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

Fun Modern Home Game Rm Cozy Heated Floors Toronto
Welcome to our brand new, luxury modrn unit located in a quiet, family-friendly neighborhood only min from HWY401,407,DVP, TTC & countless amenities! Newly & lovingly modern space with luxury finishes throughout. Enjoy comfortable living quarters, brand new kitchen appliances, bright rooms, large windows, a dedicated workspace, in-unit washer/dryer, free WIFI, Netflix, Prime & free parking. This upscale oasis is truly the perfect space for business travelers, young professionals & couples alike!

Prestigious Bluffs Private Guest Suite
Beautiful, private, sun-filled guest suite with a large private yard and pool in a safe, upscale, tranquil, forested neighbourhood. Deer and other wildlife. Short walk to public transport (TTC, GO Trains), shopping, restaurants, parks and trails to the top of the Bluffs with breathtaking views of Lake Ontario and also down to the waterfront trail to nearby Bluffers Park Beach and Marina. Parking for 6 vehicles and boat trailer. Fast Fibre Internet. EV Charger (Tesla/J1772). No parties or events.

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 Hilton BnB Adult Luxury Suite
Experience the elegance of the Hilton BnB nestled in Newmarket’s prestigious Stonehaven Estates, just 30 minutes from downtown Toronto. This beautifully decorated open concept walkout suite in a two-story home offers unparalleled comfort and amenities for 1-2 adult guests. Indulge in dining by the fireplace during winter or unwind with a poolside BBQ in the summer amidst breathtaking grounds. The suite boasts spaciousness and a uniquely designed interior that exudes luxury at every corner.

Modern Downtown Unionville Stay
Cozy 1+Den Condo in Downtown Unionville Stay in our modern condo with 11-foot ceilings, two beds, a fully equipped kitchen, and a 4K TV. Enjoy access to the building’s pool and gym for your convenience. Located just 5 minutes from Unionville GO, 30 minutes to downtown Toronto or Pearson Airport, and close to the Markham Pan Am Centre. With restaurants, gyms, and VIP theaters nearby, it’s the perfect base for work or leisure. Book your stay today to experience the best of Unionville!

Luxury Condo w. Pool @ Yorkdale, Free Parking!
No 3rd party booking! No parties! No visitors staying overnight! ARRIVING W/ EXTRA GUEST WILL GET CHARGED DOUBLE! Smokers are not welcome! Designer one-bedroom plus den condo with Alexa smart home and lighting control. Features a queen pillow-top bed, dedicated office, fully equipped kitchen, Keurig coffee, spa shower, and soaker tub. Includes 1Gbps high-speed WiFi and smart TV. 5-min drive to Yorkdale Mall, Lawrence West Subway, 20-min drive to downtown or the airport.

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins
1,Welcome to my home in the heart of midtown Toronto in the Yonge & Eglinton area! It sleeps three guests comfortably and is an excellent base for your Toronto adventures! 2,With excellent access to public transportation, you can be in downtown within 15 minutes; you are a 5-minute walk from Eglinton Subway Station, 2 mins from TTC, and within walking distance to tons of shops and restaurants. 3,Loblaws (grocery) & LCBO (liquor) on the main floor of the building.

Stylish 1+1 Corner Suite |Steps to Lake&Downtown
Modern Corner Unit with Stunning Views | 1+1 BR at 209 Fort York – Prime Downtown Location Step outside and you're just minutes from Toronto’s top attractions: 🗼 CN Tower & Ripley’s Aquarium ⚾ Rogers Centre & Scotiabank Arena 🎡 Exhibition Place & BMO Field 🌊 Harbourfront Centre & Toronto Islands Ferry 🌳 Coronation Park & Martin Goodman Trail 🛍️ Queen West & King West Everything downtown is easily accessible with steps away from public transportation.

