Photo by Matt Anderson Photography

Milton holiday homes

We found 61 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Milton that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll find the amenities that you need and want, which might include cable TV and a washer and dryer. You're sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Milton

Showing deals for:1 Jan - 8 Jan

Front Entrance-thanks to my past guests who helped me keep my flowers beautiful!
Interior
Exterior
Huge Dining Room Table....can be extended to sit 16 people
Exceptional
(105 reviews)

Executive Lakefront Home 30 Minutes From Madison!

Fort Atkinson

9% off
NZ$10,412
for 7 nights, 1 home
NZ$1,487 per night
includes taxes & fees
Executive Lakefront Home 30 Minutes From Madison!
Upper level table/bar
Exterior
Bedroom 3 upper level
Upper level living/tv area
Exceptional
(63 reviews)

Rustic Lake home Retreat

Edgerton

8% off
NZ$3,593
for 7 nights, 1 home
NZ$513 per night
includes taxes & fees
Rustic Lake home Retreat
Living area
Patio over water
Property grounds
Full Kitchen with island
Exceptional
(5 reviews)

Waterfront retreat with pier near Woodman's convention ctr & downtown Janesville

Janesville

12% off
NZ$9,256
for 7 nights, 1 home
NZ$1,322 per night
includes taxes & fees
Waterfront retreat with pier near Woodman's convention ctr & downtown Janesville
Relax in the Family/Rec room with board games, cards, dice, cribbage and the 65" Roku TV w/ROKU. Plus, enjoy the warmth of the gas fireplace.
The open-concept floorplan means living, dining, and kitchen areas are just steps away from each other.
Stretch out in the Sun Room off of the lower level and take in the waterfront scenery.
Grab a furry friend (all breeds welcome!) and a cup of brew from the all-out coffee bar and watch the sunrise over the water in the sunroom.
Exceptional
(24 reviews)

HotTub/FirePit/Arcade Your Fall Escape Starts Here

Milton

7% off
NZ$4,649
for 7 nights, 1 home
NZ$664 per night
includes taxes & fees
HotTub/FirePit/Arcade Your Fall Escape Starts Here
Room
Private kitchen
Private kitchen
Interior
Exceptional
(27 reviews)

Luxury loft in the heart of downtown Janesville

Janesville

8% off
NZ$5,867
for 7 nights, 1 apartment
NZ$838 per night
includes taxes & fees
Luxury loft in the heart of downtown Janesville
Living area
Property grounds
Private kitchen
Living area
Exceptional
(19 reviews)

Serene Lake Retreat - Fall Colors & Winter Views

Milton

8% off
NZ$5,031
for 7 nights, 1 home
NZ$719 per night
includes taxes & fees
Serene Lake Retreat - Fall Colors & Winter Views
The King Room has a wall mounted TV with Netflix and a walk-in closet.
Welcome to Whitewater and our Airbnb!
Open-concept kitchen and wet bar stocked with tea, coffee, and water!
The open-concept kitchen has a gas stove, microwave, dishwasher, and fridge.
Exceptional
(49 reviews)

Pet-Friendly 2 Bedroom Suite Near UWW Campus, Kettle Moraine, and Starin Park!

Whitewater

8% off
NZ$2,607
for 7 nights, 1 apartment
NZ$372 per night
includes taxes & fees
Pet-Friendly 2 Bedroom Suite Near UWW Campus, Kettle Moraine, and Starin Park!
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The historical area of Milton awaits your stay

Enjoy the history and other features of Milton. This city is well-known for its restaurants and shopping. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Milton

Are you hoping to discover top things to see and do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Milton a fun spot to go on holiday. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Staller Estate Winery (11.2 mi / 18 km)
  • Cambridge Winery (16.9 mi / 27.3 km)
  • Hinchley's Dairy Farm (17.1 mi / 27.4 km)
  • Apple Barn Orchard and Winery (17.5 mi / 28.2 km)
  • Edgerton Towne Country Club (7.4 mi / 12 km)
  • Busy Barns Adventure Farm (13.4 mi / 21.6 km)

