Pet-friendly vacation rentals in Fairfield

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Fairfield pet-friendly home rentals

Pet-friendly home rentals with a pool

Guest favorite
A bright sleeping area features a spacious bed adorned with various pillows in shades of gray and white. Two table lamps flank the bed, providing soft illumination. The warm wall color enhances the cozy ambiance of the room.
Apartment in Trumbull
4.94 out of 5 average rating, 48 reviews

Cozy studio unit

KimRating, 5 stars2 days ago
We had a lovely stay! The home was exactly as pictured — beautifully maintained with charming indoor and outdoor spaces. The pool was great, though unfortunately the weather didn’t quite cooperate during our visit. The location was also a big plus — close to so many great restaurants and shopping options. The Karleen and Kim were wonderful — kind, responsive, and clearly a lovely family. We felt very welcome and would absolutely recommend this spot to anyone looking for a relaxing and convenient getaway.
Superhost
An in-ground pool is surrounded by a white picket fence, featuring a clean, inviting blue surface. Lush green trees and colorful foliage can be seen in the background, while a small shed is positioned to one side. Sunlight brightens the entire scene under a clear sky.
Home in Woodmont
4.83 out of 5 average rating, 89 reviews

Spacious 4 bedroom, oasis with ocean views galore

JoetteRating, 5 stars2 weeks ago
Allana was very easy to work with. Always answered back quickly no matter the time. Open concept and everyone was able to be together. It was a rainy stay so had to be inside. No one minded. Nicely set up for games or conversations. Thank you so much!!
Guest favorite
A spacious and inviting pool area features a large, unheated swimming pool surrounded by a stone deck. Sun loungers are positioned near the water, and lush greenery provides a natural backdrop, creating a serene outdoor environment.
Guest suite in Holmes
4.98 out of 5 average rating, 194 reviews

Prvt pool Huge, Eclectic space… 1.5 hr to NYC!

PatriciaRating, 5 stars3 weeks ago
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.
Guest favorite
Home in Greenwich
4.95 out of 5 average rating, 43 reviews

Riverfront Cottage Retreat & Pool 35 mins from NYC

LucyRating, 5 stars3 weeks ago
Fabulous getaway, beautiful surroundings, hard to believe we were just a few minutes from highways and downtown and civilization! Responsive host, many amenities -- pool, bbq, outdoor dining, waterfall, river view, soaking tub, sun loungers, spacious kitchen, dreamy sofa.
Guest favorite
A private swimming pool is surrounded by lush greenery, featuring landscaped areas with various plants. The pool's clear blue water reflects the sunlight, while the patio area is paved with bricks. A safety fence encloses the pool for added security.
Home in Port Jefferson
4.92 out of 5 average rating, 124 reviews

Port Jefferson Convenient, Cozy and Chic!

DaleRating, 5 stars2 days ago
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.
Top guest favorite
Home in Pound Ridge
5 out of 5 average rating, 163 reviews

Peaceful Light-Filled Guesthouse 1 Hour From NYC

MollieRating, 5 stars2 weeks ago
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.
Superhost
A grassy yard is visible beyond a wooden porch, leading to a fenced area with lush greenery. A thatched-roof structure is nestled among the trees, adding a rustic touch to the serene outdoor environment.
Home in Ridgefield
4.82 out of 5 average rating, 22 reviews

Log House, sits on 3acres. A retired mini farm.

TaylorRating, 5 stars2 months ago
Great stay! Tough to heat the downstairs if it’s cold, but a great cozy space nonetheless. Would definitely recommend :)
Top guest favorite
Farm stay in Redding
5 out of 5 average rating, 65 reviews

Charming Historic Cottage in the Redwoods

AmandaRating, 5 stars3 weeks ago
Absolutely magical stay! The cottage was beautiful, peaceful, and full of charm—exactly what we needed. My daughters were over the moon being on the farm, especially getting to see the horses and chickens up close. It was such a joy watching them explore and connect with nature. The cottage itself was tranquil and thoughtfully decorated, with every detail adding to the cozy atmosphere. One of the biggest highlights was the hidden room. My daughter couldn’t get enough of it and talked about it the entire trip! Dino was an incredibly accommodating and responsive host, making sure we had everything we needed and more. Without a doubt, we’ll be back the next time we’re in the area. A truly special place.

