Holiday rentals with a kayak in Okanagan-Similkameen

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Top-rated Accommodation with a Kayak in Okanagan-Similkameen

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Guest favourite
A paddleboarder is seen gliding across a calm lake, surrounded by water reflecting the sky with fluffy clouds. The distant hills and mountains create a serene backdrop, emphasizing the peaceful nature of the setting.
Guest suite in West Kelowna
4.92 out of 5 average rating, 37 reviews

*Waterfront* Private Suite + FREE SUP or Kayak use

Welcome to Vista Azul, an unbeatable locale for exploring the Okanagan! Choose kayaks or SUPs and hit the lake with convenient direct water access from the property. Within walking distance you will find the Okanagan's only waterfront winery - Frind, along with 3 stunning beaches. From hiking to soaring viewpoints, to golfing with a picturesque backdrop, to sampling fresh wine varietals of the valley, whatever you're craving for this vacation, there is so much to do only minutes from Vista Azul.

Guest favourite
A wooden picnic table is positioned under a blue canopy, overseeing a serene lake and a dock extending into the water. Soft sunlight reflects off the lake's surface, and gently sloping mountains are visible in the background.
Home in Osoyoos
4.85 out of 5 average rating, 41 reviews

Lakefront + beach + dock. Sleeps 6. Close to town.

3 nights June/July left! Booking Oct+ long stays now! Walk-on SANDY beach, water toys, HUGE dock! Canada’s warmest lake+ the most peaceful location in Osoyoos. 3 bedroom, 4 bed, LAKEFRONT house. 2 patios +balcony for eating, sunbathing, or enjoying the views of the vineyards & mountains. Central to 20+ wineries, 3 cideries, Area27, Osoyoos and Oliver. All non-motor water toys included (SUP, canoe, kayak). Swim then sip your favourite wine by the lake! 6 mins to town. Max 6 persons. No Sat in/out

Top Guest favourite
A vibrant palm tree is positioned beside a spacious swimming pool, reflecting the clear blue sky above. Lush greenery lines the perimeter of the pool area, with mountains visible in the background, creating a serene outdoor environment for relaxation.
Tiny home in Penticton
4.95 out of 5 average rating, 155 reviews

'Suite Skaha Retreat' Modern Pool House (licensed)

This self contained, modern, renovated 'pool house' is a city inspected, licensed suite that offers a private setting, beautiful landscaping, pool and many sitting areas to enjoy the property. Located steps from Skaha Lake, below Skaha Bluffs Provincial Park and walking distance to Painted Rock Winery. Enjoy our kayaks and SUPs as well as a shed to lock your bikes/gear. Here's your opportunity to enjoy the Okanagan lifestyle and all it has to offer. City Lic#00112755, BC Permit #H210316582

Top Guest favourite
Home in Kelowna
4.96 out of 5 average rating, 132 reviews

Waterfront Oasis with Pool, Hot Tub, Pet Friendly

Charming Kelowna Waterfront Retreat: Your Ideal Escape! Set along scenic Mission Creek, framed by majestic willows, enjoy true waterfront access; launch a kayak from the backyard and reach Okanagan Lake in under 100 metres by kayak. Inside, enjoy soaring vaulted ceilings, a cozy fireplace, and serene willow views. Relax in the hot tub, swim in the pool, or stroll to nearby beaches and the Greenway. Perfect for families, couples, and professionals, with exclusive use of all amenities. BL4094880

Top Guest favourite
A relaxing seating area is set beneath a large umbrella, featuring comfortable chairs that face the tranquil waters of the lake. A private dock extends into the water, while a few boats are visible in the distance, surrounded by scenic hills.
Home in Penticton
4.98 out of 5 average rating, 85 reviews

Private Lakefront Beach House off Naramata Bench

SAUNA at our secluded waterfront oasis in the heart of wine country between Penticton & Naramata with 300+ feet of private water access. Hoot’s Hideout is a unique and luxurious rural getaway located 10 minutes North of Penticton’s downtown core. What’s magical about the property is its seclusion. Hoot's sits tucked away in the shaded trees beside Strutt Creek on the edge of Okanagan Lake. Birds enjoy the quiet and calm waters of the bay and the thick pine trees that envelop your beach house.

