Pet-friendly holiday rentals in Westport

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Westport pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Fairfield
4.96 out of 5 average rating, 26 reviews

Once a Pond - time and stress slow down.

ShivaRating, 5 stars1 month ago
Spacious home with a nice outside area. Enjoyed coffee with birds and bunnies. Will stay here again.
Top Guest favourite
Home in Westport
5 out of 5 average rating, 28 reviews

Westport Beach Haven - Perfect Coastal Getaway

SophieRating, 5 stars1 week ago
Marina’s place in Westport was great. It’s 5 min driving distance from everything, and the house is clean and stocked. My family of 4 was very comfortable. Marina also went out of her way to help us secure a crib for our toddler, and had gorgeous (truly!) fresh flowers all over the house. Would definitely stay again.
Guest favourite
Home in Garrison
4.93 out of 5 average rating, 162 reviews

Hudson Valley Mountaintop Riverview

JacquelynRating, 5 stars3 weeks ago
Mahmoud was a wonderful host. Very responsive, pleasant, and helpful. His home and the views were spectacular, and the koi pond was beautiful. It’s a great location to stay while visiting West Point, as it’s a quick drive across the Bear Mountain Bridge. Our large group felt comfortable and welcomed. One of the bedroom descriptions could have been listed a little clearer because you need to pass through the master bedroom to get to it. Luckily our family was ok with that. We would stay again.
Superhost
Home in Norwalk
5 out of 5 average rating, 4 reviews

Private WHOLE HOUSE + Fenced Backyard+ Parking 4br

TomRating, 5 stars1 day ago
Andrea's house was perfect for our family! The house is recently updated and very spacious. It's a great place if you want to be a 5min drive to everything in Norwalk!
Top Guest favourite
Home in Milford
5 out of 5 average rating, 104 reviews

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

HeidiRating, 5 stars1 week ago
We loved Laura and Dana’s Big Easy home by the beach. It was big and comfortable and every detail had been thought about to maximize our enjoyment. Drawers and closets and cabinets were all labeled so we didn’t have to search for anything or guess where anything was. Literally every need had been anticipated! Amazing. The beds and bedding and linens and towels were abundant and soft and comfortable. The kitchen amenities were awesome, from an air fryer, to a full set of bar tools and blender, to great appliances. The decor was happy and cheerful and creative and fun. There were so many places to sit and enjoy, both inside and out. Do not hesitate to choose this wonderful place for a visit of any length. You will love it!
Guest favourite
Home in Westport
5 out of 5 average rating, 23 reviews

Westport Gem - walk to shops, dining, town center

ChristoforosRating, 5 stars1 week ago
Quiet and nice neighborhood. Fully equipped house. We had an enjoyable stay.
Superhost
Home in Fairfield
4.81 out of 5 average rating, 126 reviews

Southport Shoreline Charm: Elegant Coastal Escape

KaraRating, 5 stars1 month ago
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.
Top Guest favourite
Home in New Haven
4.98 out of 5 average rating, 174 reviews

WaterviewsTakeWedding pics,CollegeTours Yale&Beach

LaurrenRating, 5 stars2 weeks ago
Cannot say enough good things about this charming home! The house had beautiful bay windows with a spectacular view, large bedrooms with plenty of room, and was very clean. Directly across the street was a waterfront park with trails along the coastline that were a blast to explore. And it was close to everything. Highly recommend!

Pet-friendly home rentals with a pool

Top Guest favourite
Guesthouse in Southbury
4.93 out of 5 average rating, 322 reviews

Charming Guest Cottage with Modern Amenities

YelizaRating, 5 stars1 week ago
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.
Guest favourite
Home in Stony Brook
4.93 out of 5 average rating, 535 reviews

Spacious Studio Apartment- near SBU

ElizabethRating, 5 stars2 weeks 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 favourite
Home in Cheshire
5 out of 5 average rating, 135 reviews

Pool House

CindyRating, 5 stars3 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!
Guest favourite
Apartment in Trumbull
4.94 out of 5 average rating, 48 reviews

Cozy studio unit

KimRating, 5 stars1 week 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
Home in Woodmont
4.83 out of 5 average rating, 90 reviews

Spacious 4 bedroom, oasis with ocean views galore

ChrissyRating, 5 stars1 day ago
We had a wonderful girls weekend at Allana’s house by the sea! When we had a small incident with the keypad, Allana was quick to answer my call and resolve the issue no problem. Everything was clean and beautiful! We especially enjoyed the screened in porch in the back to enjoy our meals. The view from the master bedroom and deck is incredible! We highly recommend and will be back!
Guest favourite
Guest suite in Holmes
4.97 out of 5 average rating, 195 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.
Top Guest favourite
Cottage in Black Rock
4.98 out of 5 average rating, 96 reviews

