
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.
4.96 out of 5 average rating, 53 reviews
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
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
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
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
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
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
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
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
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
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
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 reviewsPopular amenities for Orland vacation rentals
Other great vacation rentals in Orland

The Dam Hideaway
4.94 out of 5 average rating, 54 reviews
Snow Lake | 5BR | 4 Ensuites | Dock + Large Yard
4.99 out of 5 average rating, 93 reviews
The Fox Den • 2BR/2BA • Mins to Trine & Fox Lake
5.0 out of 5 average rating, 4 reviews
Dockside Dreams | Lake Retreat | Sleeps 12
4.91 out of 5 average rating, 44 reviews
Lakehouse at Manapogo | Oak
4.8 out of 5 average rating, 5 reviews
Indiana Lake Escape
4.89 out of 5 average rating, 44 reviews
Lake Home Angola, IN
4.96 out of 5 average rating, 99 reviews
Wonderful House on Crooked Lake
4.96 out of 5 average rating, 25 reviewsDestinations to explore
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