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.

Guest favorite
Guesthouse in Orangeville
Sunny Pines Farm Studio Tennis Court/Bruce Trail
Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.
Jun 3 – 10Individual Host,
€ 142 per night
4.96 out of 5 average rating, 309 reviews
Guest favorite
Dome in Bradford West Gwillimbury
Four season glamping dome under the stars
Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...
Nov 28 – Dec 5Individual Host,
€ 125 per night
4.98 out of 5 average rating, 198 reviews
Guest favorite
Apartment in Horning's Mills
Beautiful Riverside Country Apartment
Bright, warm and newly renovated, this 900sqft apartment, a private floor of a charming country home with separate entrance and garden patio, awaits you in Melancthon. SmartHDTV, Wifi, tranquil surroundings, and next to the Bruce Trail. Close to Shelburne, Mansfield, Creemore, and many excellent restaurants (like The Globe and Mrs Mitchels). Only 40 minutes to the Scandinave Spa, Collingwood, Blue Mountain, and Wasaga Beach. Golf Courses are close by. A perfect retreat just north of Toronto.
Oct 17 – 24Individual Host,
€ 88 per night
4.96 out of 5 average rating, 250 reviews

Popular amenities for Orangeville vacation rentals

Stay near Orangeville's top sights

Island Lake Conservation Area31 locals recommend
Walmart Orangeville Supercentre5 locals recommend
Zehrs10 locals recommend
Bluebird Café & Grill10 locals recommend
Mill Creek Pub and Restaurant6 locals recommend
Sobeys Orangeville5 locals recommend

Other great vacation rentals in Orangeville

Guest favorite
Apartment in Orangeville
Beautiful Getaway in Orangeville
Sep 4 – 11Individual Host,
€ 113 per night
5.0 out of 5 average rating, 36 reviews
Guest favorite
Guest suite in Mono
Welcome to a Sweet Suite.
May 12 – 19Individual Host,
€ 89 per night
4.98 out of 5 average rating, 64 reviews
Guest favorite
Loft in Mono
Hockley Haven
Jul 4 – 11Individual Host,
€ 109 per night
4.98 out of 5 average rating, 58 reviews
Guest favorite
Guesthouse in Mono
Mono Studio
Sep 6 – 13Individual Host,
€ 111 per night
4.94 out of 5 average rating, 83 reviews
Guest favorite
Home in Orangeville
HotTub & Private Suite - Casa Facciolo
Aug 23 – 30Individual Host,
€ 137 per night
4.96 out of 5 average rating, 55 reviews
Guest favorite
Guesthouse in Orangeville
Island Lake Guest House
May 13 – 20Individual Host,
€ 75 per night
5.0 out of 5 average rating, 25 reviews
Guest favorite
Home in Orangeville
Vibrant & Stylish 3 Bedroom Home with Free Parking
Apr 14 – 21Individual Host,
€ 162 per night
4.88 out of 5 average rating, 52 reviews
Guest favorite
Apartment in Orangeville
Quiet and Cozy
Jan 20 – 27Individual Host,
€ 104 per night
4.92 out of 5 average rating, 13 reviews
Guest favorite
Cabin in Orangeville
Hockley Valley Cozy Cottage
Feb 23 – Mar 2Individual Host,
€ 189 per night
4.98 out of 5 average rating, 63 reviews
Guest favorite
Home in Orangeville
2 BR Century Home in Downtown Orangeville
May 8 – 15Individual Host,
€ 136 per night
4.96 out of 5 average rating, 47 reviews
Guest favorite
Guest suite in Caledon
Casa Caledon-Secluded Suite Surrounded by Nature
Mar 23 – 30Individual Host,
€ 95 per night
4.98 out of 5 average rating, 84 reviews
Guest favorite
Cabin in Mansfield
High Crest Hideaway
Jul 24 – 31Individual Host,
€ 109 per night
4.9 out of 5 average rating, 30 reviews

Quick stats about vacation rentals in Orangeville

Total rentals

50 properties

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

20 properties are a good fit for families

Total number of reviews

2K reviews

Nightly prices starting at

€ 37 before taxes and fees

Frequently Asked Questions

  • Do house rentals in Orangeville have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Orangeville. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Orangeville?

    Four-legged friends are welcome in Orangeville. Choose from more than 10 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Orangeville?

    Experience the best of Orangeville with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Orangeville?

    Orangeville has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Orangeville have wireless internet?

    Absolutely! We offer over 20 house rentals with wireless internet in Orangeville. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Orangeville?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wireless internet, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Dufferin County
  5. Orangeville