
Pet-friendly holiday rentals in Westerly
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Top-rated pet-friendly home rentals in Westerly
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Pet-friendly house rentals

Casino Wine Down House
Beautiful, relaxing, clean Airbnb. Had an issue with the shower, which can happen anywhere, Mk was super responsive and came over quickly. Loved loved loved our stay here. Didn’t use the swimming pool due to weather but the screened deck with the Fire Pit and the superb game room saved the day. Thank you for hosting us will be back

The Surf Shack - Ocean Views From Every Room
The best Airbnb I’ve ever been to! We stayed here for my daughter’s graduation from URI and I only wish I stayed here before her four years in Rhode Island were over. Hoping to find another reason to be in this area so I can return to this beautiful home.

Unique Retreat w/Private Patio, 4 King Beds & BBQ
We had a great stay! The host was incredibly responsive, helpful, and proactive in communicating with us throughout the process. She went above and beyond to accommodate a request for check-in flexibility, which we really appreciated. The space itself was lovely and well-appointed. Overall, a wonderful experience and would definitely stay again!

Cozy Home next to City Park
Beautiful Airbnb lots to do in or out of the airbnb, ran into the owner’s mother in the hallway and she was the sweetest person ever! Gave us recommendations on things to do in the area. Definitely would stay there again it was so peaceful and nice!

Secluded Farmhouse - Studio Apartment Style Unit
Great location, private and comfortable. Close to wineries and breweries. Very clean and convenient. I highly recommend.

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes
We had a wonderful two day stay at Roger and Amy’s place. It was fantastic- such a beautiful, inviting home. Our kids had a blast in the heated pool- we could barely get them to come out despite it being under 60 degrees out! The kitchen was stocked with more than just kitchen basics- the spice cabinet had soo many different choices ! It was probably the most perfect AirBnb experience I’ve had and we travel plenty.

Private beach; firepit, outdoor shower, 2 kitchens
This rental looked exactly like the pictures. The wine and bags of ice were very nice touches. The only thing that could have been better were some extra linens/towels. We stayed for 2 nights but we used this as a bridal suite while getting ready and ran out of towels quickly. Thankfully there was a washer and dryer for towels. It looks like they are slowly doing some updates so I’m sure it will look even more amazing when we come back. Can’t wait! Loved your home away from home.

Beauty and the Beach!
Lots of space to hang out. Beautifully remodeled. Loved the bits and pieces in the pantry. Had regular coffee pot as well as keurig. Well stocked kitchen to make our big breakfasts.
Pet-friendly home rentals with a pool

Private & Pristine with Pool and Kid’s Playard
Marta could not have been more accommodating! She was responsive and provided everything we needed. She even went the extra mile and insta cart-ed garbage bags and paper towels when we ran out. She could not have been a kinder host! We had the best weekend and would HIGHLY recommend staying at Marta’s place! We will definitely be back!

4 BD w/ Heated Pool in E Hampton, Fully Furnished
Ashton’s house a very comfortable and extremely clean home. It is spacious, allowed tremendous privacy and met our needs perfectly for an amazing family vacation. Everything was just as explained with no surprises. Great stay and a very accommodating host.

Modern East Hampton Home w/ Heated Saltwater Pool
Beautiful home, very clean, spacious and comfortable to stay with the family. We used the grill on multiple occasions and it was easy to use. The fire pitt was also enjoyable. The kitchen was well stocked, would bring own source of caffeine if you’re picky with your coffee though. Stephen, the host was very responsive and easy to reach when asked questions. The one thing I would recommend is to check in with the host if the pool is available to use prior to booking. Overall a great experience, would stay with them again.

Affordable In-Law Apartment in Brooklyn, CT
We had an excellent stay while attending our son's graduation at UCONN. The place was clean and homey, perfect when traveling back and forth. Our plans changed and we did not bring our dog, and Ashley was kind enough to refund us. My son goes back to UConn in the fall for his master's, and we know where we will stay again next May.

East Hampton Oasis - Pool and Hot Tub
We had the most beautiful weekend stay at Tim’s home! Everything is accurately described and the pool and hot tub were amazing!! All the beds were very comfortable. Was perfect for a 5 girl weekend getaway!! Tim was incredibly communicative and checking in was a breeze. The location is PERFECT in East Hampton!! So many amazing restaurants and bars nearby. 100% will stay here again for my next Hamptons trip. Thank you so much Tim!!

