
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.

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

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.

Charming Hideaway: 1-bedroom Apartment
Whether youâre in town for sports, work, or family, you'll love how the apartment is: Fully Furnished: from kitchen to bedroom, weâve 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

Alpaca farm stay and bunkie getaway.
A farm stay on your way to soaking up all that our county has to offer. The bunkie is located next to a restored century barn and an outdoor pool. The property is home to 5 alpacas, mini goats, chickens and our family dog. The bunkie is on a shared property with our home. It's 1 hour from Toronto, 20 minutes from Hamilton, 1-hour from Niagara-on-the-lake and 10 minutes from the historic Ancaster village. Antiquing, hiking, nature tours, golfing, wine tours, farmers markets and more close by.

Five Star Hayloft Suite
This open space home is in the top level of a century-old bank barn. Witness the beautiful architecture while enjoying modern amenities like an open-concept kitchen, projector & movie lounge, and more! Enjoy 180 degree views from the bay window in the living room during your stay. Five Star Ranch offers a year-round getaway in a beautiful country setting. Situated on a working farm, and surrounded by gardens, animals and beautiful forest, it is a perfect destination for seclusion and peace.

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

Cozy Alton Cabin | March Break Escape Near Toronto
Escape to our riverside cabin this winterâsoak in the hot tub under falling snow, curl up by the fire, and enjoy cozy evenings surrounded by nature. Perfect for couples, families, a ski weekend away, girlsâ weekends, or a quiet work-from-home retreat. ⢠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

LuxCondo in the downtown kitchener uptown waterloo
Modern and Sophisticated 1+1 apartment in the heart of Kitchener Downtown and Uptown Waterloo. It features modern furniture, a fully equipped kitchen, and a balcony with stunning sunset views. Enjoy exclusive amenities like a bowling alley, spa, pool table, and hydro swimming pool. The apartment comfortably sleeps 3 with two cozy beds. Located steps from top bars and restaurants, this apartment offers a blend of luxury and convenience. Perfect for business or leisure stays.

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.

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.

Backyard Oasis Guesthouse.
POOL IS CLOSED TILL MAY 2026 Welcome to our cozy walk-out basement apartment with no kitchen. It is a completely private unit with separate entrance. Perfect for making some memories at this unique and family-friendly place. Backing on to the Sixteen-mile creek, this backyard oasis has a sun-drenched inground pool surrounded by mature perennial gardens, a new manufactured stone patio, with upper and lower shaded lounge areas.

The Fox's Retreat - A Cozy Cabin for Two
Escape to this open concept cabin in Flamborough, Ontairo. Get to Flamborough Downs Casino and Racetrack, McMaster University, African Lion Safari, Valens and Christie's Conversation Areas, Westfield Heritage Village, and Dundas Waterfalls and multiple Golf Courses in under 15 minutes. Modern amenities provide all the comforts necessary for a relaxing stay, quiet remote work, or a unique space to get wedding ready.
Popular amenities for Woolwich rentals with a pool
House rentals with a pool

3 bedroom home close to downtown with Pool!

Cottage Ambiance Private

Four seasons Pool Retreat near downtown!

The Bayfront Flat - Harbour Views + Private Pool!

Estate, Secluded On the Grand River.

Riverside Retreat /w Hot Tub & Sauna in Elora

Under the Whispering Pines

Indoor Pool ⢠Hot Tub ⢠Heated Dome ⢠40 min GTA
Condo rentals with a pool

Perfectly Located in Kitchener

City Views & Private Balcony | Gym, Pool & More!

Stylish Downtown Suite with Patio & City Views

Bright & Modern Downtown Stay w/ Pool & Gym

Highrise King Condo With Home Cinema -Free Parking

The Laundry Rooms, Waterloo - Two Bedroom Suite

*Modern* 1 Bed Condo Station Park
Other vacation rentals with a pool

Private room/bathroom separate entrance

Stunning 2 bedroom condo in Milton near Hwy 401

Charming Studio Retreat ⢠Heated Pool Available

KJ's Farmhouse w/SwimSpa Retreat

House on the Hill

Country Villa Fergus Elora

High Rise 1BR Building with Gorgeous Views

Luxury Villa for Accommodation
When is the best time to visit Woolwich?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $98 CAD | $100 CAD | $100 CAD | $100 CAD | $98 CAD | $113 CAD | $118 CAD | $124 CAD | $115 CAD | $120 CAD | $105 CAD | $111 CAD |
| Avg. temp | -5 °C | -5 °C | 0 °C | 7 °C | 13 °C | 19 °C | 21 °C | 20 °C | 16 °C | 10 °C | 4 °C | -2 °C |
Quick stats about vacation rentals with a pool in Woolwich

Total vacation rentals
Explore 50 vacation rentals in Woolwich

Nightly prices starting at
Woolwich vacation rentals start at $14Â CAD per night before taxes and fees

Verified guest reviews
Over 1,710 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Woolwich vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Woolwich rentals

4.8 Average rating
Woolwich stays are highly rated by guestsâaveraging 4.8 out of 5!
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- Rentals with a patio Woolwich
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- Family-friendly rentals Woolwich
- Rentals with pools Region of Waterloo
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- Port Credit
- Nike Square One Shopping Centre
- Glen Eden
- Victoria Park
- Royal Botanical Gardens
- Bayfront Park
- Mount Chinguacousy
- FirstOntario Centre
- Toronto Congress Centre
- Wet'n'Wild Toronto
- The International Centre
- Art Gallery of Hamilton
- Bramalea City Centre
- Wilfrid Laurier University
- Elora Gorge
- Erin Mills Town Centre
- Dundurn Castle
- University of Guelph
- Caledon Ski Club LTD
- Elora Quarry Conservation Area
- The Mississaugua Golf and Country Club
- University of Waterloo
- Conestoga College
- Forks of the Credit Provincial Park




