Holiday Rentals in Orland

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Holiday Rentals in Orland

Cozy cottage on peaceful lake

9.6 out of 10, Exceptional, (5)
"Perfect location to enjoy getting away from it all. Oh, we were still able to get a good perch dinner and pick up a gallon of milk so it's not off the grid!!"
Cozy cottage on peaceful lake

Recently renovated country cottage, 2.5 miles from Shipshewana

10.0 out of 10, Exceptional, (226)
"While we didn't spend much time in the home as we were in town for a business show, our time there was really comfortable. We had snow on our visit which was shoveled off and brushed around our vehicles as well. "
The price is €192
includes taxes & fees
21 Feb - 22 Feb
Recently renovated country cottage, 2.5 miles from Shipshewana

Cozy ‘Haven of Rest’ Home w/ Amish Country Views!

10.0 out of 10, Exceptional, (49)
"What an awesome experience we had! Loved the stay and would highly recommend!! Jackie was so nice and made sure we had everything we needed!!😊"
Cozy ‘Haven of Rest’ Home w/ Amish Country Views!

Lake Retreat With Hot Tub

10.0 out of 10, Exceptional, (11)
"Very clean with a beautiful view of the lake "
The price is €176
includes taxes & fees
23 Feb - 24 Feb
Lake Retreat With Hot Tub

Paradise - Coldwater/North Lake Rental - Monthly/Weekly /4 day off season

10.0 out of 10, Exceptional, (93)
"We had a group of 12 stay for a long ice fishing and had a great time. We stay somewhere different in Michigan every year. The pool table was a hit when we would come in off the ice. Nice big house with plenty of sleeping room for everybody. We all enjoyed our stay and would not mind going back again sometime, whether it’s summer or winter. "
Paradise - Coldwater/North Lake Rental - Monthly/Weekly /4 day off season

Live & Love Life on the Lake at Sunset Peak!

10.0 out of 10, Exceptional, (1)
"We loved our long weekend getaway! "
The price is €279
includes taxes & fees
23 Feb - 24 Feb
Live & Love Life on the Lake at Sunset Peak!

Coldwater Family Retreat w/ Boat Dock & Grill!

10.0 out of 10, Exceptional, (33)
"With our large family this place worked out great. We all had a nice vacation! "
Coldwater Family Retreat w/ Boat Dock & Grill!

NEW LISTING! Luxury Lakefront Home on Lake James

10.0 out of 10, Exceptional, (48)
"Spent a long weekend at the Lake House - a group of people in town for Trine Homecoming...house was fantastic! Great for entertaining and large groups."
NEW LISTING! Luxury Lakefront Home on Lake James

Davis Street Shipshewana

10.0 out of 10, Exceptional, (66)
"A nice house in a quiet neighborhood "
The price is €197
includes taxes & fees
23 Feb - 24 Feb
Davis Street Shipshewana

Live & Love Life on the Lake at Sunset Cottage!

9.6 out of 10, Exceptional, (37)
"We were only there during the night and gone before the sun came up but it was a nice place to stay and will try to book again when we come back "
The price is €220
includes taxes & fees
23 Feb - 24 Feb
Live & Love Life on the Lake at Sunset Cottage!

Full House on the Lake with Free kayaks, paddleboats and a fishing boat.

9.4 out of 10, Exceptional, (76)
"The house on the lake was the perfect place for four friends to spend a weekend getaway. Everything was easy- location, getting to, and checking in and out. The Hansons are great hosts and were easy to message with and answered any questions we had about our stay. While the weather did not cooperate we still had a wonderful time hiking and photographing nature at the nearby Wing Haven Preserve and dining out in Angola. Everything was clean and perfect, lots of great space, and being dog-friendly...
The price is €257
includes taxes & fees
25 Feb - 26 Feb
Full House on the Lake with Free kayaks, paddleboats and a fishing boat.

Lake House | Kayaks | Patio/Deck | Private Pier

2.0 star property
10.0 out of 10, Exceptional, (7)
"Lovely home, just as described. No dishwasher, but otherwise a completely delightful place for our Thanksgiving gathering! "
Lake House | Kayaks | Patio/Deck | Private Pier

Peaceful lakefront home perfect for families - 2 1/2 hours from Chicago

9.8 out of 10, Exceptional, (76)
"We had our family Christmas get at the house. Big kitchen made meal prep easy. Beautiful swans still swimming in the lake (in December)"
Peaceful lakefront home perfect for families - 2 1/2 hours from Chicago

Indian Lakes Cabin with private beach and dock lake side

9.6 out of 10, Exceptional, (74)
"Rustic cabin located on a beautiful lake. We had a great time with no issues. "
Indian Lakes Cabin with private beach and dock lake side

Cozy Home Retreat

2.0 star property
10.0 out of 10, Exceptional, (7)
"This property is absolutely a gorgeous house. The decorations are tasteful and beautiful. It was without a doubt the best place we have stayed in. "
The price is €331
includes taxes & fees
3 Mar - 4 Mar
Cozy Home Retreat

Rest, Relax and Reboot...pet friendly

9.6 out of 10, Exceptional, (118)
"Very nice clean cottage with beautiful views. It was chilly and windy so we didn't take out the boats or kayaks so I guess we will have to come back. Rhonda stopped by to make we got checked in okay and didn't need anything. We thought that was above and beyond and it was appreciated. "
Rest, Relax and Reboot...pet friendly

Experience lakefront luxury with spectacular views on Lake James, Indiana!

9.6 out of 10, Exceptional, (5)
"Really lovely place. Well-stocked kitchen for those who plan to cook. Great for a big family group."
Experience lakefront luxury with spectacular views on Lake James, Indiana!

Rome City Waterfront Oasis w/ Beach & Dock!

9.6 out of 10, Exceptional, (21)
"Was a nice place to stay. Would like to go back some time when its a little warmer."
Rome City Waterfront Oasis w/ Beach & Dock!

Emma's Place

10.0 out of 10, Exceptional, (37)
"We stayed one night and were very comfortable. The house was very clean and easy to find. "
The price is €301
includes taxes & fees
3 Mar - 4 Mar
Emma's Place

Escape on Long Lake a waterfront Log Cabin

10.0 out of 10, Exceptional, (36)
"My wife wanted a winter cabin escape to celebrate her birthday, and this was the perfect spot! Nothing beat waking up in the morning with a fresh cup of coffee and watching the snow fall on the lake. There were plenty of things to do, our children (7 & 5) had a great time as well as my parents, who joined us to celebrate. We'd love to return both in the summer and again in the winter!"
Escape on Long Lake a waterfront Log Cabin
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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Other types of properties in Orland you may be interested in

Cozy cottage on peaceful lake

9.6 out of 10, Exceptional, (5)
"Perfect location to enjoy getting away from it all. Oh, we were still able to get a good perch dinner and pick up a gallon of milk so it's not off the grid!!"
Cozy cottage on peaceful lake

Blue Gate Garden Inn

2.5 star property
9.6 out of 10, Exceptional, (1278)
"Very family oriented. My grandkids can’t wait to visit every year "
The price is €118
includes taxes & fees
23 Feb - 24 Feb
Blue Gate Garden Inn

Van Buren Hotel

2.5 star property
9.0 out of 10, Wonderful, (1107)
"Very kind, called after check-in to make sure everything was good in our room and if we needed any thing else. Breakfast was great, coffee was hot, juices to choose from and biscuits and gravy was wonderful."
The price is €139
includes taxes & fees
26 Feb - 27 Feb
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.

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 Gilead Lake and Jimmerson Lake.

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.