Regional District of Okanagan-Similkameen Holiday Rentals

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Top Holiday Rentals Destinations in Regional District of Okanagan-Similkameen

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

Desert Surfside Waterfront Accommodations

3.0 star property
8.6 out of 10, Excellent, (1190)
"Great place, right on the beach!"
The price is AU$181
includes taxes & fees
13 Sept - 14 Sept
Desert Surfside Waterfront Accommodations

Safari Beach Resort

4.0 star property
9.4 out of 10, Exceptional, (110)
"a great stay all around very friendly staff, very clean, and a beautiful private beach!! we would definitely stay here again"
Safari Beach Resort

Perfect family vacation home with 100 feet of private lakefront

9.6 out of 10, Exceptional, (54)
"Good location clean comfortable well organized check in. The house had difficult stairs . Instructions on leaving included a few things that should really have been done by housekeeping"
Perfect family vacation home with 100 feet of private lakefront

Grand Vineyard Estate Home Exceptional Place Best Location in Penticton

9.8 out of 10, Exceptional, (109)
"Beautiful, spacious, and spotless suite in a quiet, tranquil setting. The view is lovely, and the atmosphere is peaceful—perfect for relaxing. The hosts were warm and welcoming while respecting privacy. A true hidden gem—I’d stay again in a heartbeat!"
Grand Vineyard Estate Home Exceptional Place Best Location in Penticton

Walking distance to the warmest Lake in Canada, Beaches and Downtown shopping.

9.8 out of 10, Exceptional, (29)
"Liked that it was easy to access, cloase to amenities, clean, homey, great price"
Walking distance to the warmest Lake in Canada, Beaches and Downtown shopping.

*BC Short Term Registry #H687636831* Downtown Penticton 12 Min walk to beach

10.0 out of 10, Exceptional, (240)
"Located next to Main street and lots of restaurants within walking distance. Nicely furnished, comfortable bed and bathroom. Would/will stay there again. "
The price is AU$299
includes taxes & fees
8 Sept - 9 Sept
*BC Short Term Registry #H687636831* Downtown Penticton 12 Min walk to beach

Large home 4 bed and 4 bath two separate suites home two kitchens water views

10.0 out of 10, Exceptional, (65)
"Great place to spend a relaxing vacation. Beds were very comfortable. Would definitely go back there."
Large home 4 bed and 4 bath two separate suites home two kitchens water views

Lakeside 2BD Retreat at Casa Del Mila Oro Lake Osoyoos-Pool, Patio, Beach!

9.4 out of 10, Exceptional, (21)
"Had an amazing time. My daughter and family were in the townhouses so it was a perfect family vacation 😊 will definitely stay again!"
Lakeside 2BD Retreat at Casa Del Mila Oro Lake Osoyoos-Pool, Patio, Beach!

Nestled in a little vineyard, melt away your stress in this quiet retreat.

The price is AU$284
includes taxes & fees
1 Sept - 2 Sept
Nestled in a little vineyard, melt away your stress in this quiet retreat.

Poolside Suite Surrounded by Vineyard & Orchard

10.0 out of 10, Exceptional, (16)
"The host was great and the pool was lovely "
Poolside Suite Surrounded by Vineyard & Orchard

Mountain view, beautiful walk out suite overlooking a park and creek. 3bedrooms.

9.6 out of 10, Exceptional, (70)
"This is our second time on the property. The suite was very clean and ready for us. Ken, the host, was very accommodating. We found the fridge stocked with yogurt, orange juice, cream, etc. also thank you for the cookies! Very satisfied and will come again!"
Mountain view, beautiful walk out suite overlooking a park and creek. 3bedrooms.

Perfect Canadian getaway at The Cottages on Osoyoos Lake! Aug still available!

10.0 out of 10, Exceptional, (41)
"The property layout and use of space was perfect! It was wonderful to have a little private oasis within the home for my husband and I. It was very clean equipped with lots of extra blankets and towels. "
Perfect Canadian getaway at The Cottages on Osoyoos Lake! Aug still available!

Cozy, Modern Cottage by the Lake in Wine Country

10.0 out of 10, Exceptional, (31)
"The cottage was very nice and the area is beautiful"
Cozy, Modern Cottage by the Lake in Wine Country

Newly renovated suite, a rural gem near the beach and next to the KVR

9.6 out of 10, Exceptional, (61)
"Excellent place to stay. It was very clean and quiet. Comfy beds and good communication with the owner. Great location as well. "
The price is AU$389
includes taxes & fees
10 Sept - 11 Sept
Newly renovated suite, a rural gem near the beach and next to the KVR

*SUPERB LOCATION* Directly Across from Lake Okanagan!

9.8 out of 10, Exceptional, (54)
"Great place, close to everything. Owners were very understanding and helped make our stay great."
*SUPERB LOCATION* Directly Across from Lake Okanagan!

Squires House - Amazing views! Minutes to beaches, trails & wineries!

9.8 out of 10, Exceptional, (79)
"Beautiful place to stay while exploring the area in and around Penticton. "
Squires House - Amazing views! Minutes to beaches, trails & wineries!

Cozy, quiet forest retreat with private hot tub and valley views

9.4 out of 10, Exceptional, (15)
"What a great find! We had such a wonderful week staying here! Being on the mountain it’s much cooler and quieter at night than it would have been in town. Having a full suite with kitchen and a hot tub was great. It is an easy and scenic 30 minute drive into Penticton. We got to do all the touristy things during the day and then retreat to our quiet mountain hideaway at night where got to soak in the hot tub and make our own dinners. Thank you for a lovely stay!"
Cozy, quiet forest retreat with private hot tub and valley views

Butterfly Cottage - Glamping

10.0 out of 10, Exceptional, (6)
"This place was amazing and Jason was the best host! We loved the ruggedness of this property combined with all the luxuries the owners have added on. All you need to bring is food!"
The price is AU$263
includes taxes & fees
2 Sept - 3 Sept
Butterfly Cottage - Glamping

4 Bedroom Cottage on Osoyoos Lake - Private Beach and Clubhouse

9.4 out of 10, Exceptional, (18)
"It was well maintained and clean. The neighborhood is quiet. "
4 Bedroom Cottage on Osoyoos Lake - Private Beach and Clubhouse

Lazy Days on Leir-2 Bedroom Guest Basement Suite

9.8 out of 10, Exceptional, (40)
"Had a great time! Lovely suite!"
The price is AU$264
includes taxes & fees
20 Sept - 21 Sept
Lazy Days on Leir-2 Bedroom Guest Basement Suite
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

Find out more about Regional District of Okanagan-Similkameen

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$181 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

At Expedia, we put the best Regional District of Okanagan-Similkameen holiday 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 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.