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Holiday rentals in Orillia

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Top-rated holiday rentals in Orillia

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

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Guest favourite
The exterior of a renovated house is framed by lush green trees and shrubs. A wooden staircase leads to the front door, enhancing the welcoming entrance. The light blue siding complements the dark green roof, while a driveway is visible alongside the property.
Home in Orillia
4.94 out of 5 average rating, 66 reviews

Cute and Cozy House

Relax with the whole family at this peaceful place to stay.Completely renovated house on a rare 16,000 SqFt lot. Fire pit.Multifunctional custom made kitchen with a big island.Stainless steel appliances. 2 electrical fireplaces.Accommodation for up to 8 people. 2 BR upstairs, 2 sleeping places on the main floor and 2 in the basement. Deep in-ground pool (closed from October 14).Close to Orillia downtown, shops, restaurants,HW 11,hospital.30 minutes drive to Horseshoe Resort and to Casino Rama.

Guest favourite
A spacious glamping dome is nestled among lush green trees, showcasing large windows and a triangular design. The entrance is framed by rustic outdoor seating, and soft lighting emanates from inside, creating an inviting atmosphere amidst the surrounding foliage.
Dome in Utopia
4.95 out of 5 average rating, 270 reviews

Off-grid Glamping Dome Nestled in the Woods

Welcome to our private campsite in Utopia, ON. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (summer only), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation Area, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

Top guest favourite
A spacious living area features a comfortable sofa and a television on an entertainment unit. A dining table with chairs is positioned nearby. Large glass doors open to a fenced outdoor space with patio furniture, enhancing the bright and airy atmosphere.
Home in Orillia
4.91 out of 5 average rating, 155 reviews

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.

Top guest favourite
A quaint blue cottage features a welcoming front deck with two yellow chairs facing the lush green lawn. The cottage is surrounded by trees and showcases large windows that bring natural light into the interior.
Tiny home in Waubaushene
5 out of 5 average rating, 253 reviews

Saltbox by the Bay | Views, Bikes, Beaches & Vetta

*SUMMER AVAILS* *GUEST BIKES* Welcome to Saltbox by the Bay, a cozy vintage cottage with beautiful views & luxe amenities. Perfect as a couples getaway, small family/friends vacation or solo retreat. Ease into slow living, cook your favourite meals, play boardgames & albums, as you watch birds & sunsets over the bay. Walk or borrow our bikes for the Tay Shore Trail, visit nearby beaches & Quayle's Brewery, pamper yourself at Vetta Nordic Spa & explore charming towns around Georgian Bay.

Top guest favourite
A spacious living area is viewed, featuring a comfortable dark sectional sofa with plush cushions. A wooden coffee table sits nearby, with a green plant adding a touch of nature. The sleeping area includes a cozy bed and a window allowing natural light to illuminate the room.
Home in Coldwater
4.98 out of 5 average rating, 170 reviews

Luxury Guest House with Private Hot Tub and Trails

Equipped with a 4 person Hot Tub and 60 acres of Private Trails, you're sure to find tranquility in our unique Guest House. And if you're feeling more adventerous, there's lots to do in the area. From Tree Top Treking to Golfing, and Skiing in the winter of course, Oro-Medonte is truly a four season destination that is sure to capture your heart. We are pet friendly! We allow up to three pets total. It’s $50 per pet, we charge for 3 pets upfront. Rebates are issued accordingly.

Guest favourite
A wooden deck features two lounge chairs positioned under a white pergola. Lush greenery surrounds the area, providing a sense of privacy. The entrance to the apartment is visible in the background, alongside a short staircase leading up to the entryway.
Flat in Orillia
4.95 out of 5 average rating, 87 reviews

Cedar-View Studio with Hot Tub+ PlayStation Gaming

Take a dip in our all-season 8-seater hot tub and enjoy the outdoors during the winter, spring, summer, and fall. This rear-facing ground-level apartment is a unique place that has a style of its own. It is nestled in a tranquil neighborhood and commands pristine cleanliness The surrounding area includes stunning parks and trails, as well as popular stores for shopping. Proximity to Bass Lake, Lake Couchiching, and Lake Simcoe offers abundant opportunities for aquatic activities.

