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House vacation rentals in Watch Hill, Westerly

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Top-rated house rentals in Watch Hill, Westerly

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

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Top guest favorite

A charming single-story house features a classic shingle exterior with a brick chimney. A spacious front deck is bordered by white railings and overlooks a manicured lawn surrounded by trees. Soft sunlight filters through the leaves, enhancing the serene setting.

Home in East Hampton

4.95 out of 5 average rating, 230 reviews

Private beach, fully updated house, on 2 acres.

Each the special magic that only the Hamptons offer—historic charm, a rural atmosphere, white sandy beaches and a relaxed lifestyle—while staying in this light-filled three-story cottage. Tucked away on a beautiful 2.2-acre wooded lot, this bayside oasis offers a tranquil retreat, with deer sightings, private beach access, stunning view and picture-perfect sunsets. A short drive to the beaches and town, quick trips to nearby shops, market stands, restaurants, museums and Jackson Pollack house.

Top guest favorite

A stylish dining area is highlighted by a round table paired with modern chairs beneath a vibrant artwork. Natural light filters through large windows, providing a view of the outdoors. A cabinet with decorative items adds character to the inviting space.

Home in North Fork

5 out of 5 average rating, 9 reviews

Stylish Beach Getaway: pool & walking location

Perfectly located within walking distance to shops, beaches, and restaurants, our designer home offers comfort, luxury amenities, and privacy. Interested in a long term rental? Message us! Enjoy a beautifully landscaped backyard with pool, chefs kitchen for hosting, and nearby beach farms & wineries. Bedrooms boast organic linens and bathrooms offer Bathing Culture products. Kitchen is stocked with local organic pantry staples and stainless steel appliances to cook or grill on the patio.

A light-colored, three-story building features numerous windows that provide ample natural light. A spacious deck is visible in the center, furnished with seating. The surrounding grassy area offers a well-maintained landscape, and a driveway is seen in front of the property.

Home in Narragansett

4.7 out of 5 average rating, 10 reviews

Beautiful Beach House Breathtaking Water Views!

Like-new 6-bedroom, 3-bath provides extraordinary ocean views. Large decks off the Living Room & Study offer spectacular Ocean and Point Judith Lighthouse views. 4 popular beaches are less than 2 miles. Walk to 5 seafood restaurants including Spain, 4-Star, Break Hotel's Chair 5, IGGY's, and a hugely popular Ice Cream Shop. Private deck off the huge Master provides fantastic views of the ocean. A second large master bedroom. Cool grass yard to safely play, a full Laundry Room, outdoor shower.

A serene view of Johnson’s Pond is presented, featuring calm waters reflecting the surrounding trees and homes. A grassy area leads to a wooden dock, providing private water access. Steps descend towards the water, inviting relaxation by the peaceful shoreline.

Home in Coventry

4.86 out of 5 average rating, 131 reviews

Awesome 3 bed vacation lake house. Great location!

Three bedroom house right on Johnson’s Pond with private water access right in the back yard. House features queen master with deck overlooking the pond. 2nd bedroom features a full bed with twin bunk bed above along with a stand alone twin bed. 3rd bedroom has a queen bed. Perfect for one or two couples to share. Full kitchen and laundry along with WiFi and streaming services. Use of 2 kayaks and pedal boat. Just two miles from I-95, so everything in southern New England is just minutes away!!

The entrance of the home is framed by white, picket fencing and vibrant floral landscaping. A covered porch with classic columns supports a welcoming entrance. The door features decorative glass elements, providing an inviting touch to the exterior.

Home in North Fork

4.98 out of 5 average rating, 100 reviews

Designer's Dream - Charming Boathouse

An architect's and interior decorator's dream home! This home is a historic boathouse built in the late 1890's, and recently & lovingly fully renovated and restored. In the middle of Greenport Village - walking distance to train station, Jitney stop, and Shelter Island Ferry as well as the best North Fork restaurants, vineyards, bars, and beaches. Two bedroom home with ground floor fireplace, outdoor shower (not enclosed), and beautifully landscaped outside patio w/grilling & dining areas.

