Holiday rentals in Jamestown

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Top-rated holiday rentals in Jamestown

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Top guest favourite
The exterior of the Carriage House Suites features a combination of wooden and brick cladding. A gravel pathway leads to the entrance, flanked by two seating areas with chairs. Flower pots add color around the space, and a propane BBQ is positioned on the right side.
Guest house in Blyth
4.96 out of 5 average rating, 346 reviews

The Carriage House Suites - the South 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 South Suite and the North 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, 172 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, 281 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 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, 385 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.
Serviced apartment in Clifford
4.91 out of 5 average rating, 112 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, 280 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.

Top guest favourite
A unique double A-frame house is framed by lush greenery, with a spacious driveway leading to the entrance. The structure features a combination of wood and stone elements, while flower beds with emerging blooms add color to the natural surroundings.
Cottage in St. Jacobs
4.99 out of 5 average rating, 194 reviews

St. Jacobs Triangle House - Countryside Escape

Welcome to Triangle House, a unique double A-frame situated on a private 1.7 acre lot, fronting on the Conestogo river Only 6 minutes drive from St.Jacobs center, 1.5 hours drive from Toronto, 15 minutes drive from the University of Waterloo and 25 minutes to Elora. Bring the whole family. This 3 bed, 3 bath home comfortably sleeps 6. Soak in the countryside from the sprawling deck and grounds, while enjoying all the comforts of a modern home.

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 Minto
4.94 out of 5 average rating, 145 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.

Guest favourite
Guest house in Neustadt
4.93 out of 5 average rating, 413 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!

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.

Top guest favourite
A scenic view of the property is presented, featuring a charming lamp post in the foreground and a well-maintained pathway leading to the house. The exterior showcases a blend of traditional and modern architecture, surrounded by lush greenery and a carefully landscaped yard.
Guest suite in Newton
4.92 out of 5 average rating, 324 reviews

Century Home Apartment next to the G2G Trail

This rural property is a great place to relax and unwind in the heart of Amish and Mennonite country. The location is perfect for outdoor enthusiasts with the G2G hiking/biking trail literally being in the backyard. The second storey Apartment has lots of charm and character. There is ample parking and reliable wifi. The famous Anna Mae's Restaurant and the Zehr's Country Market are 1 km down the road.

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