Cottage holiday rentals in Okanagan-Similkameen

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Top-rated cottage rentals in Okanagan-Similkameen

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Top Guest favourite
Cottage in Osoyoos
4.97 out of 5 average rating, 125 reviews

Relax in Luxury at the Cottages

This luxurious, rancher style home features an open concept living space in one of the most convenient locations at the cottages! Enjoy your stay in a comfortable, spacious home with a large living space and large bedrooms. Smart TVs in every room with premium cable & Netflix included! Huge private patio to relax on and a sunroom to enjoy. Two paddle boards included! Beach wagon, beach chairs, beach tent. Less than 1 minute walk to the pool & park, 3 minutes to the beach. Double garage included

Guest favourite
Cottage in Oliver
4.95 out of 5 average rating, 19 reviews

Roundhouse Retreat- Mountain view & hot tub

This unique roundhouse is nestled amongst a vineyard, with 64 acres of beautiful natural landscapes from the front to back of the property. You’ll have views of the hobby vineyard from the spacious 2,700 sq. ft. patio and, in the summer, get a front row seat watching the cyclists passing by during the annual Granfondo Axel Merckx Okanagan. We’re minutes away from Fairview Golf Course and the town of Oliver. A short 12 minute drive will take you to the new Wine District Village development.

Top Guest favourite
A welcoming entrance is displayed with a covered porch supported by wooden beams. A large front door is framed by multiple windows, allowing natural light to fill the space. The address is prominently displayed on the post, enhancing the cozy exterior.
Cottage in Okanagan-Similkameen H
5 out of 5 average rating, 51 reviews

The Lazy Otter: 3 Bedroom Cottage at Otter Lake

Relax with family or friends in this 3 bedroom + loft cottage. Centrally located to the lake in summer and the covered ice rink in the winter. Sleeping 8 guests, multiple families can enjoy the space with a full kitchen, laundry and 2 baths. With a covered patio, fully fenced backyard, indoor fireplace and outdoor yard games this 4 season cottage makes for a great getaway. Tulameen is a popular spot for hiking , watersports, fishing, ATVing & snowmobiling - there is something for everyone!

Top Guest favourite
A charming cabin is depicted with snow blanketing the roof and surrounding ground. Soft lights illuminate the porch area, where bicycles are parked. A dog is seated nearby, with distant snow-covered mountains visible in the background under a pastel sky.
Cottage in Bridesville
4.98 out of 5 average rating, 55 reviews

Mountain Farm Stay Cabin

Unwind, relax and rejuvenate at our mountain farm getaway. Sitting just below the summit of Anarchist Mountain (4034ft) provides expansive views and endless stars from the deck of this fully equipped cabin. Year round availability with hiking, rivers & lakes nearby in summer; snowshoeing & skiing in winter. Generally peaceful and quiet, we are a working farm with cattle, sheep, pigs, horses, chickens, cats, working dogs and the occasional tractor. Pets permitted, only with prior approval.

Guest favourite
A cabin is situated alongside a calm pond, surrounded by lush trees. Its exterior features large windows that reflect in the water, allowing for an inspiring view of nature. A serene setting provides a peaceful atmosphere, ideal for relaxation.
Cottage in Kelowna
4.9 out of 5 average rating, 329 reviews

Adventure cottage w/ hottub

Amazing location, peaceful and adventurous. Explore,Hike,bike,relax, Be romantic, or deranged bird watchers , celebrate on a mountain top in summer and In winter you can snowshoe right from backyard or drive 25-35 min to big white depending on road conditions to ski or snowboard and it gets better. Sit in your own private Hottub at the end of the day overlooking the city, and Okanogan Lake to watch the sunset. Book your stay now. Please read other details regarding listing. Wifi included

Top Guest favourite
The cottage exterior showcases a modern design with a red and white color scheme. A spacious covered seating area features white chairs and an umbrella, surrounded by landscaped greenery. Clear skies and fluffy clouds provide a bright backdrop to this welcoming retreat.
Cottage in Oliver
4.93 out of 5 average rating, 41 reviews

Cozy, Modern Cottage on the Lake in Wine District

Escape from the city or your regular busy routine to our bright, cozy, modern cottage, 15 minutes in between Oliver and Osoyoos. One level , two bedroom & bathroom that combines kitchen and living area in one space. A large covered sun room with dining area leads to an open outdoor patio equipped with comfortable seating, BBQ and propane powered fire table for enjoying outdoor evening meals and local wine. Our cottage should have everything you need to feel like a home away from home.

