Discover Your Perfect Maitland Vacation Homes

Best Vacation Homes in Maitland

House
Map-icon
like-icon10.0
Exceptional
(21 Reviews)
3 Bedrooms 2 Baths 9 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
US $298/Night 7 Nights - US $2,086
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House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 2 Baths 8 Guests 1840.63 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $256/Night 7 Nights - US $1,790
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Hotel
Map-icon
like-icon8.6
Fabulous
(702 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Kitchen
    Kitchen
More amenities
US $108/Night 7 Nights - US $755
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
4 Bedrooms 1 Bath 8 Guests 1841 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $339/Night 7 Nights - US $2,370
House
Map-icon
like-icon6.0
Good
(1 Review)
1 Bedroom 1 Bath 4 Guests 495.14 ft²
  • View
    View
  • Pet Friendly
    Pet Friendly
More amenities
US $146/Night 7 Nights - US $1,022
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
3 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $169/Night 7 Nights - US $1,180
Apartment
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $356/Night 7 Nights - US $2,495
Apartment
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $201/Night 7 Nights - US $1,404

Maitland Luxury Rentals

Hotel
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
8 Baths 7200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $739/Night 7 Nights - US $5,173
Cabin
Map-icon
like-icon9.4
Exceptional
(104 Reviews)
6 Bedrooms 2 Baths 18 Guests 1500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $372/Night 7 Nights - US $2,606
House
Map-icon
like-icon9.6
Exceptional
(24 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $354/Night 7 Nights - US $2,481
Hotel
Map-icon
like-icon7.2
Very Good
(205 Reviews)
6 Baths 269.1 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $349/Night 7 Nights - US $2,443
Villa
Map-icon
like-icon9.6
Exceptional
(14 Reviews)
4 Bedrooms 4 Baths 12 Guests 2500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $341/Night 7 Nights - US $2,390
House
Map-icon
like-icon8.4
Excellent
(5 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $339/Night 7 Nights - US $2,375
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Apartment
Map-icon
1 Bedroom 2 Baths 8 Guests 1001.04 ft²
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
US $337/Night 7 Nights - US $2,362
Apartment
Map-icon
5 Bedrooms 2 Baths 8 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $328/Night 7 Nights - US $2,293

Maitland Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 4 Baths 10 Guests 3500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $319/Night 7 Nights - US $2,233
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Apartment
Map-icon
3 Bedrooms 1 Bath 6 Guests 796.53 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $223/Night 7 Nights - US $1,562
Apartment
Map-icon
like-icon7.6
Very Good
(10 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $94/Night 7 Nights - US $661
New
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $286/Night 7 Nights - US $2,000
New
Apartment
Map-icon
1 Bedroom 1 Bath 4 Guests 538.2 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
US $300/Night 7 Nights - US $2,100
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests 495 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $179/Night 7 Nights - US $1,252
Apartment
Map-icon
like-icon9.4
Exceptional
(3 Reviews)
3 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $217/Night 7 Nights - US $1,516
House
Map-icon
like-icon9.0
Exceptional
(29 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $136/Night 7 Nights - US $955

Maitland Large Vacation Homes

Cabin
Map-icon
4 Bedrooms 4 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $395/Night 7 Nights - US $2,765
Villa
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 2 Baths 8 Guests
  • Spa
    Spa
  • Pet Friendly
    Pet Friendly
More amenities
US $214/Night 7 Nights - US $1,498

Discover & compare premier experiences around Maitland

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Maitland Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Maitland

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination can enhance your experience, allowing you to enjoy the region’s climate and seasonal events while securing the best rates on your vacation rentals.

Peak Season Highlights

spring
Spring (March to May)

During spring, the area experiences mild temperatures and blooming landscapes, making it an ideal time for outdoor activities and exploring the local scenery.

Average Temperature Daytime: 60-75°F - Nighttime: 40-55°F
autumn
Fall (September to November)

Autumn brings cooler weather and vibrant foliage, perfect for scenic drives and enjoying the region's natural beauty during your stay.

Average Temperature Daytime: 65-70°F - Nighttime: 45-50°F

Off-Season Highlights

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Summer (June to August)

In summer, the warmest months offer longer days and opportunities for outdoor recreation, though some attractions may be busier with vacationers.

Average Temperature Daytime: 80-90°F - Nighttime: 60-70°F
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Winter (December to February)

Winter features colder weather and a quieter atmosphere, providing a peaceful setting for those seeking solitude or cozy lodging experiences.

Average Temperature Daytime: 30-45°F - Nighttime: 15-25°F

Weekly Weather Forecast for Maitland

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.

