Holiday rentals 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.
Flat in Sydney
4.92 out of 5 average rating, 102 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, 189 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
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, 102 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
A spacious lawn leads to the calm waters of St. Ann's Bay, with a fire pit surrounded by colorful chairs on a gravel area. The sky is filled with clouds, reflecting warm hues as the sun sets over the landscape.
Home in Englishtown
4.95 out of 5 average rating, 101 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.

Guest favourite
Guest house in Sydney
4.92 out of 5 average rating, 171 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. Great unit for 2 people or 4. There is an adjoining door in the middle that seperates the units.

Guest favourite
A cozy suite features a spacious bed with light bedding and a nightstand beside it. A navy blue sofa offers additional seating, complemented by a wooden coffee table. Soft lighting is provided by lamps, enhancing the serene atmosphere.
Guest suite in Baddeck
4.79 out of 5 average rating, 476 reviews

The Worn Doorstep - Queen Suite

Save $$ on longer stays! Air-conditioned suite with private entrance on the lower level of a family home. Including, a queen-sized bed and ensuite bathroom, refrigerator, microwave, coffee/tea facilities, and toaster. There is a shared barbeque for guest use. Check-in instructions will be sent via the Airbnb app. Please read carefully prior to your arrival. **We live on main floor so foot traffic and our dogs may be heard. Only 1 parking spot per room.**

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.
Flat in Sydney
4.87 out of 5 average rating, 325 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
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, 292 reviews

The Brookside Bunkie • Stay in the Bay (Verified)

A cozy one-bedroom home intended for individuals or couples who need a comfortable, budget-friendly place to stay while being close to family in Glace Bay. Fully renovated with modern décor, the home offers a quiet, functional space suited to short-term or extended stays. Conveniently located near essential services, with heat pumps providing year-round heating and cooling. Nova Scotia Registration ID: STR2425D9586

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, 525 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
Guest suite in New Waterford
4.86 out of 5 average rating, 348 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

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