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Vacation rentals in Craighurst

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Top-rated vacation rentals in Craighurst

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

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Guest suite in Moonstone

4.83 out of 5 average rating, 161 reviews

SKI, Trails HOT TUB and SAUNA in the woods

PLEASE READ! Mt. St. Louis & Horseshoe Valley at doorstep! This is a bright, large and private walk-out GUEST SUITE (basement apartment). Hot tub, patio, fire pit & secluded path in the woods to enjoy nature. Kitchen is equipped with an induction cooktop and all things necessary, even wine bottle opener:) Open concept living room/kitchen/dining room with TV & Roku. Bedroom is a work of Art: dark, mysterious and romantic! Custom Queen bed made from weathered barn wood salvaged from our property.

May 12 – 17

ﺩ.ﺇ460 per night

Dome in Bradford West Gwillimbury

4.98 out of 5 average rating, 209 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Nov 12 – 19

ﺩ.ﺇ437 per night

Place to stay in Wasaga Beach

5.0 out of 5 average rating, 190 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.

Dec 10 – 17

ﺩ.ﺇ534 per night

Guesthouse in Shanty Bay

4.86 out of 5 average rating, 79 reviews

New Charming tinyhome Experience

Come spend a few days in our warm and cozy hideaway. Enjoy the winter wonderland with some Snow shoeing, cross country skiing or Snowmobiling right from your backyard! OR, perhaps you would like to go to the new Vetta Spa only mins away. Or downhill, snowboard at Horseshoe or Moonstone? OR maybe you just want to disconnect from technology for awhile and reconnect with yourself or loved one. Please inquire if you would like more than 3 guests. The options are plentiful from this location.

Jun 7 – 14

ﺩ.ﺇ228 per night

Guest suite in Oro Medonte

5.0 out of 5 average rating, 52 reviews

Hilltop Suite, a lovely 2 Bedroom Suite

Welcome to The Hilltop Suite! Located in the heart of Horseshoe Valley, our cozy retro style suite is the perfect location for your getaway and to enjoy a fun relaxing stay. The Hilltop Suite is 3 minutes away from Horseshoe Valley Ski Resort home of skiing, tubing, golfing, treetop trekking. The famous Vetta Spa is 5 minutes away. We are 20 minutes away from both Barrie and Orillia, where you can check out Downtown Barrie's beautiful waterfront with an array of restaurant's and shops.

Nov 10 – 17

ﺩ.ﺇ267 per night

Guest suite in Phelpston

4.96 out of 5 average rating, 184 reviews

Country Escape/Private bright lower/2 Bdrm Suite

A totally separate bright private 1900sq ft basement Apt. Large windows with 9’ ceilings, private entrance through the garage. Perfect for a couple or small family getaway. Max is a family of 4. Outside private patio area, plus full access to backyard. Two comfy bedrooms with queen beds. Spa bathroom with large shower. Large open concept Living area, Game area and KITCHENETTE Roku 75”TV Extra Large driveway Heated Pool Surrounded by Ski Resorts, Beaches, Trails and Vetta Nordic Spa.

Sep 24 – Oct 1

ﺩ.ﺇ455 per night

Chalet in Phelpston

4.88 out of 5 average rating, 283 reviews

Dream Home Oasis; 7 bedroom, Hot Tub Swimming Pool

Our place is perfectly situated on a radius of just minutes travel to lakes, beaches, ski hills, ATV's and snowmobile and hiking trails nearby. Near Horseshoe Valley, Wasaga Beach and the Muskokas, you have the convenience for a quick trip or choose not to leave our place that offers all the amenities of a perfect holiday oasis, a Solar Heated Swimming Pool for the summer and a Hot Tub all year long. In the middle of Nature, you have the quiet and secluded ability to appreciate it all.

Feb 7 – 14

ﺩ.ﺇ2,151 per night

Condo in Oro

4.9 out of 5 average rating, 116 reviews

4-Bed Country Club Haven with Pool, BBQs, and More

Welcome to our one-of-a-kind 4-bed condo country club, an exceptional destination that caters to large families and offers an unforgettable vacation experience. This uniquely structured property features two separate bedroom suites, with Wi-Fi and a range of outstanding amenities, your every need will be catered to. Dive into the ultimate aquatic experience with our heated indoor/outdoor pool, indulge in the benefits of our sauna, and melt away your cares in the inviting hot tub.

