Pet-friendly vacation rentals in Oliver

Little house in the vineyard (upgraded in size)

Nested in a private vineyard a few steps away from local wineries and a short drive to the most beautiful beach of the Okanagan, the Little house in the vineyard offers partial view of the Okanagan Lake. This tiny living space provides impressive comfort, a lot of privacy and natural light as well as a breath taking million dollar view, that will for sure make your experience unforgettable. Located in Summerland, BC, it is also close to a great golf course, and amazing biking and hiking trails.

Quaint 1 bedroom suite with patio

Take it easy at this tranquil getaway. This suite is walking distance to beaches, restaurants and pubs. Whether you enjoy hiking biking or walking by the lake it’s all out your back door to enjoy! Summerland is also well known for the bottle neck drive where you can visit wineries for a tasting and lunch while enjoying the views. There is no smoking inside. SMALL pets only please. Not suitable for babies ,elderly or disabled as there are stairs. Premium streaming Park up top in driveway

2-Min Walk to Lake: Chic 2-Bed Downtown Gem!

Picture this: You’re sipping coffee in a bright, spacious, and pristine 2-bedroom, 2.5-bath townhouse, just a 2-5 minute stroll from the waters of Okanagan Lake! This downtown stunner puts the beach practically at your doorstep—perfect for morning dips, sunset walks, or soaking in the lakefront vibes. Plus, you’re steps from parks, restaurants, Event Center, and breweries. Cook up a storm in the fully equipped kitchen. Book now—don’t let this waterfront escape slip away! License # H834620884

Whitetail Lodge! 6 Bed, HOT TUB @ Apex Mountain

Enjoy the Champagne powder and views of the ski hills from this one of a kind Chalet. This SKI IN & almost SKI OUT home will be the ultimate cabin experience. The Chalet has just gone through an extensive renovation with new furniture. 6 bed 3 bath that sits on a half acre lot which provides tons of privacy on a no through road called Whitetail Road. Beat the heat and drive 30 min to Penticton or Oliver in the summer to the wineries or Lake. This booking will have you coming back for years.

Fairview Farmhouse located in Cherry Orchard

Cozy 2 bedroom farmhouse situated in beautiful Oliver, the Wine Capital of Canada! The suite is partially private, with a separate entrance and ample parking. The space is perfect for families, couples, and friend groups looking to enjoy all the perks of the Okanagan. Award-winning wineries, golf courses, Area 27 are located within a 5 min drive. Guests can gain an excellent experience living in the Orchard. This fully functioning Orchard, may have foremen’s doing irrigation Maintenance.

"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.

7 Quails and a Cactus - Your Okanagan getaway!

Sunny 2 bedroom fully self-contained private suite, well located just minutes from shops, wineries, restaurants, art galleries, beaches, markets, golfing, and more. Perfect for that fun-filled family vacation, reunion with friends, wine touring or sport adventures, a romantic getaway or simply a break from everyday life. Family, pet and holiday friendly. Ask us about our outdoor canning station, fees/ workshops and take the taste of the Okanagan home with you to enjoy all year long!

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.

Runaway Express Coach

Our little caboose seems to have escaped the Kettle Valley Rail Line; offering a slice of peaceful, mountain retreat. The passengers whistle with pleasure as they rest in the queen size luxury bed. Tucked away amongst the rocks, pines and burbling creek; the cute woodstove brings it together as a cozy place for dreaming. In the past two years the railroad tycoons staying here have always rated us 5 stars on cleanliness. Includes business ready wifi speeds of 350 mbps.

2 Bdrm Suite near River

Our quirky little 1 acre property is located in a quiet rural subdivision, across the historic red bridge. Your suite has two bedrooms with comfy beds, a small bathroom with shower, kitchen, living room and is just over 700 sqft in size. Everyone who comes finds it to be a great escape from the city hustle. 5 minutes from Keremeos and Cawston (or a 20 minute bike ride along a car free path) 35 minutes to Penticton or Osoyoos and 40 minutes to Apex Ski Hill.

Adorable one bedroom home away from home

The perfect home away from home located within minutes of Oliver and Osoyoos, with ultra comfortable queen bed, a queen pull out sofa bed, full bathroom, and mini kitchenette. Beautiful private, quiet yard with your own access and plenty of parking. If you’re needing a wee break from touring our beautiful areas, we have internet, tv and an outdoor fire pit for you to relax and recharge for your next adventure!

Clean and Quiet Summerland Sleeps

Your own separate guest suite located on a ridge overlooking a valley of fruit orchards and vineyards. This quiet, rural location is one of the warmest and driest ecoregions in Canada with numerous wineries, hiking/biking trails, and boating/swimming in Okanagan Lake. Summerland is a good central location from which to explore the Okanagan Valley; midway between Osoyoos/Penticton and Kelowna/Vernon.