1460+ Perfect Pickle Stays with Nearby Pickleball Facilities |
Okanagan-Similkameen pickleball Stays, Resort Rentals, & Homes
Cottage
- British Columbia
- ·
- Osoyoos
- 3.37 mi to center
10.0Exceptional
(36 Reviews)
2 Bedrooms
2 Baths
7 Guests
Oceanfront
Hot Tub
Fireplace/Heating
Pool
US $339/Night
7 Nights - US $2,370
Hotel
- British Columbia
- ·
- Osoyoos
- 0.71 mi to center
8.8Fabulous
(274 Reviews)
8 Baths
633.53 ft²
Private Beach- Oceanfront
- Fireplace/Heating
Ocean View
US $95/Night
7 Nights - US $665
Bed & Breakfast
- British Columbia
- ·
- Okanagan-Similkameen
- 25.12 mi to center
10.0Exceptional
(121 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
Balcony/Terrace
Breakfast
Kitchen
US $110/Night
7 Nights - US $770
Apartment
- British Columbia
- ·
- Okanagan-Similkameen
- 26.76 mi to center
10.0Exceptional
(15 Reviews)
1 Bedroom
1 Bath
2 Guests
700 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
View
US $202/Night
7 Nights - US $1,417
Bed & Breakfast
- British Columbia
- ·
- Oliver
- 3.79 mi to center
10.0Exceptional
(6 Reviews)
3 Bedrooms
3 Baths
6 Guests
177.61 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $89/Night
7 Nights - US $624
Apartment
- British Columbia
- ·
- Okanagan-Similkameen
- 23.80 mi to center
10.0Exceptional
(13 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
Parking
US $208/Night
7 Nights - US $1,459
House
- British Columbia
- ·
- Osoyoos
- 3.46 mi to center
10.0Exceptional
(9 Reviews)
1 Bedroom
4 Baths
12 Guests
2600 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $616/Night
7 Nights - US $4,309
House
- British Columbia
- ·
- Okanagan-Similkameen
- 28.62 mi to center
9.8Exceptional
(12 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $144/Night
7 Nights - US $1,011
Cottage
- British Columbia
- ·
- Osoyoos
- 3.46 mi to center
10.0Exceptional
(47 Reviews)
3 Bedrooms
2 Baths
8 Guests
1800 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $416/Night
7 Nights - US $2,915
Luxury Places to Stay in Okanagan-Similkameen
Over 1451+ Luxury Places to Stay in or Near Okanagan-Similkameen
House
- British Columbia
- ·
- Okanagan-Similkameen
- 26.28 mi to center
10.0Exceptional
(6 Reviews)
6 Bedrooms
4 Baths
12 Guests
3700 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $1,889/Night
7 Nights - US $13,224
Cottage
- British Columbia
- ·
- Okanagan-Similkameen
- 38.69 mi to center
4 Bedrooms
4 Baths
9 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $754/Night
7 Nights - US $5,275
House
- British Columbia
- ·
- Osoyoos
- 3.37 mi to center
10.0Exceptional
(14 Reviews)
4 Bedrooms
4 Baths
10 Guests
2500 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $718/Night
7 Nights - US $5,026
House
- British Columbia
- ·
- Okanagan-Similkameen
- 38.98 mi to center
4 Bedrooms
4 Baths
8 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $680/Night
7 Nights - US $4,763
House
- British Columbia
- ·
- Osoyoos
- 3.47 mi to center
10.0Exceptional
(3 Reviews)
5 Bedrooms
4 Baths
10 Guests
2400 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $514/Night
7 Nights - US $3,597
House
- British Columbia
- ·
- Okanagan-Similkameen
- 25.42 mi to center
10.0Exceptional
(11 Reviews)
3 Bedrooms
1 Bath
8 Guests
1700 ft²
- Hot Tub
Spa- Fireplace/Heating
- Ocean View
US $451/Night
7 Nights - US $3,154
House
- British Columbia
- ·
- Osoyoos
- 3.21 mi to center
10.0Exceptional
(17 Reviews)
4 Bedrooms
2 Baths
10 Guests
2010 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $425/Night
7 Nights - US $2,973
House
- British Columbia
- ·
- Okanagan-Similkameen
- 26.21 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
6 Baths
10 Guests
Private Pool- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,546/Night
7 Nights - US $10,824
House
- British Columbia
- ·
- Okanagan-Similkameen
- 24.20 mi to center
9.8Exceptional
(9 Reviews)
4 Bedrooms
4 Baths
