
Pet-friendly holiday rentals in New Fairfield
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Top-rated pet-friendly home rentals in New Fairfield
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Pet-friendly house rentals

New Paltz Guest Cabin Nestled In The Woods
Beautiful location, peaceful and private. Spacious, modern, comfortable home. Really good advice about places to explore and visit in the surrounding area. This is a place we’d return to in a heartbeat. Just the tonic after a week in Paris and a hectic entry via JFK. Ben’s place is a haven away from the world. We just loved it!

Top Rated Gem | Fire Pit | Near Beach, FFU & SHU
Claudia is a wonderful and responsive host, who sent us helpful information and recommendations of area restaurants. Her home is so cozy and immaculate, with special touches throughout. It’s also in the heart of Fairfield, within minutes of anywhere in town. We’ll certainly be back!

1956 House of the Year Award. Easy commute to NYC.
A unique architectural home built 1955 that’s set on 2 plus acres surrounded by mature hardwoods. Set in a lovely neighborhood. Lots of interesting Art and Literature available to enjoy.I had wanted to stay on several visits but this location wasn’t available. I lucked out for 3 nights and so glad I had the opportunity to. I will definitely book again. Gloria was a responsive host. Instructions were clear and detailed. Lots of closet space in the 3 bedrooms and plenty space, multiple sitting areas. Thank you Gloria.

Architect's Hudson Valley Home in the Woods
We really enjoyed our stay at Olga’s! The design throughout the space is beautiful, and staying on the second floor feels like floating among the trees. It’s also wonderfully private, with great food spots nearby that make the location super convenient.

Welcome to The Boathouse! Waterfront/Boats/Hot tub
we had a lovely time at Seth’s cottage by the river. Everything was very well appointed and comfortable. I think the beds were the best I’ve had an Airbnb. There was easy access to new Paltz and kingston. I have no hesitation in recommending Seth’s place.

Rustic Swedish Barn/Featured in Airbnb Magazine
We enjoyed the perfect escape from the city in this magical barn with gorgeous antiques and pristine views. Definitely will be back for future celebrations!

The ARLO - Walk to Brewery & Restaurants
The ARLO was super cute and very clean. It had ALL the amenities we needed. Outstanding communication with the hosts. Great welcome guide full of info. that answers all your questions. Looking forward to coming back 💕

Peaceful Suburban Colonial w/New Kitchen.
Amazing, super clean, immaculate home. From goodies/food/drinks left for us to the squeaky cleanliness of the home we found it worth 10 stars!!! Jon's hospitality as a host was nothing short of amazing!! Perfect for SHU or Fairfield families staying in the area. Hope to visit again.
Pet-friendly home rentals with a pool

Pool House
The pool house is so cute and the outdoor patio is gorgeous and the perfect place to relax. Great place to stay if you want to stay near New Haven but also want to enjoy quiet away from the city. Sue is a responsive and very generous host!

Seclusion and Romance - Pool is open and heated!
Great place for a quick stop on a trip to visit family. Super communicative and friendly. Would stay again!

Kapitan’s Cottage: Private Retreat with Salt Pool
The house and property were absolutely lovely, clean, and peaceful. We had everything we needed. When there was a big rain storm and the internet had some issues, the hosts responded immediately and reset the modem and offered to call Spectrum. Issue was fixed right away. The pool was perfect temp and so restorative. Would 12/10 recommend staying here.

Renovated Forest Oasis with Pool & Fire-pit
I had a great time staying here. A lovely and quiet retreat. Douglas and his family were very friendly and responsive to any needs I had. The place was tidy and clean and the grounds around the house were beautiful! Will definitely be back!

4Br Mountain Brook House on 130 acres w/ trails
Rick's House (Hemlock House) was a wonderful getaway! We unfortunately didnt hit the best weather but the house was perfect for a cool and rainy long weekend both indoors and out. The open first floor with huge kitchen was great for hanging out and cooking with alot of cozy nooks to read and relax. There was a lot of various outdoor spaces and decks to lounge on as well and the hot tub was perfect for the cooler cloudy weather. The bedrooms were all comfy and each room having its own bathroom was another plus. We all loved the sounds of the creek and being able to walk around the trails in the back. The House is in a fantastic location - only 10 minutes from Rhinebeck which has everything you need and is great for walking around, shopping and dining. Rick was informative and provided a great guidebook with clear instructions and local resources and recommendations. Thanks for a lovely stay!

Pool - Hot Tub - Game Room - Mini Golf - Country
Had a great stay! The place was clean, comfortable, and exactly as described. Check-in was smooth, and communication with the host was easy and responsive. The location was convenient and quiet—perfect for a relaxing getaway. Would definitely stay here again!

