
Holiday rentals with outdoor seating in Simcoe County
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Simcoe County
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

RELAX @ our HOT TUB and SAUNA in the woods
PLEASE READ! Mt. St. Louis & Horseshoe Valley at doorstep! This is a bright, large and private walk-out GUEST SUITE (basement apartment). Hot tub, patio, fire pit & secluded path in the woods to enjoy nature. Kitchen is equipped with an induction cooktop and all things necessary, even wine bottle opener:) Open concept living room/kitchen/dining room with TV & Roku. Bedroom is a work of Art: dark, mysterious and romantic! Custom Queen bed made from weathered barn wood salvaged from our property.

Newly Built Woodsy Retreat - Your Perfect Escape
Woodsy Loft, top 1% in the area, is an ideal home base for not just the beach and stunning sunsets, but Blue Mtn, Scandinave Spa, C-wood, brand new casino, all close by. Many bars, restaurants, beach and other things to do, within 5 min. Great place to stay in, too. Packed with amenities like screened in patio, XL bathtub w/ towel warmer, King size bed, 'The Frame' TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

Saltbox by the Bay | Vetta/Tay Shore Trail/Bikes
*GUEST BIKES AVAILABLE* Welcome to Saltbox by the Bay, your 4-season escape. A perfect couple's getaway or small family, friends or solo retreat. This vintage cottage is upcycled with luxe amenities. Make delicious meals, play records & boardgames & watch sunsets over the bay. Explore the treats of cottage country: walk or bike the Tay Shore Trail, visit Quayle's Brewery & Wye Marsh, pamper yourself at Vetta Nordic Spa & enjoy one of the nearby towns for beaches, restaurants & local amenities.

Fall Escape - dazzling colours & stunning beach
Insta: @woodwardbythebeach 3min walk to the area’s most beautiful beach, sunsets & trails, you'll be sure to get lost in the serenity of the sand dunes year round Outdoor fire pit- s'mores included! Enjoy the BBQ, deck, & patio; the wine is on us! Fast WIFI for streaming movies or work from cottage Area is secluded yet central. 10min to Midland, close to Balm Beach - arcade, gokart, restaurant, & bar Ski/Hike/Snowmobile then unwind in a peaceful winterized home getaway with indoor fireplace

Serene Comfort. Hot Tub, Full Suite with Kitchen
Welcome to Centre Street Studio! Our 600 sq/ft bachelor suite offers a private, clean and cozy retreat. Enjoy access to a private 2 person hot tub and/or explore our local trail system. Beautiful Scandinavia Spa or Vetta Nordic Spa, both within 40-min. Barrie, Creemore, & Wasaga Beach are all within 30-mins, while Collingwood & Blue Mountain are just 40 min. A 2-min drive to town amenities. NOTE: We don't host guests new to AirBNB or who have no previous reviews attached to their profile.

Private Loft w Sauna, Fireplace, Wi-Fi & Projector
Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE in 2021, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

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

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!

Suite 67
This beautiful couples retreat is a 900 sq. ft., 1 bedroom upper apartment located in the heart of downtown Collingwood. Steps to shops and restaurants and a short drive to all the major ski hills in the area. Featuring, vaulted ceilings, sectional couch and 65” TV. The kitchen comes complete with all cooking needs and dishes supplied, a breakfast bar and dining area, Master bedroom with a King size bed, 5-piece ensuite, 2 piece powder room with laundry and door to large outdoor deck.

Hosted by Nous Midland
Small-town charm at its best! Our centrally located apartment is the perfect home base for your small-town adventures. We're minutes from the unique shops and restaurants in downtown Midland and the Midland Harbour. There is plenty to experience; attend a local festival, take in a tourism site, hop onto the Trans Canada Trail System with your bike or snowmobile, attend a show/concert at the Midland Cultural Centre, or snowshoe through the Wye Marsh.

Glamping Dome Riverview Utopia
Come retreat into nature at the Riverview Glamping Dome… a 4 season getaway located on Rustic Roots Farm and Eco-retreat 1 hour north of Toronto. Whether you're looking for a romantic getaway or to come disconnect from the hustle and bustle of everyday life this geodesic dome is for you! Located on 64 sprawling acres come explore hiking trails, go fishing, relax in the hot tub, and stargaze fireside.

Boho by the Bay
BlogTO writes: " Friday Harbour Resort is a vibrant, upscale destination...That's perfect for a quick getaway..., with plenty of cool restaurants and shops, a waterfront pedestrian village, and year-round recreational activities." I encourage you to search eventsatfridayharbour to see what is seasonally available. if after searching, you still have questions or need clarification, please ask!
Popular amenities for outdoor seating rentals in Simcoe County
House rentals with outdoor seating

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

Serene mountainside home with View/Shuttle Bus

JJ’s small town country retreat

Luxury Guest House with Private Hot Tub and Trails

Driftwood on 6th Heritage Downtown Collingwood

King Bed*Pool*Fireplace*BBQ*Smart TV

Orillia TwnHse Oasis w King Bed

Spectacular Waterfront 3 Bedroom Home!
Apartment rentals with outdoor seating

The Hilton BnB Adult Luxury Suite

Loft By The Bay

Beautiful Riverside Country Apartment

Lovely one bedroom guest suite in the country

L&S Comfy Suite

Brookside Studio at Blue Mountain - King Bed

Modern Condo at Friday harbour/Pet Friendly

Blue Mountain Studio Retreat
Apartment rentals with outdoor seating

Blue Mountain Getaway at North Creek Resort

Lovely 3 Bedroom Condo with Stunning View and Pool

Cozy 1-Bedroom Romantic Retreat with full Kitchen

Cozy Studio Mountainside stay in Blue Mountains

The Parker Slopeside: Hot Tub + Mountain Views

Beautifully Furnished New Condo at Friday Harbour

Out of the Blue - Shuttle to Blue, Walk & Trails!

Beautiful Condo, 2 Bedrooms and a Den in a Resort!
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- Blue Mountain Village
- Horseshoe Resort
- Snow Valley Ski Resort
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Craigleith Ski Club
- Devil's Glen Country Club
- Hockley Valley Resort - Golf, Spa and Ski
- Angus Glen Golf Club
- Port Carling Golf & Country Club
- The Georgian Peaks Club
- Lakeridge Ski Resort
- TPC Toronto at Osprey Valley
- Lake Joseph Golf Club
- Mount St. Louis Moonstone
- The Club At Bond Head
- Wooden Sticks Golf Club
- Muskoka Lakes Golf and Country Club
- Georgian Bay Islands National Park
- Caledon Country Club
- Muskoka Bay Resort
- Windermere Golf & Country Club
- Dagmar Ski Resort
- Barrie Country Club