Holiday rentals in Westerly

Fireside Delights & Snowy Nights - Sleeps 7

WINTER GETAWAY ALERT: Cozy up on the RI Coast! Welcome to Woodhaus Westerly — a peaceful winter retreat minutes from downtown shops, breweries, and coastal walks. Enjoy 3 private wooded acres for starry-night bonfires, winter trails, and cozy nights by the wood stove with blankets, games, and movies. Dog + kid friendly with plenty of space to relax. Perfect for couples, families, or a remote-work refresh. ☀️Beach Pass returns for Summer 2026! View more photos and updates @Woodhaus_Properties

Downtown Westerly Beach Cottage Getaway

This beautifully finished home in the heart of downtown Westerly is just steps away from Wilcox park and all the surrounding amenities. In 10 minutes or less, drive to popular Misquamicut Beach or lovely Watch Hill Beach. We are also adjacent to Stonington, Ct and Mystic Seaport. The home is equipped with all essentials needed (Premium beds, bedding, towels, kitchenware, smart TVs, high speed WIFI, basic cable, washer-dryer, central AC and heat). You will not be disappointed in the location!

Charming home just a few miles from the beach!

Welcome to Good Vibrations! **New for 2026: an addition of a new master suite for a total of 4 bed, 2 bath** It is located 3 miles from the beach as well as 3 miles from downtown Westerly. The house is in the middle of everything you could need to make your stay more enjoyable; it's within walking distance to restaurants, groceries, and ice cream. Mystic village/aquarium, casinos, and museums are all within 25 minutes. We are on a nice half acre yard perfect for yard games and families.

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!

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

Welcome to Farley Ave! Our 1700’s home was originally a barn to the farm house next door, hence the close proximity and lower original ceilings/beams. Both were converted to a homes in 1905 and then we restored this house 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!

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.

Spring Weekend Beach Escape: Walk to Coffee & Yoga

Spring in Westerly is a hidden gem. Cool mornings, quiet beaches, and no summer crowds. Walk to coffee, take a yoga or sculpt class at BarreCoast just steps away, then spend the afternoon shopping, exploring Watch Hill, visiting vineyards or strolling the shoreline. This is the perfect spot for: - A girls’ weekend - A couples’ coastal escape - A wellness reset - Remote work with beach walks in between - Spending the night post theater or Casino Everything is open — just calmer.

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

FREE Heated Swim Spa, Pool Table, BBQ

Discover the perfect New England getaway at our 5BR Westerly retreat—a spacious haven designed for families, friends, and groups. Gather in the game room with a pool table and full-size bar, relax in the heated swim spa, or enjoy cozy nights by the fire pit and BBQ patio. Just min from beaches, downtown Westerly, Mystic’s historic charm, and nearby casinos, this home blends coastal elegance with modern comfort for an unforgettable stay.

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!

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 for a night of entertainment of movies or live music. Hop the Amtrak for a night out in Mystic, CT or take a stroll through historic Wilcox Park.

Westerly Gap

Westerly Gap is a lovely private suite. 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.