
Places to stay near Fenway Beach
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Top-rated holiday rentals near Fenway Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

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

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.

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.

Autumn Leaves & Winter Fires - Private, 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

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.

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.

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 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.

Beach Escape. Walk to Beautiful Beaches
Two bedroom, two bathroom, open floor plan, two beautiful decks to watch the sunrise and sunset. Less than five minute walk to the beach. Feel free to reach out with any questions. I’ll get back to you as soon as I can. Parking accommodations: There is only ONE assigned parking spot. Additional vehicles will need to park off property. ONE ASSIGNED PARKING SPOT.

Peak Foliage is almost here!
Come to the woods of Southeastern Connecticut and enjoy some solitude and connection in the woods while wrapped in our flannel LL Bean bathrobes. Snuggle with a glass of wine or coffee by the fire and unplug, rest, and rejuvenate with your partner or by yourself. Only fifteen minutes away from casinos, shopping or restaurants in Mystic or downtown Westerly, RI.
Popular amenities for holiday rentals near Fenway Beach
Apartment rentals with wifi

cozy 1 bedroom apartment with parking & balcony

Mon Reve Cottage Suite by PVDBNBs (2 bed, 1 bath)

Stylish Downtown Apartment

Harper House Heart of DT Mystic Luxury Getaway

Montauk Waterfront Condo w/ Sunset Views

The Vacay Villa

Peaceful Oasis steps from Mohegan Sun

KINGbed-Casino-HotTub-Pool-Sauna-Massagechair-golf
Family-friendly house rentals

Peaceful Beach Retreat/Casino Stay Alternative

Lux 4BR Private Indoor Heated Pool - Mystic Home

Charming Dunn’s Corners (Westerly) Cape

Perfect New England Getaway has a pool/ hot tub

Thames River Cottage · Near Casinos + USCGA

Westerly-Misquamicut Beach Home

Stunning Waterfront Cottage with Big Yard & Dock!

Unobstructed Water Views & Huge Patio with Hot Tub
Apartment rentals with air conditioning

THE COOL HOUSE

Mystical Ocean View in Historic Stonington Borough

Downtown Mystic, Private Deluxe 2BR + Parking - 4B

Mystic for Two

Cute and Convenient

Historic Stonington Apartment:Walk to Shops+Harbor

Rare find beautiful studio on the Mystic River

A Well Appointed Pad, Porch, & Patio
Other great holiday rentals near Fenway Beach

Water Forest Retreat -Octagon

Room with a View on Spring Pond

Downtown Westerly Beach Cottage Getaway

Gorgeous Waterfront Getaway

Beachy First Level Apt. Near Casinos and Beaches

Waterfront Secluded Home with Dock

Brand New Private House in a Charming Beach Town

Cozy All Season Cabin Near Beach at Rockbriar Farm
Destinations to explore
- Foxwoods Resort Casino
- Brown University
- Charlestown Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Point Judith Country Club
- Ocean Beach Park
- Easton Beach
- Shinnecock Hills Golf Club
- Blue Shutters Beach
- Oakland Beach
- Groton Long Point Main Beach
- Napeague Beach
- Roger Williams Park Zoo
- Horseneck Beach State Reservation
- Brownstone Adventure Sports Park
- Second Beach
- Sandy Beach
- Ninigret Beach
- Island Park Beach
- Amagansett Beach
- The Breakers
- Groton Long Point South Beach
- South Shore Beach