Vacation rentals in Upper North Sydney

Family-friendly farmhouse apt | Ocean views & deck

Sip your morning coffee on the private deck with views of the bay, or stroll down to the beach to search for a treasured piece of sea glass. Described by our guests as welcoming, comfortable and clean, this main-floor apartment in a historic farmhouse is the perfect place to relax after a day of exploring Cape Breton. Located just 45 mins from the Fortress of Louisbourg, 45 mins from Baddeck (start of the world-renowned Cabot Trail), 15 mins from The Big Fiddle and 10 mins from the 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!!!

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:)

Private, Modern Cape Cod Loft

Welcome to our newly-renovated, private one-bedroom suite in Sydney. Located close to Cape Breton University (5 minutes), the Airport (8 minutes) and downtown Sydney (12 minutes). This space has a 4-piece bathroom, 1 bedroom with queen bed, living room, and a full kitchen with sink, fridge, stove, and island seating for two. Features include TV with cable, WiFi, Keurig coffee maker, toaster, kettle, and over-the-range microwave. Contactless check-in with keypad entry through private door.

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 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.

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)

That House At Big Pond - 2 bd 1 bth ocean views

Take a break and unwind at this peaceful and relaxing oasis. Close to town (Sydney), but just a short walk to the ocean that can be seen from the deck (Just down the rd). Enjoy your favourite meals in this fully equipped kitchen. Enjoy the 65" smart TV, or the books, board games, and outdoor games. Need to work? Not a problem with the wifi and printer ready to use. This home away from home is the perfect setting for creating long-lasting memories with family and friends.

Townhouse By The Cozy Klub

Welcome to Townhouse by The Cozy Klub a stylish, thoughtfully curated 2-bedroom home in the heart of Sydney. Perfect for up to 4 guests, this modern space offers the ideal balance of comfort, convenience, and relaxation for both short and extended stays.Whether you’re visiting for work, a weekend getaway, or exploring Cape Breton, you’ll feel right at home. Enjoy a bright and inviting living area, a fully equipped kitchen, and two cozy bedrooms designed for restful nights.

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. There is an adjoining door in the middle that seperates the units.

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!

Sea Cliff Cottage

Welcome to the Sea Cliff Cottage! Your oceanside stay is just a click away. The Sea Cliff Cottage is a private, family friendly beachfront cottage that'll make for the perfect East Coast getaway. This Airbnb is a separate, lofted style guesthouse with it's own patio and situated next to the owner's residence. Enjoy your secluded oceanside stay all the while being 10 minutes from Downtown Sydney.

Greta's Place, 2 Bedrooms with Captivating View

Relax with the whole family at this peaceful place to stay. Good central location to Cabot Trail, Fortress of Louisburg, Big Fiddle, Glace Bay Miners Museum, whale watching, boat tours, hiking trails like Two Rivers, and skiing in the winter. Located 5 to 10 minutes to the Newfoundland Ferry, banking, gas stations, e-charging Station, shopping, and groceries.