Holiday houses in Sydney

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Top-rated holiday rentals in Sydney

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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, 133 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.

Guest favourite
Apartment in Sydney
4.92 out of 5 average rating, 231 reviews

Modern Ground-Floor Suite - Downtown Near Harbour

Welcome to this bright, contemporary ground-level suite in downtown Sydney, Nova Scotia. Thoughtfully designed for comfort and ease, the space is ideal for couples, business travelers, or anyone visiting beautiful Cape Breton. Enjoy a convenient location close to everything Sydney offers: • Just minutes from downtown shopping and dining • Near the Sydney waterfront and scenic boardwalk • Close to Cape Breton Regional Hospital • A short drive to the casino, cruise pavilion, and local attractions

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.

Top Guest favourite
The exterior of the Old Trail cabin is showcased, featuring warm wooden siding and large windows. A sloped grassy area leads up to the welcoming porch, surrounded by lush greenery and trees in the background. A peaceful outdoor setting is emphasized by the natural landscape.
Cabin in Baddeck
4.94 out of 5 average rating, 114 reviews

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.

Guest favourite
Guesthouse in Westmount
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.

Superhost
A charming two-story house is depicted, featuring white siding accented by dark shutters. Lush greenery and flowering plants surround the entrance, inviting a sense of warmth. A gravel path leads to the front door, enhancing the welcoming exterior.
Home in Sydney
4.8 out of 5 average rating, 164 reviews

Beautiful home in the heart of Sydney

The home is located in the heart of Sydney and is full of character. The house is a block away from beautiful Wentworth Park. Downtown Sydney is within walking distance. The home has five bedrooms and plenty of space. Each of the three levels has a bathroom. There is a large deck in the backyard with a new BBQ. The kitchen contains all you need to cook meals. The home is decorated with antiques and historic pictures of Sydney. There are games, TV and internet to keep you entertained!

Top Guest favourite
The kitchen features a combination of light cabinetry and dark countertops, enhanced by recessed lighting. A small dining table with white chairs occupies the center, while modern appliances, including a refrigerator and stove, are conveniently situated. A ceiling fan provides additional comfort.
Guesthouse in Sydney River
4.86 out of 5 average rating, 170 reviews

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”.

Top Guest favourite
A serene view of Bras D'or Lake reveals multiple sailboats gliding across the water, surrounded by lush green hills. The foreground features a manicured lawn with a few trees and colorful seating, creating a tranquil setting for relaxation.
Apartment in Ross Ferry
4.98 out of 5 average rating, 206 reviews

Scenic Lakefront Apartment on Bras D'or Lakes

Lakefront apartment provides amazing views in a comfortable setting for an enjoyable vacation or travel to Cape Breton. We are 30 minutes from the Newfoundland Ferry terminal in North Sydney, 20 minutes from the entrance to the Cabot Trail via the Englishtown Cable Ferry . We are 30 minutes from the Village of Baddeck, home of the Alexander Graham Bell Museum and the and the Falls in rear Baddeck. Louisbourg is 1 1/2 hours away.

Top Guest favourite
Home in Reserve Mines
4.93 out of 5 average rating, 378 reviews

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 city 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)

Superhost
A modern sleeping area features a queen-size bed with a stylish wooden headboard, adorned with decorative pillows. A small seating area is positioned nearby, with light filtering through the window, and a separate entrance door can be seen in the background.
Apartment in Sydney
4.87 out of 5 average rating, 148 reviews

Beautiful Batchelor blocks from center 200

Welcome to the Orchid Oasis, a stylishly renovated bachelor apartment that is centrally located and conveniently close to a variety of amenities, including grocery stores, laundromats, restaurants, the arena, liquor stores, and the casino, among others. You’ll also find that the bus stop is just a minute's walk away, providing easy access to Cape Breton University (CBU) and other destinations throughout the city.

Top Guest favourite
The historic lighthouse stands against a bright blue sky with scattered clouds, surrounded by lush greenery. A gravel path leads to the entrance, with wooden steps ascending to a sunlit deck. The structure showcases classic architectural features, including a prominent lantern room.
Lighthouse in Baddeck
4.99 out of 5 average rating, 171 reviews

Historic Lighthouse on St Ann’s Bay - Cabot Trail

The Monroe Point Lighthouse (built in 1905) served as a Canadian Federal Lighthouse until 1962. Nestled in St. Anns, N.S., it has inspired writers, artists, and creatives from around the world with its breathtaking mountain and ocean views. Perfect for two adults, this unique retreat offers tranquil nights under starry skies, stunning sunrises over Kelly’s Mountain, and sweeping views of St. Ann’s Bay.

