
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.

By The Bay spacious one bedroom
This unique place has a style all its own and only steps away from , beaches , water front dining and theater! With all the amenities of home you'll be comfortable to stay for the weekend or extended stays. Fully equipped kitchen with convection oven , dishwasher , microwave, keurig coffee maker and built in washer/ dryer . Spacious bathroom with an over sized walk in shower . And to end the day enjoy the full sized bed room and closet to unpack luggage with a queen size Endy foam mattress .

Romantic & Cozy Countryside luxury loft with views
Romance in the Country. Getaway from the hustle with your sweetheart, to play, rest/work stay-cation. Newly built, full kitchen, bath/laundry/EV charger. Great trails, theatre, shopping in quaint downtown Port Perry, boating, golfing, equestrian farm, museums, & amazing 5 star restaurnts in Port Perry. Enjoy the pond on the property & lots of places to enjoy peace & quiet together! Ask about our Chef and Pontoon experiences. 1 hr from TO, 8 min to Port Perry. We have 2 rms queen loft/king.

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.

Spacious Apartment 5 Minute Walk to Innisfil Beach
Book 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!

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.

Hosted by Nous Midland
Small-town charm at its best! Our centrally located apartment is the perfect home base for your small-town adventures. We're minutes from the unique shops and restaurants in downtown Midland and the Midland Harbour. There is plenty to experience; attend a local festival, take in a tourism site, hop onto the Trans Canada Trail System with your bike or snowmobile, attend a show/concert at the Midland Cultural Centre, or snowshoe through the Wye Marsh.

Spacious Hideaway in Nature
Welcome to the charming Shanty Bay area! Embrace the relaxed vibes surrounded by natural beauty. Enjoy leisurely walks by Lake Simcoe or explore nearby parks like Oro-Medonte Rail Trail. Discover local shops and eateries, or indulge in water activities and outdoor adventures. Our cozy Airbnb accommodates 4 guests, with a king-size bed and comfy couches. Experience the best of both worlds - a laid-back getaway and exciting local attractions.

The Chieftain Suite
New basement apartment in the heart of Barrie! A short 5 minute drive to the beach, fantastic restaurants, and shopping at Park Place. Features a full kitchen with stainless steel appliances, large TV with Prime, and a fireplace outside for those chilly evenings. Perfect for business trips, romantic getaways, or relaxing nights away from home. Pull out couch that turns into a bed for extra guests!

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 apartment rentals
Weekly apartment rentals

Sunny Haven – Curated Private Suite w/ Projector

Treehouse Suite | Steps to Barrie Waterfront

Quiet Country Escape Close To Beach Parks And Golf

Modern apartment in Barrie, Ontario

The Loft @ 89

Queen Bed Suite-Private Entrance

Casa Tranquility

Hidden Gem
Private apartment rentals

Oro-Medonte/(ski)Pool/Vetta spa/1

Luxury Cottage - The Pine Loft at Cawaja Beach

Garden Oasis - 2Bed apt. Walk to Lake Simcoe!

Friday Harbour Great Escape

Large Resort Studio Suite Near Horseshoe

Grove Street Suite

Cosy home away from home - 2 bdrm FULL Privacy

Quaint apartment in gravenhurst
Apartment rentals with a hot tub

King Suite-Pool, Hot tub - Near Horseshoe Valley

Forest-view retreat with direct patio access

1BR Friday Harbour Retreat | Balcony + Pool Access

Stylish 1 bedroom Condo- Pet friendly

Modern Luxury Delight with a Pool and Hot Tub

Gym+Pool+PetFriendly+KingBeds

Trendy 1 Bdrm w/Pool & Hot Tub View

Cedar-View Studio with Hot Tub + PS4 Gaming
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 $77 SGD 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
- Cabin rentals Orillia
- Rentals with a washing machine and dryer Orillia
- House rentals Orillia
- Rentals with outdoor seating Orillia
- Beachfront rentals Orillia
- Rentals with a kayak Orillia
- Family-friendly rentals Orillia
- Rentals with beach access Orillia
- Cottage rentals Orillia
- Rentals with lake access Orillia
- Rentals with a hot tub Orillia
- Pet-friendly rentals Orillia
- Rentals with a firepit Orillia
- Waterfront rentals Orillia
- Rentals with a patio Orillia
- Rentals with a fireplace Orillia
- Rentals with pools 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
- Georgian Bay Islands National Park
- Three Mile Lake
- Bigwin Island Golf Club
- Scandinave Spa Blue Mountain
- Torrance Barrens Dark Sky Conservation Area
- Taboo Muskoka Resort & Golf
- Kee To Bala
- Burl's Creek Event Grounds
- Casino Rama Resort
- Balsam Lake Provincial Park
- Menominee Lake
- Bass Lake Provincial Park
- Wye Marsh Wildlife Centre
- Innisfil Beach Park




