Holiday Rentals in Orland

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Our top choices for Orland holiday rentals

Lake side country home

Lake side country home
Orland
9.6 out of 10, Exceptional, (20)
"A great clean and cozy space on a beautifully quiet lake, the best of Michigan."
United States
Joshua D.
The price is €261
includes taxes & fees
13 Jan - 14 Jan 2026
Lake side country home

Cozy Lakefront Cottage

Cozy Lakefront Cottage
Colon
9.8 out of 10, Exceptional, (30)
"Great place. "
United States
Bill B.
The price is €179
includes taxes & fees
13 Jan - 14 Jan 2026
Cozy Lakefront Cottage

Trine University Gateway Villa

Trine University Gateway Villa
Angola
10.0 out of 10, Exceptional, (27)
"This house is in a great location and very nice. Clean and spacious it was the perfect place to stay for our out of town event."
United States
Kelsie C.
The price is €167
includes taxes & fees
1 Jan - 2 Jan 2026
Trine University Gateway Villa

Little Luxe Retreat #7 | Tiny Home + Fire Table

Little Luxe Retreat #7 | Tiny Home + Fire Table
2.0 star property
Shipshewana
10.0 out of 10, Exceptional, (2)
"Very enjoyable stay."
United States
June P.
The price is €262
includes taxes & fees
1 Jan - 2 Jan 2026
Little Luxe Retreat #7 | Tiny Home + Fire Table

Live & Love Life on the Lake at Sunset Cottage!

Live & Love Life on the Lake at Sunset Cottage!
Howe
9.6 out of 10, Exceptional, (56)
"Nice little cottage. Clean. Everything we needed and great location. "
United States
Laurie S.
The price is €212
includes taxes & fees
1 Jan - 2 Jan 2026
Live & Love Life on the Lake at Sunset Cottage!

Secluded Shipshewana Log Cabin | In the Woods |

Secluded Shipshewana Log Cabin | In the Woods |
2.0 star property
Shipshewana
10.0 out of 10, Exceptional, (1)
"Host was great. Timely communications throughout our stay. The cabin was basically brand new and provided everything we needed. Nice location. Would stay again!"
United States
Calvin W.
The price is €175
includes taxes & fees
6 Jan - 7 Jan 2026
Secluded Shipshewana Log Cabin | In the Woods |

Water's Edge - hot tub - pet friendly

Water's Edge - hot tub - pet friendly
2.0 star property
Bronson
9.8 out of 10, Exceptional, (7)
"clean, quiet, relaxing, great lake access"
United States
Bonnie K.
The price is €180
includes taxes & fees
4 Jan - 5 Jan 2026
Water's Edge - hot tub - pet friendly

Fox Lake Road Bungalow (Near Trine University)

Fox Lake Road Bungalow (Near Trine University)
Angola
10.0 out of 10, Exceptional, (23)
"Excellent place for littles, parents and grandparents to stay at for a weekend. We came in town to ride the Indiana Christmas Train and the location was perfect. "
United States
Edward
The price is €177
includes taxes & fees
6 Jan - 7 Jan 2026
Fox Lake Road Bungalow (Near Trine University)

Charming LaGrange 3-bedroom cottage less than 10 minutes from Shipshewana, IN!

Charming LaGrange 3-bedroom cottage less than 10 minutes from Shipshewana, IN!
LaGrange
10.0 out of 10, Exceptional, (2)
"Enjoyed staying here great location, very clean and was exactly as advertised. "
United States
Levi S.
Charming LaGrange 3-bedroom cottage less than 10 minutes from Shipshewana, IN!

Home away from home

Home away from home
Angola
9.8 out of 10, Exceptional, (25)
"Have stayed a few times. Good location and clean"
United States
Robert K.
The price is €172
includes taxes & fees
11 Jan - 12 Jan 2026
Home away from home

Hilltop Haven 1BR Lakefront Home – Private Island, Hot Tub, Kayaks & Pool Table

Hilltop Haven 1BR Lakefront Home – Private Island, Hot Tub, Kayaks & Pool Table
2.0 star property
Rome City
10.0 out of 10, Exceptional, (1)
"Property was beautiful and fantastic. Easy to deal with. "
United States
Anonymous traveller
The price is €760
includes taxes & fees
4 Jan - 5 Jan 2026
Hilltop Haven 1BR Lakefront Home – Private Island, Hot Tub, Kayaks & Pool Table

