
House holiday rentals in Simcoe County
Find and book unique houses on Airbnb
Top-rated house rentals in Simcoe County
Guests agree: these houses are highly rated for location, cleanliness and more.

Sawdust city haus
Bringing it back to our roots. This 800 sq/ft home from the 50’s has undergone major renovations with you in mind. Located steps from Lake Muskoka, a short drive to the Gravenhurst wharf, an even shorter drive to town & Dr Bethune; just the beginning of what this home has to offer. Enjoy walking trails, a boat launch with private mooring space, sawdust city brewery, the oar restaurant, Muskoka boat rentals, steamship tours, parasailing, local events, etc. all from the privacy of a dead end road.

Woodland Muskoka Tiny House
Enjoy the sounds of nature when you stay in this unique tiny house. This 600 sq ft home is nestled amongst 10 acres of towering trees, granite rock and trails to explore. The tiny home will not feel so tiny once inside. With high ceilings, plenty of windows, and surprisingly spacious rooms - it is the perfect hideaway for those wanting to unplug in Muskoka. The three season, screened in porch invites you to enjoy your coffee (or wine!) in nature without being bothered by the mosquitos!

Muskoka Hideaway-hot tub/private trails/wood stove
Hidden amongst the trees in the middle of Muskoka, this Hemlock log cabin boasts high ceilings and a true "cabin in the woods" feel. Its not hard to relax and unwind with a coffee in front of the fire, or go and explore along the private forest trails (1-2k of walking trails). As well, downtown Bracebridge is a convenient 10 minute drive away with all amenities. There is a veggie garden on the property and depending when you come you can pick away at it :) Pets are welcome in the home!

Georgian Bay Paradise
Enjoy a relaxing vacation away from the hustle & bustle in this delightful 3 bedroom waterfront cottage. Just 90 minutes north of Toronto, this newly-renovated, gorgeous retreat is right on Georgian Bay, one of the world's most sought after destinations. Revel in breathtaking views, amazing sunsets and the privacy of numerous cedars. You will love the sun, sand, rock and waves which will captivate you. Access your own deck, lawn, and beach as well as many fun winter activities.

JJ’s Collingwood bar & games house.
welcome to beautiful 4 season collingwood! This house offers a 4 bedroom 2 bathroom fully detached house on a large mature lot in collingwood. than 10minute walk to sunset point beach and a 10 minute walk to downtown collingwood. House is in a prime location approximately 10 minute drive to blue mountain, 20 minutes to Thornbury and 15 minute drive to Wasaga beach. Big fenced in backyard for fires, horse shoes or whatever you would like, plenty of parking ( 4 car maximum)

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

Rivergrass Oasis: Across from Blue Mtn | Hot Tub!
Rivergrass Oasis is located in the Beautiful Rivergrass community adjacent to Blue Mountain. This unit backs onto Monterra Golf Course, the community swimming pool and hot tub. This unit is within a 5-7 minute walk to the heart of Blue Mountain Village and Monterra Golf Course. Making this property an ideal location for those that want to park their car and walk to the all amenities at Blue Mountain such the ski hills, restaurants, shops, and activities.

Bright basement apt with private entrance, Barrie
Welcome to Your Bright Basement Retreat in Barrie! Our cozy and modern 2-bedroom basement apartment offers the perfect balance of comfort and privacy. Located in a quiet residential neighborhood, it’s ideal for couples, small families, or business travelers. With its own private entrance, high-speed Wi-Fi, a fully equipped kitchen, and convenient access to downtown Barrie and the GO Station, this apartment has everything you need for a comfortable stay.

Spacious Barrie Basement with Separate Entrance
This newly renovated 2-bedroom basement unit is bright and spacious, it offers a kitchenette, a bathroom, two bedrooms and laundry. Wifi/Bedding/Cookware/Bath Accessories/One Free Parking Spot on the driveway and free street parking (ONLY Available Apr-Nov). This is a great choice for your family summer/winter vacation! A few minutes' drive to downtown Barrie and beautiful Lake Simcoe waterfront, various restaurants, Costco, Walmart and unique shops.

100% Private 1-Bdrm+Fireplace. Quiet+comfortable.
Welcome to our fully licensed, renovated unit, nestled on a quiet, residential street. This bright, 100% PRIVATE basement unit offers the perfect blend of comfort and convenience. Stylishly decorated, it combines contemporary style with warm home comforts. Expect a tranquil haven where you can relax and unwind, but still remain close to the action. We're a 5-minute drive to downtown & a 10-minute drive to Blue Mountain.

