50 Best Vacation Rentals in Berkshire - Holiday Lettings - Cabins

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Berkshire

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192 Vacation rentals

(42) Excellent 

28

Vacation cottage in Windsor

Windsor and Maidenhead / Windsor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
This beautiful unique 18th century cottage retains its original character combined with 21st century facilities and five star amenities. An open plan ground floor style makes it ideal for families and entertaining. The kitchen leads onto a secure rear garden with outs …see more

from $153 / night

$1,070 / week

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Responds fast!
avg. 2 hours 9 minutes

from $153 / night

(3) Excellent 

5

Vacation home in Eton

Windsor / Eton

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
A superb, modern townhouse in an excellent location, within walking distance of Windsor Castle, the River Thames and Eton College. Walking distance to a mainline station with direct access to Central London and within 15 minutes drive of LEGOLAND, Thorpe Park and Royal …see more

from $399 / night

$2,654 / week

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from $399 / night

(10) Very Good 

25

Old Windsor Vacation cottage rental

Windsor / Old Windsor

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
The old wharf cottage is a beautiful thatched riverside retreat nestled between two islands on the picturesque banks of the River Thames. Situated minutes from the historic town of Windsor and Eton as well as 40 minutes from the attractions of central London. Watch the …see more

from $665 / night

$3,720 - $4,651 / week

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from $665 / night

31

Studio rental in Old Windsor

Windsor / Old Windsor

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
The Little Hideaway is a romantic and rather magical studio, which makes the perfect getaway. This charming and newly finished two storey property is on a private estate once owned by King Henry 8th. This old estate sits on nine acres and lies directly opposite the ma …see more

from $213 / night

$1,488 / week

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from $213 / night

(10) Excellent 

15

Apartment rental in Maidenhead Riverside with shared pool

Maidenhead / Maidenhead Riverside

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
New, spacious, sunny apartment in the leafy Riverside area of Maidenhead. Located in a quiet cul-de-sac, on the first floor, with Private Entrance and Off-street Parking. Ideal for runners and walkers, with direct access to the beautiful Thames Path. Walking distance …see more

from $70 / night

$485 - $532 / week

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from $70 / night

(2) Excellent 

12

Vacation apartment in Windsor

Windsor and Maidenhead / Windsor

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Car not necessary
1 bedroom apartment located in central Windsor. Only a two-minute walk from Windsor Castle, The Long Walk and Windsor's restaurants and shops or just a 10-minute travel to Legoland! The apartment is 35m2 and consists of one double bedroom, open plan kitchen/living are …see more

from $117 / night

$819 / week

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from $117 / night

(7) Excellent 

8

Vacation home in Cookham

Windsor and Maidenhead / Cookham

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Private garden
Our little chocolate box cottage is newly refurbished with an open plan living room and kitchen, open fire, Freeview TV, Wifi and a small private cottage garden to the front. Cookham is a beautiful bustling typical English village with all the amenities and many lovely …see more

from $166 / night

$997 / week

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Responds fast!
avg. 2 hours 52 minutes

from $166 / night

16

Vacation home in Finchampstead

Wokingham / Finchampstead

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
California Chalet & Touring Park is situated in the lovely village of Finchampstead, Berkshire. Our contemporary, luxury 3-bedroom chalets and log cabins are located in the beautiful county of Berkshire, in the rural village of Finchampstead on the outskirts of Wokingha …see more

from $120 / night

$724 - $962 / week

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from $120 / night

23

Maidenhead Vacation home rental

Windsor and Maidenhead / Maidenhead

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
* Bijou Boutique Studio & Garden *Compact and quiet with everything you need a " Gorgeous little haven, perfect peaceful and luxurious!” are what guests are saying! Set within the grounds of the main house amongst a gated front facing garden with lots of trees and it' …see more

from $166 / night

$1,163 / week

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Responds fast!
avg. 2 hours 46 minutes

from $166 / night

(25) Excellent 

18

Vacation cottage rental

Newbury / Enborne

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Attached single storey cottage in very quiet rural position only 2 miles from town centre Two bedrooms each with power showers, one twin, one double Central heating throughout. Sitting room with dining area and fully equipped kitchen. Patio overlooking the courtyard Mi …see more

from $87 / night

$585 / week

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from $87 / night

5

Vacation home in Eton

Windsor / Eton

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
A 2 bedroom townhouse superbly located in Eton, next to the pedestrian bridge by the side of the River Thames that links Eton and Windsor. A kitchen/dining room on the ground floor with cloakroom, 2 ensuite bedrooms on the first floor, a living room with separate media …see more

