Holiday rentals with a pool in Osoyoos

5 out of 5 average rating, 15 reviews

The Great Osoyoos Escape

Bring the whole family to our Great Escape, a spacious sanctuary with sprinkles of fun for the whole group w/ Lakeview. A true vacation home w/ brand new everything is guaranteed to have you pleased. The Osoyoos Cottages offers a little something for everyone. Walk down to the private lake, skip over to the pool & hot tub, get a quick workout in, take the kids to the playground, or stay in to enjoy the many beautiful features of our home. Come back refreshed and relaxed, it would be hard not to.

4.95 out of 5 average rating, 142 reviews

Tiny home in Penticton

'Suite Skaha Retreat' Modern Pool House (licensed)

This self contained, modern, renovated 'pool house' is a city inspected, licensed (#00112755) suite that offers a private setting, beautiful landscaping, including a real palm tree,🌴 pool and many sitting areas to enjoy the property. Located steps from Skaha Lake, below Skaha Bluffs Provincial Park and walking distance to Painted Rock Winery. Enjoy our kayaks and SUPs as well as a shed to lock your bikes/gear. Here's your opportunity to enjoy the Okanagan lifestyle and all it has to offer.

4.97 out of 5 average rating, 33 reviews

Beautiful, Private Home with Pool and Hot tub

Private Vacation Haven, Resort Style Home Just steps away from Osoyoos Golf Course, Fairwinds Guest Suite is a brand new walk out featuring two luxurious queen bedrooms, each with it's own private ensuite. This beautiful vacation home boasts a pool, hot tub, full kitchen, living room, gym and walkout patio with bbq. Perfect choice for: -Golf Adventures -Wine Tours -Beach & Boat Lovers -Ladies Retreats -Romantic Getaways -Adventure Activities Owners live upstairs in a fully separate space.

5 out of 5 average rating, 17 reviews

Casa Del Mila Oro Resort- Lakefront Townhouse #107

The patio has views that over-look the lake. Home offers 1600 sq. ft. of living space, with three-bedroom, 2.5 bathroom, garage, and reserved parking stall. Enjoy the beautiful lake views with featuring 300 feet of private swimmable sandy beachfront. Boat moorage available at your doorstep for a price subject to advance booking & availability. Please reach out if you have any questions about our Townhouse. Boat slip Rental available at Resort. Rates November through March are based on two

5 out of 5 average rating, 17 reviews

Guest house in Penticton

Wine with a View

We are delighted to share with you our little piece of heaven. Spectacular views of Okanagan Lake and rolling vineyards from your own balcony. Tastefully decorated with modern furniture, art work and luxurious bedding. Little extras include fireplace, king size bed, AC and plush robes. Shared outdoor solar heated infinity pool available seasonally. Located between Penticton and Naramata close to the KVR bike trail. Complimentary bottle of wine on arrival. Enjoy your "Wine with a View".

Superhost

Guest house in Osoyoos

5 out of 5 average rating, 5 reviews

Osoyoos Lakeside Villa

This Newly Reno'd 1200sqft 2 bed 1 bath suite, w private pool and hot tub is a 4.5 min walk to the beach. Has quartz counter tops, stainless steel appliances on a dead end street in a quiet neighborhood walking distance to town/ popular beaches/ free boat launch. Enjoy views of the lake around the outdoor fire pit while reading a book or having your morning coffee. Ample parking for your boat. Amazing friendly area to take a stroll or just sit around the pool and enjoy the Sunshine

Campervan/Motorhome in Osoyoos

4.94 out of 5 average rating, 33 reviews

✦Paradise 16✦ 🏖

We do short term rentals! ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ BRING YOUR BOAT!!! Mooring spot included!! ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ Paradise at your doorstep! Steps to the beach and water access, enjoy the pool and many activities at Paradise Park. Rattlesnake Canyon Adventure park is just across the street and walking distance to shopping, restaurants, pubs and much more in the town of Osoyoos. Many local wineries, brew pub and distillery within minutes of Paradise 16.

4.97 out of 5 average rating, 32 reviews

Oliver Oasis, Cab Franc: great swim spa & views!