Chic Richmond hill Condo
Nestled 25 minutes from Toronto, this condo offers a perfect blend of modern elegance and cozy comfort. With floor to ceiling windows offering an abundance of natural light, it’s a comfortable retreat amidst the urban hustle. Thoughtfully designed with stylish decor and high-end amenities, guests can enjoy a fully equipped kitchen, a relaxing balcony. Located just steps away from restaurants, Hillcrest mall and super markets. Your pleasant stay awaits.

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍
This beautiful sunfilled condo is newly furnished and well cared for, equipped with everything you need to make you feel right at home! Free Wifi included with Netflix access and underground parking. Amenitites in the building include a swimming pool and gym. located very conveniently in the heart of Mississauga, steps to Square one, Hwy 403, Pearson Airport and only a short drive to Downtown Toronto.

Condo in Heart of Mississauga
Just an 8-minute walk to Square One Mall, this cozy condo is perfectly located — 15 minutes from Pearson Airport, with easy access to highways and public transit. Downtown Toronto is just a 30-minute drive away (traffic permitting). Inside, you’ll find a comfortable bed, a private terrace to relax on, and the convenience of one free designated parking spot included with your stay.

Mackenzie Cottage
Historic Log home in a country oasis. Nestled in the forest with a large pool just outside the back door, and quick access to some of the most beautiful and exciting trails in southern Ontario. Inside, surround yourself with the warmth of a log cabin circa 1815, as well as the soaring ceilings of the newer post and beam structure. Visit us on Insta @allbrightlane
Popular amenities for Markham rentals with a pool
House rentals with a pool

Vacation Getaway with Heated Spa-Pool Open365 Days

Seraya Wellness Retreat

Award Winning Luxury Home with Heated Pool + Sauna

Ask re: FALL Specials-Heated Pool-tub Open 365 Day

Ravine Paradise ! heated pool and hot tub!

Luxury Spa Escape with Pool & Jacuzzi

Guest suite 10 min to subwy w kitchen FREE parking

Luxe, Family-Friendly Oasis Home With Outdoor Pool
Condo rentals with a pool

Beautiful Condo Across CN Tower and MTCC

Lux Waterfront Condo by Rogers -IndoorPool-Parking

Lakeside Condo Studio In Downtown Toronto

Chic, High-Rise Apartment with CN Tower Views

Stylish Downtown Toronto Condo with Free Parking

Large & Bright 2BR+Den in Midtown w/ Free Parking

Luxury 1BR Executive Condo • Panoramic City Views

Studio by Lake -Close to Central Airport & Station
Other vacation rentals with a pool

Pet Friendly Condo, Private Terrace, Pool & Gym

The Snug Oasis - Burrow (Near Airport)

Modern Condo | Breathtaking Views | CN Tower

Charming and Luxurious 2BR+1Bath Guest Suite

Modern luxurious 2 Bedroom With Den

Private 2-Bdrm Hideaway with Parking

Stylish Condo-Yonge & Eglinton/Midtown Toronto

Mississauga Square One Condo
When is the best time to visit Markham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$21,115 GYD | G$22,161 GYD | G$25,924 GYD | G$28,432 GYD | G$27,805 GYD | G$31,777 GYD | G$25,087 GYD | G$19,652 GYD | G$19,861 GYD | G$26,760 GYD | G$31,150 GYD | G$22,788 GYD |
| 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 vacation rentals with a pool in Markham

Total vacation rentals
Explore 80 vacation rentals in Markham

Nightly prices starting at
Markham vacation rentals start at G$4,181 GYD per night before taxes and fees

Verified guest reviews
Over 1,620 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
80 of Markham vacation rentals include wi-fi access

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

4.6 Average rating
Markham stays receive an average rating of 4.6 out of 5 from guests
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- Rentals with pools Ontario
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Distillery District
- Metro Toronto Convention Centre
- Port Credit
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Financial District
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Rouge National Urban Park
- Royal Ontario Museum
- Toronto City Hall
- Snow Valley Ski Resort
- Christie Pits Park