Watch Hill Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Watch Hill vacation rentals

A spacious hallway with high ceilings, arched columns, and chandeliers.

1. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,419 reviews)
"Excellent service, beautiful property, accommodating staff."
United States
Maria
The price is CA $194
CA $249 total
includes taxes & fees
Nov 30 - Dec 1
Montauk Manor
A living room with a grey sofa, patterned cushions, a glass coffee table with a bottle and glasses, and a bookshelf with books and decorative items.

2. Ocean Shire ☆ Where the Woods Meet Sea - No Checkout Rules ꕀ Pets Welcome

Ocean Shire ☆ Where the Woods Meet Sea - No Checkout Rules ꕀ Pets Welcome
Westerly
10.0 out of 10, Exceptional, (9 reviews)
"Great place and super quiet and cozy."
United States
Melissa S.
The price is CA $349
CA $572 total
includes taxes & fees
Nov 30 - Dec 1
Ocean Shire ☆ Where the Woods Meet Sea - No Checkout Rules ꕀ Pets Welcome
A two-story house with a porch and a wooden picnic table in the front yard.

3. 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, (193 reviews)
"Fantastic location, great stay as always. Perfect for a weekend getaway."
United States
Jaime M.
The price is CA $143
CA $351 total
includes taxes & fees
Nov 10 - Nov 11
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
A hammock in a lush garden with a house in the background.

4. A Mystic Stay as Sweet as Apple Pie!

A Mystic Stay as Sweet as Apple Pie!
Old Mystic
10.0 out of 10, Exceptional, (13 reviews)
"The place was perfect and the vibe was awesome. The hosts think of everything!"
United States
Matt F.
The price is CA $152
CA $298 total
includes taxes & fees
Nov 30 - Dec 1
A Mystic Stay as Sweet as Apple Pie!
A wooden dock with two white plastic chairs and a small table, overlooking a calm lake with kayakers.

5. 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, (214 reviews)
"Perfect spot for a quiet family weekend. Close to mystic restaurants and activities, but removed enough for space and peace. Kayaking, hot tub, playing with all the fish off the dock - perfection!"
United States
Caitlyn G.
The price is CA $186
CA $417 total
includes taxes & fees
Nov 8 - Nov 9
Lakeside cottage ON the water with beautiful views up the lake!
A gazebo with wicker furniture and a sign indicating it's open.

6. New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
Old Mystic
10.0 out of 10, Exceptional, (51 reviews)
"Definitely recommend to travelers seeking quaint, relaxing, convenient lodging in the Old Mystic, CT area."
United States
Kirsten K.
The price is CA $116
CA $247 total
includes taxes & fees
Nov 9 - Nov 10
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
A room with a wooden bench, a small table, and a white perforated partition.

7. 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
9.2 out of 10, Wonderful, (20 reviews)
"We had a great time during our stay!"
United States
Michaela M.
The price is CA $168
CA $242 total
includes taxes & fees
Dec 1 - Dec 2
Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!
A modern living room with a brown leather sofa, a white dining table with chairs, and a kitchen area with white cabinets and a window.

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, (10 reviews)
"Great stay with friends! "
United States
Danielle V.
The price is CA $169
CA $364 total
includes taxes & fees
Nov 9 - Nov 10
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
A bedroom with a bed, a nightstand, a dresser, a wall-mounted air conditioner, and a window with blinds.

9. Gray Comfort Room

Gray Comfort Room
New London
9.6 out of 10, Exceptional, (4 reviews)
"Nice place"
United States
JACQUELINE FELICIANO
The price is CA $82
CA $151 total
includes taxes & fees
Nov 17 - Nov 18
Gray Comfort Room
A deck with a grill, a glass table, and kayaks by a lake.

10. Lakeside cottage overhanging the water, beautiful window views across the lake

Lakeside cottage overhanging the water, beautiful window views across the lake
Ledyard
9.8 out of 10, Exceptional, (238 reviews)
"Very beautiful view and really enjoyed lake, canoe, swing. Very peaceful environment."
United States
Himali P.
The price is CA $179
CA $393 total
includes taxes & fees
Nov 10 - Nov 11
Lakeside cottage overhanging the water, beautiful window views across the lake
A living room with a fireplace, a grey armchair, and a large window.

11. Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Waterford
10.0 out of 10, Exceptional, (13 reviews)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is CA $213
CA $582 total
includes taxes & fees
Nov 9 - Nov 10
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
An indoor swimming pool with wooden walls and a tiled floor, a bench, and a plant.

