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Holiday rentals in Oliver

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Top-rated holiday rentals in Oliver

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

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Guest suite in Oliver

4.79 out of 5 average rating, 29 reviews

Hot tub, views, wine Oliver private suite own bath

FREE PARKING! EV CHARGING The estate is centrally located in the Okanagan Valley with easy access to Osoyoos 15, Penticton 30, Kelowna 65 minutes and 1 minute drive to the town of Oliver. It is surrounded by other vineyards orchards great outdoor activities including car racing, golfing, fishing, hiking. While staying, taste our wines, join us for special events, enjoy high quality king size mattress and hypoallergenic bedsheets. The comforter and pillows are wrapped in 100% cotton duvet covers.

10–17 Sep

$144 SGD per night

Guest favourite

Guest suite in Oliver

4.83 out of 5 average rating, 150 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.

9–16 Aug

$193 SGD per night

Guest favourite

Cabin in Penticton

4.93 out of 5 average rating, 292 reviews

Lost Moose Cabin 3

Cozy little cabin. 400 sqft. Kitchenette w/ induction cookplate, cookware, mini fridge, microwave, kettle, french press coffee maker, & toaster. Bedroom w/ queen bed. Two twin daybeds. Semi forest surround. Large hot tub, fire pit, mini propane BBQ. View of city and lake at viewing spot (1 min walk from cabin). Adjacent to crown land, with endless walking & bike trails. Scenic 15 min drive up the hill from town; 20 mins to lakes. Option to rent 3 cabins; check our other listings.

15–22 Sep

$201 SGD per night

Guest favourite

Guest suite in Oliver

4.98 out of 5 average rating, 177 reviews

Modern Suite by Lake with Private Patio

The spacious, fully equipped, green sustainable suite is ideal for independent travelers. It is located within 100 yards of Rotary Beach on Tuc-el-nuit Lake. Easy walking/cycling to hike/bike trail and downtown. Enjoy the over 40 wineries within a 30 minute drive. A perfect central location. Private patio with lake view. Private entrance with keypad. Breakfast provided. Level 2 EV charger available for additional cost. Suits couples, solo adventurers, and business travellers.

3–10 Sep

$209 SGD per night

Guest favourite

Farm stay in Oliver

4.84 out of 5 average rating, 135 reviews

The Quail Cozy - Private suite with Hot Tub

The Quail Cozy is a private studio suite on a beautiful wildlife oasis and chemical-free farm just minutes from the town of Oliver. Features: - Fully equipped kitchenette - Free high speed internet - BBQ - Hot Tub - 3 piece bathroom with shower/tub - Comfy Queen bed, and pullout Queen couch - Accommodates 2-4 guests - 500 meters to the famous KVR hike and bike trail - 3 min drive to Oliver Book the Quail Cozy in tandem with the Blackbird Burrow to accommodate up to 10 guests!

7–14 Mar

$179 SGD per night

Guest favourite

Tiny home in Okanagan-Similkameen

5.0 out of 5 average rating, 20 reviews

Runaway Express Coach

Are you looking to take life out of the eighth notch? Our little caboose seems to have escaped the Kettle Valley Rail Line, embracing a life without locomotives. The passengers whistle with pleasure as they rest in the queen size Murphy bed. Tucked away amongst the rocks and pines; the cute woodstove brings it together as a cozy place for dreaming. The railway tycoon has thoughtfully designed this living space; intending to travel the Wild West in comfort.

18–25 Oct

$165 SGD per night

Guest favourite

Guest suite in Osoyoos

4.95 out of 5 average rating, 21 reviews

Scandinavian Escape

When palm springs meets a peaceful lush secluded forest - welcome to our Scandinavian escape. This private hotel style suite has its own separate entrance, patio and is the perfect spot to enjoy the beauty and serenity of nature while only being 12 minutes from osoyoos & 30 minutes from Mt. Baldie ski resort. Step back in time with the mid century decor but enjoy the luxury of a rainfall walk in shower, workspace and mini kitchen to prep any meal.

