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

Oliver Vacation Rentals

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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.
The price is CA $158
CA $238 total
includes taxes & fees
Oct 26 - Oct 27
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
The price is CA $185
CA $320 total
includes taxes & fees
Nov 1 - Nov 2
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, (1,361 reviews)
"Was in a nice and central location."
Canada
William
The price is CA $140
CA $162 total
includes taxes & fees
Oct 26 - Oct 27
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
The price is CA $163
CA $240 total
includes taxes & fees
Nov 1 - Nov 2
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
The price is CA $203
CA $321 total
includes taxes & fees
Nov 1 - Nov 2
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)
"Great Space nice place to relax for a couple of days"
United States
James D.
The price is CA $94
CA $276 total
includes taxes & fees
Oct 26 - Oct 27
Romantic Getaway Suite at Twin Lakes
A modern living room with a fireplace, a television, and a neon sign.

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

Ski-in/ski-out apartmentat Baldy Mountain Resort on Mount Baldy
Mount Baldy
The price is CA $295
CA $384 total
includes taxes & fees
Oct 26 - Oct 27
Ski-in/ski-out apartmentat Baldy Mountain Resort on Mount Baldy
A cozy room with a leather sofa, a wooden door, and a chandelier.

8. 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.
The price is CA $270
CA $486 total
includes taxes & fees
Nov 1 - Nov 2
The Second Breakfast Hideaway
A modern kitchen with white cabinetry, stainless steel appliances, pendant lighting, and a bar area with stools.

9. 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 ✨
A hotel room with a bed, a nightstand, a lamp, and a wardrobe.

10. 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 28 - Oct 29
Full Family home on Vineyard Estate
A living room with a fireplace, a sofa, and several wine glasses on a table.

11. 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 $530 total
includes taxes & fees
Oct 26 - Oct 27
Full-sized family home situated on Vineyard surrounded by mountain views
A window with a wooden lattice design, through which a red car and greenery are visible.

12. *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 $242 total
includes taxes & fees
Oct 26 - Oct 27
*BC Short Term Registry #H687636831* Downtown Penticton 12 Min walk to beach
A backyard with a patio, outdoor seating, a barbecue area, and a small garden.

13. 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 $234 total
includes taxes & fees
Oct 28 - Oct 29
Lazy Days on Leir • Cozy 2BR Suite Near Beach & Wineries
A living room with a sofa, a coffee table, and a TV mounted on the wall.

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

Sunny 2-Bed Walkout Suite | The Ridge Penticton
Penticton
The price is CA $75
CA $160 total
includes taxes & fees
Oct 26 - Oct 27
Sunny 2-Bed Walkout Suite | The Ridge Penticton
A modern kitchen with a central island, a dishwasher, a sink, and a stove. There is a large window providing natural light, and a ceiling fan is visible.

15. Premier Vacation Home steps to Skaha Lake

Premier Vacation Home steps to Skaha Lake
Penticton
9.8 out of 10, Exceptional, (94 reviews)
"Throughly enjoyed our stay, planning on a return trip next year!"
United States
Rhonda W.
The price is CA $194
CA $367 total
includes taxes & fees
Nov 1 - Nov 2
Premier Vacation Home steps to Skaha Lake
A balcony with a view of mountains, a grill, and seating.

16. 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.
The price is CA $213
CA $349 total
includes taxes & fees
Nov 9 - Nov 10
Beautiful suite in great neighbourhood, modern finishes and steps to KVR trail.
A modern building with a covered patio area featuring two chairs and a table.

17. 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 $469 total
includes taxes & fees
Oct 26 - Oct 27
Lakefront Nest Beach House Suite
A living room with a fireplace, a sofa, and several wine glasses on a table.

18. 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 28 - Oct 29
Two Homes seperated by large courtyard Ideal for multi-family or large groups
A living room with a sofa, armchair, coffee table, and a bookshelf with books and decorative items.

19. 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
The price is CA $509
CA $631 total
includes taxes & fees
Oct 26 - Oct 27
Ski-in/Ski-out at Baldy Mountain Ski Resort on Mount Baldy
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

Richter Pass Beach Resort

Richter Pass Beach Resort

8/10 Good
"Great location for easy access to beach"
Bilwada 2-night trip
Posted 5 hours ago
Richter Pass Beach Resort

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oliver vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oliver vacation rentals we have selected for you start as low as CA $162 per night. Entering your travel dates in the search wizard 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.