Vacation rentals in Orangeville

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Orangeville

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

Guest favorite

Guesthouse in Orangeville

4.96 out of 5 average rating, 309 reviews

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 24 – Jul 1

R2,661 ZAR per night
Guest favorite

Dome in Bradford West Gwillimbury

4.98 out of 5 average rating, 201 reviews

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 17 – 24

R2,290 ZAR per night
Guest favorite

Yurt in Mono

4.98 out of 5 average rating, 225 reviews

Yurt Soaring Heart Wellness Spa

Sustainable Yurt Lodging close to the Bruce Trail. There is plenty of privacy and nature to experience our 10-acre property. We harvest and sell teas from our herb gardens. Check online at Escarpment Gardens. Enjoy a soak in the hot tub, float on our pond, practice yoga, book a massage, relax by the wood stove, or an outdoor campfire under the stars. Check massage services online : Soaring Heart Wellness Simple camp style cooking or eat at a great local restaurant within a 5 minute drive.

Jun 19 – 26

R2,130 ZAR per night

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

Guesthouse in Orangeville

4.97 out of 5 average rating, 95 reviews

A bright & stylish urban studio

Sep 25 – Oct 2

R1,302 ZAR per night
Guest favorite

Guest suite in Mono

4.98 out of 5 average rating, 64 reviews

Mayday Sale Welcome to a Sweet Suite.

Jul 10 – 17

R1,532 ZAR per night
Guest favorite

Loft in Mono

4.98 out of 5 average rating, 58 reviews

Hockley Haven

Jul 23 – 30

R2,065 ZAR per night
Guest favorite

Guesthouse in Mono

4.93 out of 5 average rating, 86 reviews

Mono Studio

Sep 11 – 18

R2,032 ZAR per night
Guest favorite

Guesthouse in Orangeville

5.0 out of 5 average rating, 25 reviews

Island Lake Guest House

Apr 2 – 9

R1,344 ZAR per night
Guest favorite

Home in Orangeville

4.88 out of 5 average rating, 52 reviews

Vibrant & Stylish 3 Bedroom Home with Free Parking

Apr 14 – 21

R2,635 ZAR per night
Guest favorite

Home in Orangeville

4.96 out of 5 average rating, 55 reviews

HotTub & Private Suite - Casa Facciolo

May 10 – 17

R2,430 ZAR per night
Guest favorite

Cabin in Orangeville

4.98 out of 5 average rating, 64 reviews

Hockley Valley Cozy Cottage

Mar 14 – 21

R3,390 ZAR per night
Guest favorite

Apartment in Orangeville

4.92 out of 5 average rating, 13 reviews

Quiet and Cozy

Jan 19 – 26

R1,844 ZAR per night
Guest favorite

Guest suite in Caledon

4.98 out of 5 average rating, 85 reviews

Casa Caledon-Secluded Suite Surrounded by Nature

Sep 16 – 23

R1,950 ZAR per night
Guest favorite

Home in Orangeville

4.92 out of 5 average rating, 64 reviews

3 BR Home with Gas Fireplace Downtown Orangeville

Jun 8 – 15

R2,950 ZAR per night
Guest favorite

Cottage in Mulmur

5.0 out of 5 average rating, 40 reviews

The Squire's Cottage

Apr 23 – 30

R1,579 ZAR per night

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

R758 ZAR 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