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

Vacation Rentals in Regional District of Okanagan-Similkameen

Top Cities in Regional District of Okanagan-Similkameen

A town by a large lake surrounded by mountains.
Vacation RentalsVacation Rentals

Osoyoos

Osoyoos

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

Outdoor dining

1. 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
$149 nightly
The price is $168
Nov 23 - Nov 24
Total with taxes and fees
Mountain Getaway
relax and cool off at the creek

2. 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.
$133 nightly
The price is $150
Nov 23 - Nov 24
Total with taxes and fees
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.

3. Hidden Getaway

Hidden Getaway
princeton
10.0 out of 10, Exceptional, (1 review)
"Great place"
Canada
Charles
$113 nightly
The price is $128
Nov 13 - Nov 14
Total with taxes and fees
Hidden Getaway
A log cabin with a porch, surrounded by trees and a view of mountains.

4. 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.
$165 nightly
The price is $186
Nov 13 - Nov 14
Total with taxes and fees
Romantic Getaway Suite at Twin Lakes
An outdoor patio with a wooden table, wicker sofa, and a TV mounted on a wooden wall.

5. 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)
"We loved this place from the moment we walked in. It is cozy, beautiful, and exceptionally clean. The location is very convenient, with many amenities within walking distance. James and Louise are warm, welcoming hosts who made us feel right at home."
United States
Jenny G.
$135 nightly
The price is $156
Nov 17 - Nov 18
Total with taxes and fees
Lazy Days on Leir • Cozy 2BR Suite Near Beach & Wineries
A two-story residential building with a front porch, a staircase, and flower planters.

6. *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)
"Modern, spacious suite. Great location - walking distance to shops and restaurants."
United States
Nina T.
$147 nightly
The price is $170
Nov 17 - Nov 18
Total with taxes and fees
*BC Short Term Registry #H687636831* Downtown Penticton 12 Min walk to beach
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.

7. 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
$154 nightly
The price is $178
Nov 12 - Nov 13
Total with taxes and fees
1 BR guest house overlooking a beautiful vineyard
A balcony with a view of mountains, a grill, and seating.

8. 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, (55 reviews)
"Clean, beautiful view, and wonderful host."
United States
Tom R.
$210 nightly
The price is $244
Nov 23 - Nov 24
Total with taxes and fees
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.

9. 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.
$130 nightly
The price is $151
Nov 12 - Nov 13
Total with taxes and fees
Tiny house on an orchard
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
$318 nightly
The price is $359
Nov 12 - Nov 13
Total with taxes and fees
Full Family home on Vineyard Estate
A boat docked at a lakeside property with a house, red Adirondack chairs, and a palm tree.

11. 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.
$213 nightly
The price is $247
Nov 16 - Nov 17
Total with taxes and fees
Premier Vacation Home steps to Skaha Lake
Property grounds

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

Sunny 2-Bed Walkout Suite | The Ridge Penticton
Penticton
$100 nightly
The price is $116
Nov 15 - Nov 16
Total with taxes and fees
Sunny 2-Bed Walkout Suite | The Ridge Penticton
A living room with a fireplace, a sofa, and several wine glasses on a table.

13. 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
$318 nightly
The price is $359
Nov 12 - Nov 13
Total with taxes and fees
Full-sized family home situated on Vineyard surrounded by mountain views
A living room with a fireplace, a sofa, and several wine glasses on a table.

14. 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.
$562 nightly
The price is $635
Nov 12 - Nov 13
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.

15. 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.
$268 nightly
The price is $311
Nov 12 - Nov 13
Total with taxes and fees
Located in Casa Del Mila Oro, ✨1st‑Floor Condo • 2 bedroom • Steps to the Pool ✨
A room with a large sliding glass door leading to a lakeside view. Inside, there is a wooden floor, a small table with a box, and a dark-colored sofa.

16. Peachview Suites

Peachview Suites
4.0 star property
Peachland
10.0 out of 10, Exceptional, (6 reviews)
"Great location, nice new property"
Canada
Gary
$141 nightly
The price is $153
Nov 17 - Nov 18
Total with taxes and fees
Peachview Suites
A riverbank with a rocky shore, trees, and a mountainous backdrop.

17. Cozy Cabin in Kettle Valley

Cozy Cabin in Kettle Valley
Rock Creek
9.8 out of 10, Exceptional, (115 reviews)
"Cozy cabin, exactly what the listing says. Comfy place."
Canada
Donna
$118 nightly
The price is $135
Nov 12 - Nov 13
Total with taxes and fees
Cozy Cabin in Kettle Valley
A two-story house with a garage, large windows, and a balcony.

18. Wine Trail Full Suite with Private Entrance, Patio and Views!

Wine Trail Full Suite with Private Entrance, Patio and Views!
West Kelowna
8.2 out of 10, Very good, (43 reviews)
"Very nice place and convenient!"
United States
Sara S.
$115 nightly
The price is $130
Nov 12 - Nov 13
Total with taxes and fees
Wine Trail Full Suite with Private Entrance, Patio and Views!
A balcony with two chairs and a table, overlooking a lake and mountains.

19. Beautiful 750sqf private suite..Spectacular view, close to downtown!

Beautiful 750sqf private suite..Spectacular view, close to downtown!
Peachland
9.8 out of 10, Exceptional, (38 reviews)
"Beautiful view, comfortable stay, appropriate amenities, easy to follow instructions. Would stay here again."
Canada
James H.
$156 nightly
The price is $176
Nov 12 - Nov 13
Total with taxes and fees
Beautiful 750sqf private suite..Spectacular view, close to downtown!
An outdoor patio with a wooden bench, red chairs, a round table, and a red umbrella.

20. The Red Umbrella Guest Suite with lake view

The Red Umbrella Guest Suite with lake view
Peachland
$126 nightly
The price is $143
Dec 1 - Dec 2
Total with taxes and fees
The Red Umbrella Guest Suite with lake view
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

Watermark Beach Resort

Watermark Beach Resort

10/10 Excellent
"The Watermark is a beautiful resort. The front desk staff were amazing. We were able to check in early and our room was upgraded. When checking in I made mention that we come every year for our anniversary and the next day we were gifted a lovely bottle of wine. It was a wonderful couple of days and we definitely are looking forward to next year."
Danira 2-night trip
Posted 11 hours ago
Watermark Beach Resort

Find out more about Regional District of Okanagan-Similkameen

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