New listing! Welcome to your home in the heart of Wine Country! Enjoy a dip in the heated 16-person swim spa, a short walk to nearby wineries and restaurants, or just taking in the breath-taking views! The home boasts: -completely renovated, with amazing outdoor patio overlooking vineyards -smart TVs in all 5 bedrooms -in-home gym to work off those wine calories -pool table for hanging with friends and family *Per regulations, this property is registered in BC

5 out of 5 average rating, 51 reviews

Cottage in Osoyoos

3BR Cottage on Osoyoos Lake w/ Pool + Hot Tub.

Enjoy a relaxing stay at one of the best locations at The Cottages just steps away from Osoyoos Lake! Drink your morning coffee and evening wine in the beautiful sunroom or spread out in the open concept kitchen and living area. Take full advantage of the nearby private beach, clubhouse, pool, hot tubs and gym. Located 15 mins outside of Osoyoos and just minutes to some of Canada's best wineries surrounding nearby Oliver, you're sure to make lasting memories.

Train in Oliver, BC V0H 1T5 Canada

4.99 out of 5 average rating, 79 reviews

Runaway Express Coach

Are you looking to take life out of the eighth notch? Our little caboose seems to have escaped the Kettle Valley Rail Line, embracing a life without locomotives. The passengers whistle with pleasure as they rest in the queen size Murphy bed. Tucked away amongst the rocks and pines; the cute woodstove brings it together as a cozy place for dreaming. The railway tycoon has thoughtfully designed this living space; intending to travel the Wild West in comfort.

5 out of 5 average rating, 16 reviews

Serenity Home In Osoyoos

Enjoy the cottage life in beautiful Okanagan wine country. This peaceful home and the surrounding vicinity will have everything you ever wanted in lake gateway. The Osoyoos Cottages offers a beautiful private lake w/ volleyball courts, a pool/playground that kids will love and a gym for all your workouts. Or take a step-back and enjoy your lazy days on the dual deck set-up at the Serenity Home. We welcome you and your family to come stay in our home!

4.96 out of 5 average rating, 99 reviews

Cottage in Osoyoos

Relax in Luxury at the Cottages

This luxurious, rancher style home features an open concept living space in one of the most convenient locations at the cottages! Enjoy your stay in a comfortable, spacious home with a large living space and large bedrooms. Smart TVs in every room with premium cable & Netflix included! Private EXTENDED patio to relax on and a SUNROOM to enjoy. PADDLE BOARDS and games! 1 minute walk to the pool & park, 2 minutes to the beach. Double garage access.

Holiday rentals for every style

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Popular amenities for Osoyoos rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 155 reviews

Home in Vernon

Funky 2-bedroom Lakeside Vacation Home w/ Pool.

AliciaRating, 5 stars4 days ago

Great spot! Cute decor, spacious, super clean. Has everything you need. Communicative host. Highly recommend staying here!

4.97 out of 5 average rating, 75 reviews

Home in Kaleden

Canyon House Vacation Home BC license H147103718

JenniferRating, 5 stars1 month ago

This was an amazing location for our family reunion. Lots of yard space for kids to play and pool lounging, great dining and chilling areas, well-equipped kitchen. The location was perfect for wine-tasting, walks, local interest sites (go to the frog city cafe!), and inspiring scenery in every direction.

4.97 out of 5 average rating, 72 reviews

Home in Kelowna

📍Vacation Mode Cottage w/Hot tub, Pool/Lake Views!

TinaRating, 5 stars6 days ago

We had such an amazing time! Jordana was very responsive and her place was fantastic. It had everything we could want and was so fun for myself and my family! I would come back

4.94 out of 5 average rating, 85 reviews

Home in Kelowna

Waterfront Oasis: Pool, Hot Tub, Pets Welcome

LydiaRating, 5 stars6 days ago

Perfect place to stay while in Kelowna for a wedding. The outdoor space is absolutely amazing- we spent so much time outside while here and it feels so private and peaceful- you’re right on a beautiful creek and a short walk down the road to a beautiful beach as well. Raheil was extremely helpful and made sure we had everything we needed! Would definitely come back here!

