Watch Hill Vacation Rentals

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Our top choices for Watch Hill vacation rentals

Aparthotel in Montauk

3.5 star property
9.2 out of 10, Wonderful, (1265)
"Great ambience. Very kind and friendly service. Wonderful luxe suite. Very homey and cozy. I really enjoyed my stay here. Just lovely. "
United States
Violet
$156 nightly
The price is $178
Jan 5 - Jan 6, 2026
Total with taxes and fees
Montauk Manor

Cottage in Ledyard

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.
$212 nightly
The price is $240
Dec 14 - Dec 15
Total with taxes and fees
Lakeside cottage ON the water with beautiful views up the lake!

Apartment in Old Mystic

10.0 out of 10, Exceptional, (33)
"Absolutely adorable! Beautiful view from our window. Quaint decor and every little detail thought of. Loved our stay! "
United States
Randolph
$178 nightly
The price is $201
Dec 11 - Dec 12
Total with taxes and fees
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

Mobile Home in East Lyme

10.0 out of 10, Exceptional, (2)
"The bed and pillows were very comfortable. The outside space was very relaxing. Kevin’s place was perfect! We had questions and he replied back right away. We definitely want to go back. "
United States
Rebecca K.
$193 nightly
The price is $218
Dec 11 - Dec 12
Total with taxes and fees
Cozy Lakefront Tiny House

Cottage in Waterford

2.0 star property
10.0 out of 10, Exceptional, (14)
"The property was amazing. The house was very clean and the game room was really fun. It was a very cute place and the backyard was perfect for sitting outside in the afternoon. The beds were really soft and comfortable as well."
United States
Jorie M.
$266 nightly
The price is $301
Dec 11 - Dec 12
Total with taxes and fees
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Cottage in Ledyard

9.8 out of 10, Exceptional, (217)
"Very comfortable, easy to get to and had everything you could need in a house rental! "
United States
Anna K.
$192 nightly
The price is $218
Dec 11 - Dec 12
Total with taxes and fees
Lakeside cottage overhanging the water, beautiful window views across the lake

Vacation Home in Old Mystic

2.0 star property
10.0 out of 10, Exceptional, (7)
"Loved the personal touches!"
United States
Jenny
$192 nightly
The price is $218
Dec 11 - Dec 12
Total with taxes and fees
A Mystic Stay as Sweet as Apple Pie!

Apartment in Mystic

9.6 out of 10, Exceptional, (81)
"Perfect weekend getaway for my girlfriend and me. Walking distance to downtown on a quiet street. Host was very responsive and even left snacks! We would definitely stay again. "
United States
Anders D.
$158 nightly
The price is $179
Dec 17 - Dec 18
Total with taxes and fees
Super Cute & Cozy Apartment in Downtown Mystic!

Villa in Norwich

9.8 out of 10, Exceptional, (47)
"Small but clean and cozy! Not impressed just another apartment. Spa and pool very nice. I would return. "
United States
Johnny B.
$234 nightly
The price is $252
Dec 11 - Dec 12
Total with taxes and fees
PEACEFUL SPA ESCAPE MINUTES TO MOHEGAN SUN CASINO

Villa in Norwich

9.8 out of 10, Exceptional, (16)
"Great property, beautiful grounds and appointed as described! Owners were great to work with and flexible. "
United States
Bill M.
$220 nightly
The price is $249
Dec 11 - Dec 12
Total with taxes and fees
ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO

Vacation Home in Waterford

10.0 out of 10, Exceptional, (11)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
$320 nightly
The price is $362
Dec 18 - Dec 19
Total with taxes and fees
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Villa in Norwich

9.6 out of 10, Exceptional, (8)
"Super quick trip to get over to Mohegan for a basketball game."
United States
Brooke
$249 nightly
The price is $282
Dec 11 - Dec 12
Total with taxes and fees
Villa Noir- 3 min from Mohegan Sun with fireplace, jacuzzi, sauna/pools, and spa

Apartment in New London

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.
$108 nightly
The price is $121
Dec 11 - Dec 12
Total with taxes and fees
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath

Apartment in Stonington

10.0 out of 10, Exceptional, (4)
"We enjoyed our stay. The apartment is in excellent condition."
United States
Marcell
$189 nightly
The price is $214
Dec 11 - Dec 12
Total with taxes and fees
Stevedore Landing-#3 · walk downtown Mystic · train · aquarium

Apartment in Laurel Hill

9.6 out of 10, Exceptional, (35)
"Great communication, clean, location location. Great value for a quick weekend getaway."
United States
Brian C.
$188 nightly
The price is $212
Dec 21 - Dec 22
Total with taxes and fees
3 bed apartment, 5 mi to Mohegan/10 to Foxwoods

Cottage in Ledyard

10.0 out of 10, Exceptional, (12)
"The Cottage was absolutely adorable and perfect for me my husband and our dog ❤️ Clean and cozy and the breakfast delivered to our door was amazing "
United States
Stephanie
$245 nightly
The price is $269
Dec 11 - Dec 12
Total with taxes and fees
Plan Your Escape to the Cottage! Minutes to Mystic, Connecticut. This pet-friendly retreat has a private fenced-in rear garden patio. Your stay includes organic breakfast, firepit, hammock, and onsite hiking trails. Up to 2 well-behaved pets welcome!

Apartment in Richmond

9.4 out of 10, Exceptional, (3)
"Property.\nWas absolutely gorgeous.The river was beautiful, quiet and peaceful.Very pet friendly immaculate , and shopping was just right down the street"
United States
Lisa C.
$211 nightly
The price is $228
Dec 14 - Dec 15
Total with taxes and fees
Cozy apartment along the Wood River in the heart of Richmond.

Cottage in Stonington

10.0 out of 10, Exceptional, (5)
"Great stay with friends! "
United States
Danielle V.
$206 nightly
The price is $232
Dec 14 - Dec 15
Total with taxes and fees
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

Apartment in Westerly

9.4 out of 10, Exceptional, (11)
"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.
$115 nightly
The price is $124
Dec 21 - Dec 22
Total with taxes and fees
Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!

Apartment in Norwich

10.0 out of 10, Exceptional, (6)
"Nice alternative to hotel … after casino show ….would definitely come back !"
United States
Andrew
$259 nightly
The price is $293
Dec 11 - Dec 12
Total with taxes and fees
The Happy Hideaway, steps from Spa and 1 mile to Mohegan Sun
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 $121 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 Ninigret, 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: Visitors like this Watch Hill vacation home rental. It 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.