Pet-friendly holiday rentals in Wilton

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Wilton pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Fairfield
4.95 out of 5 average rating, 22 reviews

Once a Pond - time and stress slow down.

CharltonRating, 5 stars5 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 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!!
Guest favourite
Home in Newburgh
4.99 out of 5 average rating, 150 reviews

Balmville Mid-Century Gem & Work From Home Retreat

MicahRating, 5 stars1 week ago
This is a jewel of a retro-designed home —spacious, tastefully decorated, stocked kitchen, comfortable bedrooms and views of the Hudson with great access to newburgh and beacon downtowns. Great communication and flexibility on check in and out. Would definitely stay again! Thanks
Superhost
Home in Shippan Point
4.94 out of 5 average rating, 115 reviews

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC

DebraRating, 5 stars2 weeks ago
Victoria's place was wonderful! It was spacious and comfortable and gave our family plenty of room to spread out and enjoy our visit. Victoria was a very responsive host and made check in and check out stress free and easy! There was ample parking for our cars and the house was private - it was the "house behind the house" so we weren't subject to busy traffic noise on the street. (Got a little confusing for DoorDash drivers but we worked it out :D). I will book this same place next time I am up for an extended weekend with the family. Highly recommend!
Guest favourite
Home in North Salem
4.94 out of 5 average rating, 31 reviews

North Salem Home with Pool & Great Yard

DanielleRating, 5 stars6 months ago
This was a lovely home. Very easy getting inside. Everything was exactly as listed, pictured and described. We felt so cozy and welcomed by Susan. The house had everything you could possibly need to make your stay easy and convenient and was very clean. I had a few questions during our visit and Susan was extremely responsive and so kind. I highly recommend this home. The beds were very comfortable. Showers were very nice and had great water pressure and nice hot water. We truly felt at home and we're beyond satisfied. I highly recommend this home for anyone need of an Airbnb in the area. Lovely home and property.
Guest favourite
Home in Marlboro Township
4.99 out of 5 average rating, 192 reviews

Historic 1873 Farmhouse Near Vineyards & Orchards

JeffRating, 5 stars1 week 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 favourite
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 favourite
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 favourite
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 favourite
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.
Guest favourite
Home in Newburgh
4.83 out of 5 average rating, 81 reviews

Entire Home (private pool), Event Friendly

ChannyRating, 5 stars2 weeks ago
Faisal was extremely responsive throughout our stay. we loved the indoor pool and the game tables. there was a nice selection. The rooms were nice. It was great that the bedrooms were on the same floor as the living room, dining room and kitchen. We came with an elderly person and they were able to make their way around the house. my son asked if he can use the fire pit out in back and he was able to. he collected wood from the side of the house. nice location. we really enjoyed our stay.
Guest favourite
Apartment in Stony Point
4.89 out of 5 average rating, 183 reviews

E and T Getaway LLC

JoelRating, 5 stars1 month ago
I would highly recommend this place, Tracy was very helpful. She gave us clear instructions. She had the place prepared for us. She even customized for us a card and guiding us to where everything is, the place was very clean, very well taken care of, and a lot of thoughts went into designing this place with all the amenities and comfortabilities
Guest favourite
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 favourite
Home in Commack
4.99 out of 5 average rating, 134 reviews

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

AngelaRating, 5 stars1 week 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!
Guest favourite
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

Superhost
Townhouse in Greenwich
4.94 out of 5 average rating, 71 reviews

Quaint duplex + pvt yard. Walk to town & beach!

SamanthaRating, 5 stars2 months ago
I had an amazing stay at this Airbnb! Henri was incredibly responsive and made sure all of my questions were answered promptly, which made the whole process seamless and stress-free. The home itself was spotless, well-maintained, and had everything we needed for a comfortable stay. It was spacious and thoughtfully stocked with all the essentials, from kitchen items to fresh linens. I felt right at home from the moment I arrived. Highly recommend this place if you're looking for a welcoming, comfortable, and well-equipped spot to stay!
Guest favourite
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 favourite
Cottage in Newtown
4.93 out of 5 average rating, 243 reviews

Private and Serene home close to I-84 and shopping

TonyRating, 5 stars1 week 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.
Top Guest favourite
Home in Milford
5 out of 5 average rating, 101 reviews

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

PatrickRating, 5 stars2 months ago
Rented this for six weeks while working in the area, was perfect. I enjoyed it very much. Lots of space everything you could possibly need even down to the toothpaste and brushes, you could seriously just show up completely unprepared and you would have an excellent stay. If I am back in the area for long term again this will be my first search.
Superhost
Apartment in Beacon
4.85 out of 5 average rating, 105 reviews

Lovely 2 bed, 2 full bath. & private yard getaway

TylerRating, 5 stars4 days ago
Plenty of space, great for traveling with dog, really close to some great trails, and Beacon is a great little city.
Guest favourite
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 favourite
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 favourite
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 holiday rentals that are pet-friendly in Wilton

  • Total rentals

    20 properties

  • Total number of reviews

    830 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 properties include access to Wi-Fi

  • Popular amenities

    Kitchen, Wi-Fi and Pool

Destinations to explore