
Holiday rentals in Orangeville
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Top-rated holiday rentals in Orangeville
Guests agree: these stays are highly rated for location, cleanliness and more.
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Popular amenities for Orangeville holiday rentals
Other great holiday rentals in Orangeville
Superhost

Home in Brampton
4.75 out of 5 average rating, 4 reviewsMy Charming Getaway
MichelleRating, 5 stars8 months ago
The unit was as described in the ad. Very clean and well maintained. The host followed up to ensure we were checked in ok and she always responded in a timely manner. .
Guest favourite

Townhouse in The Blue Mountains
4.96 out of 5 average rating, 104 reviewsLuxury Vacation Home at Blue Mountain Village
RachelRating, 5 stars2 months ago
This was a beautiful place with great views, only a 5 minute walk away from the village. It was clean with an organized bathroom and kitchen amenities. We weren’t missing anything. There was a nice fireplace with a lot of board games. Super cozy, and a great place to take photos. You also had access to a shared hot tub. Sometimes other people got rowdy at the hot tub, but that is to be expected. Overall this is a great place for families or get togethers for skiers and people that like great restaurants and social events. Thanks, Adam!
Guest favourite

Townhouse in Richmond Hill
5 out of 5 average rating, 12 reviewsCheerful 3 bedrooms townhouse
SabrinaRating, 5 stars7 months ago
Great airbnb - would recommend! Stayed for 8 months and was good for our family with two small kids! Three large bedrooms (one in basement) and one office upstairs, all amenities were provided - plenty of kitchen utensils, plates, lots of baby things (high chair, brezza maker, safety gates), and well stocked. The location is nice - close to a huge park and community center with library and swimming pool (across one major road only!) and nice trail right behind. Close to Costco (7-8 mins) and lots of good restaurants within 10-15 mins drive :) ravine lot at the back so lots of privacy! Host, Eva, was super responsive and replied quickly, whenever there was any issues she replied asap, and was clear in all her instructions! Beautiful spacious airbnb , three floors and one basement , would recommend for any family !
Superhost

Home in Owen Sound
5 out of 5 average rating, 22 reviewsBeautiful Timber Frame Home on Stunning 100 Acres
SimranRating, 5 stars9 months ago
Natalie’s stay was amazing! We went with a group of friends for our annual cottage trip and her place is amazing! The property is beautiful and has so much to offer, we were able to enjoy the lake in the back as well as the fire fit. Inside is also very nicely designed and is great to seat a large number of people, it feels very homey :) Definitely would recommend!!
Top guest favourite

Apartment in The Blue Mountains
5 out of 5 average rating, 14 reviewsModern Wintergreen Home, Steps to BM Village
IllyaRating, 5 stars1 month ago
One of the most luxury places near Blue Mountain that we've seen. You can tell the owners put a lot of money and thought into the place. Would highly recommend staying here.
Top guest favourite

Cabin in Holstein
4.99 out of 5 average rating, 109 reviewsKettle Creek Cabin
AlanRating, 5 stars3 weeks ago
This was our second time staying in Emily's cabin, and certainly not the last! The place was quiet, private, and with a rustic charm that was perfect for a group of admittedly very nerdy adults looking for a place to spend a weekend playing medieval fantasy tabletop roleplaying games. The place was quaint, clean, well stocked with supplies, very spacious, and Emily was very responsive if we needed anything. Though, as repeat customers, we needed very little. Thanks Emily, and with any luck, we'll be back soon.
Superhost

Villa in Burlington
4.66 out of 5 average rating, 38 reviewsGrand Villa Estate
SamanthaRating, 5 stars7 months ago
Huge beautiful space. Very clean. Host was excellent and very responsive and respectful. Would stay here again.
Superhost

Home in Midtown
4.7 out of 5 average rating, 93 reviewsStunning Bright 2+ Bdrm Luxury w/Free Parking
John And IlsaRating, 5 stars3 months ago
This is our second time staying here, and Arti's place was perfect for our group of 3 adults, a toddler and a baby. The Beltway proved to be a wonderful alternative to walking on icy sidewalks our first evening and had a wonderful peaceful ambiance as opposed to roads and traffic. The place is exactly as advertised and we would not hesitate to stay here again.
Quick stats about holiday rentals in Orangeville
Total rentals
50 properties
Nightly prices starting at
£15 before taxes and fees
Total number of reviews
2.8K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
- Niagara Falls Holiday rentals
- Grand River Holiday rentals
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- Niagara Falls Holiday rentals
- Buffalo Holiday rentals
- Niagara-on-the-Lake Holiday rentals
- Muskoka Lakes Holiday rentals
- Mississauga Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Yurt Rentals United States
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- Blue Mountain Village
- Budweiser Stage
- Port Credit
- Horseshoe Resort
- University of Toronto
- The Danforth Music Hall
- Metro Toronto Convention Centre
- Exhibition Place
- CF Toronto Eaton Centre
- Toronto Zoo
- TPC Toronto at Osprey Valley
- Royal Woodbine Golf Club
- Snow Valley Ski Resort
- Whistle Bear Golf Club
- Massey Hall
- Harbourfront Centre
- Yonge-Dundas Square
- Osler Bluff Ski Club
- Trinity Bellwoods Park
- Royal Ontario Museum
- Royal Alexandra Theatre