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, 103 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 5 – 12

G$42,013 GYD per night

Guest favorite

Guesthouse in Stonington

4.97 out of 5 average rating, 222 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.

Oct 4 – 11

G$45,042 GYD per night

Guest favorite

Apartment in Stonington

4.99 out of 5 average rating, 137 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.

Dec 1 – 8

G$23,642 GYD per night

Guest favorite

Guesthouse in Charlestown

4.88 out of 5 average rating, 268 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.

Sep 8 – 15

G$24,167 GYD per night

Guest favorite

Guest suite in Stonington

4.98 out of 5 average rating, 108 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 28 – Oct 5

G$30,093 GYD per night

Guest favorite

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!

Oct 11 – 18

G$49,821 GYD per night

Guest favorite

Home in Westerly

4.97 out of 5 average rating, 100 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.

Mar 4 – 11

G$75,447 GYD per night

Guest favorite

Guest suite in Westerly

4.93 out of 5 average rating, 117 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.

Jan 1 – 8

G$24,763 GYD per night

Guest favorite

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!

Sep 14 – 21

G$33,358 GYD per night

Guest favorite

Guest suite in New Shoreham

4.99 out of 5 average rating, 152 reviews

Hilltop Happiness

We are located high on Mott hill in the center of the island. It's about 2 miles to both harbors. There are lots of hiking trails nearby. We are located near the island airport so small private planes come and go during the day but it is usually very quiet at night. Many of our guests say watching the planes is one of their favorite things. This spot is ideal for visitors who like to retreat to a quieter space at the end of a long day at the beach or an evening on the town.

Oct 7 – 14

G$34,938 GYD per night

Guest favorite

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.

Jun 21 – 28

G$36,632 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 17 – 24

G$30,257 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

Guesthouse in Groton

4.94 out of 5 average rating, 385 reviews

Quiet studio with sleeping loft and deck

Sep 10 – 17

G$25,875 GYD per night

Guest favorite

Home in Stonington

4.95 out of 5 average rating, 128 reviews

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

Nov 1 – 8

G$47,597 GYD per night

Guest favorite

Guest suite in Westerly

4.96 out of 5 average rating, 120 reviews

Room with a View on Spring Pond

Dec 29 – Jan 5

G$56,933 GYD per night

Guest favorite

Home in Westerly

4.95 out of 5 average rating, 309 reviews

BarreCoast Stay: beach pass, casinos, vineyards

Jul 27 – Aug 3

G$81,417 GYD per night

Guest favorite

Apartment in Stonington

4.95 out of 5 average rating, 131 reviews

Waterfront Marina Living

Sep 23 – 30

G$37,403 GYD per night

Guest favorite

Apartment in Westerly

4.98 out of 5 average rating, 320 reviews

Sweet Summer Retreat

Aug 20 – 27

G$83,586 GYD per night

Guest favorite

Cottage in Groton

4.94 out of 5 average rating, 138 reviews

EASY BEAT

Feb 18 – 25

G$32,333 GYD per night

Guest favorite

Apartment in Ledyard

4.96 out of 5 average rating, 134 reviews

Rustic Retreat (just minutes from Casinos/ Mystic)

Feb 3 – 10

G$32,960 GYD per night

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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 4 – 11

G$21,172 GYD per night

Guest favorite

Guesthouse in Westerly

5.0 out of 5 average rating, 8 reviews

A Local's Coastal Escape

Mar 22 – 29

G$28,943 GYD per night

Guest favorite

Guest suite in Stonington

4.79 out of 5 average rating, 63 reviews

Beachy First Level Apt. Near Casinos and Beaches

Oct 14 – 21

G$29,978 GYD per night

Guest favorite

Home in Westerly

4.99 out of 5 average rating, 90 reviews

Cute and Close to Beaches and Town

Nov 25 – Dec 2

G$47,026 GYD per night

Guest favorite

Cottage in Westerly

4.97 out of 5 average rating, 65 reviews

Downtown Westerly Beach Cottage Getaway

Feb 27 – Mar 6

G$34,352 GYD per night

Guest favorite

Home in Stonington

4.98 out of 5 average rating, 55 reviews

A Well Appointed Pad…Flexi-Stay Options

Dec 28 – Jan 4

G$37,373 GYD per night

Guest favorite

Loft in Stonington

4.95 out of 5 average rating, 61 reviews

Farmhouse Guest Suite just built brand new 2023

Feb 14 – 21

G$27,890 GYD per night

Guest favorite

Guest suite in Stonington

4.96 out of 5 average rating, 78 reviews

Crow's Nest Stonington Borough

Sep 15 – 22

G$27,057 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 house rentals with a dedicated workspace in Westerly?
Yes! Work meets play with ease at over 80 house rentals in Westerly featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Westerly have air conditioning?
Absolutely! We offer over 40 apartment 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 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 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 private suite rentals in Westerly have wifi?
Absolutely! We offer over 10 private suite 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 130 homes with air conditioning, over 10 homes with a gym, over 140 homes with wifi, over 80 homes with a bbq area, 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

Hotels

Popular amenities for Westerly vacation rentals

Stay near Westerly's top sights

Other great vacation rentals in Westerly

Guesthouse in Groton

Home in Stonington

Guest suite in Westerly

Home in Westerly

Apartment in Stonington

Apartment in Westerly

Cottage in Groton

Apartment in Ledyard

Other great vacation rentals in Westerly

Apartment in Westerly

Guesthouse in Westerly

Guest suite in Stonington

Home in Westerly

Cottage in Westerly

Home in Stonington

Loft in Stonington

Guest suite 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

Frequently Asked Questions

Are there house rentals with a dedicated workspace in Westerly?

Do apartment rentals in Westerly have air conditioning?

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

Do house 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 private suite rentals in Westerly have wifi?

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

Destinations to explore