Holiday houses in Upper North Sydney

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Top-rated holiday rentals in Upper North Sydney

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

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Top Guest favourite
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, 56 reviews

Family-friendly farmhouse apt | Deck & ocean views

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 favourite
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, 106 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 favourite
Home in Englishtown
4.95 out of 5 average rating, 120 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 favourite
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, 87 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)

Guest favourite
Home in Sydney Mines
4.9 out of 5 average rating, 31 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 favourite
A yurt interior features a spacious sleeping area with a colorful bedspread, a wood-burning stove, and a circular skylight. A dining table with chairs is positioned near the entrance, and vibrant decor is present on the walls, enhancing the cozy atmosphere.
Yurt in Baddeck
4.99 out of 5 average rating, 332 reviews

Secluded yurt on the river, 7 mins to Baddeck

Meet Orange Sunshine - your own secluded yurt, right on the river. Soak in the boho vibe, enjoy a candle lit dinner made in your own kitchenette, and cozy up by the glow of the wood stove in a comfy queen bed. Complete with outdoor shower, private fire pit & outhouse. Only 7 mins to Baddeck. Walk 5 mins down a groomed trail to this incredible off-grid experience. There’s no electricity, so prepare to unplug!

Top Guest favourite
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, 534 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!

Guest favourite
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
4.93 out of 5 average rating, 29 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.

Top Guest favourite
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, 500 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 favourite
Apartment in Florence
4.94 out of 5 average rating, 16 reviews

Spacious, Clean, 3 bedroom apartment.

Welcome to BretonsSky your Home away from Home. Stay, Relax, Explore at your home in Cape Breton. We are Jerry and Lisa your hosts, dedicated to making your stay effortless and relaxing. Located just minutes from the beach, Newfoundland Ferry and anything else you many need. Make memories. We will take care of the rest.

Guest favourite
A rustic cabin constructed with wooden materials is situated beside a flowing river. Large windows allow natural light to illuminate the interior, while a small porch with steps features a stack of firewood. Surrounding greenery provides a natural backdrop.
Cabin in Baddeck
4.88 out of 5 average rating, 130 reviews

Tiny River Cabin

For those that need a peaceful break to this unique cabin perched over the pristine Middle River. All the basics for your retreat into nature including a propane cook stove, solar lighting, composting toilet, comfy double bed, and the soothing sounds of the river. NS Accom #STR2627B6625

Guest favourite
A designated parking spot features a painted yellow sailboat design on the asphalt. The background shows a light-colored two-story building with front steps leading to the entrance, surrounded by green grass and trees.
Apartment in North Sydney
4.86 out of 5 average rating, 110 reviews

Coastal Sleepy Community

This little community is the gateway to Newfoundland Simple and easy going. The weather is always an acceptable topic, because it is always changing. So ask a stranger about the weather and you will be strangers no more, plus they will be sure to give you a smile when you do.

Popular amenities for Upper North Sydney holiday rentals

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