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, 52 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, 43 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.

Guest favourite
Home in Syracuse
4.89 out of 5 average rating, 54 reviews

Private/Romantic Getaway on a private lake & Isle

Welcome to the most beautiful/zen place Private house on Nakomis Island on Papakeechie Lake. This place does not feel like it is in Indiana. Porch faces east🔥. It is our favorite spot. Living here temporarily on blackout dates so most common supplies are full and available to use. No outside watercraft of any kind without approval. No motors allow. There are kayaks here to use for free. This is a private lake and we care a lot about our neighbors and the lake and keeping it a slice of Heaven

Top guest favourite
The spacious living area features arched ceilings and large windows, allowing natural light to fill the room. Comfortable seating is arranged around a central coffee table, with a flat-screen TV mounted on the wall. The adjacent kitchen includes stainless steel appliances and cabinetry.
Flat in Goshen
4.96 out of 5 average rating, 936 reviews

Half-Moon Cottage

Enjoy privacy in this beautifully handcrafted cottage with arched ceilings. The cottage is 2 miles from downtown Goshen - a vibrant small town with restaurants and shops. It's 1 mile from Goshen College, 45 minutes from Notre Dame and 25 minutes from the Amish town of Shipshewana. The cottage is beside a fruit, nut and berry orchard and gardens. It's adjacent to a city bike trail that links to the Pumpkinvine nature/bike trail. It's close to a train crossing (with whistle) and a busy street.

Guest favourite
Cabin in North Webster
4.89 out of 5 average rating, 273 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.

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
4.97 out of 5 average rating, 372 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, 156 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!

Guest favourite
Cabin in Nappanee
5 out of 5 average rating, 5 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 room area features a comfortable sofa with decorative pillows and an ottoman. A small side table displays board games, while a lamp provides soft lighting. A door leads to the outside, complemented by a wall with colorful tiles.
Guest suite in Goshen
4.98 out of 5 average rating, 338 reviews

Colorful Country Suite

Peaceful get-away in the country. Rich colorful apartment ideal for an extended business trip or just for fun. A thousand square feet of comfortable living space in our walk-out basement. Five to ten minutes from an eclectic mix of dining options and bustling art/artisan scene in downtown Goshen. Walking/biking trails are 1.5 mi. away. Bike trails are also available in Goshen and extend all the way from Elkhart to Shipshewana. We're two minutes from Goshen Airport.

Top guest favourite
A cozy seating area features two recliners and a spacious sofa, arranged around a wooden coffee table. A braided rug offers texture to the wooden floor. Natural light enters through two windows, illuminating the surrounding log walls and bookshelves filled with games.
Cabin in Millersburg
4.95 out of 5 average rating, 63 reviews

River Cabin Retreat

Brand new luxurious cabin nestled by the Elkhart river, 2 bedroom 3 beds , cozy, full electric service, heat and ac, plenty of recliners. Come unwind and reconnect with family. Seating on concrete patio overlooking the river and wildlife. Propane grill and fire pit, or enjoy the real fire pit down by the river, the best part of this cabin No TV, cell service is just fine if you really want to ruin your stay with technology lol.

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, 443 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, 128 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