8 Guests
3000 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $1,472/Night
7 Nights - US $10,302
Top-Rated Villas with a Pool in Okanagan-Similkameen
Over 424+ Top-Rated Private Villas with a Pool in or Near Okanagan-Similkameen
House
- British Columbia
- ·
- Okanagan-Similkameen
- 26.13 mi to center
10.0Exceptional
(199 Reviews)
1 Bedroom
1 Bath
2 Guests
600 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $221/Night
7 Nights - US $1,544
Bed & Breakfast
- British Columbia
- ·
- Oliver
- 3.95 mi to center
10.0Exceptional
(105 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $164/Night
7 Nights - US $1,148
House
- British Columbia
- ·
- Okanagan-Similkameen
- 26.36 mi to center
10.0Exceptional
(90 Reviews)
1 Bedroom
1 Bath
4 Guests
950 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $264/Night
7 Nights - US $1,846
House
- British Columbia
- ·
- Osoyoos
- 3.17 mi to center
10.0Exceptional
(73 Reviews)
4 Bedrooms
4 Baths
12 Guests
2450 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $676/Night
7 Nights - US $4,734
House
- British Columbia
- ·
- Okanagan-Similkameen
- 43.41 mi to center
10.0Exceptional
(72 Reviews)
3 Bedrooms
2 Baths
7 Guests
1700 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $369/Night
7 Nights - US $2,586
Bed & Breakfast
- British Columbia
- ·
- Okanagan-Similkameen
- 26.79 mi to center
10.0Exceptional
(67 Reviews)
1 Bedroom
1 Bath
2 Guests
615 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $188/Night
7 Nights - US $1,313
House
- British Columbia
- ·
- Okanagan-Similkameen
- 43.41 mi to center
10.0Exceptional
(55 Reviews)
2 Bedrooms
2 Baths
9 Guests
1600 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $337/Night
7 Nights - US $2,356
Bed & Breakfast
- British Columbia
- ·
- Okanagan-Similkameen
- 26.59 mi to center
10.0Exceptional
(52 Reviews)
6 Bedrooms
5 Baths
12 Guests
5200 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $1,144/Night
7 Nights - US $8,008
House
- British Columbia
- ·
- Okanagan-Similkameen
- 26.44 mi to center
10.0Exceptional
(50 Reviews)
4 Bedrooms
3 Baths
10 Guests
3200 ft²
- Private Pool
- Hot Tub
- Pool
- Balcony/Terrace
US $1,032/Night
7 Nights - US $7,224
Pet-Friendly Villas in Okanagan-Similkameen
Over 415+ Pet-Friendly Private Villas in or Near Okanagan-Similkameen
Apartment
- British Columbia
- ·
- Okanagan-Similkameen
- 24.89 mi to center
10.0Exceptional
(261 Reviews)
1 Bedroom
1 Bath
4 Guests
650 ft²
- Fireplace/Heating
Pet Friendly- Kitchen
- Parking
US $234/Night
7 Nights - US $1,639
House
- British Columbia
- ·
- Osoyoos
- 1.25 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
3 Baths
9 Guests
1603.82 ft²
- Private Beach
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $171/Night
7 Nights - US $1,194
Condo
- British Columbia
- ·
- Osoyoos
- 0.61 mi to center
8.6Fabulous
(1253 Reviews)
1 Bedroom
1 Bath
- Ocean View
- Balcony/Terrace
- View
- Pet Friendly
US $133/Night
7 Nights - US $932
House
- British Columbia
- ·
- Okanagan-Similkameen
- 30.96 mi to center
10.0Exceptional
(22 Reviews)
2 Bedrooms
1 Bath
4 Guests
800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $298/Night
7 Nights - US $2,085
Bed & Breakfast
- British Columbia
- ·
- Oliver
- 3.40 mi to center
9.8Exceptional
(44 Reviews)
2 Bedrooms
2 Baths
4 Guests
139.93 ft²
- Oceanfront
- Hot Tub
Skiing- Fireplace/Heating
US $107/Night
7 Nights - US $746
House
- British Columbia
- ·
- Okanagan-Similkameen
- 24.87 mi to center
10.0Exceptional
(19 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $555/Night
7 Nights - US $3,883
House
- British Columbia
- ·
- Okanagan-Similkameen
- 27.72 mi to center
10.0Exceptional
(18 Reviews)
2 Bedrooms
1 Bath
6 Guests
1200 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $241/Night
7 Nights - US $1,690
Cabin
- British Columbia
- ·
- Okanagan-Similkameen
- 47.84 mi to center
10.0Exceptional
