Best Vacation Homes in May
House
10.0(142 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
£200/Night
7 Nights - £1,404
Hotel
9.1(185 Reviews)
1 Bath
View
Pet Friendly- Parking
Air Conditioner
£150/Night
7 Nights - £1,051
Apartment
1 Bedroom
1 Bath
- Fireplace/Heating
- Air Conditioner
Internet
Child Friendly
£280/Night
7 Nights - £1,963
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
£72/Night
7 Nights - £502
Hotel
9.0(399 Reviews)
12 Baths
336.37 ft²
Hot Tub- Fireplace/Heating
Pool- Pet Friendly
£83/Night
7 Nights - £584
Apartment
8.0(1 Review)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
£269/Night
7 Nights - £1,882
Apartment
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
£2,500/Night
7 Nights - £17,501
House
1 Bedroom
1 Bath
2 Guests
750 ft²
- Fireplace/Heating
- Pool
Ocean View- Balcony/Terrace
£301/Night
7 Nights - £2,108
May Luxury Rentals
House
9.2(37 Reviews)
7 Bedrooms
5 Baths
16 Guests
4000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
£917/Night
7 Nights - £6,419
House
4 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
£811/Night
7 Nights - £5,680
House
10.0(6 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
£594/Night
7 Nights - £4,160
New
House
4 Bedrooms
3 Baths
8 Guests
40472 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
£474/Night
7 Nights - £3,319
New
House
2 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
£464/Night
7 Nights - £3,245
New
House
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
£399/Night
7 Nights - £2,791
House
4 Bedrooms
4 Baths
8 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
£377/Night
7 Nights - £2,640
Hotel
7.0(392 Reviews)
3 Baths
312.15 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£302/Night
7 Nights - £2,111
May Pet Friendly Vacation Rentals
New
Condo
2 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
£190/Night
7 Nights - £1,331
Hotel
8.9(172 Reviews)
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Air Conditioner
£109/Night
7 Nights - £766
House
1 Bedroom
1 Bath
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
£83/Night
7 Nights - £578
House
10.0(2 Reviews)
3 Bedrooms
3 Baths
8 Guests
1082 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£287/Night
7 Nights - £2,006
Hotel
8.9(111 Reviews)
1 Bath
303.54 ft²
Private Pool
Oceanfront- Pool
- Ocean View
£103/Night
7 Nights - £724
House
8.0(1 Review)
4 Bedrooms
2 Baths
12 Guests
26910 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£169/Night
7 Nights - £1,181
House
3 Bedrooms
2 Baths
7 Guests
1050 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£130/Night
7 Nights - £913
New
House
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
£274/Night
7 Nights - £1,916
May Large Vacation Homes
House
4 Bedrooms
3 Baths
11 Guests
2000 ft²
- Hot Tub
- Fireplace/Heating
- Parking
- Air Conditioner
£1,872/Night
7 Nights - £13,104
House
2.0(2 Reviews)
6 Bedrooms
2 Baths
14 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£317/Night
7 Nights - £2,219
House
4 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£195/Night
7 Nights - £1,367
House
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£162/Night
7 Nights - £1,137
House
4.5(4 Reviews)
3 Bedrooms
3 Baths
14 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
£210/Night
7 Nights - £1,468
House
4.2(8 Reviews)
3 Bedrooms
3 Baths
12 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
£222/Night
7 Nights - £1,557
Why Choose Rent By Owner for your May Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit May
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit can enhance your experience, and considering the weather and local events here in May ensures you make the most of your stay in this charming destination.
Peak Season Highlights
Spring (March to May)
During the spring months, the region experiences a surge of visitors eager to enjoy the mild weather and natural beauty, making it an ideal time to book vacation rentals here.
Average Temperature Daytime: 75°F - Nighttime: 55°F
Early Summer (June)
The early summer period marks the peak of tourist interest, driven by pleasant temperatures and longer daylight hours, perfect for exploring this destination’s outdoor activities.
Average Temperature Daytime: 85°F - Nighttime: 65°F
Off-Season Highlights
Late Fall (November)
In late fall, fewer travelers choose to visit, offering a quieter atmosphere and more availability for booking comfortable vacation rentals in this area.
Average Temperature Daytime: 55°F - Nighttime: 40°F
Winter (December to February)
Winter tends to be less busy, with cooler temperatures that keep many away, providing an excellent opportunity for those seeking a peaceful retreat in the region’s cozy vacation rentals.
Average Temperature Daytime: 45°F - Nighttime: 30°F
Weekly Weather Forecast for May
How to Book Your May Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in May
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor pool to relax and cool off during your stay.
- Take advantage of spacious decks or patios perfect for outdoor dining and gatherings.
- Explore the landscaped yard or garden areas that add natural beauty to your outdoor experience.
- Utilize dedicated barbecue grills to prepare delicious meals with family and friends.
- Make use of outdoor fire pits or fireplaces for cozy evenings under the stars.
- Access nearby walking trails or scenic viewpoints easily from your rental.
- Benefit from outdoor sports facilities such as tennis courts or basketball hoops often available on-site.
Top Attractions Around May
What attractions are nearby?
In the area surrounding your May, Missouri getaway, you'll find a variety of outdoor activities and local attractions perfect for exploring and making the most of your stay.
Family Activities
- Visit the May County Fair: Engage your family with local traditions and exciting rides at this popular fair, offering entertainment for all ages.
- Explore the May Nature Center: Discover the region’s natural beauty through interactive exhibits and scenic walking trails designed for family adventures.
- Enjoy a day at Lake May: Relax and have fun by the water with swimming, fishing, or paddle boating, perfect for a family outing close to your vacation rental.
