Holiday rentals in Milford

Dewart Lakefront Cottage

Escape to our charming Lake Cottage, nestled on the peaceful Dewart Lake in Syracuse, IN. Whether you're seeking a relaxing weekend or an adventurous getaway, this cozy retreat offers stunning lake views, beautiful sunrises and sunsets, private access on an all sport lake and all the comforts you need for a memorable stay anytime of the year. Enjoy the lake with kayaks, fishing from the pier and space for a boat, BBQ grill, smart TVs and campfire pit are just a few amenities we have to offer.

Dock of Bay Cabin- Private Dock on Lake Webster

"Last Cast" is close to town, creating the perfect space to have access to peace & quiet while being close to town & water. This cabin is on a private property that guests will have all to themselves while they are here. You will have access to an eat in kitchen, living room, private bathroom, and a loft which has two beds. This cabin comes w/channel dock space on the S. side of Lake Webster. There is space for your boat & water toys to bring along w/ you or rent items @ a marina while here.

Cozy & Scenic Lakeside Retreat

Welcome to Shell Cottage on Shoe Lake, a charming retreat set by the lakefront offering breathtaking sunrises. Built in 1940, this 1 bedroom, 1 bath lovingly preserved and tastefully updated 424 sq ft cottage blends historic charm with modern comforts. A cozy layout with its original doors, windows and wood floors brings a nostalgic touch. Guests can make the most of lake life with included amenities - floe dock, paddle boat, and lift ready for your enjoyment. Perfect for a relaxing getaway!

The Channel House @ Hoffman Lake

2 bedroom 2 bathroom cottage that is located on Hoffman Lake Channel. The Channel House is great for fishing right out of the back door. Conveniently located a drive from Warsaw, IN and several smaller towns. Bring nothing to this fully furnished cottage except your clothes and plan for fun. On site drive way parking, laundry, garage with pool table, darts, & air hockey. Several activities inside and out. Fire pit, outdoor seating and lounge chairs. We live nearby & can assist your stay!

Romantic A-frame · HeartJacuzzi · Firepit · Kayaks

Peaceful channel-front A-frame cabin on Barbee Chain of 7 lakes! This cozy retreat features a charming, rustic interior, fully stocked kitchen, and heart-shaped jacuzzi. You'll love stargazing or drinking morning coffee on your spacious deck with gas firepit and gas grill. Unwind by the cozy fireplace, kayak and fish on the Barbee Chain of 7 lakes, and make s’mores by the waterside firepit! Minutes from boat launch. Book now for unforgettable memories in this intimate, picturesque getaway!

Oakwood Retreat

Located in the nostalgic Oakwood Park this cottage is the perfect spot to relax & make memories! Positioned along Oakwood Circle, across from the channel in front, and directly behind the playground in the back, this cottage is just steps away from the beautiful Lake Wawasee! Rise early with a cup of coffee, & head out for a sunrise or sleep in till noon, this 27 acre park property has lots to explore with walking trails, bike paths, & hiking routes along Indiana’s largest natural lake!

Crown Cottage on Waubee Lake

Escape to Crown Cottage, a charming lakefront retreat in Milford, Indiana. Nestled on Waubee Lake, this cozy three-bedroom cottage is perfect for families, couples, or small groups. Enjoy an open floor plan ideal for relaxing, a fully equipped kitchen for easy meals, and a lakeside patio with stunning views. Fish or kayak from your private pier, and enjoy the nearby public beach and playground. Crown Cottage offers the perfect blend of comfort and fun for your next getaway.

Modern Amish Country Tiny Home w/ Outdoor Shower

Amen Corner is a sleek, brand-new modern tiny home tucked away on 2.5 private acres of a scenic former golf course. Located in the heart of Amish Country, it’s the ultimate nature-immersed escape for two. Watch neighboring horses from the back patio, explore private walking trails, or stream your favorite series by the indoor fireplace. Whether you want to disconnect in nature or enjoy high-end comforts, this guest favorite offers the perfect peaceful sanctuary.

Mullet's Speed Shop

Refresh and relax at this newly constructed guest suite! Mullet's Speed Shop is conveniently located just 3 minutes from the famous Das Dutchman Essenhaus Restaurant and Bakery, less than 10 miles from the quaint shops of Shipshewana, and an easy 40 minute drive to Notre Dame (for the football fans). Take a bike ride or a peaceful walk on the Pumpkinvine Nature Trail less than 2 miles away. Nestled in the heart of Amish country, enjoy the buggies passing by!

Cozy Country Apartment

Escape to the country in our cozy one-bedroom, (queen sized bed) one-bathroom apartment. With its own private entrance and separation from the main house by a two-car garage, you'll feel right at home. Bathroom has a walk-in shower and heated floor. We are also happy to accommodate families with one small toddler. There is a pack and play available. Approximately, 45 min to Notre Dame, 40 min to Shipshewana, 30min. to Middlebury and 15 min to Nappanee

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.

Nappanee Loft

Welcome to the Nappanee Loft, a modern farmhouse, above-garage apartment located in the historic town of Nappanee, Indiana. Inside, you'll find touches of Nappanee with a restored, vintage Coppes Nappanee kitchen. The host also provide Keurig coffee and supplies. We hope they'll help you feel the warmth of small town hospitality in the heart of Amish Country.