We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Some info has been automatically translated. Show original language

Airbnb your place

House vacation rentals in Watch Hill, Westerly

Find and book unique houses on Airbnb

Top-rated house rentals in Watch Hill, Westerly

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

A serene sunset is captured over the bay, with warm hues reflecting on the water's surface. Silhouettes of wooden posts emerge from the calm waves, creating a tranquil atmosphere. The horizon showcases a mix of colors as the day transitions to evening.

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 private pool area is shown with a clear blue swimming pool surrounded by four lounge chairs. A charming shed is situated in the background, framed by green trees and landscaped gardens.

Home in North Fork

5 out of 5 average rating, 11 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, 133 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!!

Top guest favorite

A charming historic boathouse features a steeply pitched roof with shingle siding and decorative trim. A white picket fence surrounds the property, while blooming shrubs enhance the entrance. A balcony adorned with planters awaits above the front door, complementing the inviting facade.

Home in North Fork

4.98 out of 5 average rating, 101 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 modern kitchen features a large island with seating for four. White cabinetry and stainless steel appliances provide a clean, functional space. Ample natural light enters through multiple windows, highlighting the open layout and views of the surrounding greenery.

Home in Middletown

4.87 out of 5 average rating, 31 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.

A serene view of a water surface is framed by lush green trees, with a meandering road visible in the foreground. The calm setting suggests a peaceful outdoor atmosphere, enhancing the natural surroundings.

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 .

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

A charming house with a red exterior features a deck adorned with outdoor seating under a large umbrella. Lush greenery surrounds the property, providing a tranquil setting. A pathway of stepping stones leads through the well-maintained yard, enhancing the inviting entrance.

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 bright, airy great room features a high, vaulted wooden ceiling and large windows that allow natural light to fill the space. A stone fireplace serves as a focal point, complemented by comfortable seating arrangements and a wooden ladder leading to an upper area.

Home in Montauk

4.85 out of 5 average rating, 52 reviews

Stunning Serene and Secluded Ocean Retreat!

Gorgeous getaway with great rates and availability for the shoulder season and summer! Our house is less than a mile from Ditch Plains, town and just blocks from Montauk Downs golf course. You’ll love the location, the privacy, the open space, the light, and the incredible wrap- around deck and yard! The spacious 2 floor lay out offers multiple gathering and lounge areas for optimal relaxation.

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

There's a 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$.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Watch Hill, Westerly house rentals

Free parking on premises

Air conditioning

House rentals with a pool

A spacious backyard features a heated swimming pool surrounded by a sun deck, adorned with loungers. Lush greenery and trees provide a natural backdrop to the inviting setting, while a charming house is visible in the distance.

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 set in a lush green environment, showcasing a spacious heated saltwater pool surrounded by a stone patio. Relaxing lounge chairs are placed alongside the pool, and the house features large windows that reflect the tranquility of the yard.

Home in East Hampton

4.88 out of 5 average rating, 109 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

An aerial view captures a renovated home surrounded by lush greenery. A spacious deck with seating and a dining area adjoins a clear swimming pool, highlighting the outdoor space. The property is bordered by mature trees, creating a serene environment.

Home in Middletown

4.93 out of 5 average rating, 124 reviews

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

Top guest favorite

Home in East Hampton

5 out of 5 average rating, 37 reviews

Stunning Central E. Hampton Home w/ gunite pool.

A spacious two-story home is presented with light-colored siding. Symmetrical windows adorn the facade, complemented by a central entrance featuring a decorative door. A gravel driveway leads to the house, surrounded by well-maintained greenery and a white picket fence in the background.

Home in East Hampton

4.86 out of 5 average rating, 49 reviews

Spacious Village Fringe East Hampton Home W/ Pool

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

4.94 out of 5 average rating, 157 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 clear, inviting pool is set within a wooden deck area surrounded by lush mature pine trees. Comfortable lounge chairs are positioned nearby, offering a relaxing space beside the water. A sun umbrella provides shade for those seeking respite from the sun.

Home in East Hampton

4.94 out of 5 average rating, 16 reviews

Walk to Water. Stunning Home with Gorgeous Pool & Grounds.

Weekly house rentals

The exterior of a spacious home is depicted, showcasing light grey siding and dark shutters. A welcoming entry features a blue door and two large car garage doors. A roof-deck is visible above the second story, along with blooming flowering trees in the front yard.

Home in Middletown

4.91 out of 5 average rating, 47 reviews

Aug 17-24 Open. Walk 2 beach, lg deck, new kitchen

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!

The front exterior of the bungalow is showcased, featuring a wooden fence that provides privacy and a garden filled with hydrangeas. The house displays large windows that invite natural light, set against a backdrop of gravel and greenery.

Home in North Fork

4.97 out of 5 average rating, 257 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

The spacious patio is shaded by a vine-covered pergola, featuring a round dining table surrounded by black chairs. Lounge chairs are positioned nearby, and the yard extends beyond, showcasing green grass and a variety of plants, contributing to an inviting outdoor space.

Home in North Fork

4.94 out of 5 average rating, 109 reviews

Maritime Village Getaway with Backyard

A balcony view captures a serene beachfront scene at sunset, with gentle waves lapping at the sandy shore. A detailed metal chair is positioned on the deck, providing a quiet spot to enjoy the tranquil waters and cloudy sky.

Home in East Lyme

4.96 out of 5 average rating, 188 reviews

Beachfront Paradise

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.

A private in-ground pool is surrounded by a spacious deck featuring several lounge chairs and umbrellas. Lush greenery encircles the area, complemented by a well-maintained lawn. The view captures the relaxing atmosphere of the outdoor space, ideal for leisure and enjoyment.

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

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

The exterior of a historic yellow home is framed by lush greenery, featuring several black shutters and a welcoming facade. A stone wall lines the driveway, leading towards an expansive entrance. An American flag is displayed, adding a touch of character to the property.

Home in Norwich

4.91 out of 5 average rating, 44 reviews

4BR Large Historic Hidden Gem in Norwich with Pool

Destinations to explore