Vacation rentals in Headley Down

155 available vacation rental offers

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Best vacation rentals and Airbnb offers in Headley Down

Cottage-Deluxe-Private Bathroom-Street View - Headley Down
10 ★ 12 reviews

Cottage-Deluxe-Private Bathroom-Street View

Cottage, Headley Down

Cottage-Deluxe-Private Bathroom-Street View is a cottage in Headley Down, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Cottage-Deluxe-Private Bathroom-Street View

Cottage-Deluxe-Private Bathroom-Street View is a cottage in Headley Down, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and fireplace.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £910.

From£130/night
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Guest Cabin in the Hampshire Woods - Headley Down
10 ★ 12 reviews

Guest Cabin in the Hampshire Woods

Cabin, Headley Down

Guest Cabin in the Hampshire Woods is a cabin in Headley Down, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Guest Cabin in the Hampshire Woods

Guest Cabin in the Hampshire Woods is a cabin in Headley Down, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets welcome, and kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £1,064.

From£152/night
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1 bedroom accommodation in Fernhurst - Headley Down
10 ★ 4 reviews

1 bedroom accommodation in Fernhurst

Cottage, Headley Down

1 bedroom accommodation in Fernhurst is a cottage in Headley Down, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 1 bedroom accommodation in Fernhurst

1 bedroom accommodation in Fernhurst is a cottage in Headley Down, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, spa bath, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £789.

From£113/night
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SANDROCK SPRINGS, pet friendly, character holiday cottage in Petworth - Headley Down
10 ★ 2 reviews

SANDROCK SPRINGS, pet friendly, character holiday cottage in Petworth

Cottage, Headley Down

SANDROCK SPRINGS, pet friendly, character holiday cottage in Petworth is a cottage in Headley Down, with pet-friendly space and parking. This stay gives travelers a comfortable base for…

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About SANDROCK SPRINGS, pet friendly, character holiday cottage in Petworth

SANDROCK SPRINGS, pet friendly, character holiday cottage in Petworth is a cottage in Headley Down, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets welcome, kids friendly, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £621.

From£89/night
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Family-friendly vacation rentals in Headley Down

Plan a trip with stays that give families more room to spread out.

Cartref - Headley Down
9.4 ★ 3 reviews

Cartref

Cottage, Headley Down

Cartref is a cottage in Headley Down, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About Cartref

Cartref is a cottage in Headley Down, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets welcome, and kids friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £910.

From£130/night
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Cosy holiday home in a quiet area of Midhurst, West Sussex. - Headley Down
9.2 ★ 25 reviews

Cosy holiday home in a quiet area of Midhurst, West Sussex.

Holiday Home, Headley Down

Cosy holiday home in a quiet area of Midhurst, West Sussex. is a holiday home in Headley Down, with pet-friendly space, parking, and a quieter setting. This stay gives travelers a…

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About Cosy holiday home in a quiet area of Midhurst, West Sussex.

Cosy holiday home in a quiet area of Midhurst, West Sussex. is a holiday home in Headley Down, with pet-friendly space, parking, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets welcome, kids friendly, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £750.

From£107/night
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4 The Clockhouse , Midhurst - sleeps 4 guests in 2 bedrooms - Headley Down
7.8 ★ 19 reviews

4 The Clockhouse , Midhurst - sleeps 4 guests in 2 bedrooms

Cottage, Headley Down

4 The Clockhouse , Midhurst - sleeps 4 guests in 2 bedrooms is a cottage in Headley Down, with parking and room for a group. This stay gives travelers a comfortable base for exploring the…

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About 4 The Clockhouse , Midhurst - sleeps 4 guests in 2 bedrooms

4 The Clockhouse , Midhurst - sleeps 4 guests in 2 bedrooms is a cottage in Headley Down, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: parking, free parking, washer, washing machine, and tv.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £725.

From£104/night
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Cartref - Headley Down
8.9 ★ 16 reviews

Cartref

Flat, Headley Down

Cartref is a flat in Headley Down, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

Read more

About Cartref

Cartref is a flat in Headley Down, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets welcome, and kids friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £898.

