Search Middleton Cottage Rentals from CA $241

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Browse Select Middleton Cottages

Quietwater Cottage-On Water/Nature/Birds/Canoe/Hike/Relaxing/ Hot Tub, Peaceful!
Outdoor spa tub

Quietwater Cottage-On Water/Nature/Birds/Canoe/Hike/Relaxing/ Hot Tub, Peaceful!

9.8 out of 10, Exceptional, (240)
"Cozy cabin, nestled in the outskirts of Baraboo. Great for the scenery and hiking. A chance to unplug and get away from the big city to spend quality time nature. "
Quietwater Cottage-On Water/Nature/Birds/Canoe/Hike/Relaxing/ Hot Tub, Peaceful!
Madison & ~UW~-Madison Area Lakefront Home
Terrace/patio

Madison & ~UW~-Madison Area Lakefront Home

10.0 out of 10, Exceptional, (193)
"Enjoyed the stay — great access to nature and got a beautiful sunset!!"
Madison & ~UW~-Madison Area Lakefront Home
Island View Hideaway-Peaceful, On Water, Canoe, Scenic, Birds, Nature, Sandbars!
Outdoor spa tub

Island View Hideaway-Peaceful, On Water, Canoe, Scenic, Birds, Nature, Sandbars!

9.8 out of 10, Exceptional, (206)
"Just what I was looking for. Quiet and relaxing stay in a cottage that felt like home."
Island View Hideaway-Peaceful, On Water, Canoe, Scenic, Birds, Nature, Sandbars!
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, (86)
"This was a great place to stay for a weekend getaway with some friends. Would love to come by again in the summer time "
Amazing Lake Wisconsin Views!!! Newly Remodeled Cottage with Modern Amenities!
Charming cottage in lovely Merrimac next to Ski/Golf/Hiking/Breweries
Exterior

Charming cottage in lovely Merrimac next to Ski/Golf/Hiking/Breweries

The price is CA $241
CA $399 total
includes taxes & fees
Aug 4 - Aug 5
Charming cottage in lovely Merrimac next to Ski/Golf/Hiking/Breweries
New Modern Cabin on 2 Acres with Water Views
Exterior

New Modern Cabin on 2 Acres with Water Views

10.0 out of 10, Exceptional, (8)
"We absolutely loved this space. All amenities were perfect! Really enjoyed taking advantage of nearby Devil’s Lake swim beach."
New Modern Cabin on 2 Acres with Water Views
Happys Haven Cabin w/ Gas Grill & Fire Pit!
House (2 Bedrooms) | Interior

Happys Haven Cabin w/ Gas Grill & Fire Pit!

3.0 star property
Happys Haven Cabin w/ Gas Grill & Fire Pit!
Okee Bay House on Lake Wisconsin w/ Private Dock!
House (4 Bedrooms) | Interior

Okee Bay House on Lake Wisconsin w/ Private Dock!

3.0 star property
Okee Bay House on Lake Wisconsin w/ Private Dock!
Waterfront Lodi Vacation Rental on Lake Wisconsin!
House (3 Bedrooms) | Interior

Waterfront Lodi Vacation Rental on Lake Wisconsin!

3.0 star property
Waterfront Lodi Vacation Rental on Lake Wisconsin!
The Napping Farm
Property grounds

The Napping Farm

9.4 out of 10, Exceptional, (8)
"Great property with a great host. Perfect opportunity to get away from the city and the noise."
The Napping Farm
Wisconsin River Valley Farmhouse: Fire Pit & View
House (4 Bedrooms) | Interior

Wisconsin River Valley Farmhouse: Fire Pit & View

3.0 star property
Wisconsin River Valley Farmhouse: Fire Pit & View
Lake Wisconsin Retreat w/ Dock: Great for Groups!
House (5 Bedrooms) | Front of property

Lake Wisconsin Retreat w/ Dock: Great for Groups!

3.0 star property
Lake Wisconsin Retreat w/ Dock: Great for Groups!
13 Mi to University of Wisconsin: Suburban Home
Interior

13 Mi to University of Wisconsin: Suburban Home

3.0 star property
13 Mi to University of Wisconsin: Suburban Home
Lodge w/ Indoor Pool, Along Devil's Lake Park
Outdoor spa tub

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

3.0 star property
Lodge w/ Indoor Pool, Along Devil's Lake Park
Stunning Wisconsin Retreat on Active Farm!
Interior

Stunning Wisconsin Retreat on Active Farm!

3.0 star property
Stunning Wisconsin Retreat on Active Farm!
Spacious & Secluded Madison Home Near Dtwn!
House (5 Bedrooms) | Interior

Spacious & Secluded Madison Home Near Dtwn!

3.0 star property
Spacious & Secluded Madison Home Near Dtwn!
Hike, Fish, Unwind & Relax: Lodi Lake Escape!
House (2 Bedrooms) | Interior

Hike, Fish, Unwind & Relax: Lodi Lake Escape!

3.0 star property
Hike, Fish, Unwind & Relax: Lodi Lake Escape!
Family-friendly Lake Waubesa Home: Boat + Swim!
House (3 Bedrooms) | Interior

Family-friendly Lake Waubesa Home: Boat + Swim!

3.0 star property
Family-friendly Lake Waubesa Home: Boat + Swim!
Pet-friendly Deforest Getaway w/ Backyard!
Exterior

Pet-friendly Deforest Getaway w/ Backyard!

3.0 star property
Pet-friendly Deforest Getaway w/ Backyard!
Spacious & Modern Home w/ Deck in Oregon!
House (5 Bedrooms) | Interior

Spacious & Modern Home w/ Deck in Oregon!

3.0 star property
Spacious & Modern Home w/ Deck in Oregon!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middleton Hotel Reviews

Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

10/10 Excellent
"Hotel was clean, people were nice. Restaurant and breakfast were good. Perfect location near the university. "
Adrienne 3-night trip
Posted 23 hours ago
Best Western Plus InnTowner Madison