Vacation rentals in Blue Mountains Highpoint

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Top-rated vacation rentals in Blue Mountains Highpoint

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guest suite in Kimberley

4.93 out of 5 average rating, 533 reviews

The Post Office Motel & Spa in the ❤️ of Kimberley

One-of-a-kind relaxation escape located in the charming village of Kimberley! Just 1.5hrs North of Toronto, 20 min to Blue Mtn skiing, mtn top skating and the Village. The Kimberley downtown is something from the movies. Imagine getting out of your car and walking straight into the scene of a warm and cozy snow globe. You can watch the seasons come & go while taking in the valley views. Head outside to enjoy marshmallows by the fire, amidst this whimsical fortress. Bruce Trail access @ the door

Jan 2 – 9

G$34,139 GYD per night
Guest favorite

Place to stay in Wasaga Beach

5.0 out of 5 average rating, 186 reviews

Newly Built Woodsy Loft Retreat

Welcome to Woodsy Loft, a newly built retreat. A great spot for a getaway! A perfect home base for not just the beach and stunning walks into the sunset, but Blue Mtn, Scandinavian Spa, Collingwood, Cross Country Skiing Provincial Park and a brand new casino, all close by. Packed with amenities like screened in patio, XL bathtub, King size bed, 'The Frame' Smart TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

Nov 16 – 23

G$30,878 GYD per night
Guest favorite

Guest suite in Collingwood

4.92 out of 5 average rating, 1002 reviews

Tiny Home Tranquility

Tiny Home Tranquility! Located just 15 minutes from Blue Mountain Ski Resort and Wasaga Beach. Walking distance to Collingwood downtown core and Georgian Bay . A custom built tiny home with all the amenities needed for a perfect getaway. This clean, bright and cozy tiny home is private and is attached to the main house with a breezeway to comply with the town bylaws. The Tiny Home has a separate entrance and private back patio giving guests total privacy. Absolutely no pets due to allergies.

Jun 16 – 23

G$22,029 GYD per night

Popular amenities for Blue Mountains Highpoint vacation rentals

Other great vacation rentals in Blue Mountains Highpoint

Guest favorite

Condo in The Blue Mountains

4.94 out of 5 average rating, 118 reviews

First Tracks - Ski in / Ski out - Sleeps 6

May 20 – 27

G$28,450 GYD per night
Guest favorite

Guest suite in Kimberley

4.96 out of 5 average rating, 177 reviews

"Wine Down" in Scenic Grey Highlands

Jun 8 – 15

G$14,434 GYD per night
Guest favorite

Guesthouse in Neustadt

4.92 out of 5 average rating, 294 reviews

Bunkie in the Country

Sep 26 – Oct 3

G$11,427 GYD per night
Guest favorite

Cottage in Wasaga Beach

4.91 out of 5 average rating, 203 reviews

Simplicity On The Bay

Sep 10 – 17

G$30,319 GYD per night
Guest favorite

Chalet in Grey Highlands

4.94 out of 5 average rating, 106 reviews

Private 5 Acre Chalet with Bunkie & Sauna

Apr 27 – May 4

G$26,409 GYD per night
Superhost

Chalet in The Blue Mountains

4.85 out of 5 average rating, 665 reviews

Blue Mountain / Collingwood Hill Side Condo

Sep 15 – 20

G$25,765 GYD per night
Guest favorite

Apartment in Meaford

4.96 out of 5 average rating, 268 reviews

Sunrise and Bayview with Kayaks & Bikes

Jan 26 – Feb 2

G$26,139 GYD per night
Guest favorite

Cabin in Mulmur

4.95 out of 5 average rating, 111 reviews

Cedar Cove Cabin & Country Retreat with Beach

Jan 4 – 11

G$33,045 GYD per night
Guest favorite

Condo in The Blue Mountains

4.88 out of 5 average rating, 194 reviews

1 Bed, 1 Bath Lovely Open Concept Resort Condo

May 3 – 10

G$28,306 GYD per night
Guest favorite

Apartment in Meaford

4.98 out of 5 average rating, 288 reviews

Fuller House Airbnb

Nov 24 – Dec 1

G$18,947 GYD per night
Guest favorite

Guest suite in The Blue Mountains

4.92 out of 5 average rating, 215 reviews

Chalet 109, Mountainside Blue Mountains

May 26 – Jun 2

G$28,621 GYD per night
Guest favorite

Cabin in Clarksburg

5.0 out of 5 average rating, 38 reviews

Tiny A-Frame near the Bruce Trail

Aug 1 – 8

G$12,224 GYD per night

Destinations to explore