Vacation rentals with a pool in Newmarket

Dome in Bradford West Gwillimbury

Vibrant autumn foliage displays shades of yellow and orange surrounding a geodesic dome. A pathway of stone steps leads through a lawn covered in colorful leaves, creating a serene outdoor setting amidst lush greenery.

4.96 out of 5 average rating, 410 reviews

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...

A glass table is set on a balcony, featuring an ice bucket holding a bottle of sparkling wine, accompanied by two elegant glasses. Soft string lights provide gentle illumination, enhancing the cozy atmosphere. A potted plant adds a touch of greenery.

4.99 out of 5 average rating, 174 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!

4.99 out of 5 average rating, 159 reviews

The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.

Home in The Beaches

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

Ask about FALL BONUS NIGHTS: BOOK 2 nights-get 3rd for free: Located right by the lake. HEATED private pool and spa. OPEN 365 days- EVEN IN WINTER !! Explore local shops on Queens St. Swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails, and lots of walking to be had. We decorate for the holidays, and the house has a real wood burning fireplace. **note quiet hours are 11:00 pm to 7:00AM

5 out of 5 average rating, 123 reviews

A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.

Condo in Yorkdale

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, 193 reviews

The exterior of a modern two-story home is displayed, featuring a brick and stone facade. A well-maintained driveway leads to a double garage with decorative doors. Bright flower pots are positioned near the entrance, while lush green landscaping surrounds the property.

Apartment in Newmarket

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.

A serene bedroom features a dark headboard positioned against light gray walls. Three botanical prints hang above a cozy bed with soft blue bedding. On either side, glass lamps provide gentle illumination, and a potted plant adds a touch of greenery near the window.

4.93 out of 5 average rating, 193 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

4.9 out of 5 average rating, 240 reviews

A loft area features a wooden railing adorned with greenery, providing a cozy viewing spot. A circular wooden table is accompanied by two matching folding chairs, inviting relaxation. Warm lighting enhances the natural wood tones of the ceiling and walls, creating a welcoming ambiance.

Cottage in Alcona

Utopia villa and spa

Welcome to Utopia where you will make amazing long lasting memories with your family and friends. Just minutes from the beach, grocery stores, gas stations, and anything else you can need. There is so much to do here that you will never want to leave! Imagine a day full of good food by the fireplace, a dip in the hot tub, relaxing in the sauna and playing in the game room. Treat yourself with a stay! House rule: No smoking/eating in hot tub. Breaking this rule will result in $500 fine.

4.83 out of 5 average rating, 143 reviews

Guest suite in Minesing

Farmhouse Guest Suite; Year round hot tub

Unique Farmhouse stay in modern Guest Suite Fully stocked kitchenette Bedroom/Livingroom Suite - sleeps 4 Ensuite bathroom with shower Wrap around porch for a glass of wine or your morning coffee. Year round hot tub. Firepit - toast a few marshmallows over a warm fire and check out the stars in the clear night sky. Horses may not be visible in all months. 1 QUEEN BED 1 QUEEN PULL OUT COUCH Winter: On snowmobile trail close to ski hills, hot tub EVENTS are not permitted.

An open-concept kitchen features sleek white cabinetry and a black granite island with three modern bar stools. Natural light fills the space through large glass doors, which lead to a balcony. A minimalistic design with potted plants enhances the welcoming atmosphere.

4.87 out of 5 average rating, 167 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Experience the allure of Friday Harbour! Stay in this gorgeously furnished 1-bedroom condo, complete with a pullout sofa bed. Enjoy the stunning outdoor relaxation area that overlooks the courtyard pool. The condo features a spacious bedroom with a closet and a large bathroom. Its layout is perfect for both relaxation and entertainment, with an open concept living area and a kitchen featuring an island. Embrace the ultimate indoor and outdoor living experience at Friday Harbour!

4.93 out of 5 average rating, 129 reviews

A modern living area features a large wall-mounted TV and a stylish black accent wall. Two small coffee tables in front of a comfortable sofa are complemented by decorative items. Natural light streams in through the sliding glass doors, which lead to the balcony.