(15 Reviews)
2 Bedrooms
1 Bath
4 Guests
650 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Ocean View
US $380/Night
7 Nights - US $2,660
Cabin
- British Columbia
- ·
- Okanagan-Similkameen
- 26.83 mi to center
10.0Exceptional
(14 Reviews)
1 Bedroom
1 Bath
4 Guests
280 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $253/Night
7 Nights - US $1,769
Large Private Villas in Okanagan-Similkameen
Over 242+ Large Villas in or Near Okanagan-Similkameen for Groups and Families
House
- British Columbia
- ·
- Osoyoos
- 3.46 mi to center
10.0Exceptional
(17 Reviews)
1 Bedroom
4 Baths
10 Guests
2200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $656/Night
7 Nights - US $4,590
House
- British Columbia
- ·
- Okanagan-Similkameen
- 21.60 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
6 Baths
14 Guests
3003.13 ft²
- Fireplace/Heating
- View
- Parking
Air Conditioner
US $222/Night
7 Nights - US $1,557
Cottage
- British Columbia
- ·
- Okanagan-Similkameen
- 29.00 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
10 Guests
1500 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $468/Night
7 Nights - US $3,273
House
- British Columbia
- ·
- Okanagan-Similkameen
- 38.62 mi to center
10.0Exceptional
(11 Reviews)
1 Bedroom
4 Baths
12 Guests
2300 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $651/Night
7 Nights - US $4,556
Cabin
- British Columbia
- ·
- Okanagan-Similkameen
- 26.49 mi to center
9.6Exceptional
(95 Reviews)
6 Bedrooms
6 Baths
12 Guests
6278.95 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
US $156/Night
7 Nights - US $1,095
House
- British Columbia
- ·
- Osoyoos
- 3.46 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
4 Baths
10 Guests
2500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $725/Night
7 Nights - US $5,078
Villa
- British Columbia
- ·
- Osoyoos
- 1.60 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
925 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $284/Night
7 Nights - US $1,985
Villa
- British Columbia
- ·
- Okanagan-Similkameen
- 43.83 mi to center
9.8Exceptional
(23 Reviews)
2 Bedrooms
2 Baths
4 Guests
918 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $363/Night
7 Nights - US $2,544
Villa
- British Columbia
- ·
- Osoyoos
- 1.47 mi to center
9.8Exceptional
(20 Reviews)
2 Bedrooms
2 Baths
4 Guests
920 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $238/Night
7 Nights - US $1,668
Wheelchair Accessible Holiday Homes in Okanagan-Similkameen
Over 130+ Wheelchair Accessible Villas and Holiday Homes in or Near Okanagan-Similkameen
Condo
- British Columbia
- ·
- Okanagan-Similkameen
- 24.84 mi to center
10.0Exceptional
(13 Reviews)
1 Bedroom
1 Bath
4 Guests
1200 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $81/Night
7 Nights - US $568
Apartment
- British Columbia
- ·
- Okanagan-Similkameen
- 25.94 mi to center
9.5Exceptional
(23 Reviews)
2 Bedrooms
2 Baths
4 Guests
968.75 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Parking
US $232/Night
7 Nights - US $1,624
Hotel
- British Columbia
- ·
- Osoyoos
- 0.09 mi to center
9.6Exceptional
(1282 Reviews)
1 Bath
- Hot Tub
- Spa
- Skiing
- Fireplace/Heating
US $266/Night
7 Nights - US $1,859
Condo
- British Columbia
- ·
- Osoyoos
- 0.98 mi to center
9.8Exceptional
(12 Reviews)
2 Bedrooms
2 Baths
7 Guests
900 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $103/Night
7 Nights - US $718
Cabin
- British Columbia
- ·
- Osoyoos
- 1.75 mi to center
9.1Exceptional
(506 Reviews)
11 Bedrooms
2 Baths
8 Guests
850.35 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- View
US $261/Night
7 Nights - US $1,827
Condo
- British Columbia
- ·
- Okanagan-Similkameen
- 43.85 mi to center
9.6Exceptional
(53 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $273/Night
7 Nights - US $1,911
Condo
- British Columbia
- ·
- Okanagan-Similkameen
- 11.32 mi to center
