
Holiday 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

HotTub & Fireplace - Headwaters Spring Getaway
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!

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

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.

Luxury Resort-Style Condo| HotTub, Sauna & Bowling
**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

The Wynford Romantic Amalfi Escape
Escape to the Amalfi Suite at The Wynford... Just minutes from Elora's charming Main Street where you can explore local shops, cafe's, the iconic Gorge and more. The main bedroom features a private balcony overlooking the stunning Elora Gorge—an unforgettable spot for morning coffee or sunset unwinding. A fully equipped kitchen provides everything you need to cook and dine in, complete with picturesque views that inspire relaxation. Stay in one of Elora’s most memorable accommodations.

Cozy Alton Cabin | March Break Escape Near Toronto
Escape to our riverside cabin this winter—soak 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, girls’ 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

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.

Cozy Private Suite with Year-Round Hot Tub
Welcome to The Salem Hideaway – your private, peaceful retreat tucked among the trees in the quiet village of Salem, just moments from historic Elora. Surrounded by forest and just steps from Irvin Creek, this cozy getaway is perfect for relaxing in nature. Enjoy the peaceful setting as you soak in the hot tub or swim in the pool, take a walk through the woods with a warm drink, or unwind by the fire pit while listening to the creek nearby. minutes from downtown Elora

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

Modern Luxury House w/EV Charger & Heated Pool

Cottage Ambiance Private

Four seasons Pool Retreat near downtown!

The Bayfront Flat - Harbour Views + Private Pool!

Estate, Secluded On the Grand River.

Cozy Country Escape w/ Hot Tub, Fire Pit & Pool

Under the Whispering Pines

Room for Everyone!
Apartment rentals with a pool

Stylish Downtown Suite with Patio & City Views

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

LuxCondo in the downtown kitchener uptown waterloo

Bright & Modern Downtown Stay w/ Pool & Gym

Hamilton condo, 1 hour to Toronto or Niagara Falls

Highrise King Condo With Home Cinema -Free Parking

Modern Luxury Condo - Go Station, Gym, Pool+

The Laundry Rooms, Waterloo - Two Bedroom Suite
Other holiday rentals with a pool

Charming Studio Retreat • Heated Pool Available

House on the Hill

Country Villa Fergus Elora

The Portal, An Off Grid Cabin in the Tree of Peace

High Rise 1BR Building with Gorgeous Views

Indoor Pool • Hot Tub • Heated Dome • 40 min GTA

High Rise 1 BR Condo w/Free Parking

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 | ₹6,663 | ₹6,756 | ₹6,756 | ₹6,756 | ₹6,663 | ₹7,681 | ₹7,959 | ₹8,421 | ₹7,774 | ₹8,144 | ₹7,126 | ₹7,496 |
| 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 holiday rentals with a pool in Woolwich

Total holiday rentals
Explore 50 holiday rentals in Woolwich

Nightly prices starting at
Woolwich holiday rentals start at ₹925 per night before taxes and fees

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

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Woolwich holiday 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 guests – averaging 4.8 out of 5!
Destinations to explore
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- Nike Square One Shopping Centre
- Wilfrid Laurier University
- Glen Eden
- Victoria Park
- Royal Botanical Gardens
- University of Waterloo
- Bayfront Park
- FirstOntario Centre
- Mount Chinguacousy
- The International Centre
- Toronto Congress Centre
- Wet'n'Wild Toronto
- Dundurn Castle
- Erin Mills Town Centre
- Bramalea City Centre
- Elora Gorge
- Art Gallery of Hamilton
- Caledon Ski Club LTD
- University of Guelph
- Conestoga College
- The Mississaugua Golf and Country Club
- Conestoga College
- Elora Quarry Conservation Area
- Cambridge Butterfly Conservatory




