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Headley Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Headley vacation rentals

Garden
Northlands Farm & Lakes

Vacation Home in Chichester

4.0 star property
9.2 out of 10, Wonderful, (42)
"We really enjoyed our stay at Northlands The location was great being part of a working farm. Lovely lake and surrounding area"
United Kingdom
David
The price is ￥26,768
￥32,122 total
includes taxes & fees
Dec 11 - Dec 12
Northlands Farm & Lakes
Fridge, microwave, stovetop, electric kettle
Cosy 1 Bedroom Apartment Private Access in Guildford

Apartment in Guildford

10.0 out of 10, Exceptional, (1)
"Great communication from the host. Clean efficient accommodation. Bus close by to get in to Guildford town centre "
United Kingdom
Frances
The price is ￥16,819
￥22,218 total
includes taxes & fees
Dec 12 - Dec 13
Cosy 1 Bedroom Apartment Private Access in Guildford
Exterior
Perfect for walkers, Goodwood, National Trust, Short Stay

Vacation Home in Bramshott Chase

9.6 out of 10, Exceptional, (4)
"This little gem was a perfect place for us to stay visiting devils Punchbowl for mountain biking. Thank you "
United Kingdom
Corinne H.
The price is ￥17,753
￥23,152 total
includes taxes & fees
Dec 11 - Dec 12
Perfect for walkers, Goodwood, National Trust, Short Stay
Fridge, microwave, oven, stovetop
2 Bed - Sleeps 6 - Free Parking

Apartment in Bracknell

3.5 star property
10.0 out of 10, Exceptional, (1)
"Lovely apartment and had everything we needed. Good communication from the host. "
United Kingdom
Helen
The price is ￥14,604
￥29,983 total
includes taxes & fees
Dec 22 - Dec 23
2 Bed - Sleeps 6 - Free Parking
House | Terrace/patio
South Downs retreat house with parking

Vacation Home in Chichester

3.0 star property
8.0 out of 10, Very Good, (1)
South Downs retreat house with parking
Exterior
Cosy Rural Cabin With Ensuite

Cabin in Chawton

10.0 out of 10, Exceptional, (6)
"Brilliant location , helpful staff , nice place for the kids to have a run around and make friends "
United Kingdom
Jay S.
The price is ￥21,544
￥21,544 total
includes taxes & fees
Dec 14 - Dec 15
Cosy Rural Cabin With Ensuite
Marina
Guest Suite in Waterlooville

Apartment in Waterlooville

10.0 out of 10, Exceptional, (2)
"Arrive to meet host, showed around, clean tidy, perfect communication throughtout the stay. We did have a small issue through the stay and this was dealt with efficiently and promptly. We are looking to stay again in April we were that impressed. Tea and coffee were also provided and soap in the bathroom, this was an added bonus and very welcome. "
United Kingdom
Hannah P.
The price is ￥16,819
￥20,141 total
includes taxes & fees
Dec 11 - Dec 12
Guest Suite in Waterlooville
Interior
Aspen Leaves - Tranquil Shepherds Hut- Views of The South Downs National Park

Cabin in West Sussex

9.4 out of 10, Exceptional, (3)
"Great property! Only downside was no hot tub as described "
United Kingdom
Megan
The price is ￥18,459
￥18,459 total
includes taxes & fees
Dec 15 - Dec 16
Aspen Leaves - Tranquil Shepherds Hut- Views of The South Downs National Park
2 bedrooms, desk, iron/ironing board, WiFi
Central Apartment | Contractors & Families | WiFi

Apartment in Rushmoor District

10.0 out of 10, Exceptional, (1)
"Sehr schön Alles in der Nähe mitten in der Stadt"
Germany
Chaudhry J.
Central Apartment | Contractors & Families | WiFi
Exterior
Spacious Apartment, 6 Adults, Smart TV, WiFi

Apartment in Rushmoor District

10.0 out of 10, Exceptional, (1)
"Great communication. Nice clean tidy apartment. Cheap parking nearby. Would happily stop again. "
United Kingdom
Martin S.
Spacious Apartment, 6 Adults, Smart TV, WiFi
Property grounds
Escape in a Flash! Private motorhome in beautiful AONB

Vacation Home in Bosham

7.4 out of 10, Good, (3)
"Great place to stay overnight if looking for a place to stay for Goodwood. Great pubs locally and easy access in the morning"
United Kingdom
Andy G.
The price is ￥20,764
￥30,731 total
includes taxes & fees
Dec 11 - Dec 12
Escape in a Flash! Private motorhome in beautiful AONB
Property grounds
Beautiful Rural Barn - stunning interior

Vacation Home in Ockley

10.0 out of 10, Exceptional, (14)
"A gorgeous little barn which was perfect for a quiet, relaxing getaway. Love the location and easy walks out into the countryside. The barn is super clean with great facilities - couldn’t ask for any more. "
United Kingdom
Suzanne M.
The price is ￥27,657
￥30,979 total
includes taxes & fees
Dec 11 - Dec 12
Beautiful Rural Barn - stunning interior
Iron/ironing board, WiFi, bed sheets
Boxford Lodge, Boxford Lodge - Ground Floor Apartment close to Ascot, Windsor, Lapland.

