Holiday houses in Middlebury

4.96 out of 5 average rating, 852 reviews

Apartment in Goshen

Half-Moon Cottage

Enjoy privacy in this beautifully handcrafted cottage with arched ceilings. The cottage is 2 miles from downtown Goshen - a vibrant small town with restaurants and shops. It's 1 mile from Goshen College, 45 minutes from Notre Dame and 25 minutes from the Amish town of Shipshewana. The cottage is beside a fruit, nut and berry orchard and gardens. It's adjacent to a city bike trail that links to the Pumpkinvine nature/bike trail. It's close to a train crossing (with whistle) and a busy street.

4.92 out of 5 average rating, 143 reviews

Apartment in Middlebury

The Farm Vista

Retreat and unplug in a quite country neighborhood in the heart of Amish country. The covered porch overlooks a farm and you can see a great sunset and often wildlife as well. The apartment itself is a walkout basement with a front entrance and large windows overlooking the farm and field across the road. This apartment offers all the comforts of home with two bedrooms, a pullout sofa bed, large kitchen, living room and bathroom. This retreat provides a chance to unplug and do things together.

4.98 out of 5 average rating, 322 reviews

Guest suite in Goshen

Lofty Spaces, entire upper level, 5 mi from town

Stay in our redecorated entire upstairs level with pass-coded private entry to come and go as you please. Queen bed in the primary bedroom, a double in the second bedroom. (2 cots can be set up for any youth). Full bath with tub and shower, TV room with Kuerig, microwave, mini frig, and back wood’s view. Relax on front porch. Short walk to Fairgrounds and Pumpkin Vine trail. Close by places to eat. Notre Dame is 45 mins away. Shipshewana -40 mins. 60 miles to Lake MI. 3 hr drive to Chicago.

Guest suite in Shipshewana

4.98 out of 5 average rating, 481 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.

4.94 out of 5 average rating, 252 reviews

Cabin in Goshen

Tiny home log cabin at the pines

Nurture your most important relationships at this peaceful authentic log cabin, built in 2022, set halfway in the long lane of our 18 acre property. Enjoy privacy with the massive pine trees behind you. Relax on the front porch and watch the sunset beyond the horse pasture and cornfields. The cabin boasts Wi-Fi, TV screen w options,a soaker tub, queen bed, recliners with heating feature, a full kitchen stocked with pots and pans, a washer and dryer. Everything you need for a longer stay.

4.91 out of 5 average rating, 179 reviews

Cottage in Topeka

Honeyville Cottage

Escape from the hustle of daily life in the heart of Amish country. Step into this quaint cottage and leave your worries at the door. Soak your cares away in the cast iron claw foot tub or relax on the patio watching the neighbors horses run. Bicycles are available for a stroll through back country roads. Play games around the kitchen table. Take a trip into town for fresh baked Amish goods, a traditional Amish dinner or shopping. At night you can grab a blanket and lay under the stars.

4.79 out of 5 average rating, 257 reviews

Cottage in Middlebury

Stone Lake Cottage Middlebury IN Boat Fish getaway

Located on beautiful Stone lake in Middlebury, IN. Crafts Amish antique auction fish swim lake relaxing. Bedding, towels, and personals/toiletries are provided. 2 queens, 1 twin, 2 double beds. Includes 3 BR/4 baths (detached 3rd BR CLOSED in winter), room for 6-8, AC, Smart TV, streaming services , WiFi, fireplace, lake, pier, kayak, paddle boat, grill, fire pit, dishwasher, toys for swimming, fishing, and 5 miles from Shipshewana/Middlebury. Min primary guest age is 21.

4.98 out of 5 average rating, 255 reviews

Loft in Shipshewana

Hidden Country Hide-A-Way

Come relax in our cozy, modern country, studio apartment. It is equipt with a fully stocked kitchenette, private bathroom, comfortable living space, large screen tv and office work space. Enjoy some of the most picturesque landscape Northern Indiana has to offer. We are just a 10 min walk from Stone Lake and have kayak rentals available upon request. We are conveniently located 8 miles from Shipshewana and Middlebury, IN and just a 40 minute drive from Notre Dame.

