Holiday Homes in Milton

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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Holiday Homes in Milton

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Exterior detail

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

10.0 out of 10, Exceptional, (26)
"The house was clean, great location. Would stay again"
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Candlelit Comfort: Hot Tub, Firepit, Massage Chair-Romantic Getaway!
Microwave, oven, stovetop, dishwasher

Candlelit Comfort: Hot Tub, Firepit, Massage Chair-Romantic Getaway!

10.0 out of 10, Exceptional, (7)
"This was such a nice place, very quiet and peaceful. The property was everything we had hoped for and the host was so nice and helpful."
The price is AU$339
includes taxes & fees
24 Aug - 25 Aug
Candlelit Comfort: Hot Tub, Firepit, Massage Chair-Romantic Getaway!
Modern Nature Cabin | Private Escape in the Forest
Fridge, microwave, oven, stovetop

Modern Nature Cabin | Private Escape in the Forest

9.0 out of 10, Wonderful, (2)
"Very nice place, the hike to the falls was pretty neat as well. Close to everything, yet still secluded. "
Modern Nature Cabin | Private Escape in the Forest
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Fridge, microwave, oven, stovetop

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

9.8 out of 10, Exceptional, (36)
"We enjoyed the space. Had everything we needed. Great proximity to downtown shopping and entertainment. "
The price is AU$348
includes taxes & fees
18 Aug - 19 Aug
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
The Artist’s A-Frame
Exterior

The Artist’s A-Frame

10.0 out of 10, Exceptional, (17)
"Stayed for the weekend to hike at Clifty Falls. Great location to the state park and downtown restaurants. Really pretty house with everything you’d need for a stay. Host was super nice to interact with as well. Thanks again! "
The price is AU$350
includes taxes & fees
19 Aug - 20 Aug
The Artist’s A-Frame
Emerald Lake Retreat Charlestown
Property grounds

Emerald Lake Retreat Charlestown

10.0 out of 10, Exceptional, (1)
"Excellent communication, fast responses, very accommodating. The layout is fantastic with lots of open space, comfortable bedrooms, and excellent amenities. The backyard is absolutely huge, probably 3 acres or so. Would stay again for sure."
Emerald Lake Retreat Charlestown
Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway
Exterior

Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway

9.8 out of 10, Exceptional, (9)
"Wonderful vacation home. Very clean, great host that was very helpful. "
The price is AU$845
includes taxes & fees
18 Aug - 19 Aug
Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway
Sunset on Broadway Suite 205 at The Chandler Hotel
1 bedroom, iron/ironing board, WiFi, bed sheets

Sunset on Broadway Suite 205 at The Chandler Hotel

10.0 out of 10, Exceptional, (3)
"Awesome place "
The price is AU$360
includes taxes & fees
31 Aug - 1 Sept
Sunset on Broadway Suite 205 at The Chandler Hotel
La Belle Rivière Suite 202 at The Chandler Hotel
1 bedroom, premium bedding, iron/ironing board, WiFi

La Belle Rivière Suite 202 at The Chandler Hotel

10.0 out of 10, Exceptional, (4)
"This property is amazing! Well maintained, and exactly as promised!You won’t regret your stay."
The price is AU$384
includes taxes & fees
31 Aug - 1 Sept
La Belle Rivière Suite 202 at The Chandler Hotel
"Madison Manor I" by The River: Nice patio, hot tub, gas grill, and fire pit
Outdoor dining

"Madison Manor I" by The River: Nice patio, hot tub, gas grill, and fire pit

9.4 out of 10, Exceptional, (8)
"We thoroughly enjoyed our time! Great place! We would definitely stay there again!"
"Madison Manor I" by The River: Nice patio, hot tub, gas grill, and fire pit
The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison
Microwave, oven, stovetop, dishwasher

The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison

The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison
"Madison Manor II" by The River: Regatta Special! Patio-Fire Pit, Grill, Hot Tub
Fridge, microwave, oven, stovetop

