93+ Private Villas and Holiday Rentals in Headley |
Headley Holiday Rentals
Cottage
10.0Exceptional
(49 Reviews)
3 Bedrooms
1 Bath
5 Guests
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
US $372/Night
7 Nights - US $2,605
House
9.7Exceptional
(10 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
Air Conditioner
Internet
Security/Safety
US $143/Night
7 Nights - US $999
Apartment
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Internet
Child Friendly
US $306/Night
7 Nights - US $2,144
Apartment
9.7Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Balcony/Terrace
View
Pet Friendly- Parking
US $175/Night
7 Nights - US $1,227
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $247/Night
7 Nights - US $1,727
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Internet
US $157/Night
7 Nights - US $1,096
Apartment
6.0Good
(1 Review)
1 Bedroom
1 Bath
3 Guests
370 ft²
- Fireplace/Heating
- Internet
- Child Friendly
Laundry
US $179/Night
7 Nights - US $1,253
House
9 Bedrooms
7 Baths
18 Guests
Hot Tub- Fireplace/Heating
- Balcony/Terrace
Breakfast
US $2,430/Night
7 Nights - US $17,013
Luxury Holiday Rentals in Headley
Over 84+ Luxury Holiday Rentals in or Near Headley
Villa
5 Bedrooms
4 Baths
15 Guests
538.2 ft²
- Balcony/Terrace
- View
- Parking
- Internet
US $1,743/Night
7 Nights - US $12,198
Villa
9 Bedrooms
7 Baths
18 Guests
9999.67 ft²
- Hot Tub
- Balcony/Terrace
- View
- Parking
US $1,661/Night
7 Nights - US $11,628
House
5 Bedrooms
4 Baths
10 Guests
6771 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $1,049/Night
7 Nights - US $7,341
Hotel
- United Kingdom
- ·
- Box Hill
- 1.53 mi to center
9.4Exceptional
(55 Reviews)
1 Bath
- Hot Tub
Spa
Pool- Balcony/Terrace
US $636/Night
7 Nights - US $4,451
Cottage
- England
- ·
- Betchworth
- 1.19 mi to center
1 Bedroom
1 Bath
- Kitchen
- Parking
- Internet
- Security/Safety
US $631/Night
7 Nights - US $4,419
Apartment
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Child Friendly
- Laundry
- Security/Safety
US $363/Night
7 Nights - US $2,543
Apartment
- England
- ·
- Leatherhead
- 2.52 mi to center
1 Bedroom
1 Bath
- Parking
- Internet
- Child Friendly
- Laundry
US $336/Night
7 Nights - US $2,349
Apartment
- England
- ·
- Leatherhead
- 2.52 mi to center
1 Bedroom
1 Bath
- Parking
- Internet
- Child Friendly
- Laundry
US $336/Night
7 Nights - US $2,349
Apartment
- England
- ·
- Leatherhead
- 2.52 mi to center
1 Bedroom
1 Bath
- Parking
- Internet
- Child Friendly
- Laundry
US $336/Night
7 Nights - US $2,349
Top-Rated Holiday Rentals with a Pool in Headley
Over 4+ The Best Private Villas and Holiday Rentals in Headley with a Pool
Hotel
- United Kingdom
- ·
- Box Hill
- 0.58 mi to center
8.2Excellent
(700 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $89/Night
7 Nights - US $626
Hotel
- United Kingdom
- ·
- Box Hill
- 0.57 mi to center
8.0Excellent
(23 Reviews)
2 Baths
199.13 ft²
- Pool
- Balcony/Terrace
- View
- Breakfast
US $211/Night
7 Nights - US $1,479
Hotel
- United Kingdom
- ·
- Box Hill
- 0.58 mi to center
7.6Very Good
(1403 Reviews)
4 Baths
252.96 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- View
US $160/Night
7 Nights - US $1,122
Apartment
- United Kingdom
- ·
- Box Hill
- 0.57 mi to center
2.0Average
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
237 ft²
- Pool
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $161/Night
7 Nights - US $1,124
Pet-Friendly Holiday Rentals in Headley
Over 9+ Pet-Friendly Holiday Rentals in or Near Headley
House
3.3Average
(7 Reviews)
8 Bedrooms
8 Baths
22 Guests
10000 ft²
- Pet Friendly
- Kitchen
- Laundry
TV
US $1,343/Night
7 Nights - US $9,401
House
3 Bedrooms
2 Baths
6 Guests
1 ft²
- Pet Friendly
- Kitchen
- Laundry
- TV
US $382/Night
7 Nights - US $2,674
House
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $146/Night
7 Nights - US $1,020
Apartment
- England
- ·
- Leatherhead
- 2.91 mi to center
2 Bedrooms
1 Bath
4 Guests
