50 Best Berkshire Apartments on Holiday Lettings - Vacation rentals

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377 Vacation rentals

(41) 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 $155 / night

$1,085 / week

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avg. 1 hour 47 minutes

from $155 / 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 $101 / night

$708 - $876 / week

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from $101 / 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 $142 / night

$735 - $977 / week

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avg. 3 hours 15 minutes

from $142 / 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 $124 / night

$869 - $1,072 / week

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avg. 3 hours 15 minutes

from $124 / night

(7) 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 $169 / night

$1,011 / week

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avg. 2 hours 52 minutes

from $169 / 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 $201 / night

$1,406 / week

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from $201 / 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 $149 / night

$944 / week

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from $149 / 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 $119 / night

$641 - $803 / week

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avg. 2 hours 17 minutes

from $119 / night

(10) Very Good 

25

Old Windsor Vacation cottage rental

Windsor / Old Windsor

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
The old wharf cottage is a beautiful thatched riverside retreat nestled between two islands on the picturesque banks of the River Thames. Situated minutes from the historic town of Windsor and Eton as well as 40 minutes from the attractions of central London. Watch the …see more

from $674 / night

$3,773 - $4,716 / week

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from $674 / night

36

Studio rental in Old Windsor

Windsor / Old Windsor

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
The Little Hideaway is a romantic and rather magical studio, which makes the perfect getaway. This charming and newly finished two storey property is on a private estate once owned by King Henry 8th. This old estate sits on nine acres and lies directly opposite the ma …see more

from $216 / night

$1,509 / week

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from $216 / night

16

Vacation home in Finchampstead

Wokingham / Finchampstead

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
California Chalet & Touring Park is situated in the lovely village of Finchampstead, Berkshire. Our contemporary, luxury 3-bedroom chalets and log cabins are located in the beautiful county of Berkshire, in the rural village of Finchampstead on the outskirts of Wokingha …see more

from $122 / night

$735 - $977 / week

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avg. 3 hours 15 minutes

from $122 / 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 $176 / night

$1,227 / week

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avg. 2 hours 4 minutes

from $176 / 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 $189 / night

$1,321 / week

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avg. 2 hours 4 minutes

from $189 / 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 $135 / night

$876 - $1,038 / week

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avg. 3 hours 58 minutes

from $135 / night

(28) 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 $182 / night

$1,274 / week

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avg. 1 hour 47 minutes

from $182 / 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 $155 / night

$1,038 / week

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from $155 / 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 $162 / night

$1,134 - $1,282 / week

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from $162 / night

(25) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $88 / night

$593 / week

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from $88 / 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 $189 / night

$1,228 / week

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from $189 / night

14

Home rental in Finchampstead with shared pool

Wokingham / Finchampstead

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
California Chalet & Touring Park is situated in the lovely village of Finchampstead, Berkshire. Our contemporary, luxury 2-bedroom chalets and log cabins are located in the beautiful county of Berkshire, in the rural village of Finchampstead on the outskirts of Wokingha …see more

from $110 / night

$600 - $802 / week

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avg. 3 hours 15 minutes

from $110 / night

(2) Excellent 

47

Vacation home rental

Berkshire / Cookham Dean

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
A beautiful thatched four bedroomed family home located in the heart of enchanting Cookham Dean. The home has been newly refurbished to ensure maximum comfort & relaxation. On Summer evenings you can sit in the garden & enjoy the views over the Countryside, on winter ev …see more

from $438 / night

$2,965 / week

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from $438 / 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 $216 / night

$1,510 / week

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from $216 / 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 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 $1,213 / night

$8,489 / week

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from $1,213 / night

(2)  

7

Cottage rental in Maidenhead Riverside

Maidenhead / Maidenhead Riverside

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Clean, comfortable and modern and unique cottage. Sleeping 2 adults (and 1 child on a sofa bed). Available for stays of 1 week to 6 months. Pets accepted. Our one bedroom cottage is fully furnished with everything you need whether between properties, moving into the a …see more

from $101 / night

$708 - $876 / week

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from $101 / night

(2) Good 

14

Vacation home in Finchampstead

Wokingham / Finchampstead

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Pet friendly
California Chalet & Touring Park is situated in the lovely village of Finchampstead, Berkshire. Our contemporary, luxury 2-bedroom chalets and log cabins are located in the beautiful county of Berkshire, in the rural village of Finchampstead on the outskirts of Wokingha …see more

from $108 / night

$600 - $802 / week

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avg. 3 hours 15 minutes

from $108 / night

(2) Excellent 

12

Vacation apartment in Windsor

Windsor and Maidenhead / Windsor

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • 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 $119 / night

$830 / week

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avg. 3 hours 58 minutes

from $119 / night

(13) 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 $142 / night

$991 / week

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from $142 / night

8

Vacation apartment in Maidenhead

Windsor and Maidenhead / Maidenhead

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly
  • Pet friendly
Clean, comfortable and modern and unique studio cottage. Sleeping 2 adults (and 1 child on a sofa bed). Available for stays of 1 week to 6 months. Pets accepted. Our studio cottage is fully furnished with everything you need whether between properties, moving into the …see more

from $101 / night

$708 - $876 / week

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from $101 / night

(1) Excellent 

35

Eton Vacation townhouse rental

Berkshire / Eton

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly
A three storey town house in the popular Kingstable Street development with private off road parking for one car. This location is superb - literally three minutes walk to Windsor & Eton Bridge and the train station at Riverside. This property has three good size double …see more

from $331 / night

$1,718 - $3,773 / week

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avg. 3 hours 58 minutes

from $331 / 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 $119 / night

$775 - $1,072 / week

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avg. 3 hours 15 minutes

from $119 / 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 $164 / night

$1,146 / week

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avg. 3 hours 58 minutes

from $164 / night

(15) 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 $236 / night

$1,651 / week

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Responds fast!
avg. 2 hours 46 minutes

from $236 / night

(12) Very Good 

45

Vacation apartment in Windsor

Windsor and Maidenhead / Windsor

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Ask about pets
The Clockhouse is full of charm and character. There is a large bedroom/living room which features a double bed and an extra bed can be arranged if required. The comfortable bedroom has ample wardrobe space. There is a shower room on the ground floor, featuring a shower …see more

from $162 / night

$1,132 - $1,415 / week

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from $162 / night

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 $263 / night

$1,840 / week

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avg. 3 hours 34 minutes

from $263 / night

33

Vacation home with golf nearby in Wraysbury

Windsor and Maidenhead / Wraysbury

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • 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 $270 / night

$1,887 / week

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from $270 / night

(3) 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 $115 / night

$600 - $802 / week

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Responds fast!
avg. 3 hours 15 minutes

from $115 / 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 $203 / night

$1,077 - $1,346 / week

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from $203 / 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 $250 / night

$1,745 / week

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Responds fast!
avg. 2 hours 12 minutes

from $250 / 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 $71 / night

$492 - $539 / week

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from $71 / 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 $337 / night

$2,022 / week

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from $337 / night