
Holiday rentals with a pool in Brampton
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Brampton
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Stylish Condo | Walk to BMO Field + Free Parking
Experience downtown Toronto in a stylish condo! Start your day by enjoying coffee on the balcony. Walk to BMO Field (Toronto Stadium) - ideal for concerts, sports & FIFA events. Walk to Exhibition Place, CN Tower, Rogers Centre, Ripley’s Aquarium, restaurants & waterfront. Full kitchen, 2 desks with fast WIFI. Building features a pool, hot tub, sauna, gym, rooftop BBQ, free parking & self check-in. Discounts for 7+ nights & non-refundable bookings. Book your unforgettable Toronto stay today!

Luxury Stay w/phenomenal view!
Enjoy a stylish experience at this centrally located property. Sunset lovers are going to love this one! Starbucks, restaurants, grocery shops, dentists, pharmacies, and much more ON THE MAIN FLOOR. Walking distance to Mississauga’s largest mall Square one. 15 mins drive from airport. 20 mins drive to Downtown Toronto. Lakeshore south view from balcony. Gym, swimming pool, jacuzzi, sauna, piano room, cards room, stretching room, outdoor bbq, and much more in this unique one of a kind property.

The Penty: Luxurious Penthouse with Pool, Hot Tub
Welcome to our modern & luxurious corner penthouse! Stylishly designed with lush greenery and upscale touches, this bright space offers comfort, elegance, and a relaxed tropical vibe. Take in stunning panoramic city views and unwind with premium amenities including an outdoor pool, hot tub, and steam room sauna. Just a 15-min drive to downtown. Public transit at the doorstep. 10-min drive to Rogers Stadium. Perfect for discerning guests seeking an elevated stay in Toronto’s vibrant urban core

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.

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1
Welcome to this exquisite 2-bedroom 2 bathroom condo, a blend of modern sophistication and breathtaking views. Nestled in the heart of downtown Mississauga this private-corner unit is everything you’re looking for. Everything in this unit is brand new. Cleanliness and providing a 5 star stay is our priority. All necessities are provided to make you feel at home. Amenities are available to all guests including a gym, pool, hot-tub, sauna, yoga room, music room, game room and much more.

Luxury 2BR Condo w/ Skyline Views & Balcony
Some places you stay — this one you remember. Fully renovated corner unit high above the city with panoramic skyline views toward Lake Ontario. Bright, sun-filled space with a private balcony for golden-hour sunsets. Steps to Square One. Fast WiFi, Smart TV, free parking, in-unit laundry, gym & pool. Perfect for families, business & longer stays. ⚽ FIFA World Cup 2026? BMO Field is 30 min away. Limited June dates. ⭐ Top-rated stay with 155+ reviews — book with confidence

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

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.

Spacious, Pet Friendly Basement Apartment
Quiet, pet-friendly private basement suite designed for comfort and easy stays. Features a queen bed, sofa bed, fully equipped kitchen, dining area, in-suite laundry, free Wi-Fi, and complimentary coffee & tea. Guests enjoy a shared backyard with a seasonal pool and barbecue in summer. Loved for its privacy and comfort while being steps from a park, grocery store, pharmacy, bank, and nearby restaurants—perfect for short or extended stays.

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 Brampton rentals with a pool
House rentals with a pool

Luxury House with a Bright Sunroom & a heated pool

Luxury Palgrave Cottage w/ pool on 3 acres

Vacation Spa Retreat! Sauna, pool, gym

Comfortable &Stylish 4BD Stay Near Toronto Airport

private backyard SPA oasis in Toronto

Chic King West Studio – FIFA at Your Door

Oakwood Haven

Casa Meya – Toronto Poolhouse Villa
Apartment rentals with a pool

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

Walk to FIFA World Cup /Parking/ Sleeps 4/ Balcony

Beautiful Condo Across CN Tower and MTCC

Modern 1+Den condo steps away from CN Tower & Lake

1BR Toronto Condo CN Tower MTCC BlueJays TIFF

Humber Bay Family Friendly condo w Terrace&Parking

Beautiful Lake View Studio Condo + 1 free Parking

Large & Bright 2BR+Den in Midtown w/ Free Parking
Other holiday rentals with a pool

3 bedroom home close to downtown with Pool!

Walk-out Luxury basement with Gym & Theatre

Award Winning Luxury Home with Heated Pool + Sauna

Four seasons Pool Retreat near downtown!

“Modern 3BR Condo w/ Free Parking | 1 Min to 401”

Charming and Luxurious 2BR+1Bath Guest Suite

Stellar Humber Bay 2BD/2BTH Large Patio & Parking

Yorkville Skycrest Penthouse | King Bed | Gym+Pool
When is the best time to visit Brampton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 67 | € 68 | € 64 | € 61 | € 62 | € 74 | € 75 | € 80 | € 71 | € 67 | € 67 | € 67 |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about holiday rentals with a pool in Brampton

Total holiday rentals
Explore 100 holiday rentals in Brampton

Nightly prices starting at
Brampton holiday rentals start at € 17 per night before taxes and fees

Verified guest reviews
Over 1,000 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
90 of Brampton holiday rentals include wifi access

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

4.6 Average rating
Brampton stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Pocono Mountains Holiday rentals
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Pittsburgh Holiday rentals
- Niagara Falls Holiday rentals
- Erie Canal Holiday rentals
- Detroit Holiday rentals
- Cleveland Holiday rentals
- Guest house rentals Brampton
- Bed and breakfasts Brampton
- Rentals with outdoor seating Brampton
- Fitness-friendly rentals Brampton
- Apartment rentals Brampton
- Rentals with lake access Brampton
- Rentals with a hot tub Brampton
- Family-friendly rentals Brampton
- Smoking-friendly rentals Brampton
- Pet-friendly rentals Brampton
- Rentals with a firepit Brampton
- Rentals with an EV charger Brampton
- Rentals with a fireplace Brampton
- Hotel rooms Brampton
- Rentals with a patio Brampton
- Rentals with breakfast Brampton
- Private suite rentals Brampton
- House rentals Brampton
- Waterfront rentals Brampton
- Townhouse rentals Brampton
- Villa rentals Brampton
- Rentals with a washing machine and dryer Brampton
- Flat rentals Brampton
- Rentals with pools Peel
- Rentals with pools Ontario
- Rentals with pools Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Distillery District
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Downsview Park
- Snow Valley Ski Resort
- Financial District
- Wilfrid Laurier University
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- York University





