
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

Hot Tub & Cozy Spring Retreat-Headwaters Retreat
Escape to our rustik-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!

California Chic +Breathe +Unwind +Restore
Enter through the grand foyer with a winding staircase, pass the kitchen, and step into the relaxing backyard featuring an in-ground, diamond-shaped, solar-heated swimming pool and a stunning lake. The view of the lake is beautiful! The area is quiet and scenic, with the soothing sounds of the lake lulling you to sleep. You are just 30 minutes away from Niagara Falls and 1 hour from Toronto. On a clear day, you can even see the Toronto skyline. It's the perfect place for a group or family of 9.

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 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

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:) Add a playful Yoga/Functional Movement class or chef's dinner to your stay!

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.

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.

Bright and Airy Guest Suite with Pool
Large windows, high ceilings, fresh modern decor, cedar sauna, fitness room and backyard pool best describes our Garden Suite. Spoil yourself in everything this space has to offer. Featuring a comfy queen size bed sheeted with luxury cotton and down duvet. A large queen pull-out couch offers space for extra sleepers. Take some time to refine your culinary skills with the well appointed kitchen. Don't overpack, your in-unit washer and dryer will keep your clothes clean.

Cozy Country Spring Getaway | HotTub + Fire Pit
Escape to the countryside this spring 🌸 Unwind in the hot tub or pool, enjoy cozy fires under the stars, and soak in the peaceful charm of Alton. Perfect for a relaxing getaway, girls weekend, or 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

House on the Hill
What makes The House unique? How about: - a year-round heated indoor pool & sauna - private 2-bedroom + loft guesthouse with private entrance - fully-equipped kitchen - homey living area with electric fireplace - 27 gorgeous acres with 2 ponds - private patio & BBQ There's so much more! Come join your hosts Frances & Rod and experience a country retreat in the middle of the city... all this within 5km to Waterloo Int'nl Airport & 15 min to tri-cities & 401.

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.
Popular amenities for Woolwich rentals with a pool
House rentals with a pool

3 bedroom home close to downtown with Pool!

Luxury Palgrave Cottage w/ pool on 3 acres

Unique Old Church House

Four seasons Pool Retreat near downtown!

The Bayfront - Harbour Views + Private Pool!

Brant Paradise. Where luxury meets country charm.

Riverside Retreat /w Hot Tub & Sauna in Elora

A Vacation Home
Condo rentals with a pool

Luxury 2.5Br-2Bath 1 Prk Condo SQ1 Striking Views

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

LuxCondo in the downtown kitchener uptown waterloo

Beautiful Penthouse with Breathtaking View

Beautiful Condo with Parking Mississauga Downtown

Sky-High 2BR/2BA Condo | Best City Views+Parking

The Laundry Rooms, Waterloo - Two Bedroom Suite

Gorgeous 2BR | 2BA | CN Tower & Lake View
Other vacation rentals with a pool

Private room/bathroom separate entrance

Waterfront home with Pool, Boat Ramp/Canoe/Kayak

Luxury House with a Bright Sunroom & a heated pool

Gateway Inn: Cora's Loft

Modern Luxury House w/EV Charger & Heated Pool

Private cottage heated pool/HotTub/Games 20 Acre

Milton Home- a Family Oasis

The Portal, An Off Grid Cabin in the Tree of Peace
When is the best time to visit Woolwich?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 70 | € 71 | € 79 | € 62 | € 62 | € 71 | € 74 | € 78 | € 72 | € 75 | € 66 | € 69 |
| 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 € 9 per night before taxes and fees

Verified guest reviews
Over 1,780 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Woolwich vacation rentals include wi-fi access

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

4.8 Average rating
Woolwich stays are highly rated by guests—averaging 4.8 out of 5!
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- Nike Square One Shopping Centre
- Wilfrid Laurier University
- Victoria Park
- Glen Eden
- Royal Botanical Gardens
- University of Waterloo
- Toronto Congress Centre
- Bayfront Park
- The International Centre
- FirstOntario Centre
- Mount Chinguacousy
- Dundurn Castle
- Elora Gorge
- Wet'n'Wild Toronto
- University of Guelph
- Erin Mills Town Centre
- Bramalea City Centre
- Caledon Ski Club LTD
- Art Gallery of Hamilton
- Stratford Festival
- Conestoga College
- McMaster University
- Woodbine Racetrack
- Mohawk College





