Vacation rentals in Winchester

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Top-rated vacation rentals in Winchester

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Guest favorite

A rec room is illuminated by natural light streaming through large, angled windows, offering a serene view of the lake. A pool table is positioned near the windows, with cozy seating visible, enhancing the inviting setting.

Cabin in Winchester

4.96 out of 5 average rating, 23 reviews

A frame cabin on Lake Metigoshe, Canada

🇨🇦 Canada 🇨🇦 This is the perfect lakefront cabin to escape to for a week with family and friends. Cabin features high speed starlink wifi, cable, multiple streaming services, surround sound, full wet bar, and rec room complete with pool table. Full kitchen and dining room with all the amenities. Plenty of space for everyone with sleeping room for 10 in this 3 bedroom, 2 bathroom cabin. Double wide lot with 2x the lake frontage🌊Everything you need to have a fun and relaxing week away is provided

A spacious cabin is nestled among lush greenery, featuring large windows that allow natural light to fill the interior. The surrounding lawn is well-maintained, providing a serene outdoor space. Outdoor seating is visible on a wooden deck, enhancing the inviting atmosphere.

Cabin in Winchester

4.44 out of 5 average rating, 9 reviews

Turtle Bay at Metigoshe

Relax with the whole family at this peaceful place to stay year round. 4 season activities for everyone. Relax, swim, boat, hike, fish, snowmobile, hunt, etc. Close to Turtle Mountain Prov. Park & Int’l Peace Gardens. Located on the water, large outdoor space, close to main beach, close to convenience store/restaurant, no stairs. Some conveniences are seasonal (eg: store/restaurant & bunkhouse). King bed, single over double bunks, Queen hide-a-bed in cabin. Queen & double beds in bunkhouse.

Top guest favorite

A serene sunset casts warm orange and yellow hues across the sky, reflected in the calm waters of the Souris River. Lush greenery surrounds the scene, with silhouettes of trees framing the iconic Swinging Bridge in the distance.

Guesthouse in Souris

4.95 out of 5 average rating, 80 reviews

Bridgeview Loft in Souris

Enjoy one of the most beautiful views that Souris can offer. Our cozy one bedroom loft with a Queen bed and a sofa bed can accommodate up to 3 adults or 2 adults and 2 kids. Sit in the balcony facing the iconic Swinging Bridge where you can enjoy the view all year long. You can cross the bridge and enjoy the Souris hospitality and shopping at Crescent Avenue, go exploring the Victoria Park to see our exotic Peacocks or enjoy the swimming pool and picnic areas. We look forward to your visit.

The cabin exterior features a rustic design with wooden siding and a dark metal roof. Large windows provide natural light, and a welcoming front porch is adorned with various decorations. Surrounding trees enhance the natural setting by the river.

Cabin in Souris

4.75 out of 5 average rating, 52 reviews

Rustic Cabin on the Souris River

The River Cabin is available year round. This private cabin comes equipped with 2 bathrooms and full kitchen. In summer you can relax on the deck or take a stroll in the countryside. If visiting in the winter don't forget your cross country skis, and ice skates or curl up by the fireplace with a good book. The large loft bedroom has a king bed and a soaker tub. There are 2 downstairs bedrooms one with double bed, the other has twin bunks. Very cozy cabin with artful antique décor.

Top guest favorite

The modern lake home is showcased from the waterfront, featuring a multi-level design with large windows. A boat is docked in front of the property, and steps lead from the deck down to the water's edge. Lush trees frame the background.

Cabin in Metigoshe Lake

5 out of 5 average rating, 23 reviews

Beautiful family home on Lake Metigoshe, Canada

This recently built modern lake home is perfect for family group trips. This 4 bedroom, 3 bathroom home on the lake provides scenic views and is the perfect place to relax with family and friends. Whether you want to read a book by the gas fireplace, have family game night, go for long walks on gravel lake roads, roast marshmallows around the campfire, hiking, swimming, ice fishing, snowmobiling, sledding & cross-country skiing. Hot tub is only available for July-September.

Guest favorite

A rustic cabin is nestled among trees, featuring an angled roof and wooden exterior. A deck extends from the cabin, offering a space for relaxation. Stacked firewood is visible beside the entrance, surrounded by lush greenery that enhances the secluded atmosphere.

Guesthouse in Boissevain

4.93 out of 5 average rating, 45 reviews

Camp Koinonia Private Cabin

Located on Max Lake, in Turtle Mountain Provincial Park, our cabin features a full kitchen, dining room and living area with wood-burning stove. Quaint and cozy, the cabin sleeps up to 10, with three bedrooms (double beds in each), two futons and a whimsical loft (with a double bed). Canoes, sports equipment, toboggan hill, cross-country skis, snowshoes and more included in booking. Property is shared with a larger camp lodge that sleeps up to 60 but is booked separately.

A charming two-story cottage is set along the water's edge, featuring large windows that provide views of the surrounding nature. A wooden deck extends from the upper floor, while a dock with two jet skis is visible in the foreground, all framed by lush greenery.

Cabin in Metigoshe Lake

Lakefront Cottage Canada

Welcome to this family cottage which is perfect for small or large family group getaways. Prepare to fall in love with the stunning views and breathtaking sunsets. This 3 bedroom, 2 bathroom cottage on the lake has a large lake view deck with comfy seating and a dining area with barbecue. The cottage has plenty of space, with sleeping room for up to 8 guests. The cottage has everything you need including outdoor hot tub and fire pit to enhance your stay.

Guest favorite

A functional kitchen area features light-colored cabinetry and countertops, with appliances including a refrigerator and stove. A dining table with a blue floral tablecloth is set for meals, and a window allows natural light to brighten the space. A decorative basket adds a touch of warmth.

Bungalow in Medora

4.71 out of 5 average rating, 52 reviews

THE GUESTHOUSE

Country Home - peaceful and quiet. Welcomes travellers, vacationers, bird watchers, hunters, snowmobiles and workers. This home is located in a country setting and is fully equipped for a comfortable stay. The home has the character of a rural farm house and features original fixtures. Has all the conveniences but not modern. Experience beautiful prairie sunsets and sunrises. Close to an very active waterfowl staging area.

Superhost

A cabin is elevated on a wooden deck, surrounded by greenery. Beneath the deck, a white boat rests, accompanied by a wooden bench nearby. The exterior features a light grey finish, with large windows providing views of the surroundings.

Cabin in Deloraine

4.9 out of 5 average rating, 96 reviews

Mountain Escape

Two bedroom cabin located on Dromer Lake (Lake Metigoshe). Watch the sunrise and sunset over the lake, from the deck high off the water. Running water, AC, heat, full kitchen, sleeps up to 6 and camper spot/plug in available (extra $25 per night via etransfer). Minimum two night booking and willing to rent long term. Daily, Weekly, Monthly, or Seasonal rates available.

An old wooden wagon, weathered with age, is displayed in an open grassy area. Colorful flowers in a wooden barrel surround the wagon, adding a vibrant touch to the rustic scene. A hand-painted sign reading 'RUSTIC RETREAT' is affixed to the wagon.

Cabin in Souris

5 out of 5 average rating, 3 reviews

The Retreat

Located just fifteen minutes from the Town of Souris. Enjoy some quality family time in the peace and quiet of the country. Only 15 miles from a public pool (complete with waterslides), a 9 hole golf course, a Historic Swinging Bridge, and you can book your kayak rentals to enjoy the river with "River Rat Rentals." If you require longer stays please contact us.