Photo by Matt Anderson Photography

Holiday Homes in Milton

  • 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

Featured Holiday Homes in Milton

Quaint Sleep 8 In Downtown Walk to Lake Pets OK

9.6 out of 10, Exceptional, (48)
"we really enjoyed ourselves, house is right next to in town in quiet area (only slight negative is gas station next door but that wasn't a problem as it turned out). Spacious, clean, all good. would stay again."
Quaint Sleep 8 In Downtown Walk to Lake Pets OK

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 !

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>

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!

Cozy Vacation Home Near Delavan Lake!

10.0 out of 10, Exceptional, (1)
"Our stay was wonderful! The place was clean, in a quiet neighborhood, and very comfortable. The house is only a couple blocks from the lake, so we walked our dog through the neighborhood daily. Roy was super responsive with anything we needed. Would definitely stay here again!"
Cozy Vacation Home Near Delavan Lake!

Beloit Home w/ Deck: 3 Mi to Health System Campus

2.0 star property
10.0 out of 10, Exceptional, (1)
"This was a clean, comfortable and lovely home. It was located in a nice and quiet neighborhood. We especially enjoyed hanging out on the back deck. Definitely recommend!"
Beloit Home w/ Deck: 3 Mi to Health System Campus

Delavan, Wisconsin Lakefront Vacation Rental

10.0 out of 10, Exceptional, (25)
"Good"
The price is AU$606
includes taxes & fees
12 Dec - 13 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)
"We have been coming here for several years and love it. Super quiet neighborhood, home is clean and well maintained, Tammy is a great host and quick to answer messages. We will be back again next year!"
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, (17)
"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

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!

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

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

Beautiful Craftsman Style Home w/ Fenced Yard (Pet Friendly!)

10.0 out of 10, Exceptional, (22)
"Nice craftsman style home in a quiet neighborhood. The kitchen has nice amenities, enough to cook and eat at the house. We appreciated the hair dryer and iron. The backyard was nice to hang out in as was the front covered porch. My only complaint is the king bed was squeaky and woke us up a few times in the night when we tossed and turned."
Beautiful Craftsman Style Home w/ Fenced Yard (Pet Friendly!)

'Rock River Retreat' w/ Dock & Private Backyard!

10.0 out of 10, Exceptional, (12)
"House was great for our group. 4 kiddos and 5 adults. Lots of nice extras at house. Pool was great for the kiddos. Beds very comfy! Big bedroom great for a family with kiddos that can sleep safely in bunks. Other bedroom attached directly to it for parents and kiddos in pack n play but could prove awkward for groups not wanting others traipsing through the attached bedrooms to go outside to pool or use the second bathroom. House was clean and well equipped . Would def go back.bedrooms "
'Rock River Retreat' w/ Dock & Private Backyard!

Newly remodeled Lauderdale Lakes waterfront home-hot tub, sauna, pickleball!

10.0 out of 10, Exceptional, (7)
"Great property right on Lauderdale Lakes and next door to Lauderdale landing. House was new, clean, and great for entertaining a large group. Briana was a fantastic host with lightning-quick responses. Couldn't recommend this property enough for larger groups looking to spend a few days on the lake."
Newly remodeled Lauderdale Lakes waterfront home-hot tub, sauna, pickleball!

Lakeside Retreat at Lake Ripley - Sandy Beach, Dock, Kayaks, & More

10.0 out of 10, Exceptional, (18)
"Plenty of room for everyone and nice location for our weekend getaway. Far enough from the hustle and bustle but close enough to have things to do! Enjoyed an afternoon of antiquing and exploring Madison which is a short drive. Grocery store and gas station located within minutes of the property. Relaxing lake side location and views. Would definitely recommend!"
Lakeside Retreat at Lake Ripley - Sandy Beach, Dock, Kayaks, & More

3 BR/2 BA House just steps from Lake Geneva

9.8 out of 10, Exceptional, (43)
"This house was a great base of operations for our family's Summer trip to Lake Geneva. We were within easy distance to everything in the Lake Geneva area, while being able to enjoy the calm and quiet offered by this Williams Bay location. The house was well-equipped and the owner provided fantastic communication and accommodation. Recommend you plan ahead to see about options for bringing a boat and renting the optional slip. The pier access was great, but in retrospect we felt that watercraft...
3 BR/2 BA House just steps from Lake Geneva
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 property types 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)
"Year two if our long weekend getaway. "
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
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.