50 Best Berkshire Apartments on Holiday Lettings - Vacation rentals

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353 Vacation rentals

(43) 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 $147 / night

$1,027 / week

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avg. 1 hour 12 minutes

from $147 / night

(30) 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 $173 / night

$1,205 / week

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avg. 1 hour 11 minutes

from $173 / night

(26) 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 $83 / night

$560 / week

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from $83 / 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 $67 / night

$466 - $510 / week

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from $67 / night

(28) Very Good 

Certificate of Excellence

17

Vacation apartment in Windsor

Windsor and Maidenhead / Windsor

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • 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 $134 / night

$613 - $785 / week

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avg. 1 hour 39 minutes

from $134 / night

15

Vacation home in Shinfield

Reading / Shinfield

3 6 3 nights min

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

from $192 / night

$1,052 - $1,588 / week

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avg. 1 hour 19 minutes

from $192 / night

(4) 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 $383 / night

$2,551 / week

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from $383 / 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 $192 / night

$1,019 - $1,274 / week

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from $192 / night

(28) 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 $204 / night

$1,212 - $1,658 / week

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from $204 / 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 $319 / night

$1,913 / week

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from $319 / night

(1) 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 $165 / night

$1,153 / week

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Responds fast!
avg. 58 minutes

from $165 / 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 $96 / night

$670 - $829 / week

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from $96 / 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 $638 / night

$3,571 - $4,464 / week

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from $638 / 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 $230 / night

$1,609 / week

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from $230 / 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 $249 / night

$1,743 / week

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from $249 / night

(2) Excellent 

49

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 $377 / night

$2,806 / week

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Responds fast!
avg. 3 hours 41 minutes

from $377 / night

(1) Excellent 

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 $141 / night

$893 / week

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Responds fast!
avg. 3 hours 41 minutes

from $141 / night

(3) Excellent 

33

Vacation home with golf nearby in Wraysbury

Windsor and Maidenhead / Wraysbury

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • 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 $306 / night

$2,143 / week

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avg. 2 hours 10 minutes

from $306 / night

(18) 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 $224 / night

$1,563 / week

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Responds fast!
avg. 2 hours 31 minutes

from $224 / 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 $118 / night

$823 - $1,014 / week

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avg. 1 hour 51 minutes

from $118 / night

(16) Excellent 

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

from $294 / night

$2,054 / week

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Responds fast!
avg. 1 hour 36 minutes

from $294 / night

4

Vacation apartment in Slough

Berkshire / Slough

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min
  • Child friendly
We are in Slough which is few minutes drive from Heathrow airport. It's easily accessible from M25, M4 and M40. There is also a train station on a few minutes walk which straight goes to central London. It's an ideal local for holiday goers and equally professional peo …see more

from $136 / night

$817 / week

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from $136 / night

(2) Good 

20

Vacation apartment in Slough

Berkshire / Slough

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child friendly
Mercury House Penthouse Apartment offers luxury accommodation in Slough. The apartment has a superb location, just 900 yards from Slough train station. Guests also benefit from an on-site parking space. A homely, yet modern apartment comprising of a living area, dining …see more

from $155 / night

$1,026 - $1,222 / week

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from $155 / night

4

Vacation apartment in Slough

Berkshire / Slough

1 2 5 nights min

  • 1 bedroom
  • sleeps 2
  • 5 nights min
  • Child friendly
We are in Slough which is few minutes drive from Heathrow airport. It's easily accessible from M25, M4 and M40. There is also a train station on a few minutes walk which straight goes to central London. It's an ideal local for holiday goers and equally professional peo …see more

from $85 / night

$590 / week

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from $85 / 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 $179 / night

$1,021 - $1,378 / week

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Responds fast!
avg. 1 hour 39 minutes

from $179 / 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 $160 / night

$1,084 / week

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from $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 $479 / night

$2,655 / week

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from $479 / 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 $243 / night

$1,696 / week

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from $243 / 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 $134 / night

