Holiday Rentals in Orillia

83 available vacation rental offers

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Orillia holiday rentals
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Best Holiday rentals and Airbnb offers in Orillia

Best family friendly Orillia holiday rentals

Among the 83 accommodations in Orillia, here are the 4 best family friendly rentals

Beautiful Waterfront Property & Perfect Boating! - Orillia
10 4 reviews
Orillia
27/06 – 29/10
SG$203/nighttotal: SG$25172 (124 )

Beautiful Waterfront Property & Perfect Boating!

4 1
apartment , Ramara
This four-bedroom apartment is located in the Ramara district, just 15 kilometres from Couchiching Beach Park, Tudhope Park, and Orillia's town centre. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment comfortably sleeps eight guests and features a fully equipped kitchen with modern appliances. Enjoy the garden, the patio with sun loungers, and the water toys, including a paddle boat and a kayak.
Delightful Getaway: Hot Tub + Ps5 Gaming - Orillia
9.9 41 reviews
Orillia
21/08 – 25/08
SG$795/nighttotal: SG$3180 (4 )

Delightful Getaway: Hot Tub + Ps5 Gaming

3 9
apartment , Orillia
This four-bedroom apartment is situated in a peaceful neighbourhood in Orillia, within easy reach of Bass Lake, Lake Couchiching, and Lake Simcoe. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is spacious, comfortably accommodating up to 16 guests, and features a fully equipped kitchen with a dishwasher, a large garden, and a PlayStation 4 Pro with VR capabilities. Guests can enjoy a range of amenities including a 65-inch Smart TV, unlimited internet access, and a BBQ grill for outdoor dining.
Orillia Lakefront Home By Nature Reserve, Hot Tub - Orillia
9.7 42 reviews
Orillia
27/06 – 04/07
SG$811/nighttotal: SG$5677 (7 )

Orillia Lakefront Home By Nature Reserve, Hot Tub

1 2
apartment , Orillia
This waterfront property is situated in a tranquil cul-de-sac just outside Orillia, a short drive from the town centre, Casino Rama, and Tudhope Park. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The spacious 269 square metre dwelling has five bedrooms and three and a half bathrooms, making it ideal for large families or groups. Guests can enjoy a range of amenities including a hot tub, ping pong table, foosball table, and a gas fireplace, as well as access to a private dock, multiple balconies, and a large garden.
Double Delight Getaway: 2 Homes + 2 Hot Tubs - Orillia
8.0 1 review
Orillia
11/07 – 18/07
SG$1724/nighttotal: SG$12068 (7 )

Double Delight Getaway: 2 Homes + 2 Hot Tubs

6 3
apartment , Orillia
This apartment is located in a peaceful neighbourhood in Orillia, just 0.65km from the main house and within easy reach of Bass Lake, Lake Couchiching, and Lake Simcoe. The property comprises two separate dwellings, a main house and an add-on apartment, providing ample space for large groups or families, accommodating up to 16 guests.
The apartment offers a range of amenities, including a fully equipped kitchen, air conditioning, a hot tub, a garden, and parking. Guests can enjoy a basic breakfast provided, relax in the hot tub, or take advantage of the outdoor BBQ.

Best Orillia holiday rentals with parking

Muskoka Style Luxury Cottage - Orillia
Orillia
26/06 – 24/07
SG$2024/nighttotal: SG$56672 (28 )

Muskoka Style Luxury Cottage

7 1
apartment , Orillia
This seven-bedroom Orillia holiday home is situated within a 1.6km walk of Lake Couchiching and the Stephen Leacock Museum, and under 3.2km from Tudhope Park and Couchiching Beach Park.
This spacious 604-square-metre property boasts a fully equipped kitchen, a jacuzzi, a fitness centre, a tennis court, and accommodates up to 14 guests, also featuring an arcade/game room and concierge services.
Modern Orillia Retreat - W/ Game Room - Orillia
9.9 16 reviews
Orillia
21/08 – 25/08
SG$840/nighttotal: SG$3360 (4 )

