Holiday rentals in Milford

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Top-rated holiday rentals in Milford

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Guest favourite
The exterior of a multi-level house is visible, located next to a clear lake. A patio area with colorful seating is situated at the water's edge, surrounded by a rocky shoreline. Lush trees provide shade, and neighboring homes add to the community atmosphere.
Home in Wolcottville

clear shallow sandy-bottom lake house + game room

Spacious home sits directly on crystal clear water, sandy bottom Pretty Lake. The shallow swimming area perfect for children and floating. The “boat house” is the central location for fun w/ drink fridge, ring toss game, seating area and full bathroom so you never have to leave the water’s edge. Enjoy a lakeside fire in the fire pit or take in the view from the rocking chairs on the 2nd story deck. 10 mph rule on lake. Quiet community not conducive for rowdy groups. Come ready for memory making!

FamilyLocationIndoor spaces

4.96 out of 5 average rating, 24 reviews
Top guest favourite
A modern, lakeside home is surrounded by lush greenery and offers expansive windows that capture water views. A stone pathway leads to the home, while the serene lake reflects the soft colors of twilight.
Home in Wolcottville

Westward House

The "Westward House" on Dallas Lake offers stunning westward sunset views, modern/mid-century/Scandi design, and abundant natural light with water views from nearly every room. Located on the Indian Chain of Lakes, it provides full access to a two-story home with heated floors, a gas fireplace, four bedrooms, and a screened porch. Outdoor amenities include a dock, boat ramp, loungers, and a fire pit. Nearby activities include pontoon rentals, a sandbar and Shipshewana/Amish Country attractions.

FamilyValueAccuracy

4.98 out of 5 average rating, 63 reviews
Top guest favourite
A welcoming front porch features two rocking chairs positioned beside a small decorative table, adorned with bright pink flowers. Lush greenery is visible in nearby planters, while sunlit windows with green shutters complete the charming country setting.
Guest suite in Shipshewana

Picket Fence Farm Private Guest Retreat Suite

Stay in a 2nd story private suite in a modern farmhouse where we reside on a family farm in Amish country. Guests have the entire 2nd floor: 2 bedrooms, a private bath, and a sitting room. You can watch Amish buggies drive by while you rock on the front porch, access shared patio spaces or sit by a creek. We have cows, goats & chickens. We're in the heart of Shipshewana Amish/Mennonite community, minutes from downtown Shipshewana & all it has. An authentic, comfortable country getaway.

LocationValueLayout

4.97 out of 5 average rating, 636 reviews
Superhost
A modern kitchen is visible, featuring stainless steel appliances and a spacious island. Adjacent, a cozy seating area is presented with a gray sofa, a light-colored rug, and a small dining table with two chairs. Natural light streams through large windows, enhancing the inviting atmosphere.
Home in Rome City

Sylvan Lakeside Retreat

Welcome to Sylvan Lake, Rome City IN! This 3 bed 1 bath home was completely remodeled in 2024 on one of Indiana's favorite all sports lakes. Whether you're in town for a family retreat, celebrating a special occasion, or need a peaceful place to stay while traveling for work, this lakefront home offers the perfect setting to unwind after a day of adventures. Full grocery, lakeside pubs, liquor & bait along with the public boat launch just blocks away. Boat rental also available upon request.

FamilyLocationBathroom

4.75 out of 5 average rating, 59 reviews
Top guest favourite
Sunlight filters through trees, casting gentle shadows across the lush lawn. A serene lake reflects the sky, with a canoe and dock visible in the distance. A swing set and seating area are positioned to enjoy the tranquil views.
Home in Howe

Amazing Views Lakehouse with Kayaks

The Cozy Nest is an adorable three-bedroom, pet-friendly cottage with amazing views of a quiet, no-wake lake. Enjoy the stunning view while your cares melt away in the hot tub. The kitchen is fully stocked and ready for your use. Fiber optic wifi will keep you connected. There are two bicycles available for exploring the surrounding countryside as well as a canoe, 3 kayaks, and paddle boat to use on the water. Shipshewana is a quick 15-mile drive away through beautiful Amish countryside.