Apartment in Innisfil

Modern Condo at Friday harbour/Pet Friendly

Welcome to Our Elegant Property We're driven by a genuine passion for creating exceptional guest experiences. Our goal is straightforward: to exceed your unique needs and desires during your stay. More than just providing a place to stay, we want to make your visit memorable and enjoyable. Feel free to reach out if you have any questions. We're here to ensure your stay is comfortable and stress-free. **Additional fees are applied for long term stays**

4.86 out of 5 average rating, 116 reviews

A modern living area features a gray sectional sofa adorned with yellow cushions. A light wood coffee table is positioned in front. The kitchen bar area with high stools is visible, complemented by sleek cabinetry. Large glass doors provide access to the outdoor patio.

Apartment in Innisfil

Aquarius bldg @ Friday Harbour 1st fl 2 bdr/2 bath

Main floor 2 bdr 2 bath condo in Aquarius building 825 sq. ft of indoor space. With a seasonal pool available . Enjoy a luxurious stay at an all season resort at Friday Harbour. We are Steps away from marina, beach, boardwalk, trails and more. Plenty of outdoor activities to enjoy all year round. Our fully furnished condo is ready for you and your guests to enjoy. Outdoor patio to catch fresh air & a cozy, stylish indoor space to unwind and enjoy.

A modern living area features a dark sectional sofa and a round coffee table placed atop a patterned area rug. Large glass doors provide access to a balcony, while light pours in, illuminating the textured wall design. A beige accent chair adds to the inviting space.

4.89 out of 5 average rating, 107 reviews

*HotTub*Pool*FirePit*King Bed*

The perfect getaway an hour away from Toronto! Modern and bright fully stocked condo with a year-round hot tub, outdoor pool, fireplace, and an outdoor fire pit. Outside you are surrounded by 200 acres of nature preserve, with trails for walking and biking, golf, kayak, canoe, boat, etc. → Beach access → Underground Parking for 1 vehicle → Fully equipped + stocked kitchen → Year Round Hot Tub → Outdoor Swimming Pool

Popular amenities for Newmarket rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 40 reviews

A serene backyard view showcases a well-maintained lawn bordered by diverse greenery and a calm river. Several seating areas, including white chairs and a shaded gazebo, provide relaxation spots. A swimming pool is visible, reflecting the clear blue sky above, creating a peaceful outdoor setting.

Home in East Gwillimbury

Private river access with pool, canoes, kayak

4.91 out of 5 average rating, 115 reviews

The entrance features double doors in a dark finish, adorned with elegant seasonal wreaths. Flanking the doors are decorative wall art pieces. A small bistro table with two chairs is positioned on a stone patio, complemented by potted snake plants and decorative pumpkins.

Home in Barrie

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

4.87 out of 5 average rating, 30 reviews

A cozy living room area is depicted, featuring a light blue sofa adorned with decorative pillows. A wooden coffee table showcases a decorative tray and green candles. Lively plants are placed on surrounding shelves, and large windows provide natural light, offering a view of the outdoors.

Home in Newmarket

Cozy Heated Pool House in Newmarket

5 out of 5 average rating, 3 reviews

Home in Markham

Backs onto nature near IBM and Hospital

5 out of 5 average rating, 17 reviews

A cozy living area features a brick fireplace and a floor-to-ceiling bookshelf filled with books. Two striped armchairs are positioned around a glass-topped coffee table, and a wooden dining table with chairs is situated by a window adorned with shutters.

Home in East Gwillimbury

Countryside walk-out with pool.

4.84 out of 5 average rating, 57 reviews

An indoor heated pool area is featured, enclosed with high ceilings and large windows. Comfortable seating is arranged nearby, with a minimalist coffee table in the center. A garage-style door allows for an open transition to the outdoors, enhancing the spacious feel of the room.

Home in Beaverton

Luxury Family Home Indoor Pool Hot Tub Lake Access

5 out of 5 average rating, 19 reviews

Home in North York

Luxe, Family-Friendly Oasis Home With Outdoor Pool

4.95 out of 5 average rating, 122 reviews

A modern outdoor space features a large in-ground pool with vibrant blue water. An elegant fire pit sits in the foreground, its flames flickering above reflective glass stones. Surrounding the pool, tall wooden fences provide privacy, complemented by outdoor chairs positioned nearby.

Home in Scarborough

Fun Modern Home Game Rm Cozy Heated Floors Toronto

Condo rentals with a pool

Condo in North York City Centre

A modern building entrance is visible, featuring large glass doors and an expansive overhang. The name '2 Anndale' is prominently displayed above the entrance. Smooth concrete steps lead up to the door, surrounded by neatly maintained greenery.