Classic Southampton Village Home w/ Pool
The house has an incredible location, walkable to town but quiet, with a large private backyard with a pool. The house is nicely decorated and the beds are very comfortable. It was cold and rainy during our stay in late May, but the heating system worked very well. The kitchen is well stocked if you want to cook dinner, but it would be helpful to have a colander to rinse vegetables and berries. Overall, a wonderful place to stay!

Explore the Water & Woods at a Relaxing Retreat
Absolutely beautiful home and wonderful experience!! The host was quick to respond and the amenities were excellent. There was zero lack! Would definitely return for another stay!

Montauk Oceanview
Always love staying at Ron’s. It’s so peaceful. Perfect location and beautiful Ocean views with a short ride if you need to go to town. Montauk Music Fest is a must. Amazing talent and great way to see all Montauk venues. Ron so great to have as a host!
Private, pet-friendly home rentals

Peaceful Beach Retreat/Casino Stay Alternative
This place was perfect. So much to do locally and mystic is just a few miles away. would definitely stay again. GREAT HOST

Entire 1-bed apt for relax & remote business trips
Confusion checking in due to host being out of the country on vacation. Lovely apartment recently remodeled. Extremely clean and private.

The Morgan Downtown *FREE Breakfast at The Pantry*
Will definitely stay again if available for our next trip. My friend thought it was the cleanest place we’ve rented…and we’ve been booking Airbnb’s in Westerly since 2019. Beds were very comfy and there was plenty of space for the 3 of us. It was also a great benefit to have a breakfast voucher, as our girls weekend always includes breakfast before we hit the road. Questions were addressed within minutes and checkout time was reasonable.

Charming, bright gateway
We had a great stay! Clean and comfortable space for 6 of us for a weekend! The barn door on the half bath upstairs leaves a bit to be desired though privacy wise haha

Peaceful Cottage + Spa services + Gardens+ Beaches
We loved our stay and would definitely return. Getting in was easy and communication with the hosts was smooth. The cottage is on a main road next door to a spa and shares a parking lot, but it was quiet and felt private. The location is very convenient to Westerly and Watch Hill. It was easy to get around and everything you might need is near by (restaurants, groceries, CVS, Starbucks and Dunkin). The place is very nicely decorated, spotlessly clean and we felt very comfortable. My husband wished there was a couch, but the tv turns towards the bed or the two comfy papasan chairs. There is a large gap between the wall and the mattress, so we used the two poufs and some pillows as a backrest, and that worked great. We planned to go to the beach, but it rained. I booked a facial at the spa (discount provided for cottage guests), and it was amazing. Highly recommended!!!

Watch Hill Cottage-Sunset Serendipity
Nicole and Meredith were great and their home was adorable and nicely appointed throughout the house. We loved spending the week there and felt right at home. I highly recommend this home for anyone looking for getaway or vacation.

2 Acre Lakefront Getaway (Kayak/Firepit/Fishing)
Staying at Daniela’s place was great! Super easy to find and get into the peaceful house on the pond. Even though it was pet friendly, the house was spotless and had no wear or tear from previous visitors. It was great that they had child gates at stairs too! The dog loved going out in the canoe and swimming in the pond! Great place overall!

Walk to Vineyards, Beaches, Farms & Town
We spent a special weekend at Alex’s place to celebrate our 33rd wedding anniversary — and it was also our dog’s very first trip with us! As new dog parents, we couldn’t have asked for a better spot. The home was peaceful, dog-friendly, and just what we needed to unwind. The bed was incredibly comfortable, and everything was clean and well-appointed. We truly enjoyed our stay and would absolutely recommend it to others.
Quick stats about holiday rentals that are pet-friendly in Westerly
Total rentals
90 properties
Total number of reviews
3.3K reviews
Family-friendly rentals
60 properties are a good fit for families
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wi-Fi availability
80 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- Beach
- Charlestown Beach
- Southampton Beach
- Brown University
- Foxwoods Resort Casino
- Easton Beach
- Napeague Beach
- Cooper's Beach, Southampton
- Shinnecock Hills Golf Club
- TPC River Highlands
- Roger Williams Park Zoo
- Ocean Beach Park
- Point Judith Country Club
- Amagansett Beach
- Oakland Beach
- Blue Shutters Beach
- Quotonset Beach
- Ninigret Beach
- South Shore Beach
- South Jamesport Beach
- Groton Long Point Main Beach
- Second Beach
- Fort Adams State Park
- Clinton Town Beach