from $333 / night

$1,993 / week

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from $333 / night

(2) Excellent 

47

Vacation home rental

Berkshire / Cookham Dean

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
A beautiful thatched four bedroomed family home located in the heart of enchanting Cookham Dean. The home has been newly refurbished to ensure maximum comfort & relaxation. On Summer evenings you can sit in the garden & enjoy the views over the Countryside, on winter ev …see more

from $432 / night

$2,923 / week

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from $432 / night

14

Finchampstead Vacation log cabin rental

Wokingham / Finchampstead

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Pet friendly
California Chalet & Touring Park is situated in the lovely village of Finchampsted, Berkshire. This three bedroom chalet is located in a beautiful woodland setting. This is an ideal location for visiting Berkshire and Hampshire. With easy access to London, Windsor, Lego …see more

from $123 / night

$857 - $1,057 / week

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from $123 / night

(29) Excellent 

22

Vacation home in Windsor

Windsor and Maidenhead / Windsor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
This charming detached Grade ll listed 16th Century cottage offers an abundance of beautiful character features. Nestled behind secure gates, in mature gardens in this charming Buckinghamshire village. It retains its original character combined with 21st century facili …see more

from $180 / night

$1,256 / week

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Responds fast!
avg. 2 hours 9 minutes

from $180 / night

22

Vacation guest house with golf nearby in Cookham Dean

Berkshire / Cookham Dean

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
A Pretty little Thatched Guesthouse with its own private garden & and off road parking. The accommodation comprises of an open plan kitchen with a breakfast bar & a spacious lounge. The kitchen has all the main appliances & the lounge has good quality sofa bed should yo …see more

from $147 / night

$930 / week

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from $147 / night

14

Home rental in Finchampstead with shared pool

Wokingham / Finchampstead

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly
California Chalet & Touring Park is situated in the lovely village of Finchampsted, Berkshire.Our contemporary, luxury 2 bedroom chalets and log cabins are located in the beautiful county of Berkshire, in the rural village of Finchampstead on the outskirts of Wokingha …see more

from $117 / night

$631 - $791 / week

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from $117 / night

(28) Excellent 

20

Vacation cottage in Waltham St Lawrence

Berkshire / Waltham St Lawrence

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 0 mi
  • Child friendly
This beautifully restored Wheelwrights has been transformed into a contemporary 2 bedroom, (one kingsize bed. One twin beds) 2 bathroom cottage with all the luxuries of a modern home, and yet maintaining its original oak beams, vaulted ceilings and light gallery. Thi …see more

from $213 / night

$1,263 - $1,728 / week

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from $213 / night

(15) Excellent 

8

Lambourn Vacation b&b rental

Berkshire / Lambourne

9 18 1 night min

  • 9 bedrooms
  • Sleeps 18
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden
WOODEND ACCOMMODATION is located within the heart of Sheepdrove Organic Farm just a few paces from our Eco Centre and is available for bed and breakfast or for self-catering lets in a unique, peaceful and rural setting. Woodend is comprised of 9 en-suite rooms (2 kings …see more

from $1,196 / night

$8,371 / week

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from $1,196 / night

12

Vacation apartment rental

Windsor and Maidenhead / Windsor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
Spacious apartment on the second floor of this executive apartment block. Electric gates to private parking area. Two bedrooms and two bathrooms. Master bedroom is ensuite, second bedroom has twin beds. Large kitchen with all modern appliances including washer-dryer, …see more

from $133 / night

$864 - $1,023 / week

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Responds fast!
avg. 3 hours 58 minutes

from $133 / night

(6) Very Good 

12

Studio rental in Windsor with golf nearby

Windsor and Maidenhead / Windsor

Studio 2 4 nights min

  • Studio
  • Sleeps 2
  • 4 nights min
  • Child friendly
  • Car not necessary
  • Private garden
Sleeping one or two with a single or twin beds, which may form a double; this studio apartment in Datchet, near Windsor, is available to rent weekly or longer for business or holiday lets. It is fully equipped for one or two people, with all towels, T-towels and bed li …see more

from $87 / night

$698 / week

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Responds fast!
avg. 3 hours 46 minutes

