Search Cottages in Middleton

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Cottages in Middleton and around

Quietwater Cottage- On the Water, Scenic, Sandbars, Birds, Nature, Hot Tub!
Lake

Quietwater Cottage- On the Water, Scenic, Sandbars, Birds, Nature, Hot Tub!

9.8 out of 10, Exceptional, (232)
"Great place. Going back soon"
Quietwater Cottage- On the Water, Scenic, Sandbars, Birds, Nature, Hot Tub!
Island View Hideaway - On the Water, Scenic, Sandbars, Birds, Nature, Hot Tub!
Outdoor spa tub

Island View Hideaway - On the Water, Scenic, Sandbars, Birds, Nature, Hot Tub!

9.8 out of 10, Exceptional, (192)
"Traveled from Milwaukee for the beauty and peacefulness of nature by the Wisconsin River. We enjoyed our stay in this very nice home with a great location. Well cared for property and we’d definitely return!!"
Island View Hideaway - On the Water, Scenic, Sandbars, Birds, Nature, Hot Tub!
Madison & ~UW~-Madison Area Lakefront Home
On the beach

Madison & ~UW~-Madison Area Lakefront Home

10.0 out of 10, Exceptional, (183)
"The lake cottage was absolutely beautiful!! The home was very clean and organized and not to mention the amazing views!! The host was great at responding to any questions we had too. We will definitely be back! "
Madison & ~UW~-Madison Area Lakefront Home
Cozy 3 Bedroom Cottage- Breathtaking Lake Views
Interior

Cozy 3 Bedroom Cottage- Breathtaking Lake Views

9.2 out of 10, Wonderful, (13)
"Great location. We enjoyed our stay and had many laughs. The bugs and bees in the kitchen along with the toaster and microwave that sometimes worked added to the funny memories. "
The price is €372
includes taxes & fees
23 Dec - 24 Dec
Cozy 3 Bedroom Cottage- Breathtaking Lake Views
Amazing Lake Wisconsin Views!!! Newly Remodeled Cottage with Modern Amenities!
Outdoor dining

Amazing Lake Wisconsin Views!!! Newly Remodeled Cottage with Modern Amenities!

9.8 out of 10, Exceptional, (80)
"We had a girl's trip and had enough room for all of us. The house is amazing! We all want to go back when it's watmer to enjoy the outdoors more. "
Amazing Lake Wisconsin Views!!! Newly Remodeled Cottage with Modern Amenities!
New Modern Cabin on 2 Acres with Water Views
Interior

New Modern Cabin on 2 Acres with Water Views

10.0 out of 10, Exceptional, (8)
"Beautiful, new construction home. Had everything we wanted and needed. Everything was hotel quality. Great communication with hosts."
New Modern Cabin on 2 Acres with Water Views
Doty St*2BR historic cottage near Lakes,Capitol,UW Campus & hospitals w/parking
Fridge, microwave, oven, stovetop

Doty St*2BR historic cottage near Lakes,Capitol,UW Campus & hospitals w/parking

9.0 out of 10, Wonderful, (4)
"Cottage is cute and comfy. Bed was great, kitchen and bath very nice. Lots on tv if you're stuck in. Walk to lots of restaurants, bars and the Saturday farmer's market. Had a lovely time."
Doty St*2BR historic cottage near Lakes,Capitol,UW Campus & hospitals w/parking
The Napping Farm
Property grounds

The Napping Farm

9.0 out of 10, Wonderful, (6)
"Large property with a cute farmhouse. "
The Napping Farm
Waterfront Lodi Vacation Rental on Lake Wisconsin!
Outdoor dining

Waterfront Lodi Vacation Rental on Lake Wisconsin!

3.0 star property
Waterfront Lodi Vacation Rental on Lake Wisconsin!
Stunning A-frame on Lake WI
Fridge, microwave, oven, stovetop

Stunning A-frame on Lake WI

8.0 out of 10, Very good, (1)
"The view of the lake from the deck is fabulous! Big game room in basement, large outdoor lawn area and dock, fire-pit, plenty of room for everyone. Good location for getting to the Dells, Devils Lake and Madison."
Stunning A-frame on Lake WI
Lodge w/ Indoor Pool, Along Devil's Lake Park
Indoor pool

Lodge w/ Indoor Pool, Along Devil's Lake Park

3.0 star property
Lodge w/ Indoor Pool, Along Devil's Lake Park
Wisconsin River Valley Farmhouse: Fire Pit & View
Interior

Wisconsin River Valley Farmhouse: Fire Pit & View

3.0 star property
Wisconsin River Valley Farmhouse: Fire Pit & View
Happys Haven Cabin w/ Gas Grill & Fire Pit!
Property grounds

Happys Haven Cabin w/ Gas Grill & Fire Pit!

