1+ Vacation Rentals Near Middleton |
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  3. Madison
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Book the Best Places to Stay in Middleton

Find Curated Vacation Rentals, Boutique Cabins, and Stylish Eco-Friendly Acommodation in Middleton

Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard From US $297
         

10.0 (160 Reviews)
House
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxury Places to Stay in Middleton

Over 34+ Luxury Places to Stay in or Near Middleton
Contemporary home in quiet neighborhood with pool & great back yard close to all From US $982
         

9.6 (10 Reviews)
House
Contemporary home in quiet neighborhood with pool & great back yard close to all
  • Air Conditioner
  • Parking
  • Pool

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Elegant Space–Premium Kitchen–Spacious & Ideal for Gathering w/Friends & Family From US $471
         

10.0 (23 Reviews)
House
Elegant Space–Premium Kitchen–Spacious & Ideal for Gathering w/Friends & Family
  • Air Conditioner
  • Parking
  • TV

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Charming 3/4-bed Condo with Theater, Netflix WiFi, AC in Middleton & lake access From US $381
         

10.0 (2 Reviews)
House
Charming 3/4-bed Condo with Theater, Netflix WiFi, AC in Middleton & lake access
  • Air Conditioner
  • Parking
  • Security/Safety

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Free Breakfast. Pool and Hot Tub. Downtown Location. Your Next Trip! From US $253
         

9.4 (34 Reviews)
Condo
Free Breakfast. Pool and Hot Tub. Downtown Location. Your Next Trip!
  • Air Conditioner
  • Parking
  • Pool

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Free Breakfast. Pool and Hot Tub. Downtown Location. Close to the University of Wisconsin-Madison! From US $237
         

8.8 (15 Reviews)
Condo
Free Breakfast. Pool and Hot Tub. Downtown Location. Close to the University of Wisconsin-Madison!
  • Air Conditioner
  • Parking
  • Pool

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Private, yet close to everything! From US $218
         

9.8 (7 Reviews)
Apartment
Private, yet close to everything!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Staybridge Suites Middleton/Madison-West by IHG From US $212
         

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8.1 (89 Reviews)
Hotel
Staybridge Suites Middleton/Madison-West by IHG
  • Air Conditioner
  • Parking
  • Pet Friendly

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Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat From US $182
         

10.0 (2 Reviews)
Apartment
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
  • Air Conditioner
  • Parking
  • Pet Friendly

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Top-Rated Vacation Rentals with a Pool in Middleton

Over 21+ Top-Rated Vacation Rentals with a Pool in or Near Middleton
Free Breakfast. Pool and Hot Tub. Downtown Area From US $151
         

10.0 (2 Reviews)
Condo
Free Breakfast. Pool and Hot Tub. Downtown Area
  • Air Conditioner
  • Parking
  • Pool

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Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison! From US $124
         

10.0 (1 Review)
Condo
Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison!
  • Air Conditioner
  • Parking
  • Pool

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Holiday Inn Express & Suites Madison West - Middleton by IHG From US $90
         

9.6 (632 Reviews)
Hotel
Holiday Inn Express & Suites Madison West - Middleton by IHG
  • Air Conditioner
  • Parking
  • Pool

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TownePlace Suites by Marriott Madison West/Middleton From US $109
         

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9.4 (143 Reviews)
Hotel
TownePlace Suites by Marriott Madison West/Middleton
  • Air Conditioner
  • Parking
  • Pool

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Courtyard by Marriott Madison West Middleton From US $96
         

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9.2 (1005 Reviews)
Hotel
Courtyard by Marriott Madison West Middleton
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  • Parking
  • Pool

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Residence Inn by Marriott Madison West/Middleton From US $106
         

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9.2 (553 Reviews)
Hotel
Residence Inn by Marriott Madison West/Middleton
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  • Parking
  • Pool

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Hilton Garden Inn Madison West/Middleton From US $90
         

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9.0 (997 Reviews)
Hotel
Hilton Garden Inn Madison West/Middleton
  • Air Conditioner
  • Parking
  • Pool

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Fairfield Inn & Suites by Marriott Madison West/Middleton From US $91
         

9.0 (925 Reviews)
Hotel
Fairfield Inn & Suites by Marriott Madison West/Middleton
  • Air Conditioner
  • Parking
  • Pool

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Pet-Friendly Vacation Rentals in Middleton

Over 3+ Pet-Friendly Vacation Rentals in or Near Middleton
Barsala | Cozy 2BD with convenient access to a European-style Food Hall & Market From US $135
         

4.7 (7 Reviews)
Apartment
Barsala | Cozy 2BD with convenient access to a European-style Food Hall & Market
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible

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Country Inn & Suites by Radisson, Madison West, WI From US $96
         

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8.1 (520 Reviews)
Hotel
Country Inn & Suites by Radisson, Madison West, WI
  • Air Conditioner
  • Parking
  • Pet Friendly

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Fairfield Inn & Suites by Marriott Madison West/Middleton From US $137
         

