Holiday rentals in Wingham

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Top-rated holiday rentals in Wingham

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Top guest favourite
A charming exterior of the Carriage House is depicted, featuring a combination of brick and stone walls. Two red Adirondack chairs are positioned in a gravel area, accompanied by a barbecue grill. Colorful planters with blooming flowers enhance the inviting outdoor space.
Guest suite in Blyth
4.94 out of 5 average rating, 278 reviews

The Carriage House Suites - the North Suite

Welcome to the Carriage House Suites located on the edge of beautiful Blyth Ontario. The suites are next to the historical former Grand Trunk Railway Station that is converted into a home. There is so much to do in Blyth and surrounding area, from dining, live theatre, a craft brewery, to shopping, and beautiful trails. The suites are a short twenty minute drive to the beaches of Lake Huron. There are two suites available, the North Suite and the South Suite. The suites are listed separately.

Top guest favourite
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
4.99 out of 5 average rating, 175 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 favourite
An A-frame cottage is surrounded by vibrant autumn foliage, featuring a welcoming front deck with white railings and multiple chairs. Large glass doors invite natural light into the living space, while the steeply pitched roof adds to the rustic charm of the structure.
Cottage in Blyth
4.97 out of 5 average rating, 330 reviews

Up The Creek A-Frame Cottage

Relax in an A-frame Cottage over looking a stocked trout pond surrounded by trees. 20 acres of trails. Fish swim, kayak or canoe in the pond or creek. Watch the ducks, frogs, herons, birds, turtles & a variety of wildlife. Enjoy the stars & roast marshmallows at the camp fire. Fully stocked kitchen, BBQ, wood stove, fire pit and 3 piece bathroom. Wood and linens supplied. Ninja course, water mat & trampoline for your use. Groups welcome, extend your group send your request for more info.

Guest favourite
A charming A-frame cabin stands amidst lush green trees, with expansive glass doors opening to a wooden deck. Comfortable seating arrangements are present, complemented by planters filled with blooming flowers, creating a serene and inviting outdoor space.
Place to stay in Southgate
4.99 out of 5 average rating, 283 reviews

Aframe cabin by babbling brook with sauna & hottub

Cabin partially OFF GRID in winter months (Nov 1-May 7) No running water/shower/indoor bathroom at this time. Water is provided with water dispenser/maintained outhouse *Wood hot tub replaced in 2025 with nordic spa *Cabin situated on heavily treed 1 acre property with a creek directly in front of a quiet municipal road *Wood stove remains off-limits during the summer season (June-September). Wood & kindling provided for fall/winter use *No firewood provided for firepit/guests to pick up

Top guest favourite
The entrance of a yurt is featured, showcasing a wooden deck with a decorative orange door. The circular structure is surrounded by lush greenery, highlighting the natural setting. Soft light filters through the trees, creating a peaceful outdoor environment.
Yurt in Meaford
4.99 out of 5 average rating, 191 reviews

Quiet Retreat for Two

Spend a starry night in the country with the comfort of a soft bed, a wood stove, and plenty of space both indoors and out. Our yurt is located in a pocket of trees next to rolling farm fields and beautiful conservation land that the Rocklyn creek meanders through. You can prepare your meals in a sweet outdoor kitchen that is entirely screened in- or choose to sit by the fire. Bruce Trail access is just around the corner, and the towns of Meaford and Owen Sound are a short scenic drive away.

Guest favourite
Home in Blyth
5 out of 5 average rating, 14 reviews

NEW Historic 1868 Stonehouse w/ countryside views

Tucked away in the heart of the Huron County countryside, this restored stone house is my idea of perfection. 🌿 Perfect for couples getaways or small groups — sleeps 8 comfortably. 🌿 Historic bones, modern comforts, and a quiet that lets you hear your own thoughts. Morning light, afternoon reading, and dinners under the stars here feel a little bit magical. 🌿 Also an ideal gathering place for family wedding guests, offering a home base for relatives coming together to celebrate nearby.

