
Vacation rentals in Watch Hill
Find and book unique accommodations on Airbnb
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 €112 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.

Sweet Retreat Circa 1900 Restaurants, Park, Beach
Beautiful beach town 2nd floor self contained apartment in antique home! Perfectly located - a short walk to downtown cafes, park and 10 mins. to Westerly beaches. Quiet residential neighborhood. 3 bedroom apartment with ac & heat - kitchen, living room, bath and lovely porch. Mini splits & ceiling fans in BRs Zero contact entry. Family friendly! The first floor owner occupied. Close to casinos, Mystic, Newport, Prov. Stonington, Narragansett, URI and to the best beaches on the East Coast!
4.98 out of 5 average rating, 443 reviews
Downtown Oasis-1 bedroom-Walk to it all-sleeps 4
Downtown 1 bd, 1 bth unit. Park your car & walk downtown to shop, grab a bite, catch a movie at the United Theater or take a stroll in beautiful Wilcox park. This gem is in the heart of Westerly and only a 10min. drive to the beach. Finish your day on the back porch overlooking the fenced in yard. Can sleep 4. 1 bdrm with Queen bed. The living room has a pullout couch that turns into full size bed. Grocery, restaurants, laundromat are all steps away from this well kept secret on a dead end Rd
4.85 out of 5 average rating, 166 reviews
Fall in Westerly | Wineries, Weddings & the Coast
🍂 Enjoy fall in Westerly! Explore Watch Hill, local wineries with outdoor music, apple picking and nearby Mystic—then enjoy dinner downtown or a show at the United or Granite Theatre. Perfect for: • Wedding guests • Couples’ getaways • Wineries & fall foliage • Family visits & holiday weekends Walk to coffee and BarreCoast for yoga & fitness classes, with beautiful beaches just 10 minutes away. Staying for work? Our fully equipped home is also ideal for midweek & extended business stays.
4.96 out of 5 average rating, 447 reviews
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!
4.94 out of 5 average rating, 343 reviews
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!
4.98 out of 5 average rating, 396 reviews
Unobstructed Water Views & Huge Patio with Hot Tub
Gorgeous water views abound! Let you and your loved ones take in the serenity and charm as you arrive at our home set back from the road, facing the Pawcatuck River. Take in the view from most rooms of the house. Wake up with your first cup of coffee gazing at the river from the sunroom sofa, before a day at the beach or sight-seeing at picturesque towns nearby! After kayaking or sunning at nearby fabulous beaches, enjoy a BBQ dinner, and relax in the hot tub. Be our guest and enjoy!
4.97 out of 5 average rating, 157 reviews
Sunny Days, Starry Nights | 10 Min to Beaches
☀️ WESTERLY BEACH PASS INCLUDED ☀️ Welcome to Woodhaus Westerly — Minutes to both Westerly and Charlestown beaches, downtown shops, breweries, and coastal walks. Enjoy a crisp beverage on the front porch swings, cool off in the outdoor shower then take in the stars after dark while enjoying an evening bonfire. Dog + kid friendly with plenty of space to relax. Perfect for couples and families - designed for making summer memories. View more photos and updates @Woodhaus_Properties
5.0 out of 5 average rating, 175 reviews
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
4.98 out of 5 average rating, 189 reviews
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.
4.96 out of 5 average rating, 170 reviews
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.
4.89 out of 5 average rating, 112 reviews
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!
4.97 out of 5 average rating, 180 reviews
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
4.99 out of 5 average rating, 218 reviewsPopular amenities for Watch Hill, Westerly vacation rentals
Watch Hill, Westerly house rentals

Historic Home and Cottage with Seaport View
4.98 out of 5 average rating, 439 reviews
Brand New Private House in a Charming Beach Town
5.0 out of 5 average rating, 157 reviews
Beachfront Paradise
4.97 out of 5 average rating, 226 reviews
Perfect New England Getaway has a pool/ hot tub
4.97 out of 5 average rating, 262 reviews
Steps from downtown & Seaport
4.99 out of 5 average rating, 200 reviews
Cheerful Cozy Colonial
4.98 out of 5 average rating, 184 reviews
Unique Home with Panoramic Ocean and Pond Views
4.99 out of 5 average rating, 118 reviews
South County House
4.98 out of 5 average rating, 131 reviewsWatch Hill, Westerly beach vacation rentals

Directly on the ocean!
4.96 out of 5 average rating, 134 reviews
Niantic River Beach Cottage | Waterviews
4.98 out of 5 average rating, 170 reviews
Beach Front Cottage in Bristol
4.96 out of 5 average rating, 224 reviews
Charming Waterfront cottage
4.99 out of 5 average rating, 121 reviews
Waterfront Oasis minutes from Newport w/ hot tub!
4.98 out of 5 average rating, 176 reviews
PRIVATE BEACH: BEACHFRONTS & BALCONIES @ NIANTIC
4.93 out of 5 average rating, 180 reviews
A Beach House Gem
4.91 out of 5 average rating, 112 reviews
Ocean view, walk to beach, backyard oasis
4.96 out of 5 average rating, 101 reviewsBeach house rentals in Watch Hill, Westerly

Luxury Waterfront Home | Private Dock & Hot Tub
4.84 out of 5 average rating, 113 reviews
Mar Azul | Steps to Easton’s Beach | Ocean Views
5.0 out of 5 average rating, 121 reviews
Thames River Retreat · CT College+Casinos+USCGA
4.9 out of 5 average rating, 114 reviews
Shoreline Beach House + Free Ocean Beach Pass
4.95 out of 5 average rating, 113 reviews
Eastern Point 4 Season Ranch
4.92 out of 5 average rating, 107 reviews
Perfect Waterfront Getaway with Semi-Private Beach
4.91 out of 5 average rating, 173 reviews
Waterfront 10 min to Uconn - fire pit outdoor tv
5.0 out of 5 average rating, 171 reviews
Seaside Home with Beach Access
4.94 out of 5 average rating, 105 reviewsDestinations to explore
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- East Matunuck State Beach
- Ocean Beach Park
- Bonnet Shores Beach
- Charlestown Beach
- Mystic Seaport Museum
- Mystic Aquarium
- Southampton Beach
- Easton Beach
- Roger Williams Park Zoo
- University of Connecticut
- The Breakers
- University of Rhode Island
- Second Beach
- Soundview Beach
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Wölffer Estate Vineyard
- Easton's Beach
- Ocean Beach
- Horseneck Beach
- Orient Beach State Park





