
Apartment holiday rentals in Orillia
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Orillia
Guests agree: these apartments are highly rated for location, cleanliness and more.

The Loft at Bryn Mawr House
Welcome to your ideal Ontario getaway! Our full luxury suite offers a king-size bed, living room with a pull-out , fully-equipped kitchen, and ample parking . Enjoy our 11 acres, a fire pit, pond, and horseshoe area. Explore numerous provincial snowmobile trails, hiking, kayaking and canoeing in the Minesing Wetlands We're central to Blue Mountain, Horseshoe Valley and Snow Valley ski resorts. And Wasaga Beach is just around the corner! Your unforgettable Ontario adventure awaits – book now!

The Haunted House Apt 302
As you pull into the driveway this 1885 Victorian towers above you, your mouth drops in awe of the size. Up the porch to enter a small front door, a dimly lit winding staircase creaks as you ascend to 3rd floor. Original architecture painted many times over oozes with history. 70 years ago the house was turned into apartments, unloved for many of those years, time has definately taken its tole, yet to the spirits within, their big old house still stands proud and distinguished in all its glory.

Loft By The Bay
Welcome to our charming second storey apartment in downtown Midland, Ontario. This cozy space features a bedroom, office with futon, full kitchen, bathroom, laundry, and a bright open concept living area. Enjoy easy access to local shops, restaurants, and attractions. Explore the picturesque waterfront and nearby hiking trails. Retreat to this comfortable and inviting apartment after a day of work or play. Book your stay today for a convenient, comfortable, and memorable experience in Midland.

2 bedroom beachfront apartment
Lovely suite with its own 3 piece bathroom, living room with flat screen TV and kitchenette. Has its own deck, barbecue and entranceway overlooking the sandy shores of Georgian Bay. Steps to go swimming, kayaking or a sunset stroll. Parking available. No pets. Between June 30th - September 1st the apartment can only be rented by the week (check in & check out on Saturdays only). Outside of these dates, we are happy to host visitors with a minimum 1 night stay, check in/out any day of the week.

In-town Muskoka Hideaway
Join us in Muskoka to kick back and relax in this handsomely curated space with a large kitchen for entertaining. Enjoy the beautiful backyard from the large private deck and have access to a large firepit area surrounded by mature trees. The footpath right next to the property leads to Bracebridge Falls, Kelvin Grove Park and all the shops on Main St. within 2 minutes. Escape to small town Bracebridge with access to all that Muskoka has to offer only a short stroll, canoe or car ride away.

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 a beautiful space with high ceilings and lots of natural light. It's perfect for all seasons! We are an hour from Toronto, 20 minutes from Barrie, 15 minutes from Friday Harbour Resort, 25 minutes from Snow Valley, 30 minutes from Vetta Nordic Spa, and 15 minutes from Three Feathers Terrace Event Venue. NO CLEANING FEES!

The Upper Deck
The upper deck is an amazing one bedroom studio with a full newly renovated bathroom, a sweet kitchenette, an amazing king size bed, a 65 “ inch HD smart Samsung TV with a live edge counter- a great workspace or eating area. One wall is floor to ceiling windows -lots of great natural light!!! Outdoors has an amazing hot tub , rustic firepit area , a beautiful covered outdoor eating area with Bbq and you can hear the lake!! Note- the studio is a separate but is part of a house.

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.

Muskoka Get Away-Romance & Adventure Awaits !!!
Newly renovated KING SIZE Cozy, Romantic & Stylish. Ideal for long term stays. Grab a book and curl up into the big comfy swing chair by the fireside of the chiminea on your private patio. Start your day off with a Nespresso in the outdoor lounge area surrounded by lush forest and all the nature your eyes & ears can behold. Grab a snack or whip up a gourmet meal in your fully equipped kitchen. And then at days end stretch out onto your very own King size sleigh bed!

