Vacation rentals in Upper North Sydney

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Top-rated vacation rentals in Upper North Sydney

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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, 130 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.

Guest favorite

A modern bathroom features a double vanity with two sinks and a large mirror. Warm wooden cabinetry provides storage beneath. Bright natural light enters through a nearby window, and essential toiletries are neatly arranged on the countertop.

Apartment in Sydney

4.92 out of 5 average rating, 106 reviews

Modern furnished apartment, no contact checkin/out

Self contained modern one bedroom apartment minutes from Sydney and shopping area. Ten minutes from golf and skiing. Private and quiet, private entrance with parking. Full equipped kitchen,dishwasher, washer/dryer, microwave, cable tv in sitting area, modern bathroom with hairdryer and toiletries. Queen bed with plush Serta mattress. Coffee and tea. There is a small outside space to sit. One minute away is Needs, Tim Horton drive thru and Pharmasave. Air conditioning and bedroom ceiling fan.

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, 122 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

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, 71 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 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, 472 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.

Superhost

The wooden exterior of a cottage is framed by vibrant autumn leaves in shades of red and orange. A balcony with a railing is visible on the upper floor, and warm light emanates from the windows, creating an inviting atmosphere.

Chalet in Southside Boularderie

4.93 out of 5 average rating, 256 reviews

Explorer's Cottage : Waterfront on the Sea

Explorer's Cottage provides a country experience on 150 wooded acres, with a private beach, a botanical park-like forest, bird watching, an orchard, a Japanese meditation garden, library, paved pathways, and a hiking path, all with a refined interior. Included: WiFi, coffee beans and tea, charcoal and propane bbqs, firewood, tv, fishing gear, + canoe. 4.5 star rating by Canada Select. Leaving the cottage empty for three days in between bookings for guest health and safety.

Top guest favorite

The kitchen features a combination of light cabinetry and dark countertops, enhanced by recessed lighting. A small dining table with white chairs occupies the center, while modern appliances, including a refrigerator and stove, are conveniently situated. A ceiling fan provides additional comfort.

Guesthouse in Sydney

4.86 out of 5 average rating, 161 reviews

BlueJay Haven in Sydney River. $115 Per Night!

Private one bedroom suite with full kitchen and laundry facilities located in the heart of beautiful Cape Breton Island. 5 minutes from downtown Sydney, this home away from home, is conveniently located for day trips to the Fortress of Louisbourg, the world renowned Cabot Trail, the Bras d’or Lakes, etc. BlueJay Haven boasts a private entrance with parking as well as a private deck with barbecue. Escape to BlueJay Haven and “Your Heart Will Never Leave”.

Guest favorite

A cozy sleeping area features a dark wooden bed frame with a vibrant floral patterned bedding set. A decorative pillow rests on the bed. Natural light enters through a nearby window, creating a bright and inviting atmosphere.

Guesthouse in Sydney

4.92 out of 5 average rating, 151 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 queen bed's included and has lots of room including 2 bathrooms with showers in each. Units have a built in air exchange. The Cabot Trail is an hour away. Newfoundland ferry is 15 mins away. Great unit for 2 people or 4. The guesthouse has an adjoining door in the middle that seperates each unit.

Top guest favorite

A serene view of Bras D'or Lake reveals multiple sailboats gliding across the water, surrounded by lush green hills. The foreground features a manicured lawn with a few trees and colorful seating, creating a tranquil setting for relaxation.

Apartment in Ross Ferry

4.97 out of 5 average rating, 194 reviews

Scenic Lakefront Apartment on Bras D'or Lakes

Lakefront apartment provides amazing views in a comfortable setting for an enjoyable vacation or travel to Cape Breton. We are 30 minutes from the Newfoundland Ferry terminal in North Sydney, 20 minutes from the entrance to the Cabot Trail via the Englishtown Cable Ferry . We are 30 minutes from the Village of Baddeck, home of the Alexander Graham Bell Museum and the and the Falls in rear Baddeck. Louisbourg is 1 1/2 hours away.

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, 504 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, 325 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.

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, 169 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...