We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Home rentals with a pool near Horseshoe Resort

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool near Horseshoe Resort

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

A spacious backyard is highlighted by a fenced swimming pool surrounded by lounge chairs. A well-maintained lawn features picnic tables and outdoor recreational areas, with trees in the background reflecting fall colors under a partly cloudy sky.

Dome in Bradford West Gwillimbury

4.96 out of 5 average rating, 399 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...

The exterior showcases a striking building with a red-and-white color scheme, surrounded by lush greenery. An indoor pool area is visible through large glass windows. An inviting fireplace is framed by stone, while a spacious dining area features a wooden table accompanied by six chairs.

4.88 out of 5 average rating, 187 reviews

Private 2BR Condo | 4 Beds+Pool+Resort

🌲Your private headquarters for adventure in Horseshoe Valley! 🌲 Private 4-Bed, 2-Suite Highland Estate retreat - perfect for families and groups. You’ll have the entire suite to yourself with no shared interior spaces. Unlike other Highland Estate listings, this one is fully private. Enjoy two bedrooms, 4 beds, a full kitchen, open-concept living with gas fireplace, two balconies, Wi-Fi, smart TVs, in-suite laundry, and premium resort-style amenities. Pet-friendly and SuperHost-managed.

A spacious bedroom is highlighted by a large bed with crisp white linens and a decorative throw pillow. A cozy seating area features a light-colored sofa and lamps, adding to the calm ambiance. Framed artwork and a neutral color palette create an inviting atmosphere.

4.73 out of 5 average rating, 102 reviews

Lovely king size room with kitchenette

An inviting four-season natural playground surrounded by rolling hills and forested trails is located in a spectacular country setting. The Mount St. Louis Moonstone Ski Area is 12 km away, Barrie is 25 km away, and Toronto is 138 km away. Onsite amenities include a pool, fitness center, fire pit, and play area. Nearby, you can enjoy an array of fun attractions and activities for every season! Several convenient perks are available to provide you with the best and most comfortable stay.

Condo in Innisfil

4.95 out of 5 average rating, 128 reviews

Upscale Spa Getaway w/ Private Sauna

Welcome to our most Dramatic, Romantic Spa Getaway Suite! Reconnect with your loved one in our incredible professionally designed to play with all your senses PH suite, this escape will melt away all your woes and leave you feeling refreshed and relaxed! Cozy up to any of 3 fire elements and cleanse your soul in your own private in suite infrared Sauna! Cook up a gourmet meal in our fully equipped kitchen and brand new Weber BBQ! Catch some rays in our pool and hot tub, NOW OPEN!

A spacious studio features a large bed with neutral linens, a seating area with a chair, and a dining table for two. The kitchenette includes modern appliances. The indoor pool area is bright with large windows, showcasing lounge chairs and a serene swimming pool.

4.79 out of 5 average rating, 114 reviews

Spacious King Studio - Pool, Hottub, Kitchenette

Experience luxury and convenience in our spacious studio condo overlooking Horseshoe Valley. Just 20 mins to Barrie or Orillia, our condo offers onsite amenities like indoor/outdoor pool, hot tub, sauna, fitness centre, fire pit, BBQs, and kids play area. Indulge in Vetta Spa nearby, explore the many hiking trails around, ski at Horseshoe Valley or tee off at fantastic golf courses. Explore dining, shopping and nightlife in Craighurst, Barrie, or Orillia. Your perfect getaway awaits!

A spacious courtyard features a tranquil pool surrounded by modern condominium buildings. Lush greenery enhances the area, while lounge chairs are positioned near the water. Bright blue skies and natural light create a cheerful atmosphere, ideal for relaxation and leisure activities.

Condo in Innisfil

4.87 out of 5 average rating, 165 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!

Condo in Shanty Bay

4.83 out of 5 average rating, 46 reviews

Cozy Nook Studio | King & Queen | Pool-Hot Tub-Pet

Located just about 1.5 hours North of Toronto, this is the place you'll want to be. In an area where most units are similar, what makes this property unique is all the extra things we add to ensure you'll taken care of. Whether you aim to ski, hit golf at one of eighteen golf courses, mountain bike or hike in several landscape trails, soak in the healing experience of Vetta Nordic spa, or simply relax at the tranquility of the area, this place is simply yours to enjoy!

An outdoor swimming pool is visible, featuring clear blue water and surrounded by a patio area. The building's large glass windows reflect the bright sky, and evergreen trees provide a natural backdrop. The scene suggests a serene and inviting atmosphere for outdoor relaxation.

4.9 out of 5 average rating, 87 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!

An indoor swimming pool glistens under natural light, with large glass windows framing views of vibrant fall foliage. Comfortable lounge seating is arranged nearby, creating a tranquil relaxation area. The pool features clear, inviting water with lane markers visible in the foreground.

