Orillia vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Orillia

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Dome in Bradford West Gwillimbury

4.98 out of 5 average rating, 213 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Nov 19 – 26

G$25,022 GYD per night

Superhost

Guest suite in Moonstone

4.83 out of 5 average rating, 163 reviews

SKI, Trails 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.

May 13 – 18

G$27,089 GYD per night

Guest favorite

Place to stay in Wasaga Beach

5.0 out of 5 average rating, 191 reviews

Newly Built Woodsy Loft Retreat

Welcome to Woodsy Loft, a newly built retreat. A great spot for a getaway! A perfect home base for not just the beach and stunning walks into the sunset, but Blue Mtn, Scandinavian Spa, Collingwood, Cross Country Skiing Provincial Park and a brand new casino, all close by. Packed with amenities like screened in patio, XL bathtub, King size bed, 'The Frame' Smart TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

Dec 17 – 24

G$30,093 GYD per night

Guest favorite

Farm stay in Essa

5.0 out of 5 average rating, 118 reviews

The Schoolhouse

Kick back and relax in this calm, stylish space. This school portable turned into a modern guest home is situated on acreage boasting with gorgeous views of forests, fields, grazing animals and sunsets. In warmer months, cool off in the stock tank pool, play on the volleyball court, and enjoy meals on the deck accessed from the bedroom and main entry. Relax by the campfire, walk nearby trails, visit restaurants, markets and shops. Planning your wedding? Ask about our wedding package!

Oct 18 – 25

G$35,512 GYD per night

Guest favorite

Apartment in Orillia

4.94 out of 5 average rating, 144 reviews

Your Downtown *Hot Tub* Getaway!

This Incredible unit is the perfect blend of style, luxury & convenience. Filled With all the amenities you look for with the touch of luxury that you would expect in a hotel. Spend your evenings relaxing with a glass of wine in the private hot tub area, immersing yourself in the cinematic feel of the 65" TV, or walking through the bustling downtown streets of Orillia on the way to catch the sunset at the waterfront. However you choose to spend your stay, there is much to enjoy! 🤩

Jun 4 – 11

G$24,637 GYD per night

Guest favorite

Apartment in Wasaga Beach

4.95 out of 5 average rating, 338 reviews

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.

Feb 7 – 14

G$26,948 GYD per night

Guest favorite

Apartment in Orillia

4.96 out of 5 average rating, 111 reviews

DaVel DeLuxe Garden view.

Read our revues and judge for yourself. Large one bedroom apartment in newly built addition to a beautiful historic house. Only few minutes walk to downtown, shops, restaurants, cafes, and the lakefront. Vetta Spa and Horseshoe skiing is 10-15 minutes away. We know that your health and safety is of paramount importance, and we take extreme measures to clean and disinfect the place as best as possible before every guest. Many guests enjoyed our place and visit again and again.

Sep 10 – 17

G$24,140 GYD per night

Guest favorite

Guesthouse in Victoria Harbour

4.98 out of 5 average rating, 229 reviews

Sunset Beach Cottage

Part log treehouse, part beach house and 100% of what you need to enjoy a peaceful getaway only 1.5 hours from Toronto! Walk up the private staircase and pause to enjoy the spectacular treetop and waterfront views from your own wraparound deck before entering your 900 sq. ft. oasis. Enjoy access to your own lawn, picnic table and beach* area and all that Georgian Bay and the area has to offer. *water levels fluctuate Insta: sunset_beach_cottage_canada

Aug 24 – 31

G$36,529 GYD per night

Guest favorite

Cottage in Torrance

4.97 out of 5 average rating, 193 reviews

Beautiful Nine Mile Lake

Beautiful Muskoka getaway! Newly renovated 4 season waterfront cottage! Stunning views! Located on picturesque Nine Mile Lake. Over 70% of the lake is crown land. Perfect for kayaking and canoeing to enjoy all the beauty Muskoka is known for. We have kayaks a canoe and a paddle board for you to enjoy. Plenty of sun exposure on the dock you can swim all day long. Close to hiking and snowmobile trails. May 15-Oct 2 Minimum 6 nights with a Sunday check in.

May 20 – 25

G$34,956 GYD per night

Guest favorite

Condo in Oro

4.9 out of 5 average rating, 154 reviews

Spacious 1-br w pool & jacuzzi 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!

Sep 11 – 18

G$20,923 GYD per night

Guest favorite

Dome in East Gwillimbury

4.92 out of 5 average rating, 129 reviews

Deerleap Glamping Dome

Looking for a peaceful escape from the city? Our glamping dome offers just that, situated on 10 acres of picturesque land with trail, streams, and a stunning pond view. Perfect for a romantic retreat or a weekend getaway with the family, our dome is equipped with everything you need, from upscale sanitary to fast Wifi. Relax and enjoy the starry sky from the comfort of your bed, gather around the bonfire for s'mores , or explore nearby Lake Simcoe.

Jan 7 – 12

G$38,548 GYD per night

Guest favorite

Guest suite in Washago

4.99 out of 5 average rating, 103 reviews

Spacious Apartment Facing The Severn River

Clean, lower unit, private entrance, one bedroom apartment fronting on the Severn River (aka Black). 90 mins. north of GTA. Five min. off Hwy 11 at the village of Washago where you can find most amenities. Fair weather activities include swimming, kayaking, canoeing, fishing or just dock time. Available winter months for simple relaxing accommodation. Hosts live on the upper floor and will be available to assist but will respect your privacy.

