Totem poles with intricate designs and a dense forest background.

Upper North Sydney Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Upper North Sydney vacation rentals

1. Harbour Suite, Modern Stay Near NFLD ferry

Harbour Suite, Modern Stay Near NFLD ferry
North Sydney
The price is CA $150
CA $237 total
includes taxes & fees
Sep 1 - Sep 2
Harbour Suite, Modern Stay Near NFLD ferry

2. whole house at North Sydney

whole house at North Sydney
North Sydney
10.0 out of 10, Exceptional, (1 review)
"All on all great property . We'll Located close to everything . We will definitely be returning"
United States
Daniel F.
The price is CA $250
CA $557 total
includes taxes & fees
Sep 1 - Sep 2
whole house at North Sydney

3. The new Berkshire House

The new Berkshire House
Sydney
8.6 out of 10, Excellent, (13 reviews)
"Had a great stay with the family. "
Canada
David
The price is CA $300
CA $545 total
includes taxes & fees
Sep 1 - Sep 2
The new Berkshire House

4. Apartment in North Sydney

Apartment in North Sydney
North Sydney
The price is CA $126
CA $290 total
includes taxes & fees
Sep 5 - Sep 6
Apartment in North Sydney

5. Garden Suite | Modern 2BR with Private Yard

Garden Suite | Modern 2BR with Private Yard
Sydney
10.0 out of 10, Exceptional, (1 review)
"My family loved our stay at Philip and Figgi’s place! It was spacious, clean, and great for our two nights in Sydney."
Canada
Cailin
The price is CA $152
CA $391 total
includes taxes & fees
Sep 1 - Sep 2
Garden Suite | Modern 2BR with Private Yard

6. Warm and Bright 3 Bedroom Detached House·sydney

Warm and Bright 3 Bedroom Detached House·sydney
2.0 star property
Sydney
The price is CA $250
CA $317 total
includes taxes & fees
Sep 4 - Sep 5
Warm and Bright 3 Bedroom Detached House·sydney

7. Sky-View | Modern 2BR Retreat + Balcony (490861)

Sky-View | Modern 2BR Retreat + Balcony (490861)
Sydney
10.0 out of 10, Exceptional, (1 review)
"My family and I were thrilled to walk into such a beautiful very new apartment. There are so many details and special touches to make this place our home. Spacious bedrooms, a kitchen stocked with everything that you could possibly think of and a private, quiet deck. The living room is spacious with two comfortable couches so everyone can enjoy the largest smart television I’ve ever seen anywhere I’ve rented! Figgi & Dr. Eappen sent very clear instructions to check in with along with wifi...
Canada
Eiron
The price is CA $148
CA $386 total
includes taxes & fees
Sep 1 - Sep 2
Sky-View | Modern 2BR Retreat + Balcony (490861)

8. Rita's Retreat: The Bachelor ~ Indoor Saltwater Pool ~ with Lake View!

Rita's Retreat: The Bachelor ~ Indoor Saltwater Pool ~ with Lake View!
Sydney
8.8 out of 10, Excellent, (9 reviews)
"Did not know that there were so many stairs to get to and from the bachelor apt., However Hosts were there at the time we arrived to check on things and graciously helped us up the stairs with our bags ! We really appreciated their friendliness and kindness after a long day . The oatmeal cookies that were left for us as a special treat were fantastic and waking up to a beautiful view with Canada geese on the lawn by the lake was amazing!"
Canada
Naomi
The price is CA $199
CA $386 total
includes taxes & fees
Sep 3 - Sep 4
Rita's Retreat: The Bachelor ~ Indoor Saltwater Pool ~ with Lake View!

9. Modern Sydney Retreat - Private 4BR, 2BR for Groups of 8

Modern Sydney Retreat - Private 4BR, 2BR for Groups of 8
Sydney
10.0 out of 10, Exceptional, (3 reviews)
"Loved this place! My family came together from out west, NS and Nfld to celebrate our mothers life and this was the perfect spot where our adult sons and daughters could hang out separately from us more senior adults.Loved everything from the kitchen, bathrooms, bedrooms to the incredible TVs in the wall!Thanks guys, we will be back!"
United States
Ron M.
The price is CA $257
CA $658 total
includes taxes & fees
Sep 1 - Sep 2
Modern Sydney Retreat - Private 4BR, 2BR for Groups of 8

10. Ocean front Cranberry Cottage. Close-NFLD FERRY, Cabot Trail, Baddeck, Louisburg

Ocean front Cranberry Cottage. Close-NFLD FERRY, Cabot Trail, Baddeck, Louisburg
Sydney Mines
9.6 out of 10, Exceptional, (18 reviews)
"Wonderful location! "
Canada
Erin M.
The price is CA $315
CA $636 total
includes taxes & fees
Sep 6 - Sep 7
Ocean front Cranberry Cottage. Close-NFLD FERRY, Cabot Trail, Baddeck, Louisburg

11. Full house

Full house
Sydney
9.2 out of 10, Wonderful, (13 reviews)
"Excellent"
Canada
FNU
The price is CA $300
CA $584 total
includes taxes & fees
Sep 1 - Sep 2
Full house

