Holiday rentals in Middlebury

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Top-rated holiday rentals in Middlebury

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Top guest favourite

Home in Goshen

4.98 out of 5 average rating, 523 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).

Superhost

Home in Syracuse

4.83 out of 5 average rating, 23 reviews

Lakeside Cabin

Seeking the ultimate unique retreat? This 1-bedroom, 3 bed vacation rental in Syracuse is the place to unwind. Looking to explore the charming downtown area with its vibrant farmers market, walk the Syracuse-Wawasee Trail, or indulge in great local food, or have some fun in the water on Lake Syracuse/Lake Wawasee? This home is located very close to it all and a perfect place to create unforgettable memories with family and friends. *Property does have railroad tracks directly behind building*

Top guest favourite

Home in Howe

4.94 out of 5 average rating, 18 reviews

Lakefront! Girls getaway/Romantic Retreat/low fees

Welcome to your peaceful escape! Delight in the charm of our cottagecore retreat, offering breathtaking lake views. Relax on the spacious screened porch, enjoying the outdoors without pesky bugs. The cozy bedroom, dining area, and living room all feature stunning lake vistas. Pamper yourself in the bathroom with a luxurious soaking tub and steam shower. The kitchen, fitted with new appliances, makes cooking a breeze. From the living room, step onto the deck and soak in the serene environment.

Guest favourite

Home in Elkhart

4.9 out of 5 average rating, 178 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 …

Guest favourite

Home in Niles

4.94 out of 5 average rating, 49 reviews

Relaxing Lakefront House-Perfect Family Vacation

Relax in this newly remodeled 2560sq ft. lakefront home on Barron Lake. 46' of water frontage to enjoy all-sports, yet peaceful lake to enjoy swimming, kayaking, paddle boarding, and fishing! Bring your boat & have fun waterskiing, tubing, or cruising around the lake. Renovated in 2021 w/ fresh paint, flooring, kitchen appliances, washer, all new furniture & Rainsoft system. Summer or winter there are plenty of activities. 20mins to Notre Dame. 90 to Chicago.

Guest favourite

Cottage in Wolcottville

4.91 out of 5 average rating, 70 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.

Top 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, 225 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

Home in South Bend

4.96 out of 5 average rating, 24 reviews

Luxury Relaxing Stay 1mile from Notre Dame

Welcome to the Lucky Charm Home! Our recently renovated home is the perfect retreat for those looking for a luxurious and comfortable stay. As you step inside, you'll be greeted by a stylish and modern interior, complete with high-end furniture and decor. Located in a quiet and peaceful neighborhood, our Lucky Charm Luxury Home is just minutes away from Notre Dame. (Managed by Irish Management)

Guest favourite

Home in Syracuse

4.94 out of 5 average rating, 89 reviews

Mt. Pleasant: Newly renovated with a hilltop view

Welcome to our cozy, modern home tucked away in a 100 year old neighborhood of friendly cottages on the edge of beautiful Dewart Lake. Our lake is touted for its cleanliness & excellent fishing. Discover a beautiful overlook of the water out the west facing french doors. This little cottage is a peaceful respite for our family, full of memories, & we hope it can be that for your family as well.

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.