Fitness-friendly vacation rentals in Grey Highlands

4.99 out of 5 average rating, 217 reviews

Townhouse in Port Severn

Pool, Wifi, Free parking, Golf, Laundry, BBQ

Welcome We share with you our ⭐️⭐️⭐️⭐️⭐️ ‘super clean’ and pet friendly home -Free parking, -EV Charger, -Fast Wifi, -Indoor Fireplace (downstairs in the winter months only) -two outdoor fire pits (Solo Stove) -Full Kitchen, -Air Conditioning, -Peloton, -Hot Tub -Loft -Smart TV, -Washer and Dryer Oak Bay Golf Course, large yard, seasonal shared pool. Children's supplies -Crib, -toys, -playmat and custom dog 🐾house Minutes from Georgian Bay Island National Park in Muskoka.

5 out of 5 average rating, 145 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

4.86 out of 5 average rating, 130 reviews

A spacious kitchen is highlighted by a large central island with seating. Natural light fills the common area, showcasing a dining table with yellow chairs. Large windows adorned with sheer curtains allow for a view of the inviting living room, featuring soft seating and decorative plants.

Home in Minesing

Sleeps 14 Family Retreat Near Barrie & SnowValley

Enjoy your stay in this spacious 2023-built 4BR, 3.5BA chalet in Springwater near Barrie, featuring an open living area, stocked kitchen & 4 free parking spaces in a peaceful, safe neighborhood. Just 10 mins to Snow Valley Ski Resort, golf & sports centres, and 15–20 mins to Vetta Nordic Spa, parks & Barrie Hill Farms. After skiing or exploring, relax with family & friends. BBQ in summer; washer/dryer included. Perfect for group getaways all year round! Up to 14 guests. License #STR-004-2025

5 out of 5 average rating, 200 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.

4.98 out of 5 average rating, 110 reviews

An open game room features a polished wooden pool table at its center, surrounded by exposed timber beams and vibrant green walls. Large windows provide natural light, while a television is mounted nearby. Additional seating is available, enhancing the space's social atmosphere.

Home in Meaford

Birdsong, the perfect Blue Mountains getaway

Welcome to Birdsong: a lavishly comfortable, highly unique, year-round space designed with an eye for the eclectic and enjoyable. This enchanting vacation property boasts an enormous hot tub that doubles as a heated indoor pool; as well as a sauna, well-equipped boutique gym, pool table, dedicated conference room/business center, outdoor fire pit and treehouse for kids. Surrounded by the gorgeous Blue Mountains, Birdsong is the perfect ski season rental; as well as summer family getaway.

4.98 out of 5 average rating, 120 reviews

Villa in Tiny

In Pines •Family-Friendly • Screened Porch • Beach

Escape to In Pines — a bright and spacious retreat nestled in Tiny, LaFontaine, just a 3–4 minute walk to the beautiful sandy beaches of Georgian Bay. Wake up to sunlight streaming through large windows, enjoy peaceful mornings surrounded by nature, and unwind by the fire pit or on the cozy screened porch after a day at the beach. Designed for comfort and connection, this home is perfect for families and groups looking to relax, recharge, and create lasting memories in every season.

4.85 out of 5 average rating, 117 reviews

A bright and spacious living area features a comfortable white sofa paired with dark blue accent chairs. A stylish dining table is set for meals, while a gas fireplace and mounted television create a cozy atmosphere. Natural light fills the room through large windows.

Home in Horseshoe Valley

King Bed, Pool, Gym, Ravine View, Your Getaway!

Enjoy a stylish experience in this spacious and serene space at Highland Estates Resort. You get a completely equipped designer suite that is perfect for couples sneaking away, or families looking for the perfect vacation. Enjoy a peaceful night in your private Jacuzzi then snuggle up in a King Bed. The next day, prepare your own meal in the fully equipped kitchen with Microwave and Electric Stove. Access Netflix, Prime, Disney+. Get Some Fun in the Sun and Book Today

Condo in Horseshoe Valley

An open living space is displayed, featuring a comfortable sofa adorned with throw pillows. A central coffee table rests atop a patterned area rug, while a wooden dining table with seating for six is visible. The kitchen area is positioned at the back, showcasing modern appliances.

4.86 out of 5 average rating, 108 reviews

Stunning Suite in Horseshoe Valley

Sitting on top of Horseshoe Valley, this stunning and unique condo sets the stage for a memorable and cozy trip. This suite has it all! - Fully stocked kitchen - 6-person dining table - Pull-out couch + loveseat + lounge chair - Cozy fireplace - Comfortable king-size bed - 2-person soaker tub + shower - Private Balcony - Year-round indoor/outdoor pool with hot tub and sauna - Fully equipped gym Minutes away from Vetta Spa, Horseshoe Valley, golf courses and more!

