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.

Guest favorite

Home in Westerly

4.96 out of 5 average rating, 304 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.

Apr 16 – 23

€ 216 per night
Guest favorite

Apartment in Stonington

4.99 out of 5 average rating, 134 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.

Mar 2 – 9

€ 126 per night
Guest favorite

Apartment in Westerly

4.98 out of 5 average rating, 320 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!

Dec 30 – Jan 6

€ 295 per night

Popular amenities for Westerly vacation rentals

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

Westerly beach vacation rentals

Guest favorite

Guesthouse in Mystic

4.99 out of 5 average rating, 535 reviews

Gorgeous Waterfront Getaway

Oct 5 – 10

€ 202 per night
Guest favorite

Cottage in Waterford

4.99 out of 5 average rating, 104 reviews

Classic CT Cottage w/ Trail by Harkness Park/Ocean

Apr 12 – 19

€ 175 per night
Guest favorite

Cottage in South Kingstown

4.92 out of 5 average rating, 133 reviews

THE WHITECAP COTTAGE

Oct 12 – 19

€ 155 per night
Guest favorite

Guest suite in Westerly

4.96 out of 5 average rating, 120 reviews

Room with a View on Spring Pond

Nov 16 – 23

€ 298 per night
Guest favorite

Apartment in Stonington

4.95 out of 5 average rating, 131 reviews

Waterfront Marina Living

Aug 30 – Sep 6

€ 211 per night
Superhost

Cottage in Charlestown

4.88 out of 5 average rating, 125 reviews

Pet-Friendly Private Beach Oceanfront Cottage A/C

Dec 23 – 30

€ 557 per night
Guest favorite

Guest suite in South Kingstown

5.0 out of 5 average rating, 453 reviews

East Matunuck Studio-Close to Beach & Oyster Bar

Nov 27 – Dec 4

€ 172 per night
Guest favorite

Cottage in South Kingstown

4.93 out of 5 average rating, 107 reviews

The Snug Cottage: Walk to Water-Newly Renovated

Sep 9 – 16

€ 177 per night
Guest favorite

Cottage in Waterford

4.99 out of 5 average rating, 106 reviews

Coastal Cottage Private Studio

Apr 8 – 15

€ 180 per night
Guest favorite

Home in Stonington

4.95 out of 5 average rating, 166 reviews

Romantic Seaside Cottage in Mystic

Nov 12 – 19

€ 250 per night
Guest favorite

Apartment in Stonington

4.95 out of 5 average rating, 213 reviews

Mystical Ocean View in Historic Stonington Borough

Aug 12 – 19

€ 604 per night
Superhost

Apartment in Newport

4.83 out of 5 average rating, 110 reviews

1 bed near downtown

Jan 26 – Feb 2

€ 122 per night

Westerly house rentals

Guest favorite

Home in Stonington

4.94 out of 5 average rating, 123 reviews

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

Mar 1 – 8

€ 251 per night
Guest favorite

Home in Preston

4.96 out of 5 average rating, 595 reviews

Entire House Magical Waterfront Getaway

Dec 29 – Jan 5

€ 202 per night
Guest favorite

Home in Stonington

4.92 out of 5 average rating, 232 reviews

🧭 Newly Remodeled Home Near Westerly and Mystic

Jun 25 – Jul 2

€ 297 per night
Guest favorite

Home in Preston

5.0 out of 5 average rating, 117 reviews

New Lake Front Home w/ Game Room & Stunning Views

Sep 12 – 19

€ 457 per night
Guest favorite

Home in Charlestown

4.95 out of 5 average rating, 118 reviews

Spacious RI Beach Escape

Jun 2 – 9

€ 429 per night
Guest favorite

Home in Stonington

4.95 out of 5 average rating, 104 reviews

Bright and Cheerful Two Bedroom Home in Mystic

Oct 5 – 12

€ 221 per night
Guest favorite

Home in Charlestown

4.96 out of 5 average rating, 103 reviews

Simply a Sanctuary at Watchaug

Mar 10 – 17

€ 337 per night
Guest favorite

Home in East Lyme

4.96 out of 5 average rating, 103 reviews

Walk to the beach at Black Point, Niantic, Ct

Mar 3 – 10

€ 167 per night
Guest favorite

Home in South Kingstown

4.96 out of 5 average rating, 136 reviews

Newly renovated beach house close to beaches.

