Watch Hill Holiday Rentals

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Our top choices for Watch Hill holiday rentals

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,287 reviews)
"The room was clean and nice. Breakfast was good and the service was great. The pool and Jacuzzi was nice and clean. We would definetly stay again. "
United States
Athena
The price is AU$257
includes taxes & fees
4 Feb - 5 Feb
Montauk Manor

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, (193 reviews)
"The place was amazing. The hot tub and the views were breathtaking. Fully stocked with towels, blankets, cleaning supplies, etc. We will be returning."
United States
Donna A.
The price is AU$406
includes taxes & fees
1 Feb - 2 Feb
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
Oakdale,
10.0 out of 10, Exceptional, (3 reviews)
"We were looking for a place to stay while in town for a volleyball tournament. This space worked out perfectly. We will be back! Next time hopefully we’ll have time to enjoy the farm. Thank you!"
United States
Rebecca N.
The price is AU$175
includes taxes & fees
28 Jan - 29 Jan
The Tiny Cottage at Clem & Clyde's

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, (19 reviews)
"The room was so comfortable and cozy! We had everything we needed and the location was perfect. "
United States
Elizabeth R.
The price is AU$289
includes taxes & fees
9 Feb - 10 Feb
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

Beach Cottage, private beach and pass

Beach Cottage, private beach and pass
East Lyme
10.0 out of 10, Exceptional, (9 reviews)
"It was PERFECT way to spend USCGA Parent’s Weekend!!"
United States
Kerri G.
The price is AU$564
includes taxes & fees
1 Feb - 2 Feb
Beach Cottage, private beach and pass

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

Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Mystic
9.8 out of 10, Exceptional, (160 reviews)
"Beautiful charming house , walking distance to Mystic shops and eateries. "
United States
Elizabeth M.
The price is AU$325
includes taxes & fees
28 Jan - 29 Jan
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO

ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO
Norwich
9.8 out of 10, Exceptional, (16 reviews)
"Great property, beautiful grounds and appointed as described! Owners were great to work with and flexible. "
United States
Bill M.
The price is AU$367
includes taxes & fees
1 Feb - 2 Feb
ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO

Charming 2-bedroom house with WiFi, AC in lovely Waterford

Charming 2-bedroom house with WiFi, AC in lovely Waterford
Waterford
10.0 out of 10, Exceptional, (1 review)
"The home was very clean and welcoming."
United States
Michelle M.
The price is AU$531
includes taxes & fees
1 Feb - 2 Feb
Charming 2-bedroom house with WiFi, AC in lovely Waterford

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, (41 reviews)
"We had an amazing stay, everything was perfect! Thank you so much, we would definitely stay again! "
United States
Kerri S.
The price is AU$458
includes taxes & fees
1 Feb - 2 Feb
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino

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 reviews)
"Cute, clean, and perfect little place for an overnight visit :)"
United States
Anonymous traveller
The price is AU$417
includes taxes & fees
1 Feb - 2 Feb
Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage

Cute cottage with a private beach

Cute cottage with a private beach
Breakwater Village
9.4 out of 10, Exceptional, (16 reviews)
"Close to the ocean, lovely area."
United States
Jackie C.
The price is AU$918
includes taxes & fees
28 Jan - 29 Jan
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, (221 reviews)
"This lakeside cottage did not disappoint! It was just as advertised: we enjoyed a fire pit on the top deck and the hot tub on the bottom deck. The views were beautiful! And it was perfectly located to Foxwoods, Mystic, Stonington, Groton, etc. We'll definitely be back! "
United States
Elizabeth O.
The price is AU$372
includes taxes & fees
3 Feb - 4 Feb
Lakeside cottage overhanging the water, beautiful window views across the lake

Charming 3-bedroom ranch 1 minute from Mohegan Sun.

Charming 3-bedroom ranch 1 minute from Mohegan Sun.
Montville
10.0 out of 10, Exceptional, (16 reviews)
"Great place! Super clean and easy check in. Plenty of parking."
United States
Daniel W.
The price is AU$740
includes taxes & fees
1 Feb - 2 Feb
Charming 3-bedroom ranch 1 minute from Mohegan Sun.

Coastal Retreat • 2BR Near Beaches & Mystic

Coastal Retreat • 2BR Near Beaches & Mystic
Stonington
10.0 out of 10, Exceptional, (9 reviews)
"Nice clean place, has everything you need and is in a great location!"
United States
Josh G.
The price is AU$400
includes taxes & fees
28 Jan - 29 Jan
Coastal Retreat • 2BR Near Beaches & Mystic

New Centrally located Stylish Modern Farmhouse

New Centrally located Stylish Modern Farmhouse
Wakefield-Peacedale
10.0 out of 10, Exceptional, (6 reviews)
"Great Location for us. House was spotless, and host was very responsive."
United States
stephen c.
The price is AU$936
includes taxes & fees
28 Jan - 29 Jan
New Centrally located Stylish Modern Farmhouse

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 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 AU$390
includes taxes & fees
28 Jan - 29 Jan
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 Mystic Stay as Sweet as Apple Pie!

A Mystic Stay as Sweet as Apple Pie!
Old Mystic
10.0 out of 10, Exceptional, (7 reviews)
"Charming and unique destination! It felt like we were staying in a museum and enjoyed the comfort of the beds, linens and delicious apple pie. Definitely plan on returning! "
United States
Lacia S.
The price is AU$294
includes taxes & fees
28 Jan - 29 Jan
A Mystic Stay as Sweet as Apple Pie!

Thames River Retreat · CT College+Casinos+USCGA

Thames River Retreat · CT College+Casinos+USCGA
Waterford
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful home on the water. Home was very clean and well furnished. Would stay again/recommend."
United States
Christopher O.
The price is AU$860
includes taxes & fees
1 Feb - 2 Feb
Thames River Retreat · CT College+Casinos+USCGA

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 reviews)
"Great stay with friends! "
United States
Danielle V.
The price is AU$348
includes taxes & fees
1 Feb - 2 Feb
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

Year round private HOT TUB! NEW! Waterview Cottage on Great Island Narragansett!

Year round private HOT TUB! NEW! Waterview Cottage on Great Island Narragansett!
Great Island
10.0 out of 10, Exceptional, (9 reviews)
"View, hot tub, outdoor shower were fantastic. This property was perfect for us. "
United States
Janet L.
The price is AU$693
includes taxes & fees
28 Jan - 29 Jan
Year round private HOT TUB! NEW! Waterview Cottage on Great Island Narragansett!
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Watch Hill holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Watch Hill holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Watch Hill holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Watch Hill holiday rentals we have selected for you start as low as AU$257 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Watch Hill rentals

At Expedia, we put the best Watch Hill holiday 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 holiday.

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 holiday rentals in Watch Hill?

Yes, there are holiday rentals in Watch Hill close to The Flying Horse Carousel, or you can select a more secluded option if you're looking for a relaxing stay. Watch Hill is known for its beaches.

What are some of the best holiday rentals that Watch Hill has to offer?

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages: This holiday home rental outside of Watch Hill has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals will I find in Watch Hill?

Expedia has 16 holiday 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 holiday rental in Watch Hill like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Watch Hill. Holiday rentals feature extras such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for small groups.