House holiday rentals in Watch Hill

A charming three-story home features a classic gambrel roof and a light blue exterior. The front porch is accented with white railings and hanging planters. Lush greenery surrounds the property, providing a secluded atmosphere. A well-maintained lawn lines the pathway leading to the entrance.

4.95 out of 5 average rating, 412 reviews

BarreCoast Stay: beach pass, casinos, vineyards

Welcome to BarreCoast Stay! My name is Kristen and I am the owner of this beautiful home, as well as BarreCoast the top barre, yoga, boxing studio in RI. This year-round getaway is great for a family vacation, girls or couples trip . This impeccable home sleeps 6 and is in an ideal location. A short 10 minute drive to beaches, 2 min walk to BarreCoast, High Tide Juice Bar, Pizza, Junk Java Coffee Shop, 5 min drive to downtown restaurants, nightlife and Wilcox Park. 20 minutes from casinos.

4.99 out of 5 average rating, 165 reviews

Two Adirondack chairs are positioned near the water's edge, facing a tranquil pond. Sunlight reflects off the water surface, with a small table placed between the chairs. Lush greenery and a tree provide a serene backdrop.

Home in South Kingstown

Waterfront Secluded Home with Dock

Nestled down a private road, enjoy a lovely waterfront home with sweeping 180 degree views of Potter’s Pond. Newly renovated and meticulously decorated. Unwind and relax on the back deck watching the extensive variety of birds and breathtaking sunsets. Spend your days exploring the pond in kayaks or try your hand at clamming, steps from the house. Located 1 mile from East Matunuck Beach, 1 mile from Tennis, Pickleball and Basketball courts. Walking distance to the renowned Matunuck Oyster Bar.

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.

5 out of 5 average rating, 125 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.

A cozy living area is furnished with a sectional sofa, accent chairs, and a small coffee table. A colorful area rug enhances the space, while natural light enters through large windows. A dining table is also visible, creating a functional area for gatherings.

4.95 out of 5 average rating, 152 reviews

Bright and Cheerful Two Bedroom Home in Mystic

You'll be close to everything in Mystic when you stay at this cozy home located in a quiet area. Clean and bright for families, small groups, or couples visiting Mystic and surrounding area. 1 mi. to Mys. Seaport, Mys. Aquarium, Old Mys.Village, and downtown. 5 mi. to Stonington Village. 13 mi. to Watch Hill/ RI beaches. 11 mi. to USCG Academy/ colleges in New London,. and 9-17 mi. to casinos. Large deck with clean propane outdoor fireplace and large flat yard. Centrally air-conditioned.

4.98 out of 5 average rating, 122 reviews

A tranquil outdoor scene features four white lounge chairs arranged under a striped umbrella by the water's edge. A wooden dock extends into the calm water, surrounded by lush greenery and a scenic sunset sky filled with soft clouds.

Home in South Kingstown

Stunning Waterfront Cottage with Big Yard & Dock!

Escape to the tranquil beauty of "A Summer Place," a charming 1,500 sq ft waterfront cottage nestled just steps from RI's stunning coastline and pristine beaches. Whether you're planning a family getaway or a retreat with friends, this idyllic home offers the perfect blend of rural charm and modern amenities, all in a prime location near local shops, bakeries, cafes, and top-rated restaurants. The expansive yard and private dock provide an unbeatable setting while you sit back and relax!

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.

4.96 out of 5 average rating, 202 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.

A cozy living room features a stone fireplace surrounded by comfortable, light-colored sofas. A wooden coffee table displays a floral arrangement, while natural light filters through bright windows adorned with soft curtains. A potted plant adds a touch of greenery to the inviting space.

4.97 out of 5 average rating, 243 reviews

Perfect New England Getaway has a pool/ hot tub

traditional New England style that is not just a great home, but a great vacation compound with lots of amenities and outdoor living spaces. Enjoy recreational activities on land and sea that abound locally. Mystic, Stonington Borough, Westerly, and Watch Hill are all close IMPORTANT INFORMATION: Please be advised Stonington, CT has a STRICT OUTSIDE Noise ordinance after 10pm that is enforced by the Police. If a report is generated for any reason , you will forfeit your deposit.

A spacious dining area is highlighted by a wooden table surrounded by elegant chairs. Natural light pours in through large windows, illuminating the inviting living space with a comfortable sectional couch and a wall-mounted TV. Decorative pendant lights enhance the modern kitchen's open layout.

