Vacation rentals in Milton

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Top-rated vacation rentals in Milton

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Guest favorite

Cabin in Edgerton

4.89 out of 5 average rating, 197 reviews

The Overlook on Lake Koshkonong - Custom Log Cabin

Custom Log cabin on Lake Koshkonong. Great yard for campfires & lawn games; over-sized deck to enjoy sunsets and breathtaking lake views. Lake access at public boat launch just down the road for swimming, fishing, or kayaking. Full bath with large suite featuring a king size bed & two single beds can accommodate up to 5 guests. Full bath with stand up shower in lower level and washer/dryer on site also. Kayak rentals available at the cabin. Lawn games, poker table, board games & more available!

Dec 20 – 27

G$21,529 GYD per night

Guest favorite

Home in Whitewater

4.98 out of 5 average rating, 160 reviews

Mid-Century Masterpiece on Secluded 18-Acre Woods

Built in 1968, this impressive house was designed with the utmost care and thought to ensure that it would stand the test of time. We made sure to preserve its timeless look and feel to provide a one-of-a-kind experience for our guests. Located on 18 acres, this house is hidden amongst the trees in an otherwise farm-centric town. This change in scenery is just one of the ways that this house sets itself apart from any other place in Whitewater. We can't wait for you to see it for yourself!

Dec 17 – 24

G$83,061 GYD per night

Superhost

Home in Milton

4.85 out of 5 average rating, 184 reviews

Tree Top House with mini indoor pool and sauna

Welcome to the tree top house. A great place to stay any time of year Situated in a wooded setting on 10.5 acres this beautifully hand crafted home offers a great outdoor environment and many amenities including a mini indoor heated pool, sauna, two fireplaces, cathedral wood ceiling great room and dining area, spacious deck and private fire pit. Four private bedrooms, two of which have fireplaces in them and all with beautiful wood views. Three nature paths are available for taking walks.

Dec 7 – 14

G$44,782 GYD per night

Guest favorite

Yurt in Cambridge

4.97 out of 5 average rating, 544 reviews

YurtCation

YurtCation is a relaxing getaway with lake frontage and nature trails. There is another yurt about 300ft up the same driveway. There are a total of two yurts and two homes that have access to the same 17 acre lake. Each yurt is off the grid and has their own queen-sized comfy bed, wood stove, Weber grill w/charcoal, fire pit, firewood, fresh water, canoe, and clean Porto Potty. Pet Policy: Max two - Must be in your sight and supervised at all times or $500 fine and check out immediately.

Aug 23 – 30

G$28,295 GYD per night

Guest favorite

Home in Janesville

5.0 out of 5 average rating, 113 reviews

Fully Renovated 2BR 1BA Gorgeous Exec Home #8ma-R

Enjoy your stay in Janesville, WI in this fully renovated two-bedroom cozy executive home Professionally Managed by Kevin Bush! The location is central to dining, shopping, and popular Janesville spots like the Rotary Botanical Gardens. This home will truly feel like your home away from home. Located just minutes from I39 giving you easy access for day trips to Madison, Milwaukee, Chicago, and surrounding. Please check out our listing on St. George Lane for more dates. Kevin, Host

Jan 6 – 13

G$40,488 GYD per night

Guest favorite

Cottage in Edgerton

4.87 out of 5 average rating, 131 reviews

Rock River Rest | peaceful waterfront cottage

Escape the city to your private waterfront retreat. Nestled among centuries old Oaks, our expansive backyard with 125' shoreline allows for direct river access to water activities + Lake Koshkonong. Or sit back and relax while watching wildlife out the large picture windows and listening to vintage vinyl. Carefully curated amenities make the cottage perfect for a romantic getaway, remote work or artist retreat. Ideally located 30 min from Madison or a short drive from MKE + Chicago.

May 4 – 11

G$37,166 GYD per night

Guest favorite

Apartment in Janesville

4.96 out of 5 average rating, 159 reviews

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.

Jul 13 – 20

G$19,692 GYD per night

Guest favorite

Home in Edgerton

4.93 out of 5 average rating, 256 reviews

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.

Aug 13 – 20

G$90,529 GYD per night

Guest favorite

Cabin in Whitewater

4.94 out of 5 average rating, 288 reviews

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.

Aug 6 – 13

G$19,075 GYD per night

Guest favorite

Guesthouse in Stoughton

4.94 out of 5 average rating, 331 reviews

Country cabin, birders paradise.

Country cabin with small kitchen, SMALL BATHROOM, large porch, gardens and birds galore. Located in the country just south of Madison WI. Enjoy the country life, quiet yet close enough to the city to enjoy Madison's activities or Stoughton's Opera House. Sauna, Fire pit, hiking, ask about pets. WiFi is available but not reliable, this is a country setting with slow connections. Please communicate with me regarding pets before booking.

Dec 9 – 16

G$19,223 GYD per night

Guest favorite

Apartment in Elkhorn

4.95 out of 5 average rating, 330 reviews

FarmWise Country Stay by Alpine Valley/Lake Geneva

Retreat to a quiet countryside experience at this all organic farm, where you can sit back, relax, and enjoy the country charm of your private space inside the main farm house. Optional for you are joining us for early morning chores in the barn. If you tell me the night before, you can try milking Carmel, the cow by hand, feeding the pig, collecting eggs from the chicken coop and more. Most loved of all are our friendly cats!

Nov 30 – Dec 7

G$19,805 GYD per night

Guest favorite

Apartment in Fort Atkinson

4.96 out of 5 average rating, 218 reviews

‘The Part Time Local’ - A boho small town retreat.

A cozy, comfortable 1 bedroom apartment with eat in kitchen and separate living room. Newly remodeled bathroom with tiled shower. Mahogany floors and all the charm you'd expect in a 1907 Arts & Crafts. Stylish, boho décor to make anyone feel right at home. Private balcony with Rock River views. Laundry available. Downtown Fort Atkinson, walking distance to everything!

Sep 8 – 15

G$27,194 GYD per night