Holiday rentals in East Side of Ragged Island

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Top-rated holiday rentals in East Side of Ragged Island

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

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Top guest favourite
A spacious living area features a large sectional sofa positioned near a modern wood-burning fireplace. Expansive glass doors showcase a scenic view of the water, providing natural light. A wooden dining table is visible, accompanied by barstools at the kitchen counter, emphasizing an open layout.
Cottage in Sable River
5 out of 5 average rating, 75 reviews

Unique Oceanfront 2BR w/ Private Baths, Hot Tub

Nestled in a rural coastal Nova Scotia community, The Red Door Barn is a cozy oceanfront, all-season escape for 4. With 2 bedrooms with private ensuites, a modern kitchen with stunning views, a wood-burning fireplace, screened-in porch, hot tub, outdoor fire pit, large upper deck for relaxing and stargazing, A/C, and BBQ it’s perfect for couples, friends, or a girls’ getaway. Walk to the beach, enjoy fresh lobster year-round, and bring your dog to experience the South Shore’s coastal adventures.

Top guest favourite
A charming cottage is set amidst a lush meadow, surrounded by tall grass and shrubs. A winding dirt path leads towards the house, framed by clear blue skies and the distant ocean visible in the background.
Home in Shelburne
5 out of 5 average rating, 15 reviews

Orchard Point Private Oceanfront Paradise

On a bold Atlantic headland uniquely surrounded by a magnificent mile-long off-shore reef, Orchard Point is an unparalleled paradise of secluded serenity. The artfully renovated 19th Century sea captain's haven sits atop a long shoreward meadow fringed in wild apple and spruce, and affords guests spectacular ocean vistas from every window. Just 6 miles east of the historic port town of Shelburne along Nova Scotia's scenic Lighthouse Route. Near beaches/shops/museums/theater/restaurants/festivals

Guest favourite
A two-story house features grey shingle siding and a white roof. The front porch is accessible, and large windows provide views of the surrounding greenery. A small seating area is visible on the wooden deck, enhancing the outdoor space.
Holiday home in Lockeport
4.78 out of 5 average rating, 27 reviews

For writers, contemplatives, surfers, & families

With its wild beauty, regional character, and historical depth, here you’ll find a retreat for surfers, writers, artists, or contemplatives – or a memorable vacation for families. On a point facing south into the Atlantic Ocean, this private home is located outside the town of Lockeport. Part of the Southwest Nova Biosphere Reserve, our warm micro-climate brings unusually mild weather year-round, and our long empty waves and countless hidden breaks make this a beach-walker or surfer’s paradise.

Guest favourite
The shoreline features a calm stretch of water reflecting the colors of the sunset. Smooth rocks dot the sandy beach, which transitions into the glistening water. The scene is framed by trees in the background and a clear sky painted in soft hues.
Cottage in Sable River
5 out of 5 average rating, 21 reviews

Private beach, 4BR, fam friendly, sunsets

Relax and enjoy the peaceful privacy of our oceanfront retreat on Lockeport Harbour. You will find everything you need for a cozy getaway or a family vacation. This 200 year old home has been tastefully updated while retaining its historic charm. A short path leads to the shoreline and the calm, sand — cobble cove is perfect for kayaking, swimming and exploring. And oh the sunsets! A 10 minute drive offers spectacular beaches galore and the town of Lockeport with all the amenities you'll need.

Top guest favourite
A charming cottage peeks through a vibrant landscape of lush greenery and blooming flowers, including tall purple lupins. Mature trees provide a natural backdrop under a clear blue sky, creating a serene and inviting setting.
Cottage in Region of Queens Municipality
5 out of 5 average rating, 21 reviews

Elegant Private Summerville-Beachfront Retreat

Sea Rose is a gorgeous one-of-a-kind, property on a 2-acre naturally landscaped ocean front property, with private tennis court, hot tub and beach, as well as a stunning view straight down the one-mile, soft, white-sand, Summerville Beach. Our cottage has incredible views and is elegantly designed with care and luxury, relax in Sea Rose bathrobes, fresh towels, and slippers while you celebrate your anniversary, birthday or surprise your partner turning a few ordinary days into magic.

Top guest favourite
A serene outdoor deck features four red Adirondack chairs, facing a stunning sunset over the ocean. Waves gently lap the shore, while trees frame the view, highlighting the peaceful coastal setting.
Home in Sable River
4.96 out of 5 average rating, 56 reviews

Majestic Ocean Front

8 acres of solitude on the ocean with a southern exposure. You will not find another place quiet like this one. Designed and hand crafted by Ray Titterington master carpenter. The Cactus solarium which can reach 40c is a great place to see amazing cacti flowers and free your mind from the worries of today. You truly feel like your in another world. There is a small pond with seating where the water Lillie’s bloom all summer long. The sound of the ocean crashing here is unforgettable.

