Madison Vacation Rental - Vacation Rentals in May

Cheerful, southwest-inspired heartland hideaway From US $796
         

Atwell Suites Kansas City Airport by IHG From US $201
         

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9.1 (192 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hilton Garden Inn Kansas City Airport From US $145
         

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9.4 (507 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Midwest Haven- Spacious, Family Home, Near Airport From US $384
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Stay w/Parking by Airport & Soccer Fun From US $96
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Discover Kansas City in Style From US $326
         

9.2 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Lovely 1BR KC Stay w/WiFi, Parking & Match Fun From US $360
         

8.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

Luxury Places to Stay in May

Over 121+ Luxury Places to Stay in or Near May
Perfect 3 BR Home in North KC near the Airport! From US $302
         

8.4 (6 Reviews)
House
  • Air Conditioner
  • Security/Safety
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Extended Stay America Suites - Kansas City - Airport - Tiffany Springs From US $260
         

Hostel type accomadation From US $255
         

New
Condo
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Top-Rated Vacation Rentals with a Pool in May

Over 55+ Top-Rated Vacation Rentals with a Pool in or Near May
Orangewood Inn & Suites Kansas City Airport From US $108
         

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9.2 (3059 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Drury Inn & Suites Kansas City Airport From US $112
         

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9.0 (399 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hilton Garden Inn Kansas City Airport Mo From US $139
         

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8.9 (111 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Orangewood Inn & Suites Kansas City Airport From US $107
         

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8.7 (1909 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
SpringHill Suites Kansas City Airport From US $131
         

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8.5 (152 Reviews)
Hotel
  • Air Conditioner
  • Pet Friendly
  • Pool
Hampton Inn Kansas City - Airport From US $114
         

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8.5 (148 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Holiday Inn Kansas City Airport by IHG From US $165
         

8.5 (126 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Residence Inn Kansas City Airport From US $131
         

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8.4 (176 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in May

Over 30+ Pet-Friendly Vacation Rentals in or Near May
Modern Home with 3 King Beds Near KCI From US $175
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Tru By Hilton Kansas City Airport From US $121
         

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8.9 (172 Reviews)
Hotel
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
Lovely 1bedroom/1bath Apartment in Kansas Free WiFi Parking near Airport From US $153
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Modern Industrial Loft Near Airport High-Speed WiFi Secure with free parking From US $136
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Modern & Nice Place in Kansas Free Parking & WiFi Clean Comfortable and Quite From US $131
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Modern & Nice Place in Kansas Free Parking & WiFi Near Airport Very Convenient From US $149
         

See More Pet-Friendly Vacation Rentals in May on PetFriendly.io

Large Vacation Homes & Villas in May

Over 6+ Large Vacation Homes & Villas in or Near May
⭐️ Game Room ⭐️ Steam Shower ⭐️Great Patio⭐️ From US $281
         

Spacious 6BR Haven: Family-Friendly From US $425
         

2.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in May

Over 53+ Wheelchair Accessible Vacation Homes in or Near May
Refreshingly Bright Space Enjoy Premium Comfort From US $190
         

New
House
  • Air Conditioner
  • Pool
  • Wheelchair Accessible
Fairfield Inn & Suites Kansas City Airport From US $151
         

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8.7 (184 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Embassy Suites by Hilton Kansas City International Airport From US $144
         

Charming Room for Romantic Getaway! W/ Balcony From US $156
         

New
House
  • Air Conditioner
  • Pool
  • Wheelchair Accessible

May Vacation Rentals and Airbnb Places to Stay Under $200

Over 58+ May Vacation Rentals and Airbnb Places to Stay Under $200
Perfect 3 BR Home in North KC near the Airport! From US $171
         

4.5 (4 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Home2 Suites by Hilton KCI Airport From US $140
         

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8.4 (92 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern Industrial Loft Near Airport High-SpeedWiFi From US $165
         

New
Apartment
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  • Security/Safety
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Contemporary Loft Close to Airport Fast Wi-Fi From US $156
         

New
Apartment
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Contemporary Loft Close to Airport Fast Wi-Fi Free Parking From US $106
         

New
Apartment
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  • Security/Safety
  • Bedding/Linens
The Landing Pad-2 Bedroom 2 Bath w/garage parking From US $104
         

Instantly Bookable Vacation Homes in May

Over 24+ Instantly Bookable Vacation Homes in or Near May
Cozy and Conveniently located close to KCI From US $269
         

10.0 (142 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Sleek, modern loft minutes from Airport, FAST WiFi From US $376
         

New
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Prairie Retreat-Zona Rosa, Air Port, by Highway From US $396
         

Elegant 3BR Home in Vibrant KC Area MOKA796800 From US $214
         

6.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury 1BR Home Private Modern Near World Cup Venues From US $367
         

New
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Perfect 3 BR Home in North KC near the Airport! From US $342
         

New
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Sleek, modern loft minutes from Airport, FAST WiFi From US $311
         

New
Apartment
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  • Security/Safety
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About May Vacation Rentals

With more than 130 May vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Madisonvacationrental 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 May.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Madisonvacationrental May, 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 May. Places to stay near May are 707.84 ft² on average, with prices averaging US $257 a night.

Madisonvacationrental makes it easy and safe to find and compare vacation rentals in May 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 May

Type Count
Hotels 73
Vacation Homes 39
Holiday Apartments 16
Others 1

Use these Quick Filters to Find a Vacation Rental in May

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

Weather in May

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

December - February
High 57°F       Low 25°F
March - May
High 75°F       Low 38°F
June - August
High 89°F       Low 63°F
September - November
High 83°F       Low 36°F

May Vacation Rental Frequently Asked Questions

What are the top vacation rentals in May?
How many vacation rentals are available in May?

Currently, the total number of properties listed in 2026 is over 130 in the May area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in May.