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Milton Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Milton holiday rentals

A house with a steep gable roof, a front deck with a wooden staircase, and a sliding glass door leading to an interior space.

1. Edgewater Escape

Edgewater Escape
Milton
9.4 out of 10, Exceptional, (3 reviews)
"The house had a fantastic view. The open living room gave us plenty of space for relaxing as a group. Quiet area. Since we stay in many rentals our only complaint was there were no instructions for checking out, what to do with bedding, trash etc. The host never responded to my question concerning that. Hopefully we left the house as expected."
United States
Renee S.
The price is HK$1,229
HK$2,198 total
includes taxes & fees
18 Nov - 19 Nov
Edgewater Escape
Outdoor seating with a fire pit and a view of a lake.

2. Fireplace/Coffee/Arcade Your Cozy Escape Is Here

Fireplace/Coffee/Arcade Your Cozy Escape Is Here
Milton
10.0 out of 10, Exceptional, (24 reviews)
"Excellent place!"
United States
Roger Z.
Fireplace/Coffee/Arcade Your Cozy Escape Is Here
Two wooden Adirondack chairs facing a lake with a dock and a boat in the background.

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

Vast Lake Koshkonong Views from Pier, Deck, & Home
Edgerton
10.0 out of 10, Exceptional, (2 reviews)
The price is HK$1,251
HK$2,396 total
includes taxes & fees
16 Nov - 17 Nov
Vast Lake Koshkonong Views from Pier, Deck, & Home
A deck with outdoor furniture, a door with glass panels, and a brick chimney.

4. Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is HK$1,320
HK$2,312 total
includes taxes & fees
17 Nov - 18 Nov
Blue Lakeview Home
A two-story house with a garage, a front porch, and a driveway.

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

New Owner Special > Hot Tub - Sauna - Private Gym
Janesville
9.6 out of 10, Exceptional, (7 reviews)
"Lovely stay! Clean and comfortable! "
United States
Michelle Gabert
The price is HK$2,436
HK$5,659 total
includes taxes & fees
6 Dec - 7 Dec
New Owner Special > Hot Tub - Sauna - Private Gym
A deck with a view of a building and trees.

6. 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, (12 reviews)
"Great location for downtown Janesville "
United States
Tim M.
New Luxury & Spacious House in the Heart of Janesville
A modern kitchen with a marble island, two pendant lights, and a wine bottle on the counter.

7. 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 stayed here for 5 days while in town for graduation. The place was beautiful and in a great location. I was a little concerned that it may be noisy at night due to its location, but after the first night these concerns went away. I highly recommend this place!"
United States
Julia C.
The price is HK$2,824
HK$4,452 total
includes taxes & fees
17 Nov - 18 Nov
Luxury loft in the heart of downtown Janesville
A modern two-story building with a fire pit in the foreground.

8. The Overhang · Luxury River Retreat with Sauna, Hot Tub, Movie Theater, & Arcade

The Overhang · Luxury River Retreat with Sauna, Hot Tub, Movie Theater, & Arcade
Janesville
10.0 out of 10, Exceptional, (2 reviews)
"Another great stay at this beautiful home. The hosts are very responsive and supportive."
United States
R D.
The Overhang · Luxury River Retreat with Sauna, Hot Tub, Movie Theater, & Arcade
A lakeside dock with boats, a docked boat, and people near the water.

9. 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, (27 reviews)
"Very nice home with all the amenities needed!"
United States
Jennifer V.
The price is HK$840
HK$3,403 total
includes taxes & fees
16 Nov - 17 Nov
Blue Beach Cottage - 5 Minute Walk to Private Beach!
A wooden deck with a table and chairs under a large umbrella, surrounded by a white railing and trees.

10. Country retreat on a family dairy goat farm.

Country retreat on a family dairy goat farm.
Orfordville
10.0 out of 10, Exceptional, (38 reviews)
"Favorite stay ever! Got to take a tour of the farm. House was clean and beds were comfortable! Plus handmade lotions for sale!! Hostess is responsive and friendly. Had a great stay."
United States
Julene S.
The price is HK$1,177
HK$1,697 total
includes taxes & fees
7 Dec - 8 Dec
Country retreat on a family dairy goat farm.
A covered outdoor seating area with a fire pit, wooden furniture, and a patterned floor.

11. Suite 3. Breakfast at Tiffany's Suite. Downtown Williams Bay. Steps to Beach.

Suite 3. Breakfast at Tiffany's Suite. Downtown Williams Bay. Steps to Beach.
Williams Bay
10.0 out of 10, Exceptional, (3 reviews)
"Very clean, fun and new decor, well-stocked kitchen, great location, comfortable bed"
United States
Kathy C.
The price is HK$1,729
HK$2,075 total
includes taxes & fees
16 Nov - 17 Nov
Suite 3. Breakfast at Tiffany's Suite. Downtown Williams Bay. Steps to Beach.
A room with a large skylight featuring a geometric wooden frame and multiple panes.

