Orland Holiday Rentals

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Holiday Rentals in Orland

Recently renovated country cottage, 2.5 miles from Shipshewana
10.0 out of 10, Exceptional, (202)
"One of the best we have rented!"
The price is AU$279
includes taxes & fees
27 Aug - 28 Aug
Recently renovated country cottage, 2.5 miles from Shipshewana
Rest, Relax and Reboot...pet friendly
9.6 out of 10, Exceptional, (108)
"It was a beautiful property right on a lake, we enjoyed our stay immensely and I wish we could’ve stayed longer. I loved that there were kayaks available, and the wooded setting. The house itself was very nice and cozy, with a great selection of dvds. We saw a hummingbird flying around the back patio. It was just a very quiet and peaceful setting, which is exactly what I wanted. "
Rest, Relax and Reboot...pet friendly
Live & Love Life on the Lake!
9.8 out of 10, Exceptional, (29)
"Last minute trip, loved the cottage! Very well furnished with all needs for a comfortable stay. Hope to stay again next summer!!"
The price is AU$399
includes taxes & fees
23 Aug - 24 Aug
Live & Love Life on the Lake!
Cozy ‘Haven of Rest’ Home w/ Amish Country Views!
10.0 out of 10, Exceptional, (46)
"We had an amazing time. This was one of the best places that we stayed. We started feeling relaxed as soon as we pulled into the driveway. Very calm and inviting environment. Owners were amazing. We enjoyed bonfires every night, feeding the fish and gigantic turtle, seeing and listening to wildlife. The house and property are beautiful. We will be coming back again. "
Cozy ‘Haven of Rest’ Home w/ Amish Country Views!
Emma's Place
10.0 out of 10, Exceptional, (32)
"This is the second time we have stayed at Emma's place and we continue to enjoy it! We appreciate the location, cleanliness, and overall communication and professionalism from the Hosts. The kids especially loved the toys and books! The porch swing was a great place to watch the morning thunderstorm with a cup of coffee. Can't wait to stay again next year!"
The price is AU$470
includes taxes & fees
26 Aug - 27 Aug
Emma's Place
Davis Street Shipshewana
10.0 out of 10, Exceptional, (56)
"Close to shops & restaurants. "
The price is AU$307
includes taxes & fees
23 Aug - 24 Aug
Davis Street Shipshewana
Serene Lake/Fishing Retreat w/outdoor hot tub and indoor Jaccuzzi
10.0 out of 10, Exceptional, (73)
"House was great for my girlfriend and I, very quiet and relaxing. Fishing was great. Would highly recommend. "
Serene Lake/Fishing Retreat w/outdoor hot tub and indoor Jaccuzzi
Charming Lake Cottage! Close to Shipshewana, Clean Lake, Boat Rentals
9.8 out of 10, Exceptional, (36)
"Perfect cottage for our weekend away. Super clean. Great little lake for kayaking."
Charming Lake Cottage! Close to Shipshewana, Clean Lake, Boat Rentals
Cozy Lake House On The Channel With Access To 5 Lakes!
9.8 out of 10, Exceptional, (24)
"good spot to stop. Nice yard"
The price is AU$431
includes taxes & fees
26 Aug - 27 Aug
Cozy Lake House On The Channel With Access To 5 Lakes!
Secluded Riverside Log Home in Southern Michigan
10.0 out of 10, Exceptional, (72)
"Nice Place"
Secluded Riverside Log Home in Southern Michigan
HUGE 5 Bedroom Lake House Retreat On Crooked Lake
9.6 out of 10, Exceptional, (72)
"This is the second Time we have stayed at this property and we enjoyed it just as much this time as the first time. The house is perfect for a large family and the lake is beautiful and not too crowded. We will be back!!"
HUGE 5 Bedroom Lake House Retreat On Crooked Lake
Newly Remodeled Cabin Steps from Sylvan Lake
10.0 out of 10, Exceptional, (28)
"We had a wonderful time enjoying this home and the lake. Everything is very clean, there is a lot that is thoughtfully provided, and the owner is very responsive to messages. Thank you for a relaxing trip!"
Newly Remodeled Cabin Steps from Sylvan Lake
Full House on the Lake with Free kayaks, paddleboats and a fishing boat.
9.6 out of 10, Exceptional, (65)
"We had a short stay but it was more than we could have hoped for! This property is clean, quiet, great communication with the hosts and worth booking! We will stay here again!"
The price is AU$448
includes taxes & fees
13 Sept - 14 Sept
Full House on the Lake with Free kayaks, paddleboats and a fishing boat.
Three Swans Lakehouse: Cozy lakefront cottage open year-round
9.0 out of 10, Wonderful, (19)
"Our stay was cut short due to travel issues and owing to weather b4 we arrived, the lake level was elevated. We enjoyed the lake house, the view and the local area (Colon). Would have liked to have time on the lake - maybe next time."
Three Swans Lakehouse: Cozy lakefront cottage open year-round
Beautiful Lake home on Morrison Lake; Coldwaters North Chain of Lakes.
10.0 out of 10, Exceptional, (91)
"This is our 3rd time staying at this place, it never disappoints. It’s such a beautiful location and the house is perfect for 4 adults and 4 kids. Our host David is awesome and always responsive to your needs. If you get a chance you gotta rent the pontoon boat too, there are 7 beautiful lakes on this chain! We can’t wait to come back again next year!"
Beautiful Lake home on Morrison Lake; Coldwaters North Chain of Lakes.
Cozy cottage with lake access!
9.6 out of 10, Exceptional, (8)
"Great location and plenty to do. We will be back"
Cozy cottage with lake access!
NEW LISTING! Luxury Lakefront Home on Lake James
10.0 out of 10, Exceptional, (44)
"House was great for us all to be together to celebrate. Amazing home! Super easy and great communication."
NEW LISTING! Luxury Lakefront Home on Lake James
Family-Friendly Retreat on Long Noble Lake!
10.0 out of 10, Exceptional, (7)
"The property was so big and a lot of open space. It's a great place to visit with family. There is also kayaking which was fun to do and fishing was great. There are also game in the house to play. Our family had a great time and will make sure to visit again."
Family-Friendly Retreat on Long Noble Lake!
Lakefront home on All-Sports Long Lake
10.0 out of 10, Exceptional, (95)
"Wonderful property with all the amenities needed for a relaxing vacation. Clean and beautiful inside and out."
Lakefront home on All-Sports Long Lake
Home away from home
9.8 out of 10, Exceptional, (18)
"This property was very clean and well stocked. It was close to Trine which was wonderful since we were there for our son’s graduation. Wish I had found it a few years ago. We would’ve stayed here instead of a hotel."
The price is AU$250
includes taxes & fees
24 Aug - 25 Aug
Home away from home
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Other types of properties in Orland you may be interested in

