Vacation rentals in Orillia

Best vacation rentals and Airbnb offers in Orillia

Quite in Nature

Apartment, Orillia

Quite in Nature is a apartment in Orillia, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Quite in Nature

Quite in Nature is a apartment in Orillia, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, parking, and paid parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $833.

From$93/night

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Happyland Inn

Guest House, Orillia

Happyland Inn is a guest house in Orillia, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Happyland Inn

Happyland Inn is a guest house in Orillia, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $893.

From$113/night

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Lovely Getaway in Nature

Apartment, Orillia

Lovely Getaway in Nature is a apartment in Orillia, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Lovely Getaway in Nature

Lovely Getaway in Nature is a apartment in Orillia, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, parking, free parking, fireplace, and washer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $822.

From$117/night

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Hillside Haven: Carriage Club Resort Retreat

Apartment, Orillia

Hillside Haven: Carriage Club Resort Retreat is a apartment in Orillia, with pool access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Hillside Haven: Carriage Club Resort Retreat

Hillside Haven: Carriage Club Resort Retreat is a apartment in Orillia, with pool access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,247.

From$146/night

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Waterfront vacation rentals in Orillia

Discover vacation rentals close to the coast, water, and beach areas around Orillia.

Oasis Family Cottage-Getaways Home in Shanty Bay, ON

Condo, Orillia

Oasis Family Cottage-Getaways Home in Shanty Bay, ON is a condo in Orillia, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for…

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About Oasis Family Cottage-Getaways Home in Shanty Bay, ON

Oasis Family Cottage-Getaways Home in Shanty Bay, ON is a condo in Orillia, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and pet friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,341.

From$334/night

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ENJOY ENTIRE WATERFRONT COTTAGE EXPERIENCE!

Holiday Home, Orillia

ENJOY ENTIRE WATERFRONT COTTAGE EXPERIENCE! is a holiday home in Orillia, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About ENJOY ENTIRE WATERFRONT COTTAGE EXPERIENCE!

ENJOY ENTIRE WATERFRONT COTTAGE EXPERIENCE! is a holiday home in Orillia, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, beachfront, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,488.

From$355/night

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Lakeside Escape 3-Bedroom Bungalow with a Hot Tub

Holiday Home, Orillia

Lakeside Escape 3-Bedroom Bungalow with a Hot Tub is a holiday home in Orillia, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Lakeside Escape 3-Bedroom Bungalow with a Hot Tub

Lakeside Escape 3-Bedroom Bungalow with a Hot Tub is a holiday home in Orillia, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,996.

From$428/night

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Amazing fully upgraded 3 bedroom+ new furniture, 1 full bath lake property

Holiday Home, Orillia

Amazing fully upgraded 3 bedroom+ new furniture, 1 full bath lake property is a holiday home in Orillia, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Amazing fully upgraded 3 bedroom+ new furniture, 1 full bath lake property

Amazing fully upgraded 3 bedroom+ new furniture, 1 full bath lake property is a holiday home in Orillia, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,218.

From$460/night

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Family-friendly vacation rentals in Orillia

Plan a trip with stays that give families more room to spread out.

Cozy Victorian home on Main street! 1 min to main strip and 5 min to ski resort!

Holiday Home, Orillia

Cozy Victorian home on Main street! 1 min to main strip and 5 min to ski resort! is a holiday home in Orillia, with pet-friendly space and kitchen access. This stay gives travelers a…

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About Cozy Victorian home on Main street! 1 min to main strip and 5 min to ski resort!

Cozy Victorian home on Main street! 1 min to main strip and 5 min to ski resort! is a holiday home in Orillia, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, kitchen, with kitchen, and kids friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,713.

From$245/night

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Muskoka cottage with hot tub just 1.5 hours from Toronto. Close to ski hills.

Cottage, Orillia

Muskoka cottage with hot tub just 1.5 hours from Toronto. Close to ski hills. is a cottage in Orillia, with kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Muskoka cottage with hot tub just 1.5 hours from Toronto. Close to ski hills.

Muskoka cottage with hot tub just 1.5 hours from Toronto. Close to ski hills. is a cottage in Orillia, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, kitchen, with kitchen, kids friendly, and kid friendly videos or books.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,116.

From$302/night

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Horseshoe Valley Farm Cottage

Holiday Home, Orillia

Horseshoe Valley Farm Cottage is a holiday home in Orillia, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Horseshoe Valley Farm Cottage

Horseshoe Valley Farm Cottage is a holiday home in Orillia, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,329.