Guest favourite
A serene outdoor view showcases a modern carriage house surrounded by lush green hedging. A spacious covered porch is furnished with a dining table and chairs, while two blue adirondack chairs sit on the lawn, inviting relaxation in the tranquil setting.
Cottage in Summerland
4.97 out of 5 average rating, 292 reviews

Trout Creek Charmer - Steps to OK Lake & Winery

Private, self contained, 2 bedroom, 2 bathroom carriage house that sleeps 6 people comfortably. An open concept design showcasing vaulted ceilings, vinyl plank flooring & a generous living/dining area. Master bedroom with sliding doors leading to a private rear deck, spacious main bathroom with tub/shower, in-suite laundry, additional 2 piece bathroom. Wrap around covered porch, lawn area & privacy afforded by hedging cedars. Central a/c and parking for 3 vehicles. Pet friendly.

Top Guest favourite
The exterior of Cherry View Cottage is shown, featuring a two-story blue home surrounded by lush green lawns and cherry trees. Outdoor seating and a patio area are visible, along with a well-maintained garden, creating a serene and inviting setting.
Cottage in Naramata
4.91 out of 5 average rating, 86 reviews

Cherry View Cottage (Nightly Rental Approved)

Cherry View Cottage is located on the incredible Naramata Bench and set in a 2-acre cherry orchard. This well appointed home with open living spaces is a perfect place for friends and family to take advantage of the surrounding wineries & orchards. There is excellent access to enjoy visiting the lake, exploring hiking & biking trails along the KVR, or better yet relax with a glass of wine while taking in the incredible views of Okanagan lake. City of Penticton license #00113605.

Guest favourite
An A-framed cottage sits beside a serene lake, featuring a dark exterior with a peaked roof. A small wooden deck leads to the entrance, where two blue chairs are positioned invitingly. Tall trees and a calm water surface reflect the natural surroundings.
Cottage in Naramata
4.86 out of 5 average rating, 160 reviews

Cottage - Lakeside w/private Hottub near Big White

Serenity is a quaint A-Framed Cottage on the edge of Idabel Lake, Kelowna in beautiful British Columbia and near Big White Ski Resort. The loft has three double beds and pull out sofa in the living room. Full bathroom with shower. Full kitchen. Balcony and deck with BBQ. There is a private hot tub right beside the cabin. Swimming, Fishing, quading, hunting, hiking in the summer. Snow shoeing, cross country skiing, ice fishing, skating in the winter. A true 4 seasons getaway.

Top Guest favourite
Cottage in Osoyoos
5 out of 5 average rating, 56 reviews

3BR Cottage on Osoyoos Lake w/ Pool + Hot Tub.

Enjoy a relaxing stay at one of the best locations at The Cottages just steps away from Osoyoos Lake! Drink your morning coffee and evening wine in the beautiful sunroom or spread out in the open concept kitchen and living area. Take full advantage of the nearby private beach, clubhouse, pool, hot tubs and gym. Located 15 mins outside of Osoyoos and just minutes to some of Canada's best wineries surrounding nearby Oliver, you're sure to make lasting memories.

Top Guest favourite
A private patio area is shown, featuring two small black chairs with coral cushions and a round table. An umbrella provides shade, and plant pots are visible. The interior space can be seen through sliding glass doors, offering views of the surrounding landscape.
Cottage in Naramata
4.97 out of 5 average rating, 301 reviews

Chardonnay Studio

In the heart of Naramata Bench, Chardonnay Studio has been hosting guests since 2019. This contemporary retreat is a 550 sq.ft. stand-alone space that boasts a stunning view of nearby vineyards, mountains and Okanagan Lake. Located just off Naramata Road, it is a short stroll or drive from numerous wineries, Naramata village, swimming beaches and KVR walking & biking trail.

Top Guest favourite
Cottage in Oliver
4.98 out of 5 average rating, 144 reviews

Charming cottage with relaxing vineyard views

Come and relax in this fully renovated and stylish cottage. Placed in the middle of vineyards, wineries and orchards, this Grapevine Getaway is truly an oasis to enjoy! We have 4 beautiful lakes with great beaches all within a 15 minute drive. 2 Golf courses, great restaurants and Area 27 all approx a 10 minute drive away.

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