Holiday Rentals in Westerly, RI

499 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Westerly, RI holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Best Holiday rentals and Airbnb offers in Westerly, RI

Best family friendly Westerly, RI holiday rentals

Among the 499 accommodations in Westerly, RI, here are the 4 best family friendly rentals

The Pink Pearl - Westerly, RI
10 4 reviews

The Pink Pearl

apartment, Westerly
This family-friendly apartment in Westerly offers a peaceful beach cottage setting, located just metres from the serene coastline for easy seaside enjoyment and memory-making.
With space for up to 7 guests across 4 bedrooms, this coastal retreat provides air conditioning, internet, and a kitchen equipped with a fridge, freezer, and microwave oven, alongside access to a garden.
Brand New 4 Bed Luxurious Villa Ocean Views With New Private Pool. - Westerly, RI
10 14 reviews

Brand New 4 Bed Luxurious Villa Ocean Views With New Private Pool.

house, Westerly
This luxurious villa is located just 30 seconds from East Beach and a short walk from the charming Watch Hill town centre, offering easy access to both the beach and local attractions. It has an excellent user rating and is perfect for families and groups of friends.
The property has four bedrooms and five bathrooms, accommodating up to 12 guests. Guests can enjoy a range of amenities, including a tennis court, a hot tub, a private garden, a gym, and an outdoor kitchen with a BBQ grill.
Walk To Beach  Sleeps 9+ Large Yard + Deck - Westerly, RI
10 14 reviews

Walk To Beach Sleeps 9+ Large Yard + Deck

apartment, Westerly
This family-friendly flat, situated in the Misquamicut Fire District of Westerly, is located 400 metres from three Misquamicut Fire District beaches and East Beach.
This newly renovated property offers three bedrooms, sleeping up to nine guests with spacious outdoor living areas, a modern open-plan interior, and convenient access to local amenities and attractions.
South County Guesthouse - Westerly, RI
9.9 25 reviews

South County Guesthouse

apartment, Westerly
This studio apartment is located in the tranquil beach neighbourhood of Weekapaug, Rhode Island, just a short drive from Westerly and set at the edge of a 100-acre forest. The property has received excellent ratings for user experience, location and cleanliness, making it an ideal choice for a relaxing getaway.
The studio has a spacious living area and one bedroom, making it perfect for a couple or small family. It also includes a private deck overlooking the forest, an outdoor shower, hammocks, a dining platform, a wood-fired grill, a vegetable garden and access to a chicken coop.

Best Westerly, RI holiday rentals with a pool

Among the 499 accommodations in Westerly, RI, here are the 4 best rentals with a pool

Misquamicut Beach House, 1 Mile From The Ocean! - Westerly, RI
10 55 reviews

Misquamicut Beach House, 1 Mile From The Ocean!

apartment, Westerly
This family-friendly house is located in Westerly, just a short distance from popular beaches like East Beach and Misquamicut State Beach, making it a great choice for a beach getaway. The property has received excellent ratings for location, cleanliness and overall user experience.
The house has three bedrooms, comfortably accommodating up to eight guests. It offers a variety of amenities including a private pool, a garden, a terrace, and a fully equipped kitchen, perfect for enjoying a relaxing and fun-filled holiday.
Beach House, Inground Pool, Hot Tub, Large Backyard,1.5 Miles From Misquamicut - Westerly, RI
10 15 reviews

Beach House, Inground Pool, Hot Tub, Large Backyard,1.5 Miles From Misquamicut

apartment, Westerly
This Westerly holiday home boasts a superb coastal location, less than 5km from East Beach, Fenway Beach, and Weekapaug Beach, and within 10km of Misquamicut State Beach and Water Wizz.
The 223 square metre property offers four bedrooms, three bathrooms, sleeping up to eight guests, and includes a private pool, hot tub, fitness centre, and fully equipped kitchen.
Spacious 5bdrm Home- Saltwater Pool, Wifi, Ac, Private Beach Parking Pass - Westerly, RI
9.6 10 reviews

Spacious 5bdrm Home- Saltwater Pool, Wifi, Ac, Private Beach Parking Pass

apartment, Westerly
This five-bedroom Westerly house, a short 8km drive from Wauskenaw Town Beach and close to Watch Hill, offers convenient access to local attractions.
The 269 square metre property boasts a saltwater pool, three bathrooms, and sleeps eleven guests, with amenities including a dishwasher, microwave, and air conditioning; nearby activities include Mystic Aquarium and Foxwoods Resort Casino.
Affordable Luxury Resort Home With An In-ground Heated Pool & Hot Tub. Sleeps 10 - Westerly, RI
10 13 reviews

Affordable Luxury Resort Home With An In-ground Heated Pool & Hot Tub. Sleeps 10

apartment, Stonington
This Pawcatuck holiday home, part of the 'Affordable Luxury Resort Home With An In-ground Pool & Hot Tub. Sleeps 10' offer, is situated within 5km of attractions including the Black Duck Gallery, Wilcox Park, Westerly Public Library, Granite Theatre, and Babcock-Smith House.
Sleeping up to 10 guests, the three-bedroom property boasts two bathrooms, a private in-ground pool, hot tub, and access to tennis courts, all within a smoke-free environment; a fully equipped kitchen and laundry facilities are also provided.

