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Holiday rentals with outdoor seating in Orillia

Find and book unique rentals with outdoor seating on Airbnb

Top-rated rentals with outdoor seating in Orillia

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest suite in Moonstone

4.83 out of 5 average rating, 164 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.

13–18 May

$175 SGD per night

Guest favourite

Place to stay in Wasaga Beach

5.0 out of 5 average rating, 193 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.

29 Dec – 5 Jan

$214 SGD per night

Guest favourite

Apartment in Innisfil

4.97 out of 5 average rating, 111 reviews

•#TheFridayFlat Luxury Poolside Retreat for Summer

Enjoy access to all of Friday Harbour's world-class amenities, including a golf course and sandy beach. Take a dip in the outdoor pool and explore the kilometres of scenic walking trails that wind through the Nature Preserve Located just a short drive from Toronto, Friday Harbour offers the perfect escape from city life. Spend your days exploring the shops and restaurants of the promenade, or venture out onto the lake. Come experience the ultimate waterfront getaway at Friday Harbour!

5–12 Oct

$147 SGD per night

Guest favourite

Farm stay in Essa

4.99 out of 5 average rating, 119 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!

24–31 Aug

$239 SGD per night

Guest favourite

Flat 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.

2–9 Apr

$175 SGD per night

Guest favourite

Flat 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.

7–14 Aug

$157 SGD per night

Guest favourite

Guest house 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

24–31 Oct

$235 SGD per night

Guest favourite

Cottage in Torrance

4.97 out of 5 average rating, 195 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.

20–25 May

$227 SGD per night

Guest favourite

Apartment in Oro

4.9 out of 5 average rating, 156 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!

5–12 Sep

$134 SGD per night

Guest favourite

Dome in East Gwillimbury

4.92 out of 5 average rating, 130 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.

14–19 Apr

$250 SGD per night

Guest favourite

Guest suite in Washago

4.99 out of 5 average rating, 104 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.

22–29 May

$179 SGD per night

Guest favourite

Cottage in Tiny

4.94 out of 5 average rating, 206 reviews

Bluestone

Bluestone is located less than 10 minutes' drive from beautiful Awenda Provincial Park in Tiny, Ontario. Every choice was made with guest comfort in mind. In the Summertime, take a short walk down a wooded path to Georgian Bay and perfect swimming, or explore a hiking trail and take in the natural beauty of the area. In Winter, enjoy skiing and snowshoeing locally, or stay in, put a record on, and cozy up by the fire. License #STRTT-2024-017

25 Sep – 2 Oct

$206 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Flats

Convenient locations with everyday essentials

Popular amenities for outdoor seating rentals in Orillia

Free parking on premises

Air conditioning

House rentals with outdoor seating

Home in Orillia

4.85 out of 5 average rating, 203 reviews

Waterfront Cottage Over-the-Water view w fast Wifi

10–17 Dec

$423 SGD per night

Guest favourite

Home in Penetanguishene

4.97 out of 5 average rating, 143 reviews

Tiny House in Penetanguishene

14–21 Jul

$276 SGD per night

Guest favourite

Home in Port McNicoll

4.94 out of 5 average rating, 184 reviews

Spectacular Waterfront 3 Bedroom Home!

30 Nov – 7 Dec

$339 SGD per night

Guest favourite

Home in Barrie

4.96 out of 5 average rating, 106 reviews

Home in Barrie - Minutes to RVH & Georgian College

7–14 Oct

$165 SGD per night

Guest favourite

Home in Penetanguishene

4.97 out of 5 average rating, 143 reviews

White Rolling Sands of Penetang by Theatre

19–26 May

$160 SGD per night

Guest favourite

Home in Bracebridge

4.93 out of 5 average rating, 341 reviews

Muskoka Hideaway-hot tub/private trails/wood stove

29 May – 5 Jun

$325 SGD per night

Guest favourite

Home in Midland

4.83 out of 5 average rating, 169 reviews

The Little Lake House

27 Dec – 3 Jan

$159 SGD per night

Guest favourite

Home in Gravenhurst

4.9 out of 5 average rating, 339 reviews

*Muskoka Bay Resort* All Season Modern Loft 3 Beds

13–20 Jun

$306 SGD per night

Apartment rentals with outdoor seating

Guest favourite

Flat in Port Perry

4.97 out of 5 average rating, 143 reviews

Modern Lakefront Apartment

25 Jun – 2 Jul

$155 SGD per night

Guest favourite

Flat in Horning's Mills

4.96 out of 5 average rating, 255 reviews

Beautiful Riverside Country Apartment

27 Oct – 3 Nov

$108 SGD per night

Guest favourite

Flat in Mulmur

4.88 out of 5 average rating, 178 reviews

The Burrow at Wildwood

21–28 Aug

$114 SGD per night

Guest favourite

Flat in Shelburne

5.0 out of 5 average rating, 118 reviews

A&M Cozy Home Away From Home

7–14 Jan

$109 SGD per night

Guest favourite

Flat in Barrie

4.93 out of 5 average rating, 189 reviews

*Perfectly Private* Kitchen * Parking * Netflix *

23–30 Sep

$95 SGD per night

Guest favourite

Flat in Gravenhurst

4.93 out of 5 average rating, 360 reviews

OakLodge | Hot Tub + Spa | Couples Retreat

30 Aug – 6 Sep

$230 SGD per night

Guest favourite

Flat in New Tecumseth

4.94 out of 5 average rating, 112 reviews

Cozy Beeton Retreat - Gas Fireplace

25 Oct – 1 Nov

$124 SGD per night

Guest favourite

Flat in Innisfil

4.91 out of 5 average rating, 120 reviews

King Bed*Pool*Fireplace*BBQ*Smart TV

31 Aug – 7 Sep

$243 SGD per night

Apartment rentals with outdoor seating

Guest favourite

Apartment in Oro

4.88 out of 5 average rating, 119 reviews

4-Bed Country Club Haven with Pool, BBQs, and More

8–15 Nov

$194 SGD per night

Guest favourite

Apartment in Innisfil

4.94 out of 5 average rating, 111 reviews

Lake Simcoe Resort Retreat

29 Aug – 5 Sep

$175 SGD per night

Guest favourite

Apartment in Innisfil

4.84 out of 5 average rating, 171 reviews

Marina view at Friday Harbor 2bdm/2bth Pool option

16–23 Nov

$129 SGD per night

Guest favourite

Apartment in Innisfil

4.91 out of 5 average rating, 105 reviews

Beautiful Condo, 2 Bedrooms and a Den in a Resort!

17–24 Aug

$149 SGD per night

Apartment in Innisfil

4.86 out of 5 average rating, 106 reviews

Beautiful 1 Bed/1Bath- Friday Harbour Resort

22–29 May

$133 SGD per night

Apartment in Innisfil

4.86 out of 5 average rating, 124 reviews

Friday Harbour Resort Penthouse Lake Simco

31 Jan – 7 Feb

$172 SGD per night

Guest favourite

Apartment in Barrie

4.81 out of 5 average rating, 123 reviews

Newly renovated 1 bedroom condo with free parking

27 Mar – 3 Apr

$133 SGD per night

Guest favourite

Apartment in Innisfil

4.89 out of 5 average rating, 188 reviews

2BR Getaway at Friday Harbour All Season Resort

22–29 May

$235 SGD per night

Quick stats about holiday rentals with outdoor seating in Orillia

Total rentals
50 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
2.1K reviews
Nightly prices starting at
$81 SGD before taxes and fees

Destinations to explore