Exploring the natural features in Milton

Whether you're looking for fun outdoor activities or just want to take in the scenery, Milton is a great place to get out in nature. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Riverside Park (6.4 mi / 10.2 km)
  • Lake Koshkonong (7.8 mi / 12.5 km)
  • Rotary Botanical Gardens (7.9 mi / 12.7 km)
  • Whitewater Effigy Mounds Preserve (9.8 mi / 15.8 km)
  • Cam-Rock Park Area (15.4 mi / 24.8 km)
  • Lake Ripley (15.8 mi / 25.4 km)

Transport to and around Milton

Fly into Dane County Regional Airport (MSN), the closest airport, located 32.2 mi (51.8 km) from the city centre.

Frequently asked questions

What is the best area to stay in Milton when booking a holiday rental?
When considering a holiday rental in Milton, Wisconsin, the historic downtown area stands out as a delightful choice. This charming neighbourhood is known for its picturesque streets and a strong sense of community, making it an inviting place for visitors. You'll find a variety of properties available, from quaint cottages to more modern family homes, offering a comfortable stay for different group sizes.In the heart of downtown, you can explore the local shops and eateries, providing a taste of the local culture. Just a short stroll away, the beautiful Milton House Museum offers a glimpse into the area's rich history, while the nearby parks, such as the scenic Milton East Park, provide lovely spots for leisurely strolls or picnics.Another appealing area is the vicinity around the local lakes, where you can enjoy outdoor activities like fishing, kayaking, or simply relaxing by the water. This area tends to have a selection of properties that cater to those looking for a peaceful retreat while still being close to the town's amenities.
Where are the best areas for renting a beach house in Milton?
For renting a beach house in Milton, Wisconsin, the area around Lake Koshkonong is an excellent choice. This large lake offers scenic views and opportunities for various water activities. Many holiday rentals near the lakeside come equipped with amenities such as private docks, outdoor seating areas, and fire pits, making them superb for family gatherings or relaxing getaways.The nearby parks, such as the Koshkonong Mounds County Park, provide space for picnics and nature walks, adding to the appeal of the area. Additionally, you might find properties with fully equipped kitchens and spacious living areas, ideal for self-catering after a day spent enjoying the lake.
Where are the best Milton ski resort rentals?
For skiing near Milton, Wisconsin, the closest ski area is typically located a short drive away in the nearby towns of Lake Geneva and Elkhorn. In Lake Geneva, visitors can find a variety of rental properties that cater to winter sports enthusiasts. Many of these accommodations are conveniently located near the slopes and feature amenities such as warming fireplaces, ski storage, and fully equipped kitchens, which are superb for families and groups looking to relax after a day on the mountain.In addition to Lake Geneva, the Elkhorn area offers charming cabin rentals and lodges, often set amidst picturesque winter scenery. These properties frequently provide modern comforts like hot tubs, spacious living areas, and access to outdoor decks with scenic views, enhancing the overall experience of a winter getaway.Moreover, both locations boast proximity to local restaurants and shops, adding convenience for travellers. The surrounding areas also present opportunities for snowshoeing and cross-country skiing, allowing guests to explore the winter landscape further.
What is the most popular type of holiday rental accomodation in Milton?
In Milton, holiday houses are the most popular type of holiday rental, with about 10 available in the area. These homes typically feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups seeking comfort and convenience. Additionally, there are several campsites, cabins, and cottages scattered throughout Milton, offering varied experiences for those looking to enjoy the natural surroundings. Most cottages and cabins come with outdoor areas, great for relaxing after a day of exploring the local parks and recreational facilities.
Are there any family house rentals in Milton?
In Milton, Wisconsin, there are several family-friendly house rentals available, making it an attractive spot for groups travelling together. The neighbourhoods offer spacious homes with ample living areas, where families can gather and relax. Many of these properties come equipped with full kitchens, allowing for convenient meal preparation, as well as outdoor spaces for children to play and enjoy the fresh air.Visitors will find that Milton is close to various local attractions, such as the serene parks and lakes that provide opportunities for picnics, hiking, and nature walks. The charming downtown area features shops and eateries, superb for experiencing the local culture.
Can I rent a holiday home with a pool or hot tub in Milton?
