
Vacation rentals with a pool in Newmarket
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Newmarket

Nightly prices starting at
Newmarket vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

Verified guest reviews
Over 260 verified reviews to help you choose

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

4.8 Average rating
Newmarket stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Newmarket
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Four season glamping dome under the stars
Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...
4.97 out of 5 average rating, 506 reviews
Fire & Ice Spa w/ Private Sauna!
Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!
5.0 out of 5 average rating, 237 reviews
Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts
Our luxury home rental is located in one of the best neighborhoods in Barrie. Secluded neighborhood surrounded by forest. 5 min to HWY 400 8 min to Downtown Barrie 11 min to Snow Valley Ski resort 40 min to Blue Mountain & Wasaga Beach 25 min to Friday Harbor Resort Free WiFi-Cable & Parking Perfect home for families and large groups. Newly renovated home, with beautiful large outside area and swimming pool. Accommodates up to 9 guests. Pool open May 31 (Solar heated) Pool closes Sept.7
4.9 out of 5 average rating, 145 reviews
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
4.99 out of 5 average rating, 169 reviews
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.
5.0 out of 5 average rating, 207 reviews
The Friday Flat | Sunny Escape by the Marina
Enjoy access to all of Friday Harbour's world-class amenities, including a golf course and sandy beach. Take a dip in the outdoor pool and explore the kilometres of scenic walking trails that wind through the Nature Preserve Located just a short drive from Toronto, Friday Harbour offers the perfect escape from city life. Spend your days exploring the shops and restaurants of the promenade, or venture out onto the lake Come experience the ultimate waterfront getaway at Friday Harbour
4.93 out of 5 average rating, 242 reviews
Stunning 1BR w Pool ~ Free Parking & Self Check-In
Embark on a journey of unparalleled luxury as you discover our exquisite suite, crafted to offer an escape that transcends the ordinary and leaves you refreshed. Experience opulent design, a full bedroom, a spacious living area with TV, high-speed WiFi, fully stocked kitchen, and a stunning balcony . Enjoy the breeze by the sun, and BBQ on our new electric grill. Access our outdoor pool and hot tub, no fees or reservations required. Additional fees may apply for 30 nights and more.
4.98 out of 5 average rating, 132 reviews
Warm rustic luxury chalet near lake and trails
Barrie's comfortable and friendly chalet, with a rustic ambience that has had a documentary filmed in it! Warm and luxurious privacy with heated floors, gas fireplace, gourmet kitchen and covered porch. Short walk to trails, park, beach and playground on Lake Simcoe. Perfect for work or relaxing with fast WiFi and lots of channels on large TV. A welcoming, fully equipped home away from home for families, couples, friends and travelers in a beautiful and quiet mature neighbourhood.
4.98 out of 5 average rating, 105 reviews
Cozy Residence with Walkout to Courtyard
Experience Lakeside Luxury! Located on the ground floor with walkout access to the courtyard with a pool(closed for the season), hot tub(currently closed for repair) fire pit, and lounge areas. Everything you need is just steps away including Starbucks, LCBO, groceries, fine dining and so much more. Enjoy the live music on the pier, golfing, water activities(seasonal), and special events. Check out the Friday Habour website for a calendar of events throughout the year.
4.96 out of 5 average rating, 107 reviews
Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub
A Private Luxury Getaway in Toronto’s Most Coveted Neighbourhood Escape to an extraordinary 4-bedroom luxury home in Toronto’s iconic Beaches, where sophisticated design meets relaxed lakeside living. This top 1% rated Airbnb property offers an unforgettable weekend experience—perfect for families, couples, or a curated group of friends seeking both comfort and wow-factor. A year round private heated pool and hot tub are yours to enjoy !
4.99 out of 5 average rating, 187 reviews
Toronto Pool Retreat
Spacious and private family home with 5 bedrooms, sleeping up to 10 guests. Enjoy a seasonal pool open May to September (not heated), an all-season hot tub, large backyard, and games area with ping pong, air hockey, and foosball. Includes a fully equipped kitchen, multiple living spaces, and 3.5 bathrooms. Conveniently near Hwy 401, DVP/404, shopping, and supermarkets. Respectful family and group stays only — no parties.
4.86 out of 5 average rating, 111 reviews
Casa Meya - Toronto Poolhouse Villa
Casa Meya : This exclusive modern and fully renovated Villa at 2024. Upper Floor : Beautiful Kitchen with brand new Bosch and LG appliances. An Island to host 4 guests plus a 6 seats Dining Table. 85" Samsung QLED TV to watch included Premium TV channels. Master Bedroom ( KING ) - 65" TV / 1st Bathroom 2nd Bedroom ( QUEEN ) - 42" TV / 2nd Bathroom Lower Floor : 3rd Bedroom ( QUEEN ) - 42" TV / 3rd Bathroom
4.91 out of 5 average rating, 107 reviewsPopular amenities for Newmarket rentals with a pool
House rentals with a pool

