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Vacation rentals in Orangeville

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Top-rated vacation rentals in Orangeville

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

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Rental unit in Downtown Toronto

4.93 out of 5 average rating, 15 reviews

Ambient Vibe Downtown | CN Tower + Lake View Condo

The most exclusive condo where you can set the vibe by changing all the lights to your favourite colour. The perfect getaway and a home away from home. Immerse yourself in this two bedroom, two washroom Airbnb, with the perfect view of the CN Tower, lake and city skyline from the private balcony. Enjoy one of the only rooftop pools/terrace with unparalleled views of the city and cabanas/sun beds available to all guests, with everything you need to make your stay exceptional. Best location in TO

Place to stay in Mulmur

5 out of 5 average rating, 46 reviews

Former Country Pub. Ski Season Beauty!

Enjoy the natural beauty surrounding this historic getaway. Former pub in century-old stone home with gorgeous private patio and original walnut bar. Easy access from Toronto but you'll feel miles away from everything. Minutes away from skiing, fishing, Bruce Trail and Creemore shopping. 30 minutes to Collingwood/Blue Mountain and Wasaga Beach. Many luxury touches: heated floors and rainfall showers in both bathrooms, 10 jet Jacuzzi tub, chef's kitchen, coffee/tea station, work spaces and more!

Serviced apartment in New Lowell

5 out of 5 average rating, 10 reviews

Lake house

Welcome to our stunning 24 acres property featuring a 7-acre pond, surrounded by natural beauty. The modern lower level offers 1800 square feet of space, including 2 spacious bedrooms and 6 sleeping spaces. With a walkout design, the lower level is filled with natural light and provides utmost privacy. Experience the perfect blend of comfort and serenity as you enjoy the amenities, including a well-equipped kitchenette, a spacious living and dining area, a full fridge, an outdoor fire pit.

Home in Barrie

4.85 out of 5 average rating, 26 reviews

NEW! Unbeatable Deal! Spacious 4bd home Sleeps 10

Enjoy your home away from home with the whole family nestled in a serene, tree-lined neighborhood in Barrie. This spacious four-bedroom invites you to savor the epitome of comfort and convenience. Picture yourself unwinding in the spacious living areas and relishing the harmony of a peaceful retreat, all while being just minutes away from the beach, shopping malls, and various eateries. Free parking for 2 vehicles included all year round. Street parking free from April to November yearly.

Cottage in Innisfil

4.94 out of 5 average rating, 191 reviews

Utopia Villa and Spa

Welcome to Utopia where you will make amazing long lasting memories with your family and friends. Just minutes from the beach, grocery stores, gas stations, and anything else you can need. There is so much to do here that you will never want to leave! Imagine a day full of good food by the fireplace, a dip in the hot tub, relaxing in the sauna and playing in the game room. Treat yourself with a stay! House rule: No smoking/eating in hot tub. Breaking this rule will result in $500 fine.

Home in Gilford

5 out of 5 average rating, 35 reviews

Newly Built Luxurious 5-Bedroom Lake House

Quiet Community. No loud parties allowed! 45 mins from Toronto, Beautiful Lake Views. Luxurious home with high end finishes. Top of the line appliances. Work from home space with exquisite lake views. All the amenities. Spa like area, featuring equipped gym, an infrared sauna. Games room which includes pool, air hockey and ping pong. Hot Tub facing lakeside. Camp Fire with chairs. Paddle Boat, Canoe and Paddle Board and Lawn games. Quiet time begins at 11:00 pm. (Innisfil Noise By-Law)

Home in Utopia

4.94 out of 5 average rating, 31 reviews

Serene Escape: A Nature Getaway

Escape to our secluded woodland oasis, where privacy and tranquility reign supreme. Our tastefully furnished cottage boasts modern chic décor with all-new furniture, making it the ultimate nature lover's retreat. Discover nearby attractions, including the sands of Wasaga Beach, just 30 minutes away, or hit the slopes at Snow Valley Ski Resort, only 15 minutes drive. Enjoy complete relaxation, surrounded by trees and birds, and take a dip in the pool, available from June to September.

