Westerly holiday rentals

We found 777 holiday rentals — enter your dates for availability
Select from 104 homes, 31 cottages and other holiday rentals in Westerly to find one that's perfect for your trip. Whether you’re staying in a holiday home with family or friends, you'll find the amenities that you need and want, which might include parking and a hot tub. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Westerly

Showing deals for:18 Dec - 25 Dec

Private kitchen
Interior
Property grounds
Exterior
Exceptional
(58 reviews)

Private Home in scenic Matunuck, RI within walking distance to Town Beach

South Kingstown

8% off
S$4,280
for 7 nights, 1 home
S$611 per night
includes taxes & fees
Private Home in scenic Matunuck, RI within walking distance to Town Beach
A Cozy Coastal Great Room That All Family & Friends Can Enjoy.
Property grounds
True Cottage Charm With All The Comforts and Expansiveness
Stunning Views All Around with High End Landscape Lighting For That Resort Feel!
Exceptional
(55 reviews)

Luxury Waterfront Retreat, Private Dock, Beach Access & Stunning Views

South Kingstown

16% off
S$18,047
for 7 nights, 1 home
S$2,578 per night
includes taxes & fees
Luxury Waterfront Retreat, Private Dock, Beach Access & Stunning Views
Fully equipped kitchen with washer/dryer
Exterior
Dining area
Living area
Exceptional
(114 reviews)

Waterfront With It’s Own Private Sandy Beach

Rockville

8% off
S$3,409
for 7 nights, 1 home
S$487 per night
includes taxes & fees
Waterfront With It’s Own Private Sandy Beach
Dining
Outdoor deck #2 next to master suite
Water views from master suite
Room
Exceptional
(63 reviews)

Elevate your New England beach retreat experience - Mystic / Foxwoods / Mohegan

Groton

8% off
S$7,433
for 7 nights, 1 home
S$1,062 per night
includes taxes & fees
Elevate your New England beach retreat experience - Mystic / Foxwoods / Mohegan
Pool
Living area
Living area
Exterior
Exceptional
(28 reviews)

Elegant Waterfront Estate On 2 Acres ~ Private Pool ~ 12 min from Mystic!

Pawcatuck

8% off
S$12,451
for 7 nights, 1 home
S$1,779 per night
includes taxes & fees
Elegant Waterfront Estate On 2 Acres ~ Private Pool ~ 12 min from Mystic!
Exterior
Kitchen and Dining Area
Kitchen and Dining Area
Backyard
Exceptional
(15 reviews)

Beach house, inground pool, hot tub, Large backyard,1.5 Miles from Misquamicut

Westerly

7% off
S$8,235
for 7 nights, 1 home
S$1,176 per night
includes taxes & fees
Beach house, inground pool, hot tub, Large backyard,1.5 Miles from Misquamicut
Screen porch overlooking pool
Private kitchen
Dining area / kitchen
Primary bedroom (part 2)
Exceptional
(26 reviews)

Beautiful Watch Hill 4BR/3BA with Backyard Deck & Pool Just Steps From Beach

Westerly

8% off
S$9,561
for 7 nights, 1 home
S$1,366 per night
includes taxes & fees
Beautiful Watch Hill 4BR/3BA with Backyard Deck & Pool Just Steps From Beach
Dining
Beach
Exterior
Property grounds
Exceptional
(31 reviews)

Charlestown Beach, 2BR Cozy Cottage, Screened porch, 3 min drive to Beach!

Charlestown

8% off
S$3,406
for 7 nights, 1 cottage
S$487 per night
includes taxes & fees
Charlestown Beach, 2BR Cozy Cottage, Screened porch, 3 min drive to Beach!
Room
Private kitchen
Interior
Outdoor dining
Exceptional
(24 reviews)

Welcome to Coastal Charm in beautiful Westerly, Rhode Island!

Westerly

17% off
S$3,146
for 7 nights, 1 home
S$449 per night
includes taxes & fees
Welcome to Coastal Charm in beautiful Westerly, Rhode Island!
Living area
Outdoor dining
Exterior
Interior
Exceptional
(14 reviews)

Secluded Farmhouse Retreat - Minutes from Mystic

Stonington

7% off
S$5,913
for 7 nights, 1 home
S$845 per night
includes taxes & fees
Secluded Farmhouse Retreat - Minutes from Mystic
Room
Exterior
Living area
Dining
Exceptional
(35 reviews)

Secluded Cedar Cottage in the Matunuck Hills - just minutes from local beaches!

South Kingstown

7% off
S$3,184
for 7 nights, 1 home
S$455 per night
includes taxes & fees
Secluded Cedar Cottage in the Matunuck Hills - just minutes from local beaches!
Front entry.
Back porch with lounge area, outdoor eating area, BBQ & pool.
Kitchen eating area.
Living room, just off the front entry.
Exceptional
(23 reviews)

Misquamicut Beach House, Just 1 Mile From the Ocean!

