
Pet-friendly holiday rentals in Fairfield
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Top-rated pet-friendly home rentals in Fairfield
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Popular amenities for Fairfield pet-friendly home rentals
Pet-friendly house rentals

Bright 3-bedroom house with ample parking & patio!
We have stayed at a number of Airbnbs and this is one we would definitely consider returning to in the future. The price was right and Alyson was super responsive to the couple of questions we had. Everything was really clean, the space was very comfortable, and we really liked the kitchen and the back family room area. There wasn't anything lacking in the kitchen and the fact that there was a washer and dryer really put it at the top of our list for return visits.

Westport Deco HAUS /5 min to Town /10 min to Beach
great location and loved the backyard

Luxury Stay in Expansive Historical Home
The house was wonderful! We stayed for my daughter’s graduation and it couldn’t have been more perfect. The special touches like having the kitchen so well stocked and toiletries in all of the rooms was especially nice, and the house had plenty of room for everyone to relax and spread out. We thoroughly enjoyed our stay!

Cape on the Water
Jim’s place was perfect for our stay. The house was exactly as advertised. Our favorite part was the beautiful view of the salt marsh in back with lots of birds to watch.

Oceanfront Retreat: Modern Beach House
We had a relaxing overnight with our two pups! The bay/sound area is so peaceful. Our dogs enjoyed swimming before the tide came in and we kayaked along the shoreline. The inside was stunning and had everything you needed and more! We door dashed lobster rolls from the Bonfire Grille nearby (10/10) and ended the night in the hot tub! Coffee on the sunny patio was a great perk, too! Thanks again!!

Convenient and Cozy Antique Cape
The home was dated, but definitely worth the price. Convenient to shopping (Trader Joe's), access to I95, and just a short drive to downtown Darien. The amenities are also dated, i.e., not a walk-in shower but a jacuzzi type tub. Rory's restaurant was next door, which had very good food and reasonably priced. The host needs to add hand towels for the bathroom, and tea towels for the kitchen. The host was very responsive to text messages. Overall, we very much enjoyed the house.

Southport Shoreline Charm: Elegant Coastal Escape
Perfect for SHU graduation. 10 mins from Amphitheatre and close enough to the college. Drew was very responsive answered my inquiries within minutes. House was spacious, comfortable and had everything we needed for a long weekend. As others have noted it is very close to the highway. The first night we notice the noise when going to bed but soon it was white noise and the remaining nights we did not even notice it. Best part of the long weekend was our dog got to join us.

Peaceful Light-Filled Guesthouse 1 Hour From NYC
Obsessed with this Airbnb! My husband, dog and I typically go to upstate NY or the Berkshires for long weekends but I came across this Airbnb as I had an event in westchester over the long weekend. Highly recommend! So much hiking, wonderful restaurants and so close to the city. My dog loved this property as well! Will be back.
Pet-friendly home rentals with a pool

Charming Guest Cottage with Modern Amenities
This place is absolutely gorgeous. I spent quite a bit of time just exploring the grounds with my dog. It was too cold to use the pool but it was still beautiful to look at and a nice view while I was cooking/washing dishes. I appreciate the tour I received when I arrived to show me around. I would definitely recommend this place and hope to book again in the future.

Spacious Studio Apartment- near SBU
Gabby’s apartment is exactly as described. It is in a great location. Very close to Stoney Brook Village. We enjoyed walking to get our morning coffee. The apartment was very well stocked and spotless. Gabby thought of everything we could have possibly needed. We hope to be back next year!

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!

Stylish+Modern Cape w/Saltwater Pool-5min to Beach
Great spot in Hampton Bays! The house was as described and in a very cute and walkable neighborhood. Super close drive to the beach and a couple of local restaurants and eateries. Loved how private the spot felt too! David’s done a wonderful job with the backyard, so you get the comfort of having close neighbors without the intrusiveness. Pool was awesome. We definitely enjoyed it!

Prvt pool Huge, Eclectic space… 1.5 hr to NYC!
Blake is a kind and attentive host. The house is fun and eclectic. Many interesting things to look at, art books to leaf through and she has a great record album collection. It has all the necessities you would hope to see in an airbandb. I like the location. We enjoyed taking a hike in Mount Beacon park to see the remnants of an old casino and great views of the Hudson Valley.

Hamptons Escape minutes from Beaches and Nightlife
Aida was a great host and very approachable. The house was beautiful in a very pleasant neighborhood

Secluded Farmhouse - Studio Apartment Style Unit
Great location, private and comfortable. Close to wineries and breweries. Very clean and convenient. I highly recommend.

Port Jefferson Convenient, Cozy and Chic!
We we’re going to Port Jefferson for a family wedding. Our Airbnb was perfectly situated. There is a pool area that we never used because we just didn’t have time. But it looked very inviting. The town of Port Jefferson had plenty of nice restaurants and shops. This house was perfect for our situation. We had six adults, all family members.
Private, pet-friendly home rentals

Bull Shark Bungalow-Walk to Beach, Pet Friendly
Perfect for a weekend stay with friends. The dogs had a great fenced in back yard to run around in, awesome fire pit and outdoor space as a whole. The house was cute and was perfect for 5 of us. However, the 3rd bedroom does not have a door, only curtains.

Streamside Cottage @ Sticks & Stones Farm
Hands-down one of the most beautiful airbnb I’ve ever had the fortune of staying at! Every detail - from the floor mat to the picnic basket to the window placement - was perfection. The little creek and vegetal labyrinth nearby was also such a treat. Heather and Chip were very responsive and flexible. The place is pretty conveniently located, with grocery shops and restaurants within a ten-minute drive, though I would recommend checking in before it gets too dark since the house is a little hard to find.

New build! 1 house from beach
Immaculate, beautiful comfortable home on beach block with beautiful water views. Adriana and Robert were amazing, gracious hosts and couldn’t have been more responsive. Among our best Airbnb rentals ever!

Private WHOLE HOUSE + Fenced Backyard+ Parking 4br
Andrea’s place is very clean, has everything we need. Beds are comfortable, kitchen and dining room are very nice. Our kids enjoyed the playground in the backyard so much. Andrea is always responsive. Thank you!

Coastal Lifestyle
Super great place with lovely sunset and super walkable everywhere. Jin was very responsive, thoughtful and helpful with anything we needed. She even provided baby shower wash!

Stylish Sheek Loft Ricport Studio 2, Downtown
This studio apartment was perfect for our stay. It is very close to the highway yet quiet. Very charming inside! The bed was so comfortable and the host had so many amenities to make our stay convenient. We felt at home and very safe. Thank you.

Modern Beach Mood!
Great spot in a great location! Cole was flexible and communicative. Would love to stay again next time I’m in Milford!

Charming Brooklawn Hideaway: Ideal Family Stay
We enjoyed our stay. The place was clean, easy to get to, and had comfortable beds and furniture. Great place to stay near Sacred Heart University.
Quick stats about holiday rentals that are pet-friendly in Fairfield
Total rentals
110 properties
Total number of reviews
3.7K reviews
Family-friendly rentals
80 properties are a good fit for families
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Wi-Fi availability
110 properties include access to Wi-Fi
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- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Jones Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Rye Beach
- Citi Field
- MetLife Stadium
- Yankee Stadium
- Gilgo Beach
- United Nations Headquarters
- Rye Playland Beach
- USTA Billie Jean King National Tennis Center
- Rockefeller Center
- Bronx Zoo
- Central Park Zoo
- Radio City Music Hall
- The Metropolitan Museum of Art