Holiday rentals in Middlebury

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Top-rated holiday rentals in Middlebury

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

Guest favourite

Home in Goshen

4.98 out of 5 average rating, 505 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

Home in Three Rivers

5 out of 5 average rating, 15 reviews

Peninsula Paradise

Make some memories at this unique family-friendly home! Beautiful setting to accomodate a large gathering of friends and family. Water on three sides, two docks, lots of fish to catch, and kayaking. Enjoy the firepit on the water and watch the sun rise and set. Within 30 minutes of Kalamazoo and 10 minutes to Three Rivers for all the conveniences and entertainment options. Less than an hour from Notre Dame. A truly peaceful setting designed to help you relax and enjoy quality time!

Superhost

Home in South Bend

4.67 out of 5 average rating, 21 reviews

Cute as a Bug's Ear & 4mi to Notre Dame Stadium - huge yard!

Rest well at this unique / tranquil single level property with everything needed for a comfortable stay! We welcome guests with a goodie basket, free wifi, soft towels, & super comfortable beds. Recent upgrades include: - Kitchen Refresh with new cabinets, stone counter top, touch faucet, and Microwave / Air Fryer combo - Central Air - Remote Controlled Ceiling Fan - Carpeting - Sit/Stand Desk & Ergonomic Chair Side lamps have USB ports for easy charging! Video walkthrough available.

Guest favourite

Home in Bremen

4.95 out of 5 average rating, 147 reviews

"SERENITY COTTAGE" Picturesque lake front w/3 bdr!

"SERENITY COTTAGE" A private lake front home on the north shore of Lake of the Woods. 35 min. to Notre Dame and 19 min. to Amish country, Nappanee, IN. This charming three bedroom home in a quiet setting is the perfect place to catch some much needed R & R with family & friends. Park you boat at our private pier or just enjoy observing the wildlife, sunsets, etc. Observe the grace of great blue herons, mama ducks with their ducklings, and you may catch a glimpse of a bald eagle!

Superhost

Home in Elkhart

4.88 out of 5 average rating, 113 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.

Superhost

Home in Three Rivers

5 out of 5 average rating, 7 reviews

Beautiful Family Friendly Beachfront Retreat

This three-bedroom, two-bathroom home sleeps up to 10 people and features a beautiful beachfront with a dock, hammock, and campfire area. Enjoy stunning sunsets from the deck, and dine in the screened-in porch or cook on the gas grill. The fully renovated interior includes all new appliances, a washer/dryer, TV, and Wi-Fi. Just a short drive to town for grocery stores and dining, this tranquil retreat is ideal for escaping the hustle and bustle of city life.

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

Cabin in Three Rivers

4.96 out of 5 average rating, 25 reviews

Lake Front Getaway With a Hot Tub

Welcome to Long Lake, a 211-acre all-sports lake. This 850sf cottage features an open floor layout for the kitchen/dining/living areas. With large windows looking out onto the lake. On the front deck there is a large hot tub overlooking the lake, great for a quiet mornings or nights. There are three bedrooms one with a queen bed, a second with a double bed, and the third has two bunks (4 beds) There are 24 steps up to the entrance

Guest favourite

Home in Shipshewana

4.97 out of 5 average rating, 217 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, 23 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, 88 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.