Holiday houses & accommodation in Maitland - HomeToGo base64Hash Holiday houses & accommodation in Maitland - HomeToGo

Holiday houses & accommodation in Maitland

Find 851 available holiday rentals from 6 partners
Anytime
Guests
Anytime
Guests

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • House
    • Apartment
    • Private room

  • Distance to centre

    • 2 km
    • 5 km
    • Any

  • Rating

    • 4.5+
    • 4+

  • Services

    • Pool
    • WiFi
    • Kitchen
    • Air conditioning
    • TV
    • Washing machine
    • Dishwasher
    • Balcony/patio
    • Microwave
    • Parking
    • Sauna
    • Fireplace
    • Cot
    • Hot tub
    • Yard
    Show more

  • Accommodation type

    • Pet-friendly
    • Wheelchair access
    • No pets
    • No smoking

  • Activities

    • Fishing
    • Grill

Top 15 Recommended holiday rentals in Maitland

Rent a holiday home, apartment or cottage in Maitland from just $121 per night!

House Maitland
House ∙ 10 guests ∙ 4 bedrooms

House

Maitland, Orange County, Florida, United States
Spacious house in Altamonte Springs with a pool, jacuzzi, and garden, perfect for family getaways. Book now for an unforgettable stay!
from $242
per night
Very good(39 ratings)
from $242
per night
View deal
Apartment Maitland
Apartment ∙ 4 guests ∙ 2 bedrooms

Apartment

Maitland, Orange County, Florida, United States
Cozy apartment with a fireplace, garden, and full kitchen, perfect for families. Experience Winter Park’s charm—book your getaway today!
from $208
per night
Outstanding(139 ratings)
from $208
per night
View deal
House Maitland
House ∙ 10 guests ∙ 4 bedrooms

204 m² House

Maitland, Orange County, Florida, United States
Spacious Winter Park house with a private pool, garden, and family-friendly amenities for 10. Your perfect getaway awaits—book now!
from $352
per night
Outstanding(119 ratings)
from $352
per night
View deal
House Maitland
House ∙ 6 guests ∙ 3 bedrooms

153 m² House

Maitland, Orange County, Florida, United States
Charming house in Altamonte Springs with a heated pool, jacuzzi, and garden—perfect for families and pets. Book now for a memorable escape!
from $232
per night
Outstanding(14 ratings)
from $232
per night
View deal
House Maitland
House ∙ 8 guests ∙ 3 bedrooms

House

Maitland, Orange County, Florida, United States
Charming house in Casselberry, perfect for families with a garden, kitchen, and parking. Ideal for a memorable getaway—book your stay today!
from $234
per night
Outstanding(75 ratings)
from $234
per night
View deal
House Maitland
House ∙ 4 guests ∙ 2 bedrooms

167 m² House

Maitland, Orange County, Florida, United States
Charming house in Winter Park, featuring a cosy kitchen, lovely garden, and parking for 4. Perfect for your next getaway—book now!
from $296
per night
Outstanding(36 ratings)
from $296
per night
View deal
House Maitland
House ∙ 6 guests ∙ 3 bedrooms

109 m² House

Maitland, Orange County, Florida, United States
Charming house with a private pool, garden, and fireplace in Altamonte Springs. Perfect for families and pets—book your getaway today!
from $340
per night
Very good(33 ratings)
from $340
per night
View deal
House Maitland
House ∙ 14 guests ∙ 4 bedrooms

186 m² House

Maitland, Orange County, Florida, United States
Spacious house in Altamonte Springs with a private pool, garden, and family-friendly amenities. Perfect for unforgettable getaways!
from $419
per night
Outstanding(80 ratings)
from $419
per night
View deal
House Maitland
House ∙ 6 guests ∙ 2 bedrooms

House

Maitland, Orange County, Florida, United States
Charming house in Winter Park with lake views, garden, and pet-friendly vibes. Perfect for six—book your getaway today!
from $236
per night
Excellent(41 ratings)
from $236
per night
View deal
Villa Maitland
Villa ∙ 7 guests ∙ 4 bedrooms

1080 m² Villa

Maitland, Orange County, Florida, United States
Charming villa in Goldenrod with pool, kitchen, and pet-friendly vibes for families. Perfect for a memorable getaway—book your stay now!
from $163
per night
Excellent(22 ratings)
from $163
per night
View deal
House Maitland
House ∙ 5 guests ∙ 3 bedrooms

151 m² House

Maitland, Orange County, Florida, United States
Charming house in Winter Park with a pool, jacuzzi, and garden—perfect for families. Experience comfort and book your getaway today!
from $280
per night
Outstanding(46 ratings)
from $280
per night
View deal
House Maitland
House ∙ 6 guests ∙ 3 bedrooms

195 m² House

Maitland, Orange County, Florida, United States
Charming waterfront house in Winter Park with lake views, fireplace, and jacuzzi. Perfect for families and pets—book your getaway today!
from $438
per night
Outstanding(10 ratings)
from $438
per night
View deal
House Maitland
House ∙ 4 guests ∙ 2 bedrooms

79 m² House

Maitland, Orange County, Florida, United States
Charming house in College Park with a pool, jacuzzi, and garden. Perfect for families and pets—book now for a memorable getaway!
from $208
per night
Excellent(50 ratings)
from $208
per night
View deal
House Maitland
House ∙ 4 guests ∙ 2 bedrooms

82 m² House

Maitland, Orange County, Florida, United States
Charming house rental in Winter Park with a garden, kitchen, and pet-friendly vibes. Perfect for a family getaway—book your escape today!
from $145
per night
Outstanding(7 ratings)
from $145
per night
View deal
Condo Maitland
Condo ∙ 5 guests ∙ 2 bedrooms

