A snow-covered landscape with a red building and a frozen stream.

Milton Vacation Rentals

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Check prices for these dates

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

Our top choices for Milton vacation 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.
$272 nightly
The price is $287
Dec 6 - Dec 7
Total with taxes and fees
Edgewater Escape
A dining area with a table set for four, a sofa, and a television mounted on the wall.

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)
"Clean, pet friendly and well appointed. Would be great to revisit in summer when we could enjoy all of the outdoor amenities. Highly recommend. "
United States
Vicky Z.
$613 nightly
The price is $677
Nov 16 - Nov 17
Total with taxes and fees
Fireplace/Coffee/Arcade Your Cozy Escape Is Here
A cozy living room with a sofa, coffee table, and large windows offering a view of trees.

3. Blue Lakeview Home

Blue Lakeview Home
Edgerton
$249 nightly
The price is $263
Nov 15 - Nov 16
Total with taxes and fees
Blue Lakeview Home
Outdoor dining

4. 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)
$290 nightly
The price is $305
Nov 16 - Nov 17
Total with taxes and fees
Vast Lake Koshkonong Views from Pier, Deck, & Home
A spacious interior with a staircase leading to a second floor, a dining area with a table and chairs, and a kitchen area with a stainless steel refrigerator.

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
$636 nightly
The price is $721
Dec 6 - Dec 7
Total with taxes and fees
New Owner Special > Hot Tub - Sauna - Private Gym
A modern living room with a sofa, armchair, ottomans, a coffee table, and a TV mounted on the wall.

6. 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.
$365 nightly
The price is $414
Nov 11 - Nov 12
Total with taxes and fees
Blue Beach Cottage - 5 Minute Walk to Private Beach!
A modern two-story building with a fire pit in the foreground.

7. 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.
$1,075 nightly
The price is $1,134
Nov 11 - Nov 12
Total with taxes and fees
The Overhang · Luxury River Retreat with Sauna, Hot Tub, Movie Theater, & Arcade
A modern kitchen with a marble island, two pendant lights, and a wine bottle on the counter.

8. 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.
$500 nightly
The price is $568
Nov 13 - Nov 14
Total with taxes and fees
Luxury loft in the heart of downtown Janesville
A wooden deck with a table and chairs under a large umbrella, surrounded by a white railing and trees.

9. 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.
$205 nightly
The price is $216
Dec 7 - Dec 8
Total with taxes and fees
Country retreat on a family dairy goat farm.
A spacious living area with a high ceiling, wooden beams, and large windows.

10. 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
$446 nightly
The price is $471
Nov 11 - Nov 12
Total with taxes and fees
Dome House on Whitewater Lake
A modern kitchen with white cabinets, a stainless steel dishwasher, and a granite countertop.

11. 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.
$214 nightly
The price is $214
Nov 17 - Nov 18
Total with taxes and fees
Spacious 2BR Apt (Sleeps 6): 2 KING Beds & Balcony
A modern bedroom with a large bed, a desk, and a television.

12. 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.
$200 nightly
The price is $221
Nov 11 - Nov 12
Total with taxes and fees
Unit 5. Parent Trap Suite The American Hotel. Dwtn Williams Bay. Steps to beach.
A covered outdoor seating area with a fire pit, wooden furniture, and a patterned floor.

13. 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.
$239 nightly
The price is $265
Nov 12 - Nov 13
Total with taxes and fees
Suite 3. Breakfast at Tiffany's Suite. Downtown Williams Bay. Steps to Beach.
A wooden deck overlooking a calm river with trees and a building in the background.

14. 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.
$342 nightly
The price is $389
Nov 22 - Nov 23
Total with taxes and fees
Spacious 3-bedroom apartment in Downtown Stoughton
A modern bedroom with a large bed, a TV, a kitchenette, and a bathroom.

15. 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
$228 nightly
The price is $252
Nov 11 - Nov 12
Total with taxes and fees
The American Hotel - Suite 6. Downtown Steps to beach, restaurants, coffee shop.
A living room with a dark brown leather sofa, a glass coffee table, a black bean bag, a patterned rug, and a staircase leading to a dining area with wooden chairs.

16. The Basecamp 3-bedroom house with AC in charming Walworth

The Basecamp 3-bedroom house with AC in charming Walworth
Walworth
7.6 out of 10, Good, (9 reviews)
"Nice cozy place to stay. Bed was comfortable. Close by everything. Easy check in and out process."
United States
Andrea M.
$228 nightly
The price is $252
Nov 11 - Nov 12
Total with taxes and fees
The Basecamp 3-bedroom house with AC in charming Walworth
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.
$228 nightly
The price is $252
Nov 11 - Nov 12
Total with taxes and fees
New Renovated! The American Hotel. Suite 1. A Summer Place. 1.5 Block from Lake
A modern house with a blue door, a small patio with a table and chairs, and a wooden fence.

18. Save 15%. Just Opened! Dwtn WB

Save 15%. Just Opened! Dwtn WB
Williams Bay
$228 nightly
The price is $252
Nov 11 - Nov 12
Total with taxes and fees
Save 15%. Just Opened! Dwtn WB
A spacious living room with a fireplace, a ceiling fan, and a large window.

19. 3br. private home, SwimSpa, by Alpine Valley, Ice Age Trail-Lake Geneva-Leaves!

3br. private home, SwimSpa, by Alpine Valley, Ice Age Trail-Lake Geneva-Leaves!
Elkhorn
9.6 out of 10, Exceptional, (31 reviews)
"The property was perfect for our girls getaway. The attention to detail was amazing. I hope to stay there again in the future."
United States
carol g.
$648 nightly
The price is $722
Nov 11 - Nov 12
Total with taxes and fees
3br. private home, SwimSpa, by Alpine Valley, Ice Age Trail-Lake Geneva-Leaves!
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
$228 nightly
The price is $252
Nov 11 - Nov 12
Total with taxes and fees
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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Top Milton Hotel Reviews

Holiday Inn Express & Suites Beloit by IHG

Holiday Inn Express & Suites Beloit by IHG

10/10 Excellent
"Helpful & friendly staff."
Erica Balbag 3-night trip
Posted less than an hour ago
Holiday Inn Express & Suites Beloit by IHG

Find out more about Milton

Everything you need to know about Milton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Milton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Milton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Milton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Milton. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Milton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $414 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Milton rentals

At Expedia, we put the best Milton vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Milton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Milton vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Milton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Milton?

Yes, you can find vacation rentals close to well known points of interest in Milton, or you can choose a more remote option if you're looking for a relaxing stay. Milton is known for its restaurants and shopping.

What's the top vacation rental that Milton has to offer?

Luxury Lake Geneva cottage w/ sauna + hot tub + geodesic dome on 2-acres: Visitors like this Milton vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals will I find in Milton?

With 5 Expedia vacation rentals, you're sure 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 vacation rentals like in Milton?

Vacation rentals are private properties you can reserve for a couple days or more in Milton. Vacation rentals offer extras such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for family trips.