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, 22 reviews

Once a Pond - time and stress slow down.

CharltonRating, 5 stars4 days ago
We had a fantastic stay! Johanna and her husband were extremely friendly, helpful, and graciously hospitable. We felt very welcomed. They were very responsive to a few requests we had and even made up a futon as an extra bed when asked about sleeping arrangements for my family of five. We had a great time roasting s’mores over a campfire by the pond and my son caught his first fish. Great memories! On our next visit to Fairfield, this will be the first rental I will be looking for.
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 Huntington
4.85 out of 5 average rating, 292 reviews

Nautical Farm House on Working Farm with Animals

MaryannRating, 5 stars2 weeks ago
Been here twice. It’s becoming a lovely family tradition! The kids loved being able to see the animals everyday :) The only downside is one of the beds is bit soft - my husband has a sensitive back and said it bothered him.
Superhost
Home in New Haven
4.64 out of 5 average rating, 14 reviews

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

AlondraRating, 5 stars2 weeks 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 stars2 weeks 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 stars2 weeks 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 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

Superhost
Apartment in Huntington
4.63 out of 5 average rating, 195 reviews

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

NataliaRating, 5 stars1 week 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
Home in Stormville
4.94 out of 5 average rating, 178 reviews

Private Hudson Valley Country Retreat

MarkRating, 5 stars5 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, 523 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 Yaphank
5 out of 5 average rating, 35 reviews

Long Island Getaway w/ Heated Pool & Lake

ErinRating, 5 stars7 months ago
Sarah was very helpful and communicated often and very responsive. All amenities were as described. Very private location and the pool was awesome. The home also offered quality cooking items and many of the spices, supplies, etc. needed to prepare meals. Beds were comfortable and plenty of space for our group to spread out and relax. Highly recommend.
Top guest favorite
Home in Cheshire
5 out of 5 average rating, 133 reviews

Pool House

EllenRating, 5 stars2 weeks ago
Truly home sweet home. Just walk in and relax. Fully stocked kitchen including milk, eggs, butter and pastries so no need to rush out to go grocery shopping. Convenient to New Haven yet completely quiet neighborhood for resting and taking walks.
Top guest favorite
Cottage in Port Jefferson Station
5 out of 5 average rating, 17 reviews

A Hidden Gem! Cozy Cottage with huge Pool & Garden

MollyRating, 5 stars1 month ago
Very clean, everything was thought out and prepared very nicely. Very comfy. Best part is the hospitality of the host.
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 Port Jefferson
4.93 out of 5 average rating, 120 reviews

Port Jefferson Convenient, Cozy and Chic!

AudreyRating, 5 stars2 weeks ago
Place was clean and reasonably priced for the area. Conveniently furnished with many kitchen appliances. Moderately noisy from the traffic (as you can expect close to the road) and typical noise from the rest of the house. Johnna was very easy to communicate with. Got greeted by a very cute cat as we parked outside :)

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.
Guest favorite
Apartment in Pound Ridge
4.86 out of 5 average rating, 35 reviews

The Suite at Pound Ridge

MonicaRating, 5 stars16 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, 243 reviews

Private and Serene home close to I-84 and shopping

TonyRating, 5 stars6 days ago
We were looking for a last minute peaceful four day getaway and we found it here. We can’t stop talking about it. Although relatively close to everything we felt as if we were in the middle of a forest. The only sounds were the chirping of song birds and a woodpecker in the morning. Local restaurants are great and for us a trip to Yale University’s free museums and nearby antique shops rounded things out. The house is charming and Rio, our host , made sure we had everything. The few things we forgot from home were there! Wonderful experience all around.
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!
Top guest favorite
Apartment in Hastings-on-Hudson
4.98 out of 5 average rating, 130 reviews

Spacious apartment in Hastings-on-Hudson near NYC

AnthonyRating, 5 stars3 months ago
Hastings is a sweet little town and the apartment is conveniently located near station and shops. It was good value for two bedrooms in the New York area. Place was clean with good light and character. I enjoyed climbing the hills and there were some steps to negotiate. There was some noise but nothing more than you would expect from a family living above.
Guest favorite
Cottage in Milford
4.95 out of 5 average rating, 315 reviews

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

AnnRating, 5 stars1 week 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.
Guest favorite
Apartment in North Haven
4.88 out of 5 average rating, 43 reviews

Charming Dog Friendly Suite On Scenic Property

RuthanneRating, 5 stars4 months ago
Nice place located in a beautiful secluded house in a safe neighborhood. Gorgeous property. Our dogs were allowed and they were very comfortable. The amenities were exactly as described. Extremely clean and well maintained. The place was easy to locate and easy to access. It is convenient to many local stores and restaurants. Great, responsive hosts!

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

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