9.6Exceptional
(15 Reviews)
1 Bedroom
1 Bath
5 Guests
764 ft²
- Skiing
- Fireplace/Heating
- Kitchen
- Parking
US $131/Night
7 Nights - US $915
Cabin
- Penticton
- ·
- Apex Mountain
- 0.14 mi to center
9.4Exceptional
(8 Reviews)
1 Bedroom
1 Bath
2 Guests
107628 ft²
- Skiing
- Fireplace/Heating
- Kitchen
- Parking
US $128/Night
7 Nights - US $894
Cabin
- Penticton
- ·
- Apex Mountain
- 0.14 mi to center
9.2Exceptional
(12 Reviews)
1 Bedroom
1 Bath
4 Guests
323 ft²
- Skiing
- Fireplace/Heating
- Kitchen
Internet
US $98/Night
7 Nights - US $684
Okanagan-Similkameen Villas, Airbnb and Holiday Homes Under $200
Over 541+ Okanagan-Similkameen Private Villas, Airbnb and Holiday Homes Under $200
Apartment
- British Columbia
- ·
- Okanagan-Similkameen
- 24.35 mi to center
10.0Exceptional
(132 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $166/Night
7 Nights - US $1,165
Bed & Breakfast
- British Columbia
- ·
- Okanagan-Similkameen
- 22.48 mi to center
9.8Exceptional
(118 Reviews)
2 Bedrooms
1 Bath
2 Guests
376.74 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Breakfast
US $110/Night
7 Nights - US $770
Bed & Breakfast
- British Columbia
- ·
- Osoyoos
- 3.62 mi to center
9.8Exceptional
(33 Reviews)
1 Bedroom
1 Bath
- Balcony/Terrace
- Breakfast
- Kitchen
- Parking
US $117/Night
7 Nights - US $819
Apartment
- British Columbia
- ·
- Okanagan-Similkameen
- 24.27 mi to center
10.0Exceptional
(109 Reviews)
1 Bedroom
1 Bath
2 Guests
277 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $126/Night
7 Nights - US $884
Apartment
- British Columbia
- ·
- Okanagan-Similkameen
- 26.00 mi to center
9.8Exceptional
(9 Reviews)
1 Bedroom
1 Bath
3 Guests
1001.04 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $127/Night
7 Nights - US $889
House
- British Columbia
- ·
- Okanagan-Similkameen
- 23.78 mi to center
10.0Exceptional
(78 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $190/Night
7 Nights - US $1,330
Apartment
- British Columbia
- ·
- Okanagan-Similkameen
- 44.67 mi to center
10.0Exceptional
(51 Reviews)
2 Bedrooms
1 Bath
4 Guests
1100 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $153/Night
7 Nights - US $1,072
House
- British Columbia
- ·
- Okanagan-Similkameen
- 25.39 mi to center
10.0Exceptional
(47 Reviews)
2 Bedrooms
1 Bath
4 Guests
950 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $189/Night
7 Nights - US $1,324
House
- British Columbia
- ·
- Okanagan-Similkameen
- 26.03 mi to center
10.0Exceptional
(30 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $171/Night
7 Nights - US $1,197
Instantly Bookable Villa Rentals in Okanagan-Similkameen
Over 682+ Instantly Bookable Private Villas in or Near Okanagan-Similkameen
House
- British Columbia
- ·
- Oliver
- 3.91 mi to center
10.0Exceptional
(102 Reviews)
1 Bedroom
1 Bath
2 Guests
830 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $271/Night
7 Nights - US $1,894
Cabin
- British Columbia
- ·
- Okanagan-Similkameen
- 17.81 mi to center
9.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $172/Night
7 Nights - US $1,203
Condo
- British Columbia
- ·
- Okanagan-Similkameen
- 24.57 mi to center
10.0Exceptional
(56 Reviews)
1 Bedroom
1 Bath
4 Guests
800 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $271/Night
7 Nights - US $1,894
Ski Chalet
- Penticton
- ·
- Apex Mountain
- 0.28 mi to center
10.0Exceptional
(50 Reviews)
2 Bedrooms
2 Baths
8 Guests
1020 ft²
- Hot Tub
- Skiing
- Fireplace/Heating
- Ocean View
US $433/Night
7 Nights - US $3,028
House
- British Columbia
- ·
- Okanagan-Similkameen
- 23.94 mi to center
10.0Exceptional
(46 Reviews)
2 Bedrooms
3 Baths
5 Guests
1100 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $401/Night
7 Nights - US $2,808
House
- British Columbia
- ·
- Okanagan-Similkameen
- 25.09 mi to center
10.0Exceptional
(43 Reviews)
2 Bedrooms
1 Bath
4 Guests
