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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Top guest favorite

A cozy living room features deep green walls and large windows allowing natural light. A gray sectional sofa, accent chair, and a neutral rug provide comfortable seating. A coffee table and bookshelf add functionality, while indoor plants and a fireplace create a warm atmosphere.

Home in Goshen

4.98 out of 5 average rating, 523 reviews

The Villa Goshen (Exclusive Use/All Guest Spaces)

BrendaRating, 5 stars2 weeks ago

Michele and Phil’s “The Villa Goshen” was a perfect location and provided all the amenities and space our family needed for our visit. The first night, a storm came through; a tornado warning was issued, sirens rang, and lightening hit right next to the house. Michele communicated during the whole event to make sure all of us were aware and stayed safe. Michele and Phil make this home both comforting and welcoming to their guests.

Top guest favorite

A serene view of Cedar Lake captures calm, rippling waters reflecting a clear blue sky. The shoreline features lush greenery, creating a tranquil backdrop that enhances the peaceful atmosphere of the retreat.

Home in Howe

4.94 out of 5 average rating, 18 reviews

Lakefront! Girls getaway/Romantic Retreat/low fees

LauraRating, 5 stars1 week ago

LOVED it! Was there on a business trip in late winter, and wished it was for pleasure, and in a warmer month, so I could enjoy the lake it sits on, and get to relax while there. However, I was overwhelmed with prep for television and radio appearances and a live cooking show, so I only had the pleasure of using the AWESOME soaking tub to de-stress from super long hectic days, sleeping very well in oh-so-comfy bedding, and tossing together breakfast in a charming kitchen stocked with basics, as well as a well-stocked coffee bar. I thought the fresh creamer in the fridge was a nice touch, and I loved sitting at the kitchen table enjoying my coffee and the beautiful lake view. I hope to return some day -under less stressful circumstances- so I can get to enjoy all its outdoor amenities in warmer weather, too. I also want to mention that I felt very safe staying there alone (owners live next door) and the place is so cozy I felt like I was at home throughout my entire 3-day stay.

Top guest favorite

An outdoor deck features a round table surrounded by four cushioned chairs under a large red umbrella. Sunlight reflects off the water, creating a serene atmosphere. Lush greenery and distant homes line the water's edge, while a swing can be seen nearby.

Home in Warsaw

4.97 out of 5 average rating, 115 reviews

Relax 15 guests can enjoy Holidays & Everyday

NicoleRating, 5 stars2 months ago

Our hosts were amazing! They took us in with a warm welcome and support after we were in immediate need of housing. The amenities were excellent from coffee to toothbrushes, dishes and linens. They had everything we needed to walk in and get a good night's sleep. We enjoyed the view, sunshine and time together with our family.

Top guest favorite

A grassy area is framed by trees, leading to a serene lake. The clear water reflects daylight, and several docks are visible in the distance. A smooth stone border complements the landscape, enhancing the tranquil setting for relaxation.

Home in Marcellus

4.9 out of 5 average rating, 202 reviews

The Box for Guests Over 21

JoeRating, 5 stars6 months ago

"The Box" was comfy, cozy, as advertised, easy to get to, and situated on a beautiful lake (which connects to a couple other lakes). John, the host, was friendly, helpful, and responsive. We had no issues whatsoever with our stay. We had a great time!

Superhost

A covered patio area is visible, featuring comfortable seating with bright blue chairs and a soft rug. Large windows provide views of the lake and backyard, while the wooden ceiling and beams add a rustic charm to the space.

Home in Elkhart

4.86 out of 5 average rating, 117 reviews

Lakeshore Cottage🎣 🚣‍♂️Waterfront/Great Wi-fi

MaricelRating, 5 stars3 weeks ago

My family has been here before and it was during the summer and we loved it sooo much that we came back but this time it’s during spring, we definitely prefer going during the summer but we love this place so much!!! My kids love it ❤️ we loved using the grill and the paddle boats. Would definitely suggest it for families!

Top guest favorite

Two turquoise Adirondack chairs are positioned on the wooden deck overlooking Fish Lake. A blue and white beach bag rests on the deck, with a potted plant featuring multicolored blooms nearby. The calm water and lush greenery are visible in the background.

Cottage in Sturgis

4.93 out of 5 average rating, 101 reviews

Charming Cottage on Beautiful Fish Lake

BlytheRating, 5 stars7 months ago

This was our third year staying at Chris’s cottage. The cottage was spotless as always, equipped with snacks, water, plenty of towels and amenities. The cottage is on Fish Lake, beautiful and peaceful but also fun to watch all of the water activities and wildlife. The weather was perfect. The mark of a fantastic place and location is never having to turn on the TV to pass the time. We will be back next year if it’s available! Thank you, Chris!

Guest favorite

The cottage is nestled among trees beside a serene lake, with soft lighting reflecting on the water. Various boats are anchored nearby, and colorful outdoor seating is positioned on the lawn, creating a tranquil setting for relaxation and enjoyment.

Cottage in Three Rivers

4.97 out of 5 average rating, 88 reviews

A hideaway retreat on a private lake for relaxing.

MindyRating, 5 stars7 months ago

Our family of 5 had a great stay at Gary’s place. The lake, the pontoon, paddle boards and pedal boat were used daily. It is private and quiet. There are plenty of life vests and even some large inner tubes you can take out on the water. The floating dock and lily pad were covered in goose poop while we were there so we didn’t use them. The house was comfortable and had more amenities than most air BNBs we’ve stayed at. Our favorite spot (besides being on the water) was drinking coffee and reading on the covered porch! Would recommend to families!!

