Westerly vacation rentals

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Top-rated vacation rentals in Westerly

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

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Guest favorite

Apartment in Stonington

4.98 out of 5 average rating, 105 reviews

Charming Stonington Getaway - Beaches & Casinos!

Rated one of the Top Destinations of Summer in 2022, come experience all there is to offer in Stonington, CT! Walk away from your worries and into comfort in our seaside-themed apartment. Sink into our plush sofa and binge your favorite shows, cook up a storm with our fully equipped kitchen, or relax in our deck chairs with an early morning mimosa. Venture outside and experience the rolling waves of Rhode Island beaches and the quaint seaside villages of Mystic and the Borough. Come visit today!

Aug 29 – Sep 5

G$42,010 GYD per night

Guest favorite

Home in Westerly

4.95 out of 5 average rating, 310 reviews

BarreCoast Stay: beach pass, casinos, vineyards

Welcome to BarreCoast Stay! My name is Kristen and I am the owner of this beautiful home, as well as BarreCoast the top barre, yoga, boxing studio in RI. This year-round getaway is great for a family vacation, girls or couples trip . This impeccable home sleeps 8 and is in an ideal location. A short 10 minute drive to beaches, 2 min walk to BarreCoast, High Tide Juice Bar, Pizza, Junk Java Coffee Shop, 5 min drive to downtown restaurants, nightlife and Wilcox Park. 20 minutes from casinos.

Nov 10 – 17

G$46,747 GYD per night

Guest favorite

Apartment in Stonington

4.99 out of 5 average rating, 138 reviews

The Moss Farm-private apt- Pawcatuck/Stonington

This very private one bedroom apartment is on the second floor of a farmhouse built in 1714. Located in the village of Pawcatuck in Stonington, CT, it is walking distance to downtown Westerly, RI. A short drive to Mystic, Watch Hill, CT/RI beaches, & casinos. Connecticut College, US Coast Guard Academy and the Groton Sub Base are nearby. The apartment is comfortably furnished with a full size bed and pull out sofa to accommodate a party of four. Exposed beams add character to a modern space.

Oct 4 – 11

G$23,640 GYD per night

Guest favorite

Apartment in Westerly

4.98 out of 5 average rating, 321 reviews

Sweet Summer Retreat

Large, beautiful, air conditioned, 2nd floor self contained apartment in an antique home in Westerly. Perfectly located with a sort walk to downtown cafes and park and 10 mins. To beaches. Quiet residential neighborhood. 3 bedroom apartment - kitchen, living room & bath and lovely porch. Bedrooms have mini splits. Zero contact entry. Family friendly! The first floor owner occupied. Close to casinos, Mystic, Newport, Stonington, Narragansett and to the best beaches on the east coast!

Apr 15 – 22

G$59,791 GYD per night

Guest favorite

Guesthouse in Charlestown

4.88 out of 5 average rating, 269 reviews

Cozy All Season Cabin Near Beach at Rockbriar Farm

Small vintage vacation cabin located in Charlestown, RI a 1 mile walk/bike to the town beach. Located on 7 acres called Rockbriar Farm, the cabin is in a wooded setting away from our home affording privacy for guests. One large room includes the futon bed/couch and the one sink; the shower and toilet are in separate room. Cabin also has a cedar enclosed hot water outdoor shower. Clean, cozy but not luxurious! No stove, but coffee maker, microwave, outside grill, and mini fridge.

Feb 13 – 20

G$20,130 GYD per night

Guest favorite

Guest suite in Stonington

4.97 out of 5 average rating, 110 reviews

The Beacon- Guest Suite

The Beacon is a nautically decorated private suite with over 700 square feet to relax in. Brand new (Built in 2022) clean studio that comes with all new amenities. It's a private space/private entrance attached to our home. The kitchen features a microwave, coffee maker, fridge and dishwasher. The space is equipped with WIFI and a SMART TV. 1.5 Miles to Westerly, RI 5.1 Miles to Misquamicut Beach 5.8 Miles to Mystic, CT 8.1 Miles to Foxwoods Casino 14 Miles to Mohegan Sun Casino

Nov 12 – 19

G$29,768 GYD per night

Guest favorite

Guest suite in Stonington

4.99 out of 5 average rating, 147 reviews

Morgan Suite

The Morgan Suite is a totally private Airbnb located in a quiet neighborhood along the Pawcatuck River. Minutes to downtown Westerly, downtown Mystic, beaches, breweries, wineries and much more. This Airbnb a perfect for a romantic getaway or a relaxing memorable vacation with friends. If you are looking to explore a new area and feel right at home, Morgan Suite is for you! The home is spacious, newly renovated with amenities that make you feel right at home. Newly added - hot tub!