From$333/night

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Lake Simcoe Lakefront

Cottage, Orillia

Lake Simcoe Lakefront is a cottage in Orillia, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Lake Simcoe Lakefront

Lake Simcoe Lakefront is a cottage in Orillia, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $4,271.

From$610/night

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Pet-friendly vacation rentals in Orillia

Bring your pet along with stays that welcome four-legged travelers.

Carriage Studio Retreat

Apartment, Orillia

Carriage Studio Retreat is a apartment in Orillia, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Carriage Studio Retreat

Carriage Studio Retreat is a apartment in Orillia, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,048.

From$150/night

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Country Retreat Horseshoe Valley

Condo, Orillia

Country Retreat Horseshoe Valley is a condo in Orillia, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Country Retreat Horseshoe Valley

Country Retreat Horseshoe Valley is a condo in Orillia, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,194.

From$171/night

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Cozy Studio suite Retreat Escape

Apartment, Orillia

Cozy Studio suite Retreat Escape is a apartment in Orillia, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Cozy Studio suite Retreat Escape

Cozy Studio suite Retreat Escape is a apartment in Orillia, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, kitchen, with kitchen, and gym.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,194.

From$171/night

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❤ Cedar-View Apartment with Hot Tub (3 Bedrooms) ❤

Apartment, Orillia

❤ Cedar-View Apartment with Hot Tub (3 Bedrooms) ❤ is a apartment in Orillia, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About ❤ Cedar-View Apartment with Hot Tub (3 Bedrooms) ❤

❤ Cedar-View Apartment with Hot Tub (3 Bedrooms) ❤ is a apartment in Orillia, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, pet friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,900.

From$557/night

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Vacation rentals with a pool in Orillia

Add a pool to the search when you want an easy place to cool off between outings.

Furnished studio in Country Carriage Club - Oro

Apartment, Orillia

Furnished studio in Country Carriage Club - Oro is a apartment in Orillia, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Furnished studio in Country Carriage Club - Oro

Furnished studio in Country Carriage Club - Oro is a apartment in Orillia, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, and gym.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,039.

From$148/night

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Luxurious Studio with King Bed with Heated Pool

Apartment, Orillia

Luxurious Studio with King Bed with Heated Pool is a apartment in Orillia, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Luxurious Studio with King Bed with Heated Pool

Luxurious Studio with King Bed with Heated Pool is a apartment in Orillia, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and gym.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,153.

From$165/night

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Cozy king bed Suite/pullout couch. Pool on grounds

Condo, Orillia

Cozy king bed Suite/pullout couch. Pool on grounds is a condo in Orillia, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cozy king bed Suite/pullout couch. Pool on grounds

Cozy king bed Suite/pullout couch. Pool on grounds is a condo in Orillia, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, gym, and dryer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,168.

From$167/night

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Hillside Haven: Serene Studio Retreat for 4

Apartment, Orillia

Hillside Haven: Serene Studio Retreat for 4 is a apartment in Orillia, with pool access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring…

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About Hillside Haven: Serene Studio Retreat for 4

Hillside Haven: Serene Studio Retreat for 4 is a apartment in Orillia, with pool access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,188.

From$170/night

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Vacation rentals with parking in Orillia

Find vacation rentals that make arriving by car easier.

Modern, fully renovated Studio!

Apartment, Orillia

Modern, fully renovated Studio! is a apartment in Orillia, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Modern, fully renovated Studio!

Modern, fully renovated Studio! is a apartment in Orillia, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, gym, parking, free parking, and ac.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,076.

From$154/night

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Studio-King Bed with Queen Pullout

Apartment, Orillia

Studio-King Bed with Queen Pullout is a apartment in Orillia, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Studio-King Bed with Queen Pullout

Studio-King Bed with Queen Pullout is a apartment in Orillia, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, gym, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,104.

From$158/night

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Spacious Hideaway in Nature

Apartment, Orillia

Spacious Hideaway in Nature is a apartment in Orillia, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Spacious Hideaway in Nature

Spacious Hideaway in Nature is a apartment in Orillia, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,190.

From$170/night

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King Studio Suite – Sauna, heated Pool

Condo, Orillia

King Studio Suite – Sauna, heated Pool is a condo in Orillia, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About King Studio Suite – Sauna, heated Pool

King Studio Suite – Sauna, heated Pool is a condo in Orillia, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, gym, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,238.

From$177/night

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