Vacation rentals in Upper North Sydney

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Top-rated vacation rentals in Upper North Sydney

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

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Top guest favorite
A private deck is shown, featuring two blue cushioned chairs and a matching loveseat. Potted plants with vibrant flowers are placed nearby, and the surrounding area is filled with trees and greenery, creating a serene outdoor space with views of the bay.
Apartment in North Sydney
4.98 out of 5 average rating, 63 reviews

Family-friendly farmhouse apt | Ocean views & deck

Sip your morning coffee on the private deck with views of the bay, or stroll down to the beach to search for a treasured piece of sea glass. Described by our guests as welcoming, comfortable and clean, this main-floor apartment in a historic farmhouse is the perfect place to relax after a day of exploring Cape Breton. Located just 45 mins from the Fortress of Louisbourg, 45 mins from Baddeck (start of the world-renowned Cabot Trail), 15 mins from The Big Fiddle and 10 mins from the NFLD Ferry.

Guest favorite
A modern kitchen features white cabinetry with wooden countertops and shelves. A round wooden table with white chairs sits in the center, surrounded by warm lighting. Decorative items and plants are displayed on the shelves, contributing to a functional yet stylish space.
Religious building in Gardiner Mines
4.76 out of 5 average rating, 151 reviews

Seaside Hideaway; sleeps 10, 2 mins to the beach

Soak up modern charm of this renovated basement fully converted into a 5 bdrm with 5 queen beds & 1 large bthrm w/ double vanity only 2 mins to the beach. It boasts large living room & huge kitchen. Although it is a basement, there are a few stairs to access the space, yet the entrances & hallways are more than 5' wide. Each bdrm has large window & black out blinds. The space is equipped with Geothermal for heating & cooling. Children and pets are welcome but please be respectful of space.

Top guest favorite
A sunlit exterior of a restored barn features warm wooden siding and multiple large windows. The wrap-around deck includes a dining table and chairs, with Adirondack seating for relaxation. The backdrop highlights a serene waterfront view, enhancing the inviting outdoor space.
Loft in Alder Point
4.99 out of 5 average rating, 129 reviews

Cape Breton’s Shoreline Point

Waterfront Apartment Nestled in a Restored Barn with Breathtaking Views. Enjoy a Maritime experience, walk along the shoreline. Catch the Sunsets. Enjoy the local cuisine. Private 2 bedroom suite in a restored barn, sleeps 6. Perched on the St. Andrew’s Channel leading to the Brasd’Or Lakes and to the Atlantic Ocean. Just steps from a working Maritime Warf that will offer you a front row seat to watch the local fishermen. Centrally located. Minutes from the Trans-Canada Highway and NFLD Ferry.

Top guest favorite
A cozy living area showcases two light-colored sofas and a vintage-style chair arranged around a dark wood coffee table. A white brick wall features a small shelf adorned with potted plants and flowers, while a fireplace adds warmth to the space.
Apartment in Sydney
4.88 out of 5 average rating, 187 reviews

Spacious 2 Bedroom Apartment in Quiet Neighborhood

Welcome to Beaumont! Our spacious 2-bedroom, 1 full bathroom apartment is found in a quiet, desirable subdivision of Sydney River. Designed to be bright and airy with vintage touches, you will forget you are in a basement! Having all the amenities of home, our apartment is equipped with a complete kitchen, dining area, even a full washer and dryer. Our apartment is situated with easy highway access and is a short five-minute drive to downtown Sydney and a 45 minute drive to the Cabot Trail.

Guest favorite
A serene grassy landscape is illuminated by soft sunlight breaking through the clouds. Colorful flowers and lush greenery frame the view, while a covered wooden structure offers shadows nearby. The ocean can be seen in the distance, enhancing the peaceful atmosphere.
Home in Sydney Mines
4.94 out of 5 average rating, 51 reviews

Cranberry Cottage

A picturesque property where your family or friends can relax and unwind. Explore Sydney, North Sydney, Louisburg, Baddeck, Ingonish and the Highland’s/Cabot Trail. Enjoy your morning coffee as seals bob around in the Atlantic just off shore or as the ferry sails to and fro NFLD. It's quiet, relaxing, pretty and bright. Nearby amenities include Coffee Shops, Groceries and NSLC. North Sydney and Sydney both a short drive. Enjoy world class restaurants serving fresh seafood all year round.