4.97 out of 5 average rating, 59 reviews

1 Bedroom Suite

An open living area is highlighted by a spacious sectional sofa and a round coffee table. Floor-to-ceiling windows offer views of the marina. A dining table with chairs is positioned nearby, and a stylish kitchen island with a marble countertop completes the space.

4.98 out of 5 average rating, 61 reviews

Lake/Marina Front, Luxury 2 Storie 1500 Sqft At FH

4.85 out of 5 average rating, 119 reviews

A bright bedroom features a queen-sized bed with soft linens, set against a large window that allows natural light to fill the space. A round mirror hangs on the wall above a sleek dresser, and a small plant adds a touch of greenery.

Condo in North Toronto

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

A stylish living area features a cozy dark sofa beside a circular coffee table. A large flat-screen TV is mounted against a striped wood accent wall. Soft natural light filters through sheer and blackout window treatments.

4.98 out of 5 average rating, 86 reviews

Stunning 1BR w Pool ~ Free Parking & Self Check-In

A bright and airy living area showcases a plush white sectional sofa, paired with a modern light fixture above. Large windows invite natural light, while a sleek kitchen with bar seating is visible in the background. The backyard patio is furnished for outdoor gatherings.

5 out of 5 average rating, 52 reviews

Friday Harbour Ground Floor w/ Large Terrance

An outdoor area is depicted, featuring five wooden adirondack chairs arranged around a fire pit. Neatly manicured grass surrounds the seating, while trees with colorful foliage offer a vibrant touch. Modern apartment buildings are visible in the background under a clear blue sky.

5 out of 5 average rating, 16 reviews

Perfect ~Huge Patio ~ 2BR ~ BBQ ~ Friday Harbour

4.93 out of 5 average rating, 171 reviews

A comfortable living area features a sofa adorned with decorative cushions and two accent chairs. A cozy area rug with geometric patterns lies beneath, while a dining bar with seating for four is visible in the open-concept kitchen, complemented by stainless steel appliances.

Condo in North Toronto

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

Condo in Entertainment District

An open-concept living area is highlighted by large windows allowing ample natural light, with a view of the city and lake. A modern dining table set for four is complemented by a gray sofa and a vibrant red accent table, creating a welcoming space.

4.89 out of 5 average rating, 123 reviews

*CN Tower & Lake Views* Stylish Luxury 2Beds/2Bath

Other vacation rentals with a pool

5 out of 5 average rating, 4 reviews

Apartment in Markham

THE VIEW-Cozy 2 Bedroom Hidden Gem

4.75 out of 5 average rating, 4 reviews

Apartment in Aurora

Pet Friendly Condo, Private Terrace, Pool & Gym

5 out of 5 average rating, 24 reviews

A refreshing outdoor pool is surrounded by a wooden deck, offering ample lounge chairs for relaxation. Lush greenery frames the area, creating a serene atmosphere. The pool's clear turquoise water invites enjoyment, while the natural landscaping enhances the overall privacy of the space.

Home in North York

Award Winning Luxury Home with Heated Pool + Sauna

Vacation home in Innisfil

A modern living space is presented, featuring a large kitchen island with bar seating. A comfortable couch, accented with decorative pillows, is positioned near a wall showcasing circular wall art. Natural light floods the area through expansive windows, creating a bright atmosphere.

5 out of 5 average rating, 51 reviews

Innisfil Resort - 3 Bed Condo Amazing Views

4.91 out of 5 average rating, 57 reviews

Nature trail views with cozy patio and firetable!

An outdoor area features a large swimming pool surrounded by lounge chairs and tables. A clubhouse is visible in the background, alongside a calm lake. Lush greenery and flowers are positioned around the space, creating a serene environment.

4.94 out of 5 average rating, 34 reviews

Luxurious Friday Harbour Condo

4.91 out of 5 average rating, 80 reviews

A spacious living area features a combination of leather and fabric seating arrangements, with natural light filtering through expansive glass doors. A modern coffee table is centered on a decorative rug, while greenery from indoor plants adds a touch of nature to the decor.

Guest suite in Etobicoke

Private 1 bed/1.5 bath in-law suite in a house!