12. Luxe Condo in Norwich Less Than 3 Minutes From Mohegan Sun

Luxe Condo in Norwich Less Than 3 Minutes From Mohegan Sun
Norwich
8.6 out of 10, Excellent, (33 reviews)
"Good location if you are planning to go to the Mohegan Sun for a show. Enough room for a family of 3."
United States
Jacqueline
The price is CA $205
CA $276 total
includes taxes & fees
Nov 17 - Nov 18
Luxe Condo in Norwich Less Than 3 Minutes From Mohegan Sun
A spacious living room with a large sliding glass door leading to an outdoor patio.

13. 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)
"Fantastic place to stay. "
United States
Cathy M.
The price is CA $349
CA $432 total
includes taxes & fees
Nov 11 - Nov 12
Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage
A covered porch with wooden chairs and a bench, overlooking a street with cars and houses.

14. 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, (180 reviews)
"Great location "
United States
Brian S.
The price is CA $239
CA $489 total
includes taxes & fees
Dec 6 - Dec 7
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Two white Adirondack chairs on a grassy area by a body of water with boats and a dock in the background.

15. 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, (52 reviews)
"Lovely, quaint, cozy, beautifully appointed and close to the heart of town."
United States
Maryann
The price is CA $314
CA $536 total
includes taxes & fees
Nov 11 - Nov 12
Riverbed, Romantic Waterfront Suite, walk to town<br><br>
Room

16. Chic Groton Studio • Cozy and Modern. Close to Casinos, Navy Base, Mystic & More

Chic Groton Studio • Cozy and Modern. Close to Casinos, Navy Base, Mystic & More
Groton
10.0 out of 10, Exceptional, (3 reviews)
"thanks for hosting"
United States
Henry M.
The price is CA $109
CA $246 total
includes taxes & fees
Nov 11 - Nov 12
Chic Groton Studio • Cozy and Modern. Close to Casinos, Navy Base, Mystic & More
A swimming pool with a wooden deck area, a covered seating area, and a building with a clock.

17. Cozy Corner, by the Spa

Cozy Corner, by the Spa
Norwich
9.6 out of 10, Exceptional, (13 reviews)
"Beautiful home. Quiet, peaceful & comfortable"
United States
julie
The price is CA $169
CA $438 total
includes taxes & fees
Dec 1 - Dec 2
Cozy Corner, by the Spa
A covered outdoor seating area with wicker furniture, a wooden table, and a bottle of wine.

18. 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!

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!
Ledyard
10.0 out of 10, Exceptional, (13 reviews)
"My husband and I stayed in the cottage with our fur baby and it was perfect. The cottage was very comfortable and very private."
United States
Kim S.
The price is CA $303
CA $360 total
includes taxes & fees
Nov 8 - Nov 9
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!
A wooden cabin with a glass door, a small pool, and a ceiling fan.

19. Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino

Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
Norwich
10.0 out of 10, Exceptional, (46 reviews)
"My girlfriend and I had a wonderful time here it was GREAT.!"
United States
Kareem
The price is CA $220
CA $427 total
includes taxes & fees
Nov 18 - Nov 19
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
A living room with a brown leather sofa, a round coffee table, a small table with a lamp, and a potted plant. There is a large TV on the wall and a sliding glass door leading to a balcony with a view of the water.

20. Riverview Retreat: Waterfront Guest Suite

Riverview Retreat: Waterfront Guest Suite
Groton
10.0 out of 10, Exceptional, (8 reviews)
"Everything was great!"
United States
Pam W.
The price is CA $180
CA $347 total
includes taxes & fees
Nov 8 - Nov 9
Riverview Retreat: Waterfront Guest Suite
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

A living room with a large window, a sofa, a coffee table, and a rug.
The Whaler's Inn

The Whaler's Inn

The Whaler's Inn
Mystic

8/10 Good

Charming hotel
Canada
Rebecca
Reviewed September 5, 2026
The Whaler's Inn

Frequently Asked Questions

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

Amazing Ocean Front 2 Story Home, Steps Away From The Water: Visitors like this Watch Hill vacation home rental. It is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

How many vacation rentals will I find in Watch Hill?

Expedia has 7 vacation rentals for your stay in Watch Hill.

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 can I see and do in Watch Hill?

East Beach Watch Hill and Napatree Point 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 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.