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Holiday Rentals in Orangeville

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Orangeville holiday rentals

A modern kitchen with a wooden countertop, stainless steel appliances, and a ceiling fan.

1. Beautiful Home at 446 Frank & Fourth

Beautiful Home at 446 Frank & Fourth
Sharon
9.0 out of 10, Wonderful, (32 reviews)
"This home was clean and close to everything we needed for our wedding weekend. Instructions for check in and out were clear. Lovely home and highly recommend! "
United States
Aaron M.
The price is €192
includes taxes & fees
20 Sept - 21 Sept
Beautiful Home at 446 Frank & Fourth
A living room with a sofa, coffee table, and dining table with chairs. There are large windows and a view of the outdoors.

2. Minutes from Pymatuning, Cabin by the Pond

Minutes from Pymatuning, Cabin by the Pond
Williamsfield
9.6 out of 10, Exceptional, (58 reviews)
"beautiful location, very comfortable beds and furniture."
United States
Dennis and Christine W.
The price is €137
includes taxes & fees
10 Sept - 11 Sept
Minutes from Pymatuning, Cabin by the Pond
A parking area with a red vehicle, surrounded by trees and covered with fallen leaves.

3. 50/30 amp all weather campground site #2 full hook up

50/30 amp all weather campground site #2 full hook up
Masury
9.0 out of 10, Wonderful, (2 reviews)
"This was a quiet spot, it was level and electric availability was great.Only issues and really not a show stoppers was,1) A lot of tree cover so starlink didn’t work.2) was muddy around the parking area. I’m sure that will change as the site matures."
United States
stephen j.
50/30 amp all weather campground site #2 full hook up
A white house with a green door, a yellow door, and a porch with a chair.

4. Apt A The Yellow Shuttered House

Apt A The Yellow Shuttered House
Sharon
9.2 out of 10, Wonderful, (5 reviews)
"Great value and very convenient for my visit to the area."
United States
MARK
The price is €167
includes taxes & fees
1 Oct - 2 Oct
Apt A The Yellow Shuttered House
A rustic cabin surrounded by tall trees in a forested area.

5. Cabin in the woods. Minutes to Pymatuning Lake.

Cabin in the woods. Minutes to Pymatuning Lake.
Williamsfield
9.6 out of 10, Exceptional, (45 reviews)
"A perfect place to get away. Host was organized, friendly, and concerned for the comfort and enjoyment of her guests.Will return in the future"
United States
Thomas J.
The price is €128
includes taxes & fees
7 Sept - 8 Sept
Cabin in the woods. Minutes to Pymatuning Lake.
A porch with a white railing, a green door, and yellow trim.

6. The Yellow-Shuttered House apt B

The Yellow-Shuttered House apt B
Sharon
10.0 out of 10, Exceptional, (6 reviews)
"The property was well kept up and pet friendly! And I will definitely stay here again when I'm in the area.. The host went on and above to make sure I had everything for a great stay.. "
United States
Matthew B.
The price is €179
includes taxes & fees
5 Oct - 6 Oct
The Yellow-Shuttered House apt B
A white brick building with a blue door and a 'WELCOME' sign. There is a small round table with a potted plant and two red metal chairs.

7. White Brick Inn in Pymatuning National Park

White Brick Inn in Pymatuning National Park
Jamestown
9.8 out of 10, Exceptional, (147 reviews)
"Only stayed one night to fish a tournament, very comfortable, clean , convenient. "
United States
Sharon M.
The price is €118
includes taxes & fees
8 Sept - 9 Sept
White Brick Inn in Pymatuning National Park
A parking area with a gravel surface and scattered fallen leaves.

8. Campground in Masury 50 Amp full hook up sewer and water for all weather camping

Campground in Masury 50 Amp full hook up sewer and water for all weather camping
Masury
5.0 out of 10, (2 reviews)
"POORLY MARKED WHERE TO ENTER PROPERTY.BRIDGE ENTERING PROPERTY VERY QUESTIONABLE THE METAL GRADING FELT LIKE IT WAS GOING TO COLLASPE.WATER HAD A MILKY LOOK EVEN WITH WATER FILTERWIFI NEVER WORKED!!!TOOK MY LOSSES AND LEFT AFTER ONE NIGHTWOULD NOT RECOMMEND"
United States
Emery C.
Campground in Masury 50 Amp full hook up sewer and water for all weather camping
A kitchen with white cabinets, a wooden countertop, and a backsplash.

9. Private house 1 bedroom 1 bath ground-floor

Private house 1 bedroom 1 bath ground-floor
Warren
9.4 out of 10, Exceptional, (3 reviews)
"Everything was amazing...the property was as described. The host and property manager were very approachable and responded quickly when needed. Fanny, the property manager is a treasure! We felt very comfortable and safe. Would definitely stay here again. The only thing I'd say would be to provide a light for the backyard area. Thank you so much for being exceptional hosts!Kathy & Mark "
United States
KATHLEEN W.
The price is €125
includes taxes & fees
8 Sept - 9 Sept
Private house 1 bedroom 1 bath ground-floor
A room with a round mirror, a desk with a small plant, a floor lamp, and a potted plant.

