
House vacation rentals in Watch Hill, Westerly
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Top-rated house rentals in Watch Hill, Westerly
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Watch Hill, Westerly house rentals
House rentals with a pool

The Perfect North Fork Escape
We had a wonderful stay. Cute and comfortable house in an amazing location. Very comfortable for a family of 4.

4 BD w/ Heated Pool in E Hampton, Fully Furnished
We had a wonderful time in this beautiful home that is in an idyllic Hampton's setting. Ashton was a great host and for sure we will be back.

Modern Home w/ Pool & Game Room | Mins to Newport
We had a grand time at Dan’s place!!! Clean, gorgeous and beautifully maintained! Highly recommend for a family planning a trip to Newport! Thank you Dan 😊

Southampton Escape, Heated Pool, hot tub, 3 bed,
The house was great! Our two infants loved the large deck and pool. So close to town and the beach. It was a perfect getaway!

Stunning Central E. Hampton Home w/ gunite pool.
Our family enjoyed a wonderful post- Christmas getaway at Jennifer’s beautiful home. The house is fabulous - well- located, pristine , beautifully decorated and well-stocked. It was relaxing and perfect. We did not have much need to reach out (everything was effortless) but when we did, Jennifer was very responsive and helpful. Highly recommend!

Spacious Village Fringe East Hampton Home W/ Pool
Amazing host and great property! Had an amazing time - thank you Daniel!!

Long Island home w/ large pool
My stay here was phenomenal! From the host’s response time, down to the amenities that were placed throughout the house. As soon as you walk in, it felt like home. The house is spacious and highly functional. The design of the house offers a perfect blend of modern mixed with nostalgic elements. The best stay by far. Would love to book again!

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.
Weekly house rentals

Large 6BR Home - Walk to Beach!
The house was everything advertised and more! Our hosts were very responsive and clear in their instructions which was appreciated. The beds were comfortable and there was plenty of space. We loved the outdoor shower and fire pit! The house is only a 10-15min walk to Scarborough beach and in a lovely neighborhood. Our family had a great week in Kyle’s home! Thanks for everything!

Quonnie Beach House Walk to the beach
My main search was for a pet friendly rental so I could invite friends with a senior golden retriever. And secondly I wanted to be near the ocean. Having lived on Cape Cod for 25 years, I moved back to Connecticut a year ago after the passing of my wife. But the call of the ocean never fades and this rental was steps from East Beach. My stay was in February and the weather wasn't the best, but beach walks are always best when the only footsteps in the sand are your own. The rental was very accommodating with 3 bedrooms, a spacious living area and large, fully equipped kitchen. Plenty of outdoor seating is also included. Melissa was very attentive and always responded quickly when needed. I definitely recommend this rental for a peaceful adult retreat or for a full family vacation. Kids will love it with the big yard and kayaks available. Enjoy, John

Amagansett, Waterfront retreat
My family had a wonderful time at Robert’s home. The house was clean and cozy and the view of the water was peaceful. He was super communicative and friendly and check in/out was a breeze. The house is in a great area and super close to East Hampton, Amagansett, and Montauk. Highly recommend!

The Greenport Bungalow
My family and I stay in greenport quite a bit and all agreed that this was our favorite Airbnb to stay in! The house was comfortable and beautifully designed. The host was so helpful when we had questions. Also, the water pressure in the showers was awesome which is hard to come by! Thank you for a great stay - we will be back!!

Montauk beach house!
Lovely, well kept and comfortably furnished. This home has everything you need for a comfortable stay. Owner is helpful and very responsive. Highly recommened!

Beach Home – Family Friendly - Solar Powered
This house was a perfect place for our annual family gathering. There were 9 people from 16 to 83. The open space, first floor bedroom and bunk room were perfect for our group! Ciara was a great host!!

Maritime Village Getaway with Backyard
Mary’s Greenport home was a wonderful oasis during Spring Break! We loved waking up to rabbits hopping around the backyard in the morning. We enjoyed firing up the grill and sharing a meal outside. This is definitely great place to book if you have kids who love being outdoors (the yard is completely fenced in!) we loved being in close proximity to great shopping, beaches/parks & restaurants. We would love to visit again in the summer. Thanks for everything!

Beachfront Paradise
Patti was great to communicate with and the place is wonderful. The beach is right outside the front door and it's such a serene atmosphere. Mattresses are extremely hard so it would nice to have newer and softer beds, but aside from that - great stay!
Private house rentals

Vacation ranch home, near beaches/river.
We had such a great family vacation in Narragansett! Laura was very responsive and accommodating! Highly recommend her home!

Sag Harbor House for rent.
Ed was great at communicating, house was everything we could have asked for. Would definitely book again!

HUGE family house. Sleeps 10+ Pool, Beach, AC
We filled Shael's place with family for the weekend wedding of our granddaughter, and it was perfect. The wedding and reception were less than 10 minutes away and Bristol is a great little town. We weren't able to enjoy the pool due to the weather but it was beautiful, as was the whole huge house.

Quiet , private yard - Walk to beach
Carrie’s house is better than in the pics. The yard makes the place private and quiet (a small refuge near the beach). The rooms were nice, spacious and clean. The kitchen was well equipped! The outdoor shower actually had both cold and hot water. It is a great place. Carrie responds almost immediately to any inquiries or questions! The home is a seven minute walk from the beach and is a great place to spend the week or weekend!! Remember: Bring your own towels and sheets (not provided: Carrie sends reminders about this as well).

The Raffle Beach House
We must have passed the residence hundreds of times going out Montauk over the past 40 years. What a hidden gem. We were so fortunate to have the opportunity to stay at this location. The home was very well appointed, tidy and clean. What a gem of a home, even in the off season. We would love to return.

Quiet & Cozy Beach Escape House
Kenneth’s place was clean, comfortable, tastefully decorated and looked just like the pictures. We felt right at home and had everything we needed for a comfortable stay. The location was perfect! We were able to walk easily to the nearby beach and it is only a few minutes from all of our favorite restaurants. If you’re looking for a few quiet and peaceful days away from everything, this is the perfect spot.

Ocean Bliss House
Steve gave us access to beach pass prior to check in. We spent the day at the nearby quiet beach. We went to his restaurant recommendation which was also on the water and an excellent choice. We went to his dinner recommendation x2 and both excellent choices. The house was perfect. Beds comfortable and hot water available in shower. Clean!! Bathroom spacious and clean! The backyard is peaceful and comfortable for happy hour. We will certainly be back. No problems no hassle. He’s warm and welcoming!

Luxurious Pool House Retreat – Your Private Oasis
What a beautiful home. Centrally located, nicely kept, bright with light and full with spirit. Never stayed at a place with such a nice kitchen— do many cooking tools, machines and spices. We felt at home. Many little beautiful objects … and candle lights that make it a cozy place to stay. It was wintertime, so we did not use the pool. Must be so much fun for a big family or a group of friends to stay there in the summer. Rhonda and Kathlyn got back to us fast and stayed in contact during our stay. A great getaway from The City … 🌿
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- Beach
- Charlestown Beach
- Southampton Beach
- Brown University
- Easton Beach
- Foxwoods Resort Casino
- Napeague Beach
- Ocean Beach Park
- Cooper's Beach, Southampton
- Shinnecock Hills Golf Club
- TPC River Highlands
- Quotonset Beach
- Giants Neck Beach
- Amagansett Beach
- Blue Shutters Beach
- Clinton Town Beach
- Roger Williams Park Zoo
- Oakland Beach
- Fort Adams State Park
- Shennecossett Beach
- South Shore Beach
- Attawan Beach
- Long Island Aquarium
- Grove Beach