4-bedroom house in brilliant Angola with AC, WiFi. Enjoy your stay

4-bedroom house in brilliant Angola with AC, WiFi. Enjoy your stay
Angola
10.0 out of 10, Exceptional, (1)
"We were the first ten renters at this property. The house served us well. The 4 separate bedrooms were wonderful. We were there over 4th of July weekend and the town parade was walking distance. We only needed to walk across the street to watch fireworks. The toys for the kids in our group were wonderful. Washer and dryer was handy after being at the lake. The family has many pictures and Bible verses spread around the house. Something we loved!"
United States
debbie k.
The price is €258
includes taxes & fees
7 Jan - 8 Jan 2026
4-bedroom house in brilliant Angola with AC, WiFi. Enjoy your stay

Serene 3-Bdrm Lakehouse

Serene 3-Bdrm Lakehouse
Kendallville
10.0 out of 10, Exceptional, (13)
"I would highly recommend this place everything from the cleanliness to the kayaks."
United States
David N.
The price is €259
includes taxes & fees
1 Jan - 2 Jan 2026
Serene 3-Bdrm Lakehouse

Serendipity on Grey Lake - Sturgis, MI

Serendipity on Grey Lake - Sturgis, MI
Sturgis
10.0 out of 10, Exceptional, (89)
"Beautiful property 1 night stay"
United States
Phyllis M.
The price is €388
includes taxes & fees
4 Jan - 5 Jan 2026
Serendipity on Grey Lake - Sturgis, MI

Kayaks | Relax by River | 10 Min to Shipshewana |

Kayaks | Relax by River | 10 Min to Shipshewana |
Howe
10.0 out of 10, Exceptional, (22)
"We had a great stay. It was really clean and comfortable, and I loved being able to kayak. It was a perfect place for a relaxing few days."
United States
Christine C.
The price is €255
includes taxes & fees
6 Jan - 7 Jan 2026
Kayaks | Relax by River | 10 Min to Shipshewana |

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

Full House on the Lake with Free kayaks, paddleboats and a fishing boat.
Pleasant Lake
9.4 out of 10, Exceptional, (89)
"Great property ,very clean, fun environment. Host are great communicators. We loved the view and the hot tub!"
United States
Amy H.
The price is €250
includes taxes & fees
4 Jan - 5 Jan 2026
Full House on the Lake with Free kayaks, paddleboats and a fishing boat.

Available Now! NEW 1-bedroom apt Reading, 3 dispensaries and coffee!

Available Now! NEW 1-bedroom apt Reading, 3 dispensaries and coffee!
Reading
10.0 out of 10, Exceptional, (3)
"It was a cute little property. All amenity needs were met. Frank was a great host and was quick to respond and accommodating to our needs. I will stay here again next time we are visiting the area."
United States
Nicole P.
The price is €191
includes taxes & fees
12 Jan - 13 Jan 2026
Available Now! NEW 1-bedroom apt Reading, 3 dispensaries and coffee!

The Heron House @Waldron Lake

The Heron House @Waldron Lake
Wawaka
9.8 out of 10, Exceptional, (31)
"We had an absolutely fantastic time! We loved every minute of it and will definitely be back soon. "
United States
Jimmy L.
The price is €524
includes taxes & fees
13 Jan - 14 Jan 2026
The Heron House @Waldron Lake

Cozy Lake House On The Channel With Access To 5 Lakes!

Cozy Lake House On The Channel With Access To 5 Lakes!
Wolcottville
9.6 out of 10, Exceptional, (41)
"Nice Property, affordable, pice and Nice Location. "
United States
Dimple N.
The price is €241
includes taxes & fees
1 Jan - 2 Jan 2026
Cozy Lake House On The Channel With Access To 5 Lakes!

Emma's Place

Emma's Place
LaGrange
9.8 out of 10, Exceptional, (58)
"Enjoyed our stay! Would definitely stay here again."
United States
James S.
The price is €299
includes taxes & fees
13 Jan - 14 Jan 2026
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Orland Hotel Reviews

Find out more about Orland

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, 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 Orland holiday rental for you by simply entering your desired dates. Then check your favorite 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 depends 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 €157 per night. Entering your travel dates in the search wizard you might find 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?

Luxury Lakefront Home on Lake James: This holiday home rental outside of Orland is located on a lake, and has a balcony, an arcade/games room and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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.