818 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $304/Night
7 Nights - US $2,127
Hotel
8.6Fabulous
(367 Reviews)
1 Bath
193.75 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
US $148/Night
7 Nights - US $1,033
Apartment
- England
- ·
- Leatherhead
- 2.83 mi to center
2 Bedrooms
1 Bath
4 Guests
807 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $277/Night
7 Nights - US $1,936
Hotel
- England
- ·
- Betchworth
- 0.70 mi to center
8.3Excellent
(529 Reviews)
10 Baths
118.4 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $116/Night
7 Nights - US $812
Hotel
- England
- ·
- Leatherhead
- 2.45 mi to center
1 Bath
- Pet Friendly
- Parking
- Child Friendly
Wheelchair Accessible
US $71/Night
7 Nights - US $499
Large Holiday Rentals and Private Villas in Headley
Over 3+ Large Holiday Rentals and Private Villas in or Near Headley
House
9.0Exceptional
(2 Reviews)
5 Bedrooms
5 Baths
10 Guests
8999 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,964/Night
7 Nights - US $13,748
Apartment
- England
- ·
- Leatherhead
- 2.37 mi to center
9.5Exceptional
(42 Reviews)
3 Bedrooms
3 Baths
16 Guests
538.2 ft²
- Fireplace/Heating
- Internet
- Child Friendly
Accessibility
US $138/Night
7 Nights - US $963
Apartment
4.0Average
(1 Review)
5 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Internet
US $288/Night
7 Nights - US $2,017
Wheelchair Accessible Holiday Homes in Headley
Over 7+ Wheelchair Accessible Holiday Homes in or Near Headley
Apartment
- England
- ·
- Leatherhead
- 2.73 mi to center
2 Bedrooms
2 Baths
5 Guests
872 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Internet
US $307/Night
7 Nights - US $2,149
Hotel
9.0Exceptional
(1358 Reviews)
6 Baths
335.48 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
US $168/Night
7 Nights - US $1,176
Hotel
9.4Exceptional
(209 Reviews)
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
US $179/Night
7 Nights - US $1,253
Apartment
- England
- ·
- Leatherhead
- 2.70 mi to center
2 Bedrooms
2 Baths
5 Guests
785 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Internet
US $290/Night
7 Nights - US $2,030
Hotel
8.5Fabulous
(1675 Reviews)
3 Baths
204.51 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
US $117/Night
7 Nights - US $822
Hotel
9.0Exceptional
(993 Reviews)
1 Bath
- Balcony/Terrace
- Breakfast
- Kitchen
- Parking
US $103/Night
7 Nights - US $720
Hotel
- England
- ·
- Betchworth
- 0.67 mi to center
8.5Fabulous
(592 Reviews)
8 Baths
150.7 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Breakfast
US $214/Night
7 Nights - US $1,497
Headley Private Villas and Holiday Homes Under $200
Over 23+ Headley Private Villas and Holiday Homes Under $200
Cottage
- England
- ·
- Leatherhead
- 2.79 mi to center
9.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Internet
US $164/Night
7 Nights - US $1,149
Apartment
9.2Exceptional
(12 Reviews)
1 Bedroom
1 Bath
4 Guests
548.96 ft²
- Fireplace/Heating
- Parking
- Internet
- Child Friendly
US $162/Night
7 Nights - US $1,134
Hotel
9.2Exceptional
(183 Reviews)
1 Bath
- Balcony/Terrace
- Breakfast
- Internet
- Child Friendly
US $129/Night
7 Nights - US $900
Apartment
- England
- ·
- Leatherhead
- 2.29 mi to center
5.0Average
(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Child Friendly
US $167/Night
7 Nights - US $1,166
House
8.8Fabulous
(20 Reviews)
4 Bedrooms
4 Baths
6 Guests
142.62 ft²
- Fireplace/Heating
- Parking
- Internet
- Child Friendly
US $68/Night
7 Nights - US $473
Apartment
- England
- ·
- Leatherhead
- 2.38 mi to center
1.0Average
(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Child Friendly
US $184/Night
7 Nights - US $1,290
Apartment
- England
- ·
- Leatherhead
- 2.50 mi to center
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Internet
- Child Friendly
- Laundry
US $169/Night
7 Nights - US $1,186
Apartment
- Leatherhead
- ·
- Fetcham
- 0.85 mi to center
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Internet