Westerly

8% off
S$5,233
for 7 nights, 1 home
S$748 per night
includes taxes & fees
Misquamicut Beach House, Just 1 Mile From the Ocean!
Front porch
Front of the house
Sitting area
Exterior
Exceptional
(29 reviews)

Charming Colonial in the Heart of Mystic: Walk to Downtown, Sleeps 8

Mystic

7% off
S$6,393
for 7 nights, 1 home
S$913 per night
includes taxes & fees
Charming Colonial in the Heart of Mystic: Walk to Downtown, Sleeps 8
Third floor mezzanine, between bedroom and bathroom. Overlooks living area
deck on a sunny morning
Master bedroom--third floor. King bed
living room is very sunny with two sets of sliding glass doors opening to deck
Exceptional
(80 reviews)

Sunny Scandinavian House on Wamphassuc Pt. Harbor view. Short walk to the beach

Stonington

8% off
S$4,076
for 7 nights, 1 home
S$582 per night
includes taxes & fees
Sunny Scandinavian House on Wamphassuc Pt. Harbor view. Short walk to the beach
Property grounds
Living area
Interior
Private kitchen
Exceptional
(5 reviews)

Charming 3-bedroom townhome-like guest unit with AC and WiFi in QEBA

Charlestown

7% off
S$4,393
for 7 nights, 1 home
S$628 per night
includes taxes & fees
Charming 3-bedroom townhome-like guest unit with AC and WiFi in QEBA
Maplewoods - Ample Parking For Cars and Trailered Boat
French doors to the deck
Living Room
Large Open Kitchen
Exceptional
(47 reviews)

Private Sanctuary in Stonington Boro - Stunning Coastal Views - Boaters Paradise

Stonington

6% off
S$5,605
for 7 nights, 1 home
S$801 per night
includes taxes & fees
Private Sanctuary in Stonington Boro - Stunning Coastal Views - Boaters Paradise
Bedroom
Living/Dining Room + Deck
Living/Dining Rm
Exterior
Exceptional
(13 reviews)

Contemporary Cottage

Westerly

7% off
S$2,810
for 7 nights, 1 cottage
S$401 per night
includes taxes & fees
Contemporary Cottage
Living area
Room
Private kitchen
Exterior
Exceptional
(76 reviews)

Historic Three Bedroom Townhouse -- Downtown Mystic

Mystic

12% off
S$3,291
for 7 nights, 1 home
S$470 per night
includes taxes & fees
Historic Three Bedroom Townhouse -- Downtown Mystic
Property grounds
Outdoor dining
Living area
Interior
Exceptional
(7 reviews)

Mystic - Island retreat

Mystic

8% off
S$4,781
for 7 nights, 1 home
S$683 per night
includes taxes & fees
Mystic - Island retreat
Room
Living area
Living area
Exterior
Exceptional
(96 reviews)

Casa De Las Olas - Cute cozy cottage in Westerly, RI

Westerly

7% off
S$2,388
for 7 nights, 1 cottage
S$341 per night
includes taxes & fees
Casa De Las Olas - Cute cozy cottage in Westerly, RI
Historic charm reimagined with modern coastal luxury
Beautiful sunrise mornings with the calming ocean breeze - steps from the beach
“Unwind with cocktails and ocean breezes next door to the Ocean House Hotel.”
Coastal elegance upon entry with coffered ceilings and mahogany trim
Exceptional
(6 reviews)

Watch Hill Luxury by the Sea, Iconic 1852 School House, Beside Ocean House Hotel

Westerly

8% off
S$14,428
for 7 nights, 1 home
S$2,061 per night
includes taxes & fees
Watch Hill Luxury by the Sea, Iconic 1852 School House, Beside Ocean House Hotel
Room
Living area
Private kitchen
Exterior
Exceptional
(5 reviews)

Mystic Inn Suite #1– Stylish Modern Studio Near Downtown & Train Station

Mystic

8% off
S$2,904
for 7 nights, 1 apartment
S$415 per night
includes taxes & fees
Mystic Inn Suite #1– Stylish Modern Studio Near Downtown & Train Station
Exterior
Private kitchen
Room
Interior
Exceptional
(33 reviews)

Heart of Mystic Flat

Mystic

8% off
S$1,801
for 7 nights, 1 apartment
S$257 per night
includes taxes & fees
Heart of Mystic Flat
Doors off the kitchen lead to the covered porch.
Covered outside porch.
Open concept includes a wall of windows that look out at the river.
Apartment is the full lower floor of the guesthouse.
Exceptional
(59 reviews)

One bedroom retreat overlooking Mystic River!

Mystic

8% off
S$2,131
for 7 nights, 1 apartment
S$304 per night
includes taxes & fees
One bedroom retreat overlooking Mystic River!

