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

Regional District of Okanagan-Similkameen Holiday Rentals

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Our top choices for Regional District of Okanagan-Similkameen holiday 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.
The price is AU$245
includes taxes & fees
19 Oct - 20 Oct
cozy studio cabin on 20 scenic acres over looking mountains and Hayes creek
A bedroom with a bed, pillows, a ceiling fan, a wall-mounted light, and a painting.

2. Hidden Getaway

Hidden Getaway
princeton
10.0 out of 10, Exceptional, (1 review)
"Great place"
Canada
Charles
The price is AU$205
includes taxes & fees
10 Nov - 11 Nov
Hidden Getaway
Outdoor dining

3. 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
The price is AU$260
includes taxes & fees
9 Nov - 10 Nov
Mountain Getaway
A wooden structure with an open entrance, a bench on either side, and a view of a mountainous landscape.

4. Eagles Nest Retreat. Hot Tub + Sauna + Cold Plunge + Nature Views

Eagles Nest Retreat. Hot Tub + Sauna + Cold Plunge + Nature Views
Keremeos
9.0 out of 10, Wonderful, (2 reviews)
"Cool location very enjoyable experience"
United States
Cameron B.
Eagles Nest Retreat. Hot Tub + Sauna + Cold Plunge + Nature Views
A view of a deer in a forested area through a window with a green plant decoration.

5. 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.
The price is AU$257
includes taxes & fees
12 Oct - 13 Oct
Private Getaway by a Creek on 20 acres
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.
The price is AU$277
includes taxes & fees
19 Oct - 20 Oct
Romantic Getaway Suite at Twin Lakes
A table with two wine glasses and a small plant, overlooking a calm lake with mountains in the background.

7. Desert Surfside Waterfront Accommodations

Desert Surfside Waterfront Accommodations
3.0 star property
Osoyoos
8.6 out of 10, Excellent, (1,357 reviews)
"Was in a nice and central location."
Canada
William
The price is AU$163
includes taxes & fees
13 Oct - 14 Oct
Desert Surfside Waterfront Accommodations
A window with a wooden lattice design, through which a red car and greenery are visible.

8. *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, (278 reviews)
"Sweet little place with everything we needed. Great location and lovely hosts."
Canada
Laurel E.
The price is AU$246
includes taxes & fees
20 Oct - 21 Oct
*BC Short Term Registry #H687636831* Downtown Penticton 12 Min walk to beach
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.

9. 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 AU$253
includes taxes & fees
13 Oct - 14 Oct
Runaway Express Coach
An outdoor patio with a wooden table, wicker sofa, and a TV mounted on a wooden wall.

10. 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 AU$240
includes taxes & fees
19 Oct - 20 Oct
Lazy Days on Leir • Cozy 2BR Suite Near Beach & Wineries
A poolside area with a wooden pergola, seating, and a wooden fence.

11. 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 AU$346
includes taxes & fees
13 Oct - 14 Oct
Sagebrush Caboose
A balcony with a view of mountains, a grill, and seating.

12. 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 AU$357
includes taxes & fees
10 Nov - 11 Nov
Beautiful suite in great neighbourhood, modern finishes and steps to KVR trail.
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, (14 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 AU$244
includes taxes & fees
12 Oct - 13 Oct
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.

14. 1 BR guest house overlooking a beautiful vineyard

1 BR guest house overlooking a beautiful vineyard
oliver
9.0 out of 10, Wonderful, (96 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 AU$328
includes taxes & fees
2 Nov - 3 Nov
1 BR guest house overlooking a beautiful vineyard
A hotel room with a bed, a nightstand, a lamp, and a wardrobe.

15. 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 AU$523
includes taxes & fees
11 Oct - 12 Oct
Full Family home on Vineyard Estate
A living room with a fireplace, a sofa, and several wine glasses on a table.

16. 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 AU$523
includes taxes & fees
12 Oct - 13 Oct
Full-sized family home situated on Vineyard surrounded by mountain views
A modern kitchen with a central island, stainless steel appliances, and a dining area with wooden chairs.

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.
The price is AU$423
includes taxes & fees
11 Oct - 12 Oct
New 2 bedroom carriage house, a block from the Okanogan lake, close to downtown.
A boat docked at a lakeside property with a house, red Adirondack chairs, and a palm tree.

18. 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 AU$401
includes taxes & fees
1 Nov - 2 Nov
Premier Vacation Home steps to Skaha Lake
A crowded beach with numerous people and boats.

19. 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 AU$425
includes taxes & fees
21 Oct - 22 Oct
Lakefront Nest Beach House Suite
A living room with a fireplace, a sofa, and several wine glasses on a table.

20. 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 AU$957
includes taxes & fees
12 Oct - 13 Oct
Two Homes seperated by large courtyard Ideal for multi-family or large groups
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

Westridge Motor Inn

Westridge Motor Inn

10/10 Excellent
"Front desk person was super helpful and friendly. Thank you! I would definitely come back"
Cristian 1-night trip
Posted 1 hour ago
Westridge Motor Inn

Find out more about Regional District of Okanagan-Similkameen

Everything you need to know about Regional District of Okanagan-Similkameen holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Regional District of Okanagan-Similkameen holiday rental for you. At Expedia, you can take your pick from private holiday 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 Regional District of Okanagan-Similkameen holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Regional District of Okanagan-Similkameen holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Regional District of Okanagan-Similkameen. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Regional District of Okanagan-Similkameen holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Regional District of Okanagan-Similkameen holiday rentals we have chosen for you start as low as AU$163 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Regional District of Okanagan-Similkameen rentals

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To find some top Regional District of Okanagan-Similkameen 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 Regional District of Okanagan-Similkameen holiday.

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