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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

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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, 401 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...

Condo in Shanty Bay

4.75 out of 5 average rating, 4 reviews

Lux 2BD Apartment in Horseshoe Valley, Oro-Medonte

Kick back and relax in this calm, stylish space. Both East and West exposure to catch sunrises and sunsets ☀️ This stunning 2 bedroom condo features a 2-person hot tub (jacuzzi) with 2 full bathrooms, including showers Sleeps 6+ people: 2 King Beds with Marriott mattresses for comfy dreaming, 2 Queen Sofas (1 Twin Air-Mattress is optional for the 7th person) 🛌 The open-space kitchen is in the living room, while a kitchenette is in the second bedroom 3 TV’s, 2 balconies and 1 Gas Fireplace

Cottage in Tiny

4.97 out of 5 average rating, 131 reviews

Ultimate Georgian Bay Vacation Getaway

Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

A modern recreation center is depicted, featuring large glass windows that provide a clear view of the inviting outdoor pool. Surrounding greenery adds a touch of nature, while picnic tables are positioned on a stone patio, offering outdoor seating options. The bright blue sky enhances the vibrant atmosphere.

4.88 out of 5 average rating, 190 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, 104 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!

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, 78 reviews

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

relax with the whole family at this peaceful Highland Estate (Carriage hills )at 90 highland dr, Oro-medonte, ont, L0L 2X0! A beautiful resort with recreation activities for everyone. Outdoor / insdoor swimming pool, public bbq, hiking and mountain biking. Its located near Horse and Mount st louis Moonstone ski resorts. Also nearby is the Vetta nordic Spa and a beautiful golf resort. 2 min walk to the pool Close to Centennial park- barrie Couchiching Beach-orrila Treetop trekking!!

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!

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

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, 268 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!

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

Top guest favorite

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

4.97 out of 5 average rating, 38 reviews

Private river access with pool, canoes, kayak

Home in Innisfil

4.89 out of 5 average rating, 71 reviews

2 Bd Boardwalk Condo Patio Oasis

Home in Waubaushene

4.86 out of 5 average rating, 22 reviews

GreenDream Estate

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, 111 reviews

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

Home in Elmvale

4.86 out of 5 average rating, 87 reviews

Ski, Swim, Soak, Boat & Golf

An open-concept living and dining area is featured, showcasing large windows that provide views of the water. A spacious seating arrangement includes a dark grey sectional sofa with bright orange cushions, complemented by a rustic dining table with ample seating. Decorative mirrors and a dartboard add character.

Home in Innisfil

5 out of 5 average rating, 14 reviews

The Harbour House - Prime Location

Condo rentals with a pool

Top guest favorite

A spacious living area features a comfortable couch and coffee table surrounded by decorative plants. Large windows provide ample natural light, framed by light-colored curtains. A stylish chandelier hangs overhead, and a wall-mounted TV offers entertainment options, creating a relaxing and inviting environment.

Condo in Innisfil

5 out of 5 average rating, 73 reviews

Luxury Stay at Friday Harbour Resort Lake Simcoe

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

An outdoor balcony features two wicker chairs and a matching table, surrounded by vibrant autumn foliage. The glass railing offers unobstructed views of the colorful trees, while a flat ceiling provides protection from the elements.

Condo in Innisfil

4.94 out of 5 average rating, 33 reviews

Luxurious Friday Harbour Condo

An indoor pool area is highlighted by large windows that allow natural light to fill the space. The pool features a spacious design with inviting seating areas nearby, all surrounded by tasteful wood beams and stone accents, offering a relaxing environment.

4.97 out of 5 average rating, 36 reviews

Spacious 1 bedroom condo in Carriage Hills (2248)

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, 52 reviews

Charming 2 Bed/2 Bath at Friday Harbour Resort

Other vacation rentals with a pool

Condo in Shanty Bay

4.83 out of 5 average rating, 53 reviews

Horseshoe Valley Resort ,KING Bd 55”Tv Spa Skiing

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

4.87 out of 5 average rating, 38 reviews

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

A cozy bedroom is highlighted by a plush bed adorned with soft linens and decorative pillows. A bedside lamp casts a warm glow, while art prints with nature motifs hang above the bed. Nearby, a modern dresser and a comfortable sofa are visible, providing inviting spaces for relaxation.

Condo in Shanty Bay

5 out of 5 average rating, 5 reviews

Serenity Studio Sauna+HotTub+Indoor/OutdoorPool

An indoor pool area features a spacious layout with large windows allowing natural light to fill the space. A cozy bedroom displays a well-made king bed dressed in soft linens and complemented by stylish decor. A living area includes a comfortable sofa and coffee table, while the kitchen showcases modern appliances and a well-organized countertop.

Apartment in Shanty Bay

4.75 out of 5 average rating, 4 reviews

Shanty Bay Hideaway - With Resort Amenities

Top guest favorite

An aerial view of the rustic chalet reveals a warm wooden exterior complemented by brick accents. A fenced-in yard features a heated, welcoming saltwater pool. Two cars are parked in the driveway, and greenery from surrounding trees enhances the serene atmosphere.

Guesthouse in Barrie

4.98 out of 5 average rating, 90 reviews

Warm rustic luxury chalet near lake & skiing

Apartment in Shanty Bay

5 out of 5 average rating, 5 reviews

Oak Suite - 1 bedroom w/Jacuzzi

A spacious living area features a comfortable white sofa, a round dining table with four chairs, and a sleek television mounted on the wall. Modern kitchen appliances are visible in the background. Decorative plants and ambient lighting enhance the inviting atmosphere.

Apartment in Shanty Bay

4.83 out of 5 average rating, 36 reviews

Fully Renovated At the Victoria-Carriage Hills

The spacious living area features a comfortable couch and an additional patterned armchair. Two side tables with lamps are present, providing soft lighting. Large windows with sheer curtains allow natural light to fill the room, while a flat-screen TV is mounted on the wall.

Apartment in Shanty Bay

4.82 out of 5 average rating, 94 reviews

Spacious Hideaway in Nature

Destinations to explore