Watch Hill Vacation Rentals

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Our top choices for Watch Hill vacation rentals

Aparthotel in Montauk

Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1,283 reviews)
"We had a great stay at the Montauk Manor to celebrate my birthday. The room was nice, really comfortable bed and loved the kitchenette. The best part was the view of the sunset in the evening. We enjoyed the restaurant on site as well, Monte’s at the Manor. The heated indoor pool and jacuzzi were perfect, especially due to the cold weather outside. Definitely will return!"
United States
Christine
$156 nightly
The price is $178
Jan 25 - Jan 26
Total with taxes and fees
Montauk Manor
10.0 out of 10, Exceptional, (3 reviews)
"We were looking for a place to stay while in town for a volleyball tournament. This space worked out perfectly. We will be back! Next time hopefully we’ll have time to enjoy the farm. Thank you!"
United States
Rebecca N.
$106 nightly
The price is $118
Jan 25 - Jan 26
Total with taxes and fees
The Tiny Cottage at Clem & Clyde's
9.8 out of 10, Exceptional, (193 reviews)
"The place was amazing. The hot tub and the views were breathtaking. Fully stocked with towels, blankets, cleaning supplies, etc. We will be returning."
United States
Donna A.
$224 nightly
The price is $254
Jan 26 - Jan 27
Total with taxes and fees
Lakeside cottage ON the water with beautiful views up the lake!
10.0 out of 10, Exceptional, (7 reviews)
"Charming and unique destination! It felt like we were staying in a museum and enjoyed the comfort of the beds, linens and delicious apple pie. Definitely plan on returning! "
United States
Lacia S.
$179 nightly
The price is $203
Jan 27 - Jan 28
Total with taxes and fees
A Mystic Stay as Sweet as Apple Pie!
10.0 out of 10, Exceptional, (19 reviews)
"The room was so comfortable and cozy! We had everything we needed and the location was perfect. "
United States
Elizabeth R.
$176 nightly
The price is $199
Jan 25 - Jan 26
Total with taxes and fees
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
10.0 out of 10, Exceptional, (5 reviews)
"Great stay with friends! "
United States
Danielle V.
$213 nightly
The price is $239
Jan 26 - Jan 27
Total with taxes and fees
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
9.8 out of 10, Exceptional, (220 reviews)
"Very comfortable, easy to get to and had everything you could need in a house rental! "
United States
Anna K.
$262 nightly
The price is $296
Feb 3 - Feb 4
Total with taxes and fees
Lakeside cottage overhanging the water, beautiful window views across the lake

Mobile Home in East Lyme

Lakefront Boho Tiny House
10.0 out of 10, Exceptional, (4 reviews)
"Every thing was amazing "
United States
Annaliaa C.
$189 nightly
The price is $214
Jan 28 - Jan 29
Total with taxes and fees
Lakefront Boho Tiny House
10.0 out of 10, Exceptional, (2 reviews)
"Our host was exceptionally responsive and very helpful. The home was very clean and comfortable. It was convenient to all of the local attractions. Private parking was an added bonus. "
United States
Kayla S.
$166 nightly
The price is $188
Jan 25 - Jan 26
Total with taxes and fees
Pleasant 2-bedroom in charming Norwich

Mobile Home in East Lyme

Cozy Lakefront Tiny House
10.0 out of 10, Exceptional, (3 reviews)
"It was a peaceful and quant "
United States
Patricia M.
$185 nightly
The price is $210
Jan 27 - Jan 28
Total with taxes and fees
Cozy Lakefront Tiny House
8.0 out of 10, Very Good, (17 reviews)
"Very cute house with nice extra touches like 2 bottles of water and new toothpaste (perfect because we forgot ours!). "
United States
Christie P.
$217 nightly
The price is $247
Feb 23 - Feb 24
Total with taxes and fees
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
9.8 out of 10, Exceptional, (47 reviews)
"Small place good for an individual or couple clean and as described."
United States
Anonymous traveler
$237 nightly
The price is $256
Jan 25 - Jan 26
Total with taxes and fees
PEACEFUL SPA ESCAPE MINUTES TO MOHEGAN SUN CASINO
10.0 out of 10, Exceptional, (15 reviews)
"We enjoyed our stay! We were able to fit a pack and play for our 1 year old in the game room, which was a fun space. The fenced-in back yard was perfect for our dog. "
United States
Christine S.
$304 nightly
The price is $344
Feb 8 - Feb 9
Total with taxes and fees
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
9.8 out of 10, Exceptional, (16 reviews)
"Great property, beautiful grounds and appointed as described! Owners were great to work with and flexible. "
United States
Bill M.
$225 nightly
The price is $254
Jan 25 - Jan 26
Total with taxes and fees
ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO
10.0 out of 10, Exceptional, (1 review)
"The house was neat, well maintained, and very warmly furnished. The host has put some work into the details that make the stay really enjoyable. I would definitely go back. "
United States
Stephen S.
$108 nightly
The price is $121
Feb 1 - Feb 2
Total with taxes and fees
Escape to the Thames: Quaint Groton Retreat
10.0 out of 10, Exceptional, (9 reviews)
"View, hot tub, outdoor shower were fantastic. This property was perfect for us. "
United States
Janet L.
$428 nightly
The price is $488
Jan 26 - Jan 27
Total with taxes and fees
Year round private HOT TUB! NEW! Waterview Cottage on Great Island Narragansett!
$3,618 nightly
The price is $4,092
Jan 25 - Jan 26
Total with taxes and fees
Luxe & Comfort 3BR Suite in Picturesque Woodlands
9.4 out of 10, Exceptional, (11 reviews)
"It was sweet, small but roomy for 2.A C was wonderful in the hot day. All provisions served us well. "
United States
Mary Alice B.
$160 nightly
The price is $182
Jan 25 - Jan 26
Total with taxes and fees
Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!
10.0 out of 10, Exceptional, (4 reviews)
"We enjoyed our stay. The apartment is in excellent condition."
United States
Marcell
$209 nightly
The price is $234
Feb 5 - Feb 6
Total with taxes and fees
Stevedore Landing-#3 · walk downtown Mystic · train · aquarium
10.0 out of 10, Exceptional, (9 reviews)
"It was PERFECT way to spend USCGA Parent’s Weekend!!"
United States
Kerri G.
$353 nightly
The price is $399
Jan 25 - Jan 26
Total with taxes and fees
Beach Cottage, private beach and pass
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Watch Hill vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Watch Hill vacation 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 low season months. For more hustle and bustle, you may prefer to visit Watch Hill in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $178 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Watch Hill rentals

At Expedia, we put the best Watch Hill vacation 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 vacation.

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 vacation rentals in Watch Hill?

Yes, we give you a choice of vacation rentals in Watch Hill near The Flying Horse Carousel, or you can select a more secluded option if you're looking for extra privacy while you relax. Watch Hill is known for its beaches.

What are some of the best vacation home rentals in Watch Hill?

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages: You might want to consider this vacation home rental near Watch Hill, which has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals will I find in Watch Hill?

Expedia has 16 vacation 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, The Flying Horse Carousel and Watch Hill Lighthouse are other places worth a visit.

What’s a vacation rental in Watch Hill like?

A vacation rental is a private property where you can stay for a long or short time in Watch Hill. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for family gatherings.