Holiday rentals with outdoor seating in Westerly

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

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.

Sunny Wakefield studio apartment

Attached to a family home but its own private space—including a private entrance, dedicated parking space, small deck, and lawn area with seating—this sunny studio is in the walkable heart of Wakefield, near URI, beaches, Newport, bike path. Queen bed; queen sleeper couch; best suited to 2 adults (the sleeper couch works best for children). Fridge, micro, coffee, grill (no oven). Allergy friendly: Free & Clear laundry products; no pets. Self check-in. Automatic discount for longer stays.

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!

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.

Ocean Shire Coastal Retreat + Beach Pass

Warm, modern 2BR coastal cottage on 1.4 wooded acres just 3 miles from Watch Hill and Misquamicut Beaches, with seasonal beach pass included - family friendly, peaceful, and hosted by a 4.99-star Superhost. What You Will Love Bright modern interior with coastal charm. Spacious wooded yard for morning coffee Easy access to beaches, restaurants and local shops, all within a short drive Nearby Attractions Ocean House, Watch Hill Taylor Swift Watch Hill House Mystic, CT Newport, RI

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

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.

Historic Waterfront School House

Escape to a historic 1857 schoolhouse cottage on the Mystic River. This unique 1-bed, 1-bath waterfront retreat is perfect for couples or solo travelers. Enjoy stunning views of the Mystic Drawbridge and Seaport from your private patio. Just a 2-block walk to historic Downtown Mystic, this charming space combines authentic history with modern comfort for an unforgettable stay.