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.
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!
Guest favourite
Home in Fairfield
4.91 out of 5 average rating, 22 reviews

Seaside Home - Walk to Beach & Marina

PeterRating, 5 stars1 month ago
This was the second time staying at Angela’s place and it was a great experience, again! The location is great and the back yard is so peaceful and cozy. My family says it feels like it’s our Fairfield Home! I would highly recommend it! First Class!
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!
Top guest favourite
Home in Stamford
4.98 out of 5 average rating, 235 reviews

Bright Stylish Chic 4BR 4BA Home

StuartRating, 5 stars1 day ago
As described, a charming, comfortable home on a beautiful property in a convenient yet peaceful very "New Englandy" neighborhood The house is a great place to spend time arfeceive friends, really well appointed from kitchen gear to a playroom that is made for toddlers, very comfortable sitting areas with lots of light and the bedrooms that are all quite comfortable and give all a nice level of privacy. Deirdre was a top notch host, always responsive and accommodating. No hesitations in recommending her house - probably our best Airbnb experience to date. Hope it will be available for our next visit to the Stamford area.
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.
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.

Pet-friendly home rentals with a pool

Superhost
Flat in Black Rock
4.89 out of 5 average rating, 66 reviews

Victorian apartment

LeeRating, 5 stars6 months ago
The place matched the description perfectly and much more spacious than what one usually finds for a single bed/bath apartment. I enjoyed the stay and would return again. For me it was a perfect place to accommodate overflow thanksgiving guests over the holiday.
Top guest favourite
Guest house 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
Flat 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.
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

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.
Top guest favourite
Chalet in Redding
5 out of 5 average rating, 20 reviews

Enjoy our Connecticut Carriage House

JeremyRating, 5 stars3 weeks ago
The Carriage House is beautiful and Meredith and Mike are great hosts. The kitchen has everything you could ever need (not to mention arriving to a fridge with local milk and fresh eggs). The bedrooms and bathrooms are pristine. Mike even offered to help our son collect the eggs from the coop. All round exceptional stay.
Superhost
Guest house 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
Flat 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
Guest house 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!
Superhost
Home in Rowayton
4.78 out of 5 average rating, 9 reviews

Coastal Comfort in Rowayton, CT

FawziaRating, 5 stars4 weeks ago
The house was just as described and just as the photos show. Spotlessly clean. Comfortable beds, linens and pillows. Pretty neighborhood, and peaceful.
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
Flat 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.

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

  • Wifi availability

    60 properties include access to wifi

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