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

Oliver Vacation Rentals

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Our top choices for Oliver vacation rentals

1. 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 CA $158
CA $238 total
includes taxes & fees
Aug 31 - Sep 1
Tiny house on an orchard

2. 1 BR guest house overlooking a beautiful vineyard

1 BR guest house overlooking a beautiful vineyard
oliver
9.0 out of 10, Wonderful, (95 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 $200
CA $339 total
includes taxes & fees
Sep 14 - Sep 15
1 BR guest house overlooking a beautiful vineyard

3. Sagebrush Caboose

Sagebrush Caboose
Oliver
10.0 out of 10, Exceptional, (21 reviews)
"everything was truelly amazing, will be going back for sure "
Canada
Yvonne
The price is CA $260
CA $398 total
includes taxes & fees
Sep 28 - Sep 29
Sagebrush Caboose

4. Butterfly Cottage - open air eco villa

Butterfly Cottage - open air eco villa
Oliver
10.0 out of 10, Exceptional, (20 reviews)
"Awesome glamping experience with beautiful view."
United States
Stephanie
The price is CA $190
CA $285 total
includes taxes & fees
Sep 7 - Sep 8
Butterfly Cottage - open air eco villa

5. Desert Surfside Waterfront Accommodations

Desert Surfside Waterfront Accommodations
3.0 star property
Osoyoos
8.6 out of 10, Excellent, (1,319 reviews)
"Clean, good staff"
Canada
Mario
The price is CA $140
CA $162 total
includes taxes & fees
Sep 2 - Sep 3
Desert Surfside Waterfront Accommodations

6. 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 $263
CA $400 total
includes taxes & fees
Aug 30 - Aug 31
Full Family home on Vineyard Estate

7. The Second Breakfast Hideaway

The Second Breakfast Hideaway
Kootenay Boundary E / West Bo*
10.0 out of 10, Exceptional, (6 reviews)
"Charming quiet retreat, perfect place to journal and paint! "
Canada
Carolyn H.
The price is CA $360
CA $603 total
includes taxes & fees
Aug 30 - Aug 31
The Second Breakfast Hideaway

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

Eagles Nest Retreat. Hot Tub + Sauna + Cold Plunge + Nature Views
Keremeos
10.0 out of 10, Exceptional, (1 review)
"Cool location very enjoyable experience"
United States
Cameron B.
The price is CA $150
CA $318 total
includes taxes & fees
Aug 31 - Sep 1
Eagles Nest Retreat. Hot Tub + Sauna + Cold Plunge + Nature Views

9. Romantic Getaway Suite at Twin Lakes

Romantic Getaway Suite at Twin Lakes
Kaleden
9.2 out of 10, Wonderful, (25 reviews)
"It was beautiful area"
Canada
Clark D.
The price is CA $103
CA $283 total
includes taxes & fees
Sep 29 - Sep 30
Romantic Getaway Suite at Twin Lakes

10. 1 Bedroom Suite 6 at the Green Gables Resort

1 Bedroom Suite 6 at the Green Gables Resort
Osoyoos
10.0 out of 10, Exceptional, (1 review)
"Thanks for a great stay."
United States
Dave F.
1 Bedroom Suite 6 at the Green Gables Resort

11. Similkameen Sunset Suite

Similkameen Sunset Suite
Keremeos
10.0 out of 10, Exceptional, (2 reviews)
"Nice accommodations! We enjoyed our stay."
United States
BCFN G.
The price is CA $153
CA $250 total
includes taxes & fees
Sep 15 - Sep 16
Similkameen Sunset Suite

12. 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
9.8 out of 10, Exceptional, (22 reviews)
"The property is welcoming, homey, clean, and in a great location. "
Canada
Brandi D.
The price is CA $200
CA $462 total
includes taxes & fees
Sep 16 - Sep 17
Located in Casa Del Mila Oro, ✨1st‑Floor Condo • 2 bedroom • Steps to the Pool ✨

13. *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
10.0 out of 10, Exceptional, (276 reviews)
"Sweet little place with everything we needed. Great location and lovely hosts."
Canada
Laurel E.
The price is CA $261
CA $409 total
includes taxes & fees
Aug 30 - Aug 31
*BC Short Term Registry #H687636831* Downtown Penticton 12 Min walk to beach

14. Premier Vacation Home steps to Skaha Lake

Premier Vacation Home steps to Skaha Lake
Penticton
9.8 out of 10, Exceptional, (89 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 CA $270
CA $463 total
includes taxes & fees
Sep 7 - Sep 8
Premier Vacation Home steps to Skaha Lake

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

Newly renovated suite, a rural gem near the beach and next to the KVR
Penticton
9.6 out of 10, Exceptional, (73 reviews)
"We had very nice stay at this property with a family of 4."
Canada
Olga
The price is CA $171
CA $322 total
includes taxes & fees
Sep 12 - Sep 13
Newly renovated suite, a rural gem near the beach and next to the KVR

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, (52 reviews)
"It was a beautiful place and an awesome experience! We’d definitely stay here again!"
Canada
Jake D.
The price is CA $232
CA $368 total
includes taxes & fees
Sep 21 - Sep 22
Beautiful suite in great neighbourhood, modern finishes and steps to KVR trail.

17. 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
Sep 9 - Sep 10
Lazy Days on Leir • Cozy 2BR Suite Near Beach & Wineries

18. Sauna + Hot Tub + Cold Plunge + Nature Views. Couples Retreat

Sauna + Hot Tub + Cold Plunge + Nature Views. Couples Retreat
Keremeos
10.0 out of 10, Exceptional, (1 review)
"We are having an absolute amazing time staying at the Eagles Nest Retreat! We stayed in Eagle Nest 1. The accommodation itself is beautiful, clean, and incredibly comfortable, but the wellness amenities truly set this place apart. We have spent hours rotating between the relaxing private hot tub and the exhilarating cold plunge and a bonus with the shared rejuvenating sauna. It has been the perfect, relaxing getaway. If you are looking for a private retreat to unwind and reset and close enough...
United States
Sarah B.
The price is CA $140
CA $305 total
includes taxes & fees
Aug 31 - Sep 1
Sauna + Hot Tub + Cold Plunge + Nature Views. Couples Retreat

19. King bed, with Queen pull-out, private suite by the beach, casino, & SOEC Arena

King bed, with Queen pull-out, private suite by the beach, casino, & SOEC Arena
Penticton
10.0 out of 10, Exceptional, (19 reviews)
"Property clean, host very nice."
United States
David
The price is CA $135
CA $264 total
includes taxes & fees
Aug 31 - Sep 1
King bed, with Queen pull-out, private suite by the beach, casino, & SOEC Arena

20. Lakeside Studio at Green Gables w/Beach Access

Lakeside Studio at Green Gables w/Beach Access
Osoyoos
8.0 out of 10, Very good, (2 reviews)
"Perfect for a pit stop on our trip. Right at the lake, walking distance to everything! Price was fantastic!! Host was lovely!"
Canada
Sabina
The price is CA $84
CA $130 total
includes taxes & fees
Sep 7 - Sep 8
Lakeside Studio at Green Gables w/Beach Access
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

Find out more about Oliver

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oliver. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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?

1 BR guest house overlooking a beautiful vineyard : This Oliver vacation home rental offers a balcony, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Our travelers also rate Waterfront self-contained 1 Bedroom Suite - Sleeps 2 as a favorite home for rent in Oliver.

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 Rotary Beach 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 District Wine Village.

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.