
Vacation rentals in Watch Hill
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Quick stats about vacation rentals in Watch Hill

Total vacation rentals
Explore 10 vacation rentals in Watch Hill

Nightly prices starting at
Watch Hill vacation rentals start at ﺩ.ﺇ 477 per night before taxes and fees

Verified guest reviews
Over 190 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
10 of Watch Hill vacation rentals include wi-fi access

Popular amenities for guests
Guests love Beachfront, Gym, and BBQ grill across Watch Hill rentals

4.9 Average rating
Watch Hill stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated vacation rentals in Watch Hill
Guests agree: these stays are highly rated for location, cleanliness, and more.

Romantic Getaway at The Lake!
Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

Mystical Ocean View in Historic Stonington Borough
Enjoy stunning ocean views of Stonington Harbor and Fishers Island Sound from multiple floors of this spacious, comfortable apartment for 6. Located in historic Stonington Borough, Connecticut's oldest village, you can relax in the private library, then explore this picturesque area with acclaimed restaurants, shops, and museums all within walking distance. And with Downtown Mystic, I-95, and RI's beaches just a short drive away, you can have it all, located half way between Boston and NYC!

Water Forest Retreat -Octagon
Water Forest retreat is a very private 122ft.² electrified and heated cedar octagon next to a brook on 56 acres of forest with a pond, waterfall, marsh and hiking trails. Cozy up in this quiet comfortable space while listening to Goldmine brook while you sleep. Fire pit, heated outhouse with composting toilet, outdoor dining area, brook, pond and trail head are just steps away. We also have a TREE HOUSE and HIKER’S HAVEN house by the brook. Please click on our profile picture to read more.

Romantic Seaside Cottage in Mystic
This cozy seaside cottage with sleep loft has the look and feel of an old classic yacht inside with modern amenities. Couples will love the water views, screened porch, gas-wood stove, heated stone floor in cedar bathroom, outdoor shower and patio. Another larger 2 bedroom cottage on property is for rent also for families with younger children. This rental is NOT suitable for toddlers or children under 12 due to the open balconies, railings and narrow spiral staircase to the loft.

Morgan Suite - spacious | hot tub | water views!
The Morgan Suite is a private Airbnb located in a quiet neighborhood along the Pawcatuck River. Just minutes to downtown Westerly, downtown Mystic, beaches, breweries, wineries, shops, restaurants and much more. This Airbnb a perfect for a romantic getaway or a relaxing memorable vacation with a friend. If you are looking to explore a new area and relax, the Morgan Suite is for you! The home is spacious, newly renovated with excellent amenities. Newly added - hot tub and massage chair!

Ocean Shire Coastal Cottage + Beach Pass
Welcome to this modern spotless beach cottage, 5 mins from amazing Watch Hill and Misquamicut beaches. Beach pass included. Kids most welcome. 🏖️ Watch Hill/Beaches: 5 mins ⚓ Historic Mystic: 18 mins 🏰 Newport: 50 mins ✈️ Block Island flight : 5 mins Cottage on 1.4 acres total privacy surrounded by trees with lavish gardens to enjoy morning coffee. Easy access to downtown, stores, restaurants, and wineries. Water sports and beach life at your doorstep.

Private suite close to beaches and downtown.
The Ruedemann Suite is situated off of our main house in a quiet neighborhood. We are located 3 miles from Misquamicut Beach & Watch Hill. Historic Downtown Westerly with its thriving restaurant, arts & music scene is 1.5 miles from the house. Take a short drive to Stonington or Mystic for shopping or local vineyards. Feeling lucky? Mohegan Sun & Foxwoods Casinos are close by! Newport & Providence are a 45-minute drive. Follow on the gram @ruedemannsuite

Room with a View on Spring Pond
Fab newly decorated suite in 1957 home set on a private pond near Watch Hill, RI. Private entrance with mini kitchen, fridge,microwave, portable induction cooktop,toaster,coffeemaker- every thing but the kitchen sink! Please note: there is no kitchen sink nor oven. Ensuite bath with new towels,robes,linens,and bedding. Outdoor shower ( in addition to an indoor one!) ,grill,lounging area. Near beaches,music,food, Mystic Ct attractions. Great relaxing venue.