A cozy living area features a gray sectional couch positioned around a wooden coffee table. Natural light floods the room through large windows, highlighting a patterned rug on the hardwood floor. A stylish armchair and decorative basket add to the inviting ambiance.

Home in Middletown

4.86 out of 5 average rating, 29 reviews

Little Creek Retreat - RIBryan Property

Tranquil location near Pebble Beach, 3rd Beach, and Indian Ave, this 4-bedroom, 3-bath house offers privacy and seclusion on a 9-acre plot. It includes a master suite with an en-suite bathroom. The property is well-suited for families, featuring a hot tub, a fenced-in yard, and extra space available for children under 12. This home combines the comfort of expansive private grounds with the convenience of nearby coastal access, providing a peaceful retreat.

A bright living area is illuminated by natural light through large windows. A decorative black wall with a welcome message adds character. A comfortable seating arrangement and dining space is featured. Art pieces are displayed, enhancing the creative ambiance of the space.

Home in Montauk

4.99 out of 5 average rating, 101 reviews

6 minute walk to Ditch Plains Beach

IMPORTANT: From Memorial Day 2024 - Labor Day 2024: weekly (1 week/2 week/3 week rentals must start and end on Saturdays. Monthly rentals can start on the first of the month regardless of the day of the week. Great beach house close to Ditch Plains beach with 3 bedrooms and 2 bathrooms. 2 queen beds and 2 bunk beds, deck, barbecue, outside shower, huge yard, recreation room. Spend your days at the beach and grill at night. Wifi, tv, and outdoor fire pit.

4.85 out of 5 average rating, 13 reviews

The Blair Durgin House in Mystic

The Blair Durgin House c 1899 , luxury apartments in newly renovated home. This location in Willow Point with water views and it’s less than a mile to downtown Mystic. You can enjoy the entire house, first floor apt has 3 bedrooms and 1 bath with full kitchen. Second floor apt has 3 bedrooms 2.5 bathrooms full kitchen. The entire house is available for family reunions or large groups of family and friends. Pick your dates you will not be disappointed .

An airy living area features vaulted ceilings with exposed wooden beams. Large windows allow natural light to illuminate the space, while a comfortable seating arrangement includes a white sofa and stylish armchairs. A modern fireplace serves as a focal point, and decorative lamps add a touch of charm.

Home in Montauk

5 out of 5 average rating, 6 reviews

Hilltop Bright Home w/New Pool Summer 2024

Home is professionally managed by Montauk Rental Management Group. Your family will be close to everything when you stay at this centrally-located Montauk home. Short drive to Town and Beaches. This home was recently painted and updated, it's clean, bright and the perfect family rental! -4 bedrooms -3 bathrooms -Spacious deck with water views -Outdoor dining & seating -Grill -Peaceful, quiet location perched on a hill Rental Registry 23-780

A dining room table with eight chairs is set beneath ambient lighting. The room opens to a cozy living area featuring a comfortable sofa and blue curtains. A doorway leads to a well-lit kitchen, enhancing the home's spacious layout.

Home in New London

4.94 out of 5 average rating, 134 reviews

House in NL near CGA, Sub Base, Mohegan Casino

House is located in New London CT. Off I95 near Coast Guard Academy 3 mins, Connecticut College 4 mins, Mitchell 11 mins, Navy Base 9 mins,Yale L&M Hospital 10 mins, Branford House Avery Point 15 mins, Ocean Beach 16 mins, Millstone 19 mins, Mohegan 16 mins, Foxwoods 24 mins, Electric Boat 9 mins. Enjoy private house with full kitchen, and dining room for family get together. 20% Discount weekly stay. 35% on monthly stay

Home in Charlestown

4.79 out of 5 average rating, 28 reviews

The Getaway Beach House - Charlestown, RI

*DOG-FRIENDLY* Beautiful, spacious house, recently renovated home. Just 7 minutes from Charlestown Town Beach and the Charlestown Breachway, perfect for families or a group of friends that want to enjoy the beach and come back to a house to spread out and relax! The house offers a yard, outdoor grill, patio furniture, indoor bar area, and a fully equipped kitchen. **You must be 25+ to rent this property**

A rocky shoreline is framed by a silhouetted tree against a colorful sunset. Clouds display shades of pink and orange as the sun sets over the water, creating a serene atmosphere. The beach area offers a peaceful view of nature.

