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 serene seating area is positioned along the waterfront, featuring two bright blue chairs arranged around a small table. Green plants border the wooden deck, which extends to the water's edge, emphasizing a peaceful outdoor space.
Home in Bras D'or
4.96 out of 5 average rating, 135 reviews

Cozy waterfront home perfect for a couples getaway

Cozy & very clean waterfront home, perfect for a couples getaway. Property is overlooking the Saint Andrews Channel with access to a small private wharf. Unfortunately you cannot dive from or dock boat on wharf. Ideal for swimming, kayaking, paddle boarding, canoeing or simply just putting your feet up and relaxing. After a day on the water relax in front of a small campfire and watch the boats returning for the evening as the sunsets. A perfect, well deserved day of peace, calm and tranquility.

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, 105 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.

Guest favorite
A welcoming entryway features two doors with white frames and glass panels, allowing natural light to enter. A wooden railing surrounds the steps, which lead up to the porch adorned with a fresh coat of paint. Three mailboxes are mounted beside the door.
Apartment in Sydney
4.93 out of 5 average rating, 108 reviews

The Treetop Loft on George St

Welcome to the Treetop Loft on George in the heart of downtown Sydney. Park in our 24/7 monitored, gated lot. A short walk to local coffee & parks. Around the corner from Charlotte St & across the street from the Sydney Curling club. Close to Sydney Waterfront, C200, restaurants, night life, hospital and all amenities. Fully equipped kitchen, A/C in summer, cozy hot water rad heat, newly renovated. Wifi, Netflix, Disney+, smart tv, charging tables & more... NO PETS ALLOWED NOT EVEN TO VISIT!!!

Guest favorite
An aerial view captures the renovated farmhouse surrounded by green land, with the ocean visible in the background. A large red barn contrasts with the white structure, while trees dot the landscape, providing a sense of tranquility and connection to nature.
Home in South Bar
4.83 out of 5 average rating, 123 reviews

Renovated 1910 Farm House with private beach

Our renovated 1910 farmhouse situated in the peaceful neighborhood of South Bar, about 10 minutes north of downtown Sydney, is sure to soothe the soul. Enjoy walks along the rocky beach, pick berries on the land or just unwind on the deck watching the sunset. The recently built lookout point at the water's edge provides views of Sydney harbor and North Sydney with sunsets that you won't soon forget. Just a 10-minute drive from downtown Sydney, this is a great home base to explore Cape Breton.

Top guest favorite
Guesthouse in Sydney
4.92 out of 5 average rating, 181 reviews

Cozy Spot

Ideal for 2 couples or workers. This is a newly built and centrally located Airbnb located within minutes of the ocean. Equipped with all the amneties of home for a nice stay , 2 bedroom's included and has lots of room including 2 bathrooms with showers in each. There is Tv's in each unit with a couch to relax. Stove & fridge to cook a nice meal. The Cabot Trail is about an hour away. Newfoundland ferry is 15 mins away. There is an adjoining door in the middle that seperates the units.

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
4.98 out of 5 average rating, 102 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, 111 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 pull-out 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 out of 5 average rating, 83 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 Reserve Mines
4.93 out of 5 average rating, 393 reviews

Isles Cape • Private• Hot Tub

Welcome to Isles Cape - The entire space is yours! Modern, Single-Level Living. This standalone Airbnb features two spacious bedrooms and one bathroom, perfectly located between the town of Glace Bay and Sydney. It comes fully equipped with everything you need for a comfortable stay. Situated in a quiet neighborhood, the property boasts a private backyard complete with a 5-person hot tub under a pergola (open year long).

Top guest favorite
A quaint guesthouse is set in a green lawn, featuring a covered front deck with white railings. The exterior is painted white with light gray trim, and potted plants add touches of greenery. Large windows allow natural light into the space.
Cottage in Point Edward
4.88 out of 5 average rating, 528 reviews

Point Edward Guesthouse

Our cozy guest house is located along the Point Edward Highway, but don't let the name of our street discourage you from staying. It is a lovely, quiet, rural setting, along the shores of Sydney Harbour. Very centrally located between the city of Sydney and surrounding towns. The view is calming, and can be enjoyed on the covered front deck. Be sure to catch one of the stunning sunsets during your stay!

Top guest favorite
A rustic cabin is framed by lush woodlands, featuring a covered veranda with two chairs and potted plants. Large windows provide natural light, and a life jacket hangs nearby, indicating access to kayaking opportunities. The green grass surrounds the cabin's base, enhancing the peaceful setting.
Cottage in Boularderie
4.94 out of 5 average rating, 492 reviews

Woodsy Cabin on the Bras d'Or

Beautiful, rustic cabin sits cozily surrounded by woodlands. This one room retreat boasts a south west vista of the Bras d'Or Lake, includes a veranda with gorgeous sunsets, king size bed and access to the beach. It is half way between Baddeck and Sydney and a perfect spot for anyone travelling the Cabot Trail. Firewood provided for fire pit if the burn ban is not in effect.

Guest favorite
A cozy white home with black trim is set against a clear blue sky. The structure features large windows, allowing ample natural light to enter. A well-maintained lawn provides a spacious area in front, enhancing the inviting appearance of the property.
Home in North Sydney
4.84 out of 5 average rating, 231 reviews

North Sydney’s Nook

Cozy 3-bedroom home in North Sydney, Nova Scotia. Perfect for families or groups, it features a well-equipped kitchen, comfortable living room, and tranquil backyard. Close to shops, restaurants, the NFLD ferry, and the waterfront. Your ideal Cape Breton retreat!

Popular amenities for Upper North Sydney vacation rentals

  1. Airbnb
  2. Canada
  3. Nova Scotia
  4. Cape Breton
  5. Upper North Sydney