Guest favourite
The cottage exterior is illuminated at dusk, showcasing its modern design. Large windows reveal the open-concept interior, while a spacious deck offers seating options. The surrounding landscape features a manicured lawn and trees in the background, enhancing the serene lakeside setting.
Home in Orillia
4.89 out of 5 average rating, 35 reviews

[Casa Luna] Chic Lakehouse | BBQ | HotTub | LakeViews

Nestled on the serene shores of Lake Couchiching in Orillia, only 1 hour and half from Toronto, this beautifully designed 3-bedroom, 2-story cottage offers the perfect balance of modern luxury, natural beauty, and relaxed comfort. With sleek architectural lines, panoramic lake views, and stylish interiors, this retreat is ideal for families, couples, or small groups looking to unwind and reconnect by the water. 🌟check travel guide for nearby popular place to visit/play

Top guest favourite
An exterior view of a modern black tiny house is depicted, surrounded by trees and natural foliage. Two sets of stairs lead to the entrance, with a gravel pathway visible. Window placements create a unique design, and soft lighting illuminates the scene against the evening sky.
Home in Gravenhurst
4.98 out of 5 average rating, 222 reviews

Woodland Muskoka Tiny House

**BOOK 7 NIGHTS, PAY FOR 5 (28% OFF)** Enjoy the sounds of nature when you stay in this unique tiny house. This 600 sq ft home is nestled amongst 10 acres of towering trees, granite rock and trails to explore. The tiny home will not feel so tiny once inside. With high ceilings, plenty of windows, and surprisingly spacious rooms - it is the perfect hideaway for those wanting to unplug in Muskoka.

Top guest favourite
A cozy wooden bunkie is nestled among the trees, featuring a small porch with two bright blue Adirondack chairs. The cabin is constructed with natural wood and has a glass door, allowing glimpses of the serene forest surrounding it.
Tiny home in Orillia
4.95 out of 5 average rating, 121 reviews

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.

Guest favourite
A spacious private room is visible, featuring a comfortable couch and a wooden coffee table on a soft area rug. A double bed is positioned along one wall, with natural light streaming in through patio doors that open to the outside deck.
Guest house in Washago
4.91 out of 5 average rating, 112 reviews

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.

Top guest favourite
Guest house in Orillia
5 out of 5 average rating, 106 reviews

Forest Haven Guesthouse

Forest Haven Guesthouse is a scenic countryside property surrounded by trees and private trails. Your all-season, all inclusive getaway is just minutes from downtown Orillia. Your guesthouse which includes 3 bedrooms is a completely separate unit which is attached to our home. You have a keypad entrance and a front and back deck that are just for you! Happy travels!

Top guest favourite
The exterior of the Ontario Northland Railway Caboose 122 is showcased at night, illuminated by exterior lights. The vibrant yellow and blue structure is positioned on a grassy area, with a wooden pathway leading up to it. Surrounding trees are partially visible in the background.
Train in Gravenhurst
4.99 out of 5 average rating, 141 reviews

Side Tracked in Muskoka

Welcome to Side Tracked in Muskoka, Muskoka’s premier railway-themed stay. Step back in time inside a beautifully restored Ontario Northland Railway Caboose No. 122. Thoughtfully designed, the interior pays homage to the caboose’s railway history while complementing Muskoka’s cozy cottage feel.

Popular amenities for Orillia holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Orillia's top sights

Couchiching Beach Park

135 locals recommend

Bass Lake Provincial Park

60 locals recommend

Orillia Opera House

63 locals recommend

Other great holiday rentals in Orillia

Top guest favourite
Flat in Oro-Medonte
5 out of 5 average rating, 27 reviews

On the Fifth - Basement Apartment in the Country.

Home in Orillia

That Green House on the corner

Top guest favourite
A modern kitchen and dining area is shown, featuring a wooden dining table set for six with plates and glasses. A spacious couch is positioned next to a large window covered by shades. Light streams in through a front door that leads to the outside.
Home in Orillia
5 out of 5 average rating, 33 reviews

New renovated cozy and clean

Guest favourite
A charming cottage is situated by the water's edge, featuring a wooden dock extending into the lake. Lush greenery surrounds the cottage, enhancing the natural setting. The exterior is painted in warm red tones, and large windows reflect the peaceful atmosphere of the surrounding landscape.
Houseboat in Hawkestone
4.75 out of 5 average rating, 206 reviews

Amazing BOATHOUSE LAKEVIEW

Guest favourite
A spacious two-story home, characterized by a stone façade and large front windows that offer a stunning view of the sunset. The well-maintained lawn is adorned with neatly trimmed shrubs and flowers, leading to a welcoming entryway. The outdoor seating arrangement is visible, suggesting an inviting area for relaxation.
Cottage in Orillia
4.91 out of 5 average rating, 45 reviews

All Season Cozy Cottage Lake Simcoe Orillia

Guest favourite
A spacious green yard is visible alongside the water, featuring red outdoor chairs arranged in a circle. A boat dock holds a covered area with kayaks, while lush trees provide shade around the property. The serene waterfront reflects a calm atmosphere.
Cottage in Orillia
4.81 out of 5 average rating, 84 reviews

Simcoe Sunrise - Cozy Waterfront Home in Orillia

Guest favourite
A stone pathway leads to a fire pit surrounded by colorful Adirondack chairs in red and yellow. The view overlooks the lake, with a dock extending into the water under a clear blue sky, providing a serene setting for gatherings.
Home in Orillia
4.82 out of 5 average rating, 310 reviews

Waterfront Cottage Over-the-Water view w BBQ& Wifi

Guest favourite
Home in Orillia
4.96 out of 5 average rating, 23 reviews

The Downtown Cottage: steps to lake and shops.

