Holiday rentals in Orland

Wall Lake Retreat

Relax at this quiet peaceful place to stay. Watch the sunrise over beautiful Wall Lake. Escape daily stress, it's so quiet and unique! Amish country is close by. It's a no-wake lake, with great fishing, swimming, and kayaking. Walk along the lake, sit by the water, or around the firepit at night. Wi-fi and a smart TV keep you in touch with the world. Shop Shipshewana. Stroll to the local Tavern for a drink or amazing fried fish. Lounge on the paver patio and just listen to the sounds of nature.

Private Lakefront, Hot Tub, Kayaks

*Lakeside Luxury Awaits: Your Tranquil Escape* Immerse yourself in the serenity of lakeside living at this stunning retreat, perfectly positioned just 10 minutes from the natural beauty of Pokehagen State Park. This 3-bedroom haven offers an unparalleled escape for families and friends seeking relaxation and adventure. Wake up to breathtaking lake views from almost every room. The sunroom beckons with its cozy ambiance, ideal for enjoying your morning coffee or losing yourself in a good book.

Indiana Lake Escape

Fully renovated 4BR/3BA lakefront home perfect for families or group getaways. Enjoy private dock access for swimming, fishing, or tying up your boat. Relax outdoors with a grill, stunning lake views, EV charger, and boat trailer parking. Inside, you'll find a full kitchen, smart TV, washer/dryer, and a spacious game room with billiards, a dance floor, and premium sound system. Comfort, fun, and lakefront serenity all in one! Bonus: bring a carrot to feed the friendly donkey — a guest favorite!

Westward House

The "Westward House" on Dallas Lake offers stunning westward sunset views, modern/mid-century/Scandi design, and abundant natural light with water views from nearly every room. Located on the Indian Chain of Lakes, it provides full access to a two-story home with heated floors, a gas fireplace, four bedrooms, and a screened porch. Outdoor amenities include a dock, boat ramp, loungers, and a fire pit. Nearby activities include pontoon rentals, a sandbar and Shipshewana/Amish Country attractions.

Lakefront! Girls getaway/Romantic Retreat/Booktok

Welcome to your peaceful escape! Delight in the charm of our cottagecore retreat, offering breathtaking lake views. Relax on the spacious screened porch, enjoying the outdoors without pesky bugs. The cozy bedroom, dining area, and living room all feature stunning lake vistas. Pamper yourself in the bathroom with a luxurious soaking tub and steam shower. The kitchen, fitted with new appliances, makes cooking a breeze. From the living room, step onto the deck and soak in the serene environment.

Snow Lake House with Serenity

Welcome to our family lakeside home on Deer Island on the shores of Snow Lake. 3000 sq feet/4 bed/3 full bath/ 3 half baths. We are a Christian family that loves the Lord and gathering with our family. We have generous room to accommodate you. Wake up to the lake views, and enjoy peaceful afternoons on the screen porch and deck with your loved ones. Your peaceful retreat awaits! Thank you for taking good care of our lake home. Room for 8. There is 1 step from the driveway to enter the home.

Cozy Lakefront Cottage on Huyck Lake

Relax with the whole family at this peaceful, cozy place! 3 bedrooms 1 bath. Living room has a comfortable couch that pulls out into a bed along with additional seating. Full bath, kitchen, and laundry room are fully stocked for your comfort and enjoyment. Huyck Lake is a quiet, no wake lake. This house is perfect for a small to medium sized family or a romantic getaway. Master bedroom and guest bedroom have mounted TV’s. Family friendly. No to the following: pets, smoking, parties.

Cozy cottage on peaceful lake

Enjoy relaxation, nature and fun on quiet Wall Lake. The clean, clear water offers great fishing, swimming, kayacking, etc. with no fast or loud watercraft due to the 10 mph speed limit. Bring your own boat and put it in at the free, public access and then tie up at our private dock in front of the house. Relax in the hot tub overlooking the lake. A quiet, neighborhood street circles the lake and is perfect for strolls, including to the public beach or yummy Wall Lake Tavern.

Coldwater Lake Waterfront Cabin - Boat for Rent

Relax with the whole family at this peaceful waterfront lakehouse, with walk-in, sandy beach lake access. Boat available to rent, and space available for your boats. Spacious yard with plenty of parking. Coldwater Lake is over 1,600 acres of all-sports fun on desirable South Chain of Lakes in Coldwater, MI. The chain is 17 miles, traversable via pontoon or speedboat! The Cabin includes 3 bedrooms and 2.5 baths.

The Valor House on Crooked Lake

2,300 sq. foot, open concept, single family home with 50 feet of lakefront and lots of entertaining space. Located on the third basin of Crooked Lake. Multi-level deck space and large yard great for entertaining. Sand bar off the dock makes for a great swimming area. Wifi, large screen projector/cable TV/DVD/Netflix downstairs. Cable TV/DVD in all bedrooms.

Long Lake Cabin | Private Pier + 65’ Shoreline

Escape to our 4-bed, 3-bath family-friendly log cabin on Long Lake in Southwest Michigan's Amish Country. This waterfront retreat offers stunning sunset views, direct lake access, and modern comforts for large groups. Enjoy a private pier, kayaks, and a firepit, all just 2.5 hours from Chicago. A perfect blend of rustic charm and lakeside fun.

Totally renovated Boutique cottage on the beach

Beautifully renovated modern cottage. All appliances and furniture are brand new. Space on the dock for your boat! Plenty of room for beach activities and yard games. Plenty of parking. There is an extra refrigerator in the garage and there are chairs and toys for quest use.