50 Best Vacation Rentals in Berkshire - Holiday Lettings - Cabins

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177 Vacation rentals

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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Responds fast!
avg. 3 hours 1 minutes

from $196 / 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 $188 / night

$1,314 / week

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Responds fast!
avg. 1 hour 26 minutes

from $188 / night

(2) Good 

18

Vacation home in Finchampstead

Wokingham / Finchampstead

3 9 3 nights min

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

from $244 / night

$1,147 - $1,404 / week

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avg. 3 hours 42 minutes

from $244 / 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

(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 $223 / night

$1,321 - $1,807 / week

Inquire View

from $223 / 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 $160 / night

$1,119 / week

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Responds fast!
avg. 1 hour 14 minutes

from $160 / 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

$772 / week

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from $119 / 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 $153 / night

$1,071 / week

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avg. 2 hours 44 minutes

from $153 / 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

$612 / week

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from $91 / night

12

Vacation apartment rental

Windsor and Maidenhead / Windsor

2 4 7 nights min

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

from $174 / night

$904 - $1,668 / week

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from $174 / 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 $195 / night

$1,363 / week

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Responds fast!
avg. 2 hours 0 minutes

from $195 / night

(3) Excellent 

18

Vacation apartment in Maidenhead

Windsor and Maidenhead / Maidenhead

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 central Maidenhead shopping area and train and bus station. The apartment is fully furnished, and has all the kitchen and bathroom amenities you would need and is ser …see more

from $161 / night

$1,078 / week

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from $161 / 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 $271 / night

$1,898 / week

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Responds fast!
avg. 1 hour 36 minutes

from $271 / 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 $160 / night

$1,119 / week

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from $160 / 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 $175 / night

$1,225 / week

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Responds fast!
avg. 2 hours 44 minutes

from $175 / 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 $146 / night

$758 - $1,008 / week

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Responds fast!
avg. 3 hours 42 minutes

from $146 / 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 $208 / night

$1,450 / week

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Responds fast!
avg. 3 hours 26 minutes

from $208 / 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

(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 $223 / night

$1,557 / week

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Responds fast!
avg. 2 hours 24 minutes

from $223 / 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 $123 / night

$800 - $1,105 / week

Book View

Responds fast!
avg. 3 hours 42 minutes

from $123 / 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 $209 / night

$1,460 / week

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Responds fast!
avg. 3 hours 5 minutes

from $209 / night

15

Maidenhead Vacation apartment rental

Windsor and Maidenhead / Maidenhead

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
Clean, comfortable and modern the three bedroom Wing of the Manor House, is completely self contained. Off street parking, private entrance with lobby. Downstairs ; fully equipped kitchen/lounge with sofa seating and large flat screen TV. Stairs to 3 bedrooms upstairs; …see more

from $195 / night

$1,363 - $3,510 / week

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from $195 / night

(1) Very Good 

16

Vacation cottage in Maidenhead Riverside

Maidenhead / Maidenhead Riverside

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Pet friendly
Charming 2 bedroom cottage within grounds of Sheephouse Manor,16th century farmhouse. Sleeps up to 5, (3 adults and 2 children). Suitable for short to medium lets for professionals and families alike. Cosy and comfortable cottage for lets of 1 week or longer. Ideal loca …see more

from $167 / night

$1,168 - $2,224 / week

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from $167 / night

(2) Excellent 

13

Vacation home with golf nearby in Ascot

Windsor and Maidenhead / Ascot

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Private garden
Secluded Luxury Property - set within idyllic golf course. Benefiting from use of the course and club house facilities, bar,sauna,restaurant and gym. 5 bedrooms 2 ground floor bedrooms with en suites, 3 further bedrooms to first floor with a family bathroom. Entrance ha …see more

from $213 / night

$2,614 / week

Inquire View

from $213 / 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

(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 $244 / night

$1,703 / week

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Responds fast!
avg. 3 hours 5 minutes

from $244 / 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

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 $410 / night

$2,871 / week

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Responds fast!
avg. 2 hours 45 minutes

from $410 / 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 $417 / night

$2,780 / week

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Responds fast!
avg. 2 hours 38 minutes

from $417 / night

(14) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $195 / night

$1,112 - $1,502 / week

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Responds fast!
avg. 1 hour 27 minutes

from $195 / night

(2) Very Good 

24

Barkham Vacation home rental

Wokingham / Barkham

3 6 14 nights min

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min
  • Child friendly
  • Pet friendly
  • Private garden
A charming and rarely available Grade 2 listed Walter cottage set in the heart of the Sindlesham conservation area on the edge of Wokingham, Berkshire. Originally part of the Bearwood Estate, this property dates back to 1867 and once belonged to John Walter's (Victorian …see more

from $240 / night

$1,680 / week

Book View

from $240 / 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

$633 / week

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from $91 / night

13

Vacation apartment in Windsor

Windsor and Maidenhead / Windsor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Private garden
An executive apartment in this impressive building on Hermitage Lane backing onto Windsor Great Park. This two bedroom, two bathroom apartment has a large open plan living / dining / kitchen with all appliances including double oven, dishwasher, washer-dryer and gas hob …see more

from $140 / night

$980 - $1,190 / week

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from $140 / 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 $123 / night

$857 / week

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Responds fast!
avg. 2 hours 44 minutes

from $123 / night

(3) Very Good 

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

from $119 / night

$619 - $827 / week

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Responds fast!
avg. 3 hours 42 minutes

from $119 / 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 $417 / night

$2,919 / week

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from $417 / night

(6) Excellent 

8

Vacation home in Cookham

Windsor and Maidenhead / Cookham

2 4 3 nights min

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

from $174 / night

$1,043 / week

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Responds fast!
avg. 2 hours 45 minutes

from $174 / night

4

Reading Vacation apartment rental

Berkshire / Reading

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
Roomspace Serviced Apartments’ latest building has opened in Reading town centre. Friar House, a brand new development consisting of 1 & 2 bedroom apartments is centrally located within a few minutes’ walk from the Oracle shopping centre and Reading mainline train stati …see more

from $157 / night

$1,098 / week

Book View

from $157 / night

(21) 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 $145 / night

$654 - $855 / week

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Responds fast!
avg. 2 hours 10 minutes

from $145 / night

(39) 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. Studio East is located on our family small-holding called Willow Court Farm. Studio East is an absolutely perfect (simple and cosy) base for a couple or a …see more

Certificate of Excellence

from $202 / night

$1,411 / week

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Responds fast!
avg. 1 hour 36 minutes

from $202 / night