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

Oliver Vacation Rentals

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Oliver vacation rentals

A modern kitchen with white cabinets, a stainless steel sink, a microwave, a toaster, and a refrigerator.

1. Tiny house on an orchard

Tiny house on an orchard
Oliver
8.4 out of 10, Very good, (16 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.
$145 nightly
The price is $169
Oct 23 - Oct 24
Total with taxes and fees
Tiny house on an orchard
A room with a view of a green field and mountains through large glass doors. There are two chairs and a table on the balcony.

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
$198 nightly
The price is $230
Nov 8 - Nov 9
Total with taxes and fees
1 BR guest house overlooking a beautiful vineyard
A table with two wine glasses and a small plant, overlooking a calm lake with mountains in the background.

3. Desert Surfside Waterfront Accommodations

Desert Surfside Waterfront Accommodations
3.0 star property
Osoyoos
8.6 out of 10, Excellent, (1,360 reviews)
"Was in a nice and central location."
Canada
William
$99 nightly
The price is $115
Oct 23 - Oct 24
Total with taxes and fees
Desert Surfside Waterfront Accommodations
A rustic outdoor seating area with two wooden Adirondack chairs, a small table, and a lantern. A red-roofed cabin is visible in the background.

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
$151 nightly
The price is $175
Oct 21 - Oct 22
Total with taxes and fees
Runaway Express Coach
A poolside area with a wooden pergola, seating, and a wooden fence.

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
$203 nightly
The price is $235
Oct 25 - Oct 26
Total with taxes and fees
Sagebrush Caboose
A log cabin with a porch, surrounded by trees and a view of mountains.

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.
$173 nightly
The price is $196
Oct 26 - Oct 27
Total with taxes and fees
Romantic Getaway Suite at Twin Lakes
A living room with a fireplace, a sofa, and several wine glasses on a table.

7. 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
$324 nightly
The price is $366
Nov 5 - Nov 6
Total with taxes and fees
Full-sized family home situated on Vineyard surrounded by mountain views
A modern living room with a sofa, armchairs, a coffee table, and a dining area with a table and chairs.

8. Ski-in/ski-out apartmentat Baldy Mountain Resort on Mount Baldy

Ski-in/ski-out apartmentat Baldy Mountain Resort on Mount Baldy
Mount Baldy
$238 nightly
The price is $274
Oct 27 - Oct 28
Total with taxes and fees
Ski-in/ski-out apartmentat Baldy Mountain Resort on Mount Baldy
A hotel room with a bed, a nightstand, a lamp, and a wardrobe.

9. 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
$324 nightly
The price is $366
Nov 5 - Nov 6
Total with taxes and fees
Full Family home on Vineyard Estate
A living room with a fireplace, a sofa, and several wine glasses on a table.

10. 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.
$593 nightly
The price is $670
Nov 5 - Nov 6
Total with taxes and fees
Two Homes seperated by large courtyard Ideal for multi-family or large groups
A wooden pier extending into a lake with mountains in the background.

11. 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.
$284 nightly
The price is $329
Nov 1 - Nov 2
Total with taxes and fees
Located in Casa Del Mila Oro, ✨1st‑Floor Condo • 2 bedroom • Steps to the Pool ✨
A boat docked at a lakeside property with a house, red Adirondack chairs, and a palm tree.

12. 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.
$226 nightly
The price is $262
Nov 1 - Nov 2
Total with taxes and fees
Premier Vacation Home steps to Skaha Lake
A living room with a sectional sofa, a round coffee table, and a side table with a lamp. There are framed pictures on the wall and a window with a view of a building.

13. Ski-in/Ski-out at Baldy Mountain Ski Resort on Mount Baldy

Ski-in/Ski-out at Baldy Mountain Ski Resort on Mount Baldy
Mount Baldy
$392 nightly
The price is $450
Oct 21 - Oct 22
Total with taxes and fees
Ski-in/Ski-out at Baldy Mountain Ski Resort on Mount Baldy
A fantasy-style house with circular windows and thatched roofs, surrounded by greenery and a twilight sky.

14. The Second Breakfast Hideaway

The Second Breakfast Hideaway
Kootenay Boundary E / West Bo*
10.0 out of 10, Exceptional, (8 reviews)
"Charming quiet retreat, perfect place to journal and paint! "
Canada
Carolyn H.
$300 nightly
The price is $345
Nov 1 - Nov 2
Total with taxes and fees
The Second Breakfast Hideaway
A crowded beach with numerous people and boats.

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
$325 nightly
The price is $331
Oct 21 - Oct 22
Total with taxes and fees
Lakefront Nest Beach House Suite
A window with a wooden lattice design, through which a red car and greenery are visible.

16. *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.
$147 nightly
The price is $171
Oct 21 - Oct 22
Total with taxes and fees
*BC Short Term Registry #H687636831* Downtown Penticton 12 Min walk to beach
A balcony with a view of mountains, a grill, and seating.

17. 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)
"Clean, beautiful view, and wonderful host."
United States
Tom R.
$220 nightly
The price is $255
Nov 10 - Nov 11
Total with taxes and fees
Beautiful suite in great neighbourhood, modern finishes and steps to KVR trail.
An outdoor patio with a wooden table, wicker sofa, and a TV mounted on a wooden wall.

18. 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.
$143 nightly
The price is $166
Oct 21 - Oct 22
Total with taxes and fees
Lazy Days on Leir • Cozy 2BR Suite Near Beach & Wineries
Exterior

19. Sunny 2-Bed Walkout Suite | The Ridge Penticton

Sunny 2-Bed Walkout Suite | The Ridge Penticton
Penticton
$98 nightly
The price is $113
Oct 21 - Oct 22
Total with taxes and fees
Sunny 2-Bed Walkout Suite | The Ridge Penticton
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

Cactus Tree Inn

Cactus Tree Inn

10/10 Excellent
"Troy was incredibly helpful prior to our arrival to the Inn as well as when we checked in. He was accommodating in helping me sort out the various payment methods we had given that we were a travelling volleyball team. The bbq area was perfect for our group as well. Thank you!"
Dionne 1-night trip
Posted 10 hours ago
Cactus Tree Inn

Find out more about Oliver

Everything you need to know about Oliver vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oliver vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oliver vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oliver vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oliver. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oliver in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $115 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oliver rentals

At Expedia, we put the best Oliver vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oliver rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oliver vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oliver. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.