
Family-friendly holiday rentals in Orillia
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Orillia
Guests agree: These family-friendly homes 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.

Charming Main Floor w Hot Tub
Welcome to our charming main floor apartment in the beautiful city of Orillia! This space is is suitable for families or small groups looking for a comfortable stay in a convenient location. This is a fully furnished home that features three bedrooms, one bathroom, a fully equipped kitchen with all the essentials needed to prepare your own meals. The living room is bright and cozy with a 43" Samsung Smart TV including Netflix, unlimited high speed internet and a spacious 6 seater dining table.

Hillside Haven: Serene Studio Retreat for 4
Escape to the serene Carriage Club Resort Studio! Dive into our inviting swimming pool, gather 'round the firepit, or challenge friends to volleyball. Stay active in our modern gym, then explore nearby skiing and golf. Pamper yourself at Vetta SPA or hit mountain biking and hiking trails. Your cozy studio, with a king-size bed and pull-out sofa, sleeps 4 comfortably. Nestled in rolling hills, just a 15-minute drive from Bass Lake's sandy shores. Discover tranquility with a touch of adventure!

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.

Lakeside Inn Unit #1
This micro bachelor cabin is located behind Lakeside Inn Hotel. The hotel faces Lake Simcoe and the cabin is behind the main hotel. You are a 30 sec walk to the lake. C1 is a private apartment in a cabin that has two apartments side by side. The studio style space comes equipped with a queen sized bed and a smart TV. The apartment has a bathroom with a bathtub shower and a kitchenette area that consists of a mini fridge, microwave, coffee maker, kettle, table and chairs.

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

Cozy Deluxe Studio 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!

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.

Private Basement Suite in a family neighborhood
Its a clean & spacious private Basement suite in a family neighborhood with all amenities that you may require for your stay. Features a queen bed, bathroom and kitchen. Free Parking is included. Highway 400, Park Place, Walmart, Costco, Canadian Tire are within 5-7 minutes driving distance. We offer our guests complete privacy from check-in to check-out, but always available if needed. Perfect for savvy budget travelers who deserve quality stay.

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!

Cozy Off-Grid Bunkie on a Horse Farm
Take time away to rejuvenate in nature in our cozy off-grid bunkie on our 25 acre property and horse farm. Our hidden slice of heaven is on outskirts of Orillia, 10 minutes from restaurants, shopping, outings and adventures! Ask us about our Horse Connection experience! Walk our trails, relax with a book, play outdoor games, head to the local beach or enjoy a campfire under the stars.

Cozy getaway for two with hot tub!
Unwind in our peaceful guest suite attached to our home located near Mount St-Louis Moonstone, Vetta Nordic Spa and the cozy town of Coldwater. With its private entrance, hot tub (accessible daily between 8am and 10pm) and serene forest surroundings, this space is designed for guests who value calm, quiet and nature. We ask that guests share our appreciation for a tranquil environment.
Popular amenities for Orillia family-friendly rentals
Family-friendly home rentals with a hot tub

Tranquil Retreat private Hot Tub Horseshoe Valley

Kempenhaus- Lake Simcoe Cottage & Spa | HOT TUB

Riverfront Cottage with HotTub

The Muskoka River Chalet - The King's Den

Spacious Cottage Escape with Lakeside Hot Tub

Kabin Tapoke | Wild Kabin | Hot tub-Sauna-Sunsets

Serene Comfort. Hot Tub, Full Suite with Kitchen

Resort Condo (2 suites) near Horseshoe Valley
Family- and pet-friendly home rentals

Private 40 Acre Cottage with Hot Tub

nortehaus - Nordic and Japanese inspired escape

Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka

Serenity, Simplicity and Stone

Tiny House in Penetanguishene

The Guesthouse on the North Shore Trail

Horseshoe Valley Fieldview Farm

Woodland Muskoka Tiny House
Family-friendly home rentals with a pool

Cute and Cozy House

GATED RESORT COTTAGE

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

Four season glamping dome under the stars

Serenity Studio Sauna+HotTub+Indoor/OutdoorPool

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Beautiful Basement apartment with swimming pool

Marina view at Friday Harbour 2bd/2bth Pool option
When is the best time to visit Orillia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $253 AUD | $203 AUD | $208 AUD | $254 AUD | $243 AUD | $270 AUD | $306 AUD | $301 AUD | $232 AUD | $244 AUD | $221 AUD | $253 AUD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
Quick stats about holiday rentals that are family-friendly in Orillia

Total holiday rentals
Explore 100 holiday rentals in Orillia

Nightly prices starting at
Orillia holiday rentals start at $73 AUD per night before taxes and fees

Verified guest reviews
Over 2,960 verified reviews to help you choose

Pet-friendly accommodation
Find 50 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
90 of Orillia holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Orillia rentals

4.8 Average rating
Orillia stays are highly rated by guests—averaging 4.8 out of 5!
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- Family-friendly rentals Simcoe County
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Wasaga Beach Area
- Mount St. Louis Moonstone
- Lakeridge Ski Resort
- Pigeon Lake
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Gull Lake
- Dagmar Ski Resort
- Three Mile Lake
- Georgian Bay Islands National Park
- Bigwin Island Golf Club
- Taboo Muskoka Resort & Golf
- Scandinave Spa Blue Mountain
- Menominee Lake
- Torrance Barrens Dark Sky Conservation Area
- Casino Rama Resort
- Centennial Beach
- Bass Lake Provincial Park
- Awenda Provincial Park
- Wye Marsh Wildlife Centre
- Burl's Creek Event Grounds
- Sunset Point Park




