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Milton Holiday Rentals

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Our top choices for Milton holiday rentals

1. Edgewater Escape

Edgewater Escape
Milton
10.0 out of 10, Exceptional, (1 review)
"Peaceful & well-appointed. This quiet cabin on the lake served as ‘home base’ for a three day tour of southern Wisconsin. A perfect couples get-away for the two of us, it would have been just as well suited had we brought our two adult kids with separate rooms for each. Though among the smallest of the surrounding cabins, the floor plan was well-considered and spacious with a deck equally as spacious and while the dock was small, it still would have accommodated four of us in chairs or parking...
United States
Zane T.
The price is NZ$530
includes taxes & fees
7 Sept - 8 Sept
Edgewater Escape

2. FirePit/Grill/Arcade Your Fall Escape Starts Here

FirePit/Grill/Arcade Your Fall Escape Starts Here
Milton
10.0 out of 10, Exceptional, (24 reviews)
"Clean, pet friendly and well appointed. Would be great to revisit in summer when we could enjoy all of the outdoor amenities. Highly recommend. "
United States
Vicky Z.
The price is NZ$1,108
includes taxes & fees
1 Sept - 2 Sept
FirePit/Grill/Arcade Your Fall Escape Starts Here

3. Luxury loft in the heart of downtown Janesville

Luxury loft in the heart of downtown Janesville
Janesville
9.8 out of 10, Exceptional, (27 reviews)
"We got married in Janesville and stayed here over that weekend. It was the perfect space. The accommodations were clean and nice. The location is right in the heart of downtown Janesville. I highly recommend this loft for your stay in Janesville. "
United States
Joe and Carrie W.
The price is NZ$980
includes taxes & fees
10 Sept - 11 Sept
Luxury loft in the heart of downtown Janesville

4. New Owner Special > Hot Tub - Sauna - Private Gym

New Owner Special > Hot Tub - Sauna - Private Gym
Janesville
9.2 out of 10, Wonderful, (5 reviews)
"Lovely stay! Clean and comfortable! "
United States
Michelle Gabert
New Owner Special > Hot Tub - Sauna - Private Gym

5. Waterfront - Hot Tub - Sauna - Game Room - Pets

Waterfront - Hot Tub - Sauna - Game Room - Pets
Edgerton
9.0 out of 10, Wonderful, (11 reviews)
"This house was perfect for a weekend getaway with friends. Very spacious, lots of big beds, and perfect for the dogs as well. The hot tub and sauna were very refreshing. We'd definitely stay here again!"
United States
Tony
The price is NZ$1,603
includes taxes & fees
1 Sept - 2 Sept
Waterfront - Hot Tub - Sauna - Game Room - Pets

6. Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is NZ$452
includes taxes & fees
30 Aug - 31 Aug
Blue Lakeview Home

7. Vast Lake Koshkonong Views from Pier, Deck, & Home

Vast Lake Koshkonong Views from Pier, Deck, & Home
Edgerton
The price is NZ$599
includes taxes & fees
21 Sept - 22 Sept
Vast Lake Koshkonong Views from Pier, Deck, & Home

8. Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (51 reviews)
"Thank you for a peaceful stay, we came from Arizona to host my mothers memorial and the comfort and relaxation was well needed, plus it was big enough to have my kids spend time with us as well. Thank you for everything!"
United States
Kelly T.
The price is NZ$319
includes taxes & fees
3 Sept - 4 Sept
Log Cabin at Lake Koshkonong - “The Overlook”

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

Pet-Friendly 2 Bedroom Suite Near UWW Campus, Kettle Moraine, and Starin Park!
Whitewater
10.0 out of 10, Exceptional, (49 reviews)
"Great overall experience."
United States
kari f.
The price is NZ$310
includes taxes & fees
3 Sept - 4 Sept
Pet-Friendly 2 Bedroom Suite Near UWW Campus, Kettle Moraine, and Starin Park!

10. Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Edgerton
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful.. just beautiful and right at the hert if town"
United States
Georgia S.
The price is NZ$446
includes taxes & fees
1 Sept - 2 Sept
Spacious Condo: Historic Boutique Rental in Downtown Edgerton

11. New Luxury & Spacious House in the Heart of Janesville

New Luxury & Spacious House in the Heart of Janesville
Janesville
8.8 out of 10, Excellent, (10 reviews)
"Great location for downtown Janesville "
United States
Tim M.
The price is NZ$753
includes taxes & fees
2 Sept - 3 Sept
New Luxury & Spacious House in the Heart of Janesville

