
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.

Orillia TwnHse Oasis w King Bed
Have fun with the whole family at this stylish townhouse oasis. The townhouse features 3 bedrooms, 2.5 bathrooms and 4 beds. The principle bedroom has a king bed, the 2nd bedroom has a queen bed, and the third bedroom has a queen bunk bed (qn bttm, qn top). The house features a large deck with a gas bbq, outdoor dining, and lots of lounging space. Right behind the townhouse is a beautiful nature ravine with lots of trails. Come, enjoy and relax. The property offers super high speed internet.

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.

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!

Blue Dreams Of Lake Simcoe
Welcome to "Cabin Dreams Of Lake Simcoe" - your cozy blue cabin retreat in the heart of Hawkstone, Ontario, Canada. Immerse yourself in nature while enjoying modern comforts and nearby attractions. Our newly renovated 1 bedroom, 1 bathroom offers a unique getaway for couples, located just 1 1/2 hours outside of Toronto. **PLEASE NOTE** **Stairs leading up to the bed room loft are steep and may not be suitable for guests with mobility issues**

Pet-friendly, 1 BR condo in Horseshoe Valley
All-season Condominium in Horseshoe Valley. Spacious BR with ensuite. Living room with fireplace, dining space, sofa bed. Private balcony, kitchen with all the necessities. Walk to the new Vetta Nordic Spa. Skiing , golfing , hiking & biking trails, treetop trekking, restaurants, groceries- 5 min drive Barrie , Orillia , Wassaga beach are 20 min. drive( beach #3 is PET FRIENDLY) Please note: we are NOT able to accept cats!

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.

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.

Waterfront Muskoka guest suite near Casino Rama
Take a break and unwind at this peaceful oasis surrounded by trees and wildlife in Washago, on the Black River. Conveniently located 10 minutes from Casino Rama, Hwy 11, groceries and a beach. Large private room with private entrance and bathroom overlooking the river with walkout to a deck and Muskoka chairs. Relax and recharge in nature in this quiet beautiful natural setting.
Popular amenities for Orillia family-friendly rentals
Family-friendly home rentals with a hot tub

Kempenhaus- Lake Simcoe Cottage & Spa | HOT TUB

CozyPeaceful LakeCottage HotTub Canada

Riverfront Cottage with HotTub

Oasis Spa w/ Private Sauna!

Family Friendly | HOT TUB | Near Toronto & UOIT

Serene Comfort. Hot Tub, Full Suite with Kitchen

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub

Spacious Hideaway in Nature
Family- and pet-friendly home rentals

Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka

Serenity, Simplicity and Stone

Tiny House in Penetanguishene

Vintage Lakeview Cottage w/ Fireplace -Four-Season

Horseshoe Valley Fieldview Farm

The Guesthouse on the North Shore Trail

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

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

GATED RESORT COTTAGE

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

Treehouse on private, isolated forest (300 acres)

The Trails Retreat (Private Cabin)

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Exceptional 2+1 ground floor condo @Friday Harbour

A "Peace" of Eden -- Private suite in country home

Spacious King Studio w/ pool, hot tub, kitchenette
When is the best time to visit Orillia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £127 | £102 | £104 | £128 | £122 | £136 | £154 | £151 | £117 | £115 | £104 | £126 |
| 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 £37 per night before taxes and fees

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

Pet-friendly holiday rentals
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

Wifi availability
90 of Orillia holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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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- Waterfront rentals Orillia
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- Family-friendly rentals Simcoe County
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Wasaga Beach Area
- Lakeridge Ski Resort
- Pigeon Lake
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Dagmar Ski Resort
- Gull Lake
- Three Mile Lake
- Georgian Bay Islands National Park
- Bigwin Island Golf Club
- Scandinave Spa Blue Mountain
- Torrance Barrens Dark Sky Conservation Area
- Kee To Bala
- Taboo Muskoka Resort & Golf
- Wye Marsh Wildlife Centre
- Casino Rama Resort
- Burl's Creek Event Grounds
- Balsam Lake Provincial Park
- Awenda Provincial Park
- Bass Lake Provincial Park
- Sunset Point Park