Family- and pet-friendly home rentals

Superhost
A bright living room is presented with a red sofa adorned with patterned cushions. A small green coffee table sits in front, while a textured area rug covers the floor. Natural light streams through the window, complemented by light drapes. A wall art piece captures a street scene.
Apartment in Port Jefferson Station
4.84 out of 5 average rating, 293 reviews

The Palm Tree Extended Stay

NatashaRating, 5 stars2 weeks ago
Clean, spacious, private basement apartment with some natural light. Very comfortable bed. Lovely backyard. Quiet, green residential neighborhood. Within 10 minute driving distance from Port Jefferson town center.
Guest favorite
The exterior of the cottage features charming wood siding with a quaint entryway. A small deck leads to a glass door, revealing views of the nearby water. Lush greenery surrounds the path, enhancing the inviting outdoor space.
Cottage in North Fork
4.97 out of 5 average rating, 154 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

BrettRating, 5 stars3 days ago
Look no further! The Beach Cottage is beautiful, immaculate, private, and all things one would hope a vacation getaway would entail. This location feels “off the grid” albeit close to modern amenities/stores. Hope to be back soon!
Guest favorite
A charming 1930s house is showcased against a backdrop of lush greenery. The stone chimney and front porch are visible, inviting a sense of tranquility. The surrounding landscape features a gentle incline, with trees and shrubs creating a serene atmosphere.
Home in Stormville
4.94 out of 5 average rating, 179 reviews

Private Hudson Valley Country Retreat

MarkRating, 5 stars6 months ago
Place was perfect! Clean & made our Holiday stay in the beautiful Hudson Valley a wonderful experience. We loved the personal touches the house offered and we will be back
Top guest favorite
The exterior of a two-story colonial home is framed by lush greenery, presenting a manicured lawn. A charming porch with steps invites guests, while a brick chimney rises from the roof, adding character to the light-colored siding.
Guesthouse in South Salem
4.94 out of 5 average rating, 283 reviews

1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt

AlicjaRating, 5 stars1 month ago
We were stunned by how magical this place was with all it's uniqueness of historic house. Spotless clean, spacious, very friendly owners. Our kids loved running around the back yard and playing board games that were provided. We would definitely come back, the only thing we regret is that we couldn't stay for longer, the area is very picturesque. many thanks!
Guest favorite
The spacious living area features a large television mounted on the wall, surrounded by cabinets. A comfortable seating arrangement includes a sofa and armchairs, complemented by a wooden coffee table at the center. The kitchenette area is visible with wooden cabinetry, while the bedroom space is partially partitioned.
Home in Stony Brook
4.93 out of 5 average rating, 535 reviews

Spacious Studio Apartment- near SBU

ElizabethRating, 5 stars1 week ago
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!
Top guest favorite
A single-story home is situated on a well-kept lawn with lush greenery and small bushes lining the front. The exterior features light-colored siding and a dark roof, complemented by multiple large windows that enhance natural light.
Home in Cheshire
5 out of 5 average rating, 135 reviews

Pool House

CindyRating, 5 stars2 weeks ago
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!
Top guest favorite
A sunlit porch area features a spacious bed adorned with a white quilt and colorful accent pillows. A striped rug lies on the floor, while wicker furniture and large windows create an airy atmosphere. Natural light fills the space, offering views of the outdoors.
Cottage in Guilford
4.94 out of 5 average rating, 268 reviews

The Cottage at Indian Cove

ChristineRating, 5 stars4 days ago
Cute and cozy home with lovely outdoor sitting area. Woke up to the sounds of the breeze and chirping birds! You can see the water from out the kitchen windows!
Top guest favorite
A view of Long Island Sound at sunset is captured from the balcony. Gentle waves reflect the colors of the sky, ranging from soft pink to deep orange, while Charles Island is visible in the distance, framed by the serene horizon.
Home in Milford
5 out of 5 average rating, 103 reviews

Milford Beach House - Newer Construction!

SabrinaRating, 5 stars2 weeks ago
Victor and Kim were gracious and amazing hosts. I was celebrating my birthday and they even had a card, a bottle of champagne, red wine and fruit. It was such a wonderful surprise! The house was so beautiful and the beach is just outside! The kitchen was fully stocked with everything one would need to cook for a family; there was a convection oven! We loved using the grill as it was memorial day. Bathrooms had rain showers. Beds were so comfortable and it was truly wonderful to wake up to a beautiful sunrise and to just listen to the waves from the deck or even the living room. We spent a lot of time outside, on the beach. It was home away from home.