Aug 18 – 25

G$27,598 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Orillia vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Orillia's top sights

Costco Wholesale25 locals recommend

Couchiching Beach Park94 locals recommend

Metro22 locals recommend

Orillia Square Mall9 locals recommend

Tudhope Park36 locals recommend

Mariposa Market118 locals recommend

Other great vacation rentals in Orillia

Guest favorite

Cottage in Tiny

4.94 out of 5 average rating, 204 reviews

Bluestone

Dec 23 – 30

G$37,191 GYD per night

Guest favorite

Cottage in Port McNicoll

4.98 out of 5 average rating, 124 reviews

Boe's Cottage: Newly Renovated - Great WIFI

Dec 3 – 10

G$23,340 GYD per night

Guest favorite

Dome in Hawkestone

4.94 out of 5 average rating, 238 reviews

Glen Oro Eco-Retreat Glamping Stargazer Dome

Dec 26 – Jan 2

G$78,563 GYD per night

Guest favorite

Home in Kawartha Lakes

4.98 out of 5 average rating, 107 reviews

nortehaus - Nordic and Japanese inspired escape

Aug 21 – 28

G$100,108 GYD per night

Guest favorite

Condo in Innisfil

4.97 out of 5 average rating, 111 reviews

•#TheFridayFlat Luxury Poolside Retreat for Summer

Oct 13 – 20

G$22,265 GYD per night

Guest favorite

Vacation home in Orillia

5.0 out of 5 average rating, 62 reviews

Days Away! free parking - no cleaning fee

Jul 11 – 18

G$27,879 GYD per night

Guest favorite

Home in Hawkestone

4.93 out of 5 average rating, 55 reviews

Lakeside Cottage Getaway

Dec 12 – 19

G$28,314 GYD per night

Guest favorite

Home in Orillia

4.94 out of 5 average rating, 80 reviews

Beautiful Lakefront Retreat - Fire Pit, BBQ & WiFi

Feb 27 – Mar 6

G$35,542 GYD per night

Show all

Other great vacation rentals in Orillia

Guest favorite

Guesthouse in Orillia

5.0 out of 5 average rating, 63 reviews

Country Guesthouse surrounded by trees

Mar 28 – Apr 4

G$36,090 GYD per night

Guest favorite

Loft in Midhurst

5.0 out of 5 average rating, 36 reviews

Loft - Ski - Hike - Swim - Relax

Oct 1 – 8

G$20,648 GYD per night

Guest favorite

Dome in East Gwillimbury

5.0 out of 5 average rating, 34 reviews

Starry nights…

Oct 15 – 22

G$29,062 GYD per night

Guest favorite

Guesthouse in Shanty Bay

4.99 out of 5 average rating, 87 reviews

The Guest House, Maplewood Hills

Aug 16 – 23

G$35,110 GYD per night

Guest favorite

Home in Coldwater

5.0 out of 5 average rating, 57 reviews

Luxury Guest House with Private Hot Tub and Trails

Nov 6 – 13

G$31,753 GYD per night

Guest favorite

Cottage in Orillia

5.0 out of 5 average rating, 11 reviews

All Season Cozy Cottage Lake Simcoe Orillia

Sep 4 – 11

G$178,896 GYD per night

Guest favorite

Condo in Shanty Bay

4.93 out of 5 average rating, 14 reviews

Resort Condo near Horseshoe Valley, Jacuzzi+Pool

Sep 26 – Oct 3

G$22,621 GYD per night

Guest favorite

Condo in Oro

4.95 out of 5 average rating, 40 reviews

Hillside Haven: Serene Studio Retreat for 4

Oct 21 – 28

G$15,227 GYD per night

Show all

Quick stats about vacation rentals in Orillia

Total rentals
130 properties
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
3.8K reviews

Frequently Asked Questions

Are there pet-friendly vacation rentals in Orillia?
Four-legged friends are welcome in Orillia. Choose from more than 60 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Orillia?
Yes! Work meets play with ease at over 70 vacation rentals in Orillia featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Orillia vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Orillia, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Orillia have air conditioning?
Absolutely! We offer over 20 apartment rentals with air conditioning in Orillia. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Orillia have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Orillia. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in private suite rentals in Orillia?
Experience the best of Orillia with our private suite rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly house rentals in Orillia?
Orillia has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Orillia have wifi?
Absolutely! We offer over 60 house rentals with wifi in Orillia. Enjoy a tailored experience with all the comforts you desire.

Orillia vacation rentals

Top-rated vacation rentals in Orillia

Vacation rentals for every style

Cottages

Apartments

Houses

Popular amenities for Orillia vacation rentals

Stay near Orillia's top sights

Other great vacation rentals in Orillia

Cottage in Tiny

Cottage in Port McNicoll

Dome in Hawkestone

Home in Kawartha Lakes

Condo in Innisfil

Vacation home in Orillia

Home in Hawkestone

Home in Orillia

Other great vacation rentals in Orillia

Guesthouse in Orillia

Loft in Midhurst

Dome in East Gwillimbury

Guesthouse in Shanty Bay

Home in Coldwater

Cottage in Orillia

Condo in Shanty Bay

Condo in Oro

Quick stats about vacation rentals in Orillia

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there pet-friendly vacation rentals in Orillia?

Are there vacation rentals with a dedicated workspace in Orillia?

Are there Orillia vacation rentals on Airbnb with pools?

Do apartment rentals in Orillia have air conditioning?

Do house rentals in Orillia have a bbq area?

How much does it cost to stay in private suite rentals in Orillia?

Are there family-friendly house rentals in Orillia?

Do house rentals in Orillia have wifi?

Destinations to explore