Holiday rentals in Milford

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Top-rated holiday rentals in Milford

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Top guest favourite
Home in Syracuse
4.98 out of 5 average rating, 48 reviews

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.

Top guest favourite
A round wooden dining table is centered in a well-lit space, surrounded by four wooden chairs. A simple vase with green foliage and decorative items sit on the table. Large windows provide views of the water, enhancing the light and airy feel of the room.
Guest house in Syracuse
5 out of 5 average rating, 39 reviews

Charming Wawasee Cottage

Have fun with the whole family at this quaint cottage on Lake Wawasee! With gorgeous lake views and a private dock for your boat, this cottage is perfect for 3-day weekends or longer getaways. Enjoy a campfire at night, morning coffee with a view and catch some sun on the water. Get your steps in walking through Oakwood Park and enjoy lunch and drinks at Oakwood Inn. You can also walk to Louie's Bar & Grill, The Frog Tavern or Pizza Hut. More dining and a grocery store are only a 5 minute drive.

Superhost
An inviting porch features a spacious area with wooden beams supporting the roof. A blue swing hanging from the ceiling is complemented by comfortable seating arrangements and planters filled with greenery. The serene view of the lake is visible in the background.
Home in Syracuse
4.88 out of 5 average rating, 34 reviews

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.

Guest favourite
Cabin in North Webster
4.89 out of 5 average rating, 271 reviews

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.

Superhost
The exterior of Shell Cottage is showcased, featuring a lakefront view with a private dock and paddle boat. Lush greenery surrounds the cottage, and a spacious deck is visible. An American flag stands proudly, with a gravel parking area accessible beside the cottage.
Home in Leesburg
4.8 out of 5 average rating, 30 reviews

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!

Top guest favourite
A comfortable living area features a large sectional sofa and a cozy bean bag chair, with light streaming through two windows. A coffee table sits at the center, and a fireplace adds warmth. A desk with a chair is positioned in one corner, while a ceiling fan circulates air.
Cottage in Warsaw
4.98 out of 5 average rating, 153 reviews

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!

Guest favourite
Cabin in Warsaw
4.97 out of 5 average rating, 153 reviews

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!

Top guest favourite
The cabin is constructed of warm wood, surrounded by lush greenery and tall pine trees. A welcoming front porch features two chairs and flower beds, inviting relaxation. Large glass doors provide views of the outdoor space, enhancing the connection with nature.
Cabin in Goshen
4.96 out of 5 average rating, 345 reviews

Tiny home log cabin at the pines

Nurture your most important relationships at this peaceful authentic log cabin, built in 2022, set halfway in the long lane of our 18 acre property. Enjoy privacy with the massive pine trees behind you. Relax on the front porch and watch the sunset beyond the horse pasture and cornfields. The cabin boasts Wi-Fi, TV screen w options,a soaker tub, queen bed, recliners with heating feature, a full kitchen stocked with pots and pans, a washer and dryer. Everything you need for a longer stay.

Guest favourite
A charming lakeside cottage features a light-colored exterior with multiple windows. A private pier extends into the water, while a grassy area offers space for outdoor seating, visible near the entrance. The backdrop includes lush trees, enhancing the natural setting of Waubee Lake.
Home in Milford
5 out of 5 average rating, 15 reviews

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.

Top guest favourite
A comfortable sitting area features a gray sofa with an accompanying ottoman, situated beside two side tables with lamps. Natural light enters through the window, highlighting neutral-colored walls and plush carpeting, creating a relaxed environment for guests.
Home in Nappanee
4.99 out of 5 average rating, 122 reviews

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.

Top guest favourite
A charming log cabin features a welcoming facade with large windows framed by wooden accents. The entrance is accessed via a stone pathway lined with landscaped garden beds, showcasing lush greenery and colorful plants. Surrounding trees provide a serene, natural setting.
Cabin in Middlebury
4.99 out of 5 average rating, 438 reviews

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.

Top guest favourite
A modern farmhouse exterior is showcased, featuring a white façade with stone accents and a grey metal roof. The front porch is adorned with comfortable seating and surrounded by landscaped gardens. A garage is visible on the left, enhancing the welcoming appearance of the property.
Flat in Nappanee
4.97 out of 5 average rating, 216 reviews

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.

Popular amenities for Milford holiday rentals

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  2. United States
  3. Indiana
  4. Kosciusko County
  5. Milford