A beach with golden grasses and houses in the background.

Watch Hill Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Watch Hill vacation rentals

Terrace/patio

1. Apartment located next to beach and restaurants

Apartment located next to beach and restaurants
The Borough
10.0 out of 10, Exceptional, (5 reviews)
"We had a great time at this house - happy to have parking (no joke in the Boro) and the front porch was awesome for the foggy day we had. This place has the ambience of a real home, so the furniture was comfortable and the shower was great. Would stay again. "
United States
Thomas M.
$801 nightly
The price is $801
Aug 2 - Aug 3
Total with taxes and fees
Apartment located next to beach and restaurants
Exterior

2. Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Stonington
9.8 out of 10, Exceptional, (185 reviews)
"Fantastic location, great stay as always. Perfect for a weekend getaway."
United States
Jaime M.
$223 nightly
The price is $252
Aug 10 - Aug 11
Total with taxes and fees
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
2 bedrooms, travel crib, WiFi (free), bed sheets

3. Coastal Retreat • 2BR Near Beaches & Mystic

Coastal Retreat • 2BR Near Beaches & Mystic
Stonington
9.8 out of 10, Exceptional, (16 reviews)
"The space was beautiful inside, cozy and comfortable. It was perfect for our few days stay in Mystic and just under an hour to Newport. Great location and we loved it! "
United States
Lisa K.
$369 nightly
The price is $417
Aug 2 - Aug 3
Total with taxes and fees
Coastal Retreat • 2BR Near Beaches & Mystic
Exterior

4. Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!

Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
Mystic River Historic District
10.0 out of 10, Exceptional, (94 reviews)
"Great location responsive hosts fully stocked cozy accommodations "
United States
dolly o.
$650 nightly
The price is $821
Sep 1 - Sep 2
Total with taxes and fees
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
Beach

5. Beach Cottage 1 Mile From Weekapaug & Misquamicut

Beach Cottage 1 Mile From Weekapaug & Misquamicut
Westerly
8.8 out of 10, Excellent, (196 reviews)
"This place met all our needs. "
United States
Andrea G.
$629 nightly
The price is $717
Aug 27 - Aug 28
Total with taxes and fees
Beach Cottage 1 Mile From Weekapaug & Misquamicut
Terrace/patio

6. Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!

Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!
Westerly
9.0 out of 10, Wonderful, (16 reviews)
"Great spot, easy check-in and out, coffee, creamer, and sugar, snacks and water! Would recommend this for a 1/2 person stay! Great price!"
United States
Kelly A.
$160 nightly
The price is $182
Sep 1 - Sep 2
Total with taxes and fees
Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!
Beach

7. 1 Mile To Beach, 2BR, 1 BA, sleeps 6

1 Mile To Beach, 2BR, 1 BA, sleeps 6
Westerly
8.8 out of 10, Excellent, (177 reviews)
"Our host left a doggie bowl for our pups. The fridge was very clean. The neighborhood is lovely! "
United States
LiReesa W.
$449 nightly
The price is $512
Aug 27 - Aug 28
Total with taxes and fees
1 Mile To Beach, 2BR, 1 BA, sleeps 6
Interior

8. The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Stonington
10.0 out of 10, Exceptional, (8 reviews)
"Great stay with friends! "
United States
Danielle V.
$349 nightly
The price is $394
Aug 2 - Aug 3
Total with taxes and fees
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Interior

9. Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage

Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage
West Mystic
10.0 out of 10, Exceptional, (24 reviews)
"The room and location were perfect. We will definitely book again. "
United States
Peter H.
$697 nightly
The price is $789
Aug 19 - Aug 20
Total with taxes and fees
Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage
Interior

10. Charming 3BR Apt 1 Mile From Downtown Westerly. Short Drive to Mystic & Casinos.

Charming 3BR Apt 1 Mile From Downtown Westerly. Short Drive to Mystic & Casinos.
Stonington
10.0 out of 10, Exceptional, (11 reviews)
"Great Stay! Niece than expected and great communication with Host! "
United States
Matt R.
$460 nightly
The price is $520
Aug 2 - Aug 3
Total with taxes and fees
Charming 3BR Apt 1 Mile From Downtown Westerly. Short Drive to Mystic & Casinos.
Coffee/tea maker, fridge, microwave, oven

11. Discover the heart of the Ship Chandler in this charming 2BR apt!

Discover the heart of the Ship Chandler in this charming 2BR apt!
Old Mystic
10.0 out of 10, Exceptional, (20 reviews)
"Traveling with my teenage son. This was a fantastic place to stay. We loved the apartment. There was absolutely everything you would need for a comfortable stay including a fabulously well-stocked kitchen with new appliances. The bedrooms were cozy and comfortable. The hosts were so responsive and kind. Can't recommend this one enough!"
United States
Michelle M.
$377 nightly
The price is $426
Sep 1 - Sep 2
Total with taxes and fees
Discover the heart of the Ship Chandler in this charming 2BR apt!
Exterior

