Vacation rentals in Orland

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Top-rated vacation rentals in Orland

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Guest favourite
A cozy living area features a plush green sectional sofa arranged around a small wooden table. Natural light floods in through large windows, highlighting the wooden ceiling with black beams. A serene reading nook by the window includes a soft cushion and decorative plants.
Home in Sturgis
4.93 out of 5 average rating, 183 reviews

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.

Top guest favourite
The spacious living area features arched ceilings and large windows, allowing natural light to fill the room. Comfortable seating is arranged around a central coffee table, with a flat-screen TV mounted on the wall. The adjacent kitchen includes stainless steel appliances and cabinetry.
Apartment in Goshen
4.96 out of 5 average rating, 903 reviews

Half-Moon Cottage

Enjoy privacy in this beautifully handcrafted cottage with arched ceilings. The cottage is 2 miles from downtown Goshen - a vibrant small town with restaurants and shops. It's 1 mile from Goshen College, 45 minutes from Notre Dame and 25 minutes from the Amish town of Shipshewana. The cottage is beside a fruit, nut and berry orchard and gardens. It's adjacent to a city bike trail that links to the Pumpkinvine nature/bike trail. It's close to a train crossing (with whistle) and a busy street.

Top guest favourite
The exterior of the cabin features a rustic wooden facade with white horizontal stripes. Green window shutters frame four windows, contributing to a charming and inviting appearance. A covered porch supported by wooden beams offers a welcoming entryway.
Cabin in Shipshewana
4.97 out of 5 average rating, 424 reviews

Log Cabin

Are you looking for a quiet, relaxing and peaceful place to stay? Look no further, this little cabin is all that and more! These pictures do not do the cabin justice, we have heard this from so many guests that have stayed at our cabin! You will not be disappointed with your stay at our cabin. The kitchen is equipped with a stove, microwave, refrigerator and dishwasher. A front and back porch with beautiful views to drink a cup of coffee, read a book or relax! We hope you will come stay soon!

Top guest favourite
A welcoming front porch features two rocking chairs positioned beside a small decorative table, adorned with bright pink flowers. Lush greenery is visible in nearby planters, while sunlit windows with green shutters complete the charming country setting.
Guest suite in Shipshewana
4.97 out of 5 average rating, 553 reviews

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.

Top guest favourite
A charming lakefront house features a dark exterior with a welcoming red door. The manicured lawn leads from a gravel path to the entrance, with serene water visible beyond. Surrounding trees provide shade, enhancing the peaceful setting by Huyck Lake.
Home in Coldwater
4.92 out of 5 average rating, 141 reviews

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.

Top guest favourite
A welcoming entry features a set of stairs leading up to the cottage, flanked by white railings. A decorative American flag is displayed on the front porch, surrounded by landscaped areas with pebbled ground and greenery.
Cottage in Rome City
4.98 out of 5 average rating, 247 reviews

Lakeside Sylvan-Lake Rome City Cottage

Welcome to Sylvan Lake in Rome City, IN. Sylvan Lake is an all season ski lake wonderful for all boating, fishing, skiing, tubing, wave runners and even a swim from the dock. You have 60 feet of lake front with two docks to bring your lake toys or rent a pontoon for the day/weekend or week. Full size kitchen, laundry, two big smart tv's with cable and wifi. Small shed for storage, large deck, canoe for 3, fire pit & gas grill. Wedding, family, golfing or weekend away? Lakeside Sylvan!

