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, 51 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, 369 reviews

Guest favorite

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

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!

4.89 out of 5 average rating, 44 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, 60 reviews

Top guest favorite

The lakeside home features a blue exterior with white trim, showcasing multiple large windows and a welcoming porch. A grassy area surrounds the property, complemented by a stone shoreline and a wooden dock leading into the lake.

Home in Fremont

Snow Lake House with Serenity

Welcome to our family lakeside home on Deer Island on the shores of Snow Lake. 3000 sq feet/4 bed/3 full bath/ 3 half baths. We are a Christian family that loves the Lord and gathering with our family. We have generous room to accommodate you. Wake up to the lake views, and enjoy peaceful afternoons on the screen porch and deck with your loved ones. Your peaceful retreat awaits! Thank you for taking good care of our lake home. Room for 8. There is 1 step from the driveway to enter the home.

5.0 out of 5 average rating, 42 reviews

Top 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, 158 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, 57 reviews

Top guest favorite

A spacious two-story home is viewed from the front, featuring a dark gray exterior with white accents. A large porch with seating is present, along with neatly landscaped grass and trees. The lake is visible in the background, enhancing the home's picturesque setting.

Home in Fremont

Luxury Lakehouse on Snow Lake

Lovely home (3300 square feet of living space) on Snow lake. Perfect for your spring, summer, fall or winter family vacation. It will sleep 14 in beds and 1 crib. We have 2 1/2 baths. It is beautifully decorated & furnished with everything you need for a fun getaway. Fully equipped upper end kitchen & outdoor gas grill. We have games, puzzles, books , children's toys, sound system, internet, WIFI, TV and DVDs for your indoor entertainment.

4.96 out of 5 average rating, 210 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.

4.84 out of 5 average rating, 134 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, 128 reviews

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, 135 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, 162 reviews