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Browse Select Milton Holiday Homes

Relaxing Delavan home across street from lake sleeps 10, 4 bedrm.Dogs welcome!
10.0 out of 10, Exceptional, 7 reviews
"My girls and I enjoyed a weekend to meet up and spend quality time together at this lovely beach rental"
Relaxing Delavan home across street from lake sleeps 10, 4 bedrm.Dogs welcome!
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
9.8 out of 10, Exceptional, 137 reviews
"We really enjoyed our stay and wished we could’ve stayed longer! It was very clean and had everything we needed. The views were spectacular! The location was excellent! We’ll definitely be staying here again!"
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
Cozy, private, cabin on a quiet lake.
9.8 out of 10, Exceptional, 53 reviews
"Your property was perfect -- clean, well maintained, and ready when promised. All that was needed for the stay was there. Thank you! We plan on returning!!"
Cozy, private, cabin on a quiet lake.
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Livin the Dream- Luxury Williams Bay Home
10.0 out of 10, Exceptional, 3 reviews
"Fantastic in every respect. 2 problems 1 - Thermostat in guest cottage does not work. Rooms get too cold or too hot. 2 - Ice maker in main house refrigerator routinely overfills and is difficult to remove full ice tray"
Livin the Dream- Luxury Williams Bay Home
Carriage Hill Apartment #11
10.0 out of 10, Exceptional, 1 review
"We were in town for the Kettle Moraine ultra and this spot was a perfect location. The price was better than hotels nearby and that’s why we went with it. Walmart and restaurants all super close by. It’s a pretty simply place to stay, nothing fancy. Kitchen has about everything you need, just make sure you bring K-cups for the keurig. We would stay again if in the area."
The price is €177
per night
27 Jun - 28 Jun
Carriage Hill Apartment #11
Blue Cottage in the Bay - Walk to beach and shops
10.0 out of 10, Exceptional, 3 reviews
"Very family and kid friendly. Good location and walking distance to lake, restaurants, coffee shop and playground. The cottage itself is very cute and was spacious for our group (4 adults + baby). We’d go back!"
Blue Cottage in the Bay - Walk to beach and shops
Delavan Landings- New Construction Home with
9.8 out of 10, Exceptional, 6 reviews
"Beautiful Lake House just perfect for 2 to 4 people. Nicely furnished and kitchen fully equipped. Also Enjoyed sitting on the pier and looking out at the lake every day. Would definitely stay at again."
Delavan Landings- New Construction Home with
Charming 4-bedroom Lake house on Lake Ripley in Cambridge
Charming 4-bedroom Lake house on Lake Ripley in Cambridge
SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym
9.0 out of 10, Wonderful, 8 reviews
"This is a great location, remote and quiet, just what we wanted. Our family reunion was a big success! No WiFi was an issue for people who needed to make contact with work issues, and of course kids were not happy about it, but sometimes it’s nice to disconnect. However cell phone reception was limited so getting directions was challenging at times. All said and done we had a wonderful time and wouldn’t hesitate to go back and do it again."
SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym
Spacious 3 Br, Hot tub, kitchen, Gym near Alpine Valley, Lake Geneva, Delaven
10.0 out of 10, Exceptional, 3 reviews
"Very nice house!"
The price is €584
per night
25 Jun - 26 Jun
Spacious 3 Br, Hot tub, kitchen, Gym near Alpine Valley, Lake Geneva, Delaven
Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier
9.8 out of 10, Exceptional, 8 reviews
"We had a wonderful time at this beautiful lakefront property while we attended a family wedding in the area."
Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier
Spacious Home + Fire Pit, Waterfall, Hot Tub, Home Theater! 20 min to DT Madison
10.0 out of 10, Exceptional, 14 reviews
"The home was spacious and well stocked. The owners even left us a tasty loaf of locally made bread which we enjoyed with one of our meals."
Spacious Home + Fire Pit, Waterfall, Hot Tub, Home Theater! 20 min to DT Madison
Log home Lake Koshkonong and Rock River !