ValueLocationWifi

4.95 out of 5 average rating, 789 reviews
Top guest favourite
A welcoming entry features a set of stairs leading up to the cottage, flanked by white railings. A decorative American flag is displayed on the front porch, surrounded by landscaped areas with pebbled ground and greenery.
Cottage in Rome City

Lakeside Sylvan-Lake Rome City Cottage

Welcome to Sylvan Lake in Rome City, IN. Sylvan Lake is an all season ski lake wonderful for all boating, fishing, skiing, tubing, wave runners and even a swim from the dock. You have 60 feet of lake front with two docks to bring your lake toys or rent a pontoon for the day/weekend or week. Full size kitchen, laundry, two big smart tv's with cable and wifi. Small shed for storage, large deck, canoe for 3, fire pit & gas grill. Wedding, family, golfing or weekend away? Lakeside Sylvan!

ValueLocationNearby

4.98 out of 5 average rating, 273 reviews
Top guest favourite
A fire pit filled with logs is situated on a grassy area, facing a serene lake. The sunset casts warm hues over the water and sky, while boats are tied to a wooden dock in the background. Soft clouds reflect colorful light, enhancing the tranquil scenery.
Cottage in Wolcottville

Bluegill Bay Cottage

Hey friends! Welcome to Bluegill Bay Cottage! Our cozy cottage is located on Pretty Lake. Pretty Lake is a clear, clean, & a no wake lake. There is great fishing! A shallow area at the house is great for swimming! You can also enjoy using all four boats we provide! 3 kayaks, 1 paddle boat & a fishing row boat. There is a path that goes around the whole lake which is great after a big BBQ dinner on our grill! hope you find it as fun and relaxing as we do. See you at the lake!

FamilyTVCheck-in

5.0 out of 5 average rating, 21 reviews
Top guest favourite
The cottage features a modern exterior with a blue metal roof and a spacious deck. Large windows allow ample natural light, and the structure is surrounded by greenery, offering a serene lakeside setting.
Cottage in Hudson

Relaxing lakefront 2 bedroom cottage

Lakefront 2 bedroom 1 bathroom cottage on Big Turkey Lake, a 450 acre sport lake. The main living area of the cottage offers wall to wall windows for an unobstructed view of the water. Step outside to the spacious deck to use the gas grill or head down to the 40' of waterfront to enjoy floating on rafts, fishing, or enjoy the available row boat & kayaks. Bring your own water toys to tie up to the private dock or rent a pontoon from a recommended marina.

ValueLocationHiking

4.92 out of 5 average rating, 77 reviews
Top guest favourite
The charming stone cottage is framed by a blossoming pink tree in the front yard. A well-maintained path leads to the entrance, showcasing the natural stone facade and numerous windows. The surrounding greenery enhances the inviting exterior of the home.
Cottage in Rome City

Stone Cottage on Kerr Island

Welcome to the little stone cottage on beautiful Sylvan Lake. We are located in Rome City, IN. This adorable house, originally built in 1930, was remodeled and completely renovated in 2018. The updated kitchen features tiled backsplash, gas range, oven, and fridge. There is a microwave and Keurig for your convenience. The bedroom has a queen-sized bed, a small wardrobe for hanging clothes, and a dresser. The bathroom features a tiled shower.

ValueLocationWifi

4.98 out of 5 average rating, 130 reviews
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

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.

LocationFamilyAmenities

4.99 out of 5 average rating, 455 reviews
Guest favourite
Home in Wolcottville

Fern Metto on the Lakes!

Escape to the peaceful beauty of the Indian Chain of Lakes at FernMetto on the Lakes. This charming 2-bedroom, 1.5-bath waterfront home sits on a channel connecting five scenic lakes—perfect for both adventure and relaxation. The home comfortably sleeps up to 7 guests, featuring two queen beds, plus a living room with a sofa bed and twin bed for added flexibility.

FamilyLocationCleanliness

4.95 out of 5 average rating, 19 reviews
Top guest favourite
A cozy living area features a plush gray sofa adorned with decorative cushions. Two patterned armchairs sit nearby, complemented by a floor lamp and decorative vase. Artwork depicting graceful birds is displayed on the walls, enhancing the modern aesthetic of the space.
Cottage in Fremont

Totally renovated Boutique cottage on the beach

Beautifully renovated modern cottage. All appliances and furniture are brand new. Space on the dock for your boat! Plenty of room for beach activities and yard games. Plenty of parking. There is an extra refrigerator in the garage and there are chairs and toys for quest use.

LocationFamilyAmenities

4.99 out of 5 average rating, 163 reviews

Popular amenities for Milford holiday rentals