Top guest favourite
A wooden deck extends from the building, offering sweeping views of the Atlantic Ocean and surrounding forest. Sunlight illuminates the scene, highlighting the vibrant foliage in shades of red and orange, while the tranquil water reflects the clear sky.
Tower in Sable River
4.97 out of 5 average rating, 229 reviews

The Tower Cabin at Tillys Head -a Place to Dream

Enjoy the lovely setting of this romantic spot in nature. The tower at Tillys Head is a unique structure built off grid high on a cliff on the South Shore of Nova Scotia, overlooking the Atlantic Ocean. Anyone who is looking for a place to unwind and leave the real world behind for a while will fall in love with this special place.Be aware that this is a rustic cabin, not a luxury accommodation. A 10 min walk through the woods is required to get from the parking lot to the cabin.

Top guest favourite
An open-plan interior features warm wood flooring and natural light streaming through a large window. A cozy red chair is positioned by the entrance, while a small table and a chair are neatly arranged in front of the window, creating a welcoming space.
Cabin in Shelburne
4.94 out of 5 average rating, 71 reviews

Handcrafted creative cabin with a sauna and piano

Come for a tranquil, secluded getaway in our handcrafted cabin near the end of a remote Nova Scotian peninsula that feels wonderfully your own. Enjoy morning lattes on the timber-frame porch, beachcomb and surf at the nearby beach, bike to the local wharf, unwind with a wood-fired sauna and cold plunges in the creek, write songs or poems on the piano or typewriter, get creative in the converted school bus studio, or simply sit by the wood stove with a good book or a tasty drink.

Top guest favourite
A wooden hot tub is positioned on a deck overlooking a serene body of water. A chimney rises from the center of the tub, with the surrounding area featuring lush greenery and bare trees. The sky displays soft pastel colors, indicating a calm evening.
Cottage in Lydgate
4.93 out of 5 average rating, 71 reviews

Sperry Cove Lookout

Welcome to Sperry Cove Lookout! Enjoy incredible views of West Green Harbour while enjoying your morning coffee on the deck. You might spot porpoise and certainly seabirds along the shore . The 500 ft of direct waterfront gives you access to the protected cove, while being a short paddle from the open ocean. Two kayaks and one canoe are available for guest use. While not on the water, enjoy a soak in the wood fired hot tub or explore the nearby towns of Lockeport and Shelburne.

Top guest favourite
A modern tiny home is framed by lush greenery, featuring a spacious wooden deck. Two wicker chairs are positioned invitingly on the deck, complemented by potted plants. The exterior showcases large windows, allowing natural light to illuminate the interior while offering views of the surrounding nature.
Tiny home in Barrington Passage
4.95 out of 5 average rating, 222 reviews

Tiny Hunter *Private hot tub*

Enjoy being surrounded by nature from the time you wake until the time you sleep? This brand new tiny home is for you! Star gaze from the hot tub, grab a book and relax the a hammock under the birch trees or take a bike ride(bikes provided) along the Barrington Trail. The property has direct access to the trail which is great for walks, runs, bicycles and atvs. It also connects with the sidewalk in town which leads right to North East Point Beach. *Pet friendly upon request

Top guest favourite
Home in Shelburne
5 out of 5 average rating, 24 reviews

Ocean’s Embrace · Private Beach, 7 Acres

The land, the light, & the shoreline are part of the stay. Escape to 7 acres of oceanfront bliss with 1,900 ft of private shoreline & two secluded beaches. This historic 1864 Cape Cod home offers an ocean-view veranda, open living spaces, & 2 kayaks. Ideal for artists, couples, or families seeking calm, inspiration & privacy amid wild natural beauty. Build sandcastles, discover tide pools, kayak the bay, watch the waves, feel the breeze & unwind in rare seaside tranquility.

Top guest favourite
A serene view of the calm water is captured, featuring a sailboat anchored nearby. A historic wooden building is positioned in the foreground, while lush green trees line the opposite shore, contributing to the tranquil ambiance.
Flat in Shelburne
5 out of 5 average rating, 111 reviews

George Street Suite - Sea Views, Comfort, Privacy

Hidden above Shelburne's beautiful Old Historic Waterfront District, on the second floor of one of Canada's oldest houses, George Street Suite Vacation Home is a private, well appointed and fully self contained seaside studio apartment, with views of the harbour, gardens and surrounding historic architecture. A charming vacation suite for up to two adults who enjoy privacy and modern convenience in a quaint and outstandingly picturesque setting.

Popular amenities for East Side of Ragged Island holiday rentals