Vacation rentals in Orland

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Top-rated vacation rentals in Orland

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite
A stone firepit is surrounded by red adirondack chairs, offering a comfortable setting for gathering. The calm water of Wall Lake reflects the surrounding greenery and homes, creating a serene backdrop. The paved patio provides a solid area for relaxation and enjoyment by the lakeside.
Home in Orland
4.96 out of 5 average rating, 47 reviews

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.

Guest favourite
A dining area features a large wooden table surrounded by eight black chairs. Soft lighting illuminates the space, where a clock hangs on a wood-paneled wall. Candles and a decorative plant sit at the center of the table, contributing to a warm atmosphere.
Home in Orland
4.9 out of 5 average rating, 39 reviews

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!

Top guest favourite
A modern, lakeside home is surrounded by lush greenery and offers expansive windows that capture water views. A stone pathway leads to the home, while the serene lake reflects the soft colors of twilight.
Home in Wolcottville
4.98 out of 5 average rating, 55 reviews

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.

Top guest favourite
A hot tub is positioned on a wooden deck, overlooking a serene lake at dusk. String lights are draped above, casting a warm glow. Reflections of trees and a dock are visible on the calm water's surface, enhancing the tranquil atmosphere.
Home in Bronson
4.97 out of 5 average rating, 359 reviews

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.

Top guest favourite
The bathroom features a modern soaking tub with a unique design, complemented by a calming mural on the wall depicting ocean waves. Natural light enters through two small windows, enhancing the tranquil atmosphere. A woven basket holds bathroom essentials, adding to the organized space.
Home in Howe
4.97 out of 5 average rating, 146 reviews

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.

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
4.93 out of 5 average rating, 152 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 modern guest house features a striking black exterior contrasted by natural wood detailing. Large windows allow ample light to filter in, while surrounding greenery and trees provide a tranquil environment. A covered porch extends from the side, adding to the outdoor living space.
Tiny homes in Middlebury
5 out of 5 average rating, 49 reviews

Modern Amish Country Tiny Home w/ Outdoor Shower

Amen Corner is a sleek, brand-new modern tiny home tucked away on 2.5 private acres of a scenic former golf course. Located in the heart of Amish Country, it’s the ultimate nature-immersed escape for two. Watch neighboring horses from the back patio, explore private walking trails, or stream your favorite series by the indoor fireplace. Whether you want to disconnect in nature or enjoy high-end comforts, this guest favorite offers the perfect peaceful sanctuary.

Guest favourite
Cottage in Coldwater
4.96 out of 5 average rating, 23 reviews

Waterfront Getaway | Dock, Fire Pit, Canoe & SUP

🌸 Welcome to Rose of the Woods Cottage 🌸 Escape to our cozy lakefront cottage on peaceful Rose Lake. Swim, fish, paddleboard, canoe, or boat right from the private dock. Relax on the large lakeside deck, gather around the Solo Stove fire pit, or enjoy sunset views from the new dockside chaise loungers. Featuring two bedrooms, updated furnishings, new A/C, and everything you need for a classic Michigan lake getaway. Perfect for couples and small families.

Top guest favourite
Lawn chairs are positioned on a well-maintained grassy area overlooking a calm lake. A dock extends into the water, with a floating platform visible in the distance. A large tree provides shade, while an American flag gently flutters in the breeze.
Home in Coldwater
4.93 out of 5 average rating, 135 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, 440 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.

Guest favourite
Home in Fremont
4.9 out of 5 average rating, 39 reviews

Dockside Dreams | Lake Retreat | Sleeps 12

Welcome to The Bungalow on the Bay—a Malibu-inspired Lake George retreat with 360° lake views, a private dock, and an enclosed outdoor living area. Sleeps 12+ with 4 bedrooms, 3 bathrooms, and a flex room. Enjoy a chef-style kitchen, gas fireplace, and game room. Paddle boards, bass and perch fishing, and cozy fire pit nights make this newly renovated lakefront haven perfect for stylish family getaways and serene escapes.

Guest favourite
A waterfront cabin is depicted with a large glass front, allowing ample natural light inside. Lush green grass surrounds the house, complemented by tall trees. A pathway leads to a spacious deck area with outdoor seating and a grill, enhancing outdoor relaxation opportunities.
Home in Coldwater
4.85 out of 5 average rating, 128 reviews

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.

Popular amenities for Orland vacation rentals

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