4.92 out of 5 average rating, 103 reviews

Home in Toronto

Backyard Oasis | Hot Tub & Playground | Near DT

Summer in Toronto starts here — a private fenced backyard with an all-season 6-person hot tub, fire pit, BBQ, and a playground the kids won't want to leave. Four bedrooms, three full bathrooms, sleeps 9 comfortably — 15–20 minutes from downtown. Need more space? Add the basement unit for up to 15 guests total. ★ "The backyard is AMAZING!!! The house is super close to the parade and it's walking distance to so many restaurants and shops." — Devon, Caribana 2025

4.96 out of 5 average rating, 152 reviews

A cozy sitting area is presented with a blue checkered sofa and a striped armchair, adorned with nautical-themed cushions. Light is provided by two lamps on either side, illuminating the artwork and rustic wooden beams above.

Guesthouse in Erin

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.

Townhouse in Blue Mountain Resort Area

The exterior of the townhome showcases a modern design with dark wood siding and stone accents. A well-manicured lawn with neatly trimmed grass surrounds the home. The patio area features outdoor furniture and a propane grill, providing a comfortable space for relaxation.

4.85 out of 5 average rating, 130 reviews

Blue Mountain Village Townhome w Free Shuttle

Blue Mountain STA Licence # LCSTR20220000118 Brand New 3 Bedroom Executive Town-home in Historic Snowbridge that can sleep 10-Comfortably. Full Kitchen, Washer & Dryers, Garage, Parking and Free Shuttle Service to the Village and Skiing 24 hrs per day on demand and Free. Please note due to the Free 24 hrs Shuttle Service that we consider this Townhome to be Ski in & Ski out as the service will take you do and from Skiing to the Front Door of the Townhome.

Luxe

Cottage in Meaford

4.97 out of 5 average rating, 121 reviews

Bayview Oasis: Luxe Lakeside Escape w/ Pickleball

Welcome to Bayview Oasis, our luxurious lake house on Georgian Bay. Enjoy breathtaking water views, a modern kitchen with high-end appliances, a cozy basement with a pool table and bar, and a master suite with top-notch amenities. Outdoors, relax in the cabana with a pizza oven, fireplace, picnic tables, spacious patio, hot tub, and our new custom pickleball court. Whether it's a romantic getaway or family vacation, Bayview Oasis is the perfect retreat.

Popular amenities for Grey Highlands fitness-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Fitness-friendly apartment rentals

Apartment in Downtown Toronto

4.93 out of 5 average rating, 148 reviews

Stunning Skyline View Condo, Steps to CN Tower

4.95 out of 5 average rating, 184 reviews

A modern living area features a large window with expansive views of the cityscape and surrounding landscape. A flat-screen television is mounted on the wall opposite a comfortable sofa and a coffee table, creating a welcoming space for relaxation.

Apartment in Mississauga

Luxury Stay w/phenomenal view!

5 out of 5 average rating, 21 reviews

Apartment in Willowdale

Luxury 2-Story Loft• Free Parking Steps to Transit

4.89 out of 5 average rating, 126 reviews

A spacious bedroom features large windows, allowing natural light to fill the room. A comfortable bed is centered against a dark accent wall, complemented by minimal artwork. A round mirror hangs on the adjacent wall, and warm lighting is provided by a bedside lamp.

Apartment in Mississauga

Condo in Heart of Mississauga

Apartment in Caledon East

A modern kitchen is featured with dark wood cabinetry and stainless steel appliances. A spacious island with grey speckled countertops is highlighted, accompanied by simple place settings. A tall, cylindrical candle holder serves as a centerpiece, enhancing the contemporary design.

4.91 out of 5 average rating, 22 reviews

Guest Suite, 12 ft Ceilings, Cozy, Feels Like Home

Apartment in Davisville Village

A living area features large glass doors allowing natural light to fill the space and offering a view of the city skyline. A comfortable sofa and accent chair provide seating, complemented by a low coffee table and a decorative area rug beneath. A potted plant adds a touch of greenery.

5 out of 5 average rating, 34 reviews

Midtown Penthouse - Toronto City Skyline View

4.99 out of 5 average rating, 85 reviews

A spacious seating area features a comfortable sectional sofa with decorative cushions. A wooden coffee table sits in front, and natural light streams through multiple large windows adorned with blinds. Green plants add a touch of nature to the room.

Apartment in Toronto

Sheppard West

Apartment in Richmond Hill

A spacious living area features a modern sofa contrasting with warm wood flooring. Large glass doors invite natural light and provide access to a balcony, while a low table displays decorative items. A serene view of the outdoors complements the bright atmosphere.

4.96 out of 5 average rating, 28 reviews

Entire 2 BDR Suite - Good Location

Fitness-friendly condo rentals

A small balcony features a bistro table and two wooden chairs, overlooking a serene view of Lake Ontario. A potted plant sits in the center of the table, with the shimmering water and distant shore visible in the background.