12. Sydney Retreat | 3BR, 2 Bath Home with Deck & BBQ

Sydney Retreat | 3BR, 2 Bath Home with Deck & BBQ
Sydney
8.0 out of 10, Very good, (1 review)
"This property was set up very well with amenities and usable household items. My favorites were well functioning the air conditioning, sunny usable deck and cotton sheets. Some things need to be tended to, otger than that, excelkent."
United States
Tricia B.
The price is CA $247
CA $650 total
includes taxes & fees
Sep 1 - Sep 2
Sydney Retreat | 3BR, 2 Bath Home with Deck & BBQ

13. 2 bedroom main level of the house at North

2 bedroom main level of the house at North
North Sydney
The price is CA $150
CA $320 total
includes taxes & fees
Sep 27 - Sep 28
2 bedroom main level of the house at North

14. Rita’s Retreat Main House ~ Indoor Saltwater Pool ~ with Lake View!

Rita’s Retreat Main House ~ Indoor Saltwater Pool ~ with Lake View!
Sydney
7.6 out of 10, Good, (5 reviews)
":)"
Canada
Kristen P.
The price is CA $539
CA $894 total
includes taxes & fees
Sep 1 - Sep 2
Rita’s Retreat Main House ~ Indoor Saltwater Pool ~ with Lake View!

15. Beach access with Ocean View; Cabot Trail 25 km away.

Beach access with Ocean View; Cabot Trail 25 km away.
Black Rock
8.8 out of 10, Excellent, (13 reviews)
"Very cute place loved the private beach . The brown tinged water and smell was a bit of a turn off even though they have a water softener and everything in place. Also, I found the floors a bit dirty/sticky. It’s not well marked the house itself, a local had to help us find our spot. It was my first time using this check-in and had no internet so it made things a bit challenging for me."
Canada
Julia
The price is CA $200
CA $320 total
includes taxes & fees
Sep 6 - Sep 7
Beach access with Ocean View; Cabot Trail 25 km away.

16. Raven's Roost Hike-in Sleeping Cabin at Sally's Brook Off-Grid Luxury Cabins

Raven's Roost Hike-in Sleeping Cabin at Sally's Brook Off-Grid Luxury Cabins
Englishtown
10.0 out of 10, Exceptional, (6 reviews)
"Staff was friendly, cabin was beautiful and clean. All around great spot to stay. Will definitely be back!"
Canada
Alexandra
The price is CA $206
CA $341 total
includes taxes & fees
Sep 2 - Sep 3
Raven's Roost Hike-in Sleeping Cabin at Sally's Brook Off-Grid Luxury Cabins

17. Bright and charming cabin on the Cabot Trail overlooking St. Ann’s bay.

Bright and charming cabin on the Cabot Trail overlooking St. Ann’s bay.
Baddeck
9.8 out of 10, Exceptional, (25 reviews)
"The location was perfect. We enjoyed a campfire by starlight. Mattresses were very comfortable. Would highly recommend this location."
Canada
Nancy
The price is CA $240
CA $308 total
includes taxes & fees
Sep 20 - Sep 21
Bright and charming cabin on the Cabot Trail overlooking St. Ann’s bay.

18. Cabot Shores Wilderness Resort

Cabot Shores Wilderness Resort
3.0 star property
Indian Brook
7.0 out of 10, Good, (75 reviews)
"it was amazing. The location, the staff i strongly recomand"
Canada
Sylvie
The price is CA $176
CA $213 total
includes taxes & fees
Sep 1 - Sep 2
Cabot Shores Wilderness Resort

19. Rita's Retreat: Rita Suite ~ Indoor Saltwater Pool ~ with Lake View!

Rita's Retreat: Rita Suite ~ Indoor Saltwater Pool ~ with Lake View!
Sydney
9.2 out of 10, Wonderful, (9 reviews)
"Very clean and spacious. Loved the pool."
Canada
Carol B.
The price is CA $359
CA $628 total
includes taxes & fees
Sep 1 - Sep 2
Rita's Retreat: Rita Suite ~ Indoor Saltwater Pool ~ with Lake View!

20. Hummingbird Hike-In Sleeping Pod at Sally's Brook Wilderness Cabins

Hummingbird Hike-In Sleeping Pod at Sally's Brook Wilderness Cabins
Englishtown
9.8 out of 10, Exceptional, (10 reviews)
"Lisa went above and beyond for me and my Mom. We had a wonderful stay, the property is beautiful and highly would recommend to others!"
Canada
Jacey
The price is CA $134
CA $242 total
includes taxes & fees
Sep 7 - Sep 8
Hummingbird Hike-In Sleeping Pod at Sally's Brook Wilderness Cabins
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Upper North Sydney Hotel Reviews

Find out more about Upper North Sydney

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Upper North Sydney. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Upper North Sydney?

Yes, we have vacation rentals near the most popular attractions in Upper North Sydney, or you can select a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Upper North Sydney?

Full house: Visitors like this Upper North Sydney vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What’s there to see and do in Upper North Sydney?

Pottle Lake and Johnson Lake Nature Reserve are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Seaview Golf & Country Club and North Sydney Historical Society.

What’s a vacation rental in Upper North Sydney like?

Vacation rentals are private properties you can book for a long or short time in Upper North Sydney. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family gatherings.