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
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, 372 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

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, 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.

Guest favourite
A serene marina scene features several white Adirondack chairs arranged along a pathway leading to calm waters. Numerous boats are docked nearby, surrounded by lush greenery and trees under a clear blue sky. Bright purple flowers line the edge of the walkway.
Cabin in Stonington
4.87 out of 5 average rating, 15 reviews

Mystic Area Waterfront Cabin # 2

Charming and accessible marina cabin just feet from the water, with king bed. Use our kayaks to explore the cove and sheltered bay. Paddle to Saltwater Farm Vineyard up the Cove, or explore Barn Island Nature Preserve. Sandy Point, Napatree Beach, East Beach and Dubois Beach are close by car or boat. You're just minutes from Stonington Borough, Mystic, the Seaport, Mystic Aquarium, Westerly and Watch Hill. Relax by the cove at this unique and tranquil getaway.

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, 171 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.

Top guest favourite
The image features a sunny marina scene with multiple boats docked along a wooden pier. A picnic table, shaded by a folded umbrella, is positioned on the grassy area nearby. Clear blue skies and a hint of greenery provide a tranquil backdrop.
Boat in Connecticut
4.98 out of 5 average rating, 52 reviews

Downtown Mystic River Yacht with Sweeping Views

Welcome aboard Mystic's first Airbnb yacht! Mystic has a rich and storied history with the boating and shipping industries, and we thought that creating an on-water Airbnb experience would be a unique and fun way to visit our slice of heaven. Our location in the heart of Downtown Mystic, on the river, gives our guests easy access to all that Mystic has to offer (without the hassle of trying to find parking)!

Top guest favourite
Guest suite in Westerly
4.95 out of 5 average rating, 129 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.

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!

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