In Milton, Wisconsin, there are several holiday homes available for rent that feature pools and hot tubs, suiting those seeking a relaxing getaway. The area offers a mix of residential neighbourhoods where these properties can be found, providing a tranquil setting for families and groups. Many rentals come equipped with amenities such as private swimming pools, hot tubs, spacious outdoor areas for entertaining, and fully equipped kitchens, ensuring a comfortable stay. Additionally, some homes may include features like barbecue grills and fire pits, superb for enjoying evenings outdoors.
Are there pet-friendly house rentals in Milton?
In Milton, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with furry companions. Many of these accommodations are equipped with essential amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces where pets can roam freely.The town is surrounded by beautiful parks and open spaces, superb for pet owners looking to enjoy the outdoors. Nearby, the picturesque Milton House Museum and the scenic trails around the Koshkonong Creek offer opportunities for leisurely walks and exploration with pets. The community's friendly atmosphere and access to nature make it an ideal choice for those seeking a pet-friendly retreat.
Are there any remote work holiday rentals in Milton?
In Milton, Wisconsin, there are several remote work-friendly holiday rentals available, with around 14 properties to choose from. These accommodations are well-suited for those looking to balance work and leisure, offering amenities that cater specifically to remote workers. Many rentals feature reliable free Wi-Fi, dedicated workspaces with desks and chairs, and some even have printers available for use.The town itself is a charming place, with parks and local shops that provide a nice backdrop for breaks from work. Close to the scenic Rock River, you can enjoy outdoor activities when you need a respite from your remote work routine. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Milton?
In Milton, holiday rentals commonly feature a variety of amenities that enhance the guest experience. Most properties come equipped with kitchens, allowing travellers to prepare their own meals. Many also offer outdoor spaces such as decks or patios, superb for enjoying the pleasant surroundings. For added comfort, several rentals include fireplaces, creating a warm and inviting atmosphere, especially during cooler months. Additionally, you can expect coffee and tea makers in most units for that morning boost, and onsite parking is generally available, making it convenient for those travelling by car.
When is the best time to visit Milton for a holiday rental?
The best time to visit Milton for a holiday rental is during the peak season from March to May, with May being particularly popular. This vibrant period marks the arrival of spring, bringing comfortable temperatures that typically range from 10 to 20 degrees Celsius. The blossoming flowers and lush greenery create a picturesque backdrop, superb for outdoor activities such as hiking and cycling.In May, visitors can enjoy local events and festivals that showcase the community's charm, providing ample opportunities for sightseeing and immersing oneself in the local culture. The pleasant weather makes it ideal for exploring the scenic parks and trails in the area, allowing you to fully appreciate Milton's natural beauty.For those looking for a more budget-friendly option, consider planning your trip in December. Although it falls within the low season, visiting during this time offers a great experience of the town dressed in festive lights and decorations, superb for enjoying a quieter atmosphere.
What are the top attractions in Milton?
In Milton, Wisconsin, visitors can enjoy a range of attractions that highlight the area's natural beauty and local history. The Milton House Museum, located in the heart of the town, offers a glimpse into the region's past and features the only underground railroad site in Wisconsin. Nearby, the scenic Milton College Historic District showcases charming architecture and is great for leisurely walks.For outdoor enthusiasts, the nearby Koshkonong Creek offers opportunities for fishing, kayaking, and enjoying nature trails. The local parks, such as the beautiful North Goodrich Park, provide picnic areas and playgrounds, making them ideal for family outings.
Are all fees included in the Milton holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Milton holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Milton with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Milton holiday homes?
You can find great discounts on holiday homes in Milton on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Milton holiday home booking on Bookabach?
To find Milton holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Milton?
A long-stay holiday home in Milton is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Milton holiday home?
Book your Milton holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Milton?
Prices for holiday homes in Milton vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Milton to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.