Vacation rentals with a pool in Woolwich

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Woolwich

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

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Guest favorite

The bedroom features a spacious bed adorned with a white quilt and decorative pillows. A woven basket holds towels at the foot of the bed. The room is illuminated by natural light from large windows, with plants and minimalist decor adding a touch of warmth.

Condo in Kitchener

4.93 out of 5 average rating, 59 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

A private backyard space features a swimming pool with steps leading in. Comfortable lounge chairs sit nearby on the concrete patio, while vibrant green trees and a well-maintained lawn surround the area. A shaded seating area can be seen in the background.

Home in Waterloo

4.85 out of 5 average rating, 110 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

This inviting bedroom features a spacious bed adorned with soft linens and a textured throw. A large armoire stands alongside, complemented by decorative plants and soft lighting. Natural light is welcomed through an adjacent glass door leading to a private entrance.

Guest suite in Orangeville

4.92 out of 5 average rating, 774 reviews

Hot Tub & Pool Getaway - Headwaters Retreat

Escape to our rustic-modern Queen Suite, perfect for your getaway. Relax in the private hot tub right outside your door, unwind by the fireplace & enjoy Netflix & Amazon TV. This cozy retreat features a private entrance, ensuite bathroom, and a second bedroom with twin beds. Steps from scenic hiking trails, minutes from the town center, your stay is ideal for outdoor adventures, wine tours, weddings, work trips or just quiet escape away. Book now for your ultimate getaway in comfort and nature!

Superhost

A warm ambiance is created by two vintage-style lamps placed on a rustic, wooden ledge against a textured brick wall. A large mirror reflects natural light from nearby windows, enhancing the room's inviting atmosphere. Decorative objects add a unique touch to the display.

Apartment in Stratford

4.82 out of 5 average rating, 141 reviews

The Palatial - 1500 sq feet of amazing space.

Unique space on two floors, right downtown! Old world character with modern aesthetic. Mid-century modern, IKEA and one-of-kind mix. Downstairs: high ceilings, large living rm, 2 bedrms with desks and closets, kitchenette, and sm bathrm. Upstairs: sunny open space - kitchen, dining and living. 2 Bedrms: compact, with closet + desk. Bathrm+ powder rm. Kids welcome. Comfy beds, down duvets, feather pillows [and non feather]. TV to use as monitor [no cable]. Bring cable to connect to your laptop.

Top guest favorite

A spacious pool area features a clear blue swimming pool surrounded by a concrete deck. Sun loungers are arranged for relaxation, and a fenced backyard includes greenery and flowering trees, providing a peaceful outdoor setting. Natural light brightens the space, enhancing the tranquil ambiance.

Apartment in Ariss

4.96 out of 5 average rating, 173 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.

Top guest favorite

A well-maintained backyard features a shared pool, surrounded by a safety fence and supported by lush greenery. Colorful flower beds add a vibrant touch to the patio area, which is equipped with seating and umbrellas for shade.

Apartment in Waterloo

4.99 out of 5 average rating, 84 reviews

Charming 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 queen air mattress 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

Top guest favorite

The living area features modern furniture with a blue sofa and a wooden coffee table. A piece of wall art depicting floral arrangements is displayed above the sofa. Large windows allow ample natural light and showcase city views.

Condo in Kitchener

4.97 out of 5 average rating, 109 reviews

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

**Hydro spa hot tubs are open! **Fully licensed Airbnb - no hassle during your stay! **Stunning Interior decor, 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

Top guest favorite

Home in Alton

4.97 out of 5 average rating, 101 reviews

Stylish 3BR | Pool, Hot Tub, Firepit & River Relax

Welcome to your relaxing escape in the heart of Alton—a cheerful and spacious 3-bedroom, 1.5-bathroom home backing onto the beautiful Credit River. Perfect for families, friend groups, wedding guests, or anyone craving peace, nature, and comfort. • Sleeps up to 8 guests comfortably • 3 cozy bedrooms (2 with private decks!) • 1.5 bathrooms • Fully equipped kitchen + BBQ patio for year-round grilling • Stylish living room with fireplace & smart TV • Fast Wi-Fi, workspace-friendly

Top guest favorite

The outdoor area features a heated saltwater pool surrounded by tall greenery and vibrant flowers. Umbrellas provide shade over seating areas, while a table set for dining is visible. Sunlight shines brightly, creating a serene atmosphere in the private backyard.

Apartment in Kitchener

4.99 out of 5 average rating, 67 reviews

Modern bright two bedroom lower level duplex

Whether you need a romantic getaway , a place for work, or quality time with your family, this bright modern private unit has it all. Enjoy a beautiful salt water pool and outdoor seating areas to relax in the sun. Cozy up in front of the fireplace to unwind and enjoy a movie. The full glass shower features spa stone flooring that feels great on tired feet. Located close to the 401, colleges universities DT Kitchener uptown Waterloo stores restaurants trails in suite laundry

Guest favorite

Home in Cambridge

4.91 out of 5 average rating, 276 reviews

Spacious Bungalow Guest House

Welcome to our stylish, modern, guest house nestled in a private country setting. Enjoy all of the updated conveniences while experiencing rustic surroundings. Peaceful and stress free for the whole family. Located minutes to the City of Cambridge. Note: The pool is outdoor and is generally open by Victoria Day weekend (3rd weekend in May) until Labour Day weekend (last weekend in August), but if it is warm earlier or later we may extend that by a few weeks. Please inquire.

Top guest favorite

A cozy sitting area is presented with a blue checkered sofa and a striped armchair, adorned with nautical-themed cushions. Light is provided by two lamps on either side, illuminating the artwork and rustic wooden beams above.

Guesthouse in Erin

4.98 out of 5 average rating, 131 reviews

The Captain's Cottage at Willow Pond

You will have your own private one bedroom cottage on our 17 acre property. Your countryside getaway can be as quiet or as busy as you make it. You will have access to our tennis court, swimming pool, hot tub, gazebo, pond, garden and woodland trails. Adults are welcome to use the exercise studio. There is a flock of heritage chickens, guinea hens and quail who lay beautiful eggs for your breakfast. We also have bees who produce delicious honey for our guests.

Guest favorite

A bright living area features a modern sofa and a wooden coffee table atop a soft rug. Floor-to-ceiling windows invite natural light and provide access to a private balcony. A large flat-screen TV is mounted on the wall, complemented by decorative plants.

Condo in Kitchener

4.75 out of 5 average rating, 16 reviews

Bright & Modern Downtown Stay w/ Pool & Gym

This stylish 1-bedroom condo is located just steps from KW’s tech hub, the LRT station, City Hall, cozy cafes, and the iconic Victoria Park, known for its year-round festivals. With top-notch amenities like an exercise room, pool, games room, and a rooftop deck/garden, this upscale condo offers a memorable downtown experience. Enjoy city living at its best! One parking spot is included, with paid parking available for additional vehicles.