Vacation rentals in Orland

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Top-rated vacation rentals in Orland

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Top guest favorite

The unique grain bin structure is showcased beside a gently flowing creek, with warm light glowing from the windows. Outdoor seating is visible near the water, and the space is accented by string lights illuminating the evening sky.

Farm stay in Vandalia

5 out of 5 average rating, 199 reviews

One of a kind•HotTub•Fire Pit• Private•Lux•Charm

*Escape the ordinary and experience rural country luxury *Whether sipping coffee at sunrise or star gazing the Grain Binn is the perfect blend of rest and charm *Situated on 70 acres with flowing creek *Pickle Ball court 1 mile from Binn *Fully stocked kitchen *Fireplace *Hot tub with towels provided * Firepit with firewood *Bird feeder for Bird lovers *King size bed with quality bedding *Forgot something? Got cha *In floor heat *Snacks *Walking trails *Good WIFI *Unplug and un

Guest favorite

A wooden staircase descends through a wooded area, leading towards a tranquil lake. Sunlight filters through the leaves, casting shadows on the steps. The water reflects the surrounding greenery, with a dock visible at the bottom of the stairs.

Home in Sturgis

4.96 out of 5 average rating, 117 reviews

Aframe; Lake; shared Hottub; pet friendly; low fee

Discover serenity at a charming A-frame retreat on Klinger Lake in Sturgis, Michigan. Just 20 minutes from Shipshewana, Indiana, less than an hour from Notre Dame, and 2 hours from Chicago, this remodeled A-frame nestles in a tranquil, wooded, golf cart-friendly community atop Pine Bluff. Enjoy peaceful walks or bike rides in this soothing enclave. Public lake access is conveniently across the road, down a few steps. Unwind in the hot tub next door, graciously hosted by your welcoming neighbors.

Top guest favorite

A white picket fence encloses a garden area in the foreground. Behind the fence, tall trees create a serene backdrop, partially shrouded in morning mist. A hammock is visible among the trees, indicating a peaceful outdoor space.

Guest suite in Shipshewana

4.97 out of 5 average rating, 479 reviews

Picket Fence Farm Private Guest Retreat Suite

Stay in a 2nd story private suite in a modern farmhouse where we reside on a family farm in Amish country. Guests have the entire 2nd floor: 2 bedrooms, a private bath, and a sitting room. You can watch Amish buggies drive by while you rock on the front porch, access shared patio spaces or sit by a creek. We have cows, goats & chickens. We're in the heart of Shipshewana Amish/Mennonite community, minutes from downtown Shipshewana & all it has. An authentic, comfortable country getaway.

Guest favorite

Home in Coldwater

4.91 out of 5 average rating, 116 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.

Guest favorite

A wooden dock extends into the canal, surrounded by green grass and a stone border. Various boats are moored alongside, featuring diverse designs and colors. The calm water reflects the surrounding landscape, creating a peaceful scene ideal for relaxation.

Home in Coldwater

4.81 out of 5 average rating, 178 reviews

Lake Escape Cottage (waterfront, jacuzzi, parking)

Discover the perfect family escape at this cozy lakefront cottage. Start your mornings on the back deck with a cup of coffee, overlooking the tranquil waters. End your days by the firepit, creating cherished memories by the lake. Inside, you'll find a stocked kitchen, two bedrooms, and a luxurious jacuzzi bathtub. Feel at home with the convenience of a washer and dryer. Restaurants and grocery stores are mere minutes away, making this the ideal home away from home for your lake getaway.

Top guest favorite

A screened-in porch features a round table with four chairs and a rocking chair, providing a relaxing view of the tranquil lake. The surrounding grassy area includes several trees and a fire pit, enhancing the serene outdoor ambiance.

Cottage in Pleasant Lake

4.98 out of 5 average rating, 128 reviews

Long Lake Cottage

Long Lake Cottage is on a 10 mph lake that is a pretty peaceful spot to relax. Enjoy bonfires, kayaking, fishing, and grilling at our place. Long Lake is a part of the Pigeon River chain that you can kayak along through multiple lakes. Less than 10 minutes from Angola (Trine University, Pokagon State Park, groceries, etc.). We hope you enjoy your stay! We have a strict cancellation policy, but we will refund you 100% of your stay if you do need to cancel 14 days before your arrival.

Guest favorite

A well-lit bathroom features a dual sink vanity with modern fixtures and a large mirror above. A sleek curtain in grey complements the space, which is enhanced by small decorative elements on the countertop. Warm-toned flooring adds a cozy touch to the overall design.

Home in Angola

4.94 out of 5 average rating, 167 reviews

Home away from home

Relax with the whole family at this peaceful place to stay. This two bedroom home is very clean and peaceful with a nice outdoor patio and spacious living area. This has been completely remodeled with brand new furnishing. We are equipped for any quick last minute stays, but it’s also prepared for any long term stay needs as well. This is less than one mile from the city mound. It’s located on and bike trail that leads you to the beautiful Pokagon State Park.

Top guest favorite

A newly remodeled above-garage apartment is shown in red siding, with a private entrance visible on the side. Two white garage doors have been positioned below, and trees can be seen in the background, providing a natural setting.

Apartment in Howe

4.95 out of 5 average rating, 221 reviews

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.

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

4.99 out of 5 average rating, 332 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.

Top guest favorite

Cottage in Fremont

4.97 out of 5 average rating, 173 reviews

The Cottage at The Mill District

Relax and unwind at our peaceful cottage at The Mill District. You will love the views out of the floor to ceiling windows. Everything inside and outside the cottage was recently remodeled including a brand new bathroom. You and your guests will love the well manicured property. Feel free to explore the grounds and bring your photographer (No sitting fee for guests). Peaceful location located next to clear lake.

