Vacation rentals in Oliver

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Quick stats about vacation rentals in Oliver

  • Total vacation rentals

    Explore 40 vacation rentals in Oliver

  • Nightly prices starting at

    Oliver vacation rentals start at G$8,367 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,580 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Oliver vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Oliver rentals

  • 4.9 Average rating

    Oliver stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated vacation rentals in Oliver

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
An outdoor patio area features comfortable seating overlooking lush vineyards and rolling hills. Tables are set with plates and glasses, ready for a meal, while vibrant flowers add color to the space. The serene landscape offers a peaceful backdrop for relaxation.
Guest suite in Oliver
4.98 out of 5 average rating, 111 reviews

A Golden Mile Seaglass 1 Bedroom Vacation Suite

A Golden Mile Seaglass Vacation Suite is a fully outfitted space. Tastefully decorated 1 bedroom w/Queen Suite. Private ensuite with Heated tile flooring. Entrance is off your private Kitchen & next to the Sitting TV room w/ 1/2 bath. The Seaglass Suite is located in a lovely residential home on the South West edge of Oliver, “The Wine Capital of Canada” Fully licensed by the Town of Oliver, it offers scenic backyard views to drink in the views of the “Golden Mile.” We are a golden mile bnb.

Superhost
An outdoor seating area features a round table with four chairs under a large umbrella. Surrounding the space, various plants and flowers add greenery, while a partially shaded patio provides a comfortable spot to enjoy the outdoors.
Guest suite in Oliver
4.82 out of 5 average rating, 209 reviews

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.

Guest favorite
A vibrant stained glass music note hangs near a window, framing a view of a green lawn and distant hills. Bright flowers in shades of red and yellow adorn the foreground, adding color to the natural landscape beyond.
Home in Oliver
4.92 out of 5 average rating, 135 reviews

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!

Top guest favorite
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, 122 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 favorite
Home in Oliver
4.94 out of 5 average rating, 16 reviews

Wine Country Home w/ Hot Tub & Views | Vino Villa

Vino Villa – House is a newly built, fully furnished wine-country home designed for comfort, privacy, and gathering. The open-concept main living area features a gas fireplace, Italian gas range and oven, large kitchen island, and a dining table that seats up to 8. The home offers a fully fenced backyard with mountain views, a private two-person hot tub, strong Wi-Fi, Smart TV, full-size laundry, soft water, and a modern HRV system providing clean, filtered air throughout.

Top guest favorite
Train in Oliver
4.99 out of 5 average rating, 133 reviews

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.

Top guest favorite
An open concept kitchen is presented with modern dark cabinetry and light countertops. A spacious island with seating accommodations is featured, along with stainless steel appliances. Large windows provide ample natural light and showcase views of the surrounding landscape.
Home in Oliver
4.95 out of 5 average rating, 73 reviews

Hillside Haven in Oliver BC Wine Country - Hottub

Hillside Haven is the perfect place to enjoy the South Okanagan sitting on 3.5 acres of land for you to enjoy with views of vineyards right out of your front window. You are welcomed into an open concept kitchen, dining and lounge area with windows all around looking out to the beautiful valley. Hillside Haven has 2 full kitchens, 4 bedrooms, 2.5 baths & so much more! Located near the District Wine Village, many wineries and downtown Oliver.

Top guest favorite
A private heated pool is featured, overlooking sprawling vineyard views and distant hills. The sun illuminates the scene, casting reflections on the tranquil water surface. The patio area is bordered by manicured grass, enhancing the serene outdoor setting.
Home in Oliver
4.98 out of 5 average rating, 53 reviews

Oliver Oasis, Merlot: great pool, hot tub & views!

Welcome to your vacation home in the heart of Wine Country! This property has something for everyone in your crew, whether its a dip in the pool or hot tub, a short walk to nearby wineries and restaurants, or just taking in the breath-taking views! The home boasts: -smart TVs in bedrooms -private heated pool and *Just Added* new Calspa hot tub Please Note: pool open mid-May - Oct. *Per regulations, this property is registered in BC

Top guest favorite
A charming outdoor area features a wooden deck with seating arrangements and a picnic table, all surrounded by grassy lawns. A pergola provides shade, and the background showcases a clear blue sky with white clouds, enhancing the inviting atmosphere of the space.
Guest suite in Oliver
4.99 out of 5 average rating, 125 reviews

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!

Top guest favorite
An inground pool is surrounded by a paved area with several lounge chairs and tables. Lush greenery borders the pool, while flowering plants add color to the scene. Rolling hills are visible in the background, providing a natural setting.
Guest suite in Oliver
4.97 out of 5 average rating, 220 reviews

Quail Crossing

Our home is close to dozens of wineries, golf courses, ski hills and lakes. You’ll love our place because of the location. We live in the upstairs and have the two bedroom private basement suite for your use. Our place is good for couples, solo adventurers, business travelers, families (with kids), and small dogs.

Superhost
A spacious kitchen and dining area feature modern cabinetry and stainless-steel appliances. A dining table with four chairs sits on a textured rug, while a kitchen island with two stools adds seating. Natural light enters through two windows fitted with blinds.
Guest suite in Oliver
4.76 out of 5 average rating, 67 reviews

Modern + Spacious Vineyard View 2 bedroom. Unit #1

1200 square ft, fully contained 2 bedroom one bathroom suite above a winery overlooking the vineyard. This is half a duplex. Quiet area close to town. large kitchen, dinning room, living room, laundry room. contains fridge, stove, microwave, dishwasher, washer and dryer, TV and internet. No pets and No smoking.

