Holiday houses in Middlebury

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Top-rated holiday rentals in Middlebury

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Home in Milford

4.97 out of 5 average rating, 66 reviews

hot tub, game room, big lawn, so much family fun!

From the heated in-ground pool, to the large hot tub, to the huge heated/a/c game room, you will love your stay at our Milford location. Created with comfort and fun in mind there is no end of things to do and places to unwind and enjoy the relaxation of a home away from home. With sizzling hot Wi-Fi, this place is perfect for a girl's weekend, a couples retreat, an extended stay with your family, or a work trip. All the details are well thought out to create a perfect getaway for every group.

Guest favourite

Home in Goshen

4.98 out of 5 average rating, 500 reviews

The Villa Goshen (Exclusive Use/All Guest Spaces)

An unforgettable stay awaits! Spectacular waterfront views from the home and guest deck, with outstanding amenities and accommodations, this is The Villa Goshen. Booking allows exclusive use of all guest bedrooms, common spaces on the main & upper floors, and the wooden guest deck area off the kitchen. No parties unless pre-approved. Hosts live on site in a separate basement apartment. Easy access to Notre Dame (45 min), Middlebury (20 min), Nappanee (20 min), and 25 to Shipshewana (25 min).

Guest favourite

Cottage in Burr Oak

5 out of 5 average rating, 60 reviews

Lakefront Home On All-sports Long Lake

Nestled in the heart of Amish country, this charming cottage has everything you need for a relaxing getaway at the lake. Enjoy sunrises and sunsets from two north facing patios complete with hot tub. Gas fireplace. The home features an unobstructed view of Long Lake. Two large trees in the yard create ample shade. The lawn provides lots of space for your favorite games with a gentle slope to the lake. The water is shallow more than 20 feet out, perfect for floating and relaxing. Pets welcome!

Guest favourite

Home in Rome City

4.84 out of 5 average rating, 32 reviews

3 BR Sylvan Lakefront Oasis

Relax with the whole family at this peaceful place to stay. Enjoy the 3 BR 1.5 Bath lake front retreat. Bring your boat and enjoy sylvan lake, a 700 acre sport lake wonderful for all boating, fishing, skiing and tubing. Kick back and relax in this open, stylish space and enjoy the elevated decks & lounge areas. All bedrooms and dedicated work space are on the second level providing quiet privacy. Includes: Washer & Dryer, Gas Grill, Fire-pit! Plenty of parking available!

Guest favourite

Home in Elkhart

4.9 out of 5 average rating, 169 reviews

My Happy Place!!

The whole group will be comfortable in this Spacious Nicely Decor Unique space. Two bedroom and small office sitting area for relaxing I’m big on house keeping No Pets No smoking in the home No parties Or Events No shoes wearing in the home also No visitors Allowed only whom name is on the reservation list My Airbnb is for work business and people traveling Not for hanging out not setup for children at this time I truly appreciate your business Thank you so much …

Superhost

Home in Elkhart

4.88 out of 5 average rating, 112 reviews

Lakeshore Cottage🎣 🚣‍♂️Waterfront/Great Wi-fi

Book your family getaway at this charming Lakefront home on Heaton lake! Enjoy swimming, fishing and a 4 person paddle boat. 3 minutes from Ideal Beach Family Water Park. Peaceful setting with a large back yard for games. Only 7 minutes from great food and shopping in Elkhart. Close to the toll road and 30 Minutes from Notre Dame Stadium. Excellent Xfinity wifi and TV. This is a very quiet neighborhood. No parties and there is a zero noise policy after 9 PM.

Guest favourite

Home in Sturgis

4.9 out of 5 average rating, 21 reviews

The Corner Gardens

Cozy cottage meets modern charm. This home offers a spacious living area perfect for large family gatherings. Within walking distance of several local shops, restaurants and coffee shops. And a short drive from beautiful parks, zoos, and other small town experiences! 20 minutes from Amish country, Shipshewana, IN. 1.5 hours- South Haven beach and sand dunes 45 minutes from Notre Dame, South Bend shopping and zoo. 2.5 hours from Chicago and Detroit

Guest favourite

Cottage in Wolcottville

4.91 out of 5 average rating, 66 reviews

Lakefront Getaway on Atwood Lake

Relax with the family at this peaceful Atwood Lake home. Close to Shipshewana, Indiana, heart of Amish Country. Visit the many parks in Lagrange County. After a small road trip, resign back at Atwood Lake to this beautiful shallow, white sandy beach. Enjoy kayaking, fishing, campfire and yard games with your family. Ready to use with full kitchen. We updated the patio furniture this year, it’s now blue! Start making your family memories now.

Guest favourite

Cottage in Sturgis

4.93 out of 5 average rating, 101 reviews

Charming Cottage on Beautiful Fish Lake

Newly renovated charming cottage on Fish Lake. Located in the heart of Amish county, featuring 2 bedrooms plus an enclosed porch which makes a great dining area or the perfect place to read a book or play games. Beautiful lake view and large deck for enjoying sunsets and sunrises. Fish Lake is an all sports lake with great fishing and shallow sandy bottom out more than 30 feet from shore. Enjoy a relaxing getaway at this peaceful lake.

Guest favourite

Home in Shipshewana

4.97 out of 5 average rating, 214 reviews

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

NEW! This curated Shipshewana staycation that awaits you! Fabulous farmhouse style including the largest live edge dining room table you’ve ever seen! You’ll be able to see many wonderful curated goods from our little town right here in a industrial farmhouse setting. Pack your bags, bring your family, gather your girlfriends and stay in the newest accommodations located right next to the famous Davis Mercantile.

Superhost

Home in Vandalia

4.88 out of 5 average rating, 57 reviews

Beautiful Large Lake Home in Southwest MI

Our place is great for couples, families (with kids), and large non-rowdy groups, In addition to summer and fall rentals, the house can be rented for ND football weekends. It is a 40-minute drive to the stadium. If you want to be closer to ND (within a mile) check out our other listing here on AirBNB. NOTE: Fireworks are NOT to be used on our properties at anytime. Violation could result in immediate eviction.

Guest favourite

Cottage in Vandalia

4.9 out of 5 average rating, 21 reviews

Private Vandalia Beach Front Cottage

Escape to serenity at this charming two-bedroom cottage nestled on the shores of Paradise Lake. Situated on a quiet, all-sports lake, this newly remodeled retreat offers the perfect getaway for relaxation and outdoor adventures. Take advantage of the two kayaks and paddle board provided, perfect for exploring the calm waters of Paradise Lake at your leisure.