Holiday rentals with a pool in Osoyoos

5 out of 5 average rating, 15 reviews

Home in Osoyoos

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, 141 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, 32 reviews

Home in Osoyoos

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, 16 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".

4.82 out of 5 average rating, 222 reviews

Cabin in Rock Creek

Paradise on the River Cabin Retreat -Seasonal Pool

Plenty of space to explore, enjoy, and relax. You can raft down the river, enjoy the pool, trampoline, barbeque, have a campfire, play games. Golfing is located across the street. Close to the Trans Canada Trail. Covid safe, special cleaning procedures in place, social distancing, no contact check-in process. If you'd like to book a longer stay there is a weekly special 15 % off, monthly special 40% off. 11 acres of amazing views, and fresh air make this truly a paradise by the river.

4.93 out of 5 average rating, 43 reviews

Apartment in Osoyoos

Osoyoos Escape - Snowbirds or Summer Adventures

LAKESHORE VILLAS - UNIQUE 3 BDR FOR UP TO 8 GUESTS WITH BREATHTAKING VIEWS BY THE LAKE. This peaceful end street condo at Osoyoos Lake is the perfect scenario for your next escape. 1,400 sq ft, 3BDR, 2 Baths, Central AC, 2 parking spots and a private marina with lounge dock for condo guests only. Enjoy the pool and hot tub and prepare a BBQ from the large balcony. The distinguished décor sets the atmosphere for your perfect vacation! Weekly booking for summer, snowbirds welcome!

5 out of 5 average rating, 4 reviews

Guest house in Osoyoos

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.

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, 76 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

Home in Osoyoos

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, 98 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.

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Kick off your hiking boots at these rustic lodgings

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, 152 reviews

Home in Vernon

Funky 2-bedroom Lakeside Vacation Home w/ Pool.

YuktaRating, 5 stars1 week ago

I had a great time at the zola zoo inn! The owners are amazing people who have beautifully curated the place that is answers to your every need. I went there with friends and family and we had the best time ever! Lots to do and perfectly built to relax and reload. Come here to take a break and leave with a lot of memories!! I cannot recommend this place enough!

4.86 out of 5 average rating, 21 reviews

Summer Escape • Heated Pool • Perfect for Groups!

GurneetRating, 5 stars4 days ago

Jennifer’s place is BEAUTIFUL!! Very clean and private. Pool was very clean as well. Host was very friendly and responsive and accommodated early check in for us. Would definitely recommend her place!

4.97 out of 5 average rating, 71 reviews

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

MarilynRating, 5 stars1 week ago

Amazing place, would stay there again our next trip to the Okanogan

4.98 out of 5 average rating, 58 reviews

Wine Trail Retreat.

JosephRating, 5 stars4 days ago

Had a great stay with my wife and six month old at this spot! Lori was super friendly, respected our privacy but also available for a char about things to do (restaurants, wineries, etc.). She is also amazing with kids!! Our little man loved her. The pool area was a real highlight for us

4.83 out of 5 average rating, 127 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!

5 out of 5 average rating, 38 reviews

Urban Cottage, Private Heated Pool and Hot tub.

NatalieRating, 5 stars2 weeks ago

What a beautiful home Ed and Lisa have to share. The outdoor space is beautiful and spacious. A great firepit and many spaces for socializing. Kitchen had everything we needed and more. The home was immaculately clean and was even more beautiful than the pictures online! Ed was on the property upon arrival and gave an in-depth tour of the space. Ed was very responsive and flexible with our small requests. As the hosts describe, after 9pm is strict quiet time on the property so we spent our time indoors each evening to be respectful to the neighbours. Thanks we had a great time!

4.91 out of 5 average rating, 32 reviews

Home in Oliver

4 Bedroom Cottage on Osoyoos Lake w/Private Beach

ColleenRating, 5 stars1 week 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

4.91 out of 5 average rating, 87 reviews

Home in Westbank

Beautiful suite with pool (open for season)

NitinRating, 5 stars1 week ago

Highly recommend Marie-Louise’s place to anyone travelling to Kelowna. She was proactive when it came to communication, updated us about the road closures which was a huge help. Pictures don’t do justice to this place. Bed was comfortable for a great night sleep. Even fridge was stoked with some breakfast options which you don’t get at many places. Would definitely stay here again in the future.

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Apartment rentals with a pool

Apartment in West Kelowna

4.78 out of 5 average rating, 206 reviews

Amazing Cove Lakefront Resort Full Condo !!

DenisseRating, 5 stars1 month ago

Beautiful location!! The resort had everything you could want, a restaurant, a movie room, spa and pools. Jocelyn’s place was spacious and comfortable for our group of 4 adults and 2 kids. Kitchen was well equipped, and we loved having lots of towels! The view from the balcony was our favourite part of the stay, absolutely stunning! Would definitely love to come in the summer!

4.94 out of 5 average rating, 170 reviews

Luxury Penthouse Cathedral Loft with Lake View

JesseRating, 5 stars1 week 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 stars2 days ago

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

4.77 out of 5 average rating, 116 reviews

Sunset Suite: Downtown, AMAZING Views | Sleeps 6

JiteshRating, 5 stars10 months ago

Fantastic find and an amazing host. The location and views are better than what the pictures describe. Immaculately kept unit!

4.96 out of 5 average rating, 116 reviews

LUXURY Dream Rental Suite - Playa Del Sol Resort.

JasonRating, 5 stars1 month ago

Fantastic spot great location and great hosts. We needed a place quick as we sold ours and had a gap and it worked out perfectly well. Thanks again

4.94 out of 5 average rating, 139 reviews

2 Bdrm 2 Bath Downtown Waterfront + Pool & Hot Tub

CassandraRating, 5 stars6 days 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, 129 reviews

Downtown Lakeside Resort Getaway!

DawnRating, 5 stars1 week 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.