
Holiday houses in Milford
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Top-rated holiday rentals in Milford
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Lake Wawasee, Outdoor TV, Surround Sound, Bikes
☀️55” Outdoor TV w/ Covered Patio ☀️3 Bedrooms, 1 King, 1 Queen, Bunk Room ☀️Sleeps 12 People ☀️Flatscreen TVs w/ YouTube TV ☀️Surround Sound System in Living Room ☀️Record Player/Bluetooth Speaker ☀️ Fire Table ☀️Fully Stocked Kitchen ☀️ Fireplace ☀️Beach Cruiser Bicycles ☀️High Speed WiFi ☀️Washer & Dryer 🌊 Located down the street from Indiana’s largest natural lake, Lake Wawasee, you will find everything you could possibly enjoy while you stay in Syracuse, IN at the Wawasee FROG house.

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.

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!

Hidden Log Cabin | Hot Tub | Ping Pong | Family |
Escape to The Trillium Lane Cabin - Your Home Away from Home! Experience the perfect place for you and your loved ones to escape the hustle and bustle of everyday life in this 3 bed/2 bath authentic log cabin in the heart of woods! Unwind in tranquility as you soak in the peaceful setting, whether it be on the front porch, secluded hot tub, or by the fire (wood provided). Secluded feel, but conveniently located near Goshen, Middlebury, Shipshewana (20 min), and Nappanee (30 min).

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.

Country Cottage
Located in the peaceful countryside of Nappanee, enjoy this charming house which is less than 3 miles to the nearest town with grocery store, restaurants, and shops. The front porch is a lovely place to unwind and relax, weather it's after a day of work or play or then to sip your morning coffee, with the occasional passing of a horse and buggy on this country road. There is No smoking in the house or on the property. No pets allowed.

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.

Summer of Fun - Luxury Home, Pool, Hot Tub, Arcade
Ultimate Milford getaway: beautifully renovated 1940s home with sparkling heated pool, large hot tub, and huge heated/AC game room. Perfect for families, couples, or work trips. Features fast Wi-Fi, king & queen beds, and ample parking. Enjoy small-town charm, nearby coffee shops, and dining. Comfortably fits multiple guests seeking relaxation and fun.

The Steel Oasis-Container Home w/ Hot Tub!
Welcome to our modern shipping container home, tucked away in a 3 acre section of woods. This 40 foot high cube has been transformed into the perfect place to allow you to relax and escape reality. This Oasis includes everything from a porch swing daybed, hot tub, fire pit, and dual sided fireplace. The details are unmatched.
Popular amenities for Milford holiday rentals
Other great holiday rentals in Milford

Syracuse, Indiana

Cozy Country Apartment

Quiet Amish-Country Home • Coffee Bar • Fire Pit

Dewart Lake lakefront, sunsets, swimming, fishing

Westward House

Pickwick Perfection

Lake House with Seawall and Pier

Charming Wawasee Cottage
Destinations to explore
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- University of Notre Dame
- Potato Creek State Park
- Dablon Winery and Vineyards
- Fort Wayne Children's Zoo
- Four Winds Casino
- Blue Gate Restaurant & Bakery
- Studebaker National Museum
- Promenade Park
- Foellinger-Freimann Botanical Conservatory
- Potawatomi Zoo
- Four Winds Field
- Howard Park
- Pokagon State Park
- Country Heritage Winery
- Morris Performing Arts Center
- Auburn Cord Duesenberg Automobile Museum
- Embassy Theatre
- Basilica of the Sacred Heart, University of Notre Dame
- Clyde Theatre
- Blue Gate Theater
- St. Patrick's County Park
- Parkview Field
- Allen County War Memorial Coliseum





