
House holiday rentals in Westerly
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Top-rated house rentals in Westerly
Guests agree: these houses are highly rated for location, cleanliness and more.

Scenic Island Summer Home
A beautiful home on scenic Mason's Island. The house is located a few minutes drive to historic downtown Mystic. Spend your days exploring town, before coming home to your oasis at the end of a quiet cul de sac. The 3 bedroom 3 bath home has plenty of space for you, your family and friends, and has a great backyard with patio, grill, outdoor sectional and dining table, perfect for summer days and nights. Our home is the ideal home base after days at the beach, on the water, or exploring Mystic.

Romantic Getaway at The Lake!
Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

Unique Home with Panoramic Ocean and Pond Views
A unique and tranquil getaway, described beautifully by client reviews. Situated on Matunuck Point with sweeping views of the Atlantic Ocean, beautiful Block Island, boats coming in and out of historic Galilee Breach Way or enjoy watching surfers at Deep Hole. Love the beach? We have private access to East Matunuck 100 steps away. If your preference is the pond, Potters Pond is right in the back yard with a new beautiful custom built dock, with paddle boarding, and kayaking equipment.

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.

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!

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.

Charming home just a few miles from the beach!
Welcome to Good Vibrations! **New for 2026: an addition of a new master suite for a total of 4 bed, 2 bath** It is located 3 miles from the beach as well as 3 miles from downtown Westerly. The house is in the middle of everything you could need to make your stay more enjoyable; it's within walking distance to restaurants, groceries, and ice cream. Mystic village/aquarium, casinos, and museums are all within 25 minutes. We are on a nice half acre yard perfect for yard games and families.

Unobstructed Water Views & Huge Patio with Hot Tub
Gorgeous water views abound! Let you and your loved ones take in the serenity and charm as you arrive at our home set back from the road, facing the Pawcatuck River. Take in the view from most rooms of the house. Wake up with your first cup of coffee gazing at the river from the sunroom sofa, before a day at the beach or sight-seeing at picturesque towns nearby! After kayaking or sunning at nearby fabulous beaches, enjoy a BBQ dinner, and relax in the hot tub. Be our guest and enjoy!

Eco Friendly 1700s home! 0.3 miles to Westerly RI!
Welcome to Farley Ave! Our 1700’s home was originally a barn to the farm house next door, hence the close proximity and lower original ceilings/beams. Both were converted to a homes in 1905 and then we restored this house in 2021 to give it the character it once had, and bring it back to life. Our home is walking distance to bars and restaurants in downtown Westerly, as well as 10 minutes from Westerly beaches and 10 minutes to Mystic CT! Equipped with bikes, beach essentials and more!

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.

Spring Weekend Beach Escape: Walk to Coffee & Yoga
Spring in Westerly is a hidden gem. Cool mornings, quiet beaches, and no summer crowds. Walk to coffee, take a yoga or sculpt class at BarreCoast just steps away, then spend the afternoon shopping, exploring Watch Hill, visiting vineyards or strolling the shoreline. This is the perfect spot for: - A girls’ weekend - A couples’ coastal escape - A wellness reset - Remote work with beach walks in between - Spending the night post theater or Casino Everything is open — just calmer.

South County House
South County House is a 1500 sq ft two bedroom, 1.5 bath cape built in 1936 that sits on nearly an acre of land, 3/4 of a mile from the ocean in Westerly, RI. It borders preserved forest, and there is a small family farm across the street. The house has been thoughtfully redesigned and renovated with relaxation in mind, and provides an ideal escape from the distractions and noise of modern life. Recently featured in Vogue, Architectural Digest, Travel + Leisure, Remodelista, etc.
Popular amenities for house rentals in Westerly
House rentals with a pool

Casino Wine Down House with Winter Igloo

3 BR/Pool. Walk to Beach & Town!

Breathtaking home with unforgettable views & pool!

Cozy Barrington Home with a Private Pool

Hamptons oasis~1 block to water, 8 mins to Main St

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

Secluded Farmhouse - Studio Apartment Style Unit

mid century ranch style house on farmland
Weekly house rentals

Sweet Beach House

Historic Waterfront Oasis in Shelter Harbor

Private Beach & Salt Pond Access in Shelter Harbor

The Lighthouse Chalet!

Beach cottage great location close to Misquamicut

Walk to Downtown Westerly | Near Beaches | 4BR 3BA

Cozy red log cabin at the beach

Cottage by the Cove with Water Views!
Private house rentals

Private chic waterfront retreat-newly renovated.

Beautiful home 5 minutes from Downtown Westerly!

2 Acre Lakefront Getaway (Sauna/Firepit/Kayaks)

The Travel Bum’s Hideaway

Water Views | Kayaks & Bikes | EV Charger | Pets

Beach Town New Home

Westerly Retreat

Water Street Stonington Borough
When is the best time to visit Westerly?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $353 SGD | $382 SGD | $345 SGD | $379 SGD | $446 SGD | $510 SGD | $574 SGD | $565 SGD | $465 SGD | $414 SGD | $382 SGD | $370 SGD |
| Avg. temp | -2°C | -1°C | 3°C | 8°C | 13°C | 18°C | 21°C | 21°C | 17°C | 11°C | 6°C | 1°C |
Quick stats about house rentals in Westerly

Total holiday rentals
Explore 180 holiday rentals in Westerly

Nightly prices starting at
Westerly holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 6,610 verified reviews to help you choose

Family-friendly holiday rentals
160 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
180 of Westerly holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Westerly rentals

4.9 Average rating
Westerly stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a kayak Westerly
- Rentals with beach access Westerly
- Rentals with a firepit Westerly
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- Beachfront rentals Westerly
- Rentals with pools Westerly
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- Pet-friendly rentals Westerly
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- Waterfront rentals Westerly
- Rentals with a patio Westerly
- Fitness-friendly rentals Westerly
- Family-friendly rentals Westerly
- Rentals with a hot tub Westerly
- Rentals with breakfast Westerly
- Rentals with a fireplace Westerly
- House rentals Washington County
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- House rentals United States
- Foxwoods Resort Casino
- Brown University
- Cooper's Beach, Southampton
- Charlestown Beach
- Southampton Beach
- Ocean Beach Park
- Easton Beach
- East Matunuck State Beach
- Mohegan Sun
- Roger Williams Park Zoo
- Bonnet Shores Beach
- Second Beach
- The Breakers
- Hammonasset Beach State Park
- South Shore Beach
- Mystic Seaport Museum
- Powder Ridge Mountain Park & Resort
- Point Judith Lighthouse
- Burlingame State Park
- Fort Adams State Park
- Orient Beach State Park
- Easton's Beach
- Ocean Beach
- East Hampton Main Beach




