
Holiday houses in East Side of Ragged Island
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Top-rated holiday rentals in East Side of Ragged Island
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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.
5.0 out of 5 average rating, 83 reviews
Duck Pond House
Leave your worries behind and unwind in this charming 3-bedroom, 2-bath log cabin. Nestled in nature, just 10 minutes to Lockeport and 15 minutes to Shelburne, it’s the perfect escape. Enjoy a BBQ on the deck while watching local wildlife around the pond. For a beach day, Lockeport Crescent Beach is just minutes away. Seeking relaxation and serenity, this cabin is your ideal getaway. It’s everything you need to recharge and enjoy the peaceful surroundings. Can be rented with the cottage as well
5.0 out of 5 average rating, 12 reviews
Brookside Burrow w/ Hot Tub and Lake Access
This charming brookside retreat has it all! Enjoy lake/kayak access, hiking trails just steps away, new hot tub to soak away your worries, cozy woodstove for chilly nights, fully stocked gourmet kitchen, front porch swing and best of all it's family and pet friendly! Though cozy, the house boasts two bathrooms, two bedrooms and a pull-out couch, comfortably sleeping 5 or 6. Though it offers peace and privacy for you to unwind from life's pressures, it's close to amenities to stock up on supplies
4.94 out of 5 average rating, 31 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
5.0 out of 5 average rating, 22 reviews
Jordan Sea Trail Cottage
Enjoy breathtaking sunsets over Jordan Bay from our acre lot! This charming 3-bedroom home features a spacious deck and fire pit. Family vacations or remote work. Breathe in the Nova Scotian salt air and wake to stunning sea views. In spring and summer, pick fresh wild berries on-site. Winter brings outdoor fun with cross-country skiing, snowshoeing, and ice skating on the pond. Located on groomed trails, you'll find perfect spots for hiking or ATV rides. Long term and off season special rates.
4.79 out of 5 average rating, 28 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.
5.0 out of 5 average rating, 25 reviews
White Point Resort - Panoramic Ocean View
Scotia Shores Retreat sits high above the tree line with breath-taking ocean views on 3 sides. Enjoy sunrise and sunset from the large deck, which includes a private hot tub, or from the open concept, luxurious living areas. The top floor features an open concept design with cathedral ceilings and there are 3 bedrooms on the bottom floor, all with stunning ocean views. Guests have full complementary access to all White Point Beach Resort amenities including pools, paddling and activities.
4.88 out of 5 average rating, 103 reviews
Brooklyn Shore Lodge
Nestled on 4 acres of oceanfront property near Liverpool, Nova Scotia, this Nordic-style cabin, crafted by Lloyoll Prefabs, offers a peaceful retreat with stunning ocean views. Enjoy minimalist design, large windows, and a cozy atmosphere. The cabin features one bedroom and two sleeping lofts along with a fully equipped kitchen, and a spacious deck overlooking the shoreline. Perfect for relaxing, exploring the coast, or simply unwinding in nature’s beauty. Your serene seaside getaway awaits!
5.0 out of 5 average rating, 50 reviews
Sleep in the clouds. 30 feet in the air with hotub
Perched high on an ocean hillside, built on 30 ft tall steel legs, the cozy quarters above are akin to an old ship’s cabin. With 360 views at 30ft up you can chart the sun and stars across the sky, set your rhythm to the ebb & flow of the tide and scout the surf from above. Greet the evenings with a cozy woodstove, sunset with drinks on the deck, moonrise with a dip in the hottub & mornings with fresh espresso. Permit yourself to depart land for a while and come stand watch at The Tower.
4.99 out of 5 average rating, 425 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.
4.97 out of 5 average rating, 245 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.
4.96 out of 5 average rating, 89 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.
5.0 out of 5 average rating, 32 reviewsPopular amenities for East Side of Ragged Island holiday rentals
Other great holiday rentals in East Side of Ragged Island

Sperry Cove Lookout
4.94 out of 5 average rating, 77 reviews
Majestic Ocean Front
4.97 out of 5 average rating, 61 reviews
Ocean House with hot tub, indoor sauna, and kayaks
4.95 out of 5 average rating, 40 reviews
The Stirton House
4.91 out of 5 average rating, 45 reviews
For writers, contemplatives, surfers, & families
4.8 out of 5 average rating, 30 reviews
Gorgeous 2 Bdrm, 2 Bath unit with 5 appliances!
4.92 out of 5 average rating, 96 reviews
Dreamy Oceanfront Escape- Hot tub & Sauna
4.95 out of 5 average rating, 43 reviews
A cozy step back in time
4.98 out of 5 average rating, 41 reviewsDestinations to explore
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