Vacation rentals in Orland

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Top-rated vacation rentals in Orland

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Top guest favorite
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

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.

4.96 out of 5 average rating, 53 reviews
Top guest favorite
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

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.

4.97 out of 5 average rating, 376 reviews
Top guest favorite
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

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.

4.98 out of 5 average rating, 63 reviews
Guest favorite
A spacious deck is shown overlooking the lake, featuring a large table surrounded by four chairs. Lush green trees are visible nearby, providing shade and enhancing the outdoor setting. The tranquil water reflects the daylight, creating a serene atmosphere.
Home in Coldwater

Peaceful, Pleasant and Gorgeous w/pontoon rental

This is the perfect place to unwind. Single bedroom home (recently updated) is elevated off the lake and across the street. Which makes for breath taking views and privacy. The beach/dock area are directly across the street. 75 ft lake frontage with a dock, beach and firepit area. This is a private all sports lake. The boat launch is 200 yards to the west for a quick launch. Master queen bed, full stocked kitchen, and queen pullout couch. Close highway access. 3 miles from I-80/90 and I-69.

4.89 out of 5 average rating, 103 reviews
Guest favorite
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

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.

4.92 out of 5 average rating, 159 reviews
Guest favorite
Cottage in Orland

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.

4.93 out of 5 average rating, 60 reviews
Guest favorite
Home in Fremont

Home on Jimmerson James lake chain

Relax with the whole family at this peaceful place to stay. Newly built home on the largest lake chain in Northern Indiana with fenced in back yard, spacious open side yard, grill, fire pit and hot tub (available when temperatures are above 45° ). Private neighborhood beach. Neighborhood park for the kids. 10 minutes from shopping, restaurants, golfing, multiple sightseeing adventures at Pokagon State Park and historic Angola, IN. Summer and wintertime fun! Pets welcome too!

4.78 out of 5 average rating, 32 reviews
Top guest favorite
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

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.

4.99 out of 5 average rating, 455 reviews
Guest favorite
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

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.

4.85 out of 5 average rating, 139 reviews
Top guest favorite
The exterior of a two-story home is shown, featuring a landscaped backyard with greenery and garden plants. A multi-level deck is visible, along with patio furniture and an umbrella for shade. The surrounding trees provide a natural backdrop to the home.
Home in Angola

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.

4.92 out of 5 average rating, 129 reviews
Top guest favorite
An outdoor firepit surrounded by four black chairs sits on a grassy area near the water. A private pier is visible in the background, along with boats docked at the shore. A large willow tree offers shade beside the peaceful lake.
Cabin in Colon

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.

4.99 out of 5 average rating, 140 reviews
Top guest favorite
A cozy living area features a plush gray sofa adorned with decorative cushions. Two patterned armchairs sit nearby, complemented by a floor lamp and decorative vase. Artwork depicting graceful birds is displayed on the walls, enhancing the modern aesthetic of the space.
Cottage in Fremont

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.

4.99 out of 5 average rating, 163 reviews

Popular amenities for Orland vacation rentals