10.0 out of 10, Exceptional, 15 reviews
"We stayed here for a family wedding in Janesville, and it could not have been better. Everyone had fun out by the river or just relaxing in the house. The pictures are accurate, it’s a big beautiful Wisconsin cabin. Brian and Daniel were extremely responsive to any questions we had, and even shipped some shoes that I left there back to me! We could not have been happier with our stay, and would rent this house again without question."
Log home Lake Koshkonong and Rock River !
Right on the Water! Private Pier, Excellent Sunsets & Swimming
9.6 out of 10, Exceptional, 87 reviews
"Well equipped and maintained property"
Right on the Water! Private Pier, Excellent Sunsets & Swimming
Waterfront Lake Ripley getaway. Kayak, paddleboard and fish from private pier!
9.4 out of 10, Exceptional, 43 reviews
"We ad grandparents, siblings and parents at the house. It was perfect! View great in the morning, and great host who was super responsive."
Waterfront Lake Ripley getaway. Kayak, paddleboard and fish from private pier!
Brand New Country Rustic Barn-R&R At It's Finest! Madison Area
10.0 out of 10, Exceptional, 14 reviews
"Very nice and clean place!! Not too far from town but far enough away to feel like you're secluded. Travis was very responsive and helpful with recommendations on things to do and places to eat. If we go out that way in the future, we would definitely like to stay here again!!"
Brand New Country Rustic Barn-R&R At It's Finest! Madison Area
Lakeside Retreat at Lake Ripley - Sandy Beach, Dock, Kayaks, & More
10.0 out of 10, Exceptional, 10 reviews
"We really enjoyed our staying at this beautiful house on the lake! The house is spacious, very clean, has a full kitchen equipped with utensils and dishes. There is a beautiful patio and absolutely gourgeous view to enjoy your coffee in the morning. The host was very quick at responding to my questions. I highly recommend this place!"
The price is €1,148
per night
12 Jul - 13 Jul
Lakeside Retreat at Lake Ripley - Sandy Beach, Dock, Kayaks, & More
Cozy Vacation Home Near Delavan Lake!
10.0 out of 10, Exceptional, 1 review
"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!
Sweet beach front on Lake Koshkonong w/lots of room & a Paddleboat
9.4 out of 10, Exceptional, 38 reviews
"Enjoyed a like front property and taking walks in the neighborhood. Kids were excited to see all the wonders of nature - birds, ducks, geese, deer, baby bunny, and frogs. Enjoyed our stay. Owners were very responsive to all of our questions."
Sweet beach front on Lake Koshkonong w/lots of room & a Paddleboat
Newly updated water retreat. PONTOON for rent, FREE golf & ICE at local course
10.0 out of 10, Exceptional, 21 reviews
"We absolutely enjoyed our stay. Great location, clean, and had everything we needed. Would stay there again. Excellent communication and customer service! Thank you!"
Newly updated water retreat. PONTOON for rent, FREE golf & ICE at local course
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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.

Other property types in Milton

Your Dream Vacay Starts Here Firepit/Dock/Gameroom
10.0 out of 10, Exceptional, 1 review
"Very clean. Thoughtful amenities from babies to elderly. Easy in and out. Very happy with our choice."
Your Dream Vacay Starts Here Firepit/Dock/Gameroom
SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym
9.0 out of 10, Wonderful, 8 reviews
"This is a great location, remote and quiet, just what we wanted. Our family reunion was a big success! No WiFi was an issue for people who needed to make contact with work issues, and of course kids were not happy about it, but sometimes it’s nice to disconnect. However cell phone reception was limited so getting directions was challenging at times. All said and done we had a wonderful time and wouldn’t hesitate to go back and do it again."
SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym
Cozy cottage retreat that’s perfect for recharging.
10.0 out of 10, Exceptional, 39 reviews
"Very quaint and well decorated space."
Cozy cottage retreat that’s perfect for recharging.
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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