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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 59 Vacation Homes in Shelburne with updated reviews, rates, and availability.

Hockley “Hidden Treasure” a magical getaway!
Outdoor pool, a heated pool

Hockley “Hidden Treasure” a magical getaway!

10.0 out of 10, Exceptional, (30)
"We really enjoyed the house, pool and hot tub. There was lots of space and the house has a great cottage feel. Will definitely be back."
Hockley “Hidden Treasure” a magical getaway!
House with 4.5 bedrooms,10 Acres of forest creek and trails, lots of parking
Interior

House with 4.5 bedrooms,10 Acres of forest creek and trails, lots of parking

8.0 out of 10, Very Good, (6)
"The property was fantastic to stay at. We had a beautiful fire, lots of open space Frank was a pleasure to deal with the house was nice and big.Everything was provided for us that we needed"
House with 4.5 bedrooms,10 Acres of forest creek and trails, lots of parking
Serenity in the Hills - Charming 1-bdrm house w WiFi and Hot Tub in Orangeville
Smart TV, fireplace, video games, books

Serenity in the Hills - Charming 1-bdrm house w WiFi and Hot Tub in Orangeville

10.0 out of 10, Exceptional, (1)
"Very clean, modern, well equipped kitchen, gas fireplace and functioning hot tub"
The price is AED 318
AED 593 total
includes taxes & fees
4 May - 5 May
Serenity in the Hills - Charming 1-bdrm house w WiFi and Hot Tub in Orangeville
Entire place, Ground level walkout Basement with Huge backyard
2 bedrooms, WiFi, bed sheets

Entire place, Ground level walkout Basement with Huge backyard

7.2 out of 10, Good, (17)
"It was just fine for a nights stay. Owners were freindly and helpful"
The price is AED 209
AED 464 total
includes taxes & fees
4 May - 5 May
Entire place, Ground level walkout Basement with Huge backyard
Private Boyne River Cottage- steps to great fishing
Private kitchen

Private Boyne River Cottage- steps to great fishing

The price is AED 796
AED 1,369 total
includes taxes & fees
4 May - 5 May
Private Boyne River Cottage- steps to great fishing
*Luxury Retreat* 100-Acre Estate With Indoor Pool in East Garafax Ontario!
Property grounds

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

2.0 out of 10, (1)
"NO ONE should book with this person - he cancelled on me and my family of 35 people LESS than an hour before our stay because he said he has just found out a few minutes before out check in that the heat in the house was not working. Then he was trying to take our money and offer us a much smaller less appealing looking place for 35 people which would have been impossible to fit anyways. And its been over a weeks time and i have still NOT received my refund. Do NOT make the same mistake I did,...
The price is AED 4,243
AED 8,007 total
includes taxes & fees
4 May - 5 May
*Luxury Retreat* 100-Acre Estate With Indoor Pool in East Garafax Ontario!
Creemore Country Estate With Pool/Tennis/Event Venue
Private kitchen

Creemore Country Estate With Pool/Tennis/Event Venue

Creemore Country Estate With Pool/Tennis/Event Venue
Private Estate Home In Caledon Ontario! *6 Acres*
TV

Private Estate Home In Caledon Ontario! *6 Acres*

10.0 out of 10, Exceptional, (1)
The price is AED 1,851
AED 3,245 total
includes taxes & fees
4 May - 5 May
Private Estate Home In Caledon Ontario! *6 Acres*
The Oake Room - Modern Convenience
1 bedroom, desk, iron/ironing board, free WiFi

The Oake Room - Modern Convenience

9.8 out of 10, Exceptional, (18)
"Everything was excellent! I would definitely come back. I highly recommend this place. "
The price is AED 318
AED 548 total
includes taxes & fees
5 May - 6 May
The Oake Room - Modern Convenience
Spotless & Clean 4 Bed 2.5 Bath Home , Upstair By The Headwaters In Orangeville!
Smart TV

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

9.0 out of 10, Wonderful, (4)
"The house was exactly as advertised, clean, very central to Orangeville, and checking in was a breeze. I would be more than happy to stay there again if the opportunity arises. The hostess was also very helpful and responsive."
The price is AED 570
AED 1,229 total
includes taxes & fees
25 May - 26 May
Spotless & Clean 4 Bed 2.5 Bath Home , Upstair By The Headwaters In Orangeville!
Beautiful barn conversion set in the hills & forests of the Creemore area.
Smart TV, fireplace, books, stereo

Beautiful barn conversion set in the hills & forests of the Creemore area.

