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, 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.

Guest favorite
A cozy cabin stands elevated on a wooden deck, surrounded by vibrant flowering plants in pink and purple tones. Baseboards of the structure are framed by greenery, and two orange chairs are situated on the deck, enhancing the inviting outdoor space.
Cabin in Englishtown
4.94 out of 5 average rating, 80 reviews

Raven's Roost at Sally's Brook Luxury Eco-Resort

Raven’s Roost cabin has wood stove heat, solar powered electricity and an amazing view of the ocean from the wrap-around deck. It is pet friendly and sleeps up to 4 people. Fully stocked Cookhouse kitchen, and heated, eco-friendly Washhouse (including towels, robes, slippers & shampoo & body wash) are steps from your door. Coffee & tea station & Wi-Fi extender in cabin. Enjoy on site trails with free snowshoes in the winter, complimentary wood-fired sauna sessions, and firepit (wood included).

Top guest favorite
A single-story home is set against a backdrop of trees, featuring large windows that allow for ample natural light. A wooden deck extends from the front, offering a space for seating. Shadows of trees stretch across the grassy yard, emphasizing a peaceful outdoor environment.
Home in New Harris
4.91 out of 5 average rating, 77 reviews

Serenity Under Seal Island Bridge

Come to Serenity under Seal Island for a stay that will appease all senses. It is quietly tucked at the base of Kelly’s Mountain in New Harris. This property gives you access to all selling points of Cape Breton Island, the Cabot Trail is at your finger tips. North Sydney and Newfoundland Ferry are 15 minutes away and Sydney sitting at 45 mins away. This home is equipped with everything you need for a short or long term stay. Morning coffee looking onto the Brads’Or Lakes is priceless! No pets

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, 115 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
Guesthouse in Dominion
5.0 out of 5 average rating, 28 reviews

Walk to Dominion Beach • Cozy 1BR Near Sydney, CBU

Welcome to this cozy studio apartment in Dominion, Cape Breton Island, on a major bus route. Just a short walk from Dominion Beach, this space is perfect for solo travelers, couples, students, or workers. The studio features a new comfy bed, private entrance, WiFi, Smart TV, cable, laundry area, and a light cooking setup. Conveniently located minutes from Sydney Airport (10 mins), CBU (10 mins), NSCC (20 mins), downtown Sydney (15 mins), and the North Sydney ferry (30 mins).

Top guest favorite
Home in Englishtown
4.94 out of 5 average rating, 126 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, 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, 42 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
4.86 out of 5 average rating, 35 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.

Guest favorite
Guesthouse in Sydney
4.91 out of 5 average rating, 209 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!

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.

Popular amenities for Upper North Sydney vacation rentals