A vineyard with rows of grapevines, a town in the background, and mountains.

Oliver Vacation Rentals

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Our top choices for Oliver vacation rentals

1. Tiny house on an orchard

Tiny house on an orchard
Oliver
8.4 out of 10, Very good, (15 reviews)
"Great stay at this place. Central to the Oliver/Osoyoos region, 10-15 minute drive to world class wineries and restaurants. "
Canada
Neil W.
The price is CA $158
CA $240 total
includes taxes & fees
Oct 14 - Oct 15
Tiny house on an orchard

2. 1 BR guest house overlooking a beautiful vineyard

1 BR guest house overlooking a beautiful vineyard
oliver
9.0 out of 10, Wonderful, (97 reviews)
"Our host, Harsh was excellent communicating with us and very accommodating. We enjoyed Pipe Dreams Winery, just a stones throw away. Rama fruit and vegetable shop close by."
Canada
Patricia
The price is CA $185
CA $325 total
includes taxes & fees
Nov 1 - Nov 2
1 BR guest house overlooking a beautiful vineyard

3. Desert Surfside Waterfront Accommodations

Desert Surfside Waterfront Accommodations
3.0 star property
Osoyoos
8.6 out of 10, Excellent, (1,359 reviews)
"Was in a nice and central location."
Canada
William
The price is CA $140
CA $162 total
includes taxes & fees
Oct 14 - Oct 15
Desert Surfside Waterfront Accommodations

4. Runaway Express Coach

Runaway Express Coach
Oliver
10.0 out of 10, Exceptional, (10 reviews)
"Such a peaceful property to stay at. Owners were so very friendly and went out of their way to make us feel welcome. This is definitely a hidden gem."
Canada
Bradley
The price is CA $169
CA $249 total
includes taxes & fees
Oct 14 - Oct 15
Runaway Express Coach

5. Sagebrush Caboose

Sagebrush Caboose
Oliver
10.0 out of 10, Exceptional, (22 reviews)
"everything was truelly amazing, will be going back for sure "
Canada
Yvonne
The price is CA $211
CA $331 total
includes taxes & fees
Oct 18 - Oct 19
Sagebrush Caboose

6. Romantic Getaway Suite at Twin Lakes

Romantic Getaway Suite at Twin Lakes
Kaleden
9.2 out of 10, Wonderful, (28 reviews)
"It was beautiful area"
Canada
Clark D.
The price is CA $94
CA $276 total
includes taxes & fees
Oct 19 - Oct 20
Romantic Getaway Suite at Twin Lakes

7. Located in Casa Del Mila Oro, ✨1st‑Floor Condo • 2 bedroom • Steps to the Pool ✨

Located in Casa Del Mila Oro, ✨1st‑Floor Condo • 2 bedroom • Steps to the Pool ✨
Osoyoos
9.6 out of 10, Exceptional, (26 reviews)
"The property is welcoming, homey, clean, and in a great location. "
Canada
Brandi D.
The price is CA $200
CA $464 total
includes taxes & fees
Nov 1 - Nov 2
Located in Casa Del Mila Oro, ✨1st‑Floor Condo • 2 bedroom • Steps to the Pool ✨

8. Full Family home on Vineyard Estate

Full Family home on Vineyard Estate
Keremeos
10.0 out of 10, Exceptional, (2 reviews)
"Spacious house with 3 bathrooms. I like the master bathroom with two beds. Family with kids friendly."
Canada
LISA
The price is CA $320
CA $535 total
includes taxes & fees
Oct 14 - Oct 15
Full Family home on Vineyard Estate

9. Full-sized family home situated on Vineyard surrounded by mountain views

Full-sized family home situated on Vineyard surrounded by mountain views
Keremeos
9.8 out of 10, Exceptional, (6 reviews)
"very nice place to stay with amazing view between the mountains"
Canada
Avery
The price is CA $320
CA $535 total
includes taxes & fees
Oct 14 - Oct 15
Full-sized family home situated on Vineyard surrounded by mountain views

10. *BC Short Term Registry #H687636831* Downtown Penticton 12 Min walk to beach

*BC Short Term Registry #H687636831* Downtown Penticton 12 Min walk to beach
Penticton
9.8 out of 10, Exceptional, (279 reviews)
"Sweet little place with everything we needed. Great location and lovely hosts."
Canada
Laurel E.
The price is CA $131
CA $243 total
includes taxes & fees
Oct 14 - Oct 15
*BC Short Term Registry #H687636831* Downtown Penticton 12 Min walk to beach

