50 Best Berkshire Apartments on Holiday Lettings - Vacation rentals

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Windsor and Maidenhead
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164 Vacation rentals

(2) Excellent 

4

Home rental in Eton

Windsor / Eton

4 7 3 nights min

  • 4 bedrooms
  • Sleeps 7
  • 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 boarding school and Windsor castle. Easy access to London and LHR, Legoland and many other amazing attractions. Chill by the river or run around the town …see more

from $635 / night

$4445 / week

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from $635 / 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 $159 / night

$820 - $1014 / week

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Responds fast!
avg. 2 hours 45 minutes

from $159 / night

(20) Excellent 

23

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 $159 / night

$1112 / week

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from $159 / night

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 $116 / night

$515 - $756 / week

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Responds fast!
avg. 2 hours 42 minutes

from $116 / night

(37) 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 $134 / night

$934 / week

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from $134 / night

(2) 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 and an open fire. Cookham is a beautiful bustling typical English village with all the amenities and many lovely pubs and restaurants and easily accessible from London Paddin …see more

from $159 / night

$953 / week

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Responds fast!
avg. 2 hours 44 minutes

from $159 / night

(27) 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. Rela …see more

from $204 / night

$1207 / week

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from $204 / night

(5) 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 $147 / night

$858 / week

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Responds fast!
avg. 48 minutes

from $147 / night

(12) 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 $1143 / night

$8001 / week

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from $1143 / night

(7) 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 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 river go …see more

from $572 / night

$3556 - $3810 / week

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from $572 / night

(1) Excellent 

20

Old Windsor Vacation cottage rental

Windsor / Old Windsor

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
The Cottage is set on a quiet country road, directly opposite the magnificent Windsor Great Park, with spectacular views of Windsor Castle. It's a super warm, super cosy cottage, with a lovely garden in a unique location, on a quiet and private estate of four houses. …see more

from $242 / night

$2001 / week

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from $242 / night

(2) 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 $381 / night

$2540 / week

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from $381 / night

(12) Excellent 

18

Vacation cottage in Holyport

Windsor and Maidenhead / Holyport

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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 $134 / night

$1169 / week

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from $134 / night

(1) Excellent 

9

Vacation apartment in Slough

Berkshire / Slough

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
Brand new, modern and spacious two bedroom, two bathroom apartment situated within walking distance of Slough train and bus station and the high street. The apartment is fully furnished, and has all the kitchen and bathroom amenities you would need and is serviced on a …see more

from $147 / night

$978 / week

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from $147 / night

(16) Very Good 

Certificate of Excellence

13

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 $110 / night

$591 - $762 / week

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Responds fast!
avg. 2 hours 22 minutes

from $110 / night

(9) 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 $89 / night

$661 - $731 / week

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from $89 / night

7

Vacation log cabin in Finchampstead

Wokingham / Finchampstead

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • 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 $141 / night

$693 - $921 / week

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Responds fast!
avg. 2 hours 45 minutes

from $141 / night

(19) Excellent 

Certificate of Excellence

18

Vacation cottage rental

Newbury / Enborne

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
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 $83 / night

$559 / week

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from $83 / night

6

Wargrave Vacation home rental

Berkshire / Wargrave

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
Hennerton Annex is in the grounds of a beautiful country home in the area of Hennerton, Wargrave. It is a self contained annex with parking space. The living/sleeping accommodation is open plan with a small kitchenette, luxury bathroom with shower. There are spectac …see more

from $204 / night

$1207 - $1829 / week

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from $204 / night

30

Vacation home in Hurley

Maidenhead / Hurley

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
Enjoy a family gathering or friends reunion in this beautiful stylish home. Equipped with all you could need for a special occasion. Situated in a pretty 'no through access' village with a wonderfully active community. The property has stunning gardens including BBQ a …see more

from $1143 / night

$6350 - $11049 / week

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from $1143 / night

(7) 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 $178 / night

$1156 / week

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from $178 / night

(9) Very Good 

Certificate of Excellence

23

Eton Vacation apartment rental

Windsor / Eton

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night 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

$1325 / week

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Responds fast!
avg. 3 hours 38 minutes

from $190 / night

6

Home rental 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 $116 / night

$693 - $820 / week

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Responds fast!
avg. 2 hours 46 minutes

from $116 / night

(8) Excellent 

15

Apartment rental in Maidenhead Riverside with shared pool

Maidenhead / Maidenhead Riverside

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Suitable for children age 5+
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 $84 / night