Cottage in Flesherton

4.81 out of 5 average rating, 53 reviews

Lake Eugenia Oasis, Private,Quiet,Retreat

Special offer!! Stay and ski at a private club Thursday and Friday with a 2 night stay, ask for details! Private cottage all to yourself in the heart of the Grey Highlands steps from Lake Eugenia. Peaceful, secluded acreage property featuring 3 bedrooms, 1.5 bathrooms with a balcony off the primary bedroom. The area is a Mecca for paddle boarding, kayaking, cycling, hiking and many outdoor activities. A short drive to dining in Thornbury & Collingwood.

Cottage in Burlington

4.84 out of 5 average rating, 96 reviews

The Pearl Lodge

Almost 1 acre of land for you and your family to enjoy Free parking on premises Beautiful 4 bedroom cottage Comfortably sleeps 10 people Enjoy mini golf, pool table, and table tennis Open concept lounge and sitting area BBQ and firepit available for your use Walkout to deck with beautiful view of massive backyard Covered patio Soccer/Volley ball available upon request Located within minutes to trails, Lake Ontario, shopping and much more.

Rental unit in Barrie

4.91 out of 5 average rating, 64 reviews

The Chieftain Suite

New apartment in the heart of Barrie! A short 5 minute drive to the beach, fantastic restaurants, and shopping at Park Place. Features a full kitchen with stainless steel appliances, large TV with Prime, and a fireplace outside for those chilly evenings. Perfect for business trips, romantic getaways, or relaxing nights away from home. Pull out couch that turns into a bed for extra guests!

Cottage in Georgina

4.88 out of 5 average rating, 116 reviews

Modern 4-bedroom Lakefront Cottage with Sauna

Bright and airy lakefront cottage in a popular upscale location by lake Simcoe. Open concept layout on the main floor and lot shape give you breathtaking lake views from almost anywhere in the house. Comfortable custom furniture, amazing decor and functional kitchen with everything you need make this place incredible for short or long time stay.

Rental unit in Downtown Toronto

4.83 out of 5 average rating, 23 reviews

Unbeatable views & location 2BD/2BTH w parking

Welcome to our stunning lower penthouse in the heart of downtown Toronto. This 2-bedroom, 2-bathroom suite offers incredible views that will take your breath away. The space is designed to comfortably accommodate up to 5 guests, making it perfect for families, friends, or business travellers.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Orangeville vacation rentals

Free parking on premises

Air conditioning

Stay near Orangeville's top sights

Island Lake Conservation Area31 locals recommend

Theatre Orangeville23 locals recommend

Forage Restaurant13 locals recommend

Zehrs10 locals recommend

Bluebird Café & Grill10 locals recommend

Galaxy Cinemas9 locals recommend

Other great vacation rentals in Orangeville

Rental unit in Downtown Toronto

4.98 out of 5 average rating, 40 reviews

Lux Downtown Suite: CN Tower Views w/ Parking

Home in East York

5 out of 5 average rating, 25 reviews

Spacious Family Home surrounded by nature

Rental unit in Downtown Toronto

4.76 out of 5 average rating, 34 reviews

Stylish Condo Heart of Downtown

Rental unit in Fort York

4.87 out of 5 average rating, 23 reviews

Luxury Penthouse with Panoramic Views

Cabin in Holstein

4.99 out of 5 average rating, 93 reviews

Kettle Creek Cabin

Rental unit in Downtown Toronto

5 out of 5 average rating, 15 reviews

Bright & Spacious condo+Free Parking

Townhouse in Mimico

4.92 out of 5 average rating, 13 reviews

Modern Toronto Townhome by the Lake - Free Parking

Home in Scarborough

4.91 out of 5 average rating, 35 reviews

"Home Sweet Home"

Quick stats about vacation rentals in Orangeville

Total rentals
60 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
2.6K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Frequently Asked Questions

How much does it cost to stay in house rentals in Orangeville?
Experience the best of Orangeville with our house 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 house rentals with a dedicated workspace in Orangeville?
Yes! Work meets play with ease at over 10 house rentals in Orangeville featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Orangeville have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Orangeville. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly house rentals in Orangeville?
Four-legged friends are welcome in Orangeville. Choose from more than 10 house rentals for guests traveling with pets.
Are there family-friendly house rentals in Orangeville?
Orangeville has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Orangeville have wireless internet?
Absolutely! We offer over 30 house rentals with wireless internet in Orangeville. Enjoy a tailored experience with all the comforts you desire.

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