
Family-friendly holiday rentals in Lake Simcoe
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Top-rated family-friendly rentals in Lake Simcoe
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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.

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...

Fire & Ice Spa w/ Private Sauna!
Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!

Retreat 82
Located just a little over an hour from Toronto, this cozy and unique lakefront cottage is the perfect place for a relaxing couples getaway. Offering private access to Lake Scugog with an oversized dock for you to take advantage of water activities, enjoy your morning coffee and watch some of the best sunsets on the lake. The cottage sits only 15 min. from the quaint town of Port Perry where you can go to enjoy its brewery, incredible cuisine, farmers markets, and picturesque Main Street.

Lakefront Cozy Cottage w Hot Tub!
On Lake Simcoe this cozy retreat is just an hour north of Toronto Enjoy the stunning sunrises / views and access to a variety of water activities, while the surrounding area provides ample opportunities for hiking, skiing, other outdoor pursuits with many amenities closely. Down the street from Friday Harbour, LCBO, Starbucks 5 star rating a must & ALL guests to be added to booking. Honey, our golden doodle will greet and visit with you. The cabin is to be left SAME as you found it.

Spacious Apartment 5 Minute Walk to Innisfil Beach
Forget your worries in this bright, comfortable, second floor guest apartment just a short walk to Lake Simcoe & Innisfil Beach Park! Enjoy all the comforts of home in this beautiful space with high ceilings and lots of natural light. It's perfect for all seasons, and both long & short stays. We are an hour from Toronto, 20 minutes from Barrie, 30 minutes from Vetta Nordic Spa, 15 minutes from Three Feathers Terrace Event Venue & 15 minutes from Friday Harbour Resort! NO CLEANING FEES!

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub
Welcome to your next weekend retreat, or work from home during the week in a private nature focused environment with amazing wellness amenities. From the cedar Sauna and hot tub, game corner and indoor gas fireplace- we have your relaxation and entertainment covered. Host your dream dinner party with our gas range stove, pellet smoker and BBQ to choose from. You'll be sounded by cedar forest on all sides on our private road, just 1hr N-E of downtown TO. Ideal for groups of 2-3 couples

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, 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.

Romantic Cabin N the Woods just 80km from CN Tower
This Romantic 1 bedroom Rustic Cabin was resurrected from the original homestead to re-invent this Cabin just for Couples! Birthdays, Anniversaries, Honeymoons & Proposals! Sleep under 2 -4’ huge Skylights watching the moon as it crosses directly overhead in the Loft Bedroom! Or simply enjoy a time away to re-connect with your loved one! Sit under stars Year Round in the modern new Hot tub after your run or walk on 200 acres of hilly trails 5kms from the cabin ( Brown Hill Tract)

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+. Our Pool is Open! Book Us Today

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.

Boardwalk Bliss For Two *1 hr From TO!*
Waterfront Escape – 1 Hour from Toronto! Enjoy a private, street-level retreat steps from the marina boardwalk! Perfect for a relaxing getaway or remote work, with fast WiFi and in-room entertainment. 🌊 Activities Nearby: Waterside Dining & Boardwalk Music Nature Trails, Golf & Spa 🚤 Optional Add-Ons: ✔ Boating Excursions (Pre-Book) ✔ Dining & Activity Combos 📆 Book Now – Dates Fill Fast!
Popular amenities for Lake Simcoe family-friendly rentals
Family-friendly home rentals with a hot tub

Lovely 3 Bedroom Condo with Stunning View and Pool

Cozy 1-Bedroom Romantic Retreat with full Kitchen

HyggeHaus—sleek snuggly secluded apres-ski cabin

The Rock Pine- Hot tub, Private dock, Muskoka

Stunning Lakefront Cottage Hot Tub & Sauna

Deers Haven Cottage in Haliburton 4bedrm 3bathrm

Tall Pines Nature Retreats ~ La Rouge

Brookside on Balsam. Rest.Relax.Restore.
Family- and pet-friendly home rentals

Deerleap Glamping Dome

Whispering Pines Cabin in Woodland Acres

The Guesthouse on the North Shore Trail

Waterfront Cottage-Sauna, Dock, 4-bed, 4 Parking

Muskoka Cottage Getaway with Sauna

Modern 2BR Apt | Near Lake + Playground + Fire Pit

Riches Retreat-Tiny Home

Lakefront getaway for two on Musselman's Lake
Family-friendly home rentals with a pool

Après Blue- 2bed2bath w/Pool 6 min walk to village

Treehouse on private, isolated forest (300 acres)

The Trails Retreat (Private Cabin)

Serene mountainside home with View/Shuttle Bus

Foxwood Retreat | Ski In/Out, Shuttle & Hot Tub

3 Peaks at Blue Mountains, your luxury staycation!

The Captain's Cottage at Willow Pond

Friday Harbor Upscale 1Bed+Sofabed+Pool Option
Destinations to explore
- Montreal Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Island of Montreal Holiday rentals
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Erie Canal Holiday rentals
- Laurentides Holiday rentals
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- Rentals with a firepit Lake Simcoe
- Rentals with a washing machine and dryer Lake Simcoe
- Lakehouse rentals Lake Simcoe
- Rentals with a hot tub Lake Simcoe
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- Rentals with a sauna Lake Simcoe
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- Rentals with pools Lake Simcoe
- Rentals with a fireplace Lake Simcoe
- Pet-friendly rentals Lake Simcoe
- Guest house rentals Lake Simcoe
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Blue Mountain Village
- Toronto Zoo
- Snow Valley Ski Resort
- Wasaga Beach Area
- Mount St. Louis Moonstone
- Lakeridge Ski Resort
- Pigeon Lake
- Rouge National Urban Park
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Scarborough Town Center
- Gull Lake
- Dagmar Ski Resort
- Three Mile Lake
- Georgian Bay Islands National Park
- York University
- Taboo Muskoka Resort & Golf
- Scandinave Spa Blue Mountain
- Toronto PAN AM Sports Centre
- Torrance Barrens Dark Sky Conservation Area
- Casino Rama Resort
- Centennial Beach
- Bass Lake Provincial Park
- Awenda Provincial Park