"Madison Manor II" by The River: Regatta Special! Patio-Fire Pit, Grill, Hot Tub

10.0 out of 10, Exceptional, (8)
"We thought the house was great and the location was perfect! We would definitely stay there again. "
The price is AU$538
includes taxes & fees
27 Aug - 28 Aug
"Madison Manor II" by The River: Regatta Special! Patio-Fire Pit, Grill, Hot Tub
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Interior

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

10.0 out of 10, Exceptional, (9)
"quiet would most definitely stay here again thank you for a comfortable stay has everything you need to stay. better then staying at a five star hotel thank again "
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
*Heated Pool & Hot Tub near Bourbon Trail
Dining

*Heated Pool & Hot Tub near Bourbon Trail

10.0 out of 10, Exceptional, (16)
"This is one of the most fabulous properties I have ever stayed at. I brought my family to celebrate my doctoral graduation, and it was truly a pleasure to work with Deb, the host. I highly recommend this property if you’re looking for a peaceful, family-oriented space where you can have a great time."
*Heated Pool & Hot Tub near Bourbon Trail
#207 King Suites, River Views, Deck, Downtown
Interior

#207 King Suites, River Views, Deck, Downtown

10.0 out of 10, Exceptional, (32)
"Property owner responds very quickly to requests and questions. Home was very clean. Great area. Would definitely recommend this listing. "
#207 King Suites, River Views, Deck, Downtown
The Sweet Retreat Wheelchair Accessible Historic Home
Exterior

The Sweet Retreat Wheelchair Accessible Historic Home

2.0 star property
10.0 out of 10, Exceptional, (5)
"We had a family gathering over Thanksgiving and the large table was very nice and appreciated. Host was very prompt with communication and most everything we needed was there. Would stay again!"
The price is AU$763
includes taxes & fees
31 Aug - 1 Sept
The Sweet Retreat Wheelchair Accessible Historic Home
#209 Kings, River View, Deck, Bicentennial Park
Fridge, microwave, oven, stovetop

#209 Kings, River View, Deck, Bicentennial Park

10.0 out of 10, Exceptional, (58)
"Our family group had a wonderful weekend here. This is a beautifully restored property, well-appointed and the host has thought of everything to make a guest comfortable. It's within easy walking distance of historic downtown. Highly recommend!"
The price is AU$880
includes taxes & fees
26 Aug - 27 Aug
#209 Kings, River View, Deck, Bicentennial Park
Pendleton, KY Farm in Oldham Co
Terrace/patio

Pendleton, KY Farm in Oldham Co

10.0 out of 10, Exceptional, (4)
"The house was perfect for our group of 8. Very clean, great gathering space inside and out and well maintained. Highly recommended! Thanks Betty!"
The price is AU$1,887
includes taxes & fees
30 Aug - 31 Aug
Pendleton, KY Farm in Oldham Co
Relaxing 7- bedroom Retreat Center at Englishton Park. 250 acres, hiking trails
Exterior

Relaxing 7- bedroom Retreat Center at Englishton Park. 250 acres, hiking trails

10.0 out of 10, Exceptional, (1)
"My partner and I hoped for a peaceful getaway to hike and chose this place. As soon as we drove in, it seemed like nothing we’d quite seen. It’s walled like a park with an expansive front yard area, but it’s private. There are really cute old buildings. It was like we had the place to ourselves. There’s a kitchen and plenty of room in the sleeping building. Things were really clean and nice with a coffee welcome tray. Took a walk up to a little lake, and then hiked into the woods -...
The price is AU$1,278
includes taxes & fees
31 Aug - 1 Sept
Relaxing 7- bedroom Retreat Center at Englishton Park. 250 acres, hiking trails
The Lanier Suite 204 at The Chandler Hotel
Interior

The Lanier Suite 204 at The Chandler Hotel

10.0 out of 10, Exceptional, (4)
"We loved the check in/out system and the decor made us feel like we were in a “ritzy” hotel."
The price is AU$273
includes taxes & fees
18 Aug - 19 Aug
The Lanier Suite 204 at The Chandler Hotel
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

Quality Inn

Quality Inn

10/10 Excellent
"Always a great place to stay. Never had any problems in the past 10 years ive been traveling "
Mary 1-night trip
Posted 18 hours ago
Quality Inn