9.6 out of 10, Exceptional, (5)
"It’s a beautiful place like shown in the pictures and we had a family get away. Very picturesque area - very nice to walk around the property. Near Creemore brewery and ski hills around the area. "
Beautiful barn conversion set in the hills & forests of the Creemore area.
The Blue House - 4 Bedrooms + Pool - Perfect for the Whole Family!
Terrace/patio

The Blue House - 4 Bedrooms + Pool - Perfect for the Whole Family!

10.0 out of 10, Exceptional, (12)
"Comfortable well equipped house for a family stay. "
The Blue House - 4 Bedrooms + Pool - Perfect for the Whole Family!
JJ’s small town country retreat
Fridge, microwave, oven, stovetop

JJ’s small town country retreat

10.0 out of 10, Exceptional, (1)
"Had a great time over a fall weekend with 8 adults. The property is close to hiking trails which we took advantage of, the hot tub was super clean. Everything was clean and well kept. We didn't read the listing very well and thought that the four bedrooms each had at least a double in it, but we didn't realize that one bedroom is only a twin. Property might not be the best for four married couples unless people are ok with sharing a room between two or three couples. We figured it out anyways...
JJ’s small town country retreat
Beautiful & Private Mid Century Modern Country-House on 10 Acres near Caledon!
Smart TV, fireplace, video games, books

Beautiful & Private Mid Century Modern Country-House on 10 Acres near Caledon!

10.0 out of 10, Exceptional, (32)
"This is our second summer staying at Howie's. It is a lovely property and one of a kind space. Howie is always responsive and friendly. Highly recommend for a family retreat in the country."
Beautiful & Private Mid Century Modern Country-House on 10 Acres near Caledon!
Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway
Exterior

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

10.0 out of 10, Exceptional, (14)
"We had a great stay here, clean, comfortable beds and an attentive host! "
Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway
Walk to Downtown or conservation area, 2 Bedroom home . Sleeps 4. Pets welcomed
Exterior

Walk to Downtown or conservation area, 2 Bedroom home . Sleeps 4. Pets welcomed

10.0 out of 10, Exceptional, (8)
"Very nice house, easily walkable to grocery etc."
Walk to Downtown or conservation area, 2 Bedroom home . Sleeps 4. Pets welcomed
Rustic Loft in Working Horse Barn
Interior

Rustic Loft in Working Horse Barn

8.0 out of 10, Very Good, (11)
"No shower. No A/C. Barn cat sleeps in your bed. Compost toilet in your bed room. Poor cell service…"
Rustic Loft in Working Horse Barn
Rustic Modern: 4-Acre Mono Heritage Estate Getaway!
Smart TV, video games, DVD player, books

Rustic Modern: 4-Acre Mono Heritage Estate Getaway!

Rustic Modern: 4-Acre Mono Heritage Estate Getaway!
Cozy Home Close to Blue Mountain and Collingwood
Fridge, microwave, oven, stovetop

Cozy Home Close to Blue Mountain and Collingwood

Cozy Home Close to Blue Mountain and Collingwood
Luxurious Cottage with sunroom
Interior

Luxurious Cottage with sunroom

7.4 out of 10, Good, (3)
"Host was easy to communicate with. Place was clean and well renovated. Would definitively return!"
Luxurious Cottage with sunroom
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.
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Other property types in Shelburne

Tranquil 2BR Triplex in the Heart of Shelburne
Fridge, microwave, oven, stovetop

Tranquil 2BR Triplex in the Heart of Shelburne

Tranquil 2BR Triplex in the Heart of Shelburne
Cozy Home Close to Blue Mountain and Collingwood
Fridge, microwave, oven, stovetop

Cozy Home Close to Blue Mountain and Collingwood

Cozy Home Close to Blue Mountain and Collingwood
House with 4.5 bedrooms,10 Acres of forest creek and trails, lots of parking
Interior

House with 4.5 bedrooms,10 Acres of forest creek and trails, lots of parking

8.0 out of 10, Very Good, (6)
"The property was fantastic to stay at. We had a beautiful fire, lots of open space Frank was a pleasure to deal with the house was nice and big.Everything was provided for us that we needed"
House with 4.5 bedrooms,10 Acres of forest creek and trails, lots of parking
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.