11. The Second Breakfast Hideaway

The Second Breakfast Hideaway
Kootenay Boundary E / West Bo*
10.0 out of 10, Exceptional, (7 reviews)
"Charming quiet retreat, perfect place to journal and paint! "
Canada
Carolyn H.
The price is CA $300
CA $526 total
includes taxes & fees
Nov 1 - Nov 2
The Second Breakfast Hideaway

12. Lazy Days on Leir • Cozy 2BR Suite Near Beach & Wineries

Lazy Days on Leir • Cozy 2BR Suite Near Beach & Wineries
Penticton
10.0 out of 10, Exceptional, (52 reviews)
"Very cute accommodation!"
Canada
Michele I.
The price is CA $109
CA $235 total
includes taxes & fees
Oct 19 - Oct 20
Lazy Days on Leir • Cozy 2BR Suite Near Beach & Wineries

13. Premier Vacation Home steps to Skaha Lake

Premier Vacation Home steps to Skaha Lake
Penticton
9.8 out of 10, Exceptional, (93 reviews)
"Such a nice, clean and perfectly located place. Hot tub was great and we will definitely be back! "
United States
Kelsey D.
The price is CA $215
CA $398 total
includes taxes & fees
Nov 1 - Nov 2
Premier Vacation Home steps to Skaha Lake

14. Beautiful suite in great neighbourhood, modern finishes and steps to KVR trail.

Beautiful suite in great neighbourhood, modern finishes and steps to KVR trail.
Penticton
10.0 out of 10, Exceptional, (53 reviews)
"This property is amazing!"
United States
Emily B.
The price is CA $221
CA $354 total
includes taxes & fees
Nov 10 - Nov 11
Beautiful suite in great neighbourhood, modern finishes and steps to KVR trail.

15. Lakefront Nest Beach House Suite

Lakefront Nest Beach House Suite
Penticton
7.6 out of 10, Good, (10 reviews)
"Loved watching sunset from the dock"
Canada
stacey
The price is CA $252
CA $467 total
includes taxes & fees
Oct 15 - Oct 16
Lakefront Nest Beach House Suite

16. Two Homes seperated by large courtyard Ideal for multi-family or large groups

Two Homes seperated by large courtyard Ideal for multi-family or large groups
Keremeos
6.0 out of 10, (1 review)
"Overall the property met our needs as a group of 14 but there was definitely some things that need improvement, first and foremost being communication with the hosts. We had emailed prior to the trip to ask some questions about the area and never got a response. We then emailed a few days before checking in as we hadn’t received any check in information and most of our drive was without cell service and we had groups coming from different locations but didn’t get any information back until mid...
United States
Susan R.
The price is CA $539
CA $948 total
includes taxes & fees
Oct 14 - Oct 15
Two Homes seperated by large courtyard Ideal for multi-family or large groups

17. New 2 bedroom carriage house, a block from the Okanogan lake, close to downtown.

New 2 bedroom carriage house, a block from the Okanogan lake, close to downtown.
Penticton
10.0 out of 10, Exceptional, (51 reviews)
"What a wonderful, clean and well located property! The host was wonderfully responsive, and we had a great stay!"
United States
Toni E.
New 2 bedroom carriage house, a block from the Okanogan lake, close to downtown.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oliver Hotel Reviews

Find out more about Oliver

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oliver. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find a vacation rental in Oliver?

Yes, we give you a choice of vacation rentals close to top local attractions in Oliver, or you can go with a more secluded option if you're looking for relaxation. Our travelers say Oliver has a good selection of wineries. Make sure you have time to check out the coffeehouses and golf courses during your trip.

What are some of the best vacation rentals in Oliver?

New 2 bedroom carriage house, a block from the Okanogan lake, close to downtown.: Visitors like this Oliver vacation home rental. It offers a patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals will I find in Oliver?

Choose from 14 Expedia vacation rentals in Oliver for a memorable vacation.

What can I see and do in Oliver?

Spotted Lake and International Hike and Bike Trail Trailhead are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include NK'MIP Canyon Desert Golf Course and Area 27 Motorsports Park.

What are vacation rentals like in Oliver?

Vacation rentals are privately owned accommodations you can reserve for a few days or a quick weekend in Oliver. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a family getaway.