4.97 out of 5 average rating, 156 reviews

Cheerful Cozy Colonial

Relax at this warm, welcoming, peaceful place to stay, with hiking trails nearby and only a 10-15 minute drive to various beaches, and a 10-minute drive to downtown Westerly. Set on 2+ acres, rejuvenate and connect with friends and family around the outdoor fire pit. Inside you will find a comfortable space with a full kitchen, living room, dining room, three bedrooms, and a full and half bath. In the warmer weather, enjoy the outdoor shower after a long hike or trip to the beach.

Superhost

An open living area features a blue sectional sofa positioned near a wooden coffee table. Natural light brightens the space from windows above the kitchen, where bar stools line the counter. A ceiling fan and decorative artwork accent the high ceilings.

Home in Charlestown

4.9 out of 5 average rating, 191 reviews

Spacious RI Beach Escape

Super-cute 3 bedroom, 2 bathroom house with big yard, deck and enclosed outdoor shower. Located on a quiet cul-de-sac just minutes from Charlestown Beach and walking distance to local restaurants and shops. Beautiful sunroom just off the kitchen provides bonus living space. There are multiple spots to comfortably work from home with strong connection for video calls. New Casper mattresses in every bedroom. Perfect for family vacation, a weekend with friends or a long-term stay.

4.86 out of 5 average rating, 100 reviews

A cozy living area features a brown sofa adorned with floral-patterned throw pillows, facing a flat-screen television on a green media console. Natural light filters in through a large window dressed with light curtains, illuminating a soft area rug with a subtle pattern.

Home in Pawcatuck

Charming 1870s Home Near Beaches and Casinos

Built in 1870, this home was the first on the street. It boasts a charming interior with ample outdoor space for gathering and relaxing. You will see some older features of the house that were kept to preserve history (some door hardware, low ceilings, flooring, including old paint splatters, and the old coal chute covers). Centrally located to Downtown Westerly, Misquamicut beach, Mystic, casinos and all that Connecticut and Rhode Island have to offer.

4.89 out of 5 average rating, 105 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.

A charming two-story gray house is framed by a neatly kept garden with green foliage. Prominent features include a bright blue front door and a fenced yard, enhancing privacy. The structure is accented by evenly spaced windows, allowing for ample natural light.

4.98 out of 5 average rating, 162 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!

Popular amenities for house rentals in Watch Hill

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.92 out of 5 average rating, 299 reviews

Home in Montville

Casino Wine Down House with Winter Igloo

Superhost

An outdoor area features a rectangular pool surrounded by a wooden deck. Lounge chairs are positioned along the pool's edge, and a shaded seating area is located nearby under an umbrella. Lush trees provide privacy and a natural backdrop.

Home in The Hamptons

4.83 out of 5 average rating, 126 reviews

East Hampton Oasis - Pool and Hot Tub

4.9 out of 5 average rating, 209 reviews

The exterior of a single-story home is presented, featuring a manicured lawn and a symmetrical facade. Solar panels are installed on the roof. Large windows are visible, providing natural light to the interior. A path leads to the front door, flanked by neatly trimmed shrubs.

Home in Montville

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos

4.97 out of 5 average rating, 184 reviews

A cozy bedroom featuring a spacious bed dressed in soft linens is positioned against a light-colored wall. Natural light filters through two windows, casting gentle shadows on the warm wooden floor. A ceiling fan hangs overhead, and a mirror and chair add functional elements to the space.

Home in North Fork

Secluded Farmhouse - Studio Apartment Style Unit

4.87 out of 5 average rating, 120 reviews

A split-level beach house is presented, featuring a white brick exterior and a warmly lit sunroom enclosed by large windows. The front yard is neatly maintained, providing ample space for parking. Steps lead up to the entrance, inviting guests to explore the property.

Home in New London

The Classic #2 @ Ocean Beach: 6 Queen Beds

4.98 out of 5 average rating, 137 reviews

A crystal-clear swimming pool is surrounded by a landscaped garden featuring lush greenery and blooming flowers. Natural stone patio borders the pool, offering space for lounging and relaxation in a private setting nestled among trees.

Home in The Hamptons

Explore the Water & Woods at a Relaxing Retreat

4.97 out of 5 average rating, 153 reviews

An expansive aerial view reveals a private pool surrounded by lush green grass and trees. A small pond is visible nearby, with vibrant foliage framing the scene. Open fields stretch into the distance, highlighting the rural setting on the property.

