Vacation rentals in Shelburne

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Vacation rentals in Shelburne

Entire place, Ground level walkout Basement with Huge backyard

Entire place, Ground level walkout Basement with Huge backyard

Orangeville ON
18.09 km from city centre
The price is CA $71 per night
CA $71
CA $165 total
Jan 3 - Jan 4, 2026
includes taxes & fees
Stay at this vacation home in Orangeville. Enjoy cable/satellite TV service and air conditioning. Popular attractions Theatre Orangeville and Island Lake Conservation Area are located nearby.
Caledon Estate

Caledon Estate

2 out of 5
CALEDON ON
25 km from city centre
The price is CA $698 per night
CA $698
CA $1,157 total
Jan 1 - Jan 2, 2026
includes taxes & fees
Stay at this villa in Caledon. Enjoy laundry facilities and air conditioning. Popular attractions Lions Park and John W. Nichols Community Park are located nearby.
Private Boyne River Cottage- steps to great fishing

Private Boyne River Cottage- steps to great fishing

New Tecumseth ON
30.19 km from city centre
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Stay at this vacation home in New Tecumseth. Enjoy air conditioning. Popular attractions Nottawasaga Inn Resort Golf Club and Beattie Pinery Provincial Park Provincial Park are located nearby.
Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery

Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery

Orangeville ON
16.43 km from city centre
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Stay at this cottage in Mono. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Hockley Valley Resort and Hockley Valley Provincial Park are located nearby.
Kitchen
Pet-friendly
Hockley Valley Cozy Cottage

Hockley Valley Cozy Cottage

Orangeville ON
16.34 km from city centre
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Stay at this cottage in Mono. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attractions Hockley Valley Resort and Hockley Valley Provincial Park are located nearby.
“The Hockley Hideaway”, sharing our unique property for your unique experiences❤️

“The Hockley Hideaway”, sharing our unique property for your unique experiences❤️

Mono ON
16.32 km from city centre
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Book a stay at this ski vacation home in Mono. Enjoy free WiFi, private pools, and a garden. Popular attractions Hockley Valley Resort and Hockley Valley Provincial Park are located nearby.
Pool
Hot tub
Beautiful barn conversion set in the hills & forests of the Creemore area.

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

Mulmur ON
19.53 km from city centre
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Stay at this vacation home in Mulmur. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Little Tract and Dufferin County Forest- Main Tract are located nearby.
Resort style entire guesthouse (2 rooms)

Resort style entire guesthouse (2 rooms)

Loretto ON
27.86 km from city centre
The price is CA $230 per night
CA $230
CA $323 total
Jan 27 - Jan 28, 2026
includes taxes & fees
Stay at this villa in Adjala-Tosorontio. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Legacy Pines Golf Club and Caledon Equestrian Park are located nearby.
Hockley Riverside Cottage • Loft & Bunkie

Hockley Riverside Cottage • Loft & Bunkie

Mono ON
17.95 km from city centre
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Stay at this cottage in Mono. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Hockley Valley Resort and Hockley Valley Provincial Park are located nearby.
5BR Riverfront Retreat w/ Firetable, BBQ, and Deck

5BR Riverfront Retreat w/ Firetable, BBQ, and Deck

Orangeville ON
19.29 km from city centre
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Stay at this vacation home in Mono. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Hockley Valley Resort and Hockley Valley Provincial Park are located nearby.
Hidden Gem! Charming rural getaway close to hiking/skiing/biking. Dog friendly!

Hidden Gem! Charming rural getaway close to hiking/skiing/biking. Dog friendly!

Mulmur ON
10.74 km from city centre
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Book a stay at this ski cabin in Mulmur. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Boyne Valley Provincial Park and Mansfield Ski Club are located nearby.
Modern Cozy Getaway

Modern Cozy Getaway

Orangeville ON
20.58 km from city centre
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Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Island Lake Conservation Area and Theatre Orangeville are located nearby.
Tamarack Trails - Wilderness Cabin

Tamarack Trails - Wilderness Cabin

Grand Valley ON
17.38 km from city centre
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Stay at this cabin in Amaranth. Enjoy air conditioning. Popular attraction Luther Marsh Conservation Area is located nearby.
The Perfect Getaway

The Perfect Getaway

Orangeville ON
20.25 km from city centre
The price is CA $105 per night
CA $105
CA $205 total
Jan 7 - Jan 8, 2026
includes taxes & fees
Stay at this vacation home in Orangeville. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Theatre Orangeville and Island Lake Conservation Area are located nearby.
Lakeside Private suite (Queen bed room)

Lakeside Private suite (Queen bed room)

Loretto ON
27.86 km from city centre
The price is CA $96 per night
CA $96
CA $162 total
Jan 1 - Jan 2, 2026
includes taxes & fees
Stay at this villa in Adjala-Tosorontio. Enjoy air conditioning. Popular attractions Legacy Pines Golf Club and Caledon Equestrian Park are located nearby.
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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.