Holiday Rentals in Watch Hill

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Our top choices for Watch Hill holiday rentals

Aparthotel in Montauk

Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1268)
"The room was very clean, comfortable and quiet. The hotel was decorated beautifully for the holidays. The pool area with hot tub was clean and enjoyable "
United States
Kathleen
The price is €151
includes taxes & fees
17 Dec - 18 Dec
Montauk Manor

Houseboat in Narragansett

Ocean State Escape - Walk to beach!
Ocean State Escape - Walk to beach!
10.0 out of 10, Exceptional, (2)
"Waterfront location by a marina was beautiful. The place is welcoming with a bright, cozy living area. Rooms were clean and spacious, bathrooms modern, kitchen, grill, and deck to enjoy. Had a great experience overall."
United States
Peter L.
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages
9.8 out of 10, Exceptional, (218)
"Very comfortable, easy to get to and had everything you could need in a house rental! "
United States
Anna K.
The price is €254
includes taxes & fees
15 Jan - 16 Jan 2026
Lakeside cottage overhanging the water, beautiful window views across the lake
9.6 out of 10, Exceptional, (8)
"Great house in a fantastic location. Very clean and well supplied. We would definitely stay here again."
United States
David C.
The price is €314
includes taxes & fees
12 Jan - 13 Jan 2026
The Mystic Harbor House · walk downtown Mystic · train · aquarium
10.0 out of 10, Exceptional, (7)
"We had a good experience staying with host, William. Going in and out of our unit was easy with the codes provided. The croissants provided for breakfast were large and delicious. We would stay there again."
United States
Ronald H.
The price is €107
includes taxes & fees
21 Dec - 22 Dec
Cozy spacious bedroom with king size bed, only half mile to Rt.95, private bath
10.0 out of 10, Exceptional, (124)
"5-star lake view. Amazing stay. we absolutely enjoyed visiting this farm every year. "
United States
Mariya S.
Rustic Lakeside Cabin at White Gate Farm
9.6 out of 10, Exceptional, (12)
"William was very thorough with our check in and a pleasure to deal with"
United States
Catherine
The price is €107
includes taxes & fees
21 Dec - 22 Dec
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in

Holiday Home in New Shoreham

Peaceful, Breezy, Pet Friendly Getaway!
9.8 out of 10, Exceptional, (72)
"We stayed a week and the 6 of us, and two pets, had a great time. Very spacious, clean, and close to everything, along with an off the beaten path quietness! We are looking forward to next year!"
United States
Paul G.
Peaceful, Breezy, Pet Friendly Getaway!
10.0 out of 10, Exceptional, (17)
"We stayed at the Thames River House after our wedding with friends and it was the perfect spot. The home was beautiful, very clean, and had everything we needed for a relaxing and memorable stay. Couldn’t have asked for a better experience!"
United States
Brandon W.
The price is €499
includes taxes & fees
17 Dec - 18 Dec
Thames River Retreat · CT College+Casinos+USCGA
9.8 out of 10, Exceptional, (41)
"Beautiful property, and the hosts are extremely nice and accommodating. Would absolutely recommend. "
United States
Christopher G.
The price is €805
includes taxes & fees
17 Dec - 18 Dec
Brand new home close to Charlestown/Westerly beaches.
10.0 out of 10, Exceptional, (2)
"Clean, brand new, very easy. The sleep sofa was even comfortable!"
United States
Maria S.
The price is €251
includes taxes & fees
3 Jan - 4 Jan 2026
Carrick Landing-#4 · walk Mystic-Train/EV Lvl-2 · aquarium
9.6 out of 10, Exceptional, (49)
"This was perfect for our large family ... Very peaceful little gem .. we had a wonderful stay.."
United States
Marie T.
SECLUDED WATERFRONT HOME WITH ROOM FOR ALL

Apartment in Westerly

Best Value in Westerly!
9.2 out of 10, Wonderful, (19)
"A very pleasant stay… quiet location and especially nice for 1 to 2 people, though only me. "
United States
Elissa L.
Best Value in Westerly!
9.0 out of 10, Wonderful, (12)
"Had a wonderful weekend"
United States
Hector H.
The price is €849
includes taxes & fees
19 Dec - 20 Dec
Your Charming 4BR Retreat Home Minutes from Casino Excitement!
8.0 out of 10, Very good, (16)
"Easy access. We loved our short stay. I would return again. "
United States
Suzanne M.
The price is €165
includes taxes & fees
21 Dec - 22 Dec
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
2.0 star property
The price is €5,890
includes taxes & fees
16 Jan - 17 Jan 2026
Exclusive 3BR Suite | Access to 70+ Amenities
10.0 out of 10, Exceptional, (41)
"Everything was easy .. comfortable host was very helpful and communicable. "
United States
Cathleen S.
The price is €204
includes taxes & fees
17 Dec - 18 Dec
Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise
9.8 out of 10, Exceptional, (191)
"There were stunning views, it was very relaxing, and we had excellent communication with the host. We couldn’t be happier, it was perfect! Kayaking was the best part. Plenty to see and do in the area as well."
United States
Heather S.
The price is €266
includes taxes & fees
4 Jan - 5 Jan 2026
Lakeside cottage ON the water with beautiful views up the lake!
10.0 out of 10, Exceptional, (40)
"Great place to crash for a night when in town"
United States
Brendan H.
The price is €277
includes taxes & fees
21 Dec - 22 Dec
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Watch Hill Hotel Reviews

Find out more about Watch Hill

Everything you need to know about Watch Hill holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Watch Hill holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Watch Hill holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Watch Hill holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Watch Hill. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Watch Hill holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Watch Hill holiday rentals we have selected for you start as low as €107 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Watch Hill rentals

At Expedia, we put the best Watch Hill holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Watch Hill rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Watch Hill holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Watch Hill. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Watch Hill?

Yes, there are holiday rentals in Watch Hill close to Ninigret, or you can select a more secluded option if you're looking for a relaxing stay. Watch Hill is known for its beaches.

What are some of the best holiday rentals that Watch Hill has to offer?

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages: This holiday home rental outside of Watch Hill has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals will I find in Watch Hill?

Expedia has 15 holiday rentals for your stay in Watch Hill.

What can I see and do in Watch Hill?

East Beach Watch Hill and Misquamicut State Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Ninigret. While here, East Beach and The Flying Horse Carousel are other places worth a visit.

What’s a holiday rental in Watch Hill like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Watch Hill. Holiday rentals feature extras such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for small groups.