Fitness-friendly holiday rentals in Pickering

Find and book unique fitness-friendly rentals on Airbnb

Top-rated fitness-friendly rentals in Pickering

Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious backyard is highlighted by a hot tub, surrounded by soft lighting. A colorful children's playset is visible, featuring a slide and swings. A gazebo provides shade over outdoor seating, while a telescope and fire pit are positioned for evening enjoyment.
Home in Toronto
4.93 out of 5 average rating, 100 reviews

4BR Home | Hot Tub & Playground | Near DT

A spacious, family-friendly 4BR home with a private backyard designed for real time together — hot tub, playground, fire pit, and room for everyone. Close to downtown, but set up for you to actually relax. Need more space? Add our basement unit for 6 extra guests (15 total). → 4 bedrooms, 3 full bathrooms — sleeps 9 comfortably → Private fenced backyard with hot tub, playground, BBQ & fire pit → Free parking + EV charger → Pets welcome (no restrictions) → Crib, high chair & baby gear included

Superhost
A modern high-rise building reflects a sleek architectural design, situated on a bustling city street. Surrounding structures show a mix of contemporary and historic elements. Traffic signals and crosswalks indicate active pedestrian traffic, enhancing the vibrant urban setting of downtown Toronto.
Apartment in Entertainment District
4.89 out of 5 average rating, 99 reviews

Modern Downtown Studio w/ City View

Located in the entertainment district of downtown core, this private and functional studio apartment offers great north facing city views with lots of natural light and a short walk to Financial District, subway, Theatre District, Fine Dining & Cafes. From ambient mood lighting to luxury bathroom amenities, this high-floor studio apartment offers a peaceful and quiet escape for you to relax after the fast paced and busy lifestyle of downtown Toronto. You are only steps away from the action...

Top guest favourite
A well-lit bedroom features a spacious bed with neutral bedding. Two bedside lamps illuminate the space, complemented by a modern wall-mounted TV. Plants add a touch of greenery, while large windows provide natural light and a view of the outside.
Apartment in Entertainment District
4.98 out of 5 average rating, 112 reviews

Luxury Downtown Condo For 6 (CN Tower View)

Luxury awaits in our sophisticated 2bed, 2bath condo in the Entertainment District. This prime location places you steps away from Toronto's CN Tower, Metro Convention Centre, Rogers Centre, Hockey Hall of Fame & Scotia Bank Arena. Within a short walk, explore plenty of top dining, shopping, and entertainment options. Our unit is meticulously designed for modernity, elegance, and a truly relaxing experience. Enjoy our updated balcony with seating arrangements & breathtaking CN Tower views.

Top guest favourite
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.
Apartment in Yorkdale
5 out of 5 average rating, 136 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

Top guest favourite
Flat in Entertainment District
4.92 out of 5 average rating, 138 reviews

Stunning Skyline View Condo, Steps to CN Tower

Stay in the heart of downtown Toronto in this modern one-bedroom condo just steps from the CN Tower, Rogers Centre, and the waterfront. The unit features a comfortable queen bed in the bedroom and a sofa bed in the living room, perfect for couples or small groups. Enjoy skyline views through floor-to-ceiling windows or relax on the private balcony. The condo includes a full kitchen, smart TV, high-speed Wi-Fi, and in-suite washer and dryer. Guests also have access to a gym and outdoor pool .

Top guest favourite
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.
Flat in Newmarket
4.99 out of 5 average rating, 199 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.

Guest favourite
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.
Guest suite in Scarborough
4.94 out of 5 average rating, 130 reviews

Custom Luxury 2BR | Marble Pool | Games | Fire Pit

Welcome to our brand new, luxury modern suite located in a quiet, family-friendly neighbourhood. Mins to HWY401/DVP, TTC. Featuring: ✓ Luxury Finishes Throughout ✓ Heated Swimming Pool (seasonal April - Oct) ✓ Dedicated Workspace ✓ Washer/Dryer ✓ High-Speed WIFI ✓ Smart TV with Netflix, Prime & sound system ✓ Keyless Entry (24/7 Self Check-In) ✓ Outdoor BBQ, seating and fire table This upscale oasis is truly the perfect space for business travellers, young professionals & couples alike!

