A coastal town with a marina, boats, and a sandy beach during sunset.

Watch Hill Vacation Rentals

Dates

November 2026

December 2026

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Upfront pricing
We are not like the others - we include taxes and fees

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Our top choices for Watch Hill vacation rentals

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

1. Montauk Manor

Montauk

Maria

$156 nightly

Nov 30 - Dec 1

Total with taxes and fees

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

Westerly

Melissa S.

$342 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

Stonington

Jaime M.

$213 nightly

Dec 2 - Dec 3

Total with taxes and fees

A hammock in a lush garden with a house in the background.

4. A Mystic Stay as Sweet as Apple Pie!

Old Mystic

Matt F.

$177 nightly

Dec 8 - Dec 9

Total with taxes and fees

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!

Ledyard

Caitlyn G.

$237 nightly

Nov 8 - Nov 9

Total with taxes and fees

A gazebo with wicker furniture and a sign indicating it's open.

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

Old Mystic

Kirsten K.

$156 nightly

Nov 8 - Nov 9

Total with taxes and fees

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!

Westerly

Michaela M.

$148 nightly

Dec 1 - Dec 2

Total with taxes and fees

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

Stonington

Danielle V.

$234 nightly

Nov 30 - Dec 1

Total with taxes and fees

A bedroom with a bed, a nightstand, a dresser, a wall-mounted air conditioner, and a window with blinds.

9. Gray Comfort Room

New London

JACQUELINE FELICIANO

$94 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

Ledyard

Himali P.

$241 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

Waterford

Elaine A.

$341 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

Norwich

Jacqueline

$175 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

West Mystic

Cathy M.

$264 nightly

Nov 8 - Nov 9

Total with taxes and fees

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!

Mystic River Historic District

Brian S.

$265 nightly

Nov 11 - Nov 12

Total with taxes and fees

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>

Mystic River Historic District

Maryann

$328 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

Groton

Henry M.

$152 nightly

Nov 8 - Nov 9

Total with taxes and fees

A swimming pool with a wooden deck area, a covered seating area, and a building with a clock.

17. Cozy Corner, by the Spa

Norwich

julie

$296 nightly

Dec 1 - Dec 2

Total with taxes and fees

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!

Ledyard

Kim S.

$226 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

Norwich

Kareem

$261 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

Groton

Pam W.

$217 nightly

Nov 8 - Nov 9

Total with taxes and fees

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Find vacation rentals that suit your style

Top Watch Hill Hotel Reviews

A balcony with a view of the ocean and parked cars.

The Hotel Maria

Misquamicut

10/10 Excellent

Great location and the hotel is very clean and in excellent condition. Thought the price was high for the time of year (mid- Oct). We were just there for a night so I thought it was crazy that we had to pay a resort fee considering the restaurant was not open and we were told we had to be out by 11:00am because they were closing the hotel for the week. Other than that the staff was friendly and we enjoyed our stay.

CAS

A dark-colored building with two windows and an air conditioning unit.

Eileen of Mystic

Mystic

10/10 Excellent

Paula

The Whaler's Inn

Mystic

10/10 Excellent

James

An outdoor seating area with fire pits, large windows, and string lights.

Hilton Mystic

Mystic

10/10 Excellent

Easily my favorite hotel! Biggest perk for me was that the indoor pool was ACTUALLY warm. So many hotels say heated pool and it is still too cold for my family. This one was perfect temperature–we even brought our 4-month-old in! And there was a movie playing at the pool too! The hotel is also directly across from the aquarium and shops. The staff was all wonderful. And it is very affordable for such a well decorated and clean hotel!

Nicole

A view from a covered deck with two Adirondack chairs and a small table, overlooking a marina with boats and a rocky shoreline.

Harbor View Landing

West Mystic

10/10 Excellent

Ruiyi

A large indoor swimming pool with a clear view of the surrounding area, including windows and a door.

La Quinta Inn & Suites by Wyndham Stonington-Mystic Area

Pawcatuck

10/10 Excellent

Lisa

A two-story house with a balcony on the second floor.

The Taber Inne & Suites

Mystic

10/10 Excellent

Robert

A spacious dining area with multiple tables and chairs, large windows with a marina view, and a modern kitchen with white cabinetry.

Inn at Harbor Hill Marina

Niantic

10/10 Excellent

NianticQuaint

A spacious lobby with a blue sofa, grey armchairs, and round tables, large windows offering views of greenery.

Mystic Marriott Hotel and Spa

Groton

10/10 Excellent

DANA

A large white house with a stone foundation, multiple windows, and a porch.

Shelter Harbor Inn

Westerly

10/10 Excellent

Debra

A hotel room with a bed, a desk, a chair, a radiator, a wall-mounted air conditioner, and a window with red curtains.

The Williams Center --King-bed room-New London/Mystic area

New London

10/10 Excellent

Keith

An outdoor patio with stone flooring, wooden beams, and tables and chairs.

Stonecroft Inn

Ledyard

10/10 Excellent

Once we pulled into the driveway, we felt the stress of the real world melt away. Jodie made us feel at home.from the second we checked in. We stayed in the 1807 house and was not disappointed, as a fan of the old time craftsmanship of.the early homes. The bed was extremely comfortable. Breakfast each morning was perfect, not too much of a portion where you felt stuffed, and Scott cooked things perfectly. The 1807 house does not have TVs in the room but the wifi is strong and easily solved with...

keith

An outdoor patio area with a fire feature, seating, and a view of the street at night.

Hilton Garden Inn Preston Casino Area

Preston

10/10 Excellent

Emily

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.

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Things to do in Westerly
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Watch Hill Vacation Rentals

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Watch Hill vacation rentals

1. Montauk Manor

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

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

4. A Mystic Stay as Sweet as Apple Pie!

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

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

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

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

9. Gray Comfort Room

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

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

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

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

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

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

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

17. Cozy Corner, by the Spa

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!

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

20. Riverview Retreat: Waterfront Guest Suite

Find vacation rentals that suit your style

Top Watch Hill Hotel Reviews

The Hotel Maria

10/10 Excellent

Frequently Asked Questions

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

How many vacation rentals will I find in Watch Hill?

Are there vacation rentals in Watch Hill?

What can I see and do in Watch Hill?

What’s a vacation rental in Watch Hill like?

Explore a world of travel with Expedia

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