Pet-friendly vacation 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 favorite
Home in Fairfield
4.95 out of 5 average rating, 21 reviews

Once a Pond - time and stress slow down.

LindaRating, 5 stars3 weeks ago
This was a beautiful home to stay at for our visit to Fairfield University. It was peaceful location near the school. The house itself was gorgeous with everything we needed for our stay. Thank you.
Superhost
Home in North Branford
4.86 out of 5 average rating, 7 reviews

The Gait House at High Gait Farm

DaveRating, 5 stars2 weeks ago
We had to find a place last minute due to some unexpected circumstances, and Lori was incredibly accommodating. We only needed it for one night to fit five of us, and the three-bedroom setup was perfect. She went above and beyond by offering early check-in and late check-out, and even brought us muffins and coffee since she knew we had to hit the road early. The space was cozy, clean, and very comfortable. The Wi-Fi was a little spotty at times, but it didn’t cause any major issues. All in all, a great stay — we’ll definitely be back next time we’re in town!
Superhost
Home in New Haven
4.62 out of 5 average rating, 13 reviews

3BR Gem, 10 min to Yale, walk to Tweed

AlondraRating, 5 stars1 week ago
Everything was perfect. Peaceful neighbor. The host was helpful & responsive. I definitely recommend this property, will come again!
Superhost
Home in Milford
4.84 out of 5 average rating, 55 reviews

Charming 2BR Home | Fast Wi-Fi & Outdoor Space

LindaRating, 5 stars3 months ago
Ritestay was a great place. We didn’t spend much time there because we were there to see our daughter. Would be perfect in the summer!!
Top guest favorite
Home in Wallingford
5 out of 5 average rating, 60 reviews

New England Charmer

CatherineRating, 5 stars1 week ago
Erin was very responsive and approachable. She gave clear instructions on entry and exit to the house. It was cozy and clean and relaxing. He little touches of luxury were everywhere to be found. I would go again in a heartbeat.
Superhost
Home in Milford
4.93 out of 5 average rating, 84 reviews

Chic Beach Bungalow - Amazing Sunsets!

LauraRating, 5 stars1 week ago
I am 68 & I have traveled pretty extensively and have to say, this was the coziest, cleanest & well-stocked Airbnb I’ve ever stayed at - absolutely has everything you could want/need. My cousins & I kept on saying, “If we could just win the lottery and buy this place! 😀 Thank you Cail, Jayne & Dylan for sharing this little piece of Paradise! 🤗
Guest favorite
Home in Marlboro Township
4.99 out of 5 average rating, 192 reviews

Historic 1873 Farmhouse Near Vineyards & Orchards

JeffRating, 5 stars6 days ago
We spent the weekend at this amazing farmhouse and didn’t want to leave—seriously, we were this close to moving in. Mark and Whitney were absolute gems of hosts, making us feel instantly at home with everything we could possibly need. The vibe? Retro charm meets cozy comfort. The kitchen counter was so long and inviting, it became my hangout spot whether we were cooking or just chatting. My daughter claimed the little lounge outside the second bedroom as her study nook, our family friend took over the artsy fashion studio room, and my wife fell in love with the living room—aka the evening chill zone. We shared family-style dinners in the dreamy dining area, melted into the comfiest beds ever, and just when we thought it couldn’t get better… enter the old-school record player. Dropping the needle on vinyl while we lounged around? Pure, unexpected magic. The whole place had this nostalgic, feel-good energy that made the weekend unforgettable.
Guest favorite
Home in Mahopac
4.9 out of 5 average rating, 71 reviews

Lakefront Fun, Family and Friends Getaway

CharlotteRating, 5 stars2 months ago
Sunil’s large house sits on extensive grounds with beautiful views across lake Mahopac from most rooms. A well equipped kitchen and updated bathrooms, round out the amenities. Sunil is an exceptionally responsive and cordial host. We have stayed here several times and highly recommend it.

Pet-friendly home rentals with a pool

Guest favorite
Home in Stormville
4.94 out of 5 average rating, 178 reviews

Private Hudson Valley Country Retreat

MarkRating, 5 stars4 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
Guest favorite
Home in Stony Brook
4.93 out of 5 average rating, 522 reviews

Spacious Studio Apartment- near SBU

JaimeRating, 5 stars1 month ago
Gaby’s place was clean and comfortable! She is very kind and it was exactly what we needed for the week. Her check in instructions and directions were thorough and the home is in a beautiful area. Already have our next stay booked :)
Top guest favorite
Home in Cheshire
5 out of 5 average rating, 132 reviews

Pool House

MelissaRating, 5 stars4 months ago
This was our second time back to the pool house and it was amazing, again. We thinks of everything to make you feel welcome. Milk and eggs in the fridge. Muffins and croissants waiting for you. Pristine home. Fully stocked kitchen. I was even able to host a few family members for Christmas dinner and had everything I needed to make a lovely dinner. We also travel with two dogs and Sue is so accommodating, making our pups feel right at home. Thank you, Sue, for making our holidays away from home so peaceful and enjoyable.
Superhost
Home in Roxbury
5 out of 5 average rating, 22 reviews

Zoom Map 5* Town Roxbury! "Tophet Pool" PoshPadsCT

AllanRating, 5 stars19 months ago
Beautiful home, exactly how it was described and looked even better in person. Incredible surrounding areas and activities. Steven was helpful throughout the stay and incredibly flexible. Wonderful host! Will definitely be planning a yearly visit.
Guest favorite
Home in Syosset
4.9 out of 5 average rating, 51 reviews