Spacious Cottage Loft

MauraRating, 5 stars6 months ago
Jim’s place was an absolute gem for my inaugural trip to Black Rock! The Loft is incredibly spacious and equipped with everything you could possibly need for a perfect stay. From the moment I arrived, I was impressed by the meticulous cleanliness, attention to detail, and beautiful furnishings. Jim's communication was top-notch, making the entire experience seamless. One of the highlights was the extensive music collection, perfect for setting the mood during my downtime. The bed and furniture provided a level of comfort that made it hard to leave. Nestled on a serene, tree-lined street, the location couldn’t be better; it’s just a leisurely stroll away from delightful restaurants, charming shops, food markets, and more. I can’t wait to return for another stay whenever I’m in the area!
Guest favourite
Home in Greenwich
4.96 out of 5 average rating, 45 reviews

Riverfront Cottage Retreat & Pool 35 mins from NYC

Rich Rating, 5 stars2 days ago
A truly Great stay in Greenwich with David, we really enjoyed our stay in the house, such an awesome place and quiet location (next to a beautiful river!) too, which we loved. The pool was a massive bonus for sure! Comms with David were great, he was very quick to respond at all times on any queries we had, much appreciated indeed. Many thanks again, Rich

Private, pet-friendly home rentals

Superhost
Cottage in Newtown
4.84 out of 5 average rating, 25 reviews

Streamside Cottage @ Sticks & Stones Farm

Yi ZengRating, 5 stars2 weeks ago
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.
Guest favourite
Cottage in Norwalk
4.94 out of 5 average rating, 69 reviews

Seaside Serenity: 2B 1B, Patio,Near Beach

JudithRating, 5 stars1 month ago
The cottage is as pictured. Very clean with everything I needed. The area is beautiful for walking on the beach or the streets around the cottage. WiFi was strong throughout the cabin for working. Thanks Bert for your attention and listing this cottage.
Superhost
Guesthouse in Rowayton
4.95 out of 5 average rating, 19 reviews

Adorable 1-Bedroom Guest Cottage in Rowayton

CaseyRating, 5 stars9 months ago
A lovely experience! Blythe had great local tips which helped make our stay even more special. Super charming space and great neighborhood.
Guest favourite
Apartment in Bridgeport
4.95 out of 5 average rating, 91 reviews

Stylish Sheek Loft Ricport Studio 2, Downtown

BrittneyRating, 5 starstoday
Such a cute little studio walking distance from lots of restaurants and a comedy club! The giant window is what drew me to this listing and it was even more gorgeous in person! The bed was very comfortable and the shower was nice and clean. Really loved the tall ceilings as well. The gifted cookies upon arrival were such a sweet touch that I really enjoyed. The noise level was of no concern to me but they do provide earplugs for those that may be sensitive sleepers. Overall, cute and comfy place to stay. Definitely can recommend this listing!!
Guest favourite
Guesthouse in Fairfield
4.95 out of 5 average rating, 21 reviews

The Creekside Cottage

ChristinaRating, 5 stars2 days ago
This cottage is absolutely lovely and peaceful. You have a view of the Long Island Sound across the street and the house sits on an inlet. We truly enjoy sitting on the back deck on the inlet water. There are ALWAYS people walking, riding bikes, jogging, walking dogs… etc Lots of delicious restaurants and stores so super close! We will definitely be booking here again in the future!
Guest favourite
Home in Redding
5 out of 5 average rating, 36 reviews

Quiet and Cozy Cottage near NYC with a Pond

LouiseRating, 5 stars3 weeks ago
We loved Erin’s style, her beautiful cottage was comfortable and welcoming from the first. We found all we needed in the kitchen and everything worked well. The home was light and bright and well thought out. The grounds around the house were heavenly, with grassy dappled pathways through the woods and a gorgeous pond beyond the garden, with a river running through. Endless bird song and deer passing by, it was charming and peaceful. I highly recommend it.
Top Guest favourite
Apartment in Bridgeport
5 out of 5 average rating, 48 reviews

Polita’s Place # 2

AndreaRating, 5 stars2 weeks ago
Polita is very friendly and inviting host. The place and location are as described, spacious with no clutter. Polita is a Superhost. The beds were very comfortable, which is very important. Polita takes pride in her decoration and make you feel at home. An added bonus, there is a washer and dryer. The property is well maintained, with beautiful flowers. The entry and access are easy and secure. She allowed me to park in her driveway which was very important to me, I did not need to park on the street. The apartment is on the third floor, and she has a neat and welcoming balcony with a table and chairs. Polita, we will love to come again and visit.
Guest favourite
Home in Fairfield
5 out of 5 average rating, 18 reviews

Newly built beautiful home within steps from Beach

SuzanneRating, 5 stars1 week ago
Perfect place to stay for groups or large families. Everyone in our group was happy with the accommodations and I would recommend. Space seems a bit larger than what is pictured.

Quick stats about holiday rentals that are pet-friendly in Westport

  • Total rentals

    60 properties

  • Total number of reviews

    1.8K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 properties include access to Wi-Fi

Destinations to explore