Holiday rentals in Jamestown

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Top-rated holiday rentals in Jamestown

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Top guest favourite
A vintage schoolhouse stands in the background, showcasing its distinctive architecture and large windows. In the foreground, a well-crafted bike rack holds several bicycles under a shaded canopy, surrounded by autumn foliage and a gravel pathway.
Home in New Hamburg
5 out of 5 average rating, 108 reviews

The Heart of New Hamburg - Picturesque Modern Home

This newly renovated schoolhouse doubles as a picturesque live-in museum! Well lit with stately windows, the upper level delivers a fusion of classic and modern with a fully equipped kitchen, master bedroom and large bathroom with a quaint tub and hand crafted fittings. The lower level boasts of 2 bedrooms with bathrooms, a cozy living area, kitchenette, dedicated workspace and separate entrance. The back patio has heated flooring; making the winter months bearable for outdoor activities.

Top guest favourite
A charming stone house is set against a backdrop of lush greenery. The facade features large windows and a welcoming porch. A well-kept lawn leads to the entrance, offering a serene view of the surrounding trees.
Cabin in Arthur
4.99 out of 5 average rating, 408 reviews

The Stone Heron

Welcome to the Stone Heron, a diamond in the country side! An hour from Toronto.Check out our insta-gram :thestoneheron. Small stone house completely reno'd!Large master bedroom, gorgeous bathroom 2nd BR bunk beds w/game table downstairs a pool table & darts. DVD, TV wii. Entire home is yours to use, its private, nestled into a hillside covered in periwinkle -nature your only neighbour! Large pond walking trails, wildlife, unplug relax and enjoy!Star filled nights amazing sunsets. Pet friendly

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
4.93 out of 5 average rating, 267 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, 160 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
4.98 out of 5 average rating, 323 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.

Superhost
A geodesic dome features a spacious sleeping area with a large bed adorned in neutral tones and textured pillows. Large windows surround the space, offering views of the outdoors, while a cozy seating area contains a dark armchair and a small dining table for two.
Dome in Goderich
4.86 out of 5 average rating, 279 reviews

Glamping plus, lake front, hot tub, private

We have created a very unique getaway a long the shores of Lake Huron. In combining glamping and romance you will be able to enjoy the number one rated sunsets of Lake Huron. Whether it be from your private deck barbecuing, having a campfire, or relaxing in your own hot tub we offer the chance to disconnect and reconnect. A bunky with 4 bunk beds is included should you choose to use it. Bring your hiking boots or snow shoes and check out the near by trails! Private beach access steps away!

Top 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, 278 reviews

Aframe cabin by babbling brook with sauna & hottub

Cabin is partially OFF GRID in winter months (Nov 1-May 8) No running water/shower/indoor bathroom at this time. Water is provided with water dispenser/maintained outhouse Sauna & jacuzzi tub available yr round. Note: Wood hot tub replaced in 2025 with jacuzzi spa Cabin heated by wood stove in the winter months and supplemented with a mini split heater. Firewood/kindling provided Cabin situated on heavily treed 1 acre property with a creek directly in front of a quiet municipal road

Top guest favourite
Cottage in Blyth
4.96 out of 5 average rating, 262 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, 367 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
4.9 out of 5 average rating, 104 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. 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.

Top guest favourite
A panoramic view captures the stylish interior featuring a blended living space and kitchen. Rock-themed decor adorns the walls, while a cozy dining area is visible. A guitar hangs next to a bookshelf stocked with various items, and a modern stainless steel refrigerator adds to the inviting atmosphere.
Flat in Harriston
4.93 out of 5 average rating, 137 reviews

Harriston Hideout

This unique place has a style all its own. Rock n roll decor tastefully done separate entrance to beautifully renovated basement apartment. Enjoy the comfort of heated floors . Lots of natural light. Full kitchen with cooking utensils. 3 piece bathroom with his and her sinks. Two bedrooms (queen). Playing cards , board games , books to read . Close to snowmobile trails and gas station !!! No Pets pls , No Smoking in building.

Top guest favourite
A view from the porch showcases a spacious lawn with green grass and outdoor games set up for enjoyment. Bright blue skies stretch overhead, while trees line the property, providing a serene backdrop. Steps lead down to the garden area that is inviting and open.
Farm stay in Bluevale
4.98 out of 5 average rating, 100 reviews

Country getaway with Hottub & Outdoor Games

1880 hobby farm situated on 2.3 acres. In the summer we have outdoor games set up, like badminton. 10 mins to Brussels Four Winds Barn and Maple Lane Haven Events & Wedding Venue. This property has chickens from Spring to Fall. 4 bedrooms upstairs (2 king, 2 queen) 2 couches on main floor, one that pulls out to a queen bed. Please note pull out couch is located in the room behind the main living room.

Popular amenities for Jamestown holiday rentals

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