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

The beachside setting of Westerly is ready to explore

Enjoy the live music and other features of Westerly. This city's beaches, sporting events and seaside draw many visitors. Foxwoods Resort Casino and Mohegan Sun Casino are just a couple of the must-see attractions in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Westerly

Are you hoping to discover attractions to visit while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Westerly a fun spot to go on holiday. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Mystic Aquarium and Institute for Exploration (6.6 mi / 10.6 km)
  • Lake of Isles (9.5 mi / 15.3 km)
  • Saltwater Farm Vineyard (3.8 mi / 6.1 km)
  • Stonington Vineyard (4.3 mi / 6.9 km)
  • Ninigret (4.9 mi / 7.8 km)
  • Jonathan Edwards Winery (6.4 mi / 10.4 km)

Exploring the beaches and other natural features in Westerly

Whether you're an active traveller or just want to spend some time taking in the scenery, Westerly is a great place to get outside. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Misquamicut State Beach (4 mi / 6.4 km)
  • Atlantic Beach Park (4 mi / 6.4 km)
  • East Beach (4.7 mi / 7.6 km)
  • East Beach Watch Hill (5 mi / 8 km)
  • Napatree Point (5.8 mi / 9.3 km)
  • Williams Beach (7.2 mi / 11.6 km)

Seasonal weather in Westerly

If warm-weather activities are high on your list, July, August, September and June are the hottest months to visit, when temperatures average 21°C.

How to get to and around Westerly

The nearest airport is in Westerly, RI (WST-Westerly State), located 2.2 mi (3.5 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into New London, CT (GON-Groton - New London), which is 11.8 mi (19 km) away.

If you'd prefer to travel by train, you can make your way to Westerly Station.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Westerly?
The most sought-after types of holiday rentals in Westerly are houses. Hoping for something different? Vrbo has plenty of options to match the diverse needs of our guests, so you'll see holiday properties in all shapes and sizes. The perfect fit is ready and waiting for you — lock in yours today.
How much does it cost to rent a holiday rental in Westerly?
The average price for a holiday rental in Westerly is based on a number of factors, such as property type, length of stay and time of year. Whether you prefer a villa with space for extended family or a cosy cottage for just you and your sweetheart, just enter your dates of travel to see stays with amazing value.
How much does it cost to rent a beach house in Westerly?
When you travel and the style and size of the property will determine the cost of your beachside stay. Enter your Westerly travel dates to see your options on Vrbo. Can't live without a hot tub, or maybe a private pool? Use the filters to select the amenities and features you want in your rental.
Are there pet-friendly holiday rentals in Westerly?
Pack up a suitcase for your pup because Westerly has 106 properties that throw out the welcome mat to pets. Let your four-legged pal enjoy the family fun at one of our pet-friendly holiday rentals on Vrbo. Simply enter your travel dates and destination, then check our "Pets allowed" filter box.
Can I rent a house with a pool in Westerly?
Add a whole other level of fun to your adventure by booking one of the 14 houses with a private pool in Westerly. Use our search filter to find the kind of property you want on Vrbo, and then spend lazy days splishing and splashing in a swimming pool that's just for you.
What are popular rental amenities in Westerly?
An electric car charging station, a barbecue grill and an ocean view rank as the most popular rental amenities in Westerly. Whether you plan to travel by yourself, with your spouse or a group of dear friends, Vrbo will help you find a holiday home that fits your style with all the features you're looking for.
Are there large group holiday rentals in Westerly?
Pick from 19 holiday homes in Westerly that can host 10 or more guests. Whether you're planning time away with extended family or a celebration like an anniversary, there's ample space to get your group together under the same roof.
Are there holiday rentals in Westerly that welcome kids?
With 106 family-friendly holiday homes to select from in Westerly, now is the perfect time to introduce the kiddos to the pleasures of travel. Click on our "Properties good for families" filter to locate stays packed with conveniences ideal for holidaying families, like living rooms, patios, bunk beds and entertainment areas.
What are the top attractions for families in Westerly?
Keeping the kids occupied during your Westerly holiday is child's play with these family-friendly attractions:
  • Mystic Seaport
  • Mystic Aquarium and Institute for Exploration
  • Misquamicut State Beach
Are there one-bedroom holiday rentals in Westerly?
Westerly has 11 one-bedroom rentals available. Usually situated in prime spots thanks to their smaller size, a one-bedroom holiday rental is great if you're getting away with your partner or a friend. And with comforts like laundry facilities and more privacy than a standard hotel, you'll be able to kick back and relax while exploring this terrific destination.
Can I find two-bedroom holiday rentals in Westerly?
Gather your loved ones and enjoy total privacy and comfort in one of the 31 two-bedroom holiday rentals Westerly has to offer.
Are there holiday rentals with WiFi in Westerly?
Whether you want to keep up with the latest news, make a video call or update your social media, there are 39 holiday homes with WiFi in Westerly. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find holiday rentals with air conditioning in Westerly?
You can choose from 79 Vrbo holiday homes with air conditioning in Westerly providing that cool, cool breeze and extra element of comfort. Enter your desired travel dates and then use our handy filters to help you book stays with air conditioning.
How old do you have to be to rent a holiday rental in Westerly?
It's advisable to check with the Westerly holiday home you'd like on Vrbo as age restrictions differ. However, it's normally 16, 18 or 21.
How long can I rent a holiday rental in Westerly for?
How long you can book a holiday rental in Westerly varies according to the property. Just enter your desired dates to view a list of options offering extended stays. With many features like full kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to find somewhere perfect to call your home away from home in Westerly.

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