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Featured Holiday Homes in Maidenhead

PRIVATE ROOMs In TOWN CENTRE FREE PARKING WIFI AND PATIO WITH AA STAY LTD

PRIVATE ROOMs In TOWN CENTRE FREE PARKING WIFI AND PATIO WITH AA STAY LTD

3.5 out of 5
14 Granville Street, Aylesbury, England
The price is AU$143 per night from 13 Apr to 14 Apr
AU$143
includes taxes & fees
13 Apr - 14 Apr
With a stay at PRIVATE ROOMs In TOWN CENTRE FREE PARKING WIFI AND PATIO WITH AA STAY LTD in Aylesbury, you'll be on the boardwalk/promenade, just a 2-minute ...
PRIVATE ROOMs In TOWN CENTRE FREE PARKING WIFI AND PATIO WITH AA STAY LTD
Close to Wimbledon, for up to six guests

Close to Wimbledon, for up to six guests

London
With a stay at this vacation home in London (Wandsworth), you'll be within a 10-minute drive of Thames River and Wimbledon Tennis Club.
Close to Wimbledon, for up to six guests
Luxury 3-Bed home in the Chiltern Hills

Luxury 3-Bed home in the Chiltern Hills

High Wycombe
Located in High Wycombe, this vacation home is a 4-minute drive from Chiltern Hills and 5 minutes from Hell-Fire Caves.
Luxury 3-Bed home in the Chiltern Hills
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Barn conversion, 10 mins from Henley-on-Thames. Tennis court & indoor pool.

Barn conversion, 10 mins from Henley-on-Thames. Tennis court & indoor pool.

Henley-on-Thames
Located in Henley-on-Thames, this vacation home is on a river, within a 15-minute drive of Hundred Hills and Henley Bridge.
Barn conversion, 10 mins from Henley-on-Thames. Tennis court & indoor pool.
1 comfortable bedroom guest house

1 comfortable bedroom guest house

Slough
The price is AU$180 per night from 26 Mar to 27 Mar
AU$180
includes taxes & fees
26 Mar - 27 Mar
With a stay at this vacation home in Slough, you'll be within a 10-minute drive of Windsor Castle and LEGOLAND® Windsor.
1 comfortable bedroom guest house
Thistle Lodge - Quiet Garden Lodge with off road parking

Thistle Lodge - Quiet Garden Lodge with off road parking

Hemel Hempstead
With a stay at this vacation home in Hemel Hempstead, you'll be within a 10-minute drive of Warner Bros. Studio Tour London and Gadebridge Park.
Thistle Lodge - Quiet Garden Lodge with off road parking
Magnolia Lodge - 4 Beds Fabulous Garden Parking

Magnolia Lodge - 4 Beds Fabulous Garden Parking

3 out of 5
Ascot
With a stay at Magnolia Lodge - 4 Beds Fabulous Garden Parking in Ascot, you'll be a 4-minute drive from Ascot Racecourse and 9 minutes from LEGOLAND® ...
Magnolia Lodge - 4 Beds Fabulous Garden Parking
Cozy, bright and immaculate double bedroom with ensuite bathroom.

Cozy, bright and immaculate double bedroom with ensuite bathroom.

south harrow
Located in Harrow (South Harrow), this vacation home is within a 10-minute drive of Wembley Stadium and OVO Arena Wembley.
Cozy, bright and immaculate double bedroom with ensuite bathroom.
Charming 3BR Victorian Cottage in the historic town of Colnbrook, Berkshire

Charming 3BR Victorian Cottage in the historic town of Colnbrook, Berkshire

Colnbrook
Located in Slough (Colnbrook), this vacation home is within a 10-minute drive of Windsor Castle and Thames River.
Charming 3BR Victorian Cottage in the historic town of Colnbrook, Berkshire
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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.

Maidenhead Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Maidenhead vacation homes are the perfect way for you to wing it.

Holiday houses in Maidenhead let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Maidenhead in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Maidenhead adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Maidenhead with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Maidenhead vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Maidenhead Holiday Homes essential information

Accommodation
1103 Holiday Homes
Lowest Price
AU$143
Highest Price
AU$341
Popular accommodation
PRIVATE ROOMs In TOWN CENTRE FREE PARKING WIFI AND PATIO WITH AA STAY LTD, Close to Wimbledon, for up to six guests, Luxury 3-Bed home in the Chiltern Hills, Barn conversion, 10 mins from Henley-on-Thames. Tennis court & indoor pool., 1 comfortable bedroom guest house, Thistle Lodge - Quiet Garden Lodge with off road parking, Magnolia Lodge - 4 Beds Fabulous Garden Parking, Cozy, bright and immaculate double bedroom with ensuite bathroom. , Charming 3BR Victorian Cottage in the historic town of Colnbrook, Berkshire

Top trending hotels in Maidenhead

Hilton Garden Inn London Heathrow Terminal 2 and 3

Hilton Garden Inn London Heathrow Terminal 2 and 3

3.5 out of 5
Heathrow T2, Hounslow, England
Fully refundableReserve now, pay when you stay
The price is AU$316 per night from 7 Apr to 8 Apr
AU$316
includes taxes & fees
7 Apr - 8 Apr
With a stay at Hilton Garden Inn London Heathrow Terminal 2 and 3 in Hounslow (Heathrow Villages), you'll be within a 15-minute drive of Windsor Castle and Thames ...
Hilton Garden Inn London Heathrow Terminal 2 and 3
Hyatt Place London Heathrow Airport

Hyatt Place London Heathrow Airport

4 out of 5
The Grove, Bath Road, West Drayton, England
Fully refundableReserve now, pay when you stay
The price is AU$177 per night from 31 Mar to 1 Apr
AU$177
includes taxes & fees
31 Mar - 1 Apr
With a stay at Hyatt Place London Heathrow Airport in West Drayton (Heathrow Villages), you'll be within a 15-minute drive of Windsor Castle and LEGOLAND® ...
Hyatt Place London Heathrow Airport
Sofitel London Heathrow

Sofitel London Heathrow

5 out of 5
Terminal 5, London Heathrow Airport, West Drayton, England
Fully refundableReserve now, pay when you stay
The price is AU$341 per night from 18 Mar to 19 Mar
AU$341
includes taxes & fees
18 Mar - 19 Mar
Located in West Drayton (Heathrow Villages), Sofitel London Heathrow is within a 10-minute drive of Magna Carta Monument and Airport Bowl.
Sofitel London Heathrow
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pentahotel Reading

pentahotel Reading

4 out of 5
Oxford Road, Reading, England
Fully refundableReserve now, pay when you stay
The price is AU$147 per night from 16 Mar to 17 Mar
AU$147
includes taxes & fees
16 Mar - 17 Mar
With a stay at pentahotel Reading, you'll be centrally located in Reading, steps from Broad Street Mall and within a 5-minute walk of Hexagon.
pentahotel Reading
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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.

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^Subject to availability and chosen travel dates.