50 Best Berkshire Apartments on Holiday Lettings - Vacation rentals

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391 Vacation rentals

(7) 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 $387 / night

$2,577 / week

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from $387 / 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 self-catering lets in a unique, peaceful and rural setting. Woodend is comprised of 9 en-suite rooms (2 kings, 6 doubles and 1 twin be …see more

from $1,160 / night

$8,116 / week

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from $1,160 / night

16

Home rental in Sunningdale

Windsor and Maidenhead / Sunningdale

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Nearest beach 110 mi
  • Child friendly
  • Pet friendly
Recently renovated 5-bed property with enclosed garden near to Ascot racecourse with good rail links nearby which can get you into central London in 20 minutes. Highlights include open plan kitchen/living/dinning area with 6m sliding doors to enclosed garden; steam roo …see more

from $451 / night

$2,682 / week

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Responds fast!
avg. 21 minutes

from $451 / night

(30) Excellent 

20

Vacation cottage in Waltham St Lawrence

Berkshire / Waltham St Lawrence

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • 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 $207 / night

$1,229 - $1,681 / week

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from $207 / 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 $161 / night

$1,095 / week

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from $161 / night

(12) 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 $644 / night

$3,607 / week

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from $644 / 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 $163 / night

$1,136 / week

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avg. 2 hours 41 minutes

from $163 / 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 $68 / night

$472 / week

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from $68 / night

18

Windsor Vacation apartment rental

Windsor and Maidenhead / Windsor

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Child friendly
Great location - just off Eton High Street and a stone's throw to Windsor town centre, the Castle and Windsor & Eton Riverside station. One bedroom apartment on the second floor of a very popular development of apartments and town houses with private allocated parking. …see more

from $123 / night

$841 / week

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avg. 2 hours 40 minutes

from $123 / night

11

Eton Vacation home rental

Windsor / Eton

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Private garden
Eton/Windsor 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, overlooking the river Thames , S …see more

from $128 / night

$896 / week

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from $128 / night

(1) Excellent 

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 $252 / night

$1,765 / week

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from $252 / night

(2) Excellent 

12

Vacation apartment rental

Windsor and Maidenhead / Windsor

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child friendly
A fabulous contemporary apartment tastefully decorated and ideally situated in the town centre. Superbly located, just two minutes walk to Windsor Castle and right in the centre of town for convenience to shops, cafes, restaurants, Theatre Royal and moments from Eton Co …see more

from $167 / night

$1,168 / week

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avg. 2 hours 20 minutes

from $167 / night

(6) Very Good 

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

from $181 / night

$1,263 / week

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avg. 2 hours 5 minutes

from $181 / 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 $182 / night

$1,272 / week

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avg. 2 hours 5 minutes

from $182 / night

34

Vacation townhouse in Windsor

Windsor and Maidenhead / Windsor

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
BRAND NEW! Bright & spacious Central Windsor Apartment in a superb location, on bustling street in centre of Windsor with pubs, restaurants, & shops mere steps away! Ideally located in the heart of historic Windsor Town Centre, surrounded by grade II listed buildings, …see more

from $166 / night

$1,159 / week

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from $166 / night

23

Windsor Vacation apartment rental

Windsor and Maidenhead / Windsor

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Car not necessary
Spacious two bedroom apartment with two bathrooms in this popular gated development of apartments just a short walk from Windsor Castle and shops. The property has a fully fitted kitchen with dishwasher and washer dryer. Two double bedrooms and two bathrooms, one with s …see more

from $115 / night

$767 - $1,353 / week

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from $115 / night

21

Vacation home in Sunninghill

Ascot / Sunninghill

4 9 2 nights min

  • 4 bedrooms
  • sleeps 9
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Beautiful 1886 Victorian Mansion set in five acres with heated swimming pool,tennis court,five a side ,basket ball,carp lake,decking,patio,parking for everybody. Baby grand piano,massive lawns ,electric gates,fabulous kitchen ,ice machine ,laundry,5 minute walk to Asco …see more

from $1,161 / night

$9,080 / week

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Responds fast!
avg. 2 hours 54 minutes

from $1,161 / night

(27) Excellent 

18

Vacation cottage rental

Newbury / Enborne

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 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

from $91 / night

$571 / week

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from $91 / night

5

Reading Vacation apartment rental

Berkshire / Reading

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
Welcome to Wayne & Lucy Serviced Apartment We provide luxurious and stylish serviced accommodation for both short and long term stays, our serviced accommodation can truly be your home away from home. Our apartments are well-equipped for all your business and lifestyle …see more

from $110 / night

$647 / week

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avg. 14 minutes

from $110 / night

7

Thatcham Vacation b&b rental

Berkshire / Thatcham

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden
Colthrop Manor is a privately run B&B offering traditional standard bed and breakfast accommodation in the lovely Georgian Manor house situated in the heart of the Berkshire countryside and just 10 minutes from J12 M4. A hidden treasure surrounded by rustic natural bea …see more

from $128 / night

$896 / week

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from $128 / night

9

Apartment rental in Slough

Berkshire / Slough

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min
  • Car not necessary
Westminster House has been newly renovated in October 2016. It's a fabulous 1 double bed modern apartment with a capacity for two people. It's suitable for all type of tenants and especially for professionals in Slough as it's easily accessible from most areas. There a …see more