Top Guest favourite
An inviting RV interior features wooden cabinetry and soft furnishings in neutral tones. A comfortable sofa is positioned opposite a dining table. Natural light filters through the windows, illuminating the space. An island countertop separates the living area from the kitchen, equipped with a stove and appliances.
Campervan/RV in Cawston
4.92 out of 5 average rating, 61 reviews

Quaint and Modern Farm Trailer in Cawston

If you're looking for a rustic retreat, you've found the right place. We're renting out our RV that's located on a 6 acre farm property in a beautiful little town called Cawston. Cawston is known for its abundance of fruit trees and wineries that are nestled in a valley between rolling mountains. The Similkameen river runs through the town and is only a three to five minute walk from the property, where you can discover hidden swimming holes. Come on down, we'd love to have you stay with us.

Guest favourite
A spacious living area features a large wooden coffee table surrounded by leather sofas. Natural light floods the room through expansive windows, highlighting the rustic wooden beams and stone fireplace. Decor includes a red star on the wall and neatly stacked firewood nearby.
Home in Kelowna
4.95 out of 5 average rating, 118 reviews

Luxury Cabin Getaway near Kelowna and Big White

Idabel Estate is a luxury cabin home on private acreage steps from Idabel Lake. This 2700+ sqft. home sleeps 12+ adults and includes a wood stove, media room, loft, soaker tub, overhead shower, custom decor, and luxury bedding throughout. Hot tub, pool table, games room and more! Idabel lake is great for swimming, fishing and exploring in Summer months. Ice fishing, frozen lake skating, snowshoeing and snowmobiling all at your front door in Winter months Big White is a short 20-min drive

Guest favourite
The modern cabin is set against a backdrop of trees and blue sky, featuring large windows that allow natural light to fill the interior. A spacious patio extends from the cabin, surrounded by a mixture of gravel and greenery.
Cabin in Summerland
4.89 out of 5 average rating, 122 reviews

Secluded lake front cabin

Lakefront cabin at a quiet fishing lake (10HP boat limit) Almost 1000' lake frontage on a 10 acre property. This is a modern cabin/house. Landscaping is difficult in this area, but there is a nice patio and amazing views! You can walk around the lake which is about 5km, or one hour. This is a quiet area. There is a campsite on the other side of the lake, and approximately 20 other cabins around the lake. On summer days you will see people float around the lake on docks and small boats.

Guest favourite
The image displays the exterior of the resort townhome, featuring three connected units with expansive glass doors. Yellow kayaks and lounge chairs are arranged on sandy beachfront, complemented by bright umbrellas and green shrubbery in the background. A clear blue sky adds to the serene atmosphere.
Home in Oliver
4.93 out of 5 average rating, 14 reviews

Beach Front/Wine country- paddle boards! -102

Nestled along the serene shores of Vaseux Lake, our resort Townhome awaits. This 1 bedroom retreat, complemented by a cozy sofa bed, comfortably accommodates 4 guests. 800 sq ft of open space, it's ideal for weekend escapes or family getaways. Only minutes from Oliver, our home promises convenience and comfort. Private deck, breathtaking vistas, the use of 75 ft of sandy beachfront and complimentary access to paddle boards, canoes, kayaks, and BBQ facilities. Your idyllic retreat awaits.

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
An inviting outdoor seating area features comfortable red and white cushions on chairs, arranged around a central fire table. Soft lighting from hanging bulbs creates a warm ambiance, while a panoramic view of Osoyoos Lake and surrounding mountains is visible in the background.
Guest suite in Osoyoos
4.98 out of 5 average rating, 115 reviews

"The View on 87th"

Welcome to The View on 87th, we are a 7 minute walk to the historic downtown and beaches (2 min drive). Come stay and enjoy our panoramic view of Osoyoos Lake and Anarchist Mountain. This place will unwind and recharge you in no time. We travel extensively, know what we like, and set this place up as a perfect 2-couple or extended family getaway. We are also pet friendly (not on the beds/furniture please) to responsible owners. Please don't be the person who gets this rule changed.

Guest favourite
A glass table is set with two elegant glasses and a bottle of rosé wine, placed in a serene outdoor space. A hammock is visible in the background, draped between wooden posts, with textured stone walls and lush greenery complementing the setting.
Guest suite in West Kelowna
4.82 out of 5 average rating, 440 reviews

The Kelowna Explorer's Cozy Guest Suite

Our suite will equip every Kelowna explorer with what they need to make the most of their adventure. You need a comfortable and equipped home base for your adventure. Our kitchen suite fits a family of 4. We're 9 minutes from downtown Kelowna, and 1 block away from the Rose valley hiking trails, which are the best in the city. We're Kelowna enthusiasts ourselves; we'll help you find spots that aren't on tourism websites. Explore Kelowna like a local, make your reservation today!

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