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Our top choices for Watch Hill cottages

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, (192)
"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.
$270 nightly
The price is $306
Jan 4 - Jan 5, 2026
Total with taxes and fees
Lakeside cottage ON the water with beautiful views up the lake!

The Tiny Cottage at Clem & Clyde's

The Tiny Cottage at Clem & Clyde's
2.0 star property
Oakdale,
10.0 out of 10, Exceptional, (2)
"This is a perfect place to get away from the city and feel nostalgic about the memories I had when I lived in a small village. It’s a cozy, warm little cottage—perfect for staying a few days. The setup and furniture in the house have everything we need, even for just a one-night stay. The room is clean and spotless, and very well maintained. The host, Tom, is very friendly and helped introduce us to his animals. We arrived during the first snowfall of the winter season, and the view outside the...
United States
Junlin
$106 nightly
The price is $118
Dec 28 - Dec 29
Total with taxes and fees
The Tiny Cottage at Clem & Clyde's

Cute cottage with a private beach

Cute cottage with a private beach
Breakwater Village
9.4 out of 10, Exceptional, (16)
"Close to the ocean, lovely area."
United States
Jackie C.
$556 nightly
The price is $600
Dec 23 - Dec 24
Total with taxes and fees
Cute cottage with a private beach

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, (219)
"Very comfortable, easy to get to and had everything you could need in a house rental! "
United States
Anna K.
$259 nightly
The price is $293
Jan 4 - Jan 5, 2026
Total with taxes and fees
Lakeside cottage overhanging the water, beautiful window views across the lake

Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
West Mystic
9.8 out of 10, Exceptional, (17)
"We had a wonderful time, great place which was like a small resort. Beautiful views and it was quiet and so peaceful there. We’re looking forward to staying again."
United States
Michael V.
$198 nightly
The price is $224
Dec 23 - Dec 24
Total with taxes and fees
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

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, (5)
"Great stay with friends! "
United States
Danielle V.
$204 nightly
The price is $231
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

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, (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
$244 nightly
The price is $268
Jan 4 - Jan 5, 2026
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!

Charming Scarborough Beach, Narragansett 3-bedroom home getaway

Charming Scarborough Beach, Narragansett 3-bedroom home getaway
Narragansett
10.0 out of 10, Exceptional, (6)
"The house was beautiful and the location couldn't have been more perfect. The furnishings and amenities were top notch. We hope to rent this property again in the future!"
United States
Erin D.
$655 nightly
The price is $714
Jan 5 - Jan 6, 2026
Total with taxes and fees
Charming Scarborough Beach, Narragansett 3-bedroom home getaway

115 Rose Cottage with 2 bedroom walk to Groton Bay

115 Rose Cottage with 2 bedroom walk to Groton Bay
Groton
8.8 out of 10, Excellent, (8)
"Very nice little place. Quite, clean and only minutes from Mystic and downtown New London."
United States
Nicholas C.
$303 nightly
The price is $343
Jan 4 - Jan 5, 2026
Total with taxes and fees
115 Rose Cottage with 2 bedroom walk to Groton Bay

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
2.0 star property
Waterford
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.
$281 nightly
The price is $318
Jan 14 - Jan 15, 2026
Total with taxes and fees
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

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, (170)
"Very relaxing in a nice neighborhood! Great communication!"
United States
Adam N.
$540 nightly
The price is $583
Dec 31 - Jan 1, 2026
Total with taxes and fees
1 Mile To Beach, 2BR, 1 BA, sleeps 6

Harbor View Landing Mystic, CT - The Nantucket Waterfront Cottage

Harbor View Landing Mystic, CT - The Nantucket Waterfront Cottage
West Mystic
10.0 out of 10, Exceptional, (5)
"The cottage was beautifully decorated, cozy and made our stay very comfortable. The scenery was spectacular. We will definitely be going back!"
United States
Janet R.
$286 nightly
The price is $324
Dec 23 - Dec 24
Total with taxes and fees
Harbor View Landing Mystic, CT - The Nantucket Waterfront Cottage

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, (19)
"My mother, daughter and I had an amazing time staying in the Block Island property. It was perfect for the one night we spent in Mystic. It was so clean, convenient and comfortable. The hosts added little classy touches like a complementary bottle of wine, blankets for outside and even binoculars to check out the harbor. Can’t wait to go back when we are able to spend more time. "
United States
Birdie284
$254 nightly
The price is $288
Dec 23 - Dec 24
Total with taxes and fees
Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage

Harbor View Landing Mystic, CT - The Martha's Vineyard Waterfront Cottage

Harbor View Landing Mystic, CT - The Martha's Vineyard Waterfront Cottage
West Mystic
10.0 out of 10, Exceptional, (5)
"We truly enjoyed the gorgeous water view of the cottage. Even on a rainy/cloudy day, it was stunning. The amenities/decorations are so stylish! The property owners/manager were very quick and responsive. The location is perfect. It is close to the downtown, Mystic Seaport and Aquarium. We loved welcoming music when we unlocked the door! We will definitely go back. Would love to try kayaking, boat ride and beaches in summer. Y. Campbell"
United States
youngmin c.
$286 nightly
The price is $324
Dec 23 - Dec 24
Total with taxes and fees
Harbor View Landing Mystic, CT - The Martha's Vineyard Waterfront Cottage
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

Watch Hill Cottages information

Number of reviews
614
Accommodation
154 Cottages
Lowest Price
$118
Highest Price
$714

Frequently asked questions

How much do cottages in Watch Hill cost?
Expect to pay between $118 and $714 per night for cottages in Watch Hill. Whatever your budget, an awesome stay is just a few clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Watch Hill?
Get in touch with nature in one of the 154 cottages located in Watch Hill. To help you choose your ideal place, use our handy filters to search for amenities or perks you need.
Why book your cottage in Watch Hill with Expedia?
Reserving a cottage in Watch Hill is as simple as entering your travel dates and selecting your ideal place for outdoor fun and relaxation. From chic retreats to affordable stays and cottages that come with amenities like a kitchenette, Expedia has something for all tastes and styles. As for the best offers around? We have them too!
How can I find cheap cottages in Watch Hill?
With Expedia's helpful filter tool, getting your hands on cheap cottages in Watch Hill has never been simpler. To view accommodations that are friendly on the wallet, tailor your search results by star rating, budget and amenities.
What is there to do in Watch Hill near my cottage?
The perfect travel accessory is a well-planned itinerary. Watch Hill Lighthouse is an excellent place to kick off your adventures in Watch Hill.

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