Frequently asked questions about holiday rentals in Westerly, RI

Popular destinations

Best Westerly, RI holiday rentals with a balcony

Large 5br Westerly Home | Golf + Wineries - Westerly, RI
No reviews

Large 5br Westerly Home | Golf + Wineries

apartment, Westerly
This family-friendly Westerly holiday let is located in the peaceful Shelter Harbour district, offering a golf course view and easy access to Charlestown and Westerly, with beaches such as Wuskenau Town Beach (accessible with provided passes), Blue Shutters, and Misquamicut State Beach within a 1.6-8 kilometre drive, and Watch Hill Village a 15-minute journey away.
This spacious 224 square metre property accommodates up to 10 guests with 5 bedrooms and 3 bathrooms, featuring a fully stocked kitchen, wraparound porch, propane grill, extensive garden, and numerous child-friendly amenities including baby gates and pack-and-play cribs, with seasonal beach equipment also supplied.
Following Seas | Modern Charmer Walk To Downtown! - Westerly, RI
9.9 77 reviews

Following Seas | Modern Charmer Walk To Downtown!

apartment, Stonington
This charming house is located in Mystic, just a 15-minute walk from Mystic Seaport and the Mystic River Bascule Bridge, offering easy access to the area's historical landmarks and waterfront. Guests have consistently rated this property excellent for its location, cleanliness, and overall experience.
The property features a fully equipped kitchen, two bathrooms, and a private balcony. It also offers a garden, barbecue grills, a washing machine, and a smoke-free environment, making it ideal for families or groups looking for a comfortable and convenient stay.
New! Summer Escape - Sleeps 8! Avondale Preserve! - Westerly, RI
10 1 review

New! Summer Escape - Sleeps 8! Avondale Preserve!

apartment, Westerly
This three-bedroom flat in Westerly is located minutes from Watch Hill and the town centre, offering easy access to beaches, the Mystic Aquarium and Mystic Seaport.
With space for up to eight guests, this property boasts a large garden with a fire pit and barbecue, plus air conditioning and Wi-Fi throughout.
The Mystic Harbor House · Walk Downtown Mystic · Train · Aquarium - Westerly, RI
9.6 10 reviews

The Mystic Harbor House · Walk Downtown Mystic · Train · Aquarium

apartment, Stonington
This Stonington waterfront property, less than 1.6km from the Mystic River Bascule Bridge and Mystic Seaport, offers stunning Mystic River views and easy access to Mystic Station (a 5-minute walk).
This three-bedroom, two-bathroom house boasts 110 square metres of floor space, sleeps six guests, includes a fully equipped kitchen, private garden, terrace, parking and free Wi-Fi.

Best Westerly, RI holiday rentals with parking

Cottage Feel! #World Cup! - Westerly, RI
9.9 62 reviews

Cottage Feel! #World Cup!

cottage, Westerly
This charming house is located in Westerly, just a 1-kilometre walk from the train station, downtown restaurants and bars, and the Westerly Library and Wilcox Park. It has received excellent ratings for its location, cleanliness, and overall user experience.
The house has one bedroom and one bathroom, sleeping up to four guests. It comes with a fully equipped kitchen, a garden, parking, and air conditioning, as well as a deck with a grill for outdoor dining.
Private Apartment, Large Fenced Yard, Near Mystic - Westerly, RI
10 13 reviews

Private Apartment, Large Fenced Yard, Near Mystic

house, Stonington
This private apartment is located in a wooded area, a few minutes from Stonington Borough, Mystic, and downtown Westerly, with easy access to shoreline beaches.
This self-contained unit accommodates two guests, featuring a well-equipped kitchen, in-unit laundry, a luxurious ensuite bathroom with heated floors and a bidet, and step-free entry, all set within a cozy cottage decor and a private deck overlooking a wooded garden.
Modern One-level House W/ Spacious Patio - Westerly, RI
10 13 reviews

Modern One-level House W/ Spacious Patio

apartment, Westerly
This modern, single-level flat is situated a short distance from Westerly town centre, offering convenient access to Wilcox Park and Library, Napatree Point Conservation Area, Watch Hill Lighthouse, Grey Sail Brewing of Rhode Island, and the Ocean House, with nearby beaches a short drive away.
This family-friendly property accommodates up to six guests and features three bedrooms, two bathrooms, air conditioning, Wi-Fi, a fully equipped kitchen including a dishwasher, and a gated garden with off-street parking.
Misquamicut Beach Cozy Condominium. Unit 6 - Westerly, RI
9.6 164 reviews

Misquamicut Beach Cozy Condominium. Unit 6

apartment, Westerly
This apartment is located in Misquamicut, Westerly, within easy walking distance of a private beach, perfect for a relaxing seaside getaway. It has consistently received excellent ratings for cleanliness, location, and overall experience.
This self-catering holiday home comfortably accommodates up to four guests, and features a kitchenette with a fridge, microwave, and other essentials. The apartment also includes a private beach pass, outdoor showers, and parking for one vehicle.
©2026 cozycozy.com