Photo by Matt Anderson Photography

Milton Holiday Rentals

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Milton

Book Xmas & Winter Now! Fireplace/Arcade/PingPong

10.0 out of 10, Exceptional, (13)
"Cool place with nice amenities. Only complaint is the fan needs to be repaired in the front bedroom. But everything was great. "
Book Xmas & Winter Now! Fireplace/Arcade/PingPong

Wooded Pond Retreat

10.0 out of 10, Exceptional, (25)
"Had a board game weekend with friends, and this place suited our needs perfectly. I cant believe how well stocked it was. Chances are if you accidentally forgot something it was there. The ambiance of the decorations made it feel really homey, too. Lacked for nothing."
Wooded Pond Retreat

Luxury Lake Geneva cottage w/hot tub on 2-acres

10.0 out of 10, Exceptional, (24)
"We loved the outdoor set up, as well as the sun room, and game room basement! We had a couple problems with some outlets and things not working but it was great house "
Luxury Lake Geneva cottage w/hot tub on 2-acres

Log home Lake Koshkonong and Rock River !

10.0 out of 10, Exceptional, (25)
"Very relaxing and peaceful!! Home was very spacious!!"
Log home Lake Koshkonong and Rock River !

SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym

8.6 out of 10, Excellent, (11)
"Enjoyed the spaces for young adults and parents to hang out together and separately. Had a fantastic time at the cabin and enjoyed the lake access for water sports."
SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym

Delavan, Wisconsin Lakefront Vacation Rental

10.0 out of 10, Exceptional, (25)
"Good"
The price is AU$614
includes taxes & fees
5 Dec - 6 Dec
Delavan, Wisconsin Lakefront Vacation Rental

Relaxing Delavan home across street from lake sleeps 10, 4 bedrm.Dogs welcome!

9.4 out of 10, Exceptional, (12)
"Excellent"
Relaxing Delavan home across street from lake sleeps 10, 4 bedrm.Dogs welcome!

Eagle's Landing on the Rock River, Pontoon available for additional fee

10.0 out of 10, Exceptional, (10)
"Great property! Want to return next summer for a family vacation."
Eagle's Landing on the Rock River, Pontoon available for additional fee

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

9.8 out of 10, Exceptional, (145)
"Cute house with all the amenities you need for a great getaway!"
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

Delavan Lake Home - Brand New with Lake Views!

10.0 out of 10, Exceptional, (24)
"Eight friends spent two days enjoying lots of laughs and endless games of mahjongg in this beautiful space. We took time to sit on the rockers to enjoy the fall colors and views of the lake and to have some fun at area restaurants and pubs. This house is so comfortable and well equipped."
Delavan Lake Home - Brand New with Lake Views!

Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier

10.0 out of 10, Exceptional, (16)
"The house was exactly as listed. We all loved it. Had a fabulous time kayaking. Absolutely stunning. Beds comfortable. Very well stocked. Best stocked kitchen of any rental I’ve gone to. Warning, many stairs to get to the lake, but we didn’t have any problems with that. Was even a deck with sitting area at the lake. Excellent "
Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier

Welcome To Our Lake House!<br>

9.8 out of 10, Exceptional, (56)
"Adult annual girls trip! Perfect place to stay right on the lake! We enjoyed every minute of our stay! Thank you so much! We’ll definitely be back!"
Welcome To Our Lake House!<br>

Waterfront Lake Koshkonong Home w/ Pier & Fire Pit

9.6 out of 10, Exceptional, (75)
"The check in and check out process was very easy! Lots of room for our trip with extended family. We loved the location and the open space with the swings right across the road was perfect for little children."
Waterfront Lake Koshkonong Home w/ Pier & Fire Pit

Pet-Friendly Home w/ Views of Lake Delavan!