3.0 star property
Happys Haven Cabin w/ Gas Grill & Fire Pit!
Stunning Wisconsin Retreat on Active Farm!
House (3 Bedrooms) | Private kitchen

Stunning Wisconsin Retreat on Active Farm!

3.0 star property
Stunning Wisconsin Retreat on Active Farm!
MILLION DOLLAR VIEW LAKE BOAT HOUSE
Terrace/patio

MILLION DOLLAR VIEW LAKE BOAT HOUSE

MILLION DOLLAR VIEW LAKE BOAT HOUSE
Stylish Monona Home: 2 Blocks to Drink & Dine
Living area

Stylish Monona Home: 2 Blocks to Drink & Dine

3.0 star property
Stylish Monona Home: 2 Blocks to Drink & Dine
Spacious & Secluded Madison Home Near Dtwn!
Microwave, oven, stovetop, dishwasher

Spacious & Secluded Madison Home Near Dtwn!

3.0 star property
Spacious & Secluded Madison Home Near Dtwn!
Pet-friendly Deforest Getaway w/ Backyard!
House (3 Bedrooms) | Private kitchen

Pet-friendly Deforest Getaway w/ Backyard!

3.0 star property
Pet-friendly Deforest Getaway w/ Backyard!
Vacation cottage on Lake Waubesa
Pool

Vacation cottage on Lake Waubesa

Vacation cottage on Lake Waubesa
Family-friendly Lake Waubesa Home: Boat + Swim!
House (3 Bedrooms) | Living area

Family-friendly Lake Waubesa Home: Boat + Swim!

3.0 star property
Family-friendly Lake Waubesa Home: Boat + Swim!
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.
Don't see what you're looking for?
See all available properties in Middleton
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Middleton

Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
Outdoor dining

Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard

10.0 out of 10, Exceptional, (143)
"We have stayed multiple times, and always enjoy the country setting; cleanliness; well equipped, large kitchen; nearby dog park; and wonderful hosts. "
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
A Pleasant Retreat- No Cleaning Fee & New Discounts
Exterior

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (219)
"We stayed two nights on a weekend to celebrate with family and our college graduate. We had 7 stay comfortably using the sunroom bed. The house was amazing and had everything we needed throughout the weekend. The backyard is very nice. We really loved everything about the house. The hosts were excellent, very helpful and extremely easy to communicate with. The neighborhood is very quiet and the location gives easy access to Madison. An amazing weekend! We would highly recommend!"
The price is €283
includes taxes & fees
3 Jan - 4 Jan 2025
A Pleasant Retreat- No Cleaning Fee & New Discounts
‘Happy’s Haven’ Cabin w/ Gas Grill & Fire Pit!
Property grounds

‘Happy’s Haven’ Cabin w/ Gas Grill & Fire Pit!

10.0 out of 10, Exceptional, (45)
"You could not imagine a more perfect location to stay. The privacy, views of the lake and the well appointed home were all provided the perfect makings for a glorious vacation. "
‘Happy’s Haven’ Cabin w/ Gas Grill & Fire Pit!
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.

Frequently asked questions

Why book your cottage in Middleton with Expedia?
Expedia has some wonderful cottages in Middleton, so start packing for a memorable holiday on nature’s doorstep. If you have a set budget, select how much you’re willing to spend and the preferred star rating of your property. Or, use our handy filters to search for cottages with free WiFi or a pool. We’ll help you find the right digs whatever your plans or style of travel.
How can I find cheap cottages in Middleton?
An excellent way to find cheap cottages in Middleton is with Expedia’s convenient filter tool. Narrow your search by amenities, star rating and budget to access excellent rates in a few clicks.
What is there to do in Middleton near my cottage?
The most useful travel accessory is a well-planned schedule. Capital Brewery is a great place to start your exploration of Middleton.