12. Dome House on Whitewater Lake

Dome House on Whitewater Lake
Whitewater
10.0 out of 10, Exceptional, (3 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 HK$1,570
HK$3,692 total
includes taxes & fees
18 Nov - 19 Nov
Dome House on Whitewater Lake
A wooden deck overlooking a calm river with trees and a building in the background.

13. Spacious 3-bedroom apartment in Downtown Stoughton

Spacious 3-bedroom apartment in Downtown Stoughton
Stoughton
10.0 out of 10, Exceptional, (1 review)
"The stay was very clean and comfortable. Location was super convenient—you’re right downtown surrounded by cute shops and restaurants. Grayson was so communicative and was such a responsive and accommodating host. Will absolutely return if we ever find ourselves needing to stay in Stoughton again. Highly recommend!"
United States
Laura M.
The price is HK$1,400
HK$2,934 total
includes taxes & fees
30 Nov - 1 Dec
Spacious 3-bedroom apartment in Downtown Stoughton
A sign for The American Boutique Hotel with a website URL and address.

14. Unit 5. Parent Trap Suite The American Hotel. Dwtn Williams Bay. Steps to beach.

Unit 5. Parent Trap Suite The American Hotel. Dwtn Williams Bay. Steps to beach.
Williams Bay
10.0 out of 10, Exceptional, (5 reviews)
"The Parent Trap Suite at The American Hotel was perfect. It had everything one could need for your stay in Lake Geneva. The location is phenomenal, right in the middle of downtown Williams Bay. Terese was the consummate hostess. I will definitely stay here again when I return to Lake Geneva."
United States
Patti W.
The price is HK$1,517
HK$1,823 total
includes taxes & fees
16 Nov - 17 Nov
Unit 5. Parent Trap Suite The American Hotel. Dwtn Williams Bay. Steps to beach.
A wooden building with a curved roof, a glass door entrance, and outdoor seating with chairs and a table.

15. Barrel Stay at Hidden Creek | King Suite with Sauna + Trails

Barrel Stay at Hidden Creek | King Suite with Sauna + Trails
Roscoe
10.0 out of 10, Exceptional, (2 reviews)
"Very nice resort"
United States
Zack H.
The price is HK$2,071
HK$2,379 total
includes taxes & fees
16 Dec - 17 Dec
Barrel Stay at Hidden Creek | King Suite with Sauna + Trails
A modern kitchen with white cabinets, a stainless steel dishwasher, and a granite countertop.

16. 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 HK$832
HK$1,923 total
includes taxes & fees
22 Nov - 23 Nov
Spacious 2BR Apt (Sleeps 6): 2 KING Beds & Balcony
A bedroom with a bed, bedside tables, a bench, a door, and a window.

17. New Renovated! The American Hotel. Suite 1. A Summer Place. 1.5 Block from Lake

New Renovated! The American Hotel. Suite 1. A Summer Place. 1.5 Block from Lake
Williams Bay
10.0 out of 10, Exceptional, (2 reviews)
"This cute little property has a great location and was perfect for our weekend getaway."
United States
Jennifer R.
The price is HK$1,729
HK$2,075 total
includes taxes & fees
16 Nov - 17 Nov
New Renovated! The American Hotel. Suite 1. A Summer Place. 1.5 Block from Lake
A sign for The American Boutique Hotel with a website URL and address.

18. The American Hotel - Suite 6. Downtown Steps to beach, restaurants, coffee shop.

The American Hotel - Suite 6. Downtown Steps to beach, restaurants, coffee shop.
Williams Bay
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful place to stay that is very clean!! Will absolutely be back!"
United States
Kevin
The price is HK$1,729
HK$2,075 total
includes taxes & fees
16 Nov - 17 Nov
The American Hotel - Suite 6. Downtown Steps to beach, restaurants, coffee shop.
A covered outdoor seating area with a fire pit, wooden furniture, and a patterned floor.

19. Save 15%. Just Opened! Dwtn WB

Save 15%. Just Opened! Dwtn WB
Williams Bay
The price is HK$1,729
HK$2,075 total
includes taxes & fees
16 Nov - 17 Nov
Save 15%. Just Opened! Dwtn WB
A covered outdoor seating area with a fire pit, wooden furniture, and a patterned floor.

20. Reserve Early 20% Off Unit 4 Steps to Lake Dwtn WB

Reserve Early 20% Off Unit 4 Steps to Lake Dwtn WB
Williams Bay
The price is HK$1,729
HK$2,075 total
includes taxes & fees
16 Nov - 17 Nov
Reserve Early 20% Off Unit 4 Steps to Lake Dwtn WB
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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Find out more about Milton

Search for holiday rentals in Milton on Expedia! You can easily find your home rentals, villas, holiday apartments in Milton using one of the methods below:

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Look no further and take a look at our great range of rental properties in Milton!

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?

Luxury Lake Geneva cottage w/ sauna + hot tub + geodesic dome on 2-acres: This holiday home rental outside of Milton is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 Hinchley's Dairy 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.