Holiday houses in Milton

4.95 out of 5 average rating, 103 reviews

Home in Janesville

Renovated Restful 1 BR Brick Cottage with Deck

Newly renovated very clean one bedroom house. All new bathroom and redone kitchen. Bright and cheery interior with high end comfortable furnishings perfect for reading and relaxing. Pillow-top queen bed with quality linens. Large backyard with furniture and deck. Quiet residential area walking distance to Palmer Park, Ice Age Trail and Rotary Gardens as well as historic Court House Hill and Downtown Janesville. Casual neighborhood eateries within walking distance, fine dining nearby.

4.95 out of 5 average rating, 110 reviews

Apartment in Whitewater

Pet-Friendly Industrial 2 Bedroom Near UWW Campus!

This newly renovated two bedroom unit is conveniently located near UWW, Starin Park, and the Kettle Moraine! We are pet friendly! We are within walking distance to sports fields and UWW. Explore all that Whitewater has to offer with our personalized guidebook! Hike the Kettle Moraine, enjoy many local dining options and events, or shop your heart out. We are local hosts and strive to provide a five star experience! If your group is larger than 4, we have two other units in the same building.

Cabin in Fontana-on-Geneva Lake

4.92 out of 5 average rating, 139 reviews

Exquisite Modern A-frame all WithInnReach

An amazing space that truly caters to the guest experience. We've built this art piece to have our guests immerse themselves in all the amenities, from heated floors to in-ceiling speakers - all whilst losing yourself in the wood burning fireplace. At WithInnReach the attention to detail was paramount - with an emphasis of what we enjoy...amazing food through a well balanced kitchen, beautiful sound through Klipsch speakers and relaxation with floor to ceiling showers...enjoy to the fullest.

Place to stay in Brodhead

4.97 out of 5 average rating, 159 reviews

Historic Randall Schoolhouse

You'll love this beautifully redone Historic One-room Schoolhouse. Situated on the edge of the Driftless area 5 miles from the Sugar River Trailhead. An easy 30 minutes to Monroe, Beloit & Janesville and just an hour outside Madison. Relax in comfort with all new appliances including a full kitchen, washer/dryer, dishwasher and fireplace. Fenced yard. Just a mile down the road from a working homestead where you can milk a cow, pet a goat, harvest fresh produce and eggs and so much more.

4.89 out of 5 average rating, 117 reviews

Cabin in Fort Atkinson

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!

5 out of 5 average rating, 133 reviews

Home in Janesville

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

4.97 out of 5 average rating, 187 reviews

Apartment in Janesville

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.

4.94 out of 5 average rating, 305 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.

4.99 out of 5 average rating, 86 reviews

Home in Milton

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 the private lake access Buoys UP! offers.

4.88 out of 5 average rating, 104 reviews

Cabin in Brodhead

Cozy Cabin on Decatur Lake

Relax in this cozy cabin on the lake. Fish, hike or even swim (after a short canoe/kayak paddle); just like being Up-North without the drive! Use our canoe or kayaks or bring your own. Cook indoors or out. Near Sugar River Trailhead, Headgates Park and Three Waters Reserve. A few miles away from tubing on the Sugar River. An hour from Madison and 30 minutes from Beloit, Monroe or Janesville. Previously listed by Betty and under her same great management!

4.95 out of 5 average rating, 339 reviews

Cabin in Whitewater

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.

5 out of 5 average rating, 123 reviews

Cabin in Edgerton

Waterfront modern cabin w/ kayaks

NO CLEANING OR ADD ON FEES! Enjoy your own private dock including 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.

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Other great holiday rentals in Milton

5 out of 5 average rating, 13 reviews

Campervan/RV in Milton

Peninsula Park Model

AustinRating, 5 stars2 weeks ago

Wendy’s place has an absolutely gorgeous view with easy access to the water for fishing and kayaking which made for a fun stay. The neighbors were all very friendly and it was a huge plus to have a couple watering holes with good food right around the corner. Highly recommend.

5 out of 5 average rating, 46 reviews

Cottage in Edgerton

Rock River Hideaway - Waterfront w/ Dock

MichelleRating, 5 stars2 weeks ago

Ashley was super responsive and really easy check in and check out. Super nice house, very peaceful! The book had everything we needed in it! Restaurant advice along with instructions for everything we needed. Strongly recommend this house! Thanks! Michelle

4.95 out of 5 average rating, 74 reviews

Farm stay in Orfordville

Guest House

KarenRating, 5 stars6 days ago

We had a wonderful stay at Bobbi’s. The house was very clean and comfortable, we definitely felt “at home”. It was decorated so well and just made our stay feel welcoming. It even has a great table to play games. This was a girls trip with my mom and my sister to go antique, vintage, and thrift shopping. There were plenty of places to shop and many great places to eat. We found Bobbi’s house to be centrally located for us to get to all the areas we wanted to shop. The drive to get to the shopping areas was beautiful! The house gave us plenty of room to relax after all of our treasure hunting. Bobbi gave us a tour of their goats and their farm. It was amazing to hear about all they do. We were very impressed. I would highly recommend staying here, it checked all the boxes! Thanks for a wonderful stay! We will definitely be back.

Home in Janesville

5 out of 5 average rating, 3 reviews

The Mayfield House

ScottRating, 5 stars1 week ago

Would highly recommend Beth and Eric's home. It was super charming and well done. They embraced the history of the house being a Sear's home and the history it offers. The home was super clean and well decorated. Beth and Eric were amazing hosts and super friendly. The communication with them was great and they were super accommodating to use as guests.

Cabin in Edgerton

4.84 out of 5 average rating, 255 reviews

The Overlook on Lake Koshkonong - Custom Log Cabin

ShannonRating, 5 stars1 week ago

The absolutely perfect weekend getaway! Super responsive host, bonus amenities available, excellent property with a spectacular view that is like an instant stress reliever. The most relaxing weekend away I’ve had in years!

4.96 out of 5 average rating, 51 reviews

Waterfront home W/ Private Pier/dock & firepit!

QinRating, 5 stars1 month ago

We enjoyed this house and its surroundings very much! I wish I had more time to try the restaurants that the host recommended to us.

5 out of 5 average rating, 9 reviews

Koshkonong Cozy Cottage

ToddRating, 5 stars1 week ago

My party of 6 was incredibly comfortable all weekend for a little getaway at this spot. Andrew was quick to respond, incredibly communicative, and extremely accommodating for us! I cannot recommend this space more highly if you're looking for a quaint area that's quiet and relaxing, as well as comfortable! 10/10 we will surely be back!