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Watch Hill Holiday Rentals

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Holiday Rentals in Watch Hill

Front of property - evening/night
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1022)
"Best affordable hotel in Montauk"
The price is NZ$531
includes taxes & fees
11 Jun - 12 Jun
Montauk Manor
Property grounds
Private Guest House w/ Deck + Spectacular Views!
10.0 out of 10, Exceptional, (11)
"Our floors were being refinished so we needed a place to stay for a week with our dog. The cottage was perfect for our needs, with plenty of space to walk our dog."
Private Guest House w/ Deck + Spectacular Views!
Beach nearby
Misquamicut Westerly Secluded Beach Cottage 2020 remodeled and upgraded.
9.8 out of 10, Exceptional, (152)
"Great time. Nice visit. Cottage was clean, very comfortable and as advertised. Would definitely stay again."
Misquamicut Westerly Secluded Beach Cottage 2020 remodeled and upgraded.
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Interior
Lakeside cottage overhanging the water, beautiful window views across the lake
9.6 out of 10, Exceptional, (173)
"We went to Foxwoods for a concert and the rooms there were ridiculously priced. I ended finding this little gem on VRBO. Would highly recommend, especially for families. Kids had a blast"
The price is NZ$731
includes taxes & fees
31 May - 1 Jun
Lakeside cottage overhanging the water, beautiful window views across the lake
Lake
7 BR/3 Full BA - with CENTRAL AIR includes Linens and towels!!
9.6 out of 10, Exceptional, (74)
"Great home - beds are super comfortable. House was clean and comfortable. Kitchen and bathrooms fully stocked. The only issue were 1) location - not close to beach and parking was impossible 2) construction on property took away the advertised screened in porch which could have been a children’s bedroom 3) carpeted kitchen??? When they do finish the house - it will be beautiful"
The price is NZ$3,410
includes taxes & fees
29 May - 30 May
7 BR/3 Full BA - with CENTRAL AIR includes Linens and towels!!
Lobby
MONTAUK MANOR-DELUXE STUDIO APARTMENT
10.0 out of 10, Exceptional, (54)
"Studio was perfect and grounds of property were breaking. Would definitely stay there again. Got to enjoy Montauk and have a beautiful place to stay."
MONTAUK MANOR-DELUXE STUDIO APARTMENT
Lobby
Montauk Mansion With Outdoor Pool
9.8 out of 10, Exceptional, (79)
"nice layout, plenty of room, great restaurant on the premises, we had a lovely stay and a great time."
Montauk Mansion With Outdoor Pool
Interior
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
9.4 out of 10, Exceptional, (27)
"Rainy but good weekend"
The price is NZ$967
includes taxes & fees
13 Jun - 14 Jun
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Fridge, microwave, stovetop, coffee/tea maker
Cozy Narragansett Cottage w/ Dock & Outdoor Shower
9.2 out of 10, Wonderful, (66)
"Cottage was small but cute and comfortable. Perfect for 2-4 people. It is perfect location for shopping, restaurants and the ferry, and very easy to get around the area but in a very quiet area so great to relax. May be a bit more hectic during summer but everything was very accessible and close. Lovely view from deck. Wish there was easier access to the water other than the dock but very marshy and overgrown so no access but still nice to view from the deck and dock. Would consider a return...
Cozy Narragansett Cottage w/ Dock & Outdoor Shower
Indoor pool, a heated pool
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
10.0 out of 10, Exceptional, (13)
"We just returned and loved our time at the villa! We chose to stay here for 2 nights of concerts at Mohegan sun and could not have been happier! The property is clean, comfortable and has everythign you could need. The snacks and water were a welcomed treat! Taylor was so accomodating and we hope to return one day!"
The price is NZ$524
includes taxes & fees
29 May - 30 May
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
Beach
Cape Cod home in great location! Walk to downtown
9.4 out of 10, Exceptional, (120)
"Super cozy, homey, quiet and cute!"
Cape Cod home in great location! Walk to downtown
Fridge, microwave, oven, stovetop
Charming Historic House in Downtown Mystic
10.0 out of 10, Exceptional, (111)
"We were in the area for a visit to local college, and we splurged on an overnight. So glad we did! Spotlessly clean, beautifully restored historical property right in the heart of a neighborhood and in walking distance to downtown. Comfortable beds, art supplies, games, and a well-appointed kitchen. Our daughter didn’t choose the college, but we will be back just to stay here again! Thank you for a truly special property."
The price is NZ$629
includes taxes & fees
29 May - 30 May
Charming Historic House in Downtown Mystic
Fridge, microwave, oven, stovetop
Steps From The Beach! Watersports From Your Back Yard. 12 NEW SUP's & Kayaks
9.6 out of 10, Exceptional, (77)
"This property was spacious and well appointed. We had a large family gathering and this property gave us plenty of options for sleeping, eating, gathering and plenty of equipment for entertainment such as bikes, kayaks and paddle boards. I would definitely recommend this property! It was all we needed and much more. We hope to book again!"
Steps From The Beach! Watersports From Your Back Yard. 12 NEW SUP's & Kayaks
Property grounds
Private Riverfront w Pool/Hot Tub/Cabins. Sanctuary for Family/Friend Gatherings
9.0 out of 10, Wonderful, (70)
"Great spot plenty of space in the house for everyone. Nice kitchen and livingroom obviously the salt water pool was great. We spent out nights near the fire pit and gazed at the stars. They really shine bright with no light pollution around here. Recommend having your monitoring coffee near the river access for a relaxing start to your day."
Private Riverfront w Pool/Hot Tub/Cabins. Sanctuary for Family/Friend Gatherings
Pool
Lakeside cottage ON the water with beautiful views up the lake!
9.8 out of 10, Exceptional, (160)
"A traditional family lake cottage. Peaceful, quiet, and rented with love. Everything from the thoughtful little notes in the home to the paintings on the wall makes you feel cozy and welcomed. Everything you could need or want is provided. The hot tub under the stars, on the water is really the icing on the cake."
The price is NZ$480
includes taxes & fees
29 May - 30 May
Lakeside cottage ON the water with beautiful views up the lake!
Lake
Renovated 1 BR getaway 1 block from Mystic River in Historic downtown!
10.0 out of 10, Exceptional, (167)
"Nice, clean environment with excellent location to downtown Mystic. Would be nice to have an ottoman or something to put feet up for relaxing. Overall wonderful stay!"
Renovated 1 BR getaway 1 block from Mystic River in Historic downtown!
Property grounds
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
9.4 out of 10, Exceptional, (3)
"This VRBO was very Comfortable. Old Rustic House thats Been Upgraded with Modern Accomodations. We felt Very Relaxed here. We cooked Dinner /Breakfast . and enjoyed some Livation. Sitting area outside was perfect. . and we slept well.. . The only thing we were surprised about was the On Street Parking for unloading. And the Stairs at the Entrance.. Not Handicap Accesibble. But, in the end.. We were very happy. And will stay again. No Problem"
The price is NZ$446
includes taxes & fees
4 Jun - 5 Jun
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
Smart TV, DVD player, books
Classic Beach Cottage, Steps to Ocean Break.
10.0 out of 10, Exceptional, (47)
"Our final weekend of summer was spent at this little gem of a cottage. The house was lovely, cozy and clean upon arrival. The neighborhood was quiet and peaceful. The beach was a 5 minute drive away. The hostess was so attentive to every text I sent. She also left us multiple treats for the adults and my son. A fantastic way to finish up the summer. We would go back in a heartbeat!"
Classic Beach Cottage, Steps to Ocean Break.
Fridge, microwave, oven, stovetop
Water View " THE PIPERS NEST " - minutes to the beach, located in Snug harbour !
10.0 out of 10, Exceptional, (14)
"We had such a wonderful stay. The house was so clean and bright. We loved the nautical theme."
The price is NZ$1,996
includes taxes & fees
29 May - 30 May
Water View " THE PIPERS NEST " - minutes to the beach, located in Snug harbour !
Property grounds
Block Island The Way It Used To Be!!! Steps From Everything!!!
9.8 out of 10, Exceptional, (19)
"Great week"
Block Island The Way It Used To Be!!! Steps From Everything!!!
Don't see what you're looking for?
See all available properties in Watch Hill
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.