Top guest favorite
A modern country home is presented with a sloped roof and large windows. Surrounded by greenery, a stone pathway leads to the entrance. Outdoor seating is visible on a wooden deck, along with a grill, creating an inviting space for relaxation.
Cottage in Groves Point
4.97 out of 5 average rating, 118 reviews

Robyn’s Nest, where modern meets country

Come enjoy the Robyn’s Nest! Your modern country home away from home. Enjoy a quiet evening by the fire and venture to the nearby beaches by day. In the evening you can enjoy local entertainment nearby. Or plan your excursion around our beautifully raw Cabot Trail!! The people are special and your stay will be special. We will help you in every way to enjoy your stay. The best places to eat and shop. Come relax worry-free at our private hideaway just two minutes from Trans Canada Highway:)

Top guest favorite
Home in Englishtown
4.95 out of 5 average rating, 131 reviews

Seaside Cabot Trail Retreat

Escape to our oceanfront paradise in St. Ann's Bay on the scenic Cabot Trail! This brand new, spacious 2-bed home offers modern design and open concept living. Sleeps 6 with a queen bedroom, a bedroom with bunk beds (double on the bottom and single up top) and a sofa. Enjoy stunning sunsets, mountain views, and easy access to sightseeing, hiking, boat tours, and restaurants. Immerse yourself in the charm and beauty of Cape Breton, & create unforgettable memories during your stay.

Top guest favorite
The tranquil scene captures the homestead reflected in calm waters, framed by lush greenery. The house features a traditional design with a sloped roof and front porch, nestled among trees, providing a serene view of the surrounding landscape.
Home in North Sydney
5.0 out of 5 average rating, 94 reviews

Waterfront homestead on 4 landscaped acres.

Balmor Landing provides a charming Cape Breton experience, staying in a 150 year old Nova Scotian homestead property. Tucked away on 4 rambling acres of private, landscaped gardens, complete with apple, cherry and plum orchards, goldfish pond, large front & rear wooden decks, fire pits, and 100 feet of private rugged coastline overlooking a calm ocean inlet, It’s the perfect spot for kayaks, canoes and other water sports. (For a full house tour on social, IG @balmor_landing)

Top guest favorite
Home in Sydney Mines
4.94 out of 5 average rating, 48 reviews

That House At Big Pond - 2 bd 1 bth ocean views

Take a break and unwind at this peaceful and relaxing oasis. Close to town (Sydney), but just a short walk to the ocean that can be seen from the deck (Just down the rd). Enjoy your favourite meals in this fully equipped kitchen. Enjoy the 65" smart TV, or the books, board games, and outdoor games. Need to work? Not a problem with the wifi and printer ready to use. This home away from home is the perfect setting for creating long-lasting memories with family and friends.

Top guest favorite
A spacious waterfront property is displayed, featuring a large white house with a grey roof and an accompanying smaller structure. Lush greenery surrounds the buildings, while a red and white lighthouse stands in the distance against a clear blue sky.
Guesthouse in Point Edward
4.94 out of 5 average rating, 32 reviews

Sea Cliff Cottage

Welcome to the Sea Cliff Cottage! Your oceanside stay is just a click away. The Sea Cliff Cottage is a private, family friendly beachfront cottage that'll make for the perfect East Coast getaway. This Airbnb is a separate, lofted style guesthouse with it's own patio and situated next to the owner's residence. Enjoy your secluded oceanside stay all the while being 10 minutes from Downtown Sydney.

Guest favorite
The wooden exterior of a cottage is framed by vibrant autumn leaves in shades of red and orange. A balcony with a railing is visible on the upper floor, and warm light emanates from the windows, creating an inviting atmosphere.
Chalet in Southside Boularderie
4.93 out of 5 average rating, 272 reviews

Explorer's Cottage : Waterfront on the Sea

Explorer's Cottage provides a country experience on 150 wooded acres, with a private beach, a botanical park-like forest, bird watching, an orchard, a Japanese meditation garden, library, paved pathways, and a hiking path, all with a refined interior. Included: WiFi, coffee beans and tea, charcoal and propane bbqs, firewood, tv, fishing gear, + canoe. 4.5 star rating by Canada Select.

Guest favorite
A panoramic view of Bras d'Or Lake is presented, featuring a long, winding peninsula that extends into the water. Rolling hills covered in greenery provide a backdrop, while the calm lake reflects the clouds above, creating a serene landscape.
Guest suite in Georges River
4.82 out of 5 average rating, 129 reviews

Greta's Place, 2 Bedrooms with Captivating View

Relax with the whole family at this peaceful place to stay. Good central location to Cabot Trail, Fortress of Louisburg, Big Fiddle, Glace Bay Miners Museum, whale watching, boat tours, hiking trails like Two Rivers, and skiing in the winter. Located 5 to 10 minutes to the Newfoundland Ferry, banking, gas stations, e-charging Station, shopping, and groceries.

Popular amenities for Upper North Sydney vacation rentals