
House holiday rentals in Westerly
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Quick stats about house rentals in Westerly

Total holiday rentals
Explore 190 holiday rentals in Westerly

Nightly prices starting at
Westerly holiday rentals start at $69 NZD per night before taxes and fees

Verified guest reviews
Over 6,830 verified reviews to help you choose

Family-friendly holiday rentals
170 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 70 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
190 of Westerly holiday rentals include Wi-Fi 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!
Top-rated house rentals in Westerly
Guests agree: These houses are highly rated for location, cleanliness 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. Between Memorial Day and Labor Day, enjoy the outdoor shower after a long hike or trip to the beach.

Summer Escape | Beach Pass | Near Watch Hill
☀️ Make the Most of Summer in Westerly There's still time for one more beach getaway! Spend your days relaxing on the beach (parking pass included), exploring Watch Hill, discovering Mystic, visiting vineyards, or simply enjoying time with family and friends. After a day on the beach, come home to a comfortable space designed for gathering and enjoying summer evenings together. Perfect for: • Family vacations • Friends' beach weekends • Wedding guests Prime late August dates available.

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.

Momma Bears Bungalow
Our property is centrally located from all beaches in South County Rhode Island. Walking distance to shopping and groceries also a playground if you have children. Enjoy this beautiful home that we poured our heart and soul into ourselves. There are custom countertops along with the soft touches to make you feel at home. The bathroom is extremely spacious. There is a wide open living/dining area . One queen Bedroom with lots of space. A twin bedroom that extends into a king bed.

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.

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!

Waterfront Cottage with Dock
Arts & Crafts cottage with dock on ocean cove and close to the beaches. You’ll love the backyard and waterfront fire pit. Canoe, kayak and paddle boards are complimentary. Bring your own boat or rent one for 50% off at Stonington Marina. On same cove as Saltwater Farm Vineyard, and nearby to Mystic Aquarium, Mystic Seaport, Foxwoods and Mohegan Sun resorts. My place is good for families with kids and pets. Cottage HVAC has been upgraded to an eco friendly central AC and heat pump.

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.

Charming Dunn’s Corners (Westerly) Cape
This deceptively spacious Westerly cape is ready for the families large and small! Centrally located in Dunn’s Corners, the home is less than 2 miles from “town” and all state beaches, and less than 5 miles from Watch Hill. The enormous deck and yard are ideal for outdoor gatherings. Dining room has huge cafe height table. Second floor master bedroom suite sleeps 6. Full Kitchen. Outdoor shower keeps the sand out! RI RE.01692-STR (Rhode Island) STR-22-357 (Town of Westerly)

Remodeled Home Near Westerly and 10 min to Mystic
Enjoy a clean, comfortable home perfectly located for exploring the Connecticut and Rhode Island coast. Relax on the private deck, cook in the fully equipped kitchen, and unwind after a day of adventure. Just under 1 mile to Downtown Westerly, 5 miles to Misquamicut Beach, 7 miles to Downtown Mystic, and 10 miles to Foxwoods Casino. Fast Wi-Fi, Smart TV, washer/dryer, easy self check-in, and free parking make it ideal for couples, families, or business travelers.

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.
Popular amenities for Westerly house rentals
House rentals with a pool

Homestead Near Mystic, Casinos & Beaches

Casino Wine Down House w/Pool, Game Room, Big Deck

3 BR/Pool. Walk to Beach & Town!

Breathtaking home with unforgettable views & pool!

Heated Salt Pool | Near Newport, Beaches | Pkg 4 6

Calmness + privacy! One block to waterfront dining

Perfect New England Getaway has a pool/ hot tub

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos
Weekly house rentals

Marie's ocean breeze home

The Landing

Romantic Getaway at The Lake!

Luxury Cottage on the Potowomut River 2bd/2b

Newly Renovated Historical Home Getaway-Old Mystic

The Travel Bum’s Hideaway

Misquamicut Groove Beach Cottage

Stunning Waterfront Cottage with Big Yard & Dock!
Private house rentals

Cozy Cottage - Beach Pass Included!

Sweet Beach House

Peaceful Beach Retreat/Casino Stay Alternative

Historic Waterfront Oasis in Shelter Harbor

Boats & Toads | The Valentine Camp on Wyassup Lake

The Oyster Shell

The Downtown Cottage | Sleeps 12 | 4 mi. to Beach

Cozy red log cabin at the beach
When is the best time to visit Westerly?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $518 NZD | $555 NZD | $527 NZD | $515 NZD | $607 NZD | $693 NZD | $780 NZD | $768 NZD | $633 NZD | $563 NZD | $520 NZD | $503 NZD |
| 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 |
Destinations to explore
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- Rentals with a kayak Westerly
- Rentals with beach access Westerly
- Condo rentals Westerly
- Rentals with outdoor seating Westerly
- Rentals with a washing machine and dryer Westerly
- Rentals with a fireplace Westerly
- Beachfront rentals Westerly
- Cottage rentals Westerly
- Waterfront rentals Westerly
- Pet-friendly rentals Westerly
- Rentals with a hot tub Westerly
- Rentals with pools Westerly
- Apartment rentals Westerly
- Fitness-friendly rentals Westerly
- Rentals with breakfast Westerly
- Family-friendly rentals Westerly
- Beach house rentals Westerly
- Rentals with a fire pit Westerly
- Rentals with a patio Westerly
- House rentals Washington County
- House rentals Rhode Island
- House rentals United States
- Brown University
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- East Matunuck State Beach
- Ocean Beach Park
- Charlestown Beach
- Bonnet Shores Beach
- Mystic Seaport Museum
- Southampton Beach
- Mystic Aquarium
- Easton Beach
- Point Judith Lighthouse
- Roger Williams Park Zoo
- Narragansett Town Beach
- Second Beach
- The Breakers
- University of Connecticut
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- University of Rhode Island
- Soundview Beach
- Easton's Beach
- Wölffer Estate Vineyard