Aug 29 – Sep 5

G$60,041 GYD per night

Guest favorite

Home in Westerly

4.97 out of 5 average rating, 101 reviews

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.

Apr 2 – 9

G$75,442 GYD per night

Guest favorite

Guest suite in Westerly

4.93 out of 5 average rating, 119 reviews

Adorable in-law apartment with private entrance!

An adorable in-law apartment with a private entrance that's close to everything the beautiful town of Westerly has to offer. Come spend the night (or a few) in the very spacious studio equipped with a kitchen, full bathroom, and bedroom with a very comfortable queen bed. -Located 1 mile from historic downtown Westerly and only 4 miles from the beach. -Take a nice 10 minute drive to Mystic, CT. -Foxwoods Casino is 12 miles away. -Private entrance and parking on premises.

Nov 6 – 13

G$26,795 GYD per night

Guest favorite

Farm stay in Hopkinton

4.98 out of 5 average rating, 193 reviews

Farm with a few goats on a lake close to beaches.

This is a bright walk out apartment in our home with a private entrance. We will be here but we give you all the privacy that you want. I have recently lost 3 goats. I still have two goats. This is a rural town 7 miles from Westerly, Rhode Island, and about 12 miles from Mystic. Please read the whole description of this property to make sure it is suitable for your family. Please read my reviews. I think my guests describe the accommodation even better than I do!

Sep 26 – Oct 3

G$33,356 GYD per night

Guest favorite

Home in Stonington

4.95 out of 5 average rating, 132 reviews

Eco Friendly 1700s home! 0.3 miles to Westerly RI!

Welcome to Farley Ave! Our 1700’s barn was converted to a house in 1905 hence the lower ceilings in the kitchen and other various 1700's house quirks! We restored it 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!

Dec 24 – 31

G$47,594 GYD per night

Guest favorite

Guest suite in South Kingstown

4.94 out of 5 average rating, 116 reviews

Guest suite on private lake

Scenic lake-front guest suite and access to 2 kayaks. Lake is ideal for swimming, fishing and paddle boarding. Five minutes to the Amtrak station, thirty to Newport, RI and fifteen to RI's best beaches. If you are interested in touring New England, the location is ideal for day trips to Martha's Vineyard, Boston, and NYC. Property sits in the shadow of URI. The suite sleeps up to 2 comfortably, with a queen-sized bed.

Aug 23 – 30

G$30,255 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Westerly vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Westerly's top sights

Ocean House64 locals recommend

Atlantic Beach Park3 locals recommend

Paddy's Beach Club18 locals recommend

The Andrea29 locals recommend

Wilcox Park26 locals recommend

Windjammer Surf Bar22 locals recommend

Other great vacation rentals in Westerly

Guest favorite

Guest suite in Westerly

4.96 out of 5 average rating, 120 reviews

Room with a View on Spring Pond

Feb 25 – Mar 4

G$53,717 GYD per night

Guest favorite

Apartment in Ledyard

4.96 out of 5 average rating, 138 reviews

Rustic Retreat (just minutes from Casinos/ Mystic)

