
Vacation rentals in Orland
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Top-rated vacation rentals in Orland
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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.

Lake house with swimming and 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.

Frank Lloyd Wright's The Meyer House
Seize this opportunity to stay in a Frank Lloyd Wright treasure! Mahogany accents have been meticulously restored, and the gardens are in full bloom throughout the season. Awarded the Seth Peterson Cottage Conservancy's 2019 Visser Award for Outstanding Restoration of a FLW House and the 2021 Wright Spirit Award in the private category. Once your reservation is confirmed you will need to provide your email in order to receive the house manual and contact information for the house manager.

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.

Peaceful, relaxing and cozy vintage style cottage
Nestled in the heart of Amish country, this charming cottage has everything you need for a relaxing getaway at the lake. Vintage style cottage features a private back yard with a fire pit, deck with a picnic table and grill for your enjoyment. Free firewood, two kayaks and canoe for boating on the no wake lake. The property is located across the street from the lake, it includes lake access and a shared pier. Visit Shipshewana and enjoy all this quaint small town has to offer.

Fox Lake Road Bungalow (Near Trine University)
This two bed two bath home is very new and fresh with brand new high-end furniture. From the 65” TV to the gas fire pit on the patio overlooking the small creek and woods you won’t feel more relaxed. We are five short blocks from Trine University and a short drive to the center of town and one of our 101 lakes. Fox Lake Road Bungalow is equipped with several smart home features keeping your check-in fast and simple. We would love to host you. Thank you for your consideration.

Frank Lloyd Wright’s Eppstein House
Designed by Frank Lloyd Wright, the Eppstein House is a rare architectural gem nestled in the same region as Wright’s Meyer May House in Grand Rapids, the Gilmore Car Museum in Hickory Corners, and the charming beach town of South Haven. This is a unique opportunity to experience an extraordinary home—yours to enjoy for a few unforgettable days. Travel + Leisure named the Eppstein House as Michigan’s most unique Airbnb, effectively ranking it #1 in uniqueness for the state.

Private Lake+Fire Pit+Sauna+Kayaks | Pine & Paddle
Welcome to Pine and Paddle — the perfect place to unplug, recharge, and reconnect with nature by the lake. Unwind at this cozy lakeside tiny home, perfect for couples, friends, or solo travelers seeking peace, nature, and a hint of adventure near downtown Shipshewana. 🔥 Campfire pad w/ firewood + lake views 🛶 Kayaks + fishing poles + private dock ♨️ Wooden barrel sauna for ultimate relaxation 🌳 Private lake, beach, & outdoor games 🛏️ Sleeps 5 w/ full-size bunks + couch

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.

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.

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 Steel Oasis-Container Home w/ Hot Tub!
Welcome to our modern shipping container home, tucked away in a 3 acre section of woods. This 40 foot high cube has been transformed into the perfect place to allow you to relax and escape reality. This Oasis includes everything from a porch swing daybed, hot tub, fire pit, and dual sided fireplace. The details are unmatched.
Popular amenities for Orland vacation rentals
Other great vacation rentals in Orland

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Waterfront Oasis w Beach, Dock & Kayaks!

Newly Renovated Home-Comfort in Quiet Shipshewana

Westward House

Copper Roof Lake Cottage on Crooked Lake

Million dollar view
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- FireKeepers Casino
- Fort Wayne Children's Zoo
- Blue Gate Restaurant & Bakery
- Promenade Park
- Foellinger-Freimann Botanical Conservatory
- Pokagon State Park
- Country Heritage Winery
- Embassy Theatre
- Auburn Cord Duesenberg Automobile Museum
- Clyde Theatre
- Kalamazoo Valley Museum
- Parkview Field
- Blue Gate Theater
- Allen County War Memorial Coliseum





