Holiday rentals in Shelter Harbor

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Shelter Harbor

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Guest favourite
Two lounge chairs are positioned on the grassy edge overlooking the calm waters of Winnapaug Pond. The scenery features distant waterfront homes and patches of tall grass, creating a serene atmosphere along the water's edge.
Home in Westerly
4.97 out of 5 average rating, 63 reviews

Private chic waterfront retreat-newly renovated.

NEWLY RENOVATED CHIC WATERFRONT FAMILY RETREAT The perfect getaway spot! This newly renovated 3bed/2.5 bath gem sits on 1+ secluded acres on pristine Winnapaug Pond and Weekapaug golf course. A perfect place to enjoy the day exploring the backyard salt pond (kayaks, paddle boards, canoe incl) or sticking your toes in the sand and sea (5 minutes away. Weekly summer rentals only accepted as a Saturday to Saturday stay. 10 min to historic Watch Hill 25 min to Foxwoods. Don't miss out. Book now:)

Top guest favourite
A spacious kitchen features a large island with intricate granite countertops and an integrated cooktop. Elegant dining chairs surround a rustic table, while large windows provide a view of the lavender field. Wood paneling and a flat-screen TV add warmth to the inviting atmosphere.
Farm stay in South Kingstown
4.99 out of 5 average rating, 389 reviews

Lavender Farm Private Luxury Suite

The luxury suite features reclaimed wood from a 150 year old silo. Reclaimed beams adorn the ceiling. The shower features rainfall, waterfall and massage jets. There is a four post king size reclaimed wood bed with an amazing second floor view of the entire circular lavender field. There is also an open kitchen/living room area with a view of 4,000+ lavender plants. You will be surrounded by custom-picked imported Italian granite selections. The sinks in the suite feature amethyst geodes.

Top guest favourite
An open-concept living space is illuminated by natural light, featuring a modern kitchen with a large marble island and bar seating. A cozy seating area is positioned nearby, with a view of a decorative sign reading 'Relax.' A spiral staircase leads to the upper loft.
Home in Preston
5.0 out of 5 average rating, 219 reviews

Lake Home w/Game Room 5 Min To Foxwoods & Mohegan

Relax and enjoy the breathtaking views of this new contemporary lake front home. Offering the best of New England, 5 min. from Foxwoods, 10 min. from Mohegan Sun, with multiple choices of hiking, boating, shopping and dining. Stunning 14' cathedral ceilings, fully equipped kitchen w/ granite counter tops, tiled shower w/ full amenities and a full game room. You can not get any closer to the water! This 1 Bdrm, w/ open low ceiling loft, sleeps 6, 1100 square ft. building completed in 2022.

Top guest favourite
Tiny home in Mansfield
5.0 out of 5 average rating, 34 reviews

Handcrafted Timber Frame Cabin Retreat

Escape to the woods and slow things down at this beautifully handcrafted timber frame cabin, tucked away among towering trees and nature’s quiet. Built with exposed beams, natural wood, and timeless craftsmanship, this cabin blends rustic charm with modern comfort—perfect for a romantic getaway, creative retreat, or unplugged weekend escape. Whether you’re looking to reconnect, recharge, or simply enjoy the beauty of the forest, this timber frame cabin offers a warm and memorable escape.

Top guest favourite
A cozy cottage exterior is showcased, featuring a gabled roof and wooden siding in earthy tones. A spacious screened porch with rocking chairs invites relaxation, while a nearby shed complements the rustic aesthetic. Surrounding nature highlights seasonal foliage, enhancing the tranquil setting.
Home in Stonington
4.96 out of 5 average rating, 208 reviews

Romantic Seaside Cottage in Mystic

This cozy seaside cottage with sleep loft has the look and feel of an old classic yacht inside with modern amenities. Couples will love the water views, screened porch, gas-wood stove, heated stone floor in cedar bathroom, outdoor shower and patio. Another larger 2 bedroom cottage on property is for rent also for families with younger children. This rental is NOT suitable for toddlers or children under 12 due to the open balconies, railings and narrow spiral staircase to the loft.

Top guest favourite
Home in South Kingstown
4.97 out of 5 average rating, 144 reviews

Stunning Waterfront Cottage with Big Yard & Dock!

Escape to the tranquil beauty of "A Summer Place," a charming 1,500 sq ft waterfront cottage nestled just steps from RI's stunning coastline and pristine beaches. Whether you're planning a family getaway or a retreat with friends, this idyllic home offers the perfect blend of rural charm and modern amenities, all in a prime location near local shops, bakeries, cafes, and top-rated restaurants. The expansive yard and private dock provide an unbeatable setting while you sit back and relax!

Top guest favourite
Guest suite in Stonington
4.98 out of 5 average rating, 394 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 Charlestown
4.99 out of 5 average rating, 104 reviews

2 Acre Lakefront Getaway (Sauna/Firepit/Kayaks)

Step into our beloved family lake house on Pasquiset Pond. It’s a quiet, cozy spot designed for unwinding and spending quality time with family, no matter the season. Catch sunrises right over the pond, gather by the fire pit for sunsets, and bring your dogs along for a cozy getaway! When you’re ready to get out and explore, beautiful ocean beaches are just 10 to 15 minutes away, alongside nearby nature reservations with great walking trails, local shops, and coastal spots to check out.

Top guest favourite
An inviting living space is characterized by high post and beam cathedral ceilings, with a floor-to-ceiling fieldstone fireplace as a focal point. Cozy seating is arranged around a central coffee table, with warm lighting provided by string lights. The area reflects a blend of rustic charm and modern comfort.
Cabin in Westerly
5.0 out of 5 average rating, 175 reviews

Sunny Days, Starry Nights | 10 Min to Beaches

☀️ WESTERLY BEACH PASS INCLUDED ☀️ Welcome to Woodhaus Westerly — Minutes to both Westerly and Charlestown beaches, downtown shops, breweries, and coastal walks. Enjoy a crisp beverage on the front porch swings, cool off in the outdoor shower then take in the stars after dark while enjoying an evening bonfire. Dog + kid friendly with plenty of space to relax. Perfect for couples and families - designed for making summer memories. View more photos and updates @Woodhaus_Properties

Top guest favourite
A bright living space features a white brick fireplace, complemented by a black fire screen. Above the mantel, a large, minimalistic artwork with a sun motif is displayed. Shelving holds neatly stacked firewood and decorative items, enhancing the room's inviting ambience.
Home in Westerly
4.98 out of 5 average rating, 130 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
A historic three-bedroom home is seen nestled by the water, surrounded by lush greenery. A private dock extends into the pond, with a paddleboard resting nearby, inviting exploration. The exterior features a charming stone façade and a covered porch, providing a serene backdrop against the shimmering water.
Home in Westerly
4.85 out of 5 average rating, 46 reviews

Historic Waterfront Oasis in Shelter Harbor

The Pond House is a historic three-bedroom home nestled in Shelter Harbor, a community of Westerly, Rhode Island. Our cozy property is on the water with ocean and pond views from the porch and sun deck, providing stunning sunrises and sunsets. You will have private saltwater pond access right in the backyard, as well as private ocean beach access with our beach tags. The Pond House is home to 100 years of memories for our family. We're excited to share it with you.

Guest favourite
The exterior of a multi-story house features a combination of stone and wood siding, with large windows that provide ample natural light. Balconies are present on each level, overlooking lush greenery. The design incorporates architectural details that highlight its modern coastal charm.
Apartment in Westerly
4.93 out of 5 average rating, 162 reviews

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.

Popular amenities for Shelter Harbor holiday rentals