from $87 / night

(1) Very Good 

17

Vacation home in Finchampstead

Wokingham / Finchampstead

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
California Chalet & Touring Park is situated in the lovely village of Finchampstead, Berkshire. Our contemporary, luxury 3-bedroom chalets and log cabins are located in the beautiful county of Berkshire, in the rural village of Finchampstead on the outskirts of Wokingha …see more

from $117 / night

$764 - $1,057 / week

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from $117 / night

(2) Excellent 

12

Vacation apartment in Windsor

Windsor and Maidenhead / Windsor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
A stylish two bedroom apartment superbly located just off Windsor's main High Street in an attractive Courtyard building with private off-road parking for one car. This super newly refurbished modern apartment has a new kitchen with granite worktops, a breakfast bar. Wo …see more

from $147 / night

$930 - $1,023 / week

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Responds fast!
avg. 3 hours 58 minutes

from $147 / night

4

Vacation apartment rental

Windsor and Maidenhead / Windsor

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
A wonderful penthouse apartment in the very heart of the town centre and moments from Windsor Castle and the stunning Long Walk. Ideally placed to take advantage of the excellent range of shops, bars and restaurants that Windsor has to offer. Two train stations provide …see more

from $259 / night

$1,814 / week

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Responds fast!
avg. 3 hours 15 minutes

from $259 / night

(3) Very Good 

14

Old Windsor Vacation studio rental

Windsor / Old Windsor

Studio 3 1 night min

  • Studio
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Car not necessary
My studio apartment is in a beautiful Victorian building with lots of character. 10 minute walk to Windsor town and the Castle makes this a lovely central spot to discover Windsor and the surrounding areas. You’ll love my place because of the high ceilings, the location …see more

from $147 / night

$1,023 / week

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Responds fast!
avg. 55 minutes

from $147 / night

8

Newbury Vacation apartment rental

Berkshire / Newbury

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
Modern spacious living room with lot of natural light, to make yourself at home away from home. Featuring a fully equipped kitchen and furnished throughout, this apartment offer an ideal living space for professionals and families This executive apartment situated jus …see more

from $186 / night

$1,302 / week

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Responds fast!
avg. 1 hour 55 minutes

from $186 / night

(24) Very Good 

Certificate of Excellence

17

Vacation apartment in Windsor

Windsor and Maidenhead / Windsor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
Manor View is a cosy and comfortable self-catering holiday apartment in Windsor, Berkshire, providing accommodation for up to 4 people (and a baby) in 2 bedrooms. The property is attractively situated on the top floor of a purpose built apartment block, tucked away in t …see more

Certificate of Excellence

from $140 / night

$638 - $817 / week

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Responds fast!
avg. 1 hour 59 minutes

from $140 / night

14

Home rental in Finchampstead with shared pool

Wokingham / Finchampstead

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
California Chalet & Touring Park is situated in the lovely village of Finchampstead, Berkshire. Our contemporary, luxury 2-bedroom chalets and log cabins are located in the beautiful county of Berkshire, in the rural village of Finchampstead on the outskirts of Wokingha …see more

from $108 / night

$592 - $791 / week

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from $108 / night

(3) Excellent 

4

Home rental in Eton

Windsor / Eton

4 6 3 nights min

  • 4 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Private garden
Unique former Eton boathouse directly on the River Thames, totally remodelled with charm and style. Steps to Eton College boarding school and Windsor castle. Easy access to London and LHR, Legoland and many other amazing attractions. Chill by the river or run around …see more

from $731 / night

$5,116 / week

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from $731 / night

17

Vacation log cabin in Finchampstead

Wokingham / Finchampstead

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly
California Chalet & Touring Park is situated in the lovely village of Finchampstead, Berkshire. Our contemporary, luxury 3-bedroom chalets and log cabins are located in the beautiful county of Berkshire, in the rural village of Finchampstead on the outskirts of Wokingh …see more

from $140 / night

$724 - $964 / week

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from $140 / night

13

Vacation apartment in Windsor

Windsor and Maidenhead / Windsor

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
A delightful and luxurious interior designed apartment situated in a new high class development in central Windsor. Ideally placed to take advantage of the excellent range of shops, bars and restaurants that Windsor has to offer. Two train stations provide links to Lon …see more

from $240 / night

$1,674 / week

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Responds fast!
avg. 3 hours 15 minutes

from $240 / night

(2) Excellent 

35

Eton Vacation townhouse rental

Berkshire / Eton

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly
A three storey town house in the popular Kingstable Street development with private off road parking for one car. This location is superb - literally three minutes walk to Windsor & Eton Bridge and the train station at Riverside. This property has three good size double …see more