10. Apt 2 The Mod Squad

Apt 2 The Mod Squad
Masury
9.4 out of 10, Exceptional, (3 reviews)
"Clean, comfortable, lavish bathroom, "
United States
William
The price is €187
includes taxes & fees
7 Oct - 8 Oct
Apt 2 The Mod Squad

11. Selah Studio @ Agape Aldea | Peaceful Country Escape

Selah Studio @ Agape Aldea | Peaceful Country Escape
Jamestown
10.0 out of 10, Exceptional, (1 review)
"The cottage was very cute and I would definitely stay again! It such a cute little place to get away too!"
United States
Hanah B.
The price is €273
includes taxes & fees
8 Sept - 9 Sept
Selah Studio @ Agape Aldea | Peaceful Country Escape
A compact kitchen with a sink, stove, microwave, and cabinets.

12. Cozy 1-bedroom Camper on the lake with AC in adorable Cortland.

Cozy 1-bedroom Camper on the lake with AC in adorable Cortland.
Cortland
9.6 out of 10, Exceptional, (4 reviews)
"My wife’s in rehab in Warren and hopefully can recheck back in with returning customer discount.!"
United States
Robert K.
The price is €125
includes taxes & fees
29 Sept - 30 Sept
Cozy 1-bedroom Camper on the lake with AC in adorable Cortland.
A deck with a view of a grassy area and trees.

13. Cozy Lake House near Pymatuning Lake

Cozy Lake House near Pymatuning Lake
Jamestown
9.6 out of 10, Exceptional, (57 reviews)
"Perfect location, beautiful home. "
United States
Ashley C.
The price is €222
includes taxes & fees
9 Sept - 10 Sept
Cozy Lake House near Pymatuning Lake
A modern living room with a grey sofa, a coffee table, and brown leather chairs.

14. Charming 3-bedroom house with WiFi, and AC.

Charming 3-bedroom house with WiFi, and AC.
Farrell
10.0 out of 10, Exceptional, (6 reviews)
"Very nice for what we needed."
United States
Sam S.
The price is €310
includes taxes & fees
30 Sept - 1 Oct
Charming 3-bedroom house with WiFi, and AC.

15. Private Studio unit

Private Studio unit
Warren
8.4 out of 10, Very good, (9 reviews)
"Easy great place thank you "
United States
Joy M.
The price is €105
includes taxes & fees
8 Sept - 9 Sept
Private Studio unit
A cabin with a deck, two lounge chairs, and a small table.

16. Tiny Haven

Tiny Haven
Kinsman
10.0 out of 10, Exceptional, (33 reviews)
"The property was beautiful, the host was very generous and sweet, and it was overall, just a nice and relaxing place to get away from it all."
United States
Victor H.
The price is €197
includes taxes & fees
29 Sept - 30 Sept
Tiny Haven

17. Bethel Bungalow @ Agape Aldea | Cozy Cabin Sleeps 4

Bethel Bungalow @ Agape Aldea | Cozy Cabin Sleeps 4
Jamestown
The price is €262
includes taxes & fees
14 Sept - 15 Sept
Bethel Bungalow @ Agape Aldea | Cozy Cabin Sleeps 4
A bedroom with a bed, patterned pillows, a painting of the ocean, a nightstand with a lamp, and a small table with a lamp.

18. Woodland Oasis Cabin Apartment

Woodland Oasis Cabin Apartment
Youngstown
9.6 out of 10, Exceptional, (47 reviews)
"The whole property is just perfect for our every need but our host definitely goes above and beyond accommodating her guest! "
United States
Amanda B.
The price is €107
includes taxes & fees
30 Sept - 1 Oct
Woodland Oasis Cabin Apartment
A wooden cabin with a porch, two chairs, a bear sculpture, and a welcome sign.

19. Romantic Cozy (heated/AC) clean cabin near Ohio side Pymatuning Lake

Romantic Cozy (heated/AC) clean cabin near Ohio side Pymatuning Lake
Andover
9.8 out of 10, Exceptional, (93 reviews)
"Great place to stay and would highly recommend!"
United States
Michael M.
The price is €232
includes taxes & fees
7 Sept - 8 Sept
Romantic Cozy (heated/AC) clean cabin near Ohio side Pymatuning Lake
A living room with a sofa, two armchairs, a coffee table, a fireplace, and a large window.

20. PA Country Colonial (1870 Historic on 5 Acres)

PA Country Colonial (1870 Historic on 5 Acres)
Hempfield Township
10.0 out of 10, Exceptional, (1 review)
The price is €366
includes taxes & fees
21 Sept - 22 Sept
PA Country Colonial (1870 Historic on 5 Acres)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Orangeville Hotel Reviews

Towneplace Suites By Marriott Youngstown North

Towneplace Suites By Marriott Youngstown North

10/10 Excellent
"The hotel was very beautiful. I would definitely stay there again."
Deborah 1-night trip
Posted less than an hour ago
Towneplace Suites By Marriott Youngstown North

Find out more about Orangeville

Everything you need to know about Orangeville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Orangeville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Orangeville holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Orangeville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orangeville. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Orangeville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Orangeville holiday rentals we have selected for you start as low as €118 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Orangeville rentals

At Expedia, we put the best Orangeville holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Orangeville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Orangeville holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Orangeville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Orangeville?

Yes, there are holiday rentals close to the most popular sights in Orangeville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Orangeville has to offer?

Cozy 3-Bedroom Retreat with Hot Tub near Pymatuning Lake & Snodgrass Boat Launch: This holiday home rental outside of Orangeville offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

What can I see and do in Orangeville?

Explore the area and family-friendly sights such as Daffin's Candies, or get out into nature at a spot like Buhl Park. Sharon Speedway and Thiel College are a couple of places you'll find in the wider area.

What are holiday rentals like in Orangeville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Orangeville. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for family trips.