4.97 out of 5 average rating, 333 reviews

Lively 1+1 Lakeview Condo near CN Tower + Free Prk

A modern living area is highlighted by large windows offering views of the outside. A spacious sectional sofa is complemented by decorative cushions. A sleek kitchen island with stone countertops provides ample space, and a dining area is visible, accented by natural light.

4.91 out of 5 average rating, 99 reviews

3BR Penthouse with Panoramic Views + Large Terrace

4.9 out of 5 average rating, 316 reviews

A modern suite features a spacious bed with a tufted headboard, complemented by light-colored bedding. A glass partition delineates the living area, which includes a round dining table and comfortable seating beneath large windows. A sleek workspace with a printer is also present.

Condo in Yorkville

Luxury Yorkville Escape | Condo in Prime Location

A modern living room features large windows allowing natural light to fill the space. A comfortable sofa is adorned with yellow cushions, complemented by a glass coffee table at its center. A decorative sculpture sits atop the table, while potted plants add a touch of greenery.

4.93 out of 5 average rating, 122 reviews

3 Bed Downtown Toronto CN Tower Financial District

Condo in Blue Mountain Resort Area

The image captures a scenic view of the Blue Mountains in the background, with lush greenery and vibrant trees. In the foreground, the modern design of the condo buildings is visible, along with a sparkling pool area partially obscured by trees.

5 out of 5 average rating, 5 reviews

Condo in the Blue Mountains

A comfortable living area is presented with a light-colored sectional sofa and a brown leather armchair. A modern entertainment unit displays a flat-screen television, complemented by framed artwork on the walls. A soft area rug partially covers the wooden floor, enhancing the inviting atmosphere.

4.93 out of 5 average rating, 108 reviews

Luxury Downtown Condo For 4 (CN Tower Views)

A light-filled bedroom features a spacious bed dressed in crisp white linens. Two bedside tables with lamps stand on either side. A large window provides a glimpse of the city outside, complemented by a decorative indoor plant and modern wall art.

4.97 out of 5 average rating, 176 reviews

Luxury Downtown Condo For 6 (Near CN Tower)

Condo in Horseshoe Valley

The living area features a modern design with a large flat-screen TV mounted above a stone fireplace. A cozy gray sofa is paired with a rustic coffee table and a comfortable orange armchair. Natural light enters through double glass doors leading outside.

4.98 out of 5 average rating, 117 reviews

Resort Condo (2 suites) near Horseshoe Valley

Fitness-friendly house rentals

Home in Blue Mountain Resort Area

4.89 out of 5 average rating, 93 reviews

Luxury Home Blue Rose Chalet Hill View & Hot Tub

4.98 out of 5 average rating, 54 reviews

The exterior view captures a charming red brick house surrounded by lush greenery. A spacious driveway leads to the entrance, with a gated area providing additional privacy. The inviting sunroom features large windows, allowing natural light to fill the space. Well-maintained gardens enhance the property.

Home in Elora-Salem

Postmaster's House - Elora

4.88 out of 5 average rating, 24 reviews

A spacious hot tub is set beneath the wooden pergola, creating a serene outdoor ambiance. Nearby, a dining area with wooden chairs and a table offers the perfect setting for al fresco meals, surrounded by greenery and softened by warm string lights.

Home in Penetanguishene

Stunning 3 Bdrm Home W/ Hot Tub, Sauna, Gym!

4.85 out of 5 average rating, 34 reviews

The charming cabin exterior features a red façade with a welcoming front porch. Two rocking chairs and a bench are arranged on the porch, complemented by lush greenery. Steps lead up to the entrance, inviting visitors to enjoy the serene surroundings.

Home in Shelburne

Primrose Park

4.99 out of 5 average rating, 68 reviews

The cozy living room features wood-paneled walls and soaring ceilings, with large windows framing views of the surrounding trees. A comfortable sofa and accent chairs are arranged around a circular coffee table, while a decorative plant adds a natural touch.

Home in Coldwater

Fireside Haven Chalet

4.81 out of 5 average rating, 261 reviews

A cozy lounge area is presented with a vibrant red sectional sofa and a glass coffee table. A small fireplace adds warmth, with sunlight filtering through white shutters on the windows. A bookshelf displays a collection of books, enhancing the space's inviting character.

Home in Mississauga

Private Walk Out Basement Garden Apartment & Patio

4.91 out of 5 average rating, 54 reviews

The exterior of the house showcases a two-story brick facade featuring large windows that allow natural light to enter. A front porch is supported by white columns, while a garage door is visible. A flower pot is displayed by the entrance, contributing to the welcoming environment.

Home in Southgate

Brand New Entire Home in Southgate ( Dundalk)