Vacation rentals in Westerly

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Top-rated vacation rentals in Westerly

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Guest favourite

Apartment in Stonington

4.98 out of 5 average rating, 102 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!

Jul. 13 – 20

$310 CAD per night

Guest favourite

Home in Westerly

4.95 out of 5 average rating, 307 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.

Oct. 21 – 28

$357 CAD per night

Guest favourite

Guesthouse in Stonington

4.97 out of 5 average rating, 221 reviews

True Artist Loft, 5 minutes to downtown Mystic

The Dacha, as it has lovingly been called for almost 80 years was built in 1945 originally as a studio for the artist that resided on the property. The unique structure is truly one of a kind, fully insulated for winter and tucked away from the road, sitting on a quiet piece of land, just 5 minutes to downtown Mystic. Enjoy modern comforts and a designers decor, while settling in front of the fire, or taking a short drive to all that Mystic has to offer- hiking, water, shops and restaurants.

Sep. 27 – Oct. 4

$337 CAD per night

Guest favourite

Apartment in Stonington

4.99 out of 5 average rating, 136 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. 11 – 18

$188 CAD per night

Guest favourite

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!

Jun. 23 – 30

$523 CAD per night

Guest favourite

Guesthouse in Charlestown

4.88 out of 5 average rating, 267 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.

Mar. 12 – 19

$156 CAD per night

Guest favourite

Guest suite in Stonington

4.98 out of 5 average rating, 107 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

Sep. 17 – 24

$241 CAD per night

Guest favourite

Guest suite in Stonington

4.99 out of 5 average rating, 139 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. 30 – Sep. 6

$400 CAD per night

Guest favourite

Guest suite in Westerly

4.93 out of 5 average rating, 115 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.

Sep. 28 – Oct. 5

$216 CAD per night

Guest favourite

Farm stay in Hopkinton

4.98 out of 5 average rating, 192 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!

Oct. 3 – 10

$244 CAD per night

Guest favourite

Condo in Westerly

4.82 out of 5 average rating, 110 reviews

Misquamicut Beach Cozy Condominium

This unit is located within walking distance to Misquamicut Fire department beach (a private beach). Guest have access to 1 sofa bed and 1 Queen-sizes bed, maximum occupancy is 4 people. Private bathroom with shower, and the condo features outdoor showers. We provide parking for ONE car only and a private beach pass. Parking is unavailable before Check-in and after check-out. Extra vehicles without parking pass will be towed at the owner's expense.

May 22 – 29

$231 CAD per night

Guest favourite

Home in Stonington

4.94 out of 5 average rating, 127 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!

Nov. 2 – 9

$374 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Popular amenities for Westerly vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

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 favourite

Apartment in Stonington

4.95 out of 5 average rating, 131 reviews

Waterfront Marina Living

Sep. 8 – 15

$308 CAD per night

Guest favourite

Guest suite in Westerly

4.98 out of 5 average rating, 61 reviews

Private suite close to beaches and downtown.

Mar. 25 – Apr. 1

$205 CAD per night

Guest favourite

Apartment in Westerly

4.9 out of 5 average rating, 29 reviews

Westerly Apartment Minutes Walk to Downtown

Sep. 3 – 10

$223 CAD per night

Guest favourite

Home in Westerly

5.0 out of 5 average rating, 35 reviews

Home Away Cottage

Oct. 20 – 27

$252 CAD per night

Guest favourite

Guest suite in Westerly

4.98 out of 5 average rating, 41 reviews

Westerly Gap

Dec. 14 – 21

$258 CAD per night

Guest favourite

Home in Westerly

4.98 out of 5 average rating, 65 reviews

Cheerful Cozy Colonial

Jan. 26 – Feb. 2

$253 CAD per night

Guest favourite

Home in Westerly

4.99 out of 5 average rating, 89 reviews

Cute and Close to Beaches and Town

Jan. 31 – Feb. 7

$356 CAD per night

Guest favourite

Home in Stonington

4.98 out of 5 average rating, 53 reviews

A Well Appointed Pad…Flexi-Stay Options

May 31 – Jun. 7

$281 CAD per night

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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

Vacation rentals in Westerly

Top-rated vacation rentals in Westerly

Apartment in Stonington

Home in Westerly

Guesthouse in Stonington

Apartment in Stonington

Apartment in Westerly

Guesthouse in Charlestown

Guest suite in Stonington

Guest suite in Stonington

Guest suite in Westerly

Farm stay in Hopkinton

Condo in Westerly

Home in Stonington

Vacation rentals for every style

Houses

Apartments

Hotels

Popular amenities for Westerly vacation rentals

Stay near Westerly's top sights

Other great vacation rentals in Westerly

Apartment in Stonington

Guest suite in Westerly

Apartment in Westerly

Home in Westerly

Guest suite in Westerly

Home in Westerly

Home in Westerly

Home in Stonington

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

Destinations to explore