Hotel Style 1 Bdrm, kitchenette & full bathroom
Come stay at this all-season built 2019, private & modern guest suite close to all Innisfil has to offer! 1 km on 6th line away from Lake Simcoe , Big Cedar Golf Course, Ic finshing & minutes away from all major Ski hills in Barrie! Enjoy summer activities such as multiple beaches, boating/marinas, golfing & fishing- all within walking range. Enjoy winter activities such as skiing, snowboarding and very special ice fishing spot at the end of the road.

The Muskoka River Chalet - The King's Den
Welcome to Muskoka River Chalet! **Please read full listing description before booking.** Relax in your fully private one-bedroom walkout apartment with private kitchen, cozy living room, featuring smart TVs and toasty fireplaces. Explore our shared outdoor spaces along 60' of waterfront. Indulge in the hot tub for relaxation. Just minutes walking to town for shopping, dining, and nightlife. Book now for a perfect blend of comfort and convenience!

Aquarius bldg @ Friday Harbour 1st fl 2 bdr/2 bath
Main floor 2 bdr 2 bath condo in Aquarius building 825 sq. ft of indoor space. With a seasonal pool available . Enjoy a luxurious stay at an all season resort at Friday Harbour. We are Steps away from marina, beach, boardwalk, trails and more. Plenty of outdoor activities to enjoy all year round. Our fully furnished condo is ready for you and your guests to enjoy. Outdoor patio to catch fresh air & a cozy, stylish indoor space to unwind and enjoy.
Popular amenities for Orillia apartment rentals
Weekly apartment rentals

Sidarly Hills Loft on the Tree Farm

Lovely Spacious 1-Bedroom Fully Equipped Apartment

Modern apartment in Barrie, Ontario

Myra's Cozy Place in Barrie

Modern Luxury Delight with a Pool and Hot Tub

The Loft @ 89

Guest suite near the lake

Casa Tranquility
Private apartment rentals

On the Fifth - Basement Apartment in the Country.

King Suite-Pool, Hot tub - Near Horseshoe Valley

Sunny Haven – Curated Private Suite w/ Projector

Quiet Country Escape Close To Beach Parks And Golf

Clean, bright and cozy walkout basement

Grove Street Suite

Quaint apartment in gravenhurst

Queen Bed Suite-Private Entrance
Apartment rentals with a hot tub

Resort Condo (2 Bedroom) near Horseshoe & Spa

1BR Friday Harbour Retreat | Balcony + Pool Access

Stylish 1 bedroom Pet friendly Condo by Sage Homes

Gym+Pool+PetFriendly+KingBeds

Fantastic 1 Bdrm With A View.

Cedar-View Studio with Hot Tub + PS4 Gaming

Guest Suite in Hockley Valley

NEW Luxurious Corner Unit at Friday Harbour Resort
Quick stats about flat rentals in Orillia

Total holiday rentals
Explore 30 holiday rentals in Orillia

Nightly prices starting at
Orillia holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 1,010 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Orillia holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Orillia rentals

4.9 Average rating
Orillia stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- 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
- Detroit Holiday rentals
- Rentals with outdoor seating Orillia
- Rentals with a hot tub Orillia
- Family-friendly rentals Orillia
- House rentals Orillia
- Rentals with beach access Orillia
- Cabin rentals Orillia
- Waterfront rentals Orillia
- Rentals with a washing machine and dryer Orillia
- Rentals with a fireplace Orillia
- Rentals with a patio Orillia
- Beachfront rentals Orillia
- Rentals with a kayak Orillia
- Rentals with lake access Orillia
- Cottage rentals Orillia
- Rentals with pools Orillia
- Rentals with a firepit Orillia
- Pet-friendly rentals Orillia
- Flat rentals Simcoe County
- Flat rentals Ontario
- Flat rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Lakeridge Ski Resort
- Wasaga Beach Area
- Osler Bluff Ski Club
- Pigeon Lake
- 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
- Kee To Bala
- Torrance Barrens Dark Sky Conservation Area
- Taboo Muskoka Resort & Golf
- Burl's Creek Event Grounds
- Innisfil Beach Park
- Bass Lake Provincial Park
- Balsam Lake Provincial Park
- Awenda Provincial Park
- Casino Rama Resort
- Wye Marsh Wildlife Centre