Modern Orillia Retreat - W/ Game Room

1 9
apartment , Severn
This Severn apartment, near Lake Couchiching, is conveniently located within a 48km radius of Mount St. Louis Moonstone, Casino Rama, and Orillia.
The spacious four-bedroom, three-and-a-half-bathroom property sleeps up to ten guests and boasts a games room with a pool table, a fully equipped kitchen with BBQ, and patio, plus parking and internet access.
Cedar-view Apartment With Hot Tub (3 Bedrooms) - Orillia
10 2 reviews
Orillia
11/07 – 18/07
SG$588/nighttotal: SG$4116 (7 )

Cedar-view Apartment With Hot Tub (3 Bedrooms)

3 3
apartment , Orillia
This three-bedroom Orillia apartment, ideal for families or groups of up to six, is situated within 3.2 kilometres of Bass Lake Provincial Park, the Waterview Trail Trailhead, and Lakehead University's Orillia campus.
The self-catering flat boasts a fully equipped kitchen, a fireplace, a terrace, and access to a swimming pool, jacuzzi, and on-site water park; complimentary breakfast is also provided.
Severn Woodland - Orillia
10 8 reviews
Orillia
21/08 – 25/08
SG$691/nighttotal: SG$2764 (4 )

Severn Woodland

5 9
house , Severn
Severn Woodland Escape, a spacious house in Severn, Ontario, is located 11.6km from the Muskoka Wildlife Centre and 14.3km from the Orillia Community Centre Arena.
This 353-square-metre property sleeps 23 guests, boasting two bathrooms, a fully equipped kitchen with a dishwasher, air conditioning, free Wi-Fi, a private garden, and even a billiards table.

Frequently asked questions about holiday rentals in Orillia

  • What should a first-time visitor not miss in Orillia?

    You definitely want to visit the Orillia Museum of Art and History, take a walk around the waterfront, and maybe even catch a show at the Orillia Opera House. It's a charming town with a lot to offer.
  • What are the best Airbnb and vacation rentals in Orillia?

    Econo Lodge, Your Downtown *Hot Tub* Getaway and Beautiful Lakefront Apartment are the most popular Airbnb and vacation rentals in Orillia among travelers.

  • Which neighborhood in Orillia should you consider for a vacation rental?

    The neighbourhood around Couchiching Beach Park is a popular choice, as it's close to the waterfront and lots of amenities. You could also look at the area around the Orillia waterfront, which is right in the heart of the town.
  • What are the most popular Airbnbs in Orillia?

    Among the Airbnbs in Orillia, Your Downtown *Hot Tub* Getaway, Beautiful Lakefront Apartment and Lakeside Inn Cabin Apartment #2 are the most popular ones.

  • What are the top family-friendly attractions in Orillia?

    The Orillia Museum of Art and History has a great children's section, and the Orillia Recreation Centre has a pool and a playground. You can't go wrong with a trip to the Orillia Farmers' Market either, it's a great way to experience the local culture.
  • What are the best vacation rentals with a pool in Orillia?

    Econo Lodge, Nostalgic Farmhouse W/ Pool & Hot Tub and Casa ~ Pool ~ Fire Pit ~ Bbq are the best vacation rentals with a pool in Orillia.

  • When is the best time to book a vacation rental in Orillia?

    It's best to book a vacation rental in Orillia during the shoulder seasons, like spring or autumn, to avoid the crowds and get better prices. But if you're looking for summer fun, book early as things fill up quickly.
  • What are the best rentals for families and kids in Orillia?

    The best rentals for families and kids in Orillia are Econo Lodge, Family And Friend Gateway To Sunshine City and Davel Deluxe Garden View.

  • What events or festivals should visitors check out in and around Orillia?

