Photo by Barb

Watch Hill Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Watch Hill

Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1023)
"Best affordable hotel in Montauk"
The price is CA $408
CA $492 total
includes taxes & fees
Jun 10 - Jun 11
Montauk Manor
Private Guest House w/ Deck + Spectacular Views!
10.0 out of 10, Exceptional, (12)
"The guest house was cozy and well stocked. We had a great and relaxing stay. We didn't have great weather to enjoy it, but the deck and outdoor space were lovely, and the view was amazing. The host was very helpful and attentive."
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, (28)
"We stayed here for a 3 night weekend getaway for our 10th wedding anniversary. Plenty to explore, pool was open and weather was just gorgeous. Apartment was clean & cute, decor a lil outdated. Only complaint was the queen bed was very uncomfortable and made noise every time you moved."
The price is CA $443
CA $816 total
includes taxes & fees
Jun 13 - Jun 14
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Save an average of 15% on thousands of hotels when you're signed in
MONTAUK MANOR-DELUXE STUDIO APARTMENT
10.0 out of 10, Exceptional, (55)
"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)
"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 CA $1,363
CA $2,942 total
includes taxes & fees
Jun 13 - Jun 14
7 BR/3 Full BA - with CENTRAL AIR includes Linens and towels!!
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
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.
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."
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)
"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 CA $339
CA $612 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)
"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 CA $239
CA $440 total
includes taxes & fees
Jun 25 - Jun 26
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)
"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)
"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 CA $341
CA $614 total
includes taxes & fees
Jun 16 - Jun 17
Charming Historic House in Downtown Mystic
Unbeatable Downtown Mystic Location
9.8 out of 10, Exceptional, (125)
"Very nice home, comfortable beds. Great location, short walk to downtown - good choice of restaurants and shops."
The price is CA $271
CA $506 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)
"12 guys from all over the country stayed here and it fit us all perfectly. Great location, great private area. Couldn’t have been any better!"
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)
"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)
"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 CA $579
CA $1,044 total
includes taxes & fees
Jun 6 - Jun 7
Classic Beach Cottage, Steps to Ocean Break.
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
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
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
9.4 out of 10, Exceptional, (3)
"The stairs outside are steep and the apartment is older but it severed the purpose."
The price is CA $168
CA $375 total
includes taxes & fees
Jun 6 - Jun 7
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)
"My second stay at the cottage was very comfortable. Sunny days in the off season means beach walks with no crowds."
The price is CA $361
CA $951 total
includes taxes & fees
Jun 26 - Jun 27
Adorable Snug Harbor Cozy Cottage,Minutes to the beach(pet friendly)
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.

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, (310)
"The gentleman who checked us in was very nice. It was a nice stay and would stay again. "
The price is CA $180
CA $207 total
includes taxes & fees
Jun 12 - Jun 13
Spark by Hilton Mystic Groton
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
3.5 star property
8.2 out of 10, Very good, (2105)
"The shuttle service to the casino was a great perk "
The price is CA $116
CA $173 total
includes taxes & fees
Jul 1 - Jul 2
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
Mohegan Sun
4.5 star property
9.2 out of 10, Wonderful, (1611)
"Wonderful gateway will definitely vis"
The price is CA $313
CA $394 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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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?

7 BR/3 Full BA - with CENTRAL AIR includes Linens and towels!!: You might want to consider this vacation rental near Watch Hill, which is located near the beach and has a furnished patio, a private yard, and a barbecue grill to put you at ease in your new surroundings. It has 7 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 selection of games in this rental home to help you unwind.

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.

Recent reviews of Watch Hill properties
Expedia verified reviews