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!

Popular amenities for Sydney holiday rentals

When is the best time to visit Sydney?

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Frequently Asked Questions

  • What are the best places to stay in Sydney?

    Many travelers choose stays near the waterfront or in downtown Sydney to explore historic sites, shops, and harbor views. You can find welcoming vacation rentals and apartments in residential neighborhoods for a quieter local experience.

  • What are the best things to do in Sydney with kids?

    Sydney has engaging museums, waterfront walks on the boardwalk, and playgrounds for outdoor activities. Families often explore local art spaces or join interactive events designed for younger guests.

  • What are some of the best things to do in Sydney?

    Explore the historic North End, learn about local culture at museums, or take in performances at a community theater. Many visitors stroll the waterfront or sample classic Maritime food around the harbor.

  • How is the weather in Sydney?

    Sydney has cold, snowy winters around 16–37°F (-9–3°C) and milder summers near 55–74°F (13–23°C), with moderate rainfall through most of the year. Packing layers and a rain jacket is frequently suggested.

  • When is the best time to visit Sydney?

    Many people prefer visiting Sydney between late spring and early autumn for milder temperatures and seasonal festivals. Winters are quieter, with snowfall creating opportunities for indoor activities and cozy local dining.

  • What are the best places to visit in Sydney?

    Sydney’s frequently suggested sites include the Old Sydney Society museums, the Big Fiddle near the waterfront, and Wentworth Park. The North End historic district is also known for its local heritage buildings.

  • What are some hiking trails in Sydney?

    You can explore trails through Wentworth Park, woodland paths around Petersfield Provincial Park, and scenic boardwalks along the shoreline. Nature-friendly trails nearby often draw both casual walkers and birders.

  • What are some family activities we can do in Sydney?

    Families enjoy hands-on discovery at local museums, outdoor fun at playgrounds and community parks, and public art spotting near the harbor. Seasonal events and markets often have activities for children as well.

  • What are some of the best day trip ideas from Sydney?

    You might explore community trails in Cape Breton Highlands, sample local crafts in rural villages, or wander through historic sites and lighthouses along the coast. The scenic drives and fishing harbors nearby are often recommended.

  • Are there any pet friendly accommodations available in Sydney?

    Many stays in Sydney welcome pets, especially near the waterfront or in quieter residential neighborhoods. Parks and walking paths nearby make it convenient for traveling with a pet.

  • What are some local tips for visiting Sydney?

    Locals suggest wearing layers year-round, as weather can change quickly, and sampling fresh seafood at neighborhood spots. Embracing live music events and chats with artisans is a great way to connect with the community.

  • What is Sydney known for?

    Sydney is known for its Celtic culture, vibrant music scene, and historic harborfront. Many visitors also associate it with regional festivals, friendly communities, and locally rooted traditions.

  • What are the best hidden gems to explore in Sydney?

    Sydney has community art installations, small galleries, and quiet trails around Petersfield Provincial Park that are frequently suggested as hidden gems. Local coffee shops in the North End also draw those seeking a cozier atmosphere.

  • What are the best foods to try in Sydney?

    Many people enjoy fresh Atlantic seafood like lobster and mussels, traditional chowders, and oatcakes. You might also explore locally baked goods and seasonal jams at village markets.

  • What should I bring for a trip to Sydney?

    Packing layers, a waterproof jacket, and comfortable shoes is frequently suggested, especially given Sydney’s varied weather. A reusable water bottle and camera can help make the most of outdoor and scenic experiences.

  • What is the nightlife in Sydney like?

    Sydney has pubs with live Celtic and folk music, welcoming lounges, and occasional small performance venues. Some travelers explore neighborhood bars and waterfront spaces for relaxed evenings.

  • What are the most popular events or festivals in Sydney?

    Sydney’s most popular events often include the Celtic Colours International Festival in autumn, local Canada Day celebrations, and summer waterfront concerts. Community parades and farmer’s markets take place throughout the year.

  • Are there family friendly vacation rentals in Sydney?

    Family-friendly vacation rentals can be found throughout Sydney, especially in residential neighborhoods and areas near parks. Many hosts provide amenities such as kitchens, extra bedrooms, and access to outdoor space.

Quick stats about holiday rentals in Sydney

  • Total holiday rentals

    Explore 100 holiday rentals in Sydney

  • Nightly prices starting at

    Sydney holiday rentals start at $52 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,700 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Sydney holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Sydney rentals

  • 4.7 Average rating

    Sydney stays receive an average rating of 4.7 out of 5 from guests

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