Home in Shelter Island

4.9 out of 5 average rating, 115 reviews

Hay Beach Getaway!

Welcome to our family-friendly oasis just two blocks from beautiful beaches! Our house offers an open space living area, an expansive yard, fire pits, and a basement with a playroom and workout area. Enjoy our quiet neighborhood. We provide kid-friendly toys, beach gear, bicycles, and more. Sleeps six, with additional options available for larger parties. Cleaning fees for winter stays are 0$.

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Popular amenities for Watch Hill, Westerly house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

A light-filled living area features a neutral-colored sofa alongside a blue couch, with decorative pillows adding subtle color. A wooden coffee table rests in front, and large windows with bamboo shades allow natural light to brighten the space.

Home in North Fork

4.88 out of 5 average rating, 123 reviews

The Perfect North Fork Escape

A light-filled dining area features a round wooden table surrounded by four white chairs. French doors open to a lush outdoor space, and the wood-beamed ceiling adds a rustic touch. The adjacent kitchen with white cabinetry is partially visible, enhancing the open feel.

Home in East Hampton

4.88 out of 5 average rating, 107 reviews

4 BD w/ Heated Pool in E Hampton, Fully Furnished

A modern home is showcased with a unique angular design, featuring a combination of wood and glass. The surrounding lawn is spacious and well-maintained, with natural landscaping, including grasses and a small tree, contributing to the serene outdoor setting.

Home in East Hampton

4.88 out of 5 average rating, 109 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

Home in Middletown

4.93 out of 5 average rating, 122 reviews

Modern Home w/ Pool & Game Room | Mins to Newport

Top guest favorite

A welcoming living area showcases a light grey sofa and two upholstered chairs flanking a coffee table. Natural light floods the space through large windows, highlighting a collection of framed artwork on the wall. A modern chandelier adds a stylish touch overhead.

Home in East Hampton

5 out of 5 average rating, 36 reviews

Stunning Central E. Hampton Home w/ gunite pool.

Home in Montville

4.94 out of 5 average rating, 153 reviews

Hot Tub~Pool~Game Room~Fire Pit~BBQ~Casinos

Top guest favorite

A modern ranch house is set against a backdrop of lush greenery. A large luxury mineral spring pool draws attention, surrounded by a spacious patio with lounge chairs. An outdoor seating area features a covered porch, providing a relaxing space for gatherings.

Home in North Fork

5 out of 5 average rating, 12 reviews

Long Island home w/ large pool

A smooth gravel driveway leads to a two-story house, surrounded by lush greenery and mature trees. An adjacent lawn is neatly maintained, while a wooden fence borders the property, enhancing the natural setting.

Home in East Hampton

4.84 out of 5 average rating, 31 reviews

Private East Hampton Estate

Weekly house rentals

A two-story home with a light gray exterior is set on a well-maintained lawn. The driveway is paved, and a wide walkway leads to the front entrance. Neat landscaping includes bushes and a tree, contributing to the inviting exterior.

Home in Narragansett

4.75 out of 5 average rating, 8 reviews

Large 6BR Home - Walk to Beach!

A cozy living room features a fireplace with a decorative mantel. A flat screen TV is positioned on a light-colored media console. Comfortable seating includes a plush sofa and an accent chair, with ample natural light streaming through the white plantation shutters.

Home in Newport

4.97 out of 5 average rating, 201 reviews

The Newport Cottage.Perfect Location/Comfort/Style

Home in North Fork

4.97 out of 5 average rating, 254 reviews

The Greenport Bungalow

Top guest favorite

A blue bungalow exterior is shown, featuring a spacious deck with black railings and multiple glass doors. A picnic table is situated on the lawn, alongside a children's toy. Lush greenery surrounds the property, enhancing the setting.