    The Orillia Fair is a big one, held every August, and the Mariposa Folk Festival is another popular event. The Orillia Farmers' Market is a great way to experience the local culture, and it's held every Saturday from May to October.
  • What are the best rentals or Airbnbs with a jacuzzi in Orillia?

    The best vacation rentals or Airbnb with a jacuzzi in Orillia are Econo Lodge, Your Downtown *Hot Tub* Getaway and 5* Waterfront Retreat - A Rare Find.

  • What are the best budget-friendly activities in Orillia?

    Walking or cycling around the waterfront is free and offers beautiful views. You can also check out the Orillia Public Library for free events and programs.
  • What are the best restaurants with local dishes in Orillia?

    The Docks is a popular choice for fresh seafood, and The Olde Stone Grill serves up classic Canadian fare. For a more casual experience, you can't go wrong with a pizza at The Pizza Mill.
  • What are the best walking or cycling routes in Orillia?

    The waterfront trail is a great option for a leisurely walk or bike ride, and the Couchiching Beach Park loop is perfect for a longer ride. You can also check out the trails around the Orillia Recreation Centre.
  • Are there pet-friendly attractions in Orillia?

    Many of the parks and trails in Orillia are pet-friendly, and there are also a few dog-friendly restaurants and cafes. You can find information about pet-friendly businesses on the Orillia website.
  • What are the benefits of choosing a vacation rental in Orillia?

    Vacation rentals offer more space and privacy than a hotel, and they can be a more budget-friendly option, especially for families or groups. You also have the chance to experience life like a local.
  • What are the top sports attractions and facilities in Orillia?

    The Orillia Recreation Centre has a pool, gym, and ice rink, and there are also several golf courses in the area. The Orillia waterfront is a great place to go for a swim or a boat ride.

Destinations nearby

Best Orillia holiday rentals with a balcony

Southlake Cottage On The Lake. - Orillia
9.7 32 reviews
Orillia
26/06 – 24/07
SG$636/nighttotal: SG$17808 (28 )

Southlake Cottage On The Lake.

3 1
house , Ramara
SouthLake Cottage on The Lake is situated in Washago, just 9 kilometres from Casino Rama and 29 kilometres from Lake Muskoka, offering a peaceful retreat in a picturesque setting. This property consistently receives excellent ratings for location, cleanliness, and overall user experience.
This spacious 139 square metre cottage comfortably accommodates up to 6 guests in its three bedrooms and one bathroom. Enjoy modern amenities like a fully equipped kitchen, a washing machine, a fireplace, air conditioning, a private beach, a terrace, a garden, a spa, free Wi-Fi, and free parking.
Welcome To Severn Woodland Your Spacious Retreat In Severn Ontario - Orillia
Orillia
07/08 – 09/08
SG$1082/nighttotal: SG$2164 (2 )

Welcome To Severn Woodland Your Spacious Retreat In Severn Ontario

5 2
apartment , Amigo Beach
This five-bedroom flat in Severn, Ontario, is situated just minutes from Orillia's town centre, beach, and waterfront, offering proximity to Amigo Beach and local amenities.
With a generous floor area of 353 square meters, this property accommodates up to 14 guests with five bedrooms and two bathrooms, featuring a fully equipped kitchen, air conditioning, a terrace, garden, and parking, and is ideally located for activities including golf at Hawk Ridge Golf and Country Club and skiing at Mount St Louis Moonstone.
Lake Simcoe Waterfront Lake House - Orillia
Orillia
21/08 – 25/08
SG$1093/nighttotal: SG$4372 (4 )

Lake Simcoe Waterfront Lake House

1 9
chalet , Oro-Medonte
This Lake Simcoe waterfront lodge in Hawkestone, Oro-Medonte, offers direct access and scenic views, situated 13.4 kilometres from the Orillia Community Centre Arena and 22.5 kilometres from Casino Rama.
This family-friendly chalet boasts 260 square metres of space, accommodating up to 19 guests with three bathrooms, a fully equipped kitchen, air conditioning, a Jacuzzi, sauna, terrace, garden, bar, and complimentary WiFi, making it ideal for self-catering holidays.
Four Season Waterfront Cottage Over-the-water View - Orillia
9.6 14 reviews
Orillia
21/09 – 25/09
SG$772/nighttotal: SG$3088 (4 )

