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

4.95 out of 5 average rating, 131 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 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

4.91 out of 5 average rating, 23 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

4.98 out of 5 average rating, 97 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

5 out of 5 average rating, 73 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

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, 484 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. Kayaks are available to use at your own risk, with life jackets, and if you are experienced in paddling.

Guest favorite

A well-appointed bedroom features a spacious bed adorned with a blue and white floral duvet. A bedside table with a lamp is positioned next to the bed, and a window allows natural light to enhance the room's soft tones.

Guesthouse in Sydney

4.92 out of 5 average rating, 130 reviews

Comfie Place

This is a centrally located Airbnb located just minutes from the ocean. The Fortress of Louisbourg is just 30 mins away. The Cabot Trail is not far away with great beaches and epic scenery. Newfoundland ferry is 15 mins away. Comfie place is an open concept 1 bedroom unit with all amneties of home. Washer & dryer included. The queen size bed is extremely comfie with a nice duvet. Firepit, patio table and lawn recliners there for your use. Wireless internet & bell cable tv .

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, 516 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 favorite

Guest suite in New Waterford

4.86 out of 5 average rating, 332 reviews

Pat's Place

Self contained on suite, 15 minute walk to downtown New Waterford -- 15 minute drive to downtown Sydney and 15 minutes to local airport. We are one hour from Louisbourg and an hour from Baddeck (Cabot Trail). The apartment is ground level with its own access. Fully supplied kitchen, bedroom, and bathroom for all your needs. Convenient for short or longer stays.

Top guest favorite

A well-lit living area features dark leather seating arranged around a light wooden coffee table. Side tables hold decorative items, while a wall clock and framed art enhance the space. Natural light filters through the window treatments, creating a bright atmosphere.

Apartment in Sydney

4.96 out of 5 average rating, 170 reviews

Home Sweet Home

Welcome to Home Sweet Home in the heart of Sydney. Parking right at the building. NO PETS ALLOWED NOT EVEN TO VISIT!!! Close to local coffee shop, parks, Sydney Curling club, Sydney Waterfront, C200, restaurants, night life, hospital and all amenities. Fully equipped kitchen, A/C, newer Unit, Wifi, Netflix, Disney+, smart tv, and more...

Guest favorite

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

4.85 out of 5 average rating, 86 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.