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Watch Hill Vacation Rentals

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Vacation Rentals in Watch Hill

Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, 1,023 reviews
"Best affordable hotel in Montauk"
The price is $299
$361 total
includes taxes & fees
Jun 4 - Jun 5
Montauk Manor
Private Guest House w/ Deck + Spectacular Views!
10.0 out of 10, Exceptional, 11 reviews
"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!
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
9.4 out of 10, Exceptional, 27 reviews
"Rainy but good weekend"
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
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MONTAUK MANOR-DELUXE STUDIO APARTMENT
10.0 out of 10, Exceptional, 55 reviews
"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
7 BR/3 Full BA - with CENTRAL AIR includes Linens and towels!!
9.6 out of 10, Exceptional, 75 reviews
"This house is amazing. It fit us all comfortably and is beautifully decorated. Everything is all new and it has great outdoor space. The kitchen is fully stocked and the bathroom had lots of towels. We didn’t get to go to the beach, but the garage was stocked with everything you would need. The host was very easy to contact and was very accommodating. My only advice would be to make sure you bring soap for the bathrooms. I was surprised to find out that there was none, ☺️"
The price is $950
$2,082 total
includes taxes & fees
Jun 4 - Jun 5
7 BR/3 Full BA - with CENTRAL AIR includes Linens and towels!!
Montauk Mansion With Outdoor Pool
9.8 out of 10, Exceptional, 79 reviews
"nice layout, plenty of room, great restaurant on the premises, we had a lovely stay and a great time."
Montauk Mansion With Outdoor Pool
Misquamicut Westerly Secluded Beach Cottage 2020 remodeled and upgraded.
9.8 out of 10, Exceptional, 152 reviews
"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.
Lakeside cottage ON the water with beautiful views up the lake!
9.8 out of 10, Exceptional, 160 reviews
"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."
Lakeside cottage ON the water with beautiful views up the lake!
Lakeside cottage overhanging the water, beautiful window views across the lake
9.6 out of 10, Exceptional, 173 reviews
"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 $299
$514 total
includes taxes & fees
Jun 10 - Jun 11
Lakeside cottage overhanging the water, beautiful window views across the lake
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
10.0 out of 10, Exceptional, 13 reviews
"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 $175
$324 total
includes taxes & fees
Jun 4 - Jun 5
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
Steps From The Beach! Watersports From Your Back Yard. 12 NEW SUP's & Kayaks
9.6 out of 10, Exceptional, 78 reviews
"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
Charming Historic House in Downtown Mystic
10.0 out of 10, Exceptional, 111 reviews
"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 $250
$451 total
includes taxes & fees
Jun 16 - Jun 17
Charming Historic House in Downtown Mystic
Unbeatable Downtown Mystic Location
9.8 out of 10, Exceptional, 124 reviews
"Very nice home, comfortable beds. Great location, short walk to downtown - good choice of restaurants and shops."
The price is $199
$371 total
includes taxes & fees
Jun 10 - Jun 11
Unbeatable Downtown Mystic Location
Private Riverfront w Pool/Hot Tub/Cabins. Sanctuary for Family/Friend Gatherings
9.2 out of 10, Wonderful, 71 reviews
"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
Renovated 1 BR getaway 1 block from Mystic River in Historic downtown!
10.0 out of 10, Exceptional, 167 reviews
"Property as described, quiet, clean and no surprises!"
Renovated 1 BR getaway 1 block from Mystic River in Historic downtown!
Classic Beach Cottage, Steps to Ocean Break.
10.0 out of 10, Exceptional, 47 reviews
"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!"
The price is $425
$766 total
includes taxes & fees
Jun 4 - Jun 5
Classic Beach Cottage, Steps to Ocean Break.
Cozy Narragansett Cottage w/ Dock & Outdoor Shower
9.2 out of 10, Wonderful, 66 reviews
"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
Cape Cod home in great location! Walk to downtown
9.4 out of 10, Exceptional, 120 reviews
"Super cozy, homey, quiet and cute!"
Cape Cod home in great location! Walk to downtown
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
9.4 out of 10, Exceptional, 3 reviews
"The stairs outside are steep and the apartment is older but it severed the purpose."
The price is $123
$273 total
includes taxes & fees
Jun 4 - Jun 5
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
Adorable Snug Harbor Cozy Cottage,Minutes to the beach(pet friendly)
9.6 out of 10, Exceptional, 24 reviews
"My second stay at the cottage was very comfortable. Sunny days in the off season means beach walks with no crowds."
The price is $265
$698 total
includes taxes & fees
Jun 24 - Jun 25
Adorable Snug Harbor Cozy Cottage,Minutes to the beach(pet friendly)
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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.

Watch Hill Vacation Rental Travel Info

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

Spark by Hilton Mystic Groton
3.0 star property
8.6 out of 10, Excellent, 305 reviews
"My fiance and I, enjoyed I time there. It was very comfortable and will be going back again. It was quiet and the front desk people were really nice and professional."
The price is $131
$151 total
includes taxes & fees
Jun 11 - Jun 12
Spark by Hilton Mystic Groton
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
3.5 star property
8.2 out of 10, Very Good, 2,101 reviews
"It is quiet place for relax. room isclean."
The price is $85
$127 total
includes taxes & fees
Jun 23 - Jun 24
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
Mohegan Sun
4.5 star property
9.2 out of 10, Wonderful, 1,609 reviews
"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 $229
$288 total
includes taxes & fees
Jul 1 - Jul 2
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.

Everything you need to know about Watch Hill vacation rentals

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

Watch Hill vacation 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 low season months. For more hustle and bustle, you may prefer to visit Watch Hill in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $123 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Watch Hill rentals

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

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 vacation rentals in Watch Hill?

Yes, we give you a choice of vacation rentals in Watch Hill near The Flying Horse Carousel, 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 are some of the best vacation home rentals in Watch Hill?

Cape Cod home in great location! Walk to downtown : Visitors like this Watch Hill vacation home rental. It offers a patio, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books.

How many vacation rentals will I find in Watch Hill?

Expedia has 16 vacation 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 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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