Four Season Waterfront Cottage Over-the-water View

5 6
apartment , Ramara
This charming cottage is located in Ramara, just 30 kilometres from Mount St. Louis and 10 kilometres from Casino Rama, providing easy access to both entertainment and outdoor activities. The surrounding area is a haven for nature lovers, with Lake Simcoe offering stunning water views and a peaceful atmosphere.
The cottage comfortably sleeps up to 14 guests across five bedrooms and three bathrooms. Amenities include a fully equipped kitchen, air conditioning, a terrace, a garden, and parking, making it ideal for families and groups seeking a relaxing getaway.

Best pet friendly Orillia holiday rentals

Among the 83 accommodations in Orillia, here are the 4 best pet friendly rentals

[Casa Luna]chic Lakehouse| Bbq|hottub|lakeviews - Orillia
9.8 34 reviews
Orillia
28/08 – 01/09
SG$1283/nighttotal: SG$5132 (4 )

[Casa Luna]chic Lakehouse| Bbq|hottub|lakeviews

1 7
apartment , Severn
This three-bedroom, three-bathroom lakeside property on Lake Couchiching in Orillia, approximately 240km from Toronto, offers direct lake access with a private dock, kayaks and a floating water mat.
The self-catering apartment sleeps eight adults plus a toddler, boasting a modern kitchen, game room with ping pong and arcade games, spacious lakeview deck with BBQ, and high-speed Wi-Fi.
3 Br Cottage Steps To A Sandy Beach By Lake Simcoe - Orillia
Orillia
25/09 – 27/09
SG$489/nighttotal: SG$978 (2 )

3 Br Cottage Steps To A Sandy Beach By Lake Simcoe

1 6
apartment , Ramara
This Ramara flat offers a prime location, just 200 metres from a sandy beach on Lake Simcoe and approximately 1.7 kilometres from Mara Provincial Park, with Toronto being about 200 kilometres away.
This one-bedroom rental accommodates up to six guests and features a retro interior, a large treed garden with BBQ facilities and a fire pit, air conditioning, and Wi-Fi, providing an authentic cottage experience close to local amenities.
Couchiching Lakefront Retreat
Incredible Location! - Orillia
10 92 reviews
Orillia
21/09 – 25/09
SG$638/nighttotal: SG$2552 (4 )

Couchiching Lakefront Retreat Incredible Location!

1 6
apartment , Ramara
This charming cottage is situated on the shores of Lake Couchiching, just a kilometre from the casino and a short drive from the Trans Canada Hiking Trail. It boasts excellent ratings for location, cleanliness, and user experience, making it a great choice for families and groups.
The property features five bedrooms and one bathroom, comfortably accommodating up to six guests. Enjoy the spacious living areas, well-equipped kitchen, and a host of amenities including a fire pit, kayaks, paddleboards, and a PS5 for entertainment.
Lake Front Bachelor \Nclose To All Amenities Casino Rama \Nski Hills - Orillia
Orillia
26/06 – 24/07
SG$141/nighttotal: SG$3948 (28 )

Lake Front Bachelor \Nclose To All Amenities Casino Rama \Nski Hills

1 1
apartment , Orillia
This lakeside apartment, located near Orillia, Ontario, is within 3.2 kilometres of Lake Simcoe, Tudhope Park, and the Stephen Leacock Museum.
The one-bedroom flat sleeps three guests and boasts a fully equipped kitchen, private patio, free Wi-Fi, and access to a swimming pool, jacuzzi, and garden within the building; barbecue facilities are also available on-site.
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