Top guest favourite
A comfortable living room is furnished with a dark sectional sofa and an ottoman. A television is positioned on a wooden stand, with a nearby door leading outside. Natural light filters in through the window, partially covered by sheer curtains. Wood flooring adds warmth to the space.
Apartment in Shipshewana
4.83 out of 5 average rating, 372 reviews

Basement Apartment *conveniently near Shipshewana*

Come stay in our private-access, BASEMENT apartment, while you visit our town of Shipshewana. Our home sits in the middle of 7 acres of woods. We love it here, and we hope you do too! Our goal, as your hosts, is to provide you with a reasonably priced, cozy space, where you feel like you are visiting a friend, not staying at a high end hotel. Small touches set us apart like laundry and light breakfast/snacks provided for stays that include Sundays (coffee is ALWAYS on at this house)

Top guest favourite
A cozy studio apartment features a comfortable bed with soft linens, a wooden coffee table, and a light-colored chest of drawers. Natural light filters in through a nearby window, illuminating the space. A green armchair is positioned in one corner, adding to the inviting ambiance.
Loft in Shipshewana
4.97 out of 5 average rating, 329 reviews

Hidden Country Hide-A-Way

Come relax in our cozy, modern country, studio apartment. It is  equipt with a fully stocked kitchenette, private bathroom, comfortable living space, large screen tv and office work space.  Enjoy some of the most picturesque landscape Northern Indiana has to offer.  We are just a 10 min walk from Stone Lake and have kayak rentals available upon request.  We are conveniently located 8 miles from Shipshewana and Middlebury, IN and just a 40 minute drive from Notre Dame.

Guest favourite
A clean and inviting living area features a plush dark-colored sofa with decorative pillows. Two comfortable armchairs frame a small side table and a lamp, while a patterned area rug adds warmth to the space. Soft, sheer curtains allow natural light to filter in.
Home in Angola
4.93 out of 5 average rating, 198 reviews

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.

Top guest favourite
A modern kitchen area is highlighted by a large central island with a white countertop. Exposed brick walls add character, while vintage signage provides a nostalgic touch. A cozy seating arrangement features a small chair and a fireplace TV setup against the wall.
Guest suite in Middlebury
5 out of 5 average rating, 105 reviews

Mullet's Speed Shop

Refresh and relax at this newly constructed guest suite! Mullet's Speed Shop is conveniently located just 3 minutes from the famous Das Dutchman Essenhaus Restaurant and Bakery, less than 10 miles from the quaint shops of Shipshewana, and an easy 40 minute drive to Notre Dame (for the football fans). Take a bike ride or a peaceful walk on the Pumpkinvine Nature Trail less than 2 miles away. Nestled in the heart of Amish country, enjoy the buggies passing by!

Top guest favourite
The exterior of a lakefront double-wide house is shown, featuring a spacious sun porch with large windows that allow for ample natural light. A lush green lawn is visible in front, complemented by surrounding trees. A pathway leads to the entrance of the home.
Home in Coldwater
4.93 out of 5 average rating, 125 reviews

Jake's Lake Place w/pontoon rental

Jake's Place is on a private beautiful all sports lake (all DNR regulations apply) This is the perfect spot for your next family getaway. Spring feed lake, very clean and sandy bottom. This property has access to a second empty lot for additional yard. Multiple indoor and outdoor games, paddle boat, 4 kayaks and bond fire pit for relaxing after a great day on/in the lake. Jake's place faces the west for Gorgeous sunset viewing to end your day.

Top guest favourite
A charming log cabin features a welcoming facade with large windows framed by wooden accents. The entrance is accessed via a stone pathway lined with landscaped garden beds, showcasing lush greenery and colorful plants. Surrounding trees provide a serene, natural setting.
Cabin in Middlebury
4.99 out of 5 average rating, 400 reviews

Cabin off 39 - Peaceful, private one bedroom cabin

Kick back and relax in this calm, stylish space. Nestled among the trees, it provides a quiet getaway from the chaos of life allowing you to recharge and renew. The main residence is approximately 400 feet from the cabin. The cabin is secluded and yet close to local attractions, restaurants, biking and nature trails. The Cabin has a total of 420 sq ft living space with 280 sq ft on the ground floor and a 140 sq ft bedroom loft.

Popular amenities for Orland vacation rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. Steuben County
  5. Orland