Vacation rentals in Chesley

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Top-rated vacation rentals in Chesley

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Top guest favorite
A stylishly designed entryway features a textured, herringbone-patterned wall in neutral tones. A wooden coat rack with multiple hooks is mounted alongside a door. Stairs lead up to a bright area, illuminated by natural light, enhancing the welcoming feel of the space.
Place to stay in Hanover
4.93 out of 5 average rating, 228 reviews

Single room Queen bed 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.

Guest favorite
A spacious living area features high wooden ceilings and large windows that offer views of the surrounding nature and lake. A comfortable sectional sofa is positioned beside a coffee table, with a television placed on a low stand. Natural light fills the space.
Cottage in Elmwood
4.96 out of 5 average rating, 82 reviews

Lakefront Family Cottage on Quiet Private Lake

Beautiful and quiet lakefront cottage in Grey County Our serene and charming all season cottage is nestled on a semi-private lake just 2 hours north of Toronto. Enjoy the beautiful nature on this 35 acre property with private trails and stunning lake views. Great for 2 families - sleeps up to eleven! 4 bedrooms (3 Bedrooms and 1 Nursery) and 3 bathrooms. We hope to provide the charm of a traditional cottage but with modern comforts! *Sauna available for additional $50 fee (for wood +cleaning)

Superhost
A small kitchen area features a table with two chairs and a potted plant. Cupboards and a countertop provide space for food preparation. A microwave and sink are visible, contributing to the functional design of the space.
Apartment in Hanover
4.78 out of 5 average rating, 63 reviews

A home away from home

Home in new subdivision with finished basement for use to guests for daily, weekly, or monthly stay. Has nice bright windows and floor heated. Large 65" tv with local cable. fiber wifi. Open staircase to upper house but your privacy is much respected . Small appliances provided. Price is per person when booking please add number of guests, queen bed and double bed available in 2 separate bedrooms. couch is available with bedding in bathroom closet this could accommodate the 5th person if need

Top guest favorite
A modern cottage features a stone exterior with a sloped roof, harmoniously blending into the surrounding forest. A cozy propane fireplace is visible on the patio, which overlooks a gently flowing stream bordered by smooth stones and lush greenery.
Cottage in Southgate
4.98 out of 5 average rating, 193 reviews

Luxurious Creek Retreat With Hot Tub

Welcome to this luxury cottage on the water. The perfect place to relax and unwind while listening to the waterfall and babbling brook flowing past only a few feet away. If you're looking for privacy and tranquility along with all the pleasures of a luxury stay then look no further. This property boasts a propane fireplace inside as well as one outside, in-floor heat and A/C. Fully equipped kitchen, two bedrooms with hotel quality mattresses and a bathroom that exudes high-end style and decor.

Top guest favorite
Chalet in Meaford
4.98 out of 5 average rating, 136 reviews

Sundance of Blantyre Lodge +Hot Tub +Sauna +Pond

Welcome to Sundance of Blantyre! Step back in time in this historic yet modernized Lodge! This 3600 sq. ft retreat on the Bruce Trail has Breathtaking Valley Views from your own Private Hot Tub & Fire Pit all the Way to Georgian Bay. We invite you to enjoy our truly unique and tranquil getaway with 6 bedrooms + Private Sauna House! With 3 firepits, swimmable/fishing pond, hiking, cross country skiing and snow shoeing + snowmobile/ ATV trail access at your door, Your adventure awaits!

Guest favorite
Home in Walkerton
4.97 out of 5 average rating, 35 reviews

Walkerton Sauna Suite

Walkerton Sauna Suite – Stylish Comfort with Private Sauna, Near Hospital & Shops Unwind in style @ Walkerton Sauna Suite, a beautifully appointed 2 bedroom retreat located in the heart of Walkerton, Ontario. Steps from local dining and shopping including Pizza Delight, sushi, Subway, grocery stores—& only minutes from SBG Hospital, this peaceful in-town escape blends convenience with comfort. Private Backyard Oasis Pet-Friendly- fee applies per stay. Prime Location Sleeps 4 in comfort

Top guest favorite
Home in Grey Highlands
4.98 out of 5 average rating, 57 reviews

Rosewood Parlour A-Frame by The Post Office Motel

Where treehouse dreams grew up, got a glow-up, and ordered champagne. Perched in the treetops on the escarpment’s edge, this A-Frame proves the best kind of luxury is a little wild. The primary suite shower and stone soaker tub deliver panoramic views of the valley. Every bedroom offers stunning views. Soak in the hot tub under a glittering blanket of stars, sweat it out in the sauna with views so good they deserve a toast. Cozy, chic, and a little extra—because basic was never the plan!

Top guest favorite
Cottage in South Bruce Peninsula
4.97 out of 5 average rating, 87 reviews

Bruce County Escape | Modern Cottage + Lake Views

Discover your ultimate summer retreat at a luxurious Shorehill Lodge in Bruce County! This stunning oasis offers the perfect blend of comfort and convenience, just 15 minutes from Southampton and Saugeen (Sauble) Beach. Enjoy breathtaking views of the lake from the comfort of our deck or spend some time taking in the sounds of nature by campfire. A fully stocked kitchen and BBQ invites culinary adventures. Perfect for family or friends gatherings. You’ll love what Shorehill offers.

Top guest favorite
A vibrant red cabin is surrounded by lush greenery, featuring a spacious elevated deck. A dining table with six chairs is set under a large umbrella, while a barbecue grill is positioned nearby. Large windows invite natural light into the interior.
Cottage in Elmwood
4.98 out of 5 average rating, 174 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.

Superhost
A cabin is nestled among a lush forest, surrounded by an expanse of green trees. The landscape features varying shades of foliage, with the cabin partially visible from above against the backdrop of the vibrant forest canopy.
Cabin in Paisley
4.9 out of 5 average rating, 126 reviews

Secluded 4 bed cabin on a river w/ 85-acres.

Cabin on a hill along the Saugeen River beside 700 acres of trails. NEW washroom and deck! 6 guests max! Camera in the driveway. No more exceptions. This is a family cabin. Not a destination for parties. STARGAZERS: Zero pollution SNOMOBILE trails next door! HIKERS: public trails Brant Tract FISHING: On the Saugeen HUNTERS: 85 acres of Sugarbush. Must declare prior. More than 6 people? They are billed as a separate cost, DOUBLING the cost of your booking.

Luxe
The striking facade of the modern lake house is framed by lush greenery, showcasing large windows and a unique architectural design. A custom pickleball court is visible in the foreground, bordered by flower planters, enhancing the outdoor environment.
Cottage in Meaford
4.96 out of 5 average rating, 132 reviews

Bayview Oasis: Luxe Lakeside Escape w/ Pickleball

Welcome to Bayview Oasis, our luxurious lake house on Georgian Bay. Enjoy breathtaking water views, a modern kitchen with high-end appliances, a cozy basement with a pool table and bar, and a master suite with top-notch amenities. Outdoors, relax in the cabana with a pizza oven, fireplace, picnic tables, spacious patio, hot tub, and our new custom pickleball court. Whether it's a romantic getaway or family vacation, Bayview Oasis is the perfect retreat.

Top guest favorite
Guesthouse in Neustadt
4.93 out of 5 average rating, 436 reviews

Bunkie in the Country

Now Open! Welcome! 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. For allergenic reasons and safety of 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!

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