
Holiday rentals in Milton
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Top-rated holiday rentals in Milton
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Beautifully Restored Historic Victorian
Whether this is for a single, couple, or small group, your stay at this historic home will truly be memorable. You’ll love the MBR suite featuring a gas fireplace, whirlpool tub, and double walk-in custom tile shower. There is an additional very nice full bath/shower on the main floor. The finished lower level has two separate rooms, each with a quality double futon with bedding available for your guests. For this attractive price, the upper 4 bedrooms are locked but may be opened for more

Spacious Executive 2BR Home Near Shopping & Dining
Professionally Managed by Kevin Bush, this rental is nestled in a safe and quiet neighborhood in a desired location that is convenient to Woodman’s Center, Janesville shopping and dining destinations. Enjoy the city’s hundreds of acres of tranquil parkland, miles of peaceful trails, and beautiful downtown riverwalk. Bonus: This location is an easy drive for day trips to Madison, Milwaukee, Chicago, and surrounding. Please check out our listing on Margate Drive for more dates. Kevin, Host

Cozy Lake Cottage With The Best View & Pontoon!
Location, Location, Location! Incredible views! Retreat to this cozy Lake Koshkonong cottage with vaulted ceiling and southern exposure. Enjoy spectacular sunsets and views of the 10,000 acre lake from the north shore. Fish, hunt, boat, ski, swim, snowmobile, or simply soak up the sun and take in the view from this quiet retreat on a dead-end street. Fresh paint, bedding, and furniture make this little gem very comfortable. Great Walleye ice fishing right in front of this property!

The Poet's Palace, an upscale, downtown flat.
This modern, yet eclectic apartment, has all the comforts of home. The decor is clean and chic, with just enough quirk! Located in downtown Fort Atkinson, some of the best restaurants, shops, and pubs are just outside your door or within a short stroll. Outdoor recreation opportunities are abundant, with the Glacial River Bike Trail, Fort River Walk, and numerous parks also within walking distance.Try your hand at fishing or launch a kayak from one of Fort Atkinson's public docks.

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.

Cozy Apartment Close to Downtown Janesville
This welcoming 1 bedroom apartment is located close to downtown Janesville, the city of parks. It has been updated throughout and has all the amenities necessary for a very comfortable stay, including a gas grill in the wooded back yard. It even has off street parking. You can easily walk to the Janesville Performing Arts Center and continue downtown and enjoy the Saturday morning Farmer's Market, shopping, restaurants and bars. Access to the Bike Trail is only a few minutes away.

Three Bedroom Home in Janesville
Have fun with the family at our comfortable, newly remodeled, close to town, home away from home. We purchased this house so we can visit our family on holidays or while traveling the Mid Western UnitedStates. We just renovated and are super excited to host others, we have 3 bedrooms to offer with a choice of a king, queen and a full bed. Enjoy nearby places to eat and have a cup of coffee at Havana's coffee house. Just 3 miles to Old Town Janesville along the Rock river.

Vast Lake Koshkonong Views from Pier, Deck, & Home
Our 2 Bedroom, 1 Bathroom House is located directly on the shores of Lake Koshkongong. The back deck overlooks thousands of acres of lake with endless lake views. Just steps off the deck, one can enjoy the grassy landscape leading to the lakeside fire-pit. Then continue out onto the end of the 140 foot top notch pier. The pier (seasonally of course) includes a bench on the end and stairs into the water so that you can take a refreshing swim on our sandy bottom shoreline.

Studio on the Prairie Fen
Kick back and relax at the Studio! The Studio is a 400 sq ft unique suite in the lower level of our home. A private locked entrance opens up to a sunny space with great views of a wetland beyond the backyard. Private patio to enjoy morning coffee and the sunrise. A great place to unwind and enjoy nature's beauty! We have binoculars if you love bird watching, and bikes to ride or hike the Glacial Drumlin Trail just 0.1 mile from the front door. Lic LICHMD-2021-00621.

Rock River Rest quiet river stay 25 min to Madison
Escape the city to your own waterfront retreat. Nestled among centuries old Oaks along the Rock River, enjoy our cozy 1920s cottage and private backyard with direct river access. Relax while watching wildlife out the picture window and listening to vintage vinyl or jump in the car for an easy commute to UW-Madison/Epic. The cottage is ideal for a romantic getaway, remote work or artist retreat. Located 30 min from Madison or a short drive from MKE + Chicago.

Charming Janesville Retreat
Discover a charming one-bedroom getaway, recently remodeled and adorned with unique Wisconsin-themed décor. Centrally located, our home offers easy access to Janesville’s best attractions, dining, and entertainment. Whether you're here for a relaxing weekend, work, or an adventurous exploration, you'll find comfort and convenience in our thoughtfully designed space. Enjoy modern amenities, a cozy atmosphere, and the true essence of Wisconsin hospitality.

Glamping Cabin on Cold SpringTree Farm
Unfortunately we can't accommodate same day bookings as we don't have enough lead time to prep the cabin for your stay. Glamping on a working Christmas tree farm. Beautiful single room stone cabin with loft and wood burning stove. Two small beds in loft and futon on main floor folds out into full bed. Lots of room around to pitch tents as well. Situated on 40 acres of land with a pond, barn with basketball court, creek and Christmas tree fields.
Popular amenities for Milton holiday rentals
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Destinations to explore
- Chicago Holiday rentals
- Upper Peninsula of Michigan Holiday rentals
- Platteville Holiday rentals
- Downtown Chicago Holiday rentals
- Indianapolis Holiday rentals
- St. Louis Holiday rentals
- Minneapolis Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Ann Arbor Holiday rentals
- Twin Cities Holiday rentals
- North Side Holiday rentals
- Alpine Valley Resort
- Erin Hills Golf Course
- Wilmot Mountain Ski Resort
- Wisconsin State Capitol
- Lake Kegonsa State Park
- Milwaukee County Zoo
- Tyrol Basin
- Rock Cut State Park
- Richard Bong State Recreation Area
- Hurricane Harbor Rockford
- Henry Vilas Zoo
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Moraine Hills State Park
- Heiliger Huegel Ski Club
- Springs Water Park
- University Ridge Golf Course
- The Rock Snowpark
- Blue Mound Golf and Country Club
- Pieper Porch Winery & Vineyard
- Staller Estate Winery
- DC Estate Winery
- Boerner Botanical Gardens




