Vacation rentals with a pool in Wellington County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Wellington County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Condo in Kitchener

4.97 out of 5 average rating, 30 reviews

1 BR with City Views, near Go Transit, Tech centre

Enjoy a welcoming experience at this centrally located private condo . Ideal for couples, solo adventurers. Our fully furnished 1 bedroom unit offers a spacious and comfortable Queen-size bed, well-equipped kitchen, a cozy living room with a TV & fireplace, & a city-view private balcony. Enjoy easy access to dining, shopping, and public transportation, making our condo the perfect launchpad for exploring Kitchener areas. You'll also have a complimentary access to a variety of building amenities.

Guest favorite

Farm stay in Guelph/Eramosa

4.95 out of 5 average rating, 42 reviews

Secluded Farm Stay B&B with Hot Tub & Scenic Trail

Escape to Livingstone Farm, a peaceful bed and breakfast nestled in the lush countryside near Guelph. This charming farmhouse retreat combines rustic charm with modern comforts, including breakfast items to start your day. Enjoy expansive views, cozy interiors, and a private hot tub under the stars. Unwind in tranquil surroundings, explore local hiking trails, or simply enjoy the farm’s serene landscape. Perfect for girl’s trips, and friends seeking a restful getaway immersed in nature’s beauty.

Guest favorite

Rental unit in Ariss

4.95 out of 5 average rating, 138 reviews

Rural Retreat, near to Elora

A peaceful , rural, retreat in Ariss. Hot tub, great bird watching. Well situated between Elora, Fergus, St Jacobs and Guelph. Visit Cox Creek Winery, Kissing Bridge, G2G & Cotton Tail hiking/biking trail, snowshoeing, snowmobile trails & Chicopee Ski Resort. Two dogs on the property. Walkout basement, king bed, portable crib (on request) shower, kitchenette, seating area, natural light. Large backyard, firepit, barbeque, outdoor eating area. Keyless, separate, private entry, free parking.

Superhost

Condo in Kitchener

5 out of 5 average rating, 4 reviews

Highrise King Condo With Home Cinema -Free Parking

Welcome to this luxury oasis in Downtown Kitchener! • King Bed: Enjoy the night with a comfy memory foam topper • In-Home Movie Theatre: Kick back in recliner seats for a memorable experience • Prime Location: Surrounded by action. Steps to Tim Hortons, a grocery market, and much more • Thoughtfully furnished: Spacious L-shaped sofa bed and TV in the bedroom • Amenities: Bowling, gym, hot tubs, pool, BBQ area, lounge, and much more • Self-check-in: And enjoy the entire place to yourself

Guest favorite

Condo in Kitchener

4.97 out of 5 average rating, 68 reviews

Hydropool Spa HotTub/Bowling Alley/Patio/BBQ/Games

**Fully licensed Airbnb - no hassle for guests across the building **Gorgeous hand-picked Interior decor, for our guests' unique experience **Unmatched amenities in town! you must check out the amenities' pictures **Corner unit with stunning city views ** Location! Heart of Kitchener, centrally located to grocery stores, hip restaurants/bars, cute local shops, parks & happening city life. ** 3 mins walk GO Station. 126 Weber St. W **Across Goo-gle Head office w/ LRT rail at doorsteps

Guest favorite

Guesthouse in Hamilton

4.98 out of 5 average rating, 47 reviews

Everybody into The Pool House!

Modern studio pool house in a peaceful country location close to everything! Twelve hundred foot space features a comfortable queen, pull out, sofa bed, microwave, coffee maker, and large screen television. Tranquil views with access to hot tub and private deck. Half an hour to Pearson International airport and minutes to great restaurants locally and surrounding communities of Milton, Hamilton and Burlington. Pool house has exercise equipment (treadmill, water rower), designated, workspace.

Guest favorite

Guest suite in Orangeville

4.92 out of 5 average rating, 706 reviews

Headwaters Retreat - HotTub & Cozy Fireplace Suite

Escape to our cozy and rustic queen suite with a modern touch and hottub right at your door. Private entrance overlooking our peaceful conservation area. Spacious fireplace in main suite with ensuite bathroom, Apple TV, steaming option and second bedroom with two twin beds. Steps from the hiking trails and just minutes from the town center. Perfect for outdoor adventures, art gallery visits, wine tours, weddings, sporting events, work trips or just a quiet getaway. Your getaway awaits!

Guest favorite

Rental unit in Waterloo

4.98 out of 5 average rating, 44 reviews

Charming Poolside Hideaway: 1-bedroom Apartment

Whether you’re in town for sports, work, or family, you'll love how the apartment is: Fully Furnished: from kitchen to bedroom, we’ve got you covered. Cozy: Gas fireplace and a sofa bed for extra guests. Private Entrance: Your own smart lock access. Outdoor Space: Your own private deck with a BBQ. Heated Pool: SHARED pool available mid May to September. Entertainment: Stay connected with WIFI and enjoy Netflix, Prime, and Disney on the Smart Parking: No worries about finding a spot

Guest favorite

Cabin in Fergus

4.93 out of 5 average rating, 81 reviews

Luxury Oasis!! Heated Pool☆Sauna ☆Hot tub☆4Patios

Featured in Forbes "5 Charming Towns In Ontario" A cottage which has more to offer than a resort. Be it Summer or Winter! Indulge in the longest waterfront view you've ever seen from a cottage, nestled atop a hill. With an array of luxurious amenities, including heated pool, sauna, hot tub, gym, outdoor kitchen, fire pit, and multiple patios, this retreat exceeds all expectations. 4 family rooms, offices, a chef's kitchen, 10-person dining area, your every need is catered to.

Guest favorite

Condo in Waterloo

4.86 out of 5 average rating, 73 reviews

Cozy 1BR Condo w/ Insuite LDRY, Gym & Free Parking

Indulge in the comforts of home away from home with our fully equipped kitchen, complete with modern appliances and ample counter space. Our in-suite laundry is at your disposal, so you can pack light. Step out onto our private balcony and take in the breathtaking views of the city, while enjoying a cup of coffee. Stay connected with high-speed internet and unwind with your favourite shows on our smart TV, making your stay more enjoyable, so you can relax and recharge in style.

Guest favorite

Cabin in Mono

4.95 out of 5 average rating, 291 reviews

The Trails Retreat (Private Cabin)

Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home, minutes to the Bruce Trail, Hockley Ski & Golf Resort, Mansfield Ski Club and charming Orangeville. Enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Private yoga and group classes available

Guest favorite

Rental unit in Kitchener

5 out of 5 average rating, 11 reviews

Chic Downtown Condo Retreat

This chic 1-bedroom condo is just steps away from KW's tech hub, the LRT station, City Hall, cafes, and the renowned Victoria Park, which hosts numerous festivals throughout the year. Boasting exceptional amenities like an exercise room, pool area, games room, and rooftop deck/garden, this upscale condo ensures an enjoyable stay. Experience downtown living at its finest! One parking spot is included, with paid parking available for additional vehicles.