Orland Vacation Rentals

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Vacation 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 CA $191
CA $279 total
includes taxes & fees
Feb 24 - Feb 25
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 CA $198
CA $253 total
includes taxes & fees
Feb 27 - Feb 28
Lake Retreat With Hot Tub

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

10.0 out of 10, Exceptional, (94)
"Great place to stay. "
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 CA $163
CA $408 total
includes taxes & fees
Feb 24 - Feb 25
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 CA $156
CA $286 total
includes taxes & fees
Feb 24 - Feb 25
Davis Street Shipshewana

Beautiful Lake View IYopawa Island Home. Backs up to Golf Course

9.8 out of 10, Exceptional, (57)
"The house was lovely. Very clean. Plenty of space. Great view of the lake. Will definitely come back. "
Beautiful Lake View IYopawa Island Home. Backs up to Golf Course

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 CA $130
CA $322 total
includes taxes & fees
Feb 24 - Feb 25
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 CA $183
CA $368 total
includes taxes & fees
Feb 22 - Feb 23
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 CA $213
CA $487 total
includes taxes & fees
Feb 24 - Feb 25
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 CA $213
CA $445 total
includes taxes & fees
Feb 24 - Feb 25
Emma's Place
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 CA $156
CA $175 total
includes taxes & fees
Feb 23 - Feb 24
Blue Gate Garden Inn

Van Buren Hotel

2.5 star property
9.0 out of 10, Wonderful, (1107)
"Friendly and clean"
The price is CA $155
CA $173 total
includes taxes & fees
Feb 23 - Feb 24
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 vacation rental in Orland?

Yes, you can find vacation rentals close to the most popular local attractions in Orland, or you can choose a secluded option if you're looking for relaxation.

What's the top vacation rental that Orland has to offer?

Recently renovated country cottage, 2.5 miles from Shipshewana: This vacation home rental outside of Orland is located in the city center 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 yard 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 larger area, you’ll find Gilead Lake and Jimmerson Lake.

What’s a vacation rental in Orland like?

Vacation rentals are private properties you can stay in for short or long periods in Orland. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family getaway.