Top guest favorite
A modern entrance to a private rancher suite is shown, featuring steps leading to a double-door entryway. Comfortable outdoor seating is arranged with small tables, surrounded by potted plants. Natural light highlights the inviting exterior, which is accented by horizontal planks in muted tones.
Home in Oliver
4.97 out of 5 average rating, 30 reviews

Serenity: Rockcliffe Getaway

Rockcliffe Getaway: Serenity at its best! Where tranquility meets luxury. Enjoy a magnificent view of the mountains, plush accommodations, and absolute privacy. Unplug and recharge from your adventures in Wine Country!

Popular amenities for Oliver vacation rentals

When is the best time to visit Oliver?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$22,801 GYDG$22,591 GYDG$23,637 GYDG$25,520 GYDG$28,658 GYDG$29,704 GYDG$31,586 GYDG$30,959 GYDG$29,285 GYDG$23,846 GYDG$22,173 GYDG$22,801 GYD
Avg. temp-2°C0°C5°C10°C15°C18°C23°C23°C17°C9°C2°C-2°C

Frequently Asked Questions

  • What are the best places to stay in Oliver?

    Stays around downtown Oliver, near local wineries, and close to hiking areas are frequently suggested. Travelers often choose settings surrounded by vineyards, orchards, or nature for a comfortable visit.

  • What are the best things to do in Oliver with kids?

    Families frequently enjoy nature trails, visits to orchards, and interactive farm experiences. Parks in Oliver also have play spaces and picnic spots suitable for children of various ages.

  • What are some of the best things to do in Oliver?

    Visitors often explore vineyard tours, local art galleries, and nature walks. Sampling regional wines, experiencing farm markets, and hiking scenic trails are frequently recommended.

  • How is the weather in Oliver?

    Oliver has cold winters, around 23–33°F (-5–0°C), and warm, dry summers that reach 89°F (32°C). Spring and autumn bring mild temperatures, with rainy days most common in winter and early spring.

  • When is the best time to visit Oliver?

    Late spring through early autumn is often recommended, with milder temperatures and seasonal festivals. Many visitors appreciate the grape harvest period for cultural events and outdoor activities.

  • What are the best places to visit in Oliver?

    Travelers often explore local wineries, arts centers, and outdoor parks in Oliver. Vineyards, tasting rooms, and river trails are frequently suggested for their welcoming atmosphere.

  • What are some hiking trails in Oliver?

    Oliver has several accessible trails, including paths by the river and routes winding through vineyards and nearby hills. Nature walks, varying from gentle strolls to moderate hikes, are popular for outdoor enthusiasts.

  • What are some family activities we can do in Oliver?

    Families can explore outdoor parks, visit local farms, and enjoy picnic areas in the region. Activities like fruit picking, hiking, and nature walks are often suggested for travelers with children.

  • What are some of the best day trip ideas from Oliver?

    Day trips often include visits to local lakes, exploring nearby nature reserves, and touring small towns known for their arts and culinary experiences. The region has outdoor destinations ideal for hiking, paddling, and birdwatching.

  • Are there any pet friendly accommodations available in Oliver?

    Oliver has a range of pet friendly rentals, including homes and cabins. Many hosts welcome pets, so travelers can enjoy the area with their animal companions.

  • What are some local tips for visiting Oliver?

    Bring comfortable walking shoes for vineyards and nature trails, and plan visits to local markets for regional flavors. Travelers often explore outdoor spaces in the morning and relax at nearby wineries or parks later in the day.

  • What is Oliver known for?

    Oliver has a reputation for its vineyards, agricultural heritage, and vibrant arts community. Many visitors come to experience local wines, fresh produce, and nature-focused activities.

  • What are the best hidden gems to explore in Oliver?

    Travelers sometimes uncover boutique wineries, small farm stands, and locally owned galleries around Oliver. Quiet river trails and lesser-known nature spots invite exploration beyond the main attractions.

  • What are the best foods to try in Oliver?

    Oliver is known for farm-to-table cuisine, locally grown fruits, and regional wines. Frequently suggested dishes include fresh produce, specialty cheeses, and orchard-inspired desserts.

  • What should I bring for a trip to Oliver?

    Pack casual clothing for vineyard walks and outdoor adventures, as well as sunglasses and sun protection in warmer months. A lightweight jacket is helpful for cool evenings and spring or autumn weather.

  • What is the nightlife in Oliver like?

    Nightlife in Oliver is often characterized by relaxed wine lounges, local pubs, and occasional live music venues. Many evenings end with tastings or gatherings at nearby wineries.

  • What are the most popular events or festivals in Oliver?

    Locals often look forward to wine and food festivals in autumn, arts celebrations in summer, and agricultural events throughout the year. Seasonal gatherings, including harvest festivals and music series, draw visitors and community members alike.

  • Are there family friendly vacation rentals in Oliver?

    Oliver has many family friendly rentals, from homes with outdoor spaces to cottages near playgrounds and trails. Hosts frequently provide amenities suitable for children, making it easy for families to enjoy the area.