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Holiday houses 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
Yurt in Cambridge
4.98 out of 5 average rating, 250 reviews

YurtSimple

YurtSimple is where life slows down and people unplug. It’s forest bathing in nature. It’s getting away from it all to spend time with a partner, by oneself, and sometimes with pets. You’ll be driving past YurtCation (about 300 feet past YurtCation) to get to YurtSimple. YurtCation is 20’ in diameter and YurtSimple is 16’ in diameter. Wood and charcoal are provided. You may cook on the indoor wood stove top, or visit any number of great restaurants 2 miles away. You can even order pizza delivery

Top Guest favourite
Apartment in Lake Mills
4.85 out of 5 average rating, 81 reviews

Super Cozy Apartment just steps from Downtown

Just steps from downtown! Enjoy shopping, dining, two breweries, a winery, and nightly live entertainment. LM has many community events happening throughout the year. This charming apartment is just 3 blocks from beautiful Rock Lake, and just minutes from the Glacial Drumlin Trail. Bring your bike, boat, or kayak, or rent one from a Local. Convertible sofa for third guest. Coffee and tea provided. * Exterior of property is still undergoing reno, we are working to bring it back to its glory.

Top Guest favourite
Farm stay in Cambridge
4.99 out of 5 average rating, 103 reviews

Stay With Horses Escape Near Madison

Get ready for a quiet and peaceful stay. Take your pick: - 1King+1Queen Bed & 1 bath for 4 people - 1King+2Queen Beds & 2 baths for 6. (+$125 per night, contact host for payment) This home is attached to a barn with 6 Icelandic horses! Wake up to Icelandic horses just outside your window. A scenic escape with quiet mornings, fuzzy horses, and a one-of-a-kind IamGlytja experience - only 25 minutes from Madison - No horse riding allowed, owners to supervise all horse visits - No smoking / parties

Top Guest favourite
A cozy living area is anchored by a stylish sofa adorned with orange cushions, complemented by a wooden coffee table displaying a vase and magazines. Natural light streams through the adjacent windows, illuminating the warm hardwood floors and creating a welcoming atmosphere.
Home in Lake Mills
5 out of 5 average rating, 33 reviews

The Yellow Door Guest House-Lower

Welcome to this turn of the century 2 story home where West Coast cool meets Midwest mod and is the hippest place in town. Two separate apartments available. Located in a convenient, friendly, residential neighborhood, curated with midcentury decor and curiosities, spacious rooms, and an old world charm with a big backyard and firepit. Your favorite space will undoubtedly be “the cabin” as you sip your coffee and tea, and plan your day. You just might want to live here! Adults only!

Top Guest favourite
A serene enclosed balcony overlooks the shimmering river, featuring a comfortable blue chair and small table. Natural wood paneling and large windows wrap around the space, inviting in light and offering an unobstructed view of the private dock and lush greenery.
Cabin in Edgerton
5 out of 5 average rating, 168 reviews

Waterfront modern cabin w/ kayaks

VERY romantic getaway for 2! Enjoy your own private dock, welcome to tie off your own boat or rent locally. Complimentary use of 2 kayaks. Beautiful modern riverfront cabin near Lake Koshkonong's eateries and entertainment. Soak in the gorgeous Wisconsin summer with water activities at your fingertips. The rest of the year take in the pristine wonderland views in our enclosed balcony. Only 30 minutes from Madison's world class culinary experiences, performance arts, sports & festivals.

Top Guest favourite
Cabin in Cascade
5 out of 5 average rating, 261 reviews

sauna and hot tub on 5 private acres

Looking for a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your getaway awaits!

Top Guest favourite
The exterior of the getaway features a charming log cabin style with multiple windows allowing natural light to fill the space. A landscaped yard displays a variety of plants and flowers, while nearby trees provide greenery. A barn-like structure can be seen in the background.
Home in Lake Mills
4.97 out of 5 average rating, 32 reviews

The Shack on Sandy Beach Road

A charming, cozy getaway centrally located in the quaint City of Lake Mills. The Shack on Sandy Beach Road features 3 bedrooms (king, queen and two twin beds), 2 full baths, and all the amenities to make your getaway complete. It is a 3 minute walk to crystal clear Rock Lake and Sandy Beach. Pickle Ball, playground, bowling alley, and ice cream shop are practically in the front yard. Enjoy a cup of coffee in the spacious backyard overlooking the Glacial Drumlin Bike/Walking Trail.

Top Guest favourite
Guesthouse in Sun Prairie
4.98 out of 5 average rating, 396 reviews

Charming Milkhouse Cottage, minutes from Madison!

Welcome to The Milkhouse Cottage! Serving as an original milkhouse from the late 1800s on our pre-civil war farmhouse property, you will feel the timeless elegance of the original character and the beautiful french cottage decor. Perfect for couples, travelers, or business persons -- come and unwind in the scenic heartland countryside and rustic elegance, all with the convenience of location -- we are a quick 15 minute drive from the airport and all that Madison has to offer!

Guest favourite
A bright living area is displayed with large skylights allowing natural light to fill the space. Cozy seating options, including a green sofa and orange poufs, complement a wooden coffee table adorned with books. Views of a snowy river and surrounding trees create a serene backdrop.
Home in Richmond
4.96 out of 5 average rating, 231 reviews

TheGlassCabin @ HackmatackRetreat

The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !

Top Guest favourite
The tranquil scene captures a vibrant sunset over the lake, reflecting hues of orange and gold on the water's surface. Silhouetted against the colorful sky, two ducks glide peacefully by the shoreline, framed by a quiet lake house and rocky beach area.
Home in Milton
4.99 out of 5 average rating, 136 reviews

Buoys UP! Lake Life & Sunsets

Looking to unwind & enjoy Lake Life-where weekends begin any day of the week-any season you choose? Here at Buoys UP! you will be able to do just that. Enjoy private access to our newly remodeled 2 bedroom lake house at Lake Koshkonong, WI. Overlook the private road this little gem is located on and enjoy the wonderful lake views and the beautiful sunsets. Stroll down the road for apx. a 2 minute walk to take advantage of your personal lake access Buoys UP! offers just for you.

Guest favourite
Home in Stoughton
4.98 out of 5 average rating, 51 reviews

The Orchard House

In a complex world that makes so many demands your time and attention, the Orchard House is a simple, Nordic-inspired refuge where you can be restored, reconnected, and refreshed. Midweek special: $1000 for 5 nights, Sunday evening through Friday morning. The Orchard House is a private retreat set on 30 acres in the Wisconsin countryside, just 20 minutes from Madison. A wood -fired hot tub set in a secluded forest clearing is available year round for outdoor soaking.

Top Guest favourite
Cottage in Johnson Creek
4.97 out of 5 average rating, 37 reviews

A-Frame Escape | Riverfront, Fire Pit, Kayaks!

Escape to this cozy A-Frame on the Rock River with 100 ft of private frontage. Sip coffee at the bistro table, relax around the gas fire table, or wood fire pit. Inside, enjoy a loft bedroom, full kitchen, and modern comforts. Complimentary kayaks/canoes, pedal boat (upon request) invite you to explore the river. At the end of your day you can enjoy a seat in the sauna. Perfect for a peaceful retreat, yet close to Madison, Milwaukee, wineries, hiking, and much, much more!

Popular amenities for Milford holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Jefferson County
  5. Milford