Nov 2 – 9

ﺩ.ﺇ531 per night

Townhouse in Shanty Bay

5.0 out of 5 average rating, 28 reviews

Stylish Town For 5, Ravine Backyard, Resort Pool

Forget your worries in this spacious and serene space at Carriage Country Club Resort. You get a full designer suite perfect for couples, equipped with a King Sized Bed, and a Jacuzzi for romantics. Prepare your own meals in the fully equipped kitchen with Microwave and Electric Stove. Access your favorite Streaming-TV accounts like Netflix, Prime, and Disney+ Close to Vetta Spa! Dual Indoor and Heated Outdoor Pool; literally the Best Retreat in Oro-Medonte. Book with Us Today!

Nov 30 – Dec 7

ﺩ.ﺇ325 per night

Dome in Hawkestone

4.94 out of 5 average rating, 238 reviews

Glen Oro Eco-Retreat Glamping Stargazer Dome

Leave the noise and rush of the modern world behind, unplug from your normal routine and immerse yourself in a beautiful old growth hardwood forest. Our Eco-Retreat focuses on providing a luxurious platform for you to stay in all the comforts of a boutique hotel amidst the raw and natural beauty of our Canadian wilderness. Here at Glen Oro we have over 200 acres of rolling fields and forests, horseback riding, hiking trails, and an incredible starry night sky.

Dec 26 – Jan 2

ﺩ.ﺇ1,373 per night

Cottage in Torrance

4.97 out of 5 average rating, 193 reviews

Beautiful Nine Mile Lake

Beautiful Muskoka getaway! Newly renovated 4 season waterfront cottage! Stunning views! Located on picturesque Nine Mile Lake. Over 70% of the lake is crown land. Perfect for kayaking and canoeing to enjoy all the beauty Muskoka is known for. We have kayaks a canoe and a paddle board for you to enjoy. Plenty of sun exposure on the dock you can swim all day long. Close to hiking and snowmobile trails. May 15-Oct 2 Minimum 6 nights with a Sunday check in.

May 5 – 10

ﺩ.ﺇ611 per night

Condo in Oro

4.9 out of 5 average rating, 154 reviews

Spacious 1-br w pool & jacuzzi at Horseshoe Valley

Welcome to Horseshoe Valley, just 1.5 hrs north of Greater Toronto Area. It's a four-season wonder of nature with limitless access to lakes, rivers, trails, and rolling hills. Whether you aim to ski in snow-laden forests of pine, hit golf at one of eighteen golf courses, mountain bike or hike in several landscape trails, soak in the healing experience of Vetta Nordic spa, or simply relax at the tranquility of the area, this place is simply yours to enjoy!

Sep 13 – 20

ﺩ.ﺇ369 per night

Vacation rentals for every style

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Popular amenities for Craighurst vacation rentals

Free parking on premises

Air conditioning

Stay near Craighurst's top sights

Amiche Restaurant and Social House31 locals recommend

Loobies27 locals recommend

Chelsea Chocolate Company15 locals recommend

Other great vacation rentals in Craighurst

Condo in Shanty Bay

4.92 out of 5 average rating, 12 reviews

Resort Condo near Horseshoe Valley

Sep 14 – 21

ﺩ.ﺇ374 per night

Guesthouse in Midhurst

5.0 out of 5 average rating, 12 reviews

Tranquil Escape - 1 Bedroom

May 17 – 24

ﺩ.ﺇ381 per night

Guesthouse in Shanty Bay

4.99 out of 5 average rating, 86 reviews

The Guest House, Maplewood Hills

Aug 2 – 9

ﺩ.ﺇ675 per night

Condo in Oro

4.93 out of 5 average rating, 27 reviews

Stunning Suite in Horseshoe Valley

Nov 6 – 13

ﺩ.ﺇ427 per night

Condo in Oro

4.95 out of 5 average rating, 78 reviews

Pet-friendly, 1 BR condo in Horseshoe Valley

Mar 26 – Apr 2

ﺩ.ﺇ435 per night

Condo in Oro

4.94 out of 5 average rating, 31 reviews

Cozy 1-Bedroom Romantic Retreat with full Kitchen

Mar 11 – 18

ﺩ.ﺇ341 per night

Home in Hawkestone

4.93 out of 5 average rating, 54 reviews

Lakeside Cottage Getaway

Dec 23 – 30

ﺩ.ﺇ495 per night

Apartment in Barrie

5.0 out of 5 average rating, 5 reviews

Cozy Condo Winter Retreat!

May 22 – 29

ﺩ.ﺇ541 per night

Destinations to explore