5–12 Sep

$170 SGD per night

Guest favourite

Guest house in Oliver

4.95 out of 5 average rating, 161 reviews

Mountain setting, gorgeous views

"The Quietude", A Special place to come to appreciate nature and all its beauty. Stay and enjoy the peaceful serenity of the Quietude a small wooden house, surrounded by Ponderosa pines, mountains and only 20 mins from Mt. Baldy. Fifteen minutes from Oliver, lakes are close by as well as some of Canada's best wineries. Also, on the property your host is offering a Bob Ross painting experience In "The Jewel". Please enquire in experiences

6–13 Feb

$127 SGD per night

Guest favourite

Guest suite in Oliver

4.99 out of 5 average rating, 220 reviews

The Five Soles

A comfy one-bedroom suite with full kitchen including a gas stove, dishwasher, microwave and full-sized fridge. The bedroom features a very comfortable king-size bed . A well-padded futon couch that folds to a double bed is perfect for one extra guest (let us know if you want bedding). Sit back on your private deck, with a large gas barbecue, relax and enjoy the mountain view. Business Licence: 2024359. This is a legal STR.

12–19 Mar

$198 SGD per night

Guest favourite

Home in Oliver

4.79 out of 5 average rating, 29 reviews

Mountain view 3-bedroom home with big backyard

Your family will be close to everything when you stay at this centrally located place. 2 minute walk to the best ice cream shop in town, 10 minute walk to town and Tucelnuit Lake, close to the wineries and bike trail. Guests will have full access to the backyard. Come and stay and enjoy what the Southern Okanagan has to offer. Bedroom 1 had a queen bed and bathroom, bedroom 2 has a bunk bed, bedroom 3 has a twin bed.

5–12 Jul

$178 SGD per night

Guest favourite

Guest suite in Oliver

4.99 out of 5 average rating, 68 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 double 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!

27 Apr – 4 May

$153 SGD per night

Guest favourite

Cottage in Oliver

4.97 out of 5 average rating, 101 reviews

Charming cottage with relaxing vineyard views

Come and relax in this fully renovated and stylish cottage. Placed in the middle of vineyards, wineries and orchards, this Grapevine Getaway is truly an oasis to enjoy! We have 4 beautiful lakes with great beaches all within a 15 minute drive. 2 Golf courses, great restaurants and Area 27 all approx a 10 minute drive away.

19–26 Jul

$242 SGD per night

Holiday rentals for every style

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Popular amenities for Oliver holiday rentals

Free parking on premises

Air conditioning

Stay near Oliver's top sights

Kevin's No Frills8 locals recommend

Firehall Bistro4 locals recommend

El Sabor De Marina8 locals recommend

Canadian Tire3 locals recommend

Buy-Low Foods9 locals recommend

Big Al's Bakery & Deli4 locals recommend

Other great holiday rentals in Oliver

Guest favourite

Guest house in Osoyoos

5.0 out of 5 average rating, 38 reviews

Cozy guesthouse with Osoyoos Lake view!

20–27 Sep

$235 SGD per night

Guest favourite

Guest house in Oliver

5.0 out of 5 average rating, 40 reviews

The Golden Unicorn ~ Luxurious Boutique Getaway

26 Sep – 3 Oct

$252 SGD per night

Guest favourite

Home in Okanagan-Similkameen C

4.95 out of 5 average rating, 57 reviews

Villa Vista

26 Sep – 3 Oct

$201 SGD per night

Guest favourite

Home in Oliver

4.91 out of 5 average rating, 11 reviews

Lake house

10–17 Feb

$579 SGD per night

Guest favourite

Home in Oliver

4.83 out of 5 average rating, 54 reviews

Unit #2: Bright, Modern + grape vines. 2 bedroom

23–30 Sep

$220 SGD per night

Guest favourite

Home in Oliver

4.92 out of 5 average rating, 93 reviews

7 Quails and a Cactus - Your Okanagan getaway!

8–15 Jun

$240 SGD per night

Guest favourite

Guest suite in Okanagan Falls

4.96 out of 5 average rating, 25 reviews

2 Bedroom Skaha Lake Vistas & Vineyards

14–21 Oct

$150 SGD per night

Guest favourite

Holiday home in Oliver

4.82 out of 5 average rating, 22 reviews

Okanagan Retreat

16–23 Mar

$148 SGD per night

Quick stats about holiday rentals in Oliver

Total rentals
40 properties
Wifi availability
40 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
2.1K reviews

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