Top guest favourite
A modern kitchen area features stainless steel appliances and sleek cabinetry, complemented by a glass dining table with two chairs. Wooden flooring adds warmth to the space, while a glass partition allows views of the adjoining bedroom.
Apartment in Harbourfront
4.92 out of 5 average rating, 279 reviews

Luxury Downtown Waterfront Condo + Free Parking

Luxury 1BR downtown condo, steps to Scotiabank Arena, Rogers Centre & Harbourfront. Ideal for business trips, couples & Toronto getaways. Located in Toronto’s Entertainment & Financial District, this modern waterfront condo puts you near top attractions, transit, restaurants, and nightlife. Enjoy 5-star building amenities, a spotless, well-designed space, and a comfortable hotel-style stay. Perfect for business travelers, couples, and tourists looking for a central downtown Toronto stay.

Top guest favourite
A decorative wooden sign features the word 'LOVE' in large letters, set against a soft background with a subtle text pattern. The sign is positioned within a cozy setting, enhancing the ambiance of the space.
Flat in Whitby
4.96 out of 5 average rating, 419 reviews

LOVE and Relax at Dream Catcher Retreat

Are you looking for the perfect getaway? 😊 Retreat yourself to a Luxurious, Charming and Modern Suite with a splash of glam.✨ Perfect for couples, families or business trips. Enjoy the Fireplace with a glass of Cabernet Sauvignon🍷Perhaps you would also like to partake in a game of pool on our custom pool table 🎱, or take a hot rainfall shower in a delightful Stone Spa Shower💦. But, most importantly, our place is yours to relax and unwind😊

Top guest favourite
Apartment in Liberty Village
4.98 out of 5 average rating, 126 reviews

Central condo in heart of Liberty Village +parking

Right on the park! Stay in one of Toronto’s most vibrant neighborhoods. This modern space includes high-speed Wi-Fi, dedicated workspace, large HDTV, in-unit laundry, and access to a private gym. ALL amenities withing walking distance Steps to cafés, nightlife, transit, parks, and more. Walk to the Waterfront, BMO Field, RBC Amphitheatre, Enercare center, CNE, Fort York, and top attractions—perfect for work or play.

Guest favourite
Home in Pickering
5 out of 5 average rating, 5 reviews

Luxury 2BR Suite| Stylish Stay w/ 2 Free Parking

Enjoy a bright, spacious 2-bedroom basement suite in a peaceful, tree-lined neighborhood just minutes from the lake, trails, and top schools. Relax in your private backyard, cook in a fully equipped kitchen, and unwind in a cozy living space ideal for families, couples, or work trips. With plenty of natural light and a welcoming vibe, this retreat is perfect for both short getaways and extended stays.

Top guest favourite
A spacious deck features two green chairs and a small red table, overlooking a tranquil lake. Lush greenery surrounds the water, with homes visible in the background. A partly cloudy sky adds depth to the serene atmosphere.
Guest suite in Brampton
4.94 out of 5 average rating, 156 reviews

Lakeside Unit & Breathtaking View! 15 Mins to YYZ!

Scenic lakeside walkout basement apartment with breathtaking view! Bright, clean and spacious. Full kitchen, washer and dryer for your convenience. Free WiFi and one parking. Located at the most prestigious area in Brampton - Professor's Lake. Out side of my house is a trail around the whole lake for around 3 kilometers. Wonderful for runners or simply walk around the lake to enjoy the nature.

Popular amenities for fitness-friendly rentals in Pickering

When is the best time to visit Pickering?

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Quick stats about holiday rentals that are fitness-friendly in Pickering

  • Total holiday rentals

    Explore 130 holiday rentals in Pickering

  • Nightly prices starting at

    Pickering holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 4,540 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    130 of Pickering holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Pickering rentals

  • 4.8 Average rating

    Pickering stays are highly rated by guests – averaging 4.8 out of 5!

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