An aerial view of a city with a prominent building complex, surrounded by dense greenery and a river.

Holiday Homes in Maitland

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Maitland holiday homes

Property grounds

1. *Travel Themed Property with Backyard Oasis*

*Travel Themed Property with Backyard Oasis*
Maitland
9.8 out of 10, Exceptional, (39 reviews)
"Great stay with plenty of space. Family was down for a wedding so space was a need and the home delivered. The pool was an added plus along with the backyard. Great stay!"
United States
Roy W.
The price is NZ$1,350
includes taxes & fees
7 Aug - 8 Aug
*Travel Themed Property with Backyard Oasis*
Coffee/tea maker, fridge, microwave, oven

2. Charming Heated Pool home in Altamonte Springs

Charming Heated Pool home in Altamonte Springs
Altamonte Springs
9.4 out of 10, Exceptional, (28 reviews)
"Everything was awesome "
United States
Kyle T.
Charming Heated Pool home in Altamonte Springs
Dining

3. PROMO NOW: 3brdrm home near Downtown Orlando and Winterpark

PROMO NOW: 3brdrm home near Downtown Orlando and Winterpark
Orlando
10.0 out of 10, Exceptional, (4 reviews)
"Nice place , will book again "
United States
Kadijah J.
The price is NZ$723
includes taxes & fees
2 Aug - 3 Aug
PROMO NOW: 3brdrm home near Downtown Orlando and Winterpark
Coffee/tea maker, fridge, microwave, oven

4. Renovated Peaceful Luxury Walk to Mall Park Publix

Renovated Peaceful Luxury Walk to Mall Park Publix
Altamonte Springs
9.0 out of 10, Wonderful, (20 reviews)
"Host responded quickly to our texts.Location was excellent for our needs."
United States
Angie Y.
The price is NZ$339
includes taxes & fees
18 Aug - 19 Aug
Renovated Peaceful Luxury Walk to Mall Park Publix
Microwave, oven, stovetop, dishwasher

5. Modern Oasis in Orlando | Private Yard | Cabana

Modern Oasis in Orlando | Private Yard | Cabana
Fairview Shores
8.4 out of 10, Very good, (7 reviews)
"The appliances are awesome!"
United States
Steven T.
The price is NZ$405
includes taxes & fees
10 Aug - 11 Aug
Modern Oasis in Orlando | Private Yard | Cabana
Coffee/tea maker, fridge, microwave, oven

6. Florida Vacation with pool fun for families

Florida Vacation with pool fun for families
Casselberry
9.4 out of 10, Exceptional, (44 reviews)
"Awesome location, nice home, and great pool"
United States
Daniel W.
The price is NZ$569
includes taxes & fees
12 Aug - 13 Aug
Florida Vacation with pool fun for families
Exterior detail

7. Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!

Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!
College Park
10.0 out of 10, Exceptional, (1 review)
"Es war perfekt Vielen Dank "
Germany
Marvin A.
The price is NZ$293
includes taxes & fees
30 Aug - 31 Aug
Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!
3 bedrooms, desk, iron/ironing board, free WiFi

8. Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Casselberry
9.8 out of 10, Exceptional, (54 reviews)
"The residence met all of our needs for an entertaining/relaxing stay."
United States
Kevin K.
The price is NZ$429
includes taxes & fees
6 Aug - 7 Aug
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Private kitchen

9. Cute 5-bedroom house in peaceful Winter Park

Cute 5-bedroom house in peaceful Winter Park
Winter Park
10.0 out of 10, Exceptional, (2 reviews)
"This property is perfect for a family get together. Very clean and close to so many restaurants and entertainment. The communication the host was great. I would definely stay there again."
United States
Mary Ellen R.
The price is NZ$522
includes taxes & fees
2 Aug - 3 Aug
Cute 5-bedroom house in peaceful Winter Park
Pool

10. Private Luxury Pool / Swim up bar / Smart-home

Private Luxury Pool / Swim up bar / Smart-home
College Park
9.6 out of 10, Exceptional, (82 reviews)
"Host was very responsive to our needs"
United States
Thomas S.
The price is NZ$712
includes taxes & fees
5 Aug - 6 Aug
Private Luxury Pool / Swim up bar / Smart-home
Interior

11. 2/1 with private backyard in the heart of Ivanhoe

2/1 with private backyard in the heart of Ivanhoe
Ivanhoe Village
8.0 out of 10, Very good, (13 reviews)
"Great location"
United States
Josh H.
The price is NZ$442
includes taxes & fees
10 Aug - 11 Aug
2/1 with private backyard in the heart of Ivanhoe
Fridge, microwave, stovetop, dishwasher

