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.

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Guest favorite

Condo in Kitchener

4.96 out of 5 average rating, 28 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

Home in Waterloo

4.87 out of 5 average rating, 62 reviews

Entire Guest Unit+Free Parking by Glenbridge Plaza

Located in a prime location in Waterloo, one of the most desirable safe and quiet neighborhoods of Lincoln Heights, this unique place perfectly blends privacy and comfort. Just minutes away from University of Waterloo, Wilfrid Laurier University, Conestoga College, highways (7/8),2 minute walk to Glenbridge Plaza, Zehrs Market (Grocery), CIBC Bank, A&W, Canadian Pizza, pharmacies, etc. It is an 8-minute drive to the St. Jacobs Farmers Market and only a 5-minute drive fromWalmart.Busstop is here

Guest favorite

Rental unit in Ariss

4.96 out of 5 average rating, 135 reviews

Rural Retreat, 1 bedroom suite near 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.

Guest favorite

Farm stay in Guelph/Eramosa

4.95 out of 5 average rating, 41 reviews

Livingstone Farm - Hot tub & Fall/Winter Retreat

Livingstone Farm 1860, located just outside Guelph, has a luxurious and peaceful feel to it. If you need a place to relax & retreat from the pressure and noise of city life, this is perfect for you. With its modern farmhouse style, updated finishes, and original 1860 wide plank wood flooring, the four bedroom home is a perfect mix of old and new. We have curated seasonal experiences for you (see other details), offer breakfast items during your stay and things to do in the area (see guidebook).

Guest favorite

Condo in Kitchener

4.97 out of 5 average rating, 63 reviews

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, 45 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, 698 reviews

HeadWaters Retreat - Cozy Fireplace Suite

Escape to our cozy and rustic queen suite with a modern touch. Private entrance & hot tub steps from your door, 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

Home in Alton

4.97 out of 5 average rating, 89 reviews

Cheerful 3 bedroom home with outdoor pool & hottub

This beautiful 3 bedroom , 1.5 bathroom house in the quaint village of Alton can sleep 6-8 people. It is the perfect size for a medium sized family. The house in located right in the village, backing on to a shallow flowing part of the credit river. You are able to enjoy the sounds of nature and views right from the Muskoka chairs placed along the river bank. The outdoor above ground pool is available for use during summer months. Less then a 2 min walk to the Millcroft Inn & Spa.

Guest favorite

Condo in Kitchener

4.9 out of 5 average rating, 20 reviews

Panoramic View: Captive Sunset by G00GLE!

The open layout is carefully designed to accentuate the expansive floor-to-ceiling windows that frame the city's breathtaking panorama. Beyond its aesthetic appeal, this rental offers a range of amenities to enhance your stay. Start your day with an invigorating workout at the state-of-the-art fitness center, hydro pool, lounge area, fine dining area, patio with a bbq, a wet bar, security, and bowling Restaurants, trendy boutiques, and cultural landmarks are just a short walk away.

Guest favorite

Rental unit in Waterloo

4.98 out of 5 average rating, 43 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, 80 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

Cabin in Mono

4.94 out of 5 average rating, 289 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:) Chef's creations and Private yoga and group classes available