50 Best Berkshire Apartments on Holiday Lettings - Vacation rentals

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351 Vacation rentals

8

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 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 $110 / night

$763 - $1,015 / week

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avg. 3 hours 42 minutes

from $110 / 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 $124 / night

$805 - $1,113 / week

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avg. 3 hours 42 minutes

from $124 / 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 $90 / night

$623 - $833 / week

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avg. 3 hours 42 minutes

from $90 / night

(27) 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 $189 / night

$1,323 / week

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avg. 1 hour 14 minutes

from $189 / night

36

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 $196 / night

$1,372 / week

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avg. 2 hours 24 minutes

from $196 / night

(39) 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 $161 / night

$1,127 / week

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Responds fast!
avg. 1 hour 14 minutes

from $161 / night

(13) Excellent 

Certificate of Excellence

21

Vacation home in Windsor

Windsor and Maidenhead / Windsor

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • 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

Certificate of Excellence

from $210 / night

$1,470 / week

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Responds fast!
avg. 3 hours 2 minutes

from $210 / 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 $119 / night

$777 / week

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from $119 / night

(8) Excellent 

Certificate of Excellence

26

Eton Vacation home rental

Windsor / Eton

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
Eton/Windsor Superb location. Forget the car. Bus or taxi from outside Windsor Castle to Legoland (2 miles). Trains to London Waterloo and London Paddington both within 4/5 minutes walk. In the heart of Eton High Street, 2 minutes walk to Windsor Castle or Eton College …see more

Certificate of Excellence

from $245 / night

$1,715 / week

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avg. 3 hours 2 minutes

from $245 / night

(2) Good 

11

Vacation home in Finchampstead

Wokingham / Finchampstead

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child 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 $129 / night

$903 - $1,113 / week

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Responds fast!
avg. 3 hours 42 minutes

from $129 / night

(6) Very Good 

Certificate of Excellence

12

Studio rental in Windsor with golf nearby

Windsor and Maidenhead / Windsor

Studio 2 5 nights min

  • Studio
  • Sleeps 2
  • 5 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

Certificate of Excellence

from $91 / night

$637 / week

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from $91 / 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 $126 / night

$763 - $1,015 / week

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avg. 3 hours 42 minutes

from $126 / night

(3) Very Good 

6

Vacation chalet in Finchampstead

Wokingham / Finchampstead

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
California Chalet & Touring Park is situated in the lovely village of Finchampsted, Berkshire. This two 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 L …see more

from $84 / night

$567 - $833 / week

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Responds fast!
avg. 3 hours 42 minutes

from $84 / night

(24) Excellent 

Certificate of Excellence

18

Vacation cottage rental

Newbury / Enborne

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • 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

Certificate of Excellence

from $91 / night

$616 / week

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from $91 / night

(4) Very Good 

11

Home rental in Windsor

Windsor and Maidenhead / Windsor

5 8 1 night min

  • 5 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden
Extensive and spacious living accomodation set in beautiful sourroundings An amazing Range master cooker, granite work top , full working kitchen with table and chairs , and a breakfast bar with stools. crockery and utensils ,all mod cons . Wooden flooring throughout …see more

from $420 / night

$2,940 / week

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from $420 / night

(3) Excellent 

8

Vacation apartment with golf nearby in Ascot

Windsor and Maidenhead / Ascot

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 85 mi
  • Child friendly
Quadrella Gardens is an impressive, modern apartment building located within mature gated grounds in Ascot in Berkshire. The Quadrella Gardens Apartments take their name from the horse racing term for a four Race Bet, known as a Quadrella. Every apartment at Quadrella …see more

from $114 / night

$1,169 / week

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from $114 / 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 $196 / night

$1,372 / week

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Responds fast!
avg. 1 hour 54 minutes

from $196 / 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 $105 / night

$735 - $1,750 / week

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from $105 / night

10

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 $84 / night

$567 - $833 / week

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Responds fast!
avg. 3 hours 42 minutes

from $84 / night

(4) 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 $224 / night

$1,568 / week

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Responds fast!
avg. 2 hours 24 minutes

from $224 / night

(7) Excellent 

16

Windsor Vacation apartment rental

Windsor and Maidenhead / Windsor

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
Superb, bright, modern, spacious 2 bedroom, 2 bathroom apartment with parking in gated development a short walk from Windsor town centre. Large entrance hall, modern luxury kitchen with built in dishwasher and washing machine, spacious lounge/diner with double doors …see more

from $210 / night

$1,119 - $1,680 / week

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from $210 / 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 $224 / night

$1,330 - $1,820 / week

Inquire View

from $224 / night

(6) Very Good 

Certificate of Excellence

29

Newbury Vacation apartment rental

Berkshire / Newbury

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Car not necessary
Beautifully furnished with 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 a …see more

Certificate of Excellence

from $196 / night

$1,372 / week

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Responds fast!
avg. 1 hour 54 minutes

from $196 / night

(12) Excellent 

24

Vacation cottage in Windsor

Windsor and Maidenhead / Windsor

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Private garden
Willow Cottage is a beautiful and unique self catered holiday cottage set in a rural village but only minutes away from Windsor in Berkshire and 15 minutes from Heathrow airport. The cottage is perfect for a couple wanting to spend a peaceful few days away or a family n …see more

from $203 / night

$1,568 - $1,673 / week

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Responds fast!
avg. 1 hour 36 minutes

from $203 / night

(1) Excellent 

38

Home rental in Maidenhead

Windsor and Maidenhead / Maidenhead

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
A brand new refurbished "Bijou Boutique Garden Studio with BBQ"... compact with everything you need, "It's fun, fabulous and beautiful!" are what guests are saying, set within the grounds of the main house amongst a gated front facing garden, lots of trees, it's own in …see more

from $154 / night

$1,078 / week

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Responds fast!
avg. 2 hours 44 minutes

from $154 / night

(14) Very Good 

Certificate of Excellence

23

Eton Vacation apartment rental

Windsor / Eton

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Car not necessary
A charming and characterful period two bedroom apartment on Eton High Street. 3 minutes walk to Windsor & Eton train station and fantastic shops, cafes restaurants gallerys and antique shops all within very easy reach. This lovely apartment matches modern living with o …see more