12. Brand new home close to Charlestown/Westerly beaches.

Brand new home close to Charlestown/Westerly beaches.
Westerly
9.8 out of 10, Exceptional, (43 reviews)
"House was clean, stocked with towels and clean sheets and plenty of essentials. Close to Westerly and Charlestown and not too far from Foxwoods. Great yard out back. Would love to stay again!"
United States
Will F.
$955 nightly
The price is $1,089
Aug 2 - Aug 3
Total with taxes and fees
Brand new home close to Charlestown/Westerly beaches.
Private kitchen

13. Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
Stonington
10.0 out of 10, Exceptional, (67 reviews)
"Can’t wait to come back!"
United States
Jackie M.
$623 nightly
The price is $705
Aug 11 - Aug 12
Total with taxes and fees
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
Property grounds

14. Riverbed, Romantic Waterfront Suite, walk to town<br><br>

Riverbed, Romantic Waterfront Suite, walk to town<br><br>
Mystic River Historic District
9.8 out of 10, Exceptional, (48 reviews)
"Lovely, quaint, cozy, beautifully appointed and close to the heart of town."
United States
Maryann
$366 nightly
The price is $414
Sep 1 - Sep 2
Total with taxes and fees
Riverbed, Romantic Waterfront Suite, walk to town<br><br>
Coffee/tea maker, fridge, microwave, oven

15. Upscale Apartment in Mystic 7 Minute Walk to Drawbridge

Upscale Apartment in Mystic 7 Minute Walk to Drawbridge
Stonington
10.0 out of 10, Exceptional, (31 reviews)
"Great location, quite area, walking to everything downtown highly recommended."
United States
Chad L.
$306 nightly
The price is $346
Aug 16 - Aug 17
Total with taxes and fees
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge
Interior

16. Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (184 reviews)
"Host was very welcoming and the house was so charming. Great location "
United States
Andrea C.
$560 nightly
The price is $634
Aug 26 - Aug 27
Total with taxes and fees
Charming Historic House in Downtown Mystic
Property grounds

17. Lakeside cottage ON the water with beautiful views up the lake!

Lakeside cottage ON the water with beautiful views up the lake!
Ledyard
9.8 out of 10, Exceptional, (201 reviews)
"What a beautiful place to unwind! We will be back!"
United States
Cheryl H.
$560 nightly
The price is $634
Aug 12 - Aug 13
Total with taxes and fees
Lakeside cottage ON the water with beautiful views up the lake!
Property grounds

18. Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Mystic River Historic District
9.8 out of 10, Exceptional, (174 reviews)
"Great location "
United States
Brian S.
$392 nightly
The price is $444
Aug 11 - Aug 12
Total with taxes and fees
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
3 bedrooms, iron/ironing board, internet, bed sheets

19. Harbor View Landing Mystic CT - The Mystic Waterfront House - Third Floor Only

Harbor View Landing Mystic CT - The Mystic Waterfront House - Third Floor Only
West Mystic
10.0 out of 10, Exceptional, (11 reviews)
"Great home and location, and Mystic is a gem"
United States
Clifford D.
$570 nightly
The price is $645
Aug 3 - Aug 4
Total with taxes and fees
Harbor View Landing Mystic CT - The Mystic Waterfront House - Third Floor Only
Property grounds

20. A Mystic Stay as Sweet as Apple Pie!

A Mystic Stay as Sweet as Apple Pie!
Old Mystic
10.0 out of 10, Exceptional, (11 reviews)
"Absolutely adorable. Would stay again!!"
United States
Logan
$211 nightly
The price is $239
Aug 4 - Aug 5
Total with taxes and fees
A Mystic Stay as Sweet as Apple Pie!
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

Great Wolf Lodge Mashantucket

Great Wolf Lodge Mashantucket

8/10 Good
"It was a nice stay overall with our toddler. Check in was a long line until I realized there were kiosks to check in, so I would have appreciated better signage for that. Dinner was great there."
Hilary 1-night trip
Posted 2 hours ago
Great Wolf Lodge Mashantucket

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 $108 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.

Explore a world of travel with Expedia

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?

Watch Hill Luxury by the Sea, Iconic 1852 School House, Beside Ocean House Hotel: Visitors like this Watch Hill vacation home rental. It is located on the waterfront and has a fireplace, a balcony, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals will I find in Watch Hill?

Expedia has 19 vacation rentals for your stay in Watch Hill.

What can I see and do in Watch Hill?

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