
Pet-friendly holiday rentals in Westport
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Westport
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Westport pet-friendly home rentals
Pet-friendly house rentals

Once a Pond - time and stress slow down.
Spacious home with a nice outside area. Enjoyed coffee with birds and bunnies. Will stay here again.

Westport Beach Haven - Perfect Coastal Getaway
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.

Hudson Valley Mountaintop Riverview
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.

Private WHOLE HOUSE + Fenced Backyard+ Parking 4br
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!

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!
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!

Westport Gem - walk to shops, dining, town center
Quiet and nice neighborhood. Fully equipped house. We had an enjoyable stay.

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.

WaterviewsTakeWedding pics,CollegeTours Yale&Beach
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

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!

Cozy studio unit
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.

Spacious 4 bedroom, oasis with ocean views galore
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!

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.

Spacious Cottage Loft
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!

Riverfront Cottage Retreat & Pool 35 mins from NYC
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

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.

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

Adorable 1-Bedroom Guest Cottage in Rowayton
A lovely experience! Blythe had great local tips which helped make our stay even more special. Super charming space and great neighborhood.

Stylish Sheek Loft Ricport Studio 2, Downtown
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!!

The Creekside Cottage
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!

Quiet and Cozy Cottage near NYC with a Pond
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.

Polita’s Place # 2
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.

Newly built beautiful home within steps from Beach
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
- Plainview Holiday rentals
- Long Island Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Pocono Mountains Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- Fitness-friendly rentals Westport
- Rentals with outdoor seating Westport
- Rentals with a washing machine and dryer Westport
- Rentals with a fireplace Westport
- Rentals with pools Westport
- Rentals with a fire pit Westport
- Rentals with beach access Westport
- Rentals with a patio Westport
- Beachfront rentals Westport
- Family-friendly rentals Westport
- House rentals Westport
- Kid-friendly rentals Westport
- Pet-friendly rentals Connecticut
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Jones Beach
- Fairfield Beach
- Yale University
- Rye Beach
- Citi Field
- MetLife Stadium
- Yankee Stadium
- Gilgo Beach
- United Nations Headquarters
- Statue of Liberty
- Central Park Zoo
- USTA Billie Jean King National Tennis Center
- Rockefeller Center
- Radio City Music Hall
- Rye Playland Beach
- Bronx Zoo
- The Metropolitan Museum of Art