1250 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $290/Night
7 Nights - US $2,031
House
- British Columbia
- ·
- Okanagan-Similkameen
- 24.39 mi to center
10.0Exceptional
(34 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $278/Night
7 Nights - US $1,949
Apartment
- British Columbia
- ·
- Okanagan-Similkameen
- 25.94 mi to center
10.0Exceptional
(30 Reviews)
2 Bedrooms
2 Baths
4 Guests
970 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $262/Night
7 Nights - US $1,831
Bed & Breakfast
- British Columbia
- ·
- Okanagan-Similkameen
- 23.79 mi to center
10.0Exceptional
(28 Reviews)
1 Bedroom
1 Bath
2 Guests
450 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $210/Night
7 Nights - US $1,469
Book a Last Minute Place to Stay in Okanagan-Similkameen
About Okanagan-Similkameen Vacation Rentals
Discover over 1460 amazing vacation rental options in Okanagan-Similkameen with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Okanagan-Similkameen.
Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 1038 ft², with prices averaging US $317 per night.
With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Okanagan-Similkameen.
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Top Pickleball-Ready Accommodation Types in Okanagan-Similkameen
| Type | Count |
|---|---|
| Vacation Homes | 802 |
| Holiday Apartments | 128 |
| Cottages | 79 |
| Villas | 14 |
Use these Quick Filters to Find a Vacation Rental in Okanagan-Similkameen
★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Okanagan-Similkameen with PickleTrip™.
Weather in Okanagan-Similkameen, BC
View the weather forecast for Okanagan-Similkameen before booking your Okanagan-Similkameen Vacation Rentals to confirm your best time to go.
December - February
High 23°F Low 2°F
March - May
High 65°F Low 12°F
June - August
High 76°F Low 49°F
September - November
High 65°F Low 8°F
Other Places to Stay in Okanagan-Similkameen, BC
Frequently Asked Questions About Okanagan-Similkameen?
What are the top vacation rentals, resorts, and hotels in Okanagan-Similkameen with Courts?
Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in Okanagan-Similkameen. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in Okanagan-Similkameen!
- Perfect Canadian getaway at The Cottages on Osoyoos Lake!
- Cozy, Modern Cottage by the Lake in Wine Country
- 5 star, Family Friendly, mid meadow, close to pool/park/lake - 4 bed, 2.5 bath
- Private Suite with Amazing Lake View
- Merlot Cottage - Cottage #5
- BC STR Registry No. H795481396 nJ&L Casita, Penticton, BC
- Spanish Mid Century Villa with Wood Barrel Sauna
- Lake View Cottage #212
- Benchview Estate Licence #00115339
- 4 bedroom, 4 Bathroom on the LakenEnjoy Beach in Summer, Ski in Winter
How many pickleball-ready properties have private pools in Okanagan-Similkameen?
Discover 105 accommodations with private or nearby pickleball courts in Okanagan-Similkameen. Some of the best destinations to stay and play pickleball are:
- Lakeview Heated Pool Suite in Naramata Wine Region – 5-Star Rated Stay
- Manning Park Resort
- Syrah Cottage on Osoyoos Lake #130
- Grand Vineyard Estate Home Exceptional Place Best Location in Penticton
Which vacation rentals, resorts, or hotels in Okanagan-Similkameen is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Okanagan-Similkameen? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.
- Naramata Suite Dreams B&B, Two bedrooms, living room, kitchenette, bathroom
- Casa Del Mila Oro Condo
- Wesbert Winery & Guest Suites
How many PickleTrip vacation rentals or resorts are available in Okanagan-Similkameen?
PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 1460 properties listed in Okanagan-Similkameen in 2026, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Central Okanagan Vacation Rentals in British Columbia | 929 |
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