$693 - $922 / week

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Responds fast!
avg. 1 hour 52 minutes

from $134 / night

15

Caversham Vacation apartment rental

Reading / Caversham

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
The Kennet Apartments are conveniently situated in Reading town centre. This secure residence offer's our visitors an exclusive and comfortable stay. Apartments are fully-furnished to a high standard with parking, HD TV and free Wi-Fi. The living areas are spacious an …see more

from $192 / night

$1,339 / week

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from $192 / 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 $141 / night

$982 / week

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Responds fast!
avg. 2 hours 46 minutes

from $141 / night

(8) Very Good 

37

Vacation cottage rental

Windsor / Old Windsor

4 12 2 nights min

  • 4 bedrooms
  • sleeps 12
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Chateau Gato is a tranquil riverside haven nestled on a secluded leafy bend of the River Thames in Wraysbury. Minutes from the historic town of Windsor and the academic town of Eton. Chateau Gato provides the perfect retreat with a homely and charming atmosphere, a pea …see more

from $804 / night

$4,336 - $7,193 / week

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Responds fast!
avg. 3 hours 1 minutes

from $804 / night

44

Apartment rental in Slough

Berkshire / Slough

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child friendly
The apartment comes absolutely fully furnished and equipped to a superior standard with all the essentials. Spacious and well laid out it doesn't suffer that cramped feel of hotels or smaller town centre locations. The lounge/diner is well appointed with a sofa & armcha …see more

from $153 / night

$1,072 / week

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from $153 / night

(2) Excellent 

15

Newbury Vacation apartment rental

Berkshire / Newbury

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child friendly
This Two Bedroom and Two Bathroom executive apartment situated close to Newbury Town Center offers stylish living for Holiday and Business travelers. Featuring a fully equipped kitchen and furnished throughout and there is dedicated parking . A dishwasher, washer-dr …see more

from $166 / night

$1,161 / week

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Responds fast!
avg. 2 hours 2 minutes

from $166 / night

(1) Excellent 

12

Vacation b&b rental

Windsor and Maidenhead / Windsor

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
The price quoted relates to two people in a double room. Ask us about other sized groups. A warm welcome awaits you at this lovely house built in the late 1700's. A spacious lounge is at your disposal and Jan or Richard will offer you home-made cake and a cup of te …see more

from $128 / night

$893 / week

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Responds fast!
avg. 3 hours 15 minutes

from $128 / night

39

Maidenhead Vacation apartment rental

Windsor and Maidenhead / Maidenhead

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child friendly
Ferndale's stunning Penthouse is a spacious 2 bedroom + 2 bathroom Top floor apartment with free private parking, with lovely rooms, quiet location and walking distance to Maidenhead Town Centre and railway station, less than 10 minutes walk. Free wifi. Features inclu …see more

from $179 / night

$1,250 / week

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from $179 / night

5

Vacation studio in Maidenhead

Windsor and Maidenhead / Maidenhead

Studio 2 1 night min

  • Studio
  • sleeps 2
  • 1 night min
  • Child friendly
  • Private garden
Next to my 5 acres of preserved woodland, this annex with private entrance is new and pleasant, and I would expect you to treat it as your home. I have lovely bed and bed linen, and many beautiful things. You are also welcome to share our patio sofa, dining table and ch …see more

from $87 / night

$528 - $773 / week

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from $87 / night

(1) Excellent 

17

Bracknell Vacation apartment rental

Berkshire / Bracknell

1 3 4 nights min

  • 1 bedroom
  • sleeps 3
  • 4 nights min
  • Nearest beach 111 mi
  • Child friendly
  • Private garden
The apartment at Palm Tree Cottage is a competitively-priced one-bedroom property, that sleeps 3, ideal for self-catering visitors and for business executives who need temporary accommodation with a super fast Wi-Fi service. There is a double and single bed. A hairdryer …see more

from $90 / night

$562 / week

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Responds fast!
avg. 48 minutes

from $90 / 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 $702 / night

$4,910 / week

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from $702 / night

(15) 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 $190 / night

$1,330 / week

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Responds fast!
avg. 3 hours 0 minutes

from $190 / night