Top guest favourite
A scenic backyard is revealed, featuring a well-maintained lawn surrounded by colorful flower beds. Cozy seating areas, including a gazebo and firepit, offer inviting spots for relaxation. Lush trees and landscaping enhance the overall tranquil atmosphere.
Flat in Wingham
5 out of 5 average rating, 46 reviews

Secluded Oasis Hosted by Lynn and Chris

Secluded Oasis is a unique rental property providing privacy and superb garden views! Our spacious terrace level retreat boasts a living area with luxurious seating, a gas fireplace, HDTV, king suite with a sitting area, fully equipped kitchen with basic essentials, & a 3 piece bath (incl amenities). Scenic backyard provides a firepit and cozy relaxing gazebo with a two person swing. We are steps away from the Maitland walking trail and a 10 minute walk from retail and dining options.

Top guest favourite
The cabin features a rustic wooden exterior highlighted by string lights, enhancing its evening ambiance. Tall windows allow natural light to fill the space, and a welcoming entrance is visible. Surrounding greenery adds to the tranquil rural setting.
Farm stay in Lucknow
4.99 out of 5 average rating, 76 reviews

The Byre Cabin at Grassroots Farm

The Byre is old English for 'the barn'. Our hand-built cabin comfortably sleeps two in an open concept main floor bedroom. Floor to ceiling windows allow you to enjoy field, orchard and pasture views! You'll also enjoy an indoor fireplace to keep you cozy in the colder months and an outdoor campfire to roast marshmallows on summer nights! The kitchen is well suited for light cooking. The bathroom features a rain shower and hot water. Magical string lights make your getaway extra special!

Top guest favourite
Cottage in Blyth
4.96 out of 5 average rating, 267 reviews

Corner Farm Cottage - Hot tub, by Cowbell Brew Co

Welcome to Corner Farm Cottage! Our modernly designed cottage is located just south of the tourist village of Blyth, ON, home to North America's largest destination brewery, Cowbell Brewing Company as well as the Blyth Festival Theatre. Our cottage offers the privacy & wide open spaces of a country stay with easy access to nearby attractions, such as the 132 km G2G rail trail, The Old Mill, Blyth Farm Cheese, Wild Goose Studio Canada & is only 20 minutes from the shores of Lake Huron.

Top guest favourite
The modern tiny home features a black exterior and a large glass front, allowing natural light to illuminate the interior. A simple outdoor seating area with two chairs is visible, surrounded by lush greenery and trees, creating a connection with the serene natural surroundings.
Tiny home in Arthur
4.97 out of 5 average rating, 395 reviews

Luxury tiny home on peaceful country estate

Escape to Heirloom Tiny Home - where macro luxury meets a micro footprint. Nestled on 23 peaceful acres, surrounded by aspen and pine forests, just 10 minutes from the picturesque town of Elora. Wake up to serene pond views as horses and sheep graze in your view. Organic linens, artisanal soaps, and a spa-like bathroom soothe the senses. Cozy up by the indoor fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

Top guest favourite
A cozy living and dining area is featured, with a round glass table surrounded by four black chairs. A television is positioned against the wall next to a comfortable armchair. A lamp provides warm lighting, while decorative items adorn the walls.
Flat in Clifford
4.91 out of 5 average rating, 115 reviews

Lovely 1 - bedroom apartment. Free parking on site

This lovely, tastefully done basement apartment with separate entrance is close to everything. Suitable for 2 adult and 1 child. There is a roll out twin bed and baby pack and play in the closet in the bedroom. No pets allowed. Walking distance to restaurants, shopping and trails. You can hike the trails in Wellington and Grey county, visit shops in surrounding towns, enjoy a festival, tour the farmers markets, go fishing or visit the beaches of Lake Huron and Georgian Bay.

Guest favourite
An expansive exterior view shows a modern building with large windows reflecting the warm evening light. A cozy outdoor seating area, surrounded by a manicured lawn, invites relaxation. The sky transitions to soft hues of orange and pink as the sun sets in the background.
Cottage in Blyth
4.88 out of 5 average rating, 283 reviews

Blyth Brook Cottage

This rural property is a relaxing getaway located behind an abandoned railway just minutes from the historic and theatrical village of Blyth. This beautiful loft is nestled beside a picturesque spring-fed pond, surrounded by all that nature has to offer. Previously an apple orchard, Blyth Brooke Orchards, the cottage was once a loading and holding shed for the apples! Over the years it has been transformed into a beautiful living space in the country.

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