Naramata Wineries - Vacation Rentals in Downtown Madison

Liberty Valley Short Term Rental - 27 From US $75
         

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9.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
Econo Lodge Madison East From US $66
         

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6.6 (482 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
The Wilson From US $900
         

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New
Apartment
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace
Spacious & Secluded Madison Home Near Dtwn! From US $771
         

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New
House
  • Parking
  • Security/Safety
  • Sports/Activities
Mansion Hill Inn From US $459
         

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9.6 (24 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • View
Spark By Hilton Madison Central From US $192
         

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9.5 (36 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • Wheelchair Accessible
Embassy Suites By Hilton Madison Downtown From US $279
         

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9.4 (188 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Home2 Suites By Hilton Madison Central Alliant Energy Center From US $154
         

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9.3 (236 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Downtown Madison

Over 55+ Luxury Places to Stay in or Near Downtown Madison
The Madison Concourse Hotel From US $355
         

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8.8 (1192 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hilton Madison Monona Terrace From US $349
         

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8.8 (111 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Graduate by Hilton Madison From US $328
         

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8.8 (114 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Best Western Premier Park Hotel From US $292
         

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9.1 (297 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn & Suites Madison Downtown From US $279
         

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9.0 (496 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Fairfield by Marriott Inn & Suites Madison South From US $239
         

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8.7 (279 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hyatt Place Madison/Downtown From US $222
         

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8.8 (394 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Holiday Inn Express & Suites Madison by IHG From US $214
         

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8.5 (132 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Downtown Madison

Over 30+ Top-Rated Vacation Rentals with a Pool in or Near Downtown Madison
SpringHill Suites Madison From US $194
         

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9.2 (134 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn Madison East Towne Mall Area From US $110
         

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9.2 (100 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Express and Suites Madison Central by IHG From US $207
         

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9.1 (216 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
MainStay Suites Madison - Monona From US $120
         

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8.8 (217 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Homewood Suites by Hilton Madison West From US $137
         

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8.8 (125 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Fairfield Inn and Suites by Marriott Madison East From US $149
         

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8.7 (68 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn & Suites Madison - West From US $88
         

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8.6 (240 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
MainStay Suites Madison Airport From US $99
         

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8.6 (197 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Downtown Madison

Over 22+ Pet-Friendly Vacation Rentals in or Near Downtown Madison
Tru By Hilton Madison West From US $90
         

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9.0 (327 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
avid hotels - Madison - Monona by IHG From US $135
         

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9.0 (182 Reviews)
Hotel
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Hilton Garden Inn Madison Downtown, WI From US $187
         

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8.8 (306 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Doubletree By Hilton Madison East From US $114
         

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8.5 (289 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Madison Marriott West From US $129
         

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8.4 (79 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
AmericInn by Wyndham Madison West From US $78
         

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8.3 (728 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Best Western West Towne Suites From US $125
         

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8.3 (692 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
AC Hotel by Marriott Madison Downtown From US $197
         

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8.3 (44 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Downtown Madison

Over 22+ Wheelchair Accessible Vacation Homes in or Near Downtown Madison
DoubleTree by Hilton Madison Downtown From US $157
         

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9.1 (230 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Sleep Inn & Suites Madison - Monona From US $107
         

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8.1 (244 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Country Inn & Suites by Radisson, Madison Southwest, WI From US $103
         

PrimeStay Extended Suites by IHG From US $110
         

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8.0 (40 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Courtyard by Marriott Madison East From US $167
         

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7.9 (83 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
La Quinta by Wyndham Madison American Center From US $81
         

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7.7 (789 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Best Western East Towne Suites From US $119
         

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7.7 (274 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Holiday Inn Hotel & Suites Madison West - Middleton by IHG From US $145
         

Downtown Madison Vacation Rentals and Airbnb Places to Stay Under $200

Over 19+ Downtown Madison Vacation Rentals and Airbnb Places to Stay Under $200
Comfort Suites Madison West - Middleton From US $103
         

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7.5 (233 Reviews)
Hotel
  • Parking
  • Pet Friendly
  • Security/Safety
Baymont by Wyndham Madison West/Middleton WI West From US $90
         

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7.4 (489 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Cambria Hotel Madison East From US $115
         

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7.4 (155 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
ECHO Suites Extended Stay by Wyndham Madison From US $76
         

7.2 (55 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Super 8 by Wyndham Madison South From US $100
         

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7.0 (729 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Tru By Hilton Madison East From US $158
         

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7.0 (1 Review)
Hotel
  • Air Conditioner
  • Pool
  • Designated Smoking Area
Extended Stay America Select Suites - Madison - Old Sauk Rd From US $123
         

6.9 (70 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

About Downtown Madison Vacation Rentals

With more than 64 Downtown Madison vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Naramatawineries and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Downtown Madison.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Naramatawineries Downtown Madison, 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 Downtown Madison. Places to stay near Downtown Madison are 465.38 ft² on average, with prices averaging US $176 a night.

Naramatawineries makes it easy and safe to find and compare vacation rentals in Downtown Madison 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 Downtown Madison

Type Count
Hotels 60
Holiday Apartments 2
Cabin Rentals 1
Vacation Homes 1

Use these Quick Filters to Find a Vacation Rental in Downtown Madison

Pro Tip: Naramatawineries makes it easy to compare the best listings on Naramatawineries homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Naramatawineries 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 Downtown Madison.

Weather in Downtown Madison

View the weather forecast for Downtown Madison before booking your Downtown Madison 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

Downtown Madison Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Downtown Madison?

There are a lot of options in Downtown Madison. If you plan on staying in the Downtown Madison area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Downtown Madison:

How many vacation rentals are available in Downtown Madison?

Currently, the total number of properties listed in 2026 is over 64 in the Downtown Madison area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Downtown Madison.