Vacation rentals in Upper North Sydney

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Upper North Sydney

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

1 of 1 pages1 / 1
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, 150 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 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, 61 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.

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, 124 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, 129 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!!!

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, 114 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
4.94 out of 5 average rating, 125 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
5 out of 5 average rating, 90 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
4.93 out of 5 average rating, 40 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.

Guest favorite
The two-story house features a welcoming front porch with steps leading to the entrance. A white exterior is complemented by red accents and a distinctive dormer window on the upper level. The surrounding yard is grassy, with nearby houses visible in a quiet neighborhood.
Home in North Sydney
4.85 out of 5 average rating, 34 reviews

A cozy homestead away from home.

Your family will be close to everything when you stay at this centrally located place. Walking distance of all amenities, quiet/safe neighborhood. 2mins away from NFLD ferry. You will have access to the main and upper level. The basement is not included. If you are longer-term stay and in need of storage that can be discussed. The patio doors, will have a wooden stick as an extra safety feature on the opposite side of the sliding door, will need to be removed to open.

Top guest favorite
Home in Dominion
4.93 out of 5 average rating, 30 reviews

Walk to Dominion Beach • Cozy 2BR Near Sydney, CBU

Relax in this bright and comfortable 2 bedroom duplex just a short walk from Dominion Beach. Enjoy ocean air, a full kitchen, and a washroom with both a shower and tub. Free parking includes an extra large driveway suitable for larger trailers, with easy access to CBU, NSCC, Sydney Airport, Glace Bay, New Waterford, and the North Sydney ferry. Perfect for couples, workers, students, or small families looking for a quiet Cape Breton stay close to everything.

Guest favorite
Guesthouse in Sydney
4.91 out of 5 average rating, 207 reviews

Cozy Spot

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 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
4.89 out of 5 average rating, 548 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!

Popular amenities for Upper North Sydney vacation rentals