Elegant, resort style, clean, north shore home

FredRating, 5 stars9 months ago
The inside and outside areas were meticulously maintained. The weather was great, so we were able to really enjoy the pool and deck. Michelle was extremely responsive and did a great job with instructions, recommendations, and communications. One member of our party needed to work a few days, and the office space in the basement was perfect.
Top guest favorite
Home in Shirley
5 out of 5 average rating, 16 reviews

Hope Haven

HilarioRating, 5 stars8 months ago
I was in Dion’s place with my family we really enjoyed the time we spent there,everything was perfect the pool was something that my kids enjoyed a lot, and hopefully we will come back again, for sure I totally recommend his house if you want to go and have a couple days of fun and relax thank you again Dion.
Guest favorite
Guest suite in Holmes
4.98 out of 5 average rating, 192 reviews

Pool opens 5/23! Huge, Eclectic… 1.5 hr to NYC!

RachelRating, 5 stars2 months ago
The place was much bigger than the photos and we enjoyed the stay! especially the indoor fireplace and the house is beautifully decorated. Blake was a great host, she did a quick tour of the place when we arrived and gave us some flexible check out time because of the weather/road condition (thank you!) even though we left just before the check out time. Overall, it was a wonderful stay :)
Guest favorite
Home in Commack
4.99 out of 5 average rating, 133 reviews

GOOD VIBEZ HOUSE! Heated Pool~Hot Tub~GameRm~Golf!

AngelaRating, 5 stars4 days ago
Worth the stay. Worth checking out. Good center location to highways if you need a Long Island retreat. Likely an excellent venue for a local sleepover, small birthday or gathering, holiday, special treat for your family. Highly recommend the host and can’t brag enough about the property. Cozy, cool and fun, the backyard will immediately transport you to an oasis in Florida. Stay here to get great ideas on what to do with your own home to make it the resort you’d love to stay!

Private, pet-friendly home rentals

Guest favorite
Cottage in North Fork
4.97 out of 5 average rating, 151 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

RashaRating, 5 stars1 week ago
We absolutely loved our quick getaway from the city at Kate’s lovely home. It is hard to articulate in words just how beautiful of a home and location this was. It was truly magical. We were very comfortable as a family traveling with young children. Despite the weather being a bit chilly, we had a wonderful time soaking the views and discovering “treasures” by the water. We cannot wait to come back again soon.
Superhost
Apartment in Huntington
4.63 out of 5 average rating, 195 reviews

"House of Tranquility!" Private Apt., Great Area!

NataliaRating, 5 stars6 days ago
Robert was an awesome host! Super easy to communicate with and made check-in and check-out a breeze. We even got to meet him he made balloon animals and did magic tricks for our kid, which was the sweetest thing ever. Seriously such a down-to-earth, kind person. The neighborhood was quiet, cute, and felt really safe. The house was beautiful and way bigger than we expected! We had everything we needed and felt totally at home. Definitely planning to book with him again!
Guest favorite
Apartment in Pound Ridge
4.86 out of 5 average rating, 35 reviews

The Suite at Pound Ridge

MonicaRating, 5 stars15 months ago
This was the perfect stay. I felt at home and the grounds are beautiful. The location is a perfect getaway but close to a lovely small town. The owners are great, kind, and so thoughtful. I appreciate them and everything they've done to make my stay better. It was a last minute holiday getaway and I'm so grateful they saved the day. Thank you so much! I'd definitely love to stay again.
Guest favorite
Cottage in Newtown
4.93 out of 5 average rating, 242 reviews

Private and Serene home close to I-84 and shopping

KristenRating, 5 stars6 days ago
Very nice place to stay. Thanks Rio!
Guest favorite
Guest suite in Kings Park
4.93 out of 5 average rating, 74 reviews

*NEW LUX Northshore River KING, privacy deck/yard

FlanneryRating, 5 stars4 months ago
We were in my husband’s hometown visiting family for the holidays and the entire experience was perfect. The location, the amenities, the homey charm. We’ll definitely be back!
Guest favorite
Apartment in Wallingford
5 out of 5 average rating, 22 reviews

Eclectic 2 BR, 1 Ba apt w/Free Off-Street Parking

GiovanniRating, 5 stars2 months ago
Stayed here for about a month and felt right at home with spacious rooms and lots of amenities provided, being 20 degrees in winter the apartment stood very warm and clean and it was a wonderful place to call home for 30 days. Kisha was very helpful and responsive when I needed to communicate and she’s very kind. If I’m ever near the area in the near future I would definitely book here again no hesitation! Thank you!
Guest favorite
Cottage in Milford
4.95 out of 5 average rating, 314 reviews

Spring Sale|CozyCottage|Walk to Beach|Pet-friendly

AnnRating, 5 stars6 days ago
We had nice weekend at the cozy cottage. We loved that it was pet friendly and a short walk to the beach. Cameron was very friendly and responsive. She offered great suggestions for food and activities.
Superhost
Cottage in Cold Spring
4.79 out of 5 average rating, 219 reviews

Cozy Countryside Cabin Spa/Fireplace/Enclosed Yard

AlexanderRating, 5 stars6 days ago
The house is well maintained and clean. The kitchen was well stocked with everything needed to cook/grill. The hot tub was pleasant and the backyard was great for our kids. The location is only about 7 minutes from downtown Cold Spring and 15-20 minutes from Beacon. The location was ideal for wanting a mix of peace and quiet with accessibility to local attractions.

Quick stats about vacation 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

  • Wifi availability

    60 properties include access to wifi

Destinations to explore