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7.8 (166 Reviews)
Hotel
Fairfield Inn & Suites by Marriott Madison West/Middleton
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in Middleton

Over 1+ Large Vacation Homes & Villas in or Near Middleton
Very Luxurious and Secluded Home on 4 acres - From US $1,500
         

10.0 (2 Reviews)
House
Very Luxurious and Secluded Home on 4 acres -
  • Air Conditioner
  • Parking
  • Bedding/Linens

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Wheelchair Accessible Vacation Homes in Middleton

Over 10+ Wheelchair Accessible Vacation Homes in or Near Middleton
Free Breakfast. Pool. Downtown Location. Great for Business Travelers! From US $113
         

9.0 (17 Reviews)
Apartment
Free Breakfast. Pool. Downtown Location. Great for Business Travelers!
  • Parking
  • Pool
  • Wheelchair Accessible

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Holiday Inn Express & Suites - Madison West - Middleton by IHG From US $148
         

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8.9 (170 Reviews)
Hotel
Holiday Inn Express & Suites - Madison West - Middleton by IHG
  • Air Conditioner
  • Parking
  • Pool

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Country Inn & Suites by Radisson, Madison West, WI From US $81
         

8.8 (1005 Reviews)
Hotel
Country Inn & Suites by Radisson, Madison West, WI
  • Air Conditioner
  • Parking
  • Pool

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King Suite | Free Breakfast. Pool and Hot Tub From US $141
         

8.0 (5 Reviews)
Condo
King Suite | Free Breakfast. Pool and Hot Tub
  • Air Conditioner
  • Parking
  • Pool

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Hilton Garden Inn Madison West/Middleton From US $117
         

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8.3 (72 Reviews)
Hotel
Hilton Garden Inn Madison West/Middleton
  • Air Conditioner
  • Parking
  • Pool

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Staybridge Suites Middleton Madison-West by IHG From US $124
         

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8.6 (637 Reviews)
Hotel
Staybridge Suites Middleton Madison-West by IHG
  • Air Conditioner
  • Parking
  • Pool

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Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison! From US $115
         

8.0 (2 Reviews)
Condo
Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison!
  • Air Conditioner
  • Parking
  • Pool

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Free Breakfast. Pool and Hot Tub. Downtown Location. Your Next Trip! From US $153
         

7.2 (5 Reviews)
Condo
Free Breakfast. Pool and Hot Tub. Downtown Location. Your Next Trip!
  • Air Conditioner
  • Parking
  • Pool

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Middleton Varoom and Airbnb Places to Stay Under $200

Over 2+ Middleton Varoom and Airbnb Places to Stay Under $200
TownePlace Suites by Marriott Madison West, Middleton From US $136
         

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8.9 (126 Reviews)
Hotel
TownePlace Suites by Marriott Madison West, Middleton
  • Air Conditioner
  • Pool
  • Private Pool

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Courtyard by Marriott Madison West/Middleton From US $130
         

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7.9 (66 Reviews)
Hotel
Courtyard by Marriott Madison West/Middleton
  • Air Conditioner
  • Parking
  • Pool

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Instantly Bookable Vacation Homes in Middleton

Over 1+ Instantly Bookable Vacation Homes in or Near Middleton
Elegant home w/well-equipped kitchen, big yard, & many entertainment options From US $456
         

New
House
Elegant home w/well-equipped kitchen, big yard, & many entertainment options
  • Air Conditioner
  • Parking
  • Bedding/Linens

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About Middleton Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Bettertrips Middleton, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Middleton. Places to stay near Middleton with prices averaging $297 a night.

Bettertrips makes it easy and safe to find and compare vacation rentals in Middleton with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Middleton

Type Count
Vacation Homes 1

Use these Quick Filters to Find a Vacation Rental in Middleton

★ Pro Tip: Bettertrips makes it easy to compare the best listings on Bettertrips homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Bettertrips homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Middleton.

Weather in Middleton

View the weather forecast for Middleton before booking your Middleton Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Middleton, WI

Bettertrips offers a large selection of top attractions around Middleton. Research things to do on your vacation before you visit Middleton.


National Mustard Museum Capital Brewery Pleasant View Golf Course Death's Door Spirits Distillery University of Wisconsin-Madison Alliant Energy Center Kohl Center Devil's Head Ski Resort Wisconsin State Capitol East Towne Mall Ho-Chunk Gaming Madison Capitol Square Camp Randall Stadium Overture Center for the Arts University of Wisconsin Hospital and Clinics Madison Area Technical College Orpheum Theater Devil's Lake State Park Barrymore Theatre Monona Terrace Community and Convention Center

Other Places to Stay Near Middleton, WI


Lakeview 79 Properties National Mustard Museum 76 Properties Capital Brewery 75 Properties Middleton Springs 65 Properties Death's Door Spirits Distillery 59 Properties Pleasant View Golf Course 55 Properties

Complexes around Middleton, WI


Breakfast Downtown The University Of 4 Properties Fairfield Inn 3 Properties Hilton Garden Inn Madison Sun Prairie 3 Properties