Vacation rentals in Chesley

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Top-rated vacation rentals in Chesley

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Guest favorite

Guest suite in Chatsworth

4.85 out of 5 average rating, 349 reviews

Settler's Loft in Log Home

This charming original log home is set amongst rock fences and mature maples on 80 acres of reforested farmland. This two-storey suite sleeps up to 5 guests, has 2 bedrooms, 4-piece bathroom, kitchenette, living area, deck, & private balcony. Trails for exploring, campfire ring, and large grassy area for outdoor games. Brand new AC system. Very close to OFSC snowmobile trails. (Note - barn access is for weddings only) NO pets >> 40 minute drive to Blue Mountain; 30 minutes to Lake Huron beaches

Oct 11 – 18

G$22,870 GYD per night

Guest favorite

Place to stay in Wasaga Beach

5.0 out of 5 average rating, 191 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.

Oct 14 – 21

G$28,644 GYD per night

Guest favorite

Place to stay in Hanover

4.95 out of 5 average rating, 96 reviews

Welcoming single room with all the right amenities

This stylish place is close to must-see destinations. If you like the outdoors head five miles east to Allan Park. You’ll find hiking trails, snowshoeing, tobogganing and cross country skiing. Four miles south takes you to Saugeen Conservation Centre where you’ll see Swans a swimming and the nature trails will take you to the Sulphur Spring. Hanover’s P&H Centre hosts an indoor pool and ice rink. A short drive gets you to the beaches on Lake Huron. Enjoy horse races in summer and Casino.

Jun 28 – Jul 5

G$16,353 GYD per night

Guest favorite

Apartment in Hanover

4.85 out of 5 average rating, 26 reviews

A home away from home

Home in a new subdivision with a finished basement for use to guests for daily, weekly, or monthly stay. Has nice bright windows and is floor heated. Large 65" tv with local cable. Good fiber wifi. Open staircase to upper house but your privacy is much respected . Small appliances provided frig, large toast oven with timer,coffee maker, toaster, hot plate, etc. Price is per person. NOTE IF ROOM IS BOOKED YOUR LOOKING FOR A PLACE TO SLEEP I HAVE AN UPSTAIRS BEDROOM ,OWN BATHROOM AVAILABLE.

Jul 9 – 16

G$12,783 GYD per night

Guest favorite

Loft in Neustadt

4.97 out of 5 average rating, 94 reviews

Cozy Loft at Carrick Creek Farmstead

Carrick Creek Farmstead is a sanctuary in the corner of Southeast Bruce County in Ontario. The Farmstead offers you 170 acres of rolling hills, a woodlot and walking trails. The Loft is a suite above our garage. A king bed and pull out sofa bed allow accommodation for 4 adults. The loft has kitchen facilities, shower, television, and air conditioning for the summer. Enjoy a meal on the nearby patio. If you would like to enjoy some prepared food from the Carrick Creek kitchen, just ask.

Aug 30 – Sep 6

G$19,699 GYD per night

Guest favorite

Guest suite in Neustadt

4.98 out of 5 average rating, 242 reviews

Large Guest suite with sauna, in the country!

Enjoy a relaxing stay in the country just minutes from Hanover. Our farm is situated on 60 acres of organic cropland. The bright, spacious walkout basement with a sauna, and a large private back yard with a patio is yours to enjoy. Hike the trails in Grey county, visit shops in surrounding towns, enjoy a festival, tour the farmers markets or visit the beaches of Lake Huron and Georgian Bay. We are close to snowmobile trails, snowshoeing trails and ATV trails a large tobogganing hill.

Jul 6 – 13

G$18,972 GYD per night

Guest favorite

Hut in Chatsworth

4.99 out of 5 average rating, 126 reviews

Peaceful cabin-in-the-woods 50 acre private forest

Relax in a charming cabin on an off-grid property powered by solar energy and enjoy exclusive use of 50 acres of peaceful woodlands with 4km of nature trails and special features like a SoundForest and meditative walking labyrinth. It’s like having your own private park! There’s even an option ($) to have breakfast brought out. This is a unique place & space so read the detailed listing/photos/captions and scroll back through descriptive reviews to help determine if it's right for you.

Jul 16 – 21

G$30,207 GYD per night

Guest favorite

Guesthouse in Neustadt

4.92 out of 5 average rating, 303 reviews

Bunkie in the Country

Now Open! The bunkie has a great view of the sunrise. It's a quiet rural area (please note it is a GRAVEL road). Good for couples, solo adventurers, hunters, someone looking to be outside of town. The bunkie is located approx. 30 feet behind our home. We have 2 large dogs on site (live in the house). For allergenic reasons and safety of other animals, we do not allow pets. May not be suitable for those with mobility issues (small hill & stairs). The bunkie has heat and A/C!

Apr 20 – 27

G$11,293 GYD per night

Guest favorite

Cottage in Elmwood

4.97 out of 5 average rating, 109 reviews

Little Red Cabin on the River

Bright and cozy, open concept cabin retreat overlooking Styx river in beautiful West Grey. Relax next to a quiet river on a large lot with elevated deck, natural wood-burning fire pit and BBQ. This all season get away is 2 hours from Toronto, perfect for small families or a small group. Recently updated, this cabin features simple, modern decor with a fully furnished kitchen for home cooked meals and baking. Also now includes WiFi and an outside wood burning, cedar barrel sauna.

Dec 10 – 17

G$35,658 GYD per night

Guest favorite

Guest suite in Holland Centre

4.97 out of 5 average rating, 193 reviews

Dragonfly Hollow bnb

Nature lovers, Come experience the natural beauty of the Grey-Bruce region. Our home is in a very quite natural setting surrounded by trees. In summer explore the many lakes, beach or waterfalls . Hike the Bruce trail, or one of many others; good for ATVing, Scenic Motorcycle Routes. Fall is especially beautiful, the hills and valleys fill with vibrant colours. In winter, enjoy cross-country, downhill skiing, snowboarding, skidooing. Blue Mountain only a Scenic 40 mins away.

Jan 26 – Feb 2

G$17,360 GYD per night

Guest favorite

Farm stay in Markdale

4.99 out of 5 average rating, 124 reviews

Experience Country Living at Firefly Ridge

Your private living space is comfortable and bright, with lots of picturesque windows and high ceilings. There is a walkout to a private area where you can relax, and unwind, enjoying the sounds of nature and some farm animals, such as horses, minis, donkeys, goats, chickens, cats, 2 Australian cattle dogs and even some piggies. We love our animals and we welcome yours as we are a pet friendly farm. Please note DOGS MUST be on a leash when on the property.

Oct 27 – Nov 3

G$29,760 GYD per night

Guest favorite

Home in Walkerton

5.0 out of 5 average rating, 11 reviews

The Cozy on Colborne

Beautifully renovated home combining 1940’s charm and character with carefully curated finishes just steps from downtown Walkerton. Whether you are in town for work, visiting family and friends or to host a low key girls night, you will find everything you need here. Sleeps 6 comfortably making it great for families or small groups. It features an open concept fully equipped kitchen, cozy living room and spacious deck located right off the kitchen.

May 20 – 27

G$33,882 GYD per night