4.88 out of 5 average rating, 266 reviews

Spacious 1-br w jacuzzi at Horseshoe Valley

Welcome to Horseshoe Valley, just 1.5 hrs north of Greater Toronto Area. It's a four-season wonder of nature with limitless access to lakes, rivers, trails, and rolling hills. Whether you aim to ski in snow-laden forests of pine, hit golf at one of eighteen golf courses, mountain bike or hike in several landscape trails, soak in the healing experience of Vetta Nordic spa, or simply relax at the tranquility of the area, this place is simply yours to enjoy!

Top guest favorite

Condo in Shanty Bay

4.98 out of 5 average rating, 58 reviews

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

Welcome to our cozy, modern condo in Horseshoe Valley — the perfect destination for families and groups of friends seeking adventure, relaxation, and unforgettable memories. Just a 2-hour drive from Toronto, our condo offers a prime location to experience it all. Whether you're hitting the slopes, unwinding at the Nordic spa, or exploring the outdoors with mountain biking, golf and tree-top trekking, you'll find everything you need for a perfect getaway.

Apartment in Shanty Bay

5 out of 5 average rating, 4 reviews

King Bed Suite | Pool • Hot Tub • Gym Access

Escape to comfort in this bright King Bed Suite just 1.5 hrs north of Toronto. Perfect for a peaceful getaway, ski adventure, or spa retreat, this resort stay blends comfort and convenience. Enjoy the pool, hot tub, gym, and clubhouse, with golf courses, ski hills, hiking trails, and the world-class Vetta Nordic Spa nearby. Relax on your private balcony with Muskoka chairs, cozy up on the pull-out couch, or stream shows with fast Wi-Fi.

A spacious bedroom is equipped with a king-size bed featuring a crisp white duvet. A flat-screen TV is positioned on a wooden dresser. A dining table with two chairs offers a cozy seating area. Soft lighting enhances the calming atmosphere, complemented by neutral wall tones.

Apartment in Shanty Bay

4.78 out of 5 average rating, 41 reviews

Quite in Nature

Welcome to the charming Shanty Bay area! Embrace the relaxed vibes surrounded by natural beauty. Enjoy leisurely walks by Lake Simcoe or explore nearby parks like Oro-Medonte Rail Trail. Discover local shops and eateries, or indulge in water activities and outdoor adventures. Our cozy Airbnb accommodates 4 guests, with a king-size bed and comfy couches. Experience the best of both worlds - a laid-back getaway and exciting local attractions.

Popular amenities for rentals with a pool near Horseshoe Resort

Free parking on premises

Air conditioning

House rentals with a pool

A pristine in-ground pool is surrounded by a well-maintained patio and grassy area. The house features a modern exterior with a sloped roof and accessible steps leading to a deck adorned with planters. Sunlight reflects off the water, creating a calming ambiance.

Home in Orillia

4.95 out of 5 average rating, 41 reviews

Cute and Cozy House

A circular above-ground pool is framed by a wooden deck, surrounded by tall trees providing natural shade. Colorful lounge chairs rest on the deck, inviting relaxation. The clear blue water reflects the greenery, creating a serene setting for outdoor leisure.

4.82 out of 5 average rating, 60 reviews

Serene Escape: A Nature Getaway

Home in Innisfil

4.88 out of 5 average rating, 67 reviews

2 Bd Boardwalk Condo Patio Oasis

A refreshing swimming pool is surrounded by a paved patio and lush greenery. An umbrella provides shade over an outdoor seating area featuring lounge chairs. The vibrant colors of the landscaping complement the clear blue water, creating a tranquil and inviting outdoor space.

Home in Midland

4.82 out of 5 average rating, 49 reviews

Our vacation home. Fully equipped. Pool. Fire Pit.

A serene outdoor space features a sparkling pool surrounded by a mix of greenery, including a neatly trimmed tree and ornamental stones. A wooden fence provides privacy, while decorative white stones add a clean touch to the pool area.

4.91 out of 5 average rating, 110 reviews

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

Home in Georgina

4.57 out of 5 average rating, 44 reviews

Beautiful Waterfront Cottage with Pool&HomeTheater

A spacious outdoor pergola is enhanced by flowing curtains, overlooking expansive fields. Soft seating arrangements are set on a wooden deck, with hanging flower baskets adding color. A vibrant sunset sends warm rays across the scene, creating a serene backdrop for relaxation.

Home in Minesing

4.63 out of 5 average rating, 16 reviews

Farm House Stay Pool Hot Tub

Home in Elmvale

4.86 out of 5 average rating, 86 reviews

Ski, Swim, Soak, Boat & Golf

Condo rentals with a pool

An indoor pool area features a large swimming pool with clear blue water, surrounded by large windows that provide ample natural light. A hot tub is situated nearby, along with seating areas for relaxation. The space is designed for both comfort and enjoyment.

4.84 out of 5 average rating, 32 reviews

Beautiful Two Bedroom Suite with Jacuzzi Tub

A cozy bedroom is presented with a spacious bed adorned in crisp white linens and a dark throw blanket. Flanking the bed are two bedside lamps, adding soft illumination. A plant adds a touch of greenery, while a living area is visible through an open doorway.