Home in Barrie - Minutes to RVH & Georgian College
Minutes from RVH Hospital, Georgian College, Hwy 400, and the Barrie Waterfront. Clean, newly renovated, main floor of home in a quiet neighborhood. Your family will be close to everything when you stay at this centrally located place. Brand new tv in every room. Air mattress available by request. PLEASE inform us if you would like to use the couch as a bed so we can provide you extra linen. Thank you ☺️

King Bed Farmhouse- w/ Fire-pit, 75" TV, Ping Pong
Great location- 7 min to Waterfront, 18 min to Horseshoe Resort and Snow Valley Ski Resort, 18 min to Vetta Spa. Entire Private and Cozy 4 Bedroom 2 bath Home - Fully Equipped Kitchen! - Media Room w/ 75" Smart TV, Ping Pong & Foosball table!!! - Outdoor Patio with Fire-pit area! - Fast Wifi and Parking for 4 Cars!! - 5 Beds and a Sofa Bed. - Park Across the Street... - Comfy Bay Window Seating!!
Popular amenities for house rentals in Simcoe County
House rentals with a pool

Cute and Cozy House

Cozy Corner Townhome | Shuttle To The Village

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

2 Bd Boardwalk Condo Patio Oasis

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

Blue Mountain Retreat In Historic Snowbridge

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

Serene mountainside home with View/Shuttle Bus
Weekly house rentals

Centrally Located/TWO Bedrooms Luxurious Home-WiFi

Breezy Beach Vibes at Villa Tina

BRAND NEW Guest 1 bedroom Retreat

3 bedrooms in a cozy house

Luxury Townhouse | Barrie Hideaway

[Casa Luna]Chic Lakehouse| BBQ|HotTub|LakeViews

Stylish & Renovated 3bdr home in Barrie

The Allandale Residence
Private house rentals

Modern 2BR | 86" TV + Netflix | Parking | Laundry

Family-Size Nottawa Loft 3BR

3 bedroom unit, intier main floor

Spacious home in Wasaga Beach

Newly furnished! Nature Retreat | Private Basement

3BR Spacious Home - KING BED

Modern Boho Beach Retreat

Peaceful retreat on 10 acres
Destinations to explore
- Rentals with a washing machine and dryer Simcoe County
- Holiday home rentals Simcoe County
- Private suite rentals Simcoe County
- Rentals with a firepit Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Apartment rentals Simcoe County
- Rentals with lake access Simcoe County
- Rentals with outdoor seating Simcoe County
- Boutique hotels Simcoe County
- Cabin rentals Simcoe County
- Cottage rentals Simcoe County
- Family-friendly rentals Simcoe County
- Rentals with a sauna Simcoe County
- Rentals with a hot tub Simcoe County
- Chalet rentals Simcoe County
- Waterfront rentals Simcoe County
- Beachfront rentals Simcoe County
- Bed and breakfasts Simcoe County
- Smoking-friendly rentals Simcoe County
- Dome rentals Simcoe County
- Hotel rooms Simcoe County
- Rentals with pools Simcoe County
- Villa rentals Simcoe County
- Flat rentals Simcoe County
- Fitness-friendly rentals Simcoe County
- Farm stay rentals Simcoe County
- Rentals with a cinema Simcoe County
- Townhouse rentals Simcoe County
- Guest house rentals Simcoe County
- Rentals with a kayak Simcoe County
- Rentals with a fireplace Simcoe County
- Rentals with a patio Simcoe County
- Motorhome rentals Simcoe County
- Rentals with breakfast Simcoe County
- Rentals with an EV charger Simcoe County
- Tiny house rentals Simcoe County
- Bungalow rentals Simcoe County
- Rentals with beach access Simcoe County
- Pet-friendly rentals Simcoe County
- Luxury rentals Simcoe County
- Loft rentals Simcoe County
- House rentals Ontario
- House rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Wasaga Beach Area
- Mount St. Louis Moonstone
- Lakeridge Ski Resort
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Dagmar Ski Resort
- Georgian Bay Islands National Park
- Taboo Muskoka Resort & Golf
- LEGOLAND Discovery Centre Toronto
- Torrance Barrens Dark Sky Conservation Area
- Scandinave Spa Blue Mountain
- Caledon Ski Club LTD
- Centennial Beach
- Vaughan Mills
- Burl's Creek Event Grounds
- Awenda Provincial Park
- Mono Cliffs Provincial Park
- Casino Rama Resort
- Island Lake Conservation Area
- Kee To Bala
- Bass Lake Provincial Park