102 m² Condo

Maitland, Orange County, Florida, United States
Charming condo with lake views, fireplace, and family-friendly amenities. Perfect for up to 5 guests—book now for a memorable Winter Park getaway!
from $419
per night
Outstanding(40 ratings)
from $419
per night
View deal

Best holiday rentals with a pool

House Maitland
from $200 per night
House ∙ 5 guests ∙ 2 bedrooms

121 m² House

4.8
Outstanding(28 ratings)
Maitland, Orange County, Florida, United States
Pool
View deal
House Maitland
from $563 per night
House ∙ 6 guests ∙ 3 bedrooms

233 m² House

5.0
Outstanding(8 ratings)
Maitland, Orange County, Florida, United States
Pool
View deal
House Maitland
from $459 per night
House ∙ 6 guests ∙ 4 bedrooms

260 m² House

4.9
Outstanding(48 ratings)
Maitland, Orange County, Florida, United States
Pool
View deal
See all offers

Recommended pet-friendly holiday houses

House Maitland
from $194 per night
House ∙ 4 guests ∙ 2 bedrooms

125 m² House

4.9
Outstanding(31 ratings)
Maitland, Orange County, Florida, United States
Pet-friendly
View deal
Cottage Maitland
from $208 per night
Cottage ∙ 5 guests ∙ 2 bedrooms

93 m² Cottage

5.0
Outstanding(36 ratings)
Maitland, Orange County, Florida, United States
Pet-friendly
View deal
House Maitland
from $424 per night
House ∙ 10 guests ∙ 4 bedrooms

242 m² House

4.9
Outstanding(22 ratings)
Maitland, Orange County, Florida, United States
Pet-friendly
View deal
See all offers

Best vacation rentals with a balcony

House Maitland
from $210 per night
House ∙ 7 guests ∙ 2 bedrooms

186 m² House

5.0
Outstanding(1 rating)
Maitland, Orange County, Florida, United States
Balcony
View deal
Cottage Maitland
from $163 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage

4.7
Excellent(300 ratings)
Maitland, Orange County, Florida, United States
Balcony
View deal
Cottage Maitland
from $237 per night
Cottage ∙ 4 guests ∙ 1 bedroom

Cottage

4.7
Excellent(300 ratings)
Maitland, Orange County, Florida, United States
Balcony
View deal
See all offers

Budget-friendly Accommodation in Maitland

Find Fantastic yet Inexpensive Accommodation

Apartment Maitland
from $145 per night
Apartment ∙ 2 guests ∙ 1 bedroom

42 m² Apartment

4.9
Outstanding(273 ratings)
Maitland, Orange County, Florida, United States
View deal
House Maitland
from $265 per night
House ∙ 6 guests ∙ 3 bedrooms

House

5.0
Outstanding(30 ratings)
Maitland, Orange County, Florida, United States
View deal
Cottage Maitland
from $225 per night
Cottage ∙ 4 guests ∙ 1 bedroom

102 m² Cottage

5.0
Outstanding(41 ratings)
Maitland, Orange County, Florida, United States
View deal

Top-Rated Accommodation in Maitland

Book Holiday Offers with the Highest User Rating

House Maitland
from $239 per night
House ∙ 7 guests ∙ 3 bedrooms

House

5.0
Outstanding(5 ratings)
Maitland, Orange County, Florida, United States
View deal
House Maitland
from $374 per night
House ∙ 6 guests ∙ 2 bedrooms

232 m² House

4.8
Outstanding(40 ratings)
Maitland, Orange County, Florida, United States
View deal
House Maitland
from $302 per night
House ∙ 6 guests ∙ 2 bedrooms

House

4.8
Outstanding(31 ratings)
Maitland, Orange County, Florida, United States
View deal

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Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of holiday homes.

Popular holiday rental amenities in Maitland

  • Pool (473)
  • WiFi (816)
  • Kitchen (439)
  • Air conditioning (831)
  • TV (771)
  • Washing machine (442)
  • Dishwasher (230)
  • Balcony/patio (214)
  • Microwave (643)
  • Parking (22)
  • Pet-friendly (322)
  • Fishing (107)

Above, you can find our most commonly selected filters in Maitland and the number of properties that have the corresponding amenity. Many holiday lettings in Maitland include Pool or Internet, which makes it a fantastic holiday destination if you're dreaming of days spent poolside or you can't imagine a holiday without internet. Not as many holiday rentals in Maitland are available if you are a grill master or you want to hang out in your own garden , as Barbecue and Garden are not very popular features in Maitland.

Information about holiday rentals in Maitland

🏡 Holiday rentals available 851 rentals
💳 Discounts available up to 11%
🌙 Nightly prices from $121
⭐ Popular amenities Pool, Internet and Kitchen
🐾 Pet friendly lettings 323 properties
🏊 Holiday rentals with pools 452 properties

Frequently Asked Questions

How much should I expect to pay for a holiday letting in Maitland?

Prices for House rental and Apartment rental for holidays in Maitland start at $121 per night.

How many holiday accommodation offers will I find in Maitland?

There are loads of options for holiday accommodation in Maitland, with 851 offers available.

What holiday rental amenities do people typically look for when visiting Maitland?

In terms of holiday home amenities, travellers visiting Maitland most often look for Pool, Internet and Kitchen.

How many accommodation offers are there in Maitland?

There are 851 holiday rental offers in Maitland, with plenty of House rental and Apartment rental available.

Are pets permitted in holiday accommodation in Maitland?

Want to go on holiday with your dog? You'll find 323 pet-friendly holiday lettings in Maitland.

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