4.84 out of 5 average rating, 128 reviews

Home in Westbank

Sunny Mediterranean Influence

AngelinaRating, 5 stars1 month ago

We had the most incredible stay at this hidden gem of an Airbnb. From the moment we arrived, we were blown away—not just by the warm welcome, but by the stunning views that photos truly don’t do justice. The space itself is cozy, thoughtfully decorated, and sparkling clean. It’s clear the hosts put a lot of love into creating a peaceful, inviting retreat. We especially appreciated the little touches—local recommendations, comfy linens, and even a few unexpected extras that made our stay feel special. If you’re looking for a place to unwind, reconnect with nature, and experience something truly memorable, this is it. Highly recommend, and we’re already planning our return!

Superhost

Home in Oliver

4.91 out of 5 average rating, 32 reviews

4 Bedroom Cottage on Osoyoos Lake w/Private Beach

ColleenRating, 5 stars2 weeks ago

Amazing spot for our annual family get together. We had everything we needed and the complex in general was awesome. Would definitely come back

5 out of 5 average rating, 39 reviews

Home in Kelowna

Urban Cottage, Private Heated Pool and Hot tub.

MorganRating, 5 stars2 weeks ago

Ed and Lisa went above and beyond to make our stay special. Their home is incredibly comfortable and we enjoyed our family vacation very much. We loved spending the day by the pool and the fire table provided lovely ambiance in the evenings. The kitchen is fully equipped for any cooking needs and we had a blast cooking a birthday brunch for our mom. The hot tub is hot and the pool is a perfect temperature and each were impeccably clean. Definitely reccomend for a family looking for a weekend getaway!

4.96 out of 5 average rating, 68 reviews

Home in Peachland

Pool Vacation for Families with Lake Views

AndreyRating, 5 stars1 month ago

The stay was great, and the house was very comfortable and convenient. Lots of space and beautiful view.

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Apartment rentals with a pool

4.94 out of 5 average rating, 171 reviews

Luxury Penthouse Cathedral Loft with Lake View

JesseRating, 5 stars2 weeks ago

Julian’s place was great. We arrived early Wednesday morning and he met us well before check in time. Super easy to get a hold of during the arrival and booking process. With a large group would defiantly stay there again!

Apartment in West Kelowna

4.81 out of 5 average rating, 165 reviews

Lakefront condo Barona Beach

GaryRating, 5 stars6 days ago

Well appointed and clean. Appliances were modern and very quiet. Groceries etc. 5 minute drive. Great location for kayaking.

Superhost

4.77 out of 5 average rating, 117 reviews

Sunset Suite: Downtown, AMAZING Views | Sleeps 6

JamesRating, 5 stars2 weeks ago

Beautiful views in a great condo with a fantastic location. Everything was as advertised, and I also appreciated Lindsey's communication and responsiveness. The 2 br, 2 bath condo is was very comfortable for our group, and we walked to coffee, lunch, dinner, ice cream, and outdoor markets multiple times while there. We didn't tire of direct view of the lake including the beach and bridge right from the balcony. We would certainly stay there again if it were available. Thanks for hosting us Lindsey!

4.96 out of 5 average rating, 117 reviews

LUXURY Dream Rental Suite - Playa Del Sol Resort

ThortenRating, 5 stars2 days ago

This place was amazing and Debbie made it even better leaving us wine and lots of snacks! 10/10 would recommend staying here.

4.94 out of 5 average rating, 139 reviews

2 Bdrm 2 Bath Downtown Waterfront + Pool & Hot Tub

CassandraRating, 5 stars1 week ago

Beautiful home with all the necessary amenities for a few days stay. The view of Knox mountain is lovely and the neighborhood has several good restaurants and coffee shops nearby.

4.91 out of 5 average rating, 130 reviews

Downtown Lakeside Resort Getaway!

DawnRating, 5 stars2 weeks ago

Wendy’s spot was beautiful and the perfect location for our holiday! Beds were comfortable, kitchen was stocked! Pool was amazing . Close walk to all the fun things including the beach! Highly recommend.

Apartment in West Kelowna

4.96 out of 5 average rating, 112 reviews

West Kelowna Condo: Lake View- Pool- Hot Tub- Gym

DanielleRating, 5 stars1 week ago

This was probably one of our easiest bookings! Everything was spot on!! Sandi was amazing and so nice to deal with…. She was helpful and friendly and approachable for all matters of interest! I would stay here again for certain!!! Condo was fab! Gym amazing and pool table was fun for quiet evening activity…. People at condo are friendly and we felt right at home! Thank you so so much! Best week this year!:)