Farmstead Inn & Conference Center
2.5 star property
9.6 out of 10, Exceptional, (1004)
"Great room. Wonderful breakfasts. Friendly staff. No complaints. And the room had a recliner!"
The price is AU$242
includes taxes & fees
25 Aug - 26 Aug
Farmstead Inn & Conference Center
Blue Gate Garden Inn
2.5 star property
9.6 out of 10, Exceptional, (1164)
"Great property! Awesome breakfast. Will stay again. "
The price is AU$164
includes taxes & fees
1 Sept - 2 Sept
Blue Gate Garden Inn
Van Buren Hotel
2.5 star property
8.6 out of 10, Excellent, (1042)
"Perfect location"
The price is AU$168
includes taxes & fees
25 Aug - 26 Aug
Van Buren Hotel
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.

Everything you need to know about Orland 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 Orland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Orland holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Orland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orland. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Orland 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 Orland holiday rentals we have selected for you start as low as AU$250 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Orland rentals

At Expedia, we put the best Orland 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 Orland 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 Orland 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 Orland. 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

Can I find a holiday rental in Orland?

Yes, there are holiday rentals close to the most popular sights in Orland, 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 Orland has to offer?

Recently renovated country cottage, 2.5 miles from Shipshewana: This holiday home rental outside of Orland is located in the city centre, and has a fireplace, a patio and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a private garden and a selection of games.

What’s there to see and do in Orland?

While exploring the area, visit family-friendly sights like Adventure Zone, or get outside and enjoy nature at Wall Lake. In the wider area, you’ll find Jimmerson Lake and Pokagon State Park.

What’s a holiday rental in Orland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Orland. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip.

Recent reviews of Orland properties
Expedia verified reviews

Orland Holiday Home Travel Info

Number of holiday homes
4
Popular accommodation
Orland private holiday homes
Known landmarks
Lake James Golf Club and Wall Lake
International airport
Indianapolis, IN (IND-Indianapolis Intl.)