Holiday houses in Westerly

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Top-rated holiday rentals in Westerly

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Top Guest favourite
Apartment in Westerly
4.99 out of 5 average rating, 102 reviews

Heathers On High Street King Bed/Twin Bed

Experience Westerly life like a Local! Enjoy this centrally-located Apartment close to Downtown. Easy highway access to the Beach and Casinos. Free Parking with Private entrance opens to a courtyard with Gazebo Sitting area and a Grill just for you! The 2 Bedroom Apartment is located on the 2nd floor with a Full Kitchen/Living Room combination, 1 Bathroom, Washer/Dryer and Central Air. The Master Bedroom has 1 King Bed with a new Nectar Mattress. Second smaller bedroom has a Twin Pillowtop Bed

Top Guest favourite
Apartment in Westerly
4.98 out of 5 average rating, 402 reviews

Sweet Retreat Circa 1900 Restaurants, Park, Beach

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
Apartment in Westerly
4.89 out of 5 average rating, 123 reviews

Westerly Garden Apartment Minutes Walk to Downtown

Comfortable, spacious apartment walking distance to downtown Westerly with patio, outdoor dining and fire pit. Let DownWest Apartment be your landing pad to enjoy nearby beautiful ocean beaches, historic towns, renowned dining and casinos. Head to the United Theater or the Knick for a night of entertainment and dancing, hop the Amtrak for a night out in Mystic, CT or take a stroll through historic Wilcox Park. Or, grab some fresh lobsters to bring home and enjoy all that DownWest has to offer.

Superhost
Apartment in Westerly
4.87 out of 5 average rating, 142 reviews

Salt & Stone House-1 bedroom Oasis 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 Queen 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.

Top Guest favourite
Guesthouse in Westerly
4.99 out of 5 average rating, 110 reviews

Ocean Shire Coastal Retreat + Beach Pass

Ocean Shire: Warm modern updated private coastal cottage located 3 miles of stunning beaches (Misquamicut and Watch Hill). Season beach pass included. Kids welcome. 1100 sq. ft, two bedroom, 1.5 bath attached cottage on 1.4 acres. Watch Hill/Ocean House: 5 min. drive Mystic, CT: 10 miles Stonington, CT: 8 miles Newport, RI: 38 miles Wooded yard is a beautiful tranquil outdoor space. Easy access to shops, restaurants, bars, sailing, water sports and beach are all available at your door.

Top Guest favourite
Cabin in Westerly
5 out of 5 average rating, 141 reviews

Autumn Leaves & Winter Fires - Private, Sleeps 7

NEW THIS SUMMER: Westerly Town Beach Pass now INCLUDED! Welcome to Woodhaus! Where, within 5 miles, you can be lounging on the best Westerly OR Charlestown beaches and enjoy shopping and dining in historic downtown. With 3 private acres, you can enjoy a refreshing outdoor shower, bonfire with friends, backyard games, and walking trails. On cooler nights, fire up the wood stove and cozy up with a blanket. We are a dog and kid friendly home! View more photos and updates @Woodhaus_Westerly

Top Guest favourite
Guest suite in Stonington
4.99 out of 5 average rating, 308 reviews

Morgan Suite - spacious | hot tub | water views!

The Morgan Suite is a private Airbnb located in a quiet neighborhood along the Pawcatuck River. Just minutes to downtown Westerly, downtown Mystic, beaches, breweries, wineries, shops, restaurants and much more. This Airbnb a perfect for a romantic getaway or a relaxing memorable vacation with a friend. If you are looking to explore a new area and relax, the Morgan Suite is for you! The home is spacious, newly renovated with excellent amenities. Newly added - hot tub and massage chair!

Top Guest favourite
Home in Westerly
4.97 out of 5 average rating, 142 reviews

Cheerful Cozy Colonial

Relax at this warm, welcoming, peaceful place to stay, with hiking trails nearby and only a 10-15 minute drive to various beaches, and a 10-minute drive to downtown Westerly. Set on 2+ acres, rejuvenate and connect with friends and family around the outdoor fire pit. Inside you will find a comfortable space with a full kitchen, living room, dining room, three bedrooms, and a full and half bath. In the warmer weather, enjoy the outdoor shower after a long hike or trip to the beach.

Top Guest favourite
Guest suite in Westerly
4.98 out of 5 average rating, 157 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
4.97 out of 5 average rating, 151 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!

Top Guest favourite
Apartment in Westerly
4.99 out of 5 average rating, 203 reviews

THE COOL HOUSE

Spacious two bedroom apartment in beautifully maintained turn of the century home, private entrance. Huge windows keeps this third-floor apartment bright and sunny all day. Within walking distance of Amtrak, downtown restaurants and bars, 10 minute drive to RI beaches, Historic Watch Hill. Also drive to Newport, Casinos and Mystic,CT. This home is a perfect get-a-way. WiFi

Top Guest favourite
Guest suite in Westerly
4.95 out of 5 average rating, 112 reviews

Westerly Gap

Westerly Gap is a lovely private unit located in a quiet, residential neighborhood a mile from the Rhode Island coast. Close to some of the most beautiful beaches the Northeast has to offer. A private outdoor sitting area, outdoor shower and comfortable living space make this the perfect spot for your relaxing beach vacation. Take it easy at this unique and tranquil getaway.

Popular amenities for Westerly holiday rentals

Quick stats about holiday rentals in Westerly

  • Total rentals

    320 properties

  • Nightly prices starting at

    $46 AUD before taxes and fees

  • Total number of reviews

    13K reviews

  • Family-friendly rentals

    230 properties are a good fit for families

  • Pet-friendly rentals

    90 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Destinations to explore