8.8 out of 10, Excellent, (12)
"We had a wonderful stay. Our stay was a very busy weekend, doing the wedding cake and flowers. because one of our daughter's were getting married in a nearby town. the house was beautiful and spacious enough room for everybody. Will definitely stay again. "
Pet-Friendly Home w/ Views of Lake Delavan!

comfortably sleeps 10 guests

10.0 out of 10, Exceptional, (31)
"We had everything we needed and more in a good location. Great host, great communication. "
The price is AU$659
includes taxes & fees
1 Dec - 2 Dec
comfortably sleeps 10 guests

*Family Retreat* *Indoor Pool* *Arcade*

10.0 out of 10, Exceptional, (5)
"Pleased for a great place for all ages!!"
The price is AU$2,508
includes taxes & fees
30 Nov - 1 Dec
*Family Retreat* *Indoor Pool* *Arcade*

Spacious 3 Br, swim spa,, kitchen, Gym, near Alpine Valley, Lake Geneva, Delaven

9.6 out of 10, Exceptional, (9)
"We enjoyed our stay. Nice quiet neighborhood and the home is walking distance to Sunset Park. Comfy beds and smart tvs in every room. Lots of towels and supplies. Very clean and tidy. space. Super clean home."
The price is AU$1,091
includes taxes & fees
11 Dec - 12 Dec
Spacious 3 Br, swim spa,, kitchen, Gym, near Alpine Valley, Lake Geneva, Delaven

Williams Bay Retreat: Walk to Lake Geneva & Town!

9.8 out of 10, Exceptional, (80)
"The hosts were wonderful. check-in couldn''t have been smoother. The location worked perfectly for us. We had a wedding to attend on the other side of the lake and the boat shuttle was in Fontana. Going the other direction Lake Geneva City is just a short drive away. The house was well furnished , If the weather hadn't been so beautiful we would have spent more time there."
Williams Bay Retreat: Walk to Lake Geneva & Town!

Spacious Waterfront Home on Lake Delavan |Pier |Fire Pit |Deck |Retreat for Family, Friends or Work

10.0 out of 10, Exceptional, (76)
"Spacious home with 5 bedrooms & 3 full baths. Lovely open concept main floor for gathering. Only disappointment was the lake itself. Full of green scum that we would never have swum in had it been warmer. Perhaps this is end of the year algae??"
Spacious Waterfront Home on Lake Delavan |Pier |Fire Pit |Deck |Retreat for Family, Friends or Work

Lake House with Hot Tub - Birding Paradise

9.0 out of 10, Wonderful, (10)
"A secluded lakefront property on a calm lake great for canoeing and kayaking, with easy access to Delavan and Williams Bay. Plenty of room for our 9-person multi-generational family. Well-outfitted kitchen made for easy meal preparation. Plenty to do in the house and on property as well: games, sports, and puzzles. Will definitely consider staying again."
Lake House with Hot Tub - Birding Paradise
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.
Don't see what you're looking for?
See all available properties in Milton
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Milton you may be interested in

Book Xmas & Winter Now! Fireplace/Arcade/PingPong

10.0 out of 10, Exceptional, (13)
"Cool place with nice amenities. Only complaint is the fan needs to be repaired in the front bedroom. But everything was great. "
Book Xmas & Winter Now! Fireplace/Arcade/PingPong

Abbey Resort and Avani Spa

3.5 star property
8.4 out of 10, Very good, (1107)
"Excellent "
The price is AU$198
includes taxes & fees
22 Dec - 23 Dec
Abbey Resort and Avani Spa

Lake Lawn Resort

3.5 star property
9.0 out of 10, Wonderful, (1002)
"Newly renovated lodge room was just perfect for our stay. Anniversary dinner at 1878 was very good! "
The price is AU$250
includes taxes & fees
25 Nov - 26 Nov
Lake Lawn Resort
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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?

Log home Lake Koshkonong and Rock River !: This holiday home rental outside of Milton offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and an arcade/games room.

How many holiday rentals will I find in Milton?

With 3 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.