Guest favorite

A large live edge dining table occupies the center of the space, complemented by pendant lighting above. White brick walls add brightness, while open shelving displays curated goods. A sliding barn door contributes rustic charm, and a glimpse of the living area is visible in the background.

Home in Shipshewana

4.97 out of 5 average rating, 225 reviews

Ole Tin Rooster Sleeps 12+, Downtown NEW 4 Groups!

KaraRating, 5 stars1 month ago

This house was perfect for our girl's trip to see a concert at the Blue Gate Inn. We walked right across the street from the house and ate dinner at the yummy Blue Gate Inn restaurant then walked the 1 mile walk all on sidewalks/safe to the concert. Would absolutely stay here again and recommend this house for a weekend getaway!

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Popular amenities for Orland vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Orland

Guest favorite

A serene lake scene is depicted, with calm water reflecting surrounding greenery. Lush trees line the banks, and a grassy area is visible next to the water. The sky is partly cloudy, contributing to a peaceful outdoor atmosphere.

Home in Coldwater

5 out of 5 average rating, 13 reviews

Luxury lake-house and heated salt pool

marinaRating, 5 stars8 months ago

This house was wonderful for myself, my parents, my 2 brothers, sister in law, and 2 nieces! The pool was in use from sun up to sun down. Plenty of space to spread out and relax. My mom was able to navigate between her wheelchair and walker, which meant all the world. I have stayed in many airbnbs. What sets this one apart, besides the gorgeous house, pool, and amenities, was the way everything was stocked. There were enough extra towels for all the in and outs of the pool. Anyone who has stayed at an airbnb with a pool can relate to not enough towels. Not the case here!! Also, plenty of extra toilet paper. And the good tp! How many times have I had to stop during my vacation to buy extra TP. Not at this house! It had everything I needed!! Including washing machine tabs, so I could keep up with the laundry. Tons of extra plates, silverware, cups! EXCELLENT communication from Mary. I am sure our family will be back to this Oasis!

Guest favorite

A deck area features several lounge chairs positioned for lake views. Large windows reflect the waterfront, while a door in a teal frame provides access to the interior. A picnic table and grill are visible, enhancing the outdoor living space.

Home in Coldwater

4.94 out of 5 average rating, 67 reviews

5 bedrooms 4 bathrooms house Coldwater Lake

DarylRating, 5 stars8 months ago

This was a fun & relaxing vacation for us, our kids and the grandkids. We really never left the place except to take the boat out. The kids and grandkids had a blast in the water and the shallow water was perfect for the young ones - they especially liked the water trampoline! The house is very spacious so we never felt crowded and my daughter was able to ‘work from home’ there utilizing the desk upstairs and the picnic table on the deck one day. The kitchen offered us everything we needed for food preparation so we didn’t have to go out to eat. We would recommend Karen’s place to others.

Top guest favorite

Home in Cassopolis

5 out of 5 average rating, 18 reviews

The Cottage on Heiner Hill

CindyRating, 5 stars6 months ago

Super peaceful cottage and lake! We loved the patio and lower yard. Nice kayaks with easy access in and out of the water. The fishing was good - lots of medium-sized bass, and we enjoyed the birds on or near the lake: wood ducks, osprey, sandhill cranes, green heron, great blue heron. Beds and pillows were comfortable! Would come again. :)

Top guest favorite

A large two-story lake house is situated by the water, featuring expansive windows that provide a view of the surrounding greenery. A spacious deck overlooks the lake, with a small dock visible nearby. The property is framed by mature trees and manicured lawn.

Home in Marshall

4.96 out of 5 average rating, 24 reviews

Family Friendly Lake Home with Large Yard

AmandaRating, 5 stars6 months ago

From the very beginning when we made our reservation Eugenie was an amazing host. very warm and friendly. The house feels like staying at your own home. So warm and inviting. The view of the lake from the house is amazing . The pictures don't do it justice.

Superhost

A spacious deck overlooks Lake Marble, featuring a dining set with an umbrella and seating areas. Lush trees frame the view of the water, where boats are docked. The serene landscape invites relaxation and enjoyment of the natural surroundings.

Home in Quincy

4.84 out of 5 average rating, 154 reviews

Stunnnig House on Marble lake with private beach🏖

EduardoRating, 5 stars4 days ago

If you are looking for a great way for everyone in the family to enjoy the lake this is the place to go I look forward to having another vacation here in the future

Superhost

A screened-in porch features a wooden swing suspended from the ceiling, providing a cozy seating area. A small table is positioned nearby, and natural light enters through multiple windows. The blue walls and striped rug create a relaxed atmosphere, enhancing the indoor-outdoor connection.

Cottage in Fremont

4.91 out of 5 average rating, 46 reviews

The "Hall-i-Day Inn" (Clear Lake Cottage for 6)

ScottRating, 5 stars2 weeks ago

Had an amazing stay at this airbnb! The place was clean, cozy, and exactly as described. Samantha was super friendly and responsive. Perfect for long of short term stays. I highly recommend this spot for anyone looking to visit the area.

Guest favorite

A blue lakeside house is visible across the water, featuring large windows that provide views of the serene surroundings. A well-maintained lawn leads up to the home, while outdoor seating areas are evident. A small dock extends into the calm lake, contributing to the tranquil setting.

Home in Paw Paw

4.9 out of 5 average rating, 30 reviews

Eagle’s Nest

JeannetteRating, 5 stars2 weeks ago

Great lake house for our multi-family gathering. Pontoon rental was perfect for fishing! We caught our limit of bluegill each day. Young and old especially loved the swinging in the great room looking into the lake. Power recliner and couch made watching TV relaxing. Girls loved painting rocks. And our 3 year old grandson was in love with cars and toys to play with.

Guest favorite