Holiday rentals with a kayak in Okanagan-Similkameen

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Top-rated rentals with kayak in Okanagan-Similkameen

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Top guest favourite

Guest suite in West Kelowna

4.96 out of 5 average rating, 26 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.

Top guest favourite

Guest suite in Peachland

5 out of 5 average rating, 79 reviews

Swim Bay Suite - steps from the beach in Peachland

This unique 1 bedroom 408sqft, fully furnished suite has a style all its own. Uninterrupted lake views and steps away from Swim Bay Beach with its diving boards and rope swing. Fully stocked kitchen for all your needs as well as a beautiful outdoor dining area for guests to enjoy some BBQ. This stunning suit is on the second level and fully self-enclosed, it even has a Juliet balcony facing the lake, perfect for sipping some wine with beautiful views. Walking distance to all Peachland amenities.

Guest favourite

Home in Kelowna

5 out of 5 average rating, 49 reviews

CABANA BEACH •6beds•Hot tub•walk to beach•

Welcome to Cabana Beach house, across from the beach and a 10 minute drive to downtown Kelowna. The home is located in the highly sought area of Lower Mission steps from Okanagan Lake. Perfect for family fun and outdoor entertainment with hot tub, BBQ , outdoor dining and lounge area, perfect for 6 adults + children (as per city bylaw). This property is licensed with the City of Kelowna (# 12585) and complies with the new BC short term rental regulations of 2025 (Registration #: PM272649770).

Top guest favourite

Tiny home in Penticton

4.95 out of 5 average rating, 138 reviews

'Suite Skaha Retreat' Modern Pool House (licensed)

This self contained, modern, renovated 'pool house' is a city inspected, licensed (#00112755) suite that offers a private setting, beautiful landscaping, including a real palm tree,🌴 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.

Guest favourite

Home in Summerland

4.9 out of 5 average rating, 20 reviews

Amazing Lake Views!

This modern home boasts incredible lake views and is only a 5 minute walk to the beach, waterpark, trails & boat launch plus the Waterfront Resort where they offer boat rentals and Shaughnessy's Cove restaurant. Feel free to use the kayak and paddle board at your convenience. No shortage of space for family gatherings and groups of people looking for a fun vacation in the Sunny Okanagan. There is even extra parking, so bring your boat! Relax with family & friends at this perfect place to stay.

Top guest favourite

Flat in Kelowna

4.99 out of 5 average rating, 97 reviews

Beautiful Lakeside Views w King Bed | BBQ & Bikes!

Escape to our picturesque oasis nestled lakeside in the heart of Kelowna. The Boat House BnB offers a private guest suite with breathtaking views of the Okanagan. This charming retreat promises a serene getaway with easy access to both downtown and Knox Mountain Park. Bikes & paddle boards for guest use. We are within walking distance to parks, microbreweries, & restaurants. And less than 5 min drive to Downtown Kelowna. *We take care of your Airbnb fees* Kelowna B and B License 4067776

Top guest favourite

Guest house in Penticton

5 out of 5 average rating, 103 reviews

Entire cozy Guesthouse w/ Hot Tub & paddle boards

In compliance with new BC legislation. We enjoy welcoming guests from all walks of life. The Neighbors guest house offers a cozy, unique, and completely equipped private guest house, with a private entrance and dedicated, gated driveway. Located in a quiet neighborhood in central Penticton minutes from the KVR trail, shopping, wineries, and hospital. A short drive to many activities, including skiing, skating, and hiking. One minute walk to a fenced playground. Licensed/Inspected #00113697

Superhost

Home in Oliver

5 out of 5 average rating, 3 reviews

Beach Front/Wine country- paddle boards! #2

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.

Superhost

Home in Osoyoos

4.83 out of 5 average rating, 35 reviews

Lakefront + beach + dock. Sleeps 8. Close to town.

SUMMER: Only Aug 24-27 and 27-30 left. Or 24-30th. Walk-on SANDY beach, water toys, HUGE dock! Canada’s warmest lake and the most peaceful location in Osoyoos. 3 bedroom, 6 bed, LAKEFRONT cottage. 2 patios +balcony for eating, sun-bathing, or enjoying the views of the vineyards & mountains. Central to 20+ wineries, 3 cideries, Area27 racetrack, 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.

Top guest favourite

Guest suite in Peachland

4.91 out of 5 average rating, 78 reviews

De Bonis Beach House - Lake Suite

Plan your Okanagan getaway, stay at the De Bonis Family Beach House in Peachland, on Beach Avenue, maybe the best waterfront strip in B.C. Surrounded by beaches, water activities, waterfront walking, cycling, golfing, shopping, restaurants and so close to award winning wineries. Accommodations feature, beautiful self contained 2 bedroom suites across from Okanagan Lake. Summer fun, fall wine tastings or a winter break, plan ahead and book, you will not be disappointed!

Superhost

Home in West Kelowna

4.79 out of 5 average rating, 29 reviews

4BD, 3BA Entire Lakeview home+ games room

Welcome to our spacious 3 bedroom, plus flex room, 5 bed home Located in beautiful West Kelowna, BC. Perfect for families, friends, or couples, our large home. Amazing views of the lake and mountains from the patio area. Games room that includes Pac-Man and foosball. Great restaurants, beaches, orchards, and wineries nearby. Grocery stores and shopping are located two minutes away. Located on the hill in a cul-de-sac it’s a perfect place to have a retreat. #10016

Top guest favourite

Guest suite in West Kelowna

4.92 out of 5 average rating, 25 reviews

By the Bay - Waterfront and Wine Trail

Private suite in the heart of the Okanagan. This waterfront home is one of a kind. Enjoy the private beach, use of kayaks, paddle boat and steps to world class wineries, golfing and recreation. Suite is separated from main residence by a locking, insulated barn style door. (see pics for suite details) Winter Fun! Less than 1.5hr drive to either; Big White, Silver Star or Apex mtn.