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
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 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.
The price is CA $248
CA $449 total
includes taxes & fees
Nov 9 - Nov 10
Edgewater Escape
A kitchen with green cabinets, a coffee machine, a coffee press, and a tray of coffee pods.

2. FirePit/Grill/PacMan Your Fall Escape Starts Here

FirePit/Grill/PacMan Your Fall Escape Starts 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.
The price is CA $206
CA $963 total
includes taxes & fees
Oct 21 - Oct 22
FirePit/Grill/PacMan Your Fall Escape Starts 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
The price is CA $192
CA $386 total
includes taxes & fees
Oct 20 - Oct 21
Blue Lakeview Home
A small cabin with a wooden deck and a glass door.

4. Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (53 reviews)
"Thank you for a peaceful stay, we came from Arizona to host my mothers memorial and the comfort and relaxation was well needed, plus it was big enough to have my kids spend time with us as well. Thank you for everything!"
United States
Kelly T.
Log Cabin at Lake Koshkonong - “The Overlook”
Outdoor dining

5. 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 CA $225
CA $473 total
includes taxes & fees
Oct 26 - Oct 27
Vast Lake Koshkonong Views from Pier, Deck, & Home
A library with wooden bookshelves, a staircase, and a chandelier.

6. Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Edgerton
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful.. just beautiful and right at the hert if town"
United States
Georgia S.
The price is CA $177
CA $403 total
includes taxes & fees
Nov 8 - Nov 9
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
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.

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

New Owner Special > Hot Tub - Sauna - Private Gym
Janesville
9.4 out of 10, Exceptional, (6 reviews)
"Lovely stay! Clean and comfortable! "
United States
Michelle Gabert
New Owner Special > Hot Tub - Sauna - Private Gym
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.
The price is CA $512
CA $849 total
includes taxes & fees
Oct 19 - Oct 20
Luxury loft in the heart of downtown Janesville
A modern living room with a sofa, armchair, ottomans, a coffee table, and a TV mounted on the wall.

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)
"We really enjoyed our stay here! The house was very comfortable and clean. A short walk from the beach. I hope to go back when the water is warm enough to swim in. Host was quick to respond to any questions I had during my stay."
United States
Terra D.
The price is CA $191
CA $699 total
includes taxes & fees
Oct 15 - Oct 16
Blue Beach Cottage - 5 Minute Walk to Private Beach!
Terrace/patio

10. 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 price is CA $994
CA $1,687 total
includes taxes & fees
Oct 15 - Oct 16
The Overhang · Luxury River Retreat with Sauna, Hot Tub, Movie Theater, & Arcade
A spacious living area with a high ceiling, wooden beams, and large windows.

11. 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 CA $264
CA $683 total
includes taxes & fees
Oct 19 - Oct 20
Dome House on Whitewater Lake
A bedroom with a bed, two doors, a nightstand, a lamp, and a small table.

12. 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 CA $165
CA $387 total
includes taxes & fees
Oct 27 - Oct 28
Spacious 2BR Apt (Sleeps 6): 2 KING Beds & Balcony
A two-story building with a brown roof, a wooden front door, and a window with the number 318.

13. Spacious 3-bedroom apartment in Downtown Stoughton

Spacious 3-bedroom apartment in Downtown Stoughton
Stoughton
The price is CA $284
CA $571 total
includes taxes & fees
Oct 19 - Oct 20
Spacious 3-bedroom apartment in Downtown Stoughton
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.

14. 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.
The price is CA $274
CA $395 total
includes taxes & fees
Oct 27 - Oct 28
The Basecamp 3-bedroom house with AC in charming Walworth
A spacious living room with a fireplace, a ceiling fan, and a large window.

15. Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-

Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-
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.
The price is CA $489
CA $1,121 total
includes taxes & fees
Oct 15 - Oct 16
Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-
A house with a blue door, a small porch, and a potted plant.

16. 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 CA $415
CA $524 total
includes taxes & fees
Oct 16 - Oct 17
Suite 3. Breakfast at Tiffany's Suite. Downtown Williams Bay. Steps to Beach.
A spacious living room with a large wooden dining table surrounded by white chairs, a grey sofa, and a fireplace.

17. 2728 Harbor Court

2728 Harbor Court
4.0 star property
Delavan
The price is CA $1,778
CA $2,060 total
includes taxes & fees
Nov 4 - Nov 5
2728 Harbor Court
A conservatory with a glass ceiling, wicker furniture, and a view of a forest.

18. Luxury Lake Geneva cottage w/ sauna + hot tub + geodesic dome on 2-acres

Luxury Lake Geneva cottage w/ sauna + hot tub + geodesic dome on 2-acres
Delavan
9.6 out of 10, Exceptional, (61 reviews)
"Wonderful stay! The entire group of friends loved staying at the rental. The place was so nicely decorated that we didn’t feel like leaving or stepping outside."
United States
Anusha H.
Luxury Lake Geneva cottage w/ sauna + hot tub + geodesic dome on 2-acres
Living area

19. 2708 Harbor Court

2708 Harbor Court
3.5 star property
Delavan
The price is CA $2,350
CA $2,709 total
includes taxes & fees
Oct 25 - Oct 26
2708 Harbor Court
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

Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

10/10 Excellent
"Great stay as always"
erasmo 1-night trip
Posted 2 hours ago
Abbey Resort and Avani Spa

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Milton vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Milton vacation rentals we have selected for you start as low as CA $395 per night. Entering your travel dates in the search wizard 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. 

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.