12. Dome House on Whitewater Lake

Dome House on Whitewater Lake
Whitewater
10.0 out of 10, Exceptional, (2 reviews)
"Very quiet, clean and lots of amenities! We had a hiccup with the water/shower, and our host not only communicated quickly but had a plumber over to fix it before the day was over!! She went above and beyond to make our stay comfortable!! A very enjoyable stay!"
United States
Rachel
The price is NZ$871
includes taxes & fees
1 Sept - 2 Sept
Dome House on Whitewater Lake

13. Blue Beach Cottage - 5 Minute Walk to Private Beach!

Blue Beach Cottage - 5 Minute Walk to Private Beach!
Delavan
9.8 out of 10, Exceptional, (26 reviews)
"We really enjoyed our stay here! The house was very comfortable and clean. A short walk from the beach. I hope to go back when the water is warm enough to swim in. Host was quick to respond to any questions I had during my stay."
United States
Terra D.
The price is NZ$1,011
includes taxes & fees
31 Aug - 1 Sept
Blue Beach Cottage - 5 Minute Walk to Private Beach!

14. Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-

Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-
Elkhorn
9.6 out of 10, Exceptional, (30 reviews)
"The house was absolutely perfect!!! Thank you for a great relaxing weekend!"
United States
Annika V.
The price is NZ$1,297
includes taxes & fees
30 Aug - 31 Aug
Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-

15. LAKEFRONT HIDDEN GEM !

LAKEFRONT HIDDEN GEM !
Elkhorn
9.6 out of 10, Exceptional, (45 reviews)
The price is NZ$2,874
includes taxes & fees
26 Sept - 27 Sept
LAKEFRONT HIDDEN GEM !

16. Spacious 3-bedroom apartment in Downtown Stoughton

Spacious 3-bedroom apartment in Downtown Stoughton
Stoughton
The price is NZ$604
includes taxes & fees
8 Sept - 9 Sept
Spacious 3-bedroom apartment in Downtown Stoughton

17. Luxury Lake Geneva cottage w/ sauna + hot tub + geodesic dome on 2-acres

Luxury Lake Geneva cottage w/ sauna + hot tub + geodesic dome on 2-acres
Delavan
9.6 out of 10, Exceptional, (57 reviews)
"Wonderful stay! The entire group of friends loved staying at the rental. The place was so nicely decorated that we didn’t feel like leaving or stepping outside."
United States
Anusha H.
The price is NZ$1,087
includes taxes & fees
23 Sept - 24 Sept
Luxury Lake Geneva cottage w/ sauna + hot tub + geodesic dome on 2-acres

18. The Luxe at Abbey Villa |Gas Fireplace| King Master |Large Covered Balconies |Pool View

The Luxe at Abbey Villa |Gas Fireplace| King Master |Large Covered Balconies |Pool View
Fontana-on-Geneva Lake
9.4 out of 10, Exceptional, (15 reviews)
"Clean, nicely appointed, great location. "
United States
Tom R.
The price is NZ$845
includes taxes & fees
2 Sept - 3 Sept
The Luxe at Abbey Villa |Gas Fireplace| King Master |Large Covered Balconies |Pool View

19. Abbey Villas Condo Steps to Pool Walk to Fontana Beach Dining and Marina

Abbey Villas Condo Steps to Pool Walk to Fontana Beach Dining and Marina
Fontana-on-Geneva Lake
10.0 out of 10, Exceptional, (4 reviews)
"Great place - attentive and welcoming host."
United States
Beth N.
The price is NZ$780
includes taxes & fees
3 Sept - 4 Sept
Abbey Villas Condo Steps to Pool Walk to Fontana Beach Dining and Marina

20. Spacious 2BR Apt (Sleeps 6): 2 KING Beds & Balcony

Spacious 2BR Apt (Sleeps 6): 2 KING Beds & Balcony
South Beloit
7.0 out of 10, Good, (2 reviews)
"Very clean property and great communication from the host"
United States
Darrin W.
The price is NZ$473
includes taxes & fees
14 Sept - 15 Sept
Spacious 2BR Apt (Sleeps 6): 2 KING Beds & Balcony
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Milton Hotel Reviews

Find out more about Milton

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Milton holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Milton. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Milton. Seeing all the best attractions is bound to make you fall in love with Milton. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Milton short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Milton?

Yes, there are holiday rentals close to the most popular sights in Milton, or you can select a more secluded option if you're looking for a relaxing stay. Milton is known for its restaurants and shopping.

What are some of the best holiday rentals that Milton has to offer?

Stunning Lakeside Retreat: Delavan Lake Home with Lake Views & Lake Access: This holiday home rental outside of Milton is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Milton?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Milton stay.

What can I see and do in Milton?

Explore the area and family-friendly sights such as Busy Barns Adventure Farm, or get out into nature at a spot like Lake Koshkonong. Milton House Museum and Northleaf Winery are other places to visit while you're in town.

What are holiday rentals like in Milton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Milton. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a small group gathering.