Apartment in Bracknell

10.0 out of 10, Exceptional, (1)
"The place is very clean and well kept. The kitchen has everything you need, I would definitely recommend it!! The host is very kind and quick to respond!! "
United States
Mariana
The price is ￥23,162
￥32,506 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Boxford Lodge, Boxford Lodge - Ground Floor Apartment close to Ascot, Windsor, Lapland.
Apartment | 2 bedrooms, iron/ironing board, free WiFi, bed sheets
Oaklawn Serviced Apartments

Apartment in Woking

3.5 star property
9.6 out of 10, Exceptional, (10)
"Host is amazing ! "
United States
Erin
The price is ￥30,959
￥30,959 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Oaklawn Serviced Apartments
Lobby
Modern and Unique Fully Furnished City Centre 2Bed 2Bath Free Parking

Apartment in Berkshire

10.0 out of 10, Exceptional, (1)
"Very helpful with pre check in queries and adapting to specific needs . Informative and professional ."
United Kingdom
Emma P.
The price is ￥26,993
￥47,757 total
includes taxes & fees
Dec 12 - Dec 13
Modern and Unique Fully Furnished City Centre 2Bed 2Bath Free Parking
Beach
Badgers Cottage - a peaceful retreat in the South Downs

Vacation Home in Fittleworth

10.0 out of 10, Exceptional, (1)
"My bridesmaids and I stayed at Badgers Cottage on my wedding eve and they stayed on through the weekend. It was the perfect setting for getting ready on my wedding morning with lots of light and just a comfortable space.The outside area is gorgeous and the whole place is done to a very high standard. I only wish I'd had more time to relax and enjoy it!I did have a small booking issue going via VRBO with a discrepancy between what VRBO said I owed and the company said. VRBO sent me round in...
United Kingdom
sarah k.
The price is ￥37,624
￥101,213 total
includes taxes & fees
Dec 11 - Dec 12
Badgers Cottage - a peaceful retreat in the South Downs
Apartment, 1 Bedroom, Patio, Garden View | Living area | 42-inch Smart TV with digital channels, Netflix, streaming services
Rudley Ranch

Cabin in Waterlooville

2.5 star property
The price is ￥21,802
￥32,391 total
includes taxes & fees
Dec 11 - Dec 12
Rudley Ranch
Fridge, microwave, oven, stovetop
Bounty Suite Basingstoke

Apartment in Basingstoke

7.4 out of 10, Good, (3)
"Very pleased with the property. Our stay was brief, just needed a place for the night, so cannot comment on facilities or local area. We would have liked details of accessing the property a little sooner - we had to message to request them. Locating the key box was not quite as obvious as stated! But perfect for our needs. Thank you. "
United Kingdom
Gwyn B.
The price is ￥24,709
￥33,637 total
includes taxes & fees
Dec 26 - Dec 27
Bounty Suite Basingstoke
Fridge, microwave, oven, stovetop
Stunning Flat, Hi-Speed WiFi, 55 Inch 4K TV

Apartment in Rushmoor District

Stunning Flat, Hi-Speed WiFi, 55 Inch 4K TV
Private kitchen
Saxon Corner Emsworth 3bed BRAND NEW HOUSE

Vacation Home in Emsworth

10.0 out of 10, Exceptional, (2)
"Lovely clean house, with all the amenities supplied that are needed. Comfortable and easy to feel at home."
United Kingdom
Elaine W.
The price is ￥45,057
￥48,587 total
includes taxes & fees
Dec 17 - Dec 18
Saxon Corner Emsworth 3bed BRAND NEW HOUSE
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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Top Headley Hotel Reviews

voco Winchester Hotel & Spa by IHG

voco Winchester Hotel & Spa by IHG

10/10 Excellent
"Great"
Victoria 1-night trip
Posted 11 hours ago
voco Winchester Hotel & Spa by IHG

Find out more about Headley

Search for holiday rentals in Headley on Expedia! You can easily find your home rentals, villas, holiday apartments in Headley using one of the methods below:

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Look no further and take a look at our great range of rental properties in Headley!

Frequently asked questions

Can I find a vacation rental in Headley?

Yes, you can find vacation rentals near top attractions in Headley, or you can select a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Headley has to offer?

Northlands Farm & Lakes: This vacation home rental near Headley is located on a lake and has a private yard, an outdoor tennis court, and daily housekeeping to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What’s there to see and do in Headley?

Explore the area and family-friendly sights such as Birdworld, or get out into nature at a spot like Alice Holt Forest. In the larger area, you’ll find Old Thorns Golf Course and Liphook Golf Club.

What’s a vacation rental in Headley like?

Vacation rentals are privately owned properties you can book for a long or short time in Headley. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for small groups.