
Family-friendly holiday rentals in Shipshewana
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Top-rated family-friendly rentals in Shipshewana
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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. Motel hotel

Davis Street in Shipshewana
Davis Street in Shipshewana, located in the heart of Shipshewana Indiana's Amish country. Very close to the Auction & Flea Market, and within walking distance to local theatre, shops and restaurants. We offer cozy and friendly accommodations for the perfect country getaway. A perfect place to relax and enjoy partaking of the local small town pleasures. Access to the Pumpkinvine Nature Hiking/Biking trail is just 1 mile. And just 40 miles from Notre Dame/South Bend. (for the Irish football fans)

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.

Log Cabin
Are you looking for a quiet, relaxing and peaceful place to stay? Look no further, this little cabin is all that and more! These pictures do not do the cabin justice, we have heard this from so many guests that have stayed at our cabin! You will not be disappointed with your stay at our cabin. The kitchen is equipped with a stove, microwave, refrigerator and dishwasher. A front and back porch with beautiful views to drink a cup of coffee, read a book or relax! We hope you will come stay soon!

The Hideaway on Mitchellii Lane
A completely furnished apartment in the basement of our log home (our main residence) on 5 acres of woods above beautiful Shavehead Lake. Entrance into the apartment through a screened in porch and double French doors provides privacy and space to relax and enjoy the beautiful outdoor landscape. A large egress window allows natural sunlight into the bedroom on the opposite side of the wall from the kitchen/dining room/living room. High speed internet & YouTubeTV provide entertainment options.

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.

Cozy Nest - Lakefront, Dock, Kayaks, Pet Friendly
The Cozy Nest is an adorable three-bedroom, pet-friendly cottage with amazing views of a quiet, no-wake lake. Enjoy the stunning view while your cares melt away in the hot tub. The kitchen is fully stocked and ready for your use. Fiber optic wifi will keep you connected. There are two bicycles available for exploring the surrounding countryside as well as a canoe, 3 kayaks, and paddle boat to use on the water. Shipshewana is a quick 15-mile drive away through beautiful Amish countryside.

Basement Apartment *conveniently near Shipshewana*
Come stay in our private-access, BASEMENT apartment, while you visit our town of Shipshewana. Our home sits in the middle of 7 acres of woods. We love it here, and we hope you do too! Our goal, as your hosts, is to provide you with a reasonably priced, cozy space, where you feel like you are visiting a friend, not staying at a high end hotel. Small touches set us apart like laundry and light breakfast/snacks provided for stays that include Sundays (coffee is ALWAYS on at this house)

Private Lake+Fire Pit+Sauna+Kayaks | Pine & Paddle
Welcome to Pine and Paddle — the perfect place to unplug, recharge, and reconnect with nature by the lake. Unwind at this cozy lakeside tiny home, perfect for couples, friends, or solo travelers seeking peace, nature, and a hint of adventure near downtown Shipshewana. 🔥 Campfire pad w/ firewood + lake views 🛶 Kayaks + fishing poles + private dock ♨️ Wooden barrel sauna for ultimate relaxation 🌳 Private lake, beach, & outdoor games 🛏️ Sleeps 5 w/ full-size bunks + sofa bed

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.

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.

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.
Popular amenities for Shipshewana family-friendly rentals
Family-friendly home rentals with a hot tub

Farmhouse Sleeps 12+ Guests! Starlink Internet!

| Hot Tub | Amish Farm Country | Pergola | Deck |

Notre Dame Football Getaway

Lake Wawasee! Hot Tub/Gameroom/Pontoon Rental

Cozy Lakefront Tiny Home w/ Hot Tub

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

Treehouse Acres

The Nest - Luxurious Cabin Retreat
Family- and pet-friendly home rentals

The cozy cottage

Modern Webster Lake cottage

Freedom Farm

Cozy Cottage, Easy Lake Lifestyle

The Villa Goshen (Exclusive Use/All Guest Spaces)

2 story house 3 bedrooms Cozy house Jones, Mi

The Boho Bungalow

Stable View Home
Family-friendly home rentals with a pool

Simonton Lake Vacation Rental

Lake House – Pond & Pool Access

Whitehouse Retreat! Pool - Hot Tub - 1GB WIFI

Hot Tub, Game Room, Fun Family Getaway, Clean!

Mirror Lake Bunkhouse

Country Hideaway with Local Charm

The Pool House

The Cove - The Ultimate Getaway
When is the best time to visit Shipshewana?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $170 SGD | $208 SGD | $195 SGD | $183 SGD | $189 SGD | $213 SGD | $217 SGD | $208 SGD | $220 SGD | $178 SGD | $181 SGD | $165 SGD |
| Avg. temp | -4°C | -3°C | 3°C | 9°C | 15°C | 20°C | 22°C | 22°C | 18°C | 11°C | 4°C | -1°C |
Quick stats about holiday rentals that are family-friendly in Shipshewana

Total holiday rentals
Explore 20 holiday rentals in Shipshewana

Nightly prices starting at
Shipshewana holiday rentals start at $130 SGD per night before taxes and fees

Verified guest reviews
Over 1,800 verified reviews to help you choose

Wifi availability
10 of Shipshewana holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Shipshewana rentals

4.9 Average rating
Shipshewana stays are highly rated by guests – averaging 4.9 out of 5!
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