Book Holiday Homes in Shelburne

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Shelburne

Spotless & Clean 4 Bed 2.5 Bath Home By The Headwaters In Orangeville!

Spotless & Clean 4 Bed 2.5 Bath Home By The Headwaters In Orangeville!

Orangeville
The price is AU$521 per night from 14 Jan to 15 Jan
AU$521
includes taxes & fees
14 Jan - 15 Jan
Located in Orangeville, this vacation home is within a 5-minute drive of Theatre Orangeville and Island Lake Conservation Area.
Spotless & Clean 4 Bed 2.5 Bath Home By The Headwaters In Orangeville!
Private Boyne River Cottage- steps to great fishing

Private Boyne River Cottage- steps to great fishing

New Tecumseth
Located in New Tecumseth, Private Boyne River Cottage- steps to great fishing is a 3-minute drive from Nottawasaga Inn Resort Golf Club and 6 minutes from Earl ...
Private Boyne River Cottage- steps to great fishing
*Luxury Retreat* 100-Acre Estate With Indoor Pool in East Garafax Ontario!

*Luxury Retreat* 100-Acre Estate With Indoor Pool in East Garafax Ontario!

East Garafax
The price is AU$3,419 per night from 2 Jan to 3 Jan
AU$3,419
includes taxes & fees
2 Jan - 3 Jan
Located in East Garafraxa, this vacation home is within a 15-minute drive of Theatre Orangeville and Island Lake Conservation Area.
*Luxury Retreat* 100-Acre Estate With Indoor Pool in East Garafax Ontario!
Save an average of 15% on thousands of hotels when you're signed in
Hockley “Hidden Treasure”Tis the Season!! Fully decorated for the Holidays !

Hockley “Hidden Treasure”Tis the Season!! Fully decorated for the Holidays !

Mono
With a stay at this vacation home in Mono, you'll be next to a golf course, just a 4-minute walk from Hockley Valley Provincial Park and 10 minutes by foot from ...
Hockley “Hidden Treasure”Tis the Season!! Fully decorated for the Holidays !
Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway

Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway

Orangeville
A stay at this vacation home places you in the heart of Orangeville, within a 5-minute drive of Theatre Orangeville and Island Lake Conservation Area.
Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway
Fully Furnished 2 Bedroom home . Sleeps 4. Pets welcomed

Fully Furnished 2 Bedroom home . Sleeps 4. Pets welcomed

Orangeville
Located in Orangeville, this vacation home is within a 5-minute drive of Theatre Orangeville and Island Lake Conservation Area.
Fully Furnished 2 Bedroom home . Sleeps 4. Pets welcomed
Entire place, Ground level walkout Basement  with Huge backyard

Entire place, Ground level walkout Basement with Huge backyard

Orangeville
The price is AU$239 per night from 11 Jan to 12 Jan
AU$239
includes taxes & fees
11 Jan - 12 Jan
Located in Orangeville, this vacation home is a 4-minute drive from Theatre Orangeville and 6 minutes from Island Lake Conservation Area.
Entire place, Ground level walkout Basement with Huge backyard
Entire top floor huge 1 bedroom apt private entry!

Entire top floor huge 1 bedroom apt private entry!

Orangeville
Located in Orangeville, this vacation home is within a 5-minute drive of Theatre Orangeville and Island Lake Conservation Area.
Entire top floor huge 1 bedroom apt private entry!
Rustic Loft in Working Horse Barn

Rustic Loft in Working Horse Barn

Loretto
Located in Adjala-Tosorontio, this vacation home is in a rural location, within a 15-minute drive of Legacy Pines Golf Club and Caledon Equestrian Park.
Rustic Loft in Working Horse Barn
Don't see what you're looking for?
See all available properties in Shelburne
View all properties
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.

Shelburne Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Shelburne vacation homes are the perfect way for you to wing it.

Holiday houses in Shelburne let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Shelburne in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Shelburne adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Shelburne with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Shelburne vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Shelburne Holiday Homes essential information

Accommodation
51 Holiday Homes
Lowest Price
AU$239
Highest Price
AU$3,419
Popular accommodation
Spotless & Clean 4 Bed 2.5 Bath Home By The Headwaters In Orangeville!, Private Boyne River Cottage- steps to great fishing , *Luxury Retreat* 100-Acre Estate With Indoor Pool in East Garafax Ontario!, Hockley “Hidden Treasure”Tis the Season!! Fully decorated for the Holidays ! , Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway, Fully Furnished 2 Bedroom home . Sleeps 4. Pets welcomed, Entire place, Ground level walkout Basement with Huge backyard, Entire top floor huge 1 bedroom apt private entry!, Rustic Loft in Working Horse Barn

Top trending hotels in Shelburne

Cozy Home Close to Blue Mountain and Collingwood

Cozy Home Close to Blue Mountain and Collingwood

Shelburne
With a stay at this vacation home in Shelburne, you'll be 8.8 mi (14.2 km) from Mono Cliffs Provincial Park and 13.1 mi (21 km) from Hockley Valley Provincial ...
Cozy Home Close to Blue Mountain and Collingwood
Tranquil 2BR Triplex in the Heart of Shelburne

Tranquil 2BR Triplex in the Heart of Shelburne

Shelburne
With a stay at this apartment in Shelburne, you'll be 8.7 mi (14 km) from Mono Cliffs Provincial Park and 12.9 mi (20.8 km) from Hockley Valley Provincial ...
Tranquil 2BR Triplex in the Heart of Shelburne
Best Western Plus Orangeville Inn & Suites

Best Western Plus Orangeville Inn & Suites

2.5 out of 5
7 Buena Vista Drive, Orangeville, ON
The price is AU$316 per night from 14 Jan to 15 Jan
AU$316
includes taxes & fees
14 Jan - 15 Jan
When you stay at Best Western Plus Orangeville Inn & Suites in Orangeville, you'll be near ski lifts, within a 5-minute drive of Island Lake Conservation Area ...
Best Western Plus Orangeville Inn & Suites
Save an average of 15% on thousands of hotels when you're signed in
Hockley Valley Resort

Hockley Valley Resort

3.5 out of 5
793522 3rd Line EHS, Mono, ON
Fully refundableReserve now, pay when you stay
The price is AU$441 per night from 3 Jan to 4 Jan
AU$441
includes taxes & fees
3 Jan - 4 Jan
With a stay at Hockley Valley Resort in Mono, you'll be a 1-minute walk from Hockley Valley Resort and 15 minutes by foot from Hockley Valley Provincial ...
Hockley Valley Resort
Don't see what you're looking for?
See all available properties in Shelburne
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.