A lakeside town with houses, trees, and mountains in the background.

Vacation Rentals in Regional District of Okanagan-Similkameen

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Top Cities in Regional District of Okanagan-Similkameen

A town by a lake surrounded by hills.
Vacation RentalsVacation Rentals

Osoyoos

Osoyoos

Our top choices for Regional District of Okanagan-Similkameen vacation rentals

relax and cool off at the creek

1. cozy studio cabin on 20 scenic acres over looking mountains and Hayes creek

cozy studio cabin on 20 scenic acres over looking mountains and Hayes creek
Princeton
9.8 out of 10, Exceptional, (6 reviews)
"Comfortable bed; friendly management, property is quite rustic."
United States
Vern R.
$150 nightly
The price is $169
Oct 21 - Oct 22
Total with taxes and fees
cozy studio cabin on 20 scenic acres over looking mountains and Hayes creek
Outdoor dining

2. Mountain Getaway

Mountain Getaway
Princeton
9.0 out of 10, Wonderful, (7 reviews)
"Friendly owner, clean suite and close to lakes. Best of all fresh eggs for breakfast!"
Canada
Saeed
$161 nightly
The price is $181
Oct 21 - Oct 22
Total with taxes and fees
Mountain Getaway
A bedroom with a bed, pillows, a ceiling fan, a wall-mounted light, and a painting.

3. Hidden Getaway

Hidden Getaway
princeton
10.0 out of 10, Exceptional, (1 review)
"Great place"
Canada
Charles
$126 nightly
The price is $142
Oct 21 - Oct 22
Total with taxes and fees
Hidden Getaway
A view of a deer in a forested area through a window with a green plant decoration.

4. Private Getaway by a Creek on 20 acres

Private Getaway by a Creek on 20 acres
Princeton
10.0 out of 10, Exceptional, (3 reviews)
"The cabin was awesome and the surroundings were so peaceful, it was like visiting paradise. I will definitely be telling friends and family about this hidden gem."
Canada
Linda O.
$158 nightly
The price is $178
Oct 26 - Oct 27
Total with taxes and fees
Private Getaway by a Creek on 20 acres
A table with two wine glasses and a small plant, overlooking a calm lake with mountains in the background.

5. 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 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 hotel room with a bed, a nightstand, a lamp, and a wardrobe.

7. 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
$334 nightly
The price is $378
Oct 27 - Oct 28
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.

8. 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
Oct 27 - Oct 28
Total with taxes and fees
Two Homes seperated by large courtyard Ideal for multi-family or large groups
A living room with a fireplace, a sofa, and several wine glasses on a table.

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
$334 nightly
The price is $378
Oct 27 - Oct 28
Total with taxes and fees
Full-sized family home situated on Vineyard surrounded by mountain views
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.

10. 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 window with a wooden lattice design, through which a red car and greenery are visible.

11. *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
An outdoor patio with a wooden table, wicker sofa, and a TV mounted on a wooden wall.

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

13. 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 22 - Oct 23
Total with taxes and fees
Tiny house on an orchard
A boat docked at a lakeside property with a house, red Adirondack chairs, and a palm tree.

14. 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 balcony with a view of mountains, a grill, and seating.

15. 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.
A poolside area with a wooden pergola, seating, and a wooden fence.

16. 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
Exterior

17. 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
A crowded beach with numerous people and boats.

18. 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 room with a view of a green field and mountains through large glass doors. There are two chairs and a table on the balcony.

19. 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 4 - Nov 5
Total with taxes and fees
1 BR guest house overlooking a beautiful vineyard
A wooden pier extending into a lake with mountains in the background.

20. 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.
$283 nightly
The price is $328
Nov 4 - Nov 5
Total with taxes and fees
Located in Casa Del Mila Oro, ✨1st‑Floor Condo • 2 bedroom • Steps to the Pool ✨
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 Regional District of Okanagan-Similkameen Hotel Reviews

Shoreline Resort

Shoreline Resort

10/10 Excellent
"Comfortable and quiet"
Bev 3-night trip
Posted 5 hours ago
Shoreline Resort

Find out more about Regional District of Okanagan-Similkameen

Discover your perfect Regional District of Okanagan-Similkameen vacation rental with Expedia

How many vacation rentals are available in Regional District of Okanagan-Similkameen?


Expedia has plenty of vacation rentals to choose from in and around  Regional District of Okanagan-Similkameen, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Regional District of Okanagan-Similkameen?


The selection of Regional District of Okanagan-Similkameen vacation rentals we have selected for you start as low as $115 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Regional District of Okanagan-Similkameen?


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What amenities are available in a vacation rental in Regional District of Okanagan-Similkameen?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Regional District of Okanagan-Similkameen vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Regional District of Okanagan-Similkameen?   


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Can I cancel my vacation rental through Expedia?  


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