House holiday rentals in Watch Hill, Westerly

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Popular amenities for house rentals in Watch Hill, Westerly

House rentals with a pool

Guest favourite
Home in Montville
4.92 out of 5 average rating, 274 reviews

Casino Wine Down House

EsperanzaRating, 5 stars1 week ago
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
Top guest favourite
Home in North Fork
4.97 out of 5 average rating, 206 reviews

Private Oasis W/Stunning Vinyard and Pool Views

RebeccaRating, 5 stars1 month ago
We loved staying at this home - it was the perfect place for our group of ten. The outdoor space was definitely the highlight, with the pool & spa being our favorite part of the trip. The only thing to note is that we weren’t supplied quite enough toilet paper or paper towels, though I did not reach out for more - It was the last evening when we ran out and we were leaving early the next morning. The trash requirements were a surprise after booking, but going to the transfer station was easy enough, and it is listed on the house rules. Overall, an excellent stay and would absolutely return!
Superhost
Home in East Hampton
4.88 out of 5 average rating, 111 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

MariaRating, 5 stars1 month ago
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.
Guest favourite
Home in Middletown
4.93 out of 5 average rating, 131 reviews

Modern Home w/ Pool & Game Room | Mins to Newport

ChrisRating, 5 stars3 days ago
This place was great, an easy drive to all the hotspots and a quiet neighborhood vibe.
Guest favourite
Home in Stonington
4.99 out of 5 average rating, 108 reviews

4BR Private Indoor Heated Pool - Lux Mystic Home

KathieRating, 5 stars2 days ago
A great place for family and friends. Very roomy, open kitchen to living comfort with many places to sit and socialize while preparing meals. Nicely decorated and very comfortable accommodating furniture. All the amenities. Every bedroom a king size bed with some rooms offering even more sleeping spaces. The pool pristine, perfect temperature and seating for those chatting on the sidelines while others swam. A simple walk downtown. In many cases the walk downtown was quicker than the ride downtown. My family truly enjoyed this vacation. My grand daughter (4) loved the home. Everyone was comfortable and had a great time.. Jason friendly and available before, during and at close. I highly recommend this gem in Mystic, Connecticut.
Guest favourite
Home in Montville
4.93 out of 5 average rating, 164 reviews

Hot Tub~Pool~Game Room~Fire Pit~BBQ~Casinos

JustinRating, 5 stars2 days ago
House was great lots to do around the house and inside the house. We came to visit with some young ones and we had a great time. AJ was always responsive and very friendly. We would highly recommend if you are traveling with a family such as I did. We will be back next year to visit our cousins again. Thank you AJ for a great experience.
Guest favourite
Home in North Fork
4.97 out of 5 average rating, 156 reviews

Secluded Farmhouse - Studio Apartment Style Unit

AmyRating, 5 stars1 day ago
This is a beautiful farmhouse setting with gorgeous gardens, chickens, a nice screened in private porch, and a very friendly and adorable kitty. Jessica was a great host and provided some delicious homemade yogurt with milk and fruit, and plenty of coffee and tea. We brought our dog and he was comfortable there, we had plenty of space to walk him around.
Guest favourite
Home in Sag Harbor
4.86 out of 5 average rating, 269 reviews

Exclusive Sag Harbor Compound

Amy RoseRating, 5 stars3 weeks ago
Ben is a super host. His home is absolutely beautiful and well managed. His thoughtful recommendations and well timed check ins and reminders were the height of polished professionalism. We felt right at home, down to the bins of toys in the living room that our toddler and baby played with every day.

Weekly house rentals

Top guest favourite
Home in Stonington
4.95 out of 5 average rating, 20 reviews

Peaceful Beach Retreat/Casino Stay Alternative

KatelynRating, 5 stars1 day ago
This place was perfect for a short getaway! Just a 15 minute drive from beautiful beaches and great restaurants. The space was clean, well-organized, and made us feel right at home. The air conditioning was a lifesaver during the hot and humid days—truly appreciated! We would absolutely come back!
Guest favourite
Home in Westerly
4.98 out of 5 average rating, 56 reviews

Private chic waterfront retreat-newly renovated.