- Attend a family-friendly event at the May Community Park: Participate in seasonal festivals, outdoor movies, or picnics to make the most of your stay here within a welcoming community atmosphere.
Adult Activities
- Hiking and Nature Exploration: Discover scenic trails and lush landscapes that showcase the natural beauty of the region, perfect for outdoor enthusiasts staying in local vacation rentals.
- Visit Historic Sites: Immerse yourself in history by exploring storied landmarks and heritage sites that highlight the area's rich cultural background.
- Fishing Experiences: Enjoy peaceful moments at popular fishing spots where you can unwind and connect with nature during your stay.
- Attend Local Festivals: Engage with the community by participating in seasonal festivals and events that celebrate this destination's vibrant culture and traditions.
Other Places to Stay in May, MO
Tiffany Greens Golf Course
Prairie Point-Wildberry
Tarrytown
Zona Rosa Shopping Mall
Saint Luke's North Hospital-Barry Road
St. Lukes Hospital
Ferrelview
Harley-Davidson Factory
Weatherby Lake
KCI Expo Center
Lake Waukomis
Platte Woods
May Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities Ahead: Take advantage of the pleasant spring weather by scheduling outdoor activities and exploring local parks or scenic spots in the area.
- Book Early for Popular Rentals: Secure your preferred vacation rentals early to ensure comfort and convenience during your stay here in May, Missouri.
- Explore Local Events: Check out community events or festivals happening in this destination to enrich your experience and enjoy authentic regional culture.
- Pack Accordingly: Bring clothing suitable for mild temperatures and potential rain, making your trip more comfortable and enjoyable while exploring the region.
Transportation Options
- Car Rentals: Exploring the area with a rental car offers you flexibility and convenience to visit scenic spots and local attractions at your own pace.
- Public Transit: Buses serve key routes in this destination, providing an affordable way to navigate the region without the need for personal vehicle use.
- Taxi Services: Reliable taxi options are available here, ensuring quick and direct transportation for your travel needs around the area.
- Bike Rentals: Renting bikes is an eco-friendly choice that allows you to enjoy the natural beauty of the region while getting some exercise.
Local Customs Options
- May Day Celebrations: Join in the local tradition of May Day festivities that honor the arrival of spring with community dances and flower offerings.
- Southern Hospitality: Experience the region's warm and welcoming attitude, where greeting visitors with friendliness is a cherished custom.
- Cherokee Heritage Events: Participate in cultural gatherings that celebrate the area's Native American history through storytelling, crafts, and music.
- Farmers’ Market Traditions: Explore the local farmers’ markets showcasing fresh produce and handcrafted goods, reflecting the region’s agricultural roots during this time of year.
Frequently Asked Questions About May?
1. What are the top vacation rentals in May?
There are a lot of options in May. If you plan on staying in the May area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in May:
- Cozy and Conveniently located close to KCI
- Cheerful, southwest-inspired heartland hideaway
- Midwest Haven- Spacious, Family Home, Near Airport
- Your Pet-Friendly Vacation Space Near Harley-Davidson Factory! Airport Shuttle!
- Relax and Unwind! Pet-Friendly Unit, Close to Zona Ross Mall!
- Prairie Retreat-Zona Rosa, Air Port, by Highway
- Cozy Stay w/Parking by Airport & Soccer Fun
- Private Retreat 7BR 5 King Beds Hot Tub Game Room
- Discover Kansas City in Style
- Atwell Suites Kansas City Airport by IHG
2. How many vacation rentals have private pools in May?
There are 5 vacation rentals with private pools near May. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in May are best for families?
If you are looking for a family-friendly vacation home in May, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in May:
4. How many Rentbyowner vacation rentals are available in May?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 130 in the May area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in May.
5. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary depending on the property listing. To ensure you understand the specific terms, please review the cancellation details provided in the listing or contact the property owner directly before booking.
6. Are there any age restrictions or requirements for booking a vacation rental here?
Age restrictions can differ between properties. It’s best to check the specific listing details or communicate with the owner to confirm any age-related requirements before finalizing your reservation.
7. How do I find the most suitable vacation rental for my stay in this destination?
To find the ideal property, use the search filters to narrow down options based on your dates, size, amenities, and preferences. Reading detailed descriptions and reviews will also help you select the perfect accommodation here.
8. What amenities are typically available in vacation rentals in this region?
Most vacation rentals in the area offer essential amenities such as kitchens, Wi-Fi, and parking. For additional features like pools or pet-friendly options, refer to each listing’s details or ask the property owner directly.
9. What should I know about the check-in and check-out process for rentals in this destination?
Check-in and check-out procedures vary by property. Specific instructions are usually provided in your booking confirmation or by the owner. It’s advisable to review these details ahead of time to ensure a smooth arrival and departure.
May Top Rated Vacation Rentals
Hotel
10.0(2 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Kitchen
- Parking
£131/Night
7 Nights - £919
Hotel
10.0(2 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Kitchen
- Parking
£127/Night
7 Nights - £889
Hotel
8.7(1909 Reviews)
7 Baths
315.23 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
£80/Night
7 Nights - £559
Hotel
8.5(152 Reviews)
6 Baths
414.41 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
£98/Night
7 Nights - £686
Hotel
8.5(148 Reviews)
5 Baths
424.1 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
£85/Night
7 Nights - £593
Hotel
8.5(126 Reviews)
5 Baths
32.29 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
£78/Night
7 Nights - £547
Hotel
8.4(176 Reviews)
8 Baths
609.96 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
£98/Night
7 Nights - £686
Hotel
8.4(157 Reviews)
13 Baths
322.92 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Parking
£106/Night
7 Nights - £746