Other types of properties in Watch Hill you may be interested in

Lobby
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
3.5 star property
8.2 out of 10, Very good, (2091)
"Great place to stay. Near to foxwood casino"
The price is NZ$222
includes taxes & fees
29 May - 30 May
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
Reception
Hilltop Inn & Suites - North Stonington
2.5 star property
8.2 out of 10, Very good, (1574)
"My room was very clean. Location was great close to Foxwoods. And the bonus there was a shuttle to took us to the concert and back"
The price is NZ$146
includes taxes & fees
29 May - 30 May
Hilltop Inn & Suites - North Stonington
Interior entrance
Mohegan Sun
4.5 star property
9.2 out of 10, Wonderful, (1596)
"This place was amazing! I can literally live in there and never have to leave. It was an amazing stay, everything is very clean and there is something there for amy one and everyone. "
The price is NZ$413
includes taxes & fees
30 May - 31 May
Mohegan Sun
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Watch Hill holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Watch Hill. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Watch Hill. Seeing all the best attractions is bound to make you fall in love with Watch Hill. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Watch Hill short-term rentals, that won’t be hard to do.

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?

Cape Cod home in great location! Walk to downtown : This holiday home rental outside of Watch Hill offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

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?

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

Recent reviews of Watch Hill properties
Expedia verified reviews

Mohegan Sun

Mohegan Sun

5/5 Excellent
"This place was amazing! I can literally live in there and never have to leave. It was an amazing stay, everything is very clean and there is something there for amy one and everyone. "
A verified traveller stayed at Mohegan Sun
Posted 7 hours ago
Mohegan Sun