$489 - $553 / week

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from $84 / night

9

Apartment rental in Windsor

Windsor and Maidenhead / Windsor

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
Second floor apartment in central Windsor two minute walk from town centre , Castle, pubs and restaurants . Private parking space , fully furnished Fully equipped and very comfortable and quiet Underfloor heating bath and walk in shower double glazed very private H …see more

from $172 / night

$699 / week

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Responds fast!
avg. 2 hours 36 minutes

from $172 / night

(1) Excellent 

9

Windsor Vacation apartment rental

Windsor and Maidenhead / Windsor

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Suitable for children age 5+
The Loft Windsor is located on the corner of Beaumont Road and St Leonards Road, a small, quaint and atmospheric road, 10 minutes walk from the centre of Windsor, the pedestrian shopping zone, Windsor Castle and train station, with travel to central London taking just …see more

from $89 / night

$623 / week

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from $89 / 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 $159 / night

$1080 / week

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from $159 / night

(2) Very Good 

9

Vacation home in Eton

Berkshire / Eton

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Private garden
Two bedroom cottage with garden just off Eton High Street just a short walk to Windsor and Eton Bridge and nearby restaurants and shops plus the train station. One double and one twin bedroom, one bathroom and lovely open plan kitchen / dining room with separate galley …see more

from $159 / night

$953 - $997 / week

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from $159 / night

(9) Excellent 

Certificate of Excellence

18

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

Certificate of Excellence

from $223 / night

$1556 / week

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Responds fast!
avg. 3 hours 0 minutes

from $223 / night

(1) Very Good 

11

Home rental in Windsor

Windsor and Maidenhead / Windsor

5 6 1 night min

  • 5 bedrooms
  • Sleeps 6
  • 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 $331 / night

$2312 / week

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from $331 / night

16

Vacation home rental

Berkshire / Reading

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Private garden
Modern 3 bedroom, newly refurbished throughout, excellent location, near station and opposite The Oracle. Fast access to all the business parks and motorways. This lovely modern house is in a quiet private street but is also only 1 minute walk to Reading’s premier shopp …see more

from $121 / night

$845 / week

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from $121 / night

(4) Very Good 

17

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
9 The Courtyard is a well-appointed apartment situated in a secluded courtyard setting, with direct access to Windsor High Street. Just opposite is the Guildhall and a few steps away is the entrance to Windsor Castle, the largest castle in occupation. A short walk furth …see more

from $108 / night

$756 - $991 / week

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from $108 / night

(7) Excellent 

16

Windsor Vacation apartment rental

Windsor and Maidenhead / Windsor

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • 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 $159 / night

$1015 - $1461 / week

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from $159 / night

51

Home rental in Windsor

Windsor and Maidenhead / Windsor

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • 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 $206 / night

$1439 - $2544 / week

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Responds fast!
avg. 52 minutes

from $206 / 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 $83 / night

$578 / week

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from $83 / night

6

Vacation home in Sunninghill

Ascot / Sunninghill

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
My new house has a purpose built SC wing for visiting family. It is situated in my lovely garden and close to supermarket 10 mins on foot, ditto mainline station, banks, restaurants etc. It had a mini kitchen, use of washing machine, sitting out or sitting in downs …see more

from $229 / night

$915 / week

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from $229 / 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 $159 / night

$1112 / week

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Responds fast!
avg. 48 minutes

from $159 / night

(38) Excellent 

Certificate of Excellence

22

Vacation studio in Windsor

Windsor and Maidenhead / Windsor

Studio 4 2 nights min

  • Studio
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Private garden
This simple and beautiful Garden Studio is located in the stunning countryside of Oakley Green, Windsor, Berkshire. The Garden Studio is located on our family small-holding called Willow Court Farm. The Garden Studio is an absolutely perfect (simple and cosy) base for a …see more

Certificate of Excellence

from $178 / night

$1245 / week

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Responds fast!
avg. 3 hours 48 minutes

from $178 / night

5

Home rental 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 $116 / night

$515 - $756 / week

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Responds fast!
avg. 2 hours 45 minutes

from $116 / night

(1) Excellent 

14

Old Windsor Vacation studio rental

Windsor / Old Windsor

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • 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 $121 / night

$845 / week

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Responds fast!
avg. 1 hour 59 minutes

from $121 / night