Holiday rentals in Watch Hill

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Top-rated holiday rentals in Watch Hill

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
An outdoor cabana offers ample seating with green cushions arranged around a low table. Sandy beach and ocean views are visible through the open sides, where sun loungers are positioned nearby. A yellow umbrella provides shade, enhancing the coastal relaxation atmosphere.
Home in Westerly
4.96 out of 5 average rating, 90 reviews

Ocean front The Beach House

This is The One The Beach House is a newly renovated property on the ever so Popular Misquamicut Beach. There is swimming, surfing, fishing, paddle boarding, and miles of endless beach at your door step. This spectacular 2 story house with breath taking views sits directly on Misquamicut Beach. Please do not send request for dates when they are already booked. Especially in the summer. If I have availability the dates will show it is open on my calendar. Pets allowed Sept - May. Thank you, 😎

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, 33 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 glass desk is positioned beside large windows, offering views of the water and sky. A cozy chair with a fluffy seat cover complements the desk. A stack of books, binoculars, and a soft-lit lamp are arranged on the desk, enhancing the workspace atmosphere.
Flat in Stonington
4.94 out of 5 average rating, 332 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
A modern kitchen features white cabinetry and granite countertops. Stainless steel appliances, including a microwave and oven, are visible. A large island with seating accommodates several stools, and overhead pendant lighting provides bright illumination.
Home in Westerly
5 out of 5 average rating, 135 reviews

Brand New Private House in a Charming Beach Town

Stunning new house in a quiet neighborhood! 10 minutes to beaches! Enjoy this 3 bedroom home all to yourself with a spacious kitchen, grill & patio. Centrally-located and just a few minutes from historic downtown Westerly, less than 20 minutes from Mystic attractions (aquarium, seaport museum, village) and the Foxwoods Resort and Casino and outlets. Great backyard, toys, books for kids! Fireplace! Washer, dryer, and dishwasher for convenience. Public basketball and tennis courts across st.

Top guest favourite
A cozy cottage exterior is showcased, featuring a gabled roof and wooden siding in earthy tones. A spacious screened porch with rocking chairs invites relaxation, while a nearby shed complements the rustic aesthetic. Surrounding nature highlights seasonal foliage, enhancing the tranquil setting.
Home in Stonington
4.96 out of 5 average rating, 204 reviews

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.

Guest favourite
A cozy studio space showcases a spacious bed adorned with decorative pillows and a macrame wall hanging. Surrounding elements include a patterned area rug, seating options with dark green chairs, and poufs, all contributing to a warm and inviting atmosphere.
Cottage in Westerly
4.98 out of 5 average rating, 59 reviews

Peaceful Cottage + Spa services + Gardens+ Beaches

Welcome! This charming cottage is located next to Pure Eco Spa, voted Best RI Day Spa and available for booking year round. This cozy cottage is great for solo travelers or couples seeking relaxation. Enjoy access to our side patio and lawn area overlooks perennial beds and a natural forest. You may even spot a deer or 2. Located just an 8 min drive from stunning beaches, only 5 mins to Downtown Westerly, Wilcox Park, restaurants, boutiques, and night life with Casinos 20 minutes away.

Top guest favourite
Guest suite in Stonington
4.98 out of 5 average rating, 373 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!

Top guest favourite
An inviting living space is characterized by high post and beam cathedral ceilings, with a floor-to-ceiling fieldstone fireplace as a focal point. Cozy seating is arranged around a central coffee table, with warm lighting provided by string lights. The area reflects a blend of rustic charm and modern comfort.
Cabin in Westerly
5 out of 5 average rating, 170 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

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.
Apartment in Westerly
4.96 out of 5 average rating, 54 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 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, 72 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
A bright living space features a comfortable sofa and a checkered armchair settled on a patterned rug. Natural light streams through bay windows, creating a welcoming atmosphere. A wooden coffee table occupies the center, while a small plant adds a touch of greenery to the room.
Flat in Westerly
4.96 out of 5 average rating, 72 reviews

Vibrant 2 Bedroom Apt - Conveniently Located

Experience premier downtown living in Westerly! Our stylish apartment offers unbeatable convenience, just steps from downtown attractions. With the Amtrak station less than a mile away, travel is a breeze. Enjoy sandy beaches just 4 miles away and easy access to Westerly Hospital, less than a mile. Perfect for jet-setting professionals seeking the ultimate blend of work and play in Westerly's vibrant heart! Any questions or requests to book direct please contact me.

Top guest favourite
Guest house 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.

Popular amenities for Watch Hill holiday rentals

Quick stats about holiday rentals in Watch Hill

  • Total holiday rentals

    Explore 10 holiday rentals in Watch Hill

  • Nightly prices starting at

    Watch Hill holiday rentals start at €113 per night before taxes and fees

  • Verified guest reviews

    Over 170 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    10 of Watch Hill holiday 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