Condo in Oro-Medonte

5 out of 5 average rating, 15 reviews

NEW Ski-In Ski-Out 1-BED Condo - Pool, Gym, Sauna

Top guest favorite

An aerial view captures a vibrant recreational area featuring a large swimming pool surrounded by lounge chairs and umbrellas. The area includes a restaurant with outdoor seating, and a nearby beach area is visible, enhancing the outdoor experience.

Condo in Innisfil

4.99 out of 5 average rating, 71 reviews

Romantic Stay at Friday Harbour Resort Lake Simcoe

Condo in Shanty Bay

4.75 out of 5 average rating, 4 reviews

Lux 2BD Apartment in Horseshoe Valley, Oro-Medonte

The image showcases a spacious outdoor area featuring a swimming pool surrounded by landscaped gardens. Modern buildings with balconies are visible in the background. Seating areas with tables and chairs are arranged around the pool, providing a relaxed atmosphere for guests.

Condo in Innisfil

4.91 out of 5 average rating, 149 reviews

Beautiful Condo, 2 Bedrooms and a Den in a Resort!

The image shows a private pool surrounded by modern architecture, with a spacious deck area composed of large stone tiles. Planters with greenery are positioned along the edges, enhancing the serene atmosphere. The pool features light blue water and is set against a backdrop of multi-story buildings.

Condo in Innisfil

4.94 out of 5 average rating, 127 reviews

Friday Harbour Luxury Condo Escape, Sleeps 4

Top guest favorite

A stylish living area features a soft gray sofa adorned with various decorative pillows in shades of blue. A light wooden coffee table, with a woven basket beneath, is positioned in front. A serene abstract mural in cool tones enhances the calming ambiance.

Condo in Innisfil

5 out of 5 average rating, 51 reviews

Charming 2 Bed/2 Bath at Friday Harbour Resort

An aerial view captures the layout of Friday Harbour, featuring an expansive marina surrounded by lush greenery and residential buildings. The coastline, with a sandy beach and ample water access, provides recreational opportunities. The serene water reflects the natural beauty of the surrounding landscape.

Condo in Innisfil

4.85 out of 5 average rating, 188 reviews

Marina view at Friday Harbour 2bd/2bth Pool option

Other vacation rentals with a pool

An open-plan living space features a modern kitchen island with a sleek countertop. Natural light brightens the area through large windows, illuminating the stylish seating arrangement, which includes wooden chairs and a patterned rug. A flat-screen television is positioned against a wall.

Apartment in Innisfil

4.86 out of 5 average rating, 37 reviews

Friday Harbour - Aquarius Penthouse Escape (2B/2B)

The exterior of a three-story building exhibits a yellow facade with white accents and balconies. A central staircase leads to the entrance, flanked by well-maintained shrubs and grass. The pathway is paved, creating a welcoming approach to the property.

Apartment in oro- medonte

4.9 out of 5 average rating, 77 reviews

Oro-medonte/in/out pool/ski-2

Top guest favorite

A rectangular hot tub is set under a wooden pergola, featuring steps leading down into the water. Surrounding greenery and a glass railing provide a sense of openness. Sunlight casts shadows across the stone tiles and water surface.

Condo in Innisfil

4.95 out of 5 average rating, 66 reviews

Walkout to Courtyard w/ Pool, Hot Tub and Fire Pit

A row of charming units features gabled roofs and inviting porches, framed by colorful trees and well-maintained landscaping. The path leads towards the units, which are complemented by lush lawns and seasonal foliage.

Apartment in Shanty Bay

4.83 out of 5 average rating, 59 reviews

Gym+Pool+PetFriendly+KingBeds

A modern living area features a gray sofa adorned with decorative pillows, accompanied by a glass coffee table and a patterned area rug. Wall shelves display decorative items and potted plants, adding a fresh touch to the muted backdrop.

Apartment in Innisfil

4.97 out of 5 average rating, 39 reviews

Trendy 1 Bdrm w/Pool & Hot Tub View

A contemporary living space features a spacious sofa with cozy blue pillows set against large windows. A round coffee table rests on a patterned rug, and stylish dining chairs surround a kitchen island in the open-concept design.

Apartment in Innisfil

4.96 out of 5 average rating, 48 reviews

NEW Luxurious Corner Unit at Friday Harbour Resort

The bedroom displays a king-sized bed adorned with soft linens and multiple decorative pillows. Next to the bed, a stylish lamp provides warm light, while three framed nature photos hang above the headboard. A cozy seating area features a plush sofa with decorative cushions and a small table, enhancing comfort.

Condo in Shanty Bay

5 out of 5 average rating, 5 reviews

Serenity 1Bed+Sauna+HotTub+Indoor/OutdoorPool

Top guest favorite

A spacious backyard features a stone pathway leading to a swimming pool surrounded by a black fence. A covered seating area with outdoor furniture and an umbrella is visible, alongside lush green lawns and trees providing shade.

Loft in Midhurst

4.97 out of 5 average rating, 92 reviews

Loft - Ski - Hike - Swim - Relax

Destinations to explore