GOOD VIBEZ HOUSE! Golf-Heated Pool-HotTub-GameRm!
We liked how easy it was to punch the code in to get into the home. Once in the home, it was really nice to see the welcome placard. We enjoyed access to robes, skincare, slippers, towels, etc. The game room was loads of fun. The indoor and outdoor ping pong tables were fun. We enjoyed billiards, arcade games and table games. The icing on the cake were the hot tub, the four mode shower and bidet. The Smart Home technology took a little getting used to, but it was very convenient once we did. We love the quick response time whenever we had a question or concern. This place allowed for a rejuvenating relaxing atmosphere and we are so glad that we chose “The Good Vibes” home for our debut AirBNB experience. Thanks again for hosting us in your charming abode!

Eco Cottage in the Woods
The Eco Cottage was a perfect, tiny gem tucked away in the middle of the beautiful green woods. It was so private, peaceful, and serene. It truly felt like my own little retreat and since I was there to go on a retreat, this was the perfect place to lay my head at night. I loved walking the trails and wow, the pool, which looked so inviting (even if it was a bit too chilly to use this time!). Everything was clean, and the instructions were clear and easy to follow. Hosts checked in regularly but gave me my privacy. I really enjoyed my stay SO MUCH and will absolutely be booking here again the next time I’m in the area. Highly recommend!
Private, pet-friendly home rentals

The Getaway: Beautiful Waterfront - New Milford CT
Enjoyed our stay in the woods with a beautiful view of the river. Easy to get to and very close to the charming town of New Milford and many good restaurants. Although right off a busy road it was quiet inside the house. The great room, which is on the top floor, is wonderful and perfect for both working and entertaining and has a full bath. It looks like the photos with an amazing view. The bedrooms and another bath are underneath. The master bedroom is the best. Just be aware you can hear the footsteps from above and not all of the bedroom windows have bug screens. The entertainment room on the lower level which opens into the yard is filled with games and a large tv and was lots of fun. The weather was cool & rainy so we didn’t use the outdoor space as much as we thought we would but there was a kayak. The house was private and although there is no interior deadbolt we felt safe. The house was clean with good heat/ac and wi fi. Hosts were responsive.

Candlewood Lake Vacation Home | jj chalet
We had an excellent stay at Jessica's! The house is beautiful, clean and comfortable. And of course quiet owing to the location. There is a forest right behind which was perfect for exploration with the kids. A 5-minute walk took us to an absolutely gorgeous scenery with a pond, fields and forest, from which lovely walks are available. We also enjoyed the kayaks on the lake nearby. All this is in a very peaceful and quiet environment. Jessica's communication was perfect, she was very responsive and helpful and kindly let us check out late on the last day. If you come with young kids, bear in mind the steep stairs and lots of fragile items/art in the house.

Longview Lakehouse - 5 min walk to private beach
Our stay was fantastic. Traveling with two toddlers, we're always looking for ways to keep them entertained, and there was a plethora of puzzles, games, and toys at the house. The house itself is well maintained and spacious. The community is wonderful with a sandy beach and waterfront playground. The golf cart was an added bonus!

Direct Lake Access - Priv Dock, Kayaks, EV Charger
We had a great stay at the property. It is on a charming location of the lake across the channel from a small wooded island. The home's common spaces were great for gathering and the sleeping arrangements were very comfortable. I would recommend this to any group who wants a lake side experience with a comfortable house.

Candlewood Lakefront - Dock, kayaks, Fire Pit
Terrific lakefront property. Host was very helpful and accommodating and made sure we had an amazing weekend. Would highly recommend.

Luxury A-Frame Cabin w/ Hot Tub
Fil & Ellie’s place was the perfect stay for our getaway. Their home is amazing. We were very impressed by the amenities, the cleanliness and attention to detail. This place has everything you’ll need for a great stay. The hosts were also very helpful in answering our questions and assisting us with check-in. I would highly recommend staying here if you have the chance.

Candlewood Isle Cabin ~ Dog Friendly~ Lake ~ Dock
The location suited our needs perfectly. It was close to our Jehovah’s Witness facility in Patterson NY. We had a morning tour which made it very convenient, only 20 minutes away. We not only enjoyed the peaceful quietness, we were also able to do a little fishing at the boat docks right on the property of Candlewood Isle and caught a few fish.☺️

The Art House: 5-Acre Getaway w/ AC & Firepit
Lovely stay at Jon's place. The house was very clean, great attention to details, and extremely comfortable beds. The outdoor fire pit patio is perfect or sunset viewing. The hosts were very responsive.
Quick stats about holiday rentals that are pet-friendly in New Fairfield
Total rentals
40 properties
Nightly prices starting at
$200 AUD before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
40 properties include access to Wi-Fi
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- Fairfield Beach
- Yale University
- Rye Beach
- Yankee Stadium
- Rye Playland Beach
- Bronx Zoo
- Minnewaska State Park Preserve
- Walnut Public Beach
- TPC River Highlands
- Bethpage State Park
- Thunder Ridge Ski Area
- Woodmont Beach
- Ringwood State Park
- Rye Town Beach
- Seaside Beach
- Bushnell Park
- Calf Pasture Beach
- Jennings Beach
- Silver Sands Beach
- Bash Bish Falls State Park
- Sunken Meadow State Park
- Taconic State Park
- Catamount Mountain Ski Resort
- Centerport Beach