
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
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Popular amenities for Watch Hill, Westerly house rentals
House rentals with a pool

The Perfect North Fork Escape
Laurie’s home was the perfect size for our girls weekend to celebrate the bride. The patio was extensive and comfortably fit all of us for a hibachi chef and dinner. It was a quick drive from the house to the wineries, which was fantastic.

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 😊

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!

Hot Tub~Pool~Game Room~Fire Pit~BBQ~Casinos
Great place to stay! Felt like I was right at home, Andrew is great and very responsive, would highly recommend to anyone staying in the area

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!

Exclusive Sag Harbor Compound
The property and house are absolutely gorgeous. It’s spacious, private and still very close to Sag Harbor‘s Main Street. Ben is a great host. Thank you for everything 🙏

Walk to East Hampton Village & Ocean Beaches
Such a charming and cozy house, the photos don’t do it justice! Clean, well appointed, and comfortable. We had everything we needed and felt right at home. From the house we were able to walk to the beach (about 30-40 minutes along a safe route with sidewalks). The town is a quick 5 minute drive. We enjoyed the pool and the beautiful lawn. Ed made the whole experience seamless by being super responsive and helpful whenever we had a question.
Weekly house rentals

May 30-6/1 &Aug 17-24 Open. Walk to beach, lg deck
This airbnb was so unique and it surpassed my expectations in every way. The location was unbeatable with downtown Newport just 10 minutes in driving distance. The rooftop deck overlooked the bay and we got to share a beautiful sunset each night. The inside of the home had ample space for each member of our group, and provided enough privacy for each of us whilst also giving us plenty of shared spaces. The inside of the home was spotless and inviting. Sara was responsive, accommodating, and helpful each step of the way. My stay in Middletown/Newport was unforgettable. The history, charm, and natural beauty of this area is one of a kind. I can not wait to return.

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!

The Newport Cottage.Perfect Location/Comfort/Style
Loved our stay in Newport! This was the perfect spot for our large family right in the heart of everything. Host was great! Gave great instructions and recommendations! We will definitely be back.

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!

Backyard Oasis with Hot Tub
A wonderful place that felt even larger than in the pictures, surrounded by beautiful scenery, offering complete privacy, and the perfect touch of a delicious hot tub experience under a snowy night.

Entire House 6BR - Close to the beaches
Everything was beautiful and the place was very clean. No trouble getting in or understanding any directions by owner. Middletown is a beautiful town and we really enjoyed our stay. The place really does sleep 14 people comfortably. We look forward to coming back again!

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!
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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