Certificate of Excellence

from $209 / night

$1,461 / week

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Responds fast!
avg. 3 hours 26 minutes

from $209 / night

18

Vacation apartment in Maidenhead

Windsor and Maidenhead / Maidenhead

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
An amazingly spacious executive double bedroom apartment in Maidenhead city centre. Fully serviced including all bills, linen, towels, weekly cleaning, free unlimited WiFi and free parking. 5 minutes walk from Maidenhead station. Suitable for up to 4 people - fully equ …see more

from $161 / night

$1,127 / week

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from $161 / night

(9) Excellent 

21

Vacation studio in Windsor

Windsor and Maidenhead / Windsor

Studio 4 2 nights min

  • Studio
  • Sleeps 4
  • 2 nights min
  • Child friendly
This fantastic recently refurbished contemporary garden studio is modest in size but is very well designed & equipped to provide great accommodation for up to 2 adults and 2 children. The open plan studios provide a king size bed and full size bunk beds with an ensuit …see more

from $203 / night

$1,421 / week

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Responds fast!
avg. 1 hour 36 minutes

from $203 / night

(2) Excellent 

12

Vacation apartment in Windsor

Windsor and Maidenhead / Windsor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • 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 $124 / night

$863 / week

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Responds fast!
avg. 2 hours 44 minutes

from $124 / 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 $420 / night

$2,800 / week

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Responds fast!
avg. 2 hours 38 minutes

from $420 / 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 $73 / night

$511 - $560 / week

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from $73 / night

(39) Excellent 

24

Ascot Vacation apartment rental

Windsor and Maidenhead / Ascot

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 110 mi
  • Child friendly
  • Car not necessary
Windsor Forest Court is a small and exclusive mews development situated in leafy Ascot, on the 18 hole private Mill Ride Golf Course, (ideal for a Golfing Holiday). The gated, converted stables are truly stunning and of historical interest, being built in the early 190 …see more

from $138 / night

$1,246 / week

Inquire View

from $138 / night

(15) Excellent 

Certificate of Excellence

26

Windsor Vacation lodge rental

Windsor and Maidenhead / Windsor

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Private garden
This beautiful contemporary Garden Lodge has been recently refurbished throughout and is located in the stunning countryside of Oakley Green, Windsor, Berkshire. It is located on our family small-holding called Willow Court Farm & is an absolutely perfect (simple and co …see more

Certificate of Excellence

from $273 / night

$1,911 / week

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Responds fast!
avg. 1 hour 36 minutes

from $273 / 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 $700 / night

$3,920 - $4,900 / week

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from $700 / night

(9) Excellent 

24

Vacation farmhouse in Padworth

Berkshire / Padworth

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Upper Lodge Farm is a fully furnished two bedroom house, elegantly decorated to capture the character and charm of a quaint English Farmhouse. The ground floor consists of a large fully fitted functional kitchen with an original working Aga, laundry facilities, separate …see more

from $196 / night

$1,274 / week

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from $196 / night

(1) Very Good 

11

Vacation apartment in Slough

Berkshire / Slough

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Car not necessary
A modern, stylish and fully furnished and equipped two bedroom, two bathroom apartment - the price includes weekly cleaning and linen change. The apartment is situated in central Slough, just opposite the mainline train link to London and close to all shops and amenitie …see more

from $182 / night

$1,176 / week

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from $182 / night

(12) Excellent 

16

Slough Vacation apartment rental

Berkshire / Slough

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
Rivington Apartments are in a new development in central Slough. The apartment is a 5 minute walk to the town centre with numerous shops, cafes and restaurants and Slough's Business Parks are within easy reach. The apartment is in an ideal location for commuters …see more

from $195 / night

$1,259 / week

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Responds fast!
avg. 3 hours 2 minutes

from $195 / night

17

Ascot Vacation home rental

Windsor and Maidenhead / Ascot

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
Our cosy and stylish Victorian home is situated in a classic residential setting on the outskirts of Ascot and close to Royal Windsor and Legoland. Only a few miles to the M4, M25 or the M3 and close to a main line Ascot to London Waterloo. Heathrow airport is only 30 m …see more

from $413 / night

$2,891 / week

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Responds fast!
avg. 2 hours 45 minutes

from $413 / night

(1) Excellent 

47

Vacation home rental

Berkshire / Cookham Dean

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $350 / night

$2,450 / week

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from $350 / night

(10) Very Good 

11

Vacation home in Cippenham

Slough / Cippenham

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Suitable for children age 5+
  • Private garden
Situated in a quiet neighbourhood,only 15 mins drive away from Heathrow airport. With 1 double,1 twin and 1 single bedroom,and plenty to see and do in the surrounding area it is an ideal house for families.An enclosed courtyard garden with seating - great for dining out …see more

from $100 / night

$700 / week

Inquire View

from $100 / night