Oct 3 – 10

G$32,927 GYD per night

Guest favorite

Guesthouse in Stonington

4.97 out of 5 average rating, 223 reviews

True Artist Loft, 5 minutes to downtown Mystic

Oct 22 – 29

G$45,877 GYD per night

Guest favorite

Cottage in Groton

4.94 out of 5 average rating, 141 reviews

EASY BEAT

Mar 16 – 23

G$32,331 GYD per night

Guest favorite

Condo in Westerly

4.82 out of 5 average rating, 111 reviews

Misquamicut Beach Cozy Condominium

Jun 17 – 24

G$37,966 GYD per night

Guest favorite

Home in Preston

4.96 out of 5 average rating, 604 reviews

Entire House Magical Waterfront Getaway

Oct 21 – 28

G$38,317 GYD per night

Guest favorite

Tiny home in Smithfield

4.97 out of 5 average rating, 597 reviews

Tiny Home Eco-Cottage w/ Lake View + Pet Friendly

Sep 22 – 29

G$30,549 GYD per night

Guest favorite

Apartment in Westerly

4.9 out of 5 average rating, 29 reviews

Westerly Apartment Minutes Walk to Downtown

Feb 25 – Mar 4

G$29,670 GYD per night

Show all

Other great vacation rentals in Westerly

Superhost

Apartment in Westerly

5.0 out of 5 average rating, 3 reviews

1-bed apt great for relax & remote business trips

Nov 26 – Dec 3

G$22,378 GYD per night

Guest favorite

Guest suite in Westerly

4.91 out of 5 average rating, 33 reviews

Spacious First floor private suite.

May 10 – 17

G$28,481 GYD per night

Guest favorite

Guesthouse in Westerly

5.0 out of 5 average rating, 8 reviews

A Local's Coastal Escape

Apr 18 – 25

G$28,941 GYD per night

Guest favorite

Home in Stonington

4.94 out of 5 average rating, 36 reviews

Charming 1870s Home Near Beaches and Casinos

Nov 5 – 12

G$34,258 GYD per night

Guest favorite

Cottage in Westerly

4.97 out of 5 average rating, 66 reviews

Downtown Westerly Beach Cottage Getaway

Nov 5 – 12

G$32,999 GYD per night

Guest favorite

Cottage in Westerly

4.95 out of 5 average rating, 85 reviews

Romantic water view cottage - CASITA AL MAR

Dec 9 – 16

G$39,087 GYD per night

Guest favorite

Home in Westerly

5.0 out of 5 average rating, 34 reviews

Brand New Private House in a Charming Beach Town

Jun 7 – 14

G$95,296 GYD per night

Guest favorite

Vacation home in Westerly

4.92 out of 5 average rating, 25 reviews

Purple Ape Escape: Unit 4

Oct 9 – 16

G$60,807 GYD per night

Show all

Quick stats about vacation rentals in Westerly

Total rentals
280 properties
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
200 properties are a good fit for families
Total number of reviews
9.2K reviews

Frequently Asked Questions

Are there apartment rentals with a dedicated workspace in Westerly?
Yes! Work meets play with ease at over 20 apartment rentals in Westerly featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Westerly have air conditioning?
Absolutely! We offer over 130 house rentals with air conditioning in Westerly. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Westerly?
Experience the best of Westerly with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cottage rentals in Westerly have a bbq area?
Absolutely! We offer over 10 cottage rentals with a bbq area in Westerly. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Westerly have a gym?
Absolutely! We offer over 10 house rentals with a gym in Westerly. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly apartment rentals in Westerly?
Westerly has more than 20 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there pet-friendly house rentals in Westerly?
Four-legged friends are welcome in Westerly. Choose from more than 50 house rentals for guests traveling with pets.
Are there Westerly house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Westerly, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Westerly have wifi?
Absolutely! We offer over 140 house rentals with wifi in Westerly. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Westerly?
Enhance your stay in our House Rentals with the most popular amenities: over 80 homes with a bbq area, over 140 homes with wifi, over 10 homes with a gym, over 130 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Westerly vacation rentals

Top-rated vacation rentals in Westerly

Vacation rentals for every style

Apartments

Houses

Cottages

Popular amenities for Westerly vacation rentals

Stay near Westerly's top sights

Other great vacation rentals in Westerly

Guest suite in Westerly

Apartment in Ledyard

Guesthouse in Stonington

Cottage in Groton

Condo in Westerly

Home in Preston

Tiny home in Smithfield

Apartment in Westerly

Other great vacation rentals in Westerly

Apartment in Westerly

Guest suite in Westerly

Guesthouse in Westerly

Home in Stonington

Cottage in Westerly

Cottage in Westerly

Home in Westerly

Vacation home in Westerly

Quick stats about vacation rentals in Westerly

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there apartment rentals with a dedicated workspace in Westerly?

Do house rentals in Westerly have air conditioning?

How much does it cost to stay in apartment rentals in Westerly?

Do cottage rentals in Westerly have a bbq area?

Do house rentals in Westerly have a gym?

Are there family-friendly apartment rentals in Westerly?

Are there pet-friendly house rentals in Westerly?

Are there Westerly house rentals on Airbnb with pools?

Do house rentals in Westerly have wifi?

What are the most popular amenities for House Rentals in Westerly?

Destinations to explore