Vacation rentals in Watch Hill

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Top-rated vacation rentals in Watch Hill

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Top guest favourite
A spacious backyard is depicted, featuring a gravel area surrounded by greenery. Multiple white Adirondack chairs are arranged around a firepit, creating a cozy gathering spot. In the background, the cottage can be seen, with a hot tub and outdoor shower nearby, under a clear blue sky.
Home in Westerly
5 out of 5 average rating, 32 reviews

Misquamicut Groove Beach Cottage

Fall asleep to the sound of the waves. This newly remodeled beach cottage is a 1-minute walk to a private neighborhood beach. Beach passes for 12 and a variety of beach gear are included. The cottage sleeps 8-10 with a king bed, kids' loft, two downstairs bedrooms, and a pull-out couch. Enjoy a living room that opens to the sun porch, games, and AppleTV. The backyard offers a hot tub, outdoor shower, grill, dining area, and firepit. Fully stocked kitchen, extra fridge, and washer/dryer provided.

Guest favourite
A bright and airy seating area features large windows offering views of the harbor. Two comfortable chairs and a glass coffee table are positioned on a neatly patterned rug, while a wooden bookshelf is filled with various books nearby.
Apartment in Stonington
4.94 out of 5 average rating, 329 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!

Top guest favourite
Guest suite in Stonington
4.98 out of 5 average rating, 371 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!

Guest favourite
A stylish building features an angled roof and multiple bay windows, reflecting the vibrant colors of the sunset. The exterior includes a welcoming porch with a sign reading 'CAUTION!' Nearby, a family enjoys the serene waterfront setting, surrounded by parked vehicles and bicycles.
Condo in Westerly
4.96 out of 5 average rating, 53 reviews

Waterfront in the Heart of Watch Hill

Wake up, step onto your balcony and stare out across 3 states at the same time. With vaulted ceilings, 2 separate decks and bay windows that really DO look out over the bay, this property is truly unique. The ideal home away from home, this unit couldn’t be more centrally located. Swim, shop, enjoy a nice dinner, then retire to the third floor balcony to watch sunsets that defy description. However long your stay, this space is a great reminder of the unique gem that is Watch Hill.

Top guest favourite
A cape-style home is set among green lawns and trees, showcasing shingle siding and a gabled roof. Large windows reflect daylight, and a stone boundary can be seen at the forefront, contributing to the serene landscape.
Home in Westerly
5 out of 5 average rating, 9 reviews

Sweet Beach House

This adorable cape-style home is only half a mile from the beautiful Misquamicut beaches and East Beach. It offers a blend of comfort and coastal charm making it a perfect oasis for beach loving families. Recent upgrades include two new Mitsubishi mini splits, newer kitchen, brand-new baths, and new flooring. Rinse off in the outdoor shower after a day at the beach. Walk to many great restaurants from this centrally located property that is conveniently located on a quiet street.

Top guest favourite
A sunlit sunroom features large windows offering ample natural light. A spacious sectional sofa with blue cushions complements a glass coffee table. A dining area with wooden chairs is visible, adorned with a decorative centerpiece, enhancing the inviting atmosphere.
Home in Westerly
5 out of 5 average rating, 70 reviews

Renovated cottage with theater 0.2 mi from beach!

Our newly renovated cottage is less than 2 blocks (0.2 mi) from the beach! Your stay includes exclusive access to the 3 gorgeous beaches in the Fire District of Misquamicut, RI, located in the beautiful town of Westerly. Lunch or dinner on the beach is within walking distance, or can easily be made in our well appointed kitchen and enjoyed on our beautiful porch or back deck. We’re just 2.5 mi from Watch Hill, 13 mi from downtown Mystic, and 17 mi from Foxwoods Resort Casino.

Top guest favourite
Guesthouse in Westerly
4.99 out of 5 average rating, 118 reviews

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.

Top guest favourite
A serene bedroom features a spacious bed adorned with soft grey linens. Two bedside tables, each with a lamp, flank the bed. A vibrant piece of artwork and a framed print add color to the walls, enhancing the room’s inviting ambiance.
Guest suite in Westerly
4.98 out of 5 average rating, 169 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

Top guest favourite
A stone staircase descends towards a serene pond, bordered by lush greenery and vibrant hydrangeas in bloom. The calm water reflects the surrounding trees, creating a peaceful natural setting.
Guest suite in Westerly
4.96 out of 5 average rating, 159 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.

Guest favourite
The exterior of a single-story gray house is depicted, featuring a sloped roof and a welcoming front porch with steps. Several large windows allow ample natural light, while surrounding greenery adds to the inviting appearance. The yard is neatly maintained with small plants and shrubs.
Cottage in Westerly
4.84 out of 5 average rating, 50 reviews

Entire Misquamicut Cottage

This 2 BR home can comfortably sleep 4 adults & 2 children. Each BR has 1 queen bed, and the closed-in porch has a twin bed w/ trundle pull out. Leave your cars in the driveway and head less than 3 blocks to the beach, or grill out in the back yard. Home has 3 new split unit AC/Heating units, Smart TVs in the BR’s & living room, & high speed internet. Legal short term rental. Homestead Realty Group, LLC Michael Carabetta, Broker

Top guest favourite
Guest suite in Westerly
4.95 out of 5 average rating, 128 reviews

Westerly Gap

Westerly Gap is a lovely private suite. located in a quiet, residential neighborhood a mile from the Rhode Island coast. Close to some of the most beautiful beaches the Northeast has to offer. A private outdoor sitting area, outdoor shower and comfortable living space make this the perfect spot for your relaxing beach vacation. Take it easy at this unique and tranquil getaway.

Top guest favourite
The turn of the century home features a welcoming entrance with a decorative railing and front porch. An American flag is displayed, and lush landscaping complements the exterior. Sunlight highlights the structure, ensuring a bright and inviting appearance.
Apartment in Westerly
4.99 out of 5 average rating, 210 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

Popular amenities for Watch Hill vacation rentals

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 $181 CAD per night before taxes and fees

  • Verified guest reviews

    Over 170 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Wifi availability

    10 of Watch Hill vacation rentals include wifi 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!

  1. Airbnb
  2. United States
  3. Rhode Island
  4. Washington County
  5. Westerly
  6. Watch Hill