Vacation rentals in Upper North Sydney

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Top-rated vacation rentals in Upper North Sydney

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A private deck is shown, featuring two blue cushioned chairs and a matching loveseat. Potted plants with vibrant flowers are placed nearby, and the surrounding area is filled with trees and greenery, creating a serene outdoor space with views of the bay.
Apartment in North Sydney
4.98 out of 5 average rating, 61 reviews

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.

Top guest favorite
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, 125 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.

Top guest favorite
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
4.97 out of 5 average rating, 115 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 favorite
The exterior of the house features a well-maintained facade with a mix of siding and stone accents. A gravel driveway leads to the front entrance, which is complemented by a small porch with a white railing. Lush green grass surrounds the property, enhancing the inviting appearance.
Home in New Waterford
4.98 out of 5 average rating, 43 reviews

Maxwell House - Entire House on Quiet Street!

Find a little space to call your home away from home at Maxwell House! A cozy well equipped two bedroom house with everything you need for a short or extended stay! Conveniently located in the heart of New Waterford near Colliery Lands Park on a quiet street. Each of the two bedrooms has a comfortable queen size bed! This house is best suited for 4 guests - however five can be accommodated at maximum. Pets are welcome, however they must be disclosed and a nightly pet fee applies.

Top guest favorite
Home in Englishtown
4.94 out of 5 average rating, 126 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 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.

Top guest favorite
The tranquil scene captures the homestead reflected in calm waters, framed by lush greenery. The house features a traditional design with a sloped roof and front porch, nestled among trees, providing a serene view of the surrounding landscape.
Home in North Sydney
5.0 out of 5 average rating, 90 reviews

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)

Top guest favorite
Home in Long Island
4.98 out of 5 average rating, 59 reviews

Sunset Hideaway: Waterfront with private beach

Take in the tranquil mornings and beautiful sunsets at our Sunset Hideaway. Enjoy your days at “Sunset shores” (A slice of beach just for Hideaway guests) or exploring all Cape Breton has to offer. Nestled in the natural beauty of the Bras d'Or Lakes, this spacious rental is only 15 minutes to North Sydney (shops, grocery stores, NSLC, restaurants/bars), 30 minutes to Sydney and 40 minutes to Cabot Trail via the Englishtown Ferry. No cleaning fee, we pay AirBnB service fees.

Top guest favorite
Home in Sydney Mines
4.93 out of 5 average rating, 42 reviews

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.

Guest favorite
The two-story house features a welcoming front porch with steps leading to the entrance. A white exterior is complemented by red accents and a distinctive dormer window on the upper level. The surrounding yard is grassy, with nearby houses visible in a quiet neighborhood.
Home in North Sydney
4.86 out of 5 average rating, 35 reviews

A cozy homestead away from home.

Your family will be close to everything when you stay at this centrally located place. Walking distance of all amenities, quiet/safe neighborhood. 2mins away from NFLD ferry. You will have access to the main and upper level. The basement is not included. If you are longer-term stay and in need of storage that can be discussed. The patio doors, will have a wooden stick as an extra safety feature on the opposite side of the sliding door, will need to be removed to open.

Top guest favorite
The log home features a striking architectural design with large, handcrafted cedar logs. Soft lighting highlights the inviting front porch and expansive windows. Stone steps, lined with decorative lanterns, lead up to the entrance, surrounded by green grass and natural landscaping.
Chalet in South Head
5.0 out of 5 average rating, 49 reviews

Luxury/loghome Waterfrontage Cozy unique modern

TERRA NOVA RETREAT Your home away from home! Enjoy our extra essentials just for you. Coffee, tea and decaff tea,butter, jam, spices, Condiments and all new kitchen appliances. A kitchen with everything you will need to make home cooked meals😊 A special basket for those personal items you may have forgotten at home😊 Also Shampoo, conditioner and body wash! We welcome your furry friends as well. Steps away from our beach! COME VISIT CAPE BRETON ISLAND:)

Top guest favorite
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, 548 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!

Top guest favorite
A spacious waterfront property is displayed, featuring a large white house with a grey roof and an accompanying smaller structure. Lush greenery surrounds the buildings, while a red and white lighthouse stands in the distance against a clear blue sky.
Guesthouse in Point Edward
4.94 out of 5 average rating, 32 reviews

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.

Popular amenities for Upper North Sydney vacation rentals