Holiday houses in Olalla

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Top-rated holiday rentals in Olalla

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Guest favourite

Guest suite in Summerland

4.97 out of 5 average rating, 107 reviews

Sunset Lookout Suite (1 of 2)

Minimalist, thoughtful design for maximum peace and comfort. Newly and purpose built to host, your clean suite is located on the beautiful Test of Humanity trail. Enjoy walking, biking or taking in the spectacular view directly from your suite or on your covered balcony. Hosts have lived in the area for decades and can guide you to the wide variety of nearby attractions, activities and indulgences the area has to offer. Located minutes from downtown but looks and feels like a nature retreat!

28 Dec – 4 Jan

$170 NZD per night

Guest favourite

Guest suite in Keremeos

4.81 out of 5 average rating, 505 reviews

2 Bdrm Suite on Hobby Farm near River & Wineries

The perfect spot to explore the Okanagan from at any time of year! Private 700 sqft, two bedroom suite on a small hobby farm with chickens, rabbits, and turkeys in a quiet rural subdivision. In front of the property is a peach orchard, a hayfield with an equestian centre down the road. The river and a great swim spot is just a short walk. 5 minutes from Keremeos and Cawston (or a 20 minute bike ride along a car free path) 35 minutes to Penticton or Osoyoos and 40 minutes to Apex Ski Hill.

14–21 Nov

$131 NZD per night

Guest favourite

Guest suite in Naramata

4.99 out of 5 average rating, 158 reviews

Private BNB - Unforgettable Experience

Want to spend your time in an amazing romantic BNB. Enjoy the private year-round hot tub that looks out at breathtaking lake views. This phenomenal getaway is perfect for the two of you! Welcome to our luxurious BNB completely geared to having a relaxing and romantic time with your favorite person. Super clean, private (separate entrance) with first class amenities. Stay at this spectacular show home's suite with tons of privacy. This is not a Vacation Rental Home but an exceptional BNB

3–10 Nov

$329 NZD per night

Guest favourite

Cottage in Summerland

4.97 out of 5 average rating, 166 reviews

Trout Creek Charmer - Steps to OK Lake & Winery

Private, self contained, 2 bedroom, 2 bathroom carriage house that sleeps 6 people comfortably. An open concept design showcasing vaulted ceilings, vinyl plank flooring & a generous living/dining area. Master bedroom with sliding doors leading to a private rear deck, spacious main bathroom with tub/shower, in-suite laundry, additional 2 piece bathroom. Wrap around covered porch, lawn area & privacy afforded by hedging cedars. Central a/c and parking for 3 vehicles. Pet friendly.

10–17 Feb

$212 NZD per night

Guest favourite

Cabin in Penticton

4.93 out of 5 average rating, 292 reviews

Lost Moose Cabin 3

Cozy little cabin. 400 sqft. Kitchenette w/ induction cookplate, cookware, mini fridge, microwave, kettle, french press coffee maker, & toaster. Bedroom w/ queen bed. Two twin daybeds. Semi forest surround. Large hot tub, fire pit, mini propane BBQ. View of city and lake at viewing spot (1 min walk from cabin). Adjacent to crown land, with endless walking & bike trails. Scenic 15 min drive up the hill from town; 20 mins to lakes. Option to rent 3 cabins; check our other listings.

6–13 Oct

$273 NZD per night

Guest favourite

Guesthouse in Hedley

4.91 out of 5 average rating, 204 reviews

Moonlight Mountain Guest House

Cozy little guest house located in the beautiful mountains of Hedley, B.C. It has a full kitchen with all the basics. Living room , Dining area, 2 bedrooms , Bathroom with tub , Washer & dryer & a small patio. We also have Wi-Fi. Parking out front. There is a t.v. with dvd’s and no cable or satellite. Max 4 people unless the 5th is a child. Please let us know if you are wanting to bring a pet with you with details. Your pet may not be accepted at time of booking, thank you.

15–22 Dec

$151 NZD per night

Guest favourite

Guesthouse in Oliver

4.95 out of 5 average rating, 161 reviews

Mountain setting, gorgeous views

"The Quietude", A Special place to come to appreciate nature and all its beauty. Stay and enjoy the peaceful serenity of the Quietude a small wooden house, surrounded by Ponderosa pines, mountains and only 20 mins from Mt. Baldy. Fifteen minutes from Oliver, lakes are close by as well as some of Canada's best wineries. Also, on the property your host is offering a Bob Ross painting experience In "The Jewel". Please enquire in experiences

4–11 Jun

$182 NZD per night

Guest favourite

Home in Penticton

4.98 out of 5 average rating, 126 reviews

Naramata Bench Getaway: Licensed, Farm/modern

A view of Okanagan Lake and rolling grapevines stretching the length of Naramata Bench, makes some guests exclaim "It's like we're in Europe!" Your garden suite is super spacious, with a large bedroom, bathroom and kitchen area. Walk (or drive) to several wineries, hiking and biking trails. Located less than 10 minutes from downtown Penticton, and 15 minutes from Naramata, you'll have all the conveniences of both wine country and city life!

24–31 Dec

$233 NZD per night

Guest favourite

Guest suite in Oliver

4.99 out of 5 average rating, 220 reviews

The Five Soles

A comfy one-bedroom suite with full kitchen including a gas stove, dishwasher, microwave and full-sized fridge. The bedroom features a very comfortable king-size bed . A well-padded futon couch that folds to a double bed is perfect for one extra guest (let us know if you want bedding). Sit back on your private deck, with a large gas barbecue, relax and enjoy the mountain view. Business Licence: 2024359. This is a legal STR.

27 Nov – 4 Dec

$283 NZD per night

Guest favourite

Tiny home in Cawston

4.99 out of 5 average rating, 150 reviews

Owl Guesthouse at Farmersdotter Organics

Owl Tiny Studio Guesthouse at Farmersdotter Organics (See also Osprey Tiny Studio Guest House). One of two architecturally designed studio guest houses Owl and sister unit Osprey are situated front and centre at Farmersdotter Organics, a certified organic garlic farm ideally located in the heart of the Similkameen Valley wine region and Canada's organic farming capital.

21–28 Jul

$262 NZD per night

Guest favourite

Guesthouse in Summerland

4.98 out of 5 average rating, 206 reviews

Grape Escape Guest Cottage

Closed for driveway construction/paving. Open soon. ☆☆☆ Soak up the charm and mountain views from cottage in the vineyard. Hot tub for your use only. The cottage has everything you need just bring food and drinks and relax. Pets allowed, but if bringing a pet, please add to booking. We do extra cleaning due to allergies of other guests and family.

27 Aug – 3 Sep

$262 NZD per night

Guest favourite

Cottage in Oliver

4.97 out of 5 average rating, 101 reviews

Charming cottage with relaxing vineyard views

Come and relax in this fully renovated and stylish cottage. Placed in the middle of vineyards, wineries and orchards, this Grapevine Getaway is truly an oasis to enjoy! We have 4 beautiful lakes with great beaches all within a 15 minute drive. 2 Golf courses, great restaurants and Area 27 all approx a 10 minute drive away.

8–15 Nov

$284 NZD per night