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 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, 132 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 favourite
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, 101 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 favourite
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
4.92 out of 5 average rating, 100 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!!!

Guest favourite
A cottage nestled among lush green trees overlooks the calm waters of a cove. The structure is elevated on a hillside, providing a scenic view of the surrounding forest and the tranquil sea. Blue skies and a few clouds complete the natural setting.
Cottage in New Harris
4.84 out of 5 average rating, 188 reviews

MacLeod Cove: secluded cottage with private shore

MacLeod Cove is a 3-bedroom cottage on the Bras d'Or, Cape Breton's beautiful inland sea. Enjoy ocean views and private cove, within 25 minutes drive of Baddeck, North Sydney (Newfoundland ferry terminal), and the Cabot Trail. Smoking and fires of any kind are not permitted anywhere on the property. The cottage is very private, surrounded by forest and sea. It typically has good cell phone coverage and we have wifi. Nova Scotia Tourism Registration Number: RYA-2023-24-03271934149500512-432

Top Guest favourite
The front of a two-story home is shown, featuring large windows that allow ample natural light. The exterior is clad in horizontal siding, with dark shutters framing the windows. The landscaping includes grass, shrubs, and a small garden area at the base of the house.
Home in Sydney
4.94 out of 5 average rating, 102 reviews

Cozy home minutes from all Sydney venues.

Lovely home in a quiet neighborhood in Sydney. This is a great location, central to downtown Sydney, Sydney River, and Membertou. This home has been newly renovated and features all the amenities of home, all hardwood and cushion floors, lots of natural light and a babbling brook in the expansive back yard. There is a small apartment in a section of the basement. Everything is separate and nothing is shared except the driveway. Note: Only small non shedding dogs due to allergies

Guest favourite
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
4.93 out of 5 average rating, 137 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 .

Guest favourite
The exterior of the rental property is depicted, featuring a light-colored siding. Large windows allow ample natural light, and a set of stairs leads to a blue front door. A well-maintained lawn with greenery and shrubs surrounds the entrance.
Apartment in Sydney
4.75 out of 5 average rating, 142 reviews

The Keltic Apartment

Welcome to our cozy basement suite—your home away from home! This is part of our family home, not a hotel, so please treat it with care. Two bedrooms (1 queen, 1 double), full kitchen, bathroom with shower, private entrance, and 1 parking spot (no large work trucks). No smoking in the unit. Close to shops, restaurants, and a brewery! Do not book on someone else’s behalf (against Airbnb policy) without contacting me first—doing so may result in cancellation upon arrival.

Top Guest favourite
A spacious bedroom is furnished with a queen bed, complemented by bedside tables and lamps on either side. The room features light gray walls and a window covered with dark curtains. A piece of wall art is displayed above the bed, adding a touch of decor.
Apartment in Sydney
4.87 out of 5 average rating, 317 reviews

Beautiful 1 Bedroom Apartment in downtown Sydney

Beautiful upstairs one bedroom apartment in downtown Sydney. A small kitchen with a table for two flows right into the living room where A wall mounted tv. Queen bed, bathroom and walk in closet with laundry facilities. Located in the heart of downtown Sydney with lots of attractions, restaurants, gyms, and as grocery stores within walking distance. There is parking available for one vehicle onsite. The unit has air conditioning.

Guest favourite
Apartment in Sydney
4.89 out of 5 average rating, 136 reviews

Beautiful Batchelor decorated at Christmas

Welcome to the Orchid Oasis, a stylishly renovated bachelor apartment that is centrally located and conveniently close to a variety of amenities, including grocery stores, laundromats, restaurants, the arena, liquor stores, and the casino, among others. You’ll also find that the bus stop is just a minute's walk away, providing easy access to Cape Breton University (CBU) and other destinations throughout the city.

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
4.89 out of 5 average rating, 524 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
An inviting exterior of a one-bedroom home is shown, featuring vibrant orange siding. A well-maintained lawn is visible in front, complementing the structure. A sign reading 'Stay In The Bay' stands nearby, indicating the property's name, while the entrance door is framed by a welcoming window.
Tiny home in Glace Bay
4.85 out of 5 average rating, 279 reviews

Stay in the Bay - Tiny Home by Renwick Brook

A cozy one-bedroom home, conveniently located near downtown Glace Bay, fully renovated with modern decor. Perfect for a couple seeking a budget-friendly option while visiting the area. It's also close to Renwick Brook, offering easy access to local nature spots. Please note, the unit does not have AC, but fans are provided for your comfort. Nova Scotia Registration ID: STR2425D9586

Guest favourite
Guest suite in New Waterford
4.86 out of 5 average rating, 341 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.

Popular amenities for Upper North Sydney holiday rentals