Home in Windham

mid century ranch style house on farmland

4.87 out of 5 average rating, 157 reviews

A spacious living room is highlighted by a unique whale wall art piece and a cozy seating arrangement. A comfortable gray sofa is paired with a nautical-themed chair. Large windows allow natural light to fill the room, creating a welcoming atmosphere.

Home in New London

Beauty and the Beach!

Weekly house rentals

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.

5 out of 5 average rating, 7 reviews

Sweet Beach House

4.98 out of 5 average rating, 41 reviews

The living area features high wooden ceilings and an open layout. A loveseat faces a gas fireplace, with a small dining table set nearby. A kitchenette is equipped with modern appliances. Natural light fills the space, highlighting the neutral color palette.

Home in Pawcatuck

Peaceful Beach Retreat/Casino Stay Alternative

The interior features wooden walls and a high, beamed ceiling, creating a cozy ambiance. A small dining area is visible with a white table surrounded by colorful chairs. Two comfortable chairs are positioned nearby, leading to a doorway that opens to a sleeping area.

4.92 out of 5 average rating, 37 reviews

Cozy red log cabin at the beach

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.

5 out of 5 average rating, 27 reviews

Misquamicut Groove Beach Cottage

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.

5 out of 5 average rating, 62 reviews

Renovated cottage with theater 0.2 mi from beach!

A spacious three-story home is set on a lush green hillside, surrounded by colorful fall foliage. The structure includes a combination of stone and wood features, with large windows and a screened-in porch offering views of the landscape. A well-kept garden area is visible in the foreground.

4.97 out of 5 average rating, 32 reviews

Water Views | Kayaks & Bikes | EV Charger | Pets

4.82 out of 5 average rating, 122 reviews

A dining area features a round wooden table surrounded by six white chairs. Built-in shelves display decorative items, with natural light filtering through sheer curtains by a large window. The hardwood floors add warmth to the space, creating a welcoming environment.

Home in Middletown

Character Home · Walk to Beach · Close to Newport

A spacious living area features a white sectional sofa adorned with decorative pillows, paired with a round coffee table. A soft area rug lays beneath, and large windows invite ample natural light. A dining table is visible in the background, complemented by surrounding chairs.

5 out of 5 average rating, 43 reviews

Cozy Beach House 5 Min Walk to Water

Private house rentals

4.81 out of 5 average rating, 43 reviews

A wooden deck features comfortable seating with white cushions, positioned around a small table set with tea and pastries. Lush green grass surrounds the area, dotted with tall trees, while a clear view of the harbor can be seen in the background.

Home in The Hamptons

Historic East Hampton Home - Private Beach Access

The exterior of the Lighthouse Chalet is shown, featuring a two-story structure with a spacious deck. Large windows allow ample natural light, while a sloped roof design enhances its character. A garage is visible beneath the deck, and a pathway leads to the entrance.

4.95 out of 5 average rating, 22 reviews

The Lighthouse Chalet!

5 out of 5 average rating, 13 reviews

Quanni Cottage

4.92 out of 5 average rating, 84 reviews

A charming two-story beach home is set on a green lawn, featuring a welcoming red front porch. Large windows provide a view of the surroundings. A paved path leads towards the entrance, framed by shrubs and greenery, creating an inviting approach.

Home in Weekapaug

Westerly-Misquamicut Beach Home

5 out of 5 average rating, 25 reviews

Westerly Beach Days & Downtown Nights | 3BA

4.98 out of 5 average rating, 86 reviews

A serene bedroom is presented with a spacious bed dressed in neutral linens and accented with patterned cushions. Two stylish nightstands with lamps flank the bed. Above the bed, framed artwork contributes a modern touch, while natural light filters through the window covered by soft curtains.

Home in Pawcatuck

Home Away From Home - 3bdr 1 ba

A spacious living room features a large green sectional sofa arranged around a circular coffee table. Two armchairs with light upholstery add comfortable seating. A neutral area rug lays beneath, while a sleek fireplace and a wall-mounted television provide focal points in the cozy setting.

4.98 out of 5 average rating, 44 reviews

The Travel Bum’s Hideaway

The exterior of a charming bungalow is depicted, surrounded by lush greenery and mature trees. A spacious gravel driveway leads up to a welcoming entryway, which is flanked by flower beds. Steps ascend to the front porch, inviting guests to explore the home.