- Child Friendly
US $130/Night
7 Nights - US $910
Apartment
- England
- ·
- Leatherhead
- 2.44 mi to center
1 Bedroom
1 Bath
2 Guests
495 ft²
- Child Friendly
- Security/Safety
US $196/Night
7 Nights - US $1,373
Instantly Bookable Holiday Homes in Headley
Over 24+ Instantly Bookable Holiday Homes in or Near Headley
House
- England
- ·
- Betchworth
- 0.86 mi to center
2 Bedrooms
1 Bath
4 Guests
1130 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Internet
US $271/Night
7 Nights - US $1,894
Apartment
- England
- ·
- Leatherhead
- 2.32 mi to center
5.0Average
(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Child Friendly
US $233/Night
7 Nights - US $1,631
Apartment
4 Bedrooms
3 Baths
8 Guests
- Child Friendly
Bedding/Linens- Security/Safety
US $512/Night
7 Nights - US $3,585
Apartment
4 Bedrooms
2 Baths
8 Guests
2000 ft²
- Fireplace/Heating
- Kitchen
- Internet
- Child Friendly
US $480/Night
7 Nights - US $3,362
Apartment
4 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Internet
US $299/Night
7 Nights - US $2,090
Apartment
- England
- ·
- Leatherhead
- 2.41 mi to center
2 Bedrooms
2 Baths
2 Guests
667 ft²
- Child Friendly
- Security/Safety
US $267/Night
7 Nights - US $1,872
Apartment
- England
- ·
- Leatherhead
- 2.57 mi to center
2 Bedrooms
2 Baths
2 Guests
839 ft²
- Child Friendly
- Security/Safety
US $257/Night
7 Nights - US $1,799
Apartment
- England
- ·
- Leatherhead
- 2.42 mi to center
2 Bedrooms
2 Baths
2 Guests
915 ft²
- Child Friendly
- Security/Safety
US $253/Night
7 Nights - US $1,770
Apartment
- England
- ·
- Leatherhead
- 2.24 mi to center
2 Bedrooms
2 Baths
2 Guests
667 ft²
- Internet
- Child Friendly
- Security/Safety
US $249/Night
7 Nights - US $1,743
Book a Last Minute Place to Stay in Headley
About Casai's Private Villas and Holiday Rentals in Headley
Discover more than 93 vacation rentals available in Headley. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Headley.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Headley, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Headley. On average, places to stay near Headley offer 1309.28 ft², with nightly prices averaging US $323.
With Casai, finding and comparing holiday rentals in Headley is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Headley
| Type | Count |
|---|---|
| Holiday Apartments | 60 |
| Vacation Homes | 12 |
| Cottages | 3 |
| Villas | 2 |
Use these Quick Filters to Find a Holiday Rental in Headley
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Headley.
Weather in Headley, GB
View the weather forecast for Headley before booking your Headley Vacation Rentals to confirm your best time to go.
December - February
High 43°F Low 32°F
March - May
High 61°F Low 36°F
June - August
High 63°F Low 48°F
September - November
High 58°F Low 35°F
Frequently Asked Questions About Headley?
What are the top holiday rentals in Headley?
With numerous options available in Headley, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Headley:
- Beautiful Victorian cottage in Ashtead easy access to London set in countryside
- Modern Serenity in Langley Vale
- Cozy Maisonette in Langley Vale
- Newly renovated flat in Ahsteadnn
- Westleigh
- Highway Cottage - Mickleham
- Cozy Maisonette in Langley Vale
- Roomspace Serviced Apartments - Swan House
- The Lodge at Kingswood
- Beaverbrook
Which holiday homes in Headley are best for families?
If you're searching for a family-friendly holiday home in Headley, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Headley:
- Central Tadworth Flat - Split- level 2BDR
- Premium 2-Bedroom Apartment, Leatherhead, Sleeps 4
- Flat 7 Leatherhead
How many Casai.com holiday rentals are available in Headley?
As of 2026, Casai boasts over 93 properties listed in the Headley area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Headley.
People Also Ask
Finding the best prices in Headley
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