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 outdoor grilling with a fully equipped barbecue area for al fresco dining.
  • Relax on spacious patios or decks that offer scenic views of the surrounding countryside.
  • Take advantage of private fire pits perfect for evening gatherings under the stars.
  • Access well-maintained gardens or landscaped yards to unwind in nature.
  • Utilize outdoor dining spaces, ideal for enjoying meals amidst fresh air and natural surroundings.
  • Explore nearby walking or hiking trails directly from the property for outdoor adventures in the region.
  • Benefit from parking areas designed for boats or RVs if you're traveling with larger recreational vehicles.
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Family Activities

  • Big Lake Park: Enjoy a family picnic or a relaxing day outdoors at this scenic park located near the heart of the region.
  • Maitland Nature Center: Explore nature trails and educational exhibits that provide an engaging experience for children and adults alike.
  • Local Farm Tours: Discover nearby farms offering family-friendly tours where you can learn about local agriculture and enjoy fresh produce.
  • Community Events and Festivals: Participate in seasonal festivals and community gatherings that showcase the vibrant culture of this destination.
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Adult Activities

  • Visit the Maitland Riverfront Park: Enjoy leisurely strolls or picnics along the scenic riverfront, offering a peaceful retreat just minutes from your vacation rental.
  • Explore local history at the Maitland Museum: Discover the area's rich heritage through engaging exhibits that provide insight into this charming destination’s past.
  • Attend community events and festivals: Experience the warmth of the local culture by participating in seasonal celebrations and gatherings held throughout the region.
  • Enjoy outdoor activities at nearby nature reserves: Immerse yourself in the natural beauty surrounding here with bird watching, hiking, or simply relaxing amidst tranquil scenery.

Maitland Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the area’s charming eateries to enjoy authentic regional flavors during your stay.
  • Plan Outdoor Activities: Engage in outdoor pursuits by visiting nearby parks or scenic spots to immerse yourself in the natural beauty of this destination.
  • Visit Popular Events and Festivals: Check the local event calendar to experience community gatherings that showcase the region’s culture and hospitality.
  • Choose a Well-Appointed Vacation Rental: Select a comfortable and conveniently located property to ensure a relaxing and hassle-free visit here.

Transportation Options

  • Missouri River Ferry Service: You can enjoy scenic crossings on the Missouri River, offering a convenient way to explore both sides of the region.
  • Local Taxi and Ride-Sharing Services: Reliable transportation options are available for quick and easy travel within this part of Missouri.
  • Regional Bus Lines: Accessible bus routes connect you to nearby towns and cities, making it simple to navigate the area without a car.
  • Private Shuttle Services: Private shuttles provide comfortable and direct transportation for longer trips around here and beyond.

Local Customs Options

  • Southern Hospitality: You’ll notice a warm welcoming spirit from locals, reflecting the region’s tradition of friendly and courteous interactions.
  • Community Gatherings: Participating in local events and festivals here offers insight into the area’s close-knit community and rich traditions.
  • Respect for History: Respecting historical landmarks and local stories is an important custom that visitors often embrace to connect with this destination’s heritage.
  • Environmental Stewardship: Locals value sustainable practices and eco-friendly initiatives, encouraging responsible tourism during your stay in this region.

Maitland Vacation Rental Frequently Asked Questions

2. Which vacation homes in Maitland are best for families?

If you are looking for a family-friendly vacation home in Maitland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Maitland:

3. How many Rentbyowner vacation rentals are available in Maitland?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 60 in the Maitland 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 Maitland. 

4. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by property, so it's best to review the specific listing details or contact the host directly for this region's rental options.

5. How do I know if a vacation rental in the region is available during my travel dates?

Availability depends on the individual listing; you can check real-time availability through the booking platform or reach out to the owner for confirmation.

6. Are there any fees beyond the nightly rate when booking vacation rentals here?

Additional fees such as cleaning, service charges, or security deposits are often listed in the property details; be sure to read the full description or contact the owner for clarification.

7. Can I bring pets to vacation rentals in this destination?

Pet policies differ by property, so it is important to verify pet allowances and any associated fees directly with the property owner before booking.

8. What amenities are typically included in vacation rentals in this part of Missouri?

Amenities vary by property, but many offer essentials like Wi-Fi, kitchens, and parking; always check the listing details or contact the host to confirm what is included.

Maitland Top Rated Vacation Rentals

Hotel
Map-icon
like-icon8.4
Excellent
(367 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
US $149/Night 7 Nights - US $1,046