from $107 / night

$827 / week

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from $107 / night

(1) Excellent 

14

Vacation home with tennis court in Newbury

Berkshire / Newbury

7 15 min stay varies

  • 7 bedrooms
  • sleeps 15
  • min stay varies
  • Swimming pool
  • Child friendly
This is a stunning, designer house sleeping 13-15 guests which is available for holiday or short let rental in a wonderful setting in one of the most desirable areas of England within easy reach of London and the South West, and Cotswolds. It is perfect for any family w …see more

from $1,422 / night

$5,818 - $10,679 / week

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from $1,422 / night

(3) 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 $161 / night

$870 - $1,024 / week

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Responds fast!
avg. 1 hour 16 minutes

from $161 / night

(16) Excellent 

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 $193 / night

$1,349 / week

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Responds fast!
avg. 3 hours 0 minutes

from $193 / night

(1) Very Good 

16

Vacation home in Windsor

Windsor and Maidenhead / Windsor

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Private garden
Lovely two bedroom cottage in the centre of Windsor with private off-road parking. Two bedrooms (one double one twin), new bathroom with shower over bath tub, combined living/dining room with leather sofas and flat screen TV. Small enclosed outside patio space a …see more

from $143 / night

$860 - $938 / week

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avg. 2 hours 40 minutes

from $143 / night

(3) Excellent 

4

Home rental in Eton

Windsor / Eton

4 6 min stay varies

  • 4 bedrooms
  • sleeps 6
  • min stay varies
  • 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 $709 / night

$4,960 / week

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from $709 / 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 $233 / night

$1,629 / week

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from $233 / 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 $161 / night

$870 - $1,024 / week

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avg. 1 hour 16 minutes

from $161 / night

(29) 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 $136 / night

$621 - $815 / week

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Responds fast!
avg. 2 hours 33 minutes

from $136 / night

(1) Excellent 

15

Vacation home in Shinfield

Reading / Shinfield

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly
  • Private garden
The Greenwich is a luxurious 3 bedroom town house located in a quiet setting in Shinfield Park Reading just off of M4 juction. This magnificent property boasts 3 spacious bedrooms each with en suite shower room. Bedroom 1 offers either a superking bed or 2 single beds …see more

from $188 / night

$1,317 / week

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avg. 2 hours 9 minutes

from $188 / night

7

Slough Vacation apartment rental

Berkshire / Slough

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Child friendly
luxury fully furnished flat in the heart of slough town centre with quick and easy transport links to Heathrow airport, Windsor and London All essentials provided for your stay, including; kitchenware, high quality linen, toiletries & essential cleaning products to ensu …see more

from $129 / night

$902 / week

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Responds fast!
avg. 5 minutes

from $129 / night

(1) Excellent 

43

Home rental in Windsor with golf nearby

Windsor and Maidenhead / Windsor

4 7 min stay varies

  • 4 bedrooms
  • sleeps 7
  • min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
Riverside,"Pixie Place", detached house, luxuriously furnished,, 4 bedrooms, it is located in Royal Borough of Windsor, West London, U.K. Royal Windsor is the first choice town for international tourists visiting the United Kingdom. We are pleased to offer for holiday …see more

from $209 / night

$1,417 - $2,917 / week

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avg. 1 hour 29 minutes

from $209 / night

(4) 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 $136 / night

$741 - $831 / week

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Responds fast!
avg. 1 hour 16 minutes

from $136 / night

(1) Excellent 

10

Apartment rental in Maidenhead

Windsor and Maidenhead / Maidenhead

1 3 5 nights min

  • 1 bedroom
  • sleeps 3
  • 5 nights min
  • Child friendly
  • Car not necessary
Brand new one large bedroom apartment in central Maidenhead.Just minutes walk to town centre, supermarkets, shops and station.Leisure centre with gym and swimming pool is just across the road (temporary membership is available). Absolutely ideal for travelling executive …see more

from $78 / night

$545 / week

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Responds fast!
avg. 29 minutes

from $78 / night

(16) Excellent 

18

Vacation cottage in Holyport

Windsor and Maidenhead / Holyport

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Private garden
Perfectly located in the village with two great pubs either end of the street who serve great food and beverages. The village is fantastically located for Windsor Castle, LEGOLAND, Bray ( The Fat Duck and The Waterside Inn)and London ( 19mins train ride). It has a sunli …see more

from $136 / night

$951 / week

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from $136 / 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 $129 / night

$902 / week

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Responds fast!
avg. 2 hours 41 minutes

from $129 / night

(2) Excellent 

10

Waltham St Lawrence Vacation home rental

Berkshire / Waltham St Lawrence

7 18 min stay varies

  • 7 bedrooms
  • sleeps 18
  • min stay varies
  • Child friendly
  • Private garden
Features & Details: 7 bedrooms (one is a games rooms at the top of the house) 4 bathrooms and cloakroom. Fully equipped kitchen with table for 18. Drawing room and sitting room, both with open fires. Dining room for 16 with open fire. Set in 4 acres. Table tennis, Croq …see more

from $1,417 / night

$5,797 - $12,186 / week

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from $1,417 / night

(3) Excellent 

7

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 $154 / night

$1,076 / week

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from $154 / 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 $137 / night

$707 - $941 / week

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avg. 1 hour 16 minutes

from $137 / night

(11) Very Good 

26

Eton Vacation home rental

Windsor / Eton

3 5 3 nights min

  • 3 bedrooms
  • sleeps 5
  • 3 nights min
  • 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

from $227 / night

$1,589 / week

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Responds fast!
avg. 2 hours 28 minutes

from $227 / night