CatherineRating, 5 stars2 weeks ago
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!
Superhost
Home in Westerly
4.83 out of 5 average rating, 46 reviews

The Oyster Shell

HayleyRating, 5 stars3 weeks ago
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!
Top guest favourite
Home in Narragansett
4.98 out of 5 average rating, 86 reviews

Seaside Serenity

MargaretRating, 5 stars3 weeks ago
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!
Top guest favourite
Home in Mystic
5 out of 5 average rating, 24 reviews

Mystic Harbor Retreat *Walk to River & Downtown*

AnthonyRating, 5 stars4 days ago
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!
Top guest favourite
Home in North Fork
5 out of 5 average rating, 13 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

SamanthaRating, 5 stars1 month ago
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!
Guest favourite
Home in Westerly
5 out of 5 average rating, 22 reviews

Misquamicut Beach House, 1 Mile From the Ocean!

AaronRating, 5 stars4 weeks ago
This was my second time staying at this property. Everything was extremely clean and welcoming, no issues at all. I will stay again!
Top guest favourite
Home in Charlestown
5 out of 5 average rating, 71 reviews

2 Acre Lakefront Getaway (Kayak/Firepit/Fishing)

RobertRating, 5 stars3 weeks ago
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

Top guest favourite
Home in Preston
5 out of 5 average rating, 52 reviews

New Lake House w/Game Room&Views

YotamRating, 5 stars2 weeks ago
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.
Top guest favourite
Home in Mystic
5 out of 5 average rating, 29 reviews

Historic Luxe Bungalow in Downtown Mystic

ShaunaRating, 5 stars1 month ago
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!!!
Guest favourite
Home in East Lyme
4.94 out of 5 average rating, 31 reviews

Stylish Retreat Waterviews

TheaRating, 5 stars1 day ago
This home was beautiful! The location had amazing views, very quiet but lots of restaurants/ coffee shops/ activities nearby. Cindy was so welcoming and responsive, would recommend to anyone!
Superhost
Home in Westerly
4.88 out of 5 average rating, 34 reviews

WH Avondale Beach House cul de sac, walk to water!

JeanetteRating, 5 stars2 months ago
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!
Guest favourite
Home in East Hampton
5 out of 5 average rating, 23 reviews

Secluded Luxury: New Gunite Pool, Walk to Bay

KelliRating, 5 stars1 week ago
Dewey’s place is such a dream! Everything is freshly renovated and just feels so crisp, clean, and stylish. You can tell so much love went into the design it’s the perfect mix of modern and cozy. We felt right at home the second we walked in. The kitchen is gorgeous, the bathrooms are spa-like, and every little detail was just so well thought out. Dewey was the sweetest host super responsive and made everything totally seamless. The location is amazing too quiet and peaceful, but still close to all the fun spots (beach, town, restaurants). We didn’t want to leave! Already planning our next trip back. If you’re thinking about booking, do it you’ll love it just as much as we did!
Guest favourite
Home in Stonington
4.93 out of 5 average rating, 81 reviews

Waterfront home with amazing views

RobinRating, 5 stars7 months ago
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!
Top guest favourite
Home in Westerly
5 out of 5 average rating, 95 reviews

Brand New Private House in a Charming Beach Town

MikylaRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Old Lyme
5 out of 5 average rating, 48 reviews

Beachfront Oasis

OliviaRating, 5 stars9 months ago
Joanne's waterfront home is an incredible oasis. Even the pictures do not do it justice. Our family had a wonderful week-long stay in her beautifully appointed home. Joanne's home is meticulously clean and decorated with wonderful touches. We had plenty of room and loved soaking up the sun every day on the fabulous wraparound porch (with built-in umbrellas) and jumping right into the water mere steps from the house. We cannot wait to return next year!

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