When is the best time to visit Orillia?

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Avg. price£92£95£90£95£95£109£109£111£95£93£83£95
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C

Frequently Asked Questions

  • What are the best places to stay in Orillia?

    Stays near Orillia's waterfront, downtown, or in quiet neighborhoods around local parks are often seen as comfortable choices. Many visitors enjoy homes with access to outdoor space or views of the lakes.

  • What are the best things to do in Orillia with kids?

    Orillia has playgrounds, sandy beaches, and interactive museums that are popular with children. Family-friendly cycling trails and seasonal festivals also draw interest for group outings.

  • What are some of the best things to do in Orillia?

    Explore the waterfront parks, visit local galleries, and experience historic sites around downtown Orillia. Many travelers enjoy boating, cycling, or attending live performances in the area.

  • How is the weather in Orillia?

    Orillia experiences cold winters, with January temperatures around 12–26°F (-11 to -3°C), and milder summers that reach near 70°F (21°C) in September. Prepare for variable conditions, especially around the lakes and forests.

  • When is the best time to visit Orillia?

    Late spring through early fall is often recommended for comfortable temperatures and outdoor activities. The city’s cultural calendar features lively festivals and seasonal gatherings during these months.

  • What are the best places to visit in Orillia?

    Frequently suggested spots include the lakefront parks, local heritage museums, and the downtown arts district in Orillia. The city also has public markets and walking routes that highlight its cultural history.

  • What are some hiking trails in Orillia?

    Explore the waterfront trail network, forested loops in nearby conservation areas, or paths that wind through city parks. Trails suit a range of experience levels and showcase scenic views year-round.

  • What are some family activities we can do in Orillia?

    Families in Orillia often explore park trails, visit hands-on cultural exhibits, or relax by the waterfront. Paddleboarding, wildlife observation, and community events are frequently recommended for all ages.

  • What are some of the best day trip ideas from Orillia?

    Orillia is a gateway to regional adventures—explore lakeside parks, local maple syrup farms, or nearby forests known for birdwatching and outdoor activities. Small towns around the area have historic sites, galleries, and artisan shops to discover.

  • Are there any pet friendly accommodations available in Orillia?

    Many stays in Orillia welcome pets, especially around waterfront areas and scenic neighborhoods. Check individual home policies to confirm pet rules and amenities suited to your needs.

  • What are some local tips for visiting Orillia?

    Locals suggest exploring early in the day for quieter lakefront paths and trying the community’s food markets for regional treats. Bringing a bike or renting watercraft can add a unique perspective on the city.

  • What is Orillia known for?

    Orillia is known for its lakefront setting, vibrant arts culture, and historic downtown. The city has a strong connection to local music heritage and outdoor festivals throughout the year.

  • What are the best hidden gems to explore in Orillia?

    Orillia has tucked-away art galleries, heritage walking routes, and serene spots along its waterfront trails. Independent coffee shops and local markets are frequently suggested for those interested in local flavor and crafts.

  • What are the best foods to try in Orillia?

    Orillia’s restaurants highlight local fish, farm-fresh produce, and maple-inspired dishes. Bakeries, seasonal farmers’ markets, and cafés often feature Canadian and Indigenous-inspired flavors.

  • What should I bring for a trip to Orillia?

    Pack layers, a rain jacket, and comfortable walking shoes—weather can shift quickly, especially near the lakes. Outdoor gear such as swimwear or hiking boots is useful for exploring natural areas.

  • What is the nightlife in Orillia like?

    Nightlife in Orillia features cozy pubs, live music venues, and gathering spots in the downtown area. Local talent, casual restaurants, and entertainment events create a vibrant evening atmosphere.

  • What are the most popular events or festivals in Orillia?

    Orillia’s event calendar features outdoor music festivals in summer, a waterfront arts festival, and frequent cultural celebrations in late spring and fall. These gatherings reflect the city’s creative spirit and local traditions.

  • Are there family friendly vacation rentals in Orillia?

    Orillia has many vacation rentals that accommodate families, often with spacious layouts and access to outdoor areas. Neighborhoods near parks or on the waterfront are commonly chosen for family stays.

Quick stats about holiday rentals in Orillia

  • Total holiday rentals

    Explore 150 holiday rentals in Orillia

  • Nightly prices starting at

    Orillia holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 5,060 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    150 of Orillia holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Orillia rentals

  • 4.8 Average rating

    Orillia stays are highly rated by guests – averaging 4.8 out of 5!

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Orillia