
House holiday rentals in Watch Hill, Westerly
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Top-rated house rentals in Watch Hill, Westerly
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Popular amenities for Watch Hill, Westerly house rentals
House rentals with a pool

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.

Modern Home w/ Pool & Game Room | Mins to Newport
This place was great, an easy drive to all the hotspots and a quiet neighborhood vibe.

4BR Private Indoor Heated Pool - Lux Mystic Home
We thoroughly enjoyed our short stay in Mystic at this great home. The pool was the biggest hit, but the kitchen/living room area was an amazing place for our group to gather for meals and games. Location is spectacular as you can just park at the house and walk to all the great restaurants the area has to offer and if you have kids, there’s a great playground just a short walk away. We would definitely stay here again!

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!!

Hot Tub~Pool~Game Room~Fire Pit~BBQ~Casinos
We had a great time at AJ's place! The space is very spacious and comfortable, everything was clean, and the backyard was PERFECT for our group. Close to casinos and restaurants. Highly recommend for groups and families!

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

Large heated pool, games room, near private beach
The house was perfect for my family. I loved the convenience of the one-floor layout and way it allows views of the pool and deck from the almost everywhere so we could enjoy it even when the weather didn't cooperate and we couldn't swim. The family /living room was comfortable and great for relaxing or watching a film. The lower level playroom was great fun with ping pong and billiards set up in two areas. We found everything we needed including electric outlets where you need them. The location was great for us and our rides to Montauk and the other towns in the area for museums and restaurants and views. The only thing less than perfect was low water pressure in the master bath sinks and shower, which Abigail said the plumber was addressing. She was extremely responsive and helpful.

Casino Stay & Play House
I loved spending my birthday with my family. It was the perfect place for my family. Everything was so clean and organized. I am very grateful for everything. Thank you
Weekly house rentals

Peaceful Beach Retreat/Casino Stay Alternative
Dan was an incredible host. First- he is very accommodating and responsive. My family stayed at his place and loved how welcoming and clean it was upon entering. There was coffee and even extra treats. We couldn’t have asked for a better short, but sweet stay. Would definitely recommend! Thank you!

Private chic waterfront retreat-newly renovated.
It is a very private location surrounded by natural beauty which allowed us to truly relax. We enjoyed spotting the many birds , little rabbits playing in the yard and watching the golfers at the adjacent club. The house has a modern clean feel with a large open living / kitchen area flanked by large windows all along one side of the property overlooking the fantastic view. The master suite was a highlight with a very comfortable bed and beautiful shower. We would love to stay again and so would our dog! Thank you Marie for your wonderful hospitality!

The Oyster Shell
We absolutely loved our stay at the oyster shell! Perfect quiet location with everything you need both in the house and around the area! Justin even went the extra mile to help me get some belongings I accidentally left behind. Would highly recommend his home to everyone looking to stay in Westerly!

Seaside Serenity
This place was perfect for what I needed. It was cozy, comfortable, clean, simply and beautifully decorated, and well equipped. It was also a wonderful setting with great views in all directions. While the houses are quite close together, it is a quiet neighborhood and it helped that it wasn't high season. Lots to explore nearby and just as tempting to sit on the deck or lie in the hammock watching the world go by. This was more than I had initially planned to spend, and I'm so glad I went ahead with it anyway - very grateful for this spot!

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV
Can not recommend more! Beautiful house and perfect location! Would love to come back. Kids loved the beach and finding shells and little sea creatures in low tide!

Misquamicut Beach House, 1 Mile From the Ocean!
This was my second time staying at this property. Everything was extremely clean and welcoming, no issues at all. I will stay again!

WH Avondale Beach House cul de sac, walk to water!
Matthew was super responsive and our stay was perfect for my husband and I and 2 children. The road was quiet and we were close by to the beach. We would love to return!

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!
Private house rentals

Unique Home with Panoramic Ocean and Pond Views
Kerrie and Mark were perfect hosts. Gorgeous location, walk to beach and house was stocked with everything needed for our stay. The dock was fun for the kids. Pond is very shallow and our young kids had a blast kayaking and paddle boarding. We can’t wait to book again next year.

New Lake House w/Game Room&Views
Our stay here was amazing! So much attention to detail was put into every aspect of this home. It was spotless and very well maintained. We enjoyed being able to use the kayaks, paddleboards, and canoe. We never felt like something was missing and never had a hard time finding what we needed. It is such a quiet and peaceful area and we spent a lot of time just sitting by the water relaxing. We loved being able to have a fire right by the water as well. The downstairs game room/theatre was a blast as well. Overall I would 100% book a stay here in the future and highly recommend it.

Mystic Harbor Retreat *Walk to River & Downtown*
Great getaway for the family and the perfect location to access everything Mystic had to offer. Kathy was so helpful and responsive and professional. Highly recommend!

Historic Luxe Bungalow in Downtown Mystic
Outstanding - We have been staying in Mystic For the first weekend in May for Years and this location and host and home was the best by far thank You!!!

Stylish Retreat Waterviews
Our stay was perfect! Relaxing and inviting.

Home Away From Home - 3bdr 1 ba
What a beautiful, clean home! This home is in a nice neighborhood and so charming. It had everything we needed to make our stay feel like a home away from home and also somewhat pampered with bath salts and plush bathrobes. The TV's in the bedrooms and the extra toy room were such a nice addition. Cindy was very responsive and flexible with our last minute questions. We thoroughly enjoyed our stay!

Waterfront home with amazing views
We had a wonderful stay, it was more than we hoped for. Paul is a very considerate host making sure that things were up to our expectations. I particularly appreciated his effort to make the house accessible for my husband who is in a wheelchair. There weren't many options that were wheelchair accessible and Paul went above and beyond so that we could take advantage of the space. We highly recommend this house and would definitely go back!

Brand New Private House in a Charming Beach Town
We stayed for a local wedding. We did not spend much time at the house but the rooms are good size and beds are comfortable!
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- Beach
- Charlestown Beach
- Southampton Beach
- Brown University
- Foxwoods Resort Casino
- Easton Beach
- Cooper's Beach, Southampton
- Napeague Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Point Judith Country Club
- Ocean Beach Park
- Roger Williams Park Zoo
- Oakland Beach
- Amagansett Beach
- Blue Shutters Beach
- Quotonset Beach
- Ninigret Beach
- Groton Long Point South Beach
- South Shore Beach
- South Jamesport Beach
- Groton Long Point Main Beach
- Second Beach
- Fort Adams State Park