Vacation rentals in Upper North Sydney

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.

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.

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!!!

The old trail cabin.

Situated on a hillside overlooking the historic St. Ann’s bay, the Old Trail cabin is conveniently located just 5.5km from the start of the Cabot trail and the Gaelic College. A great spot to start or finish your Cabot Trail adventures! The cabin is designed to feel as open and airy as possible for a small space. The bedroom has a queen bed and the loft has a single bed. Kitchenette has coffee maker, toaster, mini fridge and microwave. All amenities needed are only 15 mins away in Baddeck.

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.

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.

Farm House - Tiny House Oceanfront Resort

This meticulously crafted tiny house on wheels will bring you back to a traditional farm house feel. With a double bed on the main level, and a loft with a double bed, this tiny house comfortably sleeps 4. This tiny house offers a fully appointed spacious kitchen, a 3 piece bathroom including a flush toilet, as well as Wifi, smart TV, a wood stove, in-floor heating and AC. Kayaks & SUP’s, BBQ shelter use are included with your stay.

Isles Cape • Private• Hot Tub

Welcome to Isles Cape - The entire space is yours! Modern, Single-Level Living. This standalone Airbnb features two spacious bedrooms and one bathroom, perfectly located between the town of Glace Bay and Sydney. It comes fully equipped with everything you need for a comfortable stay. Situated in a quiet neighborhood, the property boasts a private backyard complete with a 5-person hot tub under a pergola (open year long).

Cedar Peak | Design-Forward Barrier-Free Chalet

Perched high above Grand Étang, Cedar Peak offers sweeping views from highlands to ocean. Watch sunrise pour through the 13-ft window as you enjoy coffee in the open-concept living space. After a day of exploring Cape Breton, unwind on the panoramic patio at sunset. Purpose-built as a secluded, barrier-free chalet, Cedar Peak features a full kitchen, home theatre, and thoughtful comforts for an unforgettable stay.

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!

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.

North Sydney’s Nook

Cozy 3-bedroom home in North Sydney, Nova Scotia. Perfect for families or groups, it features a well-equipped kitchen, comfortable living room, and tranquil backyard. Close to shops, restaurants, the NFLD ferry, and the waterfront. Your ideal Cape Breton retreat!