Oct 14 – 21

€ 364 per night
Guest favorite

Home in Stonington

4.98 out of 5 average rating, 130 reviews

Seaport Sanctuary: walking distance to downtown Mystic

Sep 17 – 24

€ 470 per night
Guest favorite

Home in Narragansett

4.95 out of 5 average rating, 121 reviews

Ocean Road Residence - Walk to Ocean!

Feb 11 – 18

€ 917 per night
Guest favorite

Home in North Stonington

4.98 out of 5 average rating, 103 reviews

The Perch

May 6 – 13

€ 417 per night

Westerly cottage rentals

Guest favorite

Cottage in Groton

4.94 out of 5 average rating, 136 reviews

EASY BEAT

Jan 19 – 26

€ 163 per night
Guest favorite

Cottage in Voluntown

4.95 out of 5 average rating, 181 reviews

Lakeside Cottage in the Forest

Nov 23 – 30

€ 162 per night
Superhost

Cottage in Scituate

4.9 out of 5 average rating, 193 reviews

5 Star cottage in historical Clayville

Apr 3 – 10

€ 105 per night
Guest favorite

Cottage in Hopkinton

4.98 out of 5 average rating, 123 reviews

Lakeside Cottage in Hope Valley, RI

Oct 17 – 24

€ 215 per night
Guest favorite

Cottage in Ledyard

4.92 out of 5 average rating, 199 reviews

Lakeside cottage with beautiful views up the lake!

Nov 28 – Dec 5

€ 213 per night
Superhost

Cottage in Clinton

4.87 out of 5 average rating, 391 reviews

Shalom Cottage with beach rights.

Mar 12 – 19

€ 115 per night
Guest favorite

Cottage in Narragansett

5.0 out of 5 average rating, 186 reviews

♥CozyGetaway-Narragansett-15min to Newport-HotTub♛

Dec 17 – 24

€ 216 per night
Guest favorite

Cottage in Newport

4.97 out of 5 average rating, 245 reviews

Beach Break Guest Cottage

Apr 7 – 12

€ 214 per night
Guest favorite

Cottage in South Kingstown

4.93 out of 5 average rating, 181 reviews

Riverview beach cottage

Dec 7 – 14

€ 185 per night
Guest favorite

Cottage in Groton

4.99 out of 5 average rating, 146 reviews

Mind Over Mystic Cottage

Jul 17 – 24

€ 366 per night
Superhost

Cottage in Chaplin

4.88 out of 5 average rating, 128 reviews

Clark Cottage in the historic village in Chaplin

Jul 8 – 15

€ 148 per night
Guest favorite

Cottage in Groton

4.95 out of 5 average rating, 269 reviews

Restored Historic Schoolhouse, Mystic River Views

Nov 4 – 11

€ 217 per night

Quick stats about vacation rentals in Westerly

Total rentals

280 properties

Rentals with dedicated workspaces

130 properties have a dedicated workspace

Rentals with a pool

20 properties have a pool

Pet-friendly rentals

70 properties allow pets

Family-friendly rentals

200 properties are a good fit for families

Total number of reviews

9.1K reviews

Frequently Asked Questions

  • What types of vacation rentals are available in Westerly?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Westerly. From over 10 cottage rentals to over 150 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • Are there vacation rentals with a dedicated workspace in Westerly?

    Yes! Work meets play with ease at over 130 vacation rentals in Westerly featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Westerly?

    Four-legged friends are welcome in Westerly. Choose from more than 70 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in cottage rentals in Westerly?

    Experience the best of Westerly with our cottage rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Westerly have self check-in?

    Absolutely! We offer over 50 house rentals with self check-in in Westerly. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Westerly have a bbq area?

    Absolutely! We offer over 80 house 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 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!

  • Are there family-friendly house rentals in Westerly?

    Westerly has more than 140 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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 10 homes with a gym, over 50 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

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