was responsive and helpfuljerry thank you so much for being an excellent hostjerry was very responsive to all of my needsgreat place to stay for a quick stop over jerry was super responsive and lovelyRead more reviewsLocation:
and such a great locationbeautiful relaxing location - great for large groups and kidsjerry's place is in a beautiful peaceful location in the ct countrysidegreat place lovely house good locationit's a great place beautiful space well decorated lovely location big yard area
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.
15.69 km (9.8 mi) from Squantz Pond State Park
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!
History
Get Trip101 in your inbox
Unsubscribe in one click. See our Privacy Policy for more information on how we use your data
Create an account to