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Cottage holiday rentals in Okanagan-Similkameen

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Top-rated cottage rentals in Okanagan-Similkameen

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Cottage in Oliver

4.94 out of 5 average rating, 31 reviews

Osoyoos Lake & Wine Country. Apex Winter sports.

Snowbirds contact owner for winter monthly rental. Family friendly lake side community, perfect to play & relax on the sands of lake Osoyoos. The Cottages are an ultimate year-round destination to swim, boat, fish, sail, kayak, or hang out late nights on warm water front of lake Osoyoos. Vicinity offers year-round golfing, wine tours, Apex mountain winter sports and a diverse choice of fine dining. Guest have access to the clubhouse with seasonal outdoor pools, hot tubs and a fitness studio.

Guest favourite

Cottage in Osoyoos

4.92 out of 5 average rating, 25 reviews

The Lakehouse/Snow Vacation Rental

Welcome to 'The Lakehouse'. Strategically placed in the Meadows at the end of the street bordering greenspace and trails. It is a minute walk to the pool and amenities building and only minutes from the beach. Our Cottage is spacious and modern, fully stocked with all the necessities and beyond. Let this be your home away from home and enjoy this space as much as we do. We've partnered with Baldy Mountain Resort and offer lift ticket discounts. Longer term rentals in the off season available.

Guest favourite

Cottage in Okanagan-Similkameen H

5 out of 5 average rating, 34 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!

Guest favourite

Cottage in Oliver

5 out of 5 average rating, 12 reviews

The Lake Cottage - a family-friendly getaway!

Come stay in our relaxing, peaceful home away from home. This 4 bedroom/2.5 bath cottage is the perfect place for you to put up your feet, take a dip in the lake or pool, take our kayaks around the shores, explore the numerous hikes, take our bikes to view vineyards in the area and soak up some sunshine! The beach is a short walk away and the pool even closer! Spend your evenings making s'mores and a fire on the beach. You and your family are bound to make some amazing memories together!

Cottage in Osoyoos

4.77 out of 5 average rating, 22 reviews

Vintners Creek Cottage.

The Vintners Creek Cottage is a luxurious 2000sqft 4 bedrooms / 2 bathrooms home located at Vintners Creek Resort. Enjoy views of the lake while reading a book or having your morning coffee. Amazing private Sandy beach with swimming area. Pathways to stroll. Spend the evening down at the beach and enjoy smores around the fire pit. Area 27 is just down the road. Wineries and fruit stands nearby. The perfect family holiday! Buoy available for use Guests have access to resort games room.

Guest favourite

Cottage in Naramata

4.9 out of 5 average rating, 62 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.

Cottage in Naramata

4.84 out of 5 average rating, 125 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.

Guest favourite

Cottage in Osoyoos

5 out of 5 average rating, 45 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.

Guest favourite

Cottage in Kelowna

4.9 out of 5 average rating, 284 reviews

Adventure cottage w/ hottub

Amazing location, peaceful and adventurous. Explore,Hike,bike,relax, Be romantic, or 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.

Guest favourite

Cottage in Osoyoos

4.95 out of 5 average rating, 87 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! Private EXTENDED patio to relax on and a SUNROOM to enjoy. PADDLE BOARDS and games! 1 minute walk to the pool & park, 2 minutes to the beach. Double garage access.

Guest favourite

Cottage in Naramata

4.98 out of 5 average rating, 249 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.

Guest favourite

Cottage in Cawston

4.99 out of 5 average rating, 158 reviews

Osprey Studio House at Farmersdotter Organics

Osprey Studio Guesthouse at Farmersdotter Organics (See also Owl Tiny Studio Guesthouse). One of two architecturally designed studio guest houses Osprey and sister unit Owl are situated front and centre at Farmersdotter Organics, a certified organic garlic farm ideally located in the heart of the Similkameen Valley wine region and Canada's organic farming capital.

Holiday rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Villas

Luxurious estates for the ultimate escape

Chalets

Adventure-ready homes with après-ski style

Popular amenities for cottage rentals in Okanagan-Similkameen

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Guest favourite

Cottage in Osoyoos

4.92 out of 5 average rating, 13 reviews

Blissfully Beachy Vacation Home at the Cottages

Cottage in West Kelowna

5 out of 5 average rating, 4 reviews

Beachfront Cottage Living at its Finest

Cottage in Oliver

5 out of 5 average rating, 4 reviews

Sunny Lakeside Cottage.

Cottage in Osoyoos

4.62 out of 5 average rating, 13 reviews

Osoyoos Home steps from the lake

Guest favourite

Cottage in Osoyoos

4.75 out of 5 average rating, 36 reviews

Bright and cozy cottage on Osoyoos lake☀️

Cottage in Oliver

5 out of 5 average rating, 4 reviews

Kannen Cove 5 Bedroom Lake Cottage

Guest favourite

Cottage in Oliver

4.91 out of 5 average rating, 34 reviews

Cozy, Modern Cottage on the Lake in Wine District

Cottage in Oliver

4.8 out of 5 average rating, 5 reviews

Gorgeous 6 bdrm cottage on lake w amenities

Pet-friendly cottage rentals

Guest favourite

Cottage in Princeton

4.99 out of 5 average rating, 69 reviews

The Bunkhouse

Cottage in Osoyoos

4.83 out of 5 average rating, 18 reviews

Sandy Beach Cottage #65

Guest favourite

Cottage in Summerland

4.97 out of 5 average rating, 64 reviews

Unique cozy garden house close to town.

Guest favourite

Cottage in Osoyoos

4.84 out of 5 average rating, 31 reviews

Take time away to relax in Canada's wine capital

Cottage in Bridesville

5 out of 5 average rating, 3 reviews

Mountain Farm Stay Cabin

Cottage in Osoyoos

4.92 out of 5 average rating, 13 reviews

The Bread Breakers Cottage #67

Cottage in Osoyoos

4.83 out of 5 average rating, 12 reviews

The Grey Osprey Cottage #66

Private cottage rentals

Cottage in Osoyoos

4.4 out of 5 average rating, 5 reviews

Peaceful escapade - Osoyoos' lake-sandy beach!

Cottage in Osoyoos

5 out of 5 average rating, 6 reviews

Lakeview Cottage! Lots of space for everyone!

Guest favourite

Cottage in Osoyoos

4.95 out of 5 average rating, 22 reviews

The "B" Hive Cottage #56

Guest favourite

Cottage in West Kelowna

5 out of 5 average rating, 8 reviews

Lakefront Boucherie Beach Cottage (VIEW/POOL!)

Guest favourite

Cottage in Keremeos

5 out of 5 average rating, 32 reviews

Similkameen River Cottage

Cottage in Osoyoos

4.67 out of 5 average rating, 12 reviews

Luxury cottage with private beach access.

Cottage in Kelowna

5 out of 5 average rating, 8 reviews

Modern Rustic Cottage getaway!

Destinations to explore