Misquamicut Beach Cozy Condominium. Unit 6
This unit is located within walking distance to Misquamicut Fire department beach (a private beach). Guest have access to 1 sofa bed and 1 Queen-sizes bed, maximum occupancy is 4 people. Private bathroom with shower, and the condo features outdoor showers. We provide parking for ONE car only and a private beach pass. Parking is unavailable before Check-in and after check-out. Extra vehicles without parking pass will be towed at the owner's expense.

FREE Heated Swim Spa, Pool Table, BBQ
Discover the perfect New England getaway at our 5BR Westerly retreat—a spacious haven designed for families, friends, and groups. Gather in the game room with a pool table and full-size bar, relax in the heated swim spa, or enjoy cozy nights by the fire pit and BBQ patio. Just min from beaches, downtown Westerly, Mystic’s historic charm, and nearby casinos, this home blends coastal elegance with modern comfort for an unforgettable stay.

Cute and Close to Beaches and Town
A cute comfortable 2 bedroom 2 bath home with summer beach parking pass. Recently updated and furnished. A fenced in backyard. Allowing pets. Close to all in Westerly and South County. Grey Sail brewery, shops, restaurants. A 5 minute walk to restaurants, About a mile to Downtown Westerly and Wilcox park. 4 Miles to Misquamicut beach and Watch Hill. Central AC. Fenced in back yard allowing pets Great place to rent year round!

THE COOL HOUSE
Spacious two bedroom apartment in beautifully maintained turn of the century home, private entrance. Huge windows keeps this third-floor apartment bright and sunny all day. Within walking distance of Amtrak, downtown restaurants and bars, 10 minute drive to RI beaches, Historic Watch Hill. Also drive to Newport, Casinos and Mystic,CT. This home is a perfect get-a-way. WiFi
Popular amenities for Watch Hill, Westerly vacation rentals
Watch Hill, Westerly house rentals

Summer Escape | Beach Pass | Near Watch Hill

Perfect New England Getaway has a pool/ hot tub

Beachfront Paradise

Unobstructed Water Views & Huge Patio with Hot Tub

Cheerful Cozy Colonial

The Landing

Brand New Private House in a Charming Beach Town

South County House
Watch Hill, Westerly beach vacation rentals

Directly on the ocean!

Beach Front Cottage in Bristol

Waterfront Oasis minutes from Newport w/ hot tub!

Beachfront Driftwood Cottage!

Niantic River Beach Cottage | Waterviews

PRIVATE BEACH: BEACHFRONTS & BALCONIES @ NIANTIC

Vinola-Lakeside Cabin on Beach Pond with Sauna

Newport Studio close to Downtown and Waterfront.
Beach house rentals in Watch Hill, Westerly

Charming Waterfront cottage

Waterfront 10 min to Uconn - fire pit outdoor tv

Luxury Waterfront Home | Private Dock & Hot Tub

Thames River Retreat · CT College+Casinos+USCGA

Beachfront W/ HotTub, Sauna, Pool & Panoramic view

Seaside Cottage in Barrington

Waterfront house in Warwick RI

Shoreline Beach House + Free Ocean Beach Pass
Destinations to explore
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- East Matunuck State Beach
- Ocean Beach Park
- Charlestown Beach
- Bonnet Shores Beach
- Mystic Aquarium
- Southampton Beach
- Easton Beach
- Roger Williams Park Zoo
- The Breakers
- Second Beach
- Hammonasset Beach State Park
- Soundview Beach
- Powder Ridge Mountain Park & Resort
- Ocean Beach
- Wölffer Estate Vineyard
- Easton's Beach
- Horseneck Beach
- South Shore Beach
- Orient Beach State Park
- Meschutt Beach
- Wesleyan University





