Holiday rentals in Milford

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Top-rated holiday rentals in Milford

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

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Top guest favourite
Home in Syracuse
4.98 out of 5 average rating, 51 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.

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
4.89 out of 5 average rating, 38 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, 272 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.

Guest favourite
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
4.83 out of 5 average rating, 35 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 cozy sleeping area features a plush queen bed, adorned with decorative pillows. Natural light streams through skylights, illuminating the space. A wooden dresser adds warmth, while a dreamcatcher hangs on the wall, complementing the tasteful decor and providing a relaxing atmosphere.
Flat in Warsaw
4.96 out of 5 average rating, 371 reviews

The Loft: 1880

Located near, Zimmer-Biomet, and Cinema. Perfect for business travelers & those visiting family & friends. We've hosted contract workers & parents visiting Grace College students. The Loft is a second-story self-contained annex attached via a private entrance. On-Site Parking. We are situated on 3 acres and love our 1909 farmhouse and The Barn 1880: Historic Venue. Open plan living/dining w/fully equipped kitchen w/coffee bar, separate private queen bedroom & private bathroom. See Reviews.

Top guest favourite
Cabin in Warsaw
4.97 out of 5 average rating, 155 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, 347 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
Flat in New Paris
4.96 out of 5 average rating, 25 reviews

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 Price includes all Airbnb fees

Superhost
Cabin in Nappanee
5 out of 5 average rating, 4 reviews

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!

Top guest favourite
A cozy living area features a gray sofa and a light armchair, with bright curtains allowing natural light to filter in. A desk and chair provide a workspace, while framed artwork decorates the walls. A patterned rug adds warmth to the wooden floor.
Apartment in Goshen
4.98 out of 5 average rating, 129 reviews

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.)

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, 442 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
The heated in-ground pool features a diving board and a slide, surrounded by a spacious deck with lounge chairs and a shaded patio area. The inviting turquoise water reflects the clear sky, creating a relaxing outdoor space for leisure and enjoyment.
Home in Milford
4.98 out of 5 average rating, 127 reviews

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.

Popular amenities for Milford holiday rentals