Guest favorite

A spacious hot tub is shown, with bubbling water inviting relaxation. The serene lake and trees are visible in the background, reflecting the soft hues of a setting sun. The setting promotes tranquility and connection with nature.

Home in Bronson

4.98 out of 5 average rating, 222 reviews

Water’s Edge-Hot Tub, Pet Friendly, No Fees

Tranquil lake living! The Water’s Edge is a great way to enjoy the lake. It is right on the water with kayaks, stand up paddle boards, and a canoe to venture out with. The hot tub accommodates 6 people. The sunroom has beautiful views as well as a couple of beds that can be used if the weather is nice. There is nothing better than falling asleep to lake sounds and a pleasant breeze! Please no college partyers.

Guest favorite

A foosball table is positioned in a well-lit room with a large window offering a view of the outdoors. The walls are painted in soft colors, and a decorative fish hangs above the table, contributing to the relaxed ambiance.

Cottage in Lake James

4.9 out of 5 average rating, 114 reviews

Hilltop Bungalow on Jimmerson Lake

Welcome to Hilltop Bungalow at Jimmerson Lake! ✨ Relax, recharge, and reconnect at this cozy lake-view retreat. Enjoy lake-life surroundings, warm interiors, and a comfortable space to unwind or gather with loved ones. Just 1.3 miles from public lake access—perfect for pontoon and jet ski rentals.🚤 The space sleeps 6–9 comfortably with all the amenities you need for a peaceful getaway.

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Top guest favorite

Home in Kendallville

4.96 out of 5 average rating, 96 reviews

Serene 3-Bdrm Lakehouse

NelsonRating, 5 stars3 weeks ago

Beautiful home, they were so helpful accommodating my messed up work schedule.. the neighborhood was quiet and peaceful. Definitely going to come back and recommend this home to everyone!

A bright efficiency apartment is shown, featuring modern flooring and an open layout. A small table with decorative items is positioned against the wall. Natural light floods in through a window dressed with sheer curtains, illuminating the space.

Apartment in Sturgis

4.79 out of 5 average rating, 34 reviews

Sturgis Budget Studio Unit 6

RosieRating, 5 stars2 weeks ago

This is my 3rd time staying and will continue to return when in the area. Great location and host responds very quickly.

Guest favorite

A kitchen area is visible with a stone countertop and modern appliances. Two sets of double doors provide a view of the lake and outdoor deck. Natural light fills the space through multiple windows, showcasing the serene waterfront setting.

Cottage in Hudson

4.89 out of 5 average rating, 54 reviews

Relaxing lakefront 2 bedroom cottage

JamieRating, 5 stars2 weeks ago

We stayed here back in 2021. We fell in love then with place. We tried to go back the following year but was off the market for awhile. When I saw this come back open, I knew we had to go back. If you like the sun, water, campfires, and just relaxing on the deck. This is the place. I would like to give it a bad review so we could keep it a secret so we could return anytime but that's not the case. Something this nice should be shared.

Home in Sturgis

5 out of 5 average rating, 3 reviews

Joseph's Cottage.

JohnRating, 5 stars1 week ago

Phillips listing is a perfect home to visit. it's beautiful and felt like home. plenty of space and very clean. I highly recommend. The backyard is amazing

A stone fire pit is situated under tall trees beside a lake, with vibrant flames rising above the neatly arranged firewood. The surrounding area features a paved surface and glimpses of the water and shoreline, contributing to a serene outdoor setting.

Home in Rome City

5 out of 5 average rating, 3 reviews

Sylvan Lakeside Retreat

GavinRating, 5 stars5 days ago

I stayed at Kylee’s AirBnB for two nights leading up to my wedding. I actually requested it the day I wanted to check in. Even though it was last minute Kylee was very quick to respond and approve the request. Her directions were clear and I was able to check in and had a peaceful visit.

Guest favorite

A mobile home is set against a lush backdrop, featuring a welcoming entry with a short wooden staircase. A patio area with a table and chairs is highlighted, alongside a barbecue grill. A large umbrella provides shaded seating for outdoor relaxation.

Home in Lake James

4.96 out of 5 average rating, 23 reviews

Paradise Landing 3.0

DeniseRating, 5 stars1 month ago

We stayed here for our son's graduation from Trine University. it was nice and quiet after a busy day of celebrating on campus.

Guest favorite

A garden entrance framed by wooden lattice panels leads into a lush green space. Various plants, including blooming hydrangeas, create a welcoming scene. The grassy area is flanked by ferns and shrubs, enhancing the natural setting.

Home in Sturgis

4.92 out of 5 average rating, 26 reviews

The Corner Gardens

AaronRating, 5 stars2 weeks ago

I am absolutely pleased with my stay. It was everything that was listed on the Airbnb app. I would suggest anyone to stay there. It felt like home. I will absolutely stay again when i visit sturgis. Thank you Courtney for your hospitality.

Top guest favorite

A green Keurig coffee maker is positioned on a clean, white marble countertop, accompanied by two clear containers labeled 'DECAF COFFEE' and 'REGULAR COFFEE.' A bowl holds assorted coffee condiments nearby, offering convenient access to beverage options.

Home in Hicksville

4.97 out of 5 average rating, 76 reviews

Peaceful 3-Acre Escape | Scenic & Central

JenniferRating, 5 stars2 weeks ago

It was such a surprise to find this cozy gem just a few miles from my family’s homes. It was perfect to go back and forth while visiting for my niece’s graduation. We had everything we needed and the beds were comfortable and the decor and surroundings extremely peaceful. It was a treat to watch the Amish trot by to gather for church next door. Lydia was extremely responsive and helpful and the family appreciated the cookies she left for us upon arrival.

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Vacation rentals in Orland

Top-rated vacation rentals in Orland

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