Holiday 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.

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:)

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.

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.

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”.

Beaver Cove Beach House

Completely renovated 2-bedroom, 560 sq. ft. located 20 metres from water on the Bras d'Or Lakes. Wrap-around deck, pine interior. Washer, dryer, dishwasher, 3-piece shower bathroom, water cooler, full sized fridge, stove, microwave. Wifi, smart TV and satellite included. Excellent cellular coverage. Minutes drive to: Beaver Cove Takeout: 2 Highland Village & pub: 20 Sydney & 4 golf courses: 30 Baddeck: 60 Cabot Links and Cliffs Golf: 90

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).

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!