King West Victorian Gem Downtown - Walk Everywhere
4.91 out of 5 average rating, 348 reviews
Bradford 4BR Family Retreat | Pool & Playground
4.94 out of 5 average rating, 31 reviews
Private river access with pool, canoes, kayak
4.98 out of 5 average rating, 65 reviews
6BR 2.5BA Rustic Modern Farmhouse Pool Family Farm
4.96 out of 5 average rating, 24 reviews
5 bdrm home with pool and private lakefront
4.94 out of 5 average rating, 36 reviews
Waterfront home, Sauna, jacuzzi & heated pool
4.85 out of 5 average rating, 61 reviews
Enchanting Chalet with Pool and Sauna on 1 Acre
4.86 out of 5 average rating, 7 reviews
Countryside walk-out with pool.
5.0 out of 5 average rating, 30 reviewsCondo rentals with a pool

Friday Harbor Upscale 1Bed+Sofabed+Pool Option
4.86 out of 5 average rating, 202 reviews
Exceptional 2+1 ground floor condo @Friday Harbour
4.89 out of 5 average rating, 145 reviews
Golf, Spa & Fall Vibes Getaway at Friday Harbour
4.98 out of 5 average rating, 134 reviews
Luxury Downtown Condo For 4 (CN Tower Views)
4.94 out of 5 average rating, 130 reviews
Luxury Stay at Friday Harbour Resort Lake Simcoe
4.98 out of 5 average rating, 102 reviews
Luxury Downtown Condo For 6 (CN Tower View)
4.98 out of 5 average rating, 130 reviews
Friday Harbour Luxury Condo & Pool, Sleeps 4
4.94 out of 5 average rating, 163 reviews
Prime location • Amazing views • FREE parking
4.96 out of 5 average rating, 102 reviewsOther vacation rentals with a pool

Cedar Escape • Sauna • 10-Acre Private Forest
4.98 out of 5 average rating, 53 reviews
Quiet Country Escape Close To Beach Parks And Golf
5.0 out of 5 average rating, 13 reviews
The King's Rest
5.0 out of 5 average rating, 45 reviews
Modern Downtown Unionville Stay
4.87 out of 5 average rating, 55 reviews
Entire 2 BDR Suite - Good Location
4.97 out of 5 average rating, 36 reviews
Elevate Your Escape - All Season Resort
4.92 out of 5 average rating, 86 reviews
2 Bedroom Private W/O Basement Suite (Sleeps 4)
4.9 out of 5 average rating, 31 reviews
Charming 2 Bed / 2 Bath at Friday Harbour Resort
4.99 out of 5 average rating, 90 reviewsDestinations to explore
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- CN Tower
- Rogers Centre
- Scotiabank Arena
- University of Toronto
- Union Station
- Downsview Park
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Scarborough Town Center
- Nike Square One Shopping Centre
- Toronto Zoo
- Exhibition Place
- Wasaga Beach Area
- Yorkdale Shopping Centre
- Sheppard–Yonge Station
- Casa Loma
- York University
- Trinity Bellwoods Park
- Mount St. Louis Moonstone
- Enercare Centre
- Coca Cola Coliseum
- The International Centre





