Holiday rentals in Orland

Aframe; Lake; shared Hottub; pet friendly; low fee

Discover serenity at a charming A-frame retreat on Klinger Lake in Sturgis, Michigan. Just 20 minutes from Shipshewana, Indiana, less than an hour from Notre Dame, and 2 hours from Chicago, this remodeled A-frame nestles in a tranquil, wooded, golf cart-friendly community atop Pine Bluff. Enjoy peaceful walks or bike rides in this soothing enclave. Public lake access is conveniently across the road, down a few steps. Unwind in the hot tub next door, graciously hosted by your welcoming neighbors.

Picket Fence Farm Private Guest Retreat Suite

Stay in a 2nd story private suite in a modern farmhouse where we reside on a family farm in Amish country. Guests have the entire 2nd floor: 2 bedrooms, a private bath, and a sitting room. You can watch Amish buggies drive by while you rock on the front porch, access shared patio spaces or sit by a creek. We have cows, goats & chickens. We're in the heart of Shipshewana Amish/Mennonite community, minutes from downtown Shipshewana & all it has. An authentic, comfortable country getaway.

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.

Long Lake Cottage

Long Lake Cottage is on a 10 mph lake that is a pretty peaceful spot to relax. Enjoy bonfires, kayaking, fishing, and grilling at our place. Long Lake is a part of the Pigeon River chain that you can kayak along through multiple lakes. Less than 10 minutes from Angola (Trine University, Pokagon State Park, groceries, etc.). We hope you enjoy your stay! We have a strict cancellation policy, but we will refund you 100% of your stay if you do need to cancel 14 days before your arrival.

Home away from home

Relax with the whole family at this peaceful place to stay. This two bedroom home is very clean and peaceful with a nice outdoor patio and spacious living area. This has been completely remodeled with brand new furnishing. We are equipped for any quick last minute stays, but it’s also prepared for any long term stay needs as well. This is less than one mile from the city mound. It’s located on and bike trail that leads you to the beautiful Pokagon State Park.

The Upper Room

A newly remodeled full above-garage apartment with private entrance and access to a one car garage with a secure key pad. Only 15 minutes from Shipshewana Trading Place which is home to the midwest's largest flea market, beautiful Pumpkinvine Nature Trail amid Amish inspired shops and cuisine. Minutes from Indiana toll road exit 121 this quiet wooded setting is a great choice for an extended stay or ideal for a special getaway.

The Cottage at The Mill District

Relax and unwind at our peaceful cottage at The Mill District. You will love the views out of the floor to ceiling windows. Everything inside and outside the cottage was recently remodeled including a brand new bathroom. You and your guests will love the well manicured property. Feel free to explore the grounds and bring your photographer (No sitting fee for guests). Peaceful location located next to clear lake.

Water’s Edge-Hot Tub, Pet Friendly, No Fees

Tranquil lake living! The Water’s Edge is a great way to enjoy the lake. It is right on the water with kayaks, stand up paddle boards, and a canoe to venture out with. The hot tub accommodates 6 people. The sunroom has beautiful views as well as a couple of beds that can be used if the weather is nice. There is nothing better than falling asleep to lake sounds and a pleasant breeze! Please no college partyers.

Hilltop Bungalow on Jimmerson Lake

Welcome to Hilltop Bungalow at Jimmerson Lake! ✨ Relax, recharge, and reconnect at this cozy lake-view retreat. Enjoy lake-life surroundings, warm interiors, and a comfortable space to unwind or gather with loved ones. Just 1.3 miles from public lake access—perfect for pontoon and jet ski rentals.🚤 The space sleeps 6–9 comfortably with all the amenities you need for a peaceful getaway.