from $326 / night

$1,694 - $2,392 / week

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Responds fast!
avg. 3 hours 58 minutes

from $326 / night

(14) Excellent 

25

Wokingham Vacation home rental

Berkshire / Wokingham

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 120 mi
  • Car not necessary
Kings House is a newly renovated Grade II listed building located in the heart of Wokingham and only a short walk from the station with direct rail links to London, Gatwick and Reading. The property is a two-storey, spacious town house with a new, well equipped kitchen …see more

from $186 / night

$1,063 - $1,435 / week

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Responds fast!
avg. 1 hour 27 minutes

from $186 / night

(1) Excellent 

8

Maidenhead Riverside Vacation cottage rental

Maidenhead / Maidenhead Riverside

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Child friendly
  • Pet friendly
Modern, comfortable fully equipped one bedroom cottage. Suitable for short to medium term lets. Sleeps 2, (plus child on sofa bed). Tastefully converted stable, looking out onto fields and lakes. Off street parking, free wifi, laundry. Weekly service included in price. …see more

from $100 / night

$698 - $864 / week

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from $100 / night

(5) Excellent 

33

Old Windsor Vacation cottage rental

Windsor / Old Windsor

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly
The Victorian Lodge (1876) is a charming and quintessentially English country cottage on a private estate once owned by King Henry 8th. It sits at the entrance of a long driveway leading to the Little Dower House, the enchanting home where the owners of the Lodge live. …see more

from $213 / night

$1,488 / week

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from $213 / night

19

Apartment rental in Windsor

Windsor and Maidenhead / Windsor

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
A character two bedroom apartment with direct views of Windsor Castle in the heart of the town center. Just a 1 minute walk from the castle and 3 minutes from Eton. Ideally placed to take advantage of the excellent range of shops, bars and restaurants that Windsor has …see more

from $279 / night

$1,953 / week

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Responds fast!
avg. 3 hours 15 minutes

from $279 / night

33

Vacation home with golf nearby in Wraysbury

Windsor and Maidenhead / Wraysbury

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly
Here is a opportunity to stay in our huge modern & comfortable Lake View house. With Fantastic commuting connections to Windsor, London and all surrounding areas. 3 large reception rooms, 2 modern high spec kitchens with modern furnishings throughout. T3 huge reception …see more

from $266 / night

$1,860 / week

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from $266 / night

19

Binfield Vacation apartment rental

Berkshire / Binfield

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Pet friendly
  • Private garden
Beautiful annexe to our country home. Peaceful, rural location but only 10 minute drive to Bracknell and Twyford main line stations. The annexe is completely self-contained with its own front door. Set within 6 acres of private gardens with use of pool in summer it is …see more

from $166 / night

$1,130 / week

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from $166 / night

(15) Excellent 

21

Vacation home in Windsor

Windsor and Maidenhead / Windsor

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Private garden
Eton/Windsor In the heart of Eton High Street, 2 minutes walk to Windsor Castle or Eton College. A unique opportunity to holiday in a 400 year old, grade 2 listed cottage, exposed beams. Boutique accommodation. Bespoke fitted kitchen, Neff appliances and double oven Bri …see more

from $233 / night

$1,628 / week

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Responds fast!
avg. 2 hours 11 minutes

from $233 / night

(2) Good 

19

Vacation home in Finchampstead

Wokingham / Finchampstead

3 9 3 nights min

  • 3 bedrooms
  • Sleeps 9
  • 3 nights min
  • Swimming pool
  • Child friendly
California Chalet & Touring Park is situated in the lovely village of Finchampstead, Berkshire. Our contemporary, luxury 3-bedroom chalets and log cabins are located in the beautiful county of Berkshire, in the rural village of Finchampstead on the outskirts of Wokingha …see more

from $233 / night

$1,096 - $1,342 / week

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from $233 / night

(3) Very Good 

Certificate of Excellence

14

Vacation chalet with shared pool in Finchampstead

Wokingham / Finchampstead

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
California Chalet & Touring Park is situated in the lovely village of Finchampstead, Berkshire. Our contemporary, luxury 2-bedroom chalets and log cabins are located in the beautiful county of Berkshire, in the rural village of Finchampstead on the outskirts of Wokingha …see more

Certificate of Excellence

from $113 / night

$592 - $791 / week

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from $113 / night