From£128/night
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Pet-friendly vacation rentals in Headley Down

Bring your pet along with stays that welcome four-legged travelers.

Cosy Rural Cabin With Ensuite without Pergola - Headley Down
10 ★ 8 reviews

Cosy Rural Cabin With Ensuite without Pergola

Cabin, Headley Down

Cosy Rural Cabin With Ensuite without Pergola is a cabin in Headley Down, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Cosy Rural Cabin With Ensuite without Pergola

Cosy Rural Cabin With Ensuite without Pergola is a cabin in Headley Down, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets welcome, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £967.

From£138/night
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Premium Central Apartment | Free Parking | WiFi - Headley Down
10 ★ 1 reviews

Premium Central Apartment | Free Parking | WiFi

Flat, Headley Down

Premium Central Apartment · Free Parking · WiFi is a flat in Headley Down, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Premium Central Apartment | Free Parking | WiFi

Premium Central Apartment · Free Parking · WiFi is a flat in Headley Down, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets welcome, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £827.

From£118/night
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Eglantine Country Cottage - Headley Down
9.6 ★ 5 reviews

Eglantine Country Cottage

Cottage, Headley Down

Eglantine Country Cottage is a cottage in Headley Down, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Eglantine Country Cottage

Eglantine Country Cottage is a cottage in Headley Down, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets welcome, and kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £945.

From£135/night
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Prestwick Byre - Headley Down

Prestwick Byre

Holiday Home, Headley Down

Prestwick Byre is a holiday home in Headley Down, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Prestwick Byre

Prestwick Byre is a holiday home in Headley Down, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets welcome, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £368.

From£53/night
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Vacation rentals with a pool in Headley Down

Add a pool to the search when you want an easy place to cool off between outings.

Beautiful 16th century house in national park 1 hr from London with small pool - Headley Down
10 ★ 11 reviews

Beautiful 16th century house in national park 1 hr from London with small pool

Holiday Home, Headley Down

Beautiful 16th century house in national park 1 hr from London with small pool is a holiday home in Headley Down, with pet-friendly space, pool access, and kitchen access. This stay gives…

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About Beautiful 16th century house in national park 1 hr from London with small pool

Beautiful 16th century house in national park 1 hr from London with small pool is a holiday home in Headley Down, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets welcome, and kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £4,285.

From£612/night
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A Countryside Retreat for All Generations - Headley Down
10 ★ 3 reviews

A Countryside Retreat for All Generations

Holiday Home, Headley Down

A Countryside Retreat for All Generations is a holiday home in Headley Down, with pet-friendly space, pool access, and a quieter setting. This stay gives travelers a comfortable base for…

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About A Countryside Retreat for All Generations

A Countryside Retreat for All Generations is a holiday home in Headley Down, with pet-friendly space, pool access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, pet friendly, and pets welcome.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £6,351.

From£907/night
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Beautiful S.Downs Cottage w/pool,tennis and a private gate leads onto the Downs. - Headley Down
9.8 ★ 19 reviews

Beautiful S.Downs Cottage w/pool,tennis and a private gate leads onto the Downs.

Cottage, Headley Down

Beautiful S.Downs Cottage w/pool,tennis and a private gate leads onto the Downs. is a cottage in Headley Down, with pool access and kitchen access. This stay gives travelers a comfortable…

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About Beautiful S.Downs Cottage w/pool,tennis and a private gate leads onto the Downs.

Beautiful S.Downs Cottage w/pool,tennis and a private gate leads onto the Downs. is a cottage in Headley Down, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, kids friendly, and child friendly videos or books.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £1,219.

From£174/night
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THE GRANARY, pet friendly, character holiday cottage in Petworth - Headley Down

THE GRANARY, pet friendly, character holiday cottage in Petworth

Holiday Home, Headley Down

THE GRANARY, pet friendly, character holiday cottage in Petworth is a holiday home in Headley Down, with pet-friendly space and pool access. This stay gives travelers a comfortable base for…

Read more

About THE GRANARY, pet friendly, character holiday cottage in Petworth

THE GRANARY, pet friendly, character holiday cottage in Petworth is a holiday home in Headley Down, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, pet friendly, pets welcome, and kids friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £1,239.

