Holiday rentals in Milford

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.

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!

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!

Dewart Lake lakefront, sunsets, swimming, fishing

Nice lakefront cottage on all-sports lake, faces west for beautiful sunsets across the lake. Screened-in porch faces lake. Can have campfires at lakefront. Pier to dock your boat. Perfect swimming for kids, sandy, very gradual depth. Great fishing lake. Close to Girl Scout camp and nice hike to Quaker Haven camp with beach and playground. Restaurants nearby in Syracuse and North Webster both 10 minutes away. Very peaceful. Notre Dame Stadium only 53 miles away. Make reservation soon.

The Chateaux on Winona Lake

This luxurious home has everything you need for a memorable stay. Whether you're looking for a peaceful retreat or an action-packed getaway, this property is the perfect choice. The home is nestled in a quiet neighborhood, minutes from shopping and dining. Take in the gorgeous panoramic lake views from every room. Winona Lake pier access and parking for one water craft is included with the property. Bring your boat or rent one and enjoy everything this all-sport lake has to offer.

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.

The Retreat at Cabin Creek Farms

Escape to our peaceful country cabin nestled down a quiet lane surrounded by rolling farmland and grazing cows. Enjoy spacious accommodations with a wrap-around patio perfect for morning coffee, cozy evenings by the indoor fireplace, and scenic hiking trails right at your doorstep. Your perfect rural getaway awaits! Small events for up to 30 people are allowed upon request with an extra fee, if interested in hosting an event please request before making the reservation!

Millrace Overlook

Lovely one bedroom apartment where you can relax, work, or play amidst the beautiful nature around Goshen Dam Pond and Mill Race Canal. Great birding, biking, and fishing. (Bring bikes, fishing gear, kayaks, and binoculars.) Community: Goshen College and Goshen Hospital are walking distance. Close to downtown restaurants, Janus Motorcycles, and Greencroft Communities. Notre Dame is only 45 min away. Strong, consistent WiFi for your devices. (No TV.)

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.

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.