Holiday rentals in Westerly

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Top-rated holiday rentals in Westerly

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Guest favourite

Rental unit in Stonington

4.97 out of 5 average rating, 143 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!

Guest favourite

Cabin in Westerly

5 out of 5 average rating, 111 reviews

Woodhaus Westerly -3 BR, 2 BA Modern Log Home

Welcome to Woodhaus! Where, within 5 miles, you can be lounging on the best Westerly OR Charlestown beaches, shopping and dining in historic downtown Westerly, or walking nature trails right from the back yard! With 3 acres of private land, you can enjoy a refreshing outdoor shower, bonfire with friends, backyard games, and dining al fresco. On cooler nights, fire up the wood stove and cozy up with a blanket. We are a dog and kid friendly home! Find us on I n s t a g r a m :@Woodhaus_Westerly

Guest favourite

Apartment in Westerly

4.98 out of 5 average rating, 358 reviews

Sweet Summer Retreat Walk to Restaurants and shops

Beautiful beach town 2nd floor self contained apartment in antique home! Perfectly located - a short walk to downtown cafes, park and 10 mins. to Westerly beaches. Quiet residential neighborhood. 3 bedroom apartment with ac & heat - kitchen, living room, bath and lovely porch. Mini splits & ceiling fans in BRs Zero contact entry. Family friendly! The first floor owner occupied. Close to casinos, Mystic, Newport, Prov. Stonington, Narragansett, URI and to the best beaches on the East Coast!

Guest favourite

Home in Westerly

4.96 out of 5 average rating, 346 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 6 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.

Superhost

Rental unit in Westerly

4.87 out of 5 average rating, 114 reviews

Downtown Getaway Oasis 1 bedroom, 1 bath sleeps 4

Downtown 1 bd, 1 bth unit. Park your car and walk downtown to shop, grab a bite to eat, catch a movie at the renovated United Theater or take a stroll in beautiful Wilcox park. This gem is in the heart of Westerly and only a 10min. drive to the beach. Finish your day on the back porch overlooking the fenced in yard. Can sleep 4. 1 bdrm with Full bed and living room pullout full size bed. Grocery, Liquor, restaurants, laundromat are all steps away from this well kept secret on a dead end road.

Guest favourite

Home in Westerly

4.96 out of 5 average rating, 115 reviews

Charming Dunn’s Corners (Westerly) Cape

This deceptively spacious Westerly cape is ready for the perfect vacation! Centrally located in Dunn’s Corners, the home is less than 2 miles from Westerly’s town and state beaches, and less than 5 miles from stunning Watch Hill. The home’s enormous deck and yard are ideal for outdoor gatherings with family and friends. Second floor master bedroom suite. Kitchen/dining room perfect for all dining needs. Outdoor shower! RI RE.01692-STR (Rhode Island) STR-22-357 (Town of Westerly)

Guest favourite

Home in Westerly

4.97 out of 5 average rating, 117 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.

Guest favourite

Guest suite in Westerly

4.92 out of 5 average rating, 168 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.

Guest favourite

Guest suite in Westerly

4.98 out of 5 average rating, 104 reviews

Private suite close to beaches and downtown.

The Ruedemann Suite is situated off of our main house in a quiet neighborhood. We are located 3 miles from Misquamicut Beach & Watch Hill. Historic Downtown Westerly with its thriving restaurant, arts & music scene is 1.5 miles from the house. Take a short drive to Stonington or Mystic for shopping or local vineyards. Feeling lucky? Mohegan Sun & Foxwoods Casinos are close by! Newport & Providence are a 45-minute drive. Follow on the gram @ruedemannsuite

Guest favourite

Home in Westerly

4.98 out of 5 average rating, 120 reviews

Cute and Close to Beaches and Town

A cute comfortable 2 bedroom 2 bath home with summer beach parking pass. Recently updated and furnished. A fenced in backyard. Allowing pets. Close to all in Westerly and South County. Grey Sail brewery, shops, restaurants. A 5 minute walk to restaurants, About a mile to Downtown Westerly and Wilcox park. 4 Miles to Misquamicut beach and Watch Hill. Central AC. Fenced in back yard allowing pets Great place to rent year round!

Guest favourite

Guest suite in South Kingstown

4.96 out of 5 average rating, 415 reviews

Beautiful Green Hill Guest Suite

355 Holly Road is located just South of Narragansett, 7.5 miles from URI, and close to many fabulous restaurants and the best of beaches. Easy on, easy off Route One. Come stay in our clean, spacious studio apartment with a private entrance. We offer: A free beach pass to SK Town Beach Two Kayaks for Green Hill pond and beyond Two bicycles Beach chairs and umbrellas Outside shower Backyard fire pit

Guest favourite

Guest house in Mystic

4.98 out of 5 average rating, 594 reviews

Gorgeous Waterfront Getaway

Perfect getaway from the city for couples wanting peace and tranquility and stunning views. A beautiful waterfront one bedroom guesthouse, one and one-half miles from downtown Mystic CT. Beautifully decorated with art and antiques. Kitchenette, full bath and loft bedroom. Queen bed. Air conditioning and heated. Belgian linen bedding! Private patio. Dock. Kayak/Canoe rentals close by. Internet.