12. Chic Orlando Family Getaway w/ Fenced Yard!

Chic Orlando Family Getaway w/ Fenced Yard!
Rosemont
9.4 out of 10, Exceptional, (30 reviews)
"This is a great location for those traveling with families. It was close enough to the main Orlando attractions and great room for 7 people. Very clean and host is amazing at communicating."
United States
Kassandra H.
Chic Orlando Family Getaway w/ Fenced Yard!
Terrace/patio

13. Orlando Tiny Home retreat Near Downtown with garden, with animals and AC.

Orlando Tiny Home retreat Near Downtown with garden, with animals and AC.
West Lakes District
10.0 out of 10, Exceptional, (4 reviews)
"Tammie is an amazing host! Super comfy and cute tiny home! Definitely booking again!"
United States
chelsea
The price is NZ$234
includes taxes & fees
30 Aug - 31 Aug
Orlando Tiny Home retreat Near Downtown with garden, with animals and AC.
Fridge, microwave, oven, stovetop

14. Stylish & Cozy King Bed Retreat @ Baldwin Park

Stylish & Cozy King Bed Retreat @ Baldwin Park
Orlando
10.0 out of 10, Exceptional, (15 reviews)
"The house was beautiful and the host was very responsive! "
United States
Dawn H.
Stylish & Cozy King Bed Retreat @ Baldwin Park
Interior

15. The Luxe Terrace w/ Jacuzzi

The Luxe Terrace w/ Jacuzzi
Orlando
The price is NZ$459
includes taxes & fees
9 Aug - 10 Aug
The Luxe Terrace w/ Jacuzzi
Smart TV, video games

16. Serene Mid-Century 3/2 w/Bonus Room and Huge Shaded Yard w/Fence

Serene Mid-Century 3/2 w/Bonus Room and Huge Shaded Yard w/Fence
Goldenrod
10.0 out of 10, Exceptional, (4 reviews)
"Nice and roomy!"
United States
Ashley C.
The price is NZ$661
includes taxes & fees
2 Aug - 3 Aug
Serene Mid-Century 3/2 w/Bonus Room and Huge Shaded Yard w/Fence
Private kitchen

17. Spacious 5-bedroom house in gorgeous Winter Park

Spacious 5-bedroom house in gorgeous Winter Park
Winter Park
10.0 out of 10, Exceptional, (2 reviews)
"Rented this property for a friend's engagement party and it worked super well. Host was super nice and great with communication"
United States
Hannah F.
The price is NZ$532
includes taxes & fees
30 Aug - 31 Aug
Spacious 5-bedroom house in gorgeous Winter Park
Coffee/tea maker, fridge, microwave, oven

18. The Villa Orlando@College Park. Sleeps16.

The Villa Orlando@College Park. Sleeps16.
College Park
9.6 out of 10, Exceptional, (25 reviews)
"Great location in College Park neighborhood. Easy walk to shops and restaurants"
United States
Matt P.
The price is NZ$789
includes taxes & fees
2 Aug - 3 Aug
The Villa Orlando@College Park. Sleeps16.
Desk, iron/ironing board, WiFi, bed sheets

19. CUTE and COZY studio w/ jacuzzi!

CUTE and COZY studio w/ jacuzzi!
Azalea Park
8.4 out of 10, Very good, (6 reviews)
"Very cozy for the two of us! No more space than we needed. It was perfect for our stay. The hot tub was a very nice addition! Highly recommend for couples or single travelers. "
United States
Callie B.
The price is NZ$302
includes taxes & fees
2 Aug - 3 Aug
CUTE and COZY studio w/ jacuzzi!
Smart TV, fireplace, stereo

20. The Canopy on Periwinkle- A Home Away From Home

The Canopy on Periwinkle- A Home Away From Home
Goldenrod
10.0 out of 10, Exceptional, (3 reviews)
"The home is beautiful!! The place was clean, comfortable, and exactly as described. The host was friendly, responsive, and made everything easy. I would definitely stay here again and recommend it to others."
United States
Breasia J.
The price is NZ$788
includes taxes & fees
30 Aug - 31 Aug
The Canopy on Periwinkle- A Home Away From Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Maitland Hotel Reviews

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"Our stay was really good. I loved how we could text for the items we needed and it was brought to our room quickly. The food at the Hideaway was really good. Check in took a long time and the breakfast at the Bayside Diner was not that great however our stay was quite enjoyable."
Patrice 3-night trip
Posted less than an hour ago
Universal's Cabana Bay Beach Resort

Find out more about Maitland

Maitland Holiday Homes information

Number of reviews
383
Accommodation
1878 Holiday Homes
Lowest Price
NZ$234
Highest Price
NZ$1,350