4.97 out of 5 average rating, 254 reviews

Guest suite in Goshen

Colorful Country Suite

Peaceful get-away in the country. Rich colorful apartment ideal for an extended business trip or just for fun. A thousand square feet of comfortable living space in our walk-out basement. Five to ten minutes from an eclectic mix of dining options and bustling art/artisan scene in downtown Goshen. Walking/biking trails are 1.5 mi. away. Bike trails are also available in Goshen and extend all the way from Elkhart to Shipshewana. We're two minutes from Goshen Airport.

4.97 out of 5 average rating, 153 reviews

Apartment in Middlebury

RV's, Amish, and Notre Dame, Oh My!

Located in small town Middlebury this open, bright, spacious 2 bedroom duplex is located perfectly to enjoy many area activities whether its enjoying a Nortre Dame game or visiting the largest Flea Market with lots of local Amish crafters. Local restaurants and breweries, as well as being near larger restaurants and shopping opportunities, makes this a great location. With beautiful Michigan lakes being only a short drive away makes this a great getaway!

4.95 out of 5 average rating, 218 reviews

Backyard country living at its absolute finest!! Hot tub, back deck, patio, pergola, grill, pastureland, fire pit, open space – Welcome to your Home Away From Home! This newly/fully renovated 3 bed/2 bath ranch house in the heart of Amish country is ready for you to explore the abundant activities. Located right next door to a real working farm makes it ideal for your country getaway, and not to disappoint, Amish buggies pass by often!

4.99 out of 5 average rating, 334 reviews

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.

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Other great holiday rentals in Middlebury

4.92 out of 5 average rating, 36 reviews

Cabin in Middlebury

Rustic Roots Cabin| 3bd/3ba Cozy/Shipshewana/ND

KiaraRating, 5 stars6 days ago

The cabin was so incredibly beautiful. There was lots to do and everything was accesible. There were even awesome amenities I didn't expect. They really pay attention to every detail!

5 out of 5 average rating, 51 reviews

Lemon Hill Amish Guest House

BrookeRating, 5 stars1 week ago

The Lemon Hill Amish Guest House was great for our one-stay where we got to enjoy the sights and sounds of the Amish countryside. The property was cozy and well-kept and we felt right at home. The farm animals were also fun to visit with.

5 out of 5 average rating, 17 reviews

Home in LaGrange

Grandpa's Farmhouse

LindaRating, 5 stars2 weeks ago

Once I saw Grandpa's Farmhouse, I knew it was the place for us. We met up on arrival and she was very personable. It had all we needed and felt really comfortable. Not far from shopping, restaurants and other places to visit. We will come back again and promote this Airbnb

4.99 out of 5 average rating, 72 reviews

Home in Elkhart

Little House On The River

BlakeRating, 5 stars4 days ago

This place was amazing! The view and the multiple levels of patios to look across the river are unbeatable. Completely worth the trip and would like to come back. The only items are that it’s right on a busy road with no sidewalk, so you will have to drive to do anything beyond the home itself.

4.97 out of 5 average rating, 30 reviews

The Red Thread Retreat

KirbyRating, 5 stars3 days ago

Nice, quiet stay. Didn't have an iron but host responded and provided one. Otherwise well-stocked. Would stay again.

4.88 out of 5 average rating, 25 reviews

Lakin' It Easy

ChristinaRating, 5 stars1 month ago

Spent the weekend and had a wonderful time. The place is beautiful and as pictured and described. The view off the lake is amazing and lots of breeze coming off of it. The beds were extremely comfortable and had nice pillows, linens, and extra pillows and blankets. Fans were provided in both bedrooms. Water was hot and all hygiene was provided. The kitchen is well stocked. The hosts were reachable and gave clear directions on entrance and how to work the air, heat, and TV. Would definitely recommend to stay here and make sure to go for a visit in Shipshewana.

5 out of 5 average rating, 81 reviews

Farm stay in Middlebury

Farm Stay in Amish Country - 2 Bedroom 1 Bath

BetsyRating, 5 stars3 weeks ago

This was a wonderful getaway weekend for my daughter and two granddaughters we could not have asked for a better place to stay. Mary Beth and her family were very gracious and friendly, and showed us around the farm and introduced us to the baby animals and to all of the animals, my granddaughters had a wonderful time. Such a peaceful place to stay thank you very much Mary Beth, and we look forward to returning.