Home in Montauk

5 out of 5 average rating, 20 reviews

Montauk beach house!

A stone pathway leads up to the side of a house, bordered by green grass and plants. The two-story structure features a textured wooden exterior and multiple windows. Natural light illuminates the scene under a clear blue sky.

Home in Westport

4.85 out of 5 average rating, 106 reviews

Beach Home – Family Friendly - Solar Powered

A bright, open-concept living area features a large wooden dining table surrounded by textured chairs. Expansive windows invite natural light and showcase views of the surrounding greenery. A cozy seating area is arranged near a fireplace, with modern decor enhancing the space's aesthetic.

Home in Montauk

4.95 out of 5 average rating, 38 reviews

Lux Montauk Retreat:Pool,Water Views,Sunsets Deck

The front exterior of the home is framed by lush greenery and a flower-lined pathway made of stone. Two trees add natural shade, while a charming yellow door welcomes guests. A fenced yard and gravel accents enhance the inviting entrance.

Home in North Fork

4.94 out of 5 average rating, 108 reviews

Maritime Village Getaway with Backyard

An aerial view of a spacious house is surrounded by lush greenery and gardens. The property features blue skies and a glimpse of the water in the distance. A gravel driveway leads to the entrance, accentuated by well-maintained landscaping.

Home in Middletown

4.97 out of 5 average rating, 33 reviews

Easton's Point walk to beach/ lg private deck/yard

Private house rentals

Top guest favorite

A vibrant flowerbed features bright yellow blooms surrounded by lush green foliage. Adjoining the flowerbed is a neatly maintained yard equipped with a fire pit and several white outdoor chairs arranged for relaxation. An inviting atmosphere is created by the well-kept garden.

Home in Narragansett

4.97 out of 5 average rating, 38 reviews

Vacation ranch home, near beaches/river.

A charming Cape Cod cottage is showcased, featuring a light gray shingled exterior and blue door. The front yard is adorned with green grass and small shrubs, while steps lead to the entrance. Tall trees frame the property, providing a sense of privacy.

Home in Sag Harbor

4.85 out of 5 average rating, 160 reviews

Sag Harbor House for rent.

The two-story house is framed by mature trees, presenting a welcoming façade with black shutters and bright red doors. A paved walkway leads to a spacious front porch, while a large lawn surrounds the property, providing ample space for outdoor activities.

Home in Bristol

4.78 out of 5 average rating, 27 reviews

HUGE family house. Sleeps 10+ Pool, Beach, AC

A charming two-story beach house is set against a clear blue sky, featuring a well-maintained lawn. Two pink chairs are positioned on the grass, inviting relaxation. Natural stone accents are visible in the landscape, along with blooming flowers and shrubs enhancing the outdoor space.

Home in South Kingstown

5 out of 5 average rating, 13 reviews

Quiet , private yard - Walk to beach

A wooden walkway leads down to a calm beach, with gentle waves lapping at the shore. The water reflects a clear sky and distant land. A floating object is seen in the water, enhancing the serene coastal scene.

Home in North Fork

4.92 out of 5 average rating, 12 reviews

Private Beach access along the Wine Trail

Two wooden chairs are positioned on a well-manicured lawn, facing a stylish beach house with large windows. Lush greenery surrounds the area, providing a sense of privacy. The sky is partly cloudy, enhancing the tranquil ambiance of the outdoor space.

Home in Montauk

4.71 out of 5 average rating, 21 reviews

The Raffle Beach House

A spacious outdoor deck features a dining table surrounded by chairs, with a large umbrella for shade. The area is bordered by white railings and offers a view of a grassy yard, ideal for relaxation and enjoyment of warm weather.

Home in Narragansett

4.82 out of 5 average rating, 39 reviews

Quiet & Cozy Beach Escape House

A two-story home with a light exterior features evenly spaced windows along its front. A welcoming entryway with steps leads to the main door, flanked by shrubs and landscaped gardens. A gravel pathway guides the way to the entrance, surrounded by a well-maintained lawn.

Home in South Kingstown

5 out of 5 average rating, 10 reviews

Ocean Bliss House

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