Pet-friendly home rentals with a hot tub

Top guest favorite
Home in Wading River
4.96 out of 5 average rating, 503 reviews

Your Zen Retreat

LisaRating, 5 stars3 weeks ago
This was the most beautiful house in a private area in Wading River. It offers peace and tranquility and lives up to its name of Zen Retreat. It was exactly what we were seeking. Conveniently located near parks, farms and wineries I would definitely go back to Brian’s AirBNB. He was an excellent host and very responsive to our needs. Thank you Brian.
Superhost
A charming red cottage is set among lush greenery, showcasing a manicured lawn leading to the porch. The house features a rustic stone chimney and a welcoming front porch adorned with white railings. Nearby, a small structure complements the main home with a rounded window.
Home in Port Jefferson
4.81 out of 5 average rating, 329 reviews

The Hilltop Harborview

DarrellRating, 5 stars1 week ago
Very quiet and peaceful.
Superhost
Sailboats glide across a calm blue sea, with distant shorelines visible under a clear sky. The tranquil waters reflect shades of blue, creating a serene nautical setting that accentuates the beauty of the surrounding landscape.
Home in Shippan Point
4.94 out of 5 average rating, 116 reviews

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC

DebraRating, 5 stars1 month ago
Victoria's place was wonderful! It was spacious and comfortable and gave our family plenty of room to spread out and enjoy our visit. Victoria was a very responsive host and made check in and check out stress free and easy! There was ample parking for our cars and the house was private - it was the "house behind the house" so we weren't subject to busy traffic noise on the street. (Got a little confusing for DoorDash drivers but we worked it out :D). I will book this same place next time I am up for an extended weekend with the family. Highly recommend!
Top guest favorite
A private hot tub is situated indoors with water glistening in the sunlight. Large windows offer a view of the ocean and the accompanying staircase leading to an upper level enhances the openness of the space.
Home in Woodmont
5 out of 5 average rating, 96 reviews

Oceanfront Retreat: Modern Beach House

ShannonRating, 5 stars5 days ago
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!!
Guest favorite
Cabin in New Fairfield
4.96 out of 5 average rating, 330 reviews

The Little Lake Cabin— hot tub, fire pit, & kayaks

JenRating, 5 stars2 days ago
We had an absolutely wonderful stay at Jordyn and Gabby’s place! As a full-time patient care provider and with my boyfriend’s demanding job, we were in desperate need of a peaceful and cozy retreat, and this place fit perfectly. The late-night movie setup was a perfect way unwind, the fire pit, soaking in jacuzzi under the moon- all led to this healing trip to be successful! One of the highlights of our trip was kayaking in the nearby waters—it was such a serene experience! We couldn’t have asked for a more personal and relaxing getaway. Our service dog, Loha, also felt right at home and enjoyed every moment of our stay. Thank you, Jordyn and Gabby, for creating such a beautiful space that truly allows guests to recharge and reconnect!
Guest favorite
A cozy living area is furnished with two armchairs featuring floral patterns and colorful cushions. A wooden coffee table rests on an area rug, and a brick fireplace is situated beneath a wall-mounted clock. Large windows allow natural light to illuminate the space.
Apartment in Brewster
4.88 out of 5 average rating, 107 reviews

The Hideaway

MackenzieRating, 5 stars3 weeks ago
Very quaint little spot! Located in a very quiet, serene area. We absolutely loved the yard and the trails behind the house, my dog felt right at home! Renee was very responsive when needed but otherwise felt we had plenty of privacy despite being on the same property. Space was clean and charming and everything we needed for a quick wedding weekend! Would definitely recommend for a relaxing quiet weekend!
Top guest favorite
A vibrant sunset reflects on calm waters, with shades of orange and purple illuminating the sky. Silhouettes of small boats are visible along the sandy shoreline, while gentle waves create a serene atmosphere. The scene offers a tranquil view of Long Island Sound at dusk.
Home in New Haven
4.95 out of 5 average rating, 113 reviews

Beach Haven - waterfront, near Yale, sunsets

Lauren RRating, 5 stars5 days ago
My family and I had such a wonderful stay at this house. The house was immaculate and well stocked for our stay. Matthew and Celia are great hosts. We really appreciated the basket of snacks and dog cookies that were left for us and our fur babies (Thank you!). They truly thought of everything and it felt like “home” the entire time we were there. The views from the back deck are truly spectacular. We spent many hours sitting in the sunroom and out on the deck enjoying the sights. My pups enjoyed daily walks at the sea wall park that was steps from the house. I can’t say enough great things about our stay. Thanks to our hosts for sharing their beautiful home with me and my family.
Top guest favorite
The living area features a spacious sofa arrangement with a throw blanket, a coffee table, and a dining area with a round table and chairs. A flat-screen television is mounted on the wall, and a small decorative plant adds a touch of greenery to the room.
Guest suite in Norwalk
5 out of 5 average rating, 35 reviews

Cozy 1 Bd Private Entrance In-law Suite & Hot Tub

JenessaRating, 5 stars3 weeks ago
This place was amazing!!! Tatiana was a great host and allowed us to check in a little early. Everything was clean and decorated beautifully. I can see why this place is always booked, if you have the chance to stay here, do it!! I highly recommend!

Quick stats about vacation 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

  • Wifi availability

    110 properties include access to wifi

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