From£177/night
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Vacation rentals with parking in Headley Down

Find vacation rentals that make arriving by car easier.

The Old Stables by Inspire Stays dot com - a cottage that sleeps 4 guests in 2 bedrooms - Headley Down
10 ★ 32 reviews

The Old Stables by Inspire Stays dot com - a cottage that sleeps 4 guests in 2 bedrooms

Cottage, Headley Down

The Old Stables by Inspire Stays dot com - a cottage that sleeps 4 guests in 2 bedrooms is a cottage in Headley Down, with parking and room for a group. This stay gives travelers a…

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About The Old Stables by Inspire Stays dot com - a cottage that sleeps 4 guests in 2 bedrooms

The Old Stables by Inspire Stays dot com - a cottage that sleeps 4 guests in 2 bedrooms is a cottage in Headley Down, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: parking, free parking, washer, washing machine, and dryer.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £1,012.

From£145/night
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Idyllic Cottage in the heart of The South Downs - Headley Down
10 ★ 3 reviews

Idyllic Cottage in the heart of The South Downs

Cottage, Headley Down

Idyllic Cottage in the heart of The South Downs is a cottage in Headley Down, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Idyllic Cottage in the heart of The South Downs

Idyllic Cottage in the heart of The South Downs is a cottage in Headley Down, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £1,055.

From£151/night
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The Meadow at Selborne with lots of parking - Headley Down

The Meadow at Selborne with lots of parking

Flat, Headley Down

The Meadow at Selborne with lots of parking is a flat in Headley Down, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About The Meadow at Selborne with lots of parking

The Meadow at Selborne with lots of parking is a flat in Headley Down, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets welcome, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £722.

From£103/night
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Asperion Hotel - Headley Down
8.8 ★ 429 reviews

Asperion Hotel

Bed And Breakfast, Headley Down

Asperion Hotel is a bed and breakfast in Headley Down, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Asperion Hotel

Asperion Hotel is a bed and breakfast in Headley Down, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, and tv.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £840.

From£120/night
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Vacation rentals with a kitchen in Headley Down

Compare stays with kitchen access for longer trips and easier meals.

Central Apartment | Contractors & Families | WiFi - Headley Down
10 ★ 1 reviews

Central Apartment | Contractors & Families | WiFi

Flat, Headley Down

Central Apartment · Contractors & Families · WiFi is a flat in Headley Down, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Central Apartment | Contractors & Families | WiFi

Central Apartment · Contractors & Families · WiFi is a flat in Headley Down, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets welcome, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £881.

From£126/night
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Farthings - genuine Austen charm cottage & garden - Headley Down
9.6 ★ 19 reviews

Farthings - genuine Austen charm cottage & garden

Holiday Home, Headley Down

Farthings - genuine Austen charm cottage & garden is a holiday home in Headley Down, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Farthings - genuine Austen charm cottage & garden

Farthings - genuine Austen charm cottage & garden is a holiday home in Headley Down, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £1,204.

From£172/night
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'Chestnut' Yurt in West Sussex countryside - Headley Down
9 ★ 2 reviews

'Chestnut' Yurt in West Sussex countryside

Holiday Home, Headley Down

'Chestnut' Yurt in West Sussex countryside is a holiday home in Headley Down, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 'Chestnut' Yurt in West Sussex countryside

'Chestnut' Yurt in West Sussex countryside is a holiday home in Headley Down, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £1,249.

From£178/night
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1 Bed in Hindhead (oc-w34256) - Headley Down

1 Bed in Hindhead (oc-w34256)

Holiday Home, Headley Down

1 Bed in Hindhead (oc-w34256) is a holiday home in Headley Down, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About 1 Bed in Hindhead (oc-w34256)

1 Bed in Hindhead (oc-w34256) is a holiday home in Headley Down, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets welcome, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £802.

From£115/night
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