50 Best Berkshire Apartments on Holiday Lettings - Vacation rentals

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143 Vacation rentals

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(6) Excellent 

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

from $188 / night

$1313 / week

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from $188 / night

(32) 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 $132 / night

$919 / week

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from $132 / night

(14) Excellent 

40

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 $157 / night

$1094 / week

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from $157 / night

(5) Very Good 

26

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 $563 / night

$3750 - $4000 / week

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from $563 / night

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 hou  …see more

from $238 / night

$1969 / week

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from $238 / 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 $157 / night

$749 - $1063 / week

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from $157 / night

(7) 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 $83 / night

$482 - $544 / week

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from $83 / 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
We have luxury 3 bedroom chalets set in the beautiful village of Finchampstead. This woodland park is situated on the 100 acre estate of California Country Park. Within the estate you will find the magnificent Longmoor Lake which runs parallel to the park. Beautiful wal  …see more

from $119 / night

$807 - $998 / week

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from $119 / night

(1) Very Good 

13

Vacation home in Windsor

Windsor and Maidenhead / Windsor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Private garden
Charming two bedroom holiday cottage in Windsor with one double bedroom and second bed room with twin beds (pull out). Two sofas (one is a sofa bed) and dining table with four chairs.One bathroom with shower and tub very close to town centre yet tucked away in t  …see more

from $149 / night

$875 - $1063 / week

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from $149 / night

(3) Very Good 

18

Eton Vacation home rental

Windsor / Eton

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Car not necessary
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 Br  …see more

from $188 / night

$1313 / week

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from $188 / night

(26) Excellent 

20

Vacation cottage in Waltham St Lawrence

Berkshire / Waltham St Lawrence

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • 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 $200 / night

$1188 / week

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from $200 / night

(4) Very Good 

22

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 $107 / night

$744 - $975 / week

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from $107 / night

(12) 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 $175 / night

$1000 - $1350 / week

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from $175 / night

(20) Excellent 

11

Apartment rental in Bracknell

Berkshire / Bracknell

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 112 mi
  • Child friendly
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. Located in a quiet, pleasant resident  …see more

from $82 / night

$538 - $700 / week

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from $82 / night

(1) Excellent 

14

Vacation home with tennis court in Newbury

Berkshire / Newbury

7 15 Min stay varies

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

from $1000 / night

$5000 - $9700 / week

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from $1000 / night

5

Vacation chalet in Finchampstead

Wokingham / Finchampstead

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
Situated in the lovely village of Finchampsted, Berkshire. This Luxury three-bedroom log cabin/chalet located in a beautiful woodland setting. This is an ideal location for visiting Berkshire and Hampshire. With easy access to London, Windsor etc. Close to both the M4 a  …see more

from $73 / night

$507 - $744 / week

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from $73 / night

(3) Excellent 

16

Windsor Vacation home rental

Windsor and Maidenhead / Windsor

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Private garden
Town Centre Location with allocated parking. Beautiful secluded one-bedroom character cottage situated just a stone's throw from Windsor town centre shops & restaurants. Quiet mews area incorporating communal lawn area. The property has been totally modernise  …see more

from $99 / night

$688 - $825 / week

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from $99 / night

(17) Excellent 

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

from $82 / night

$550 / week

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from $82 / 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 $157 / night

$857 - $982 / week

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from $157 / night

(8) Very Good 

24

Eton Vacation apartment rental

Windsor / Eton

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
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 wi  …see more

from $200 / night

$1400 / week

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from $200 / night

(15) Very Good 

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

from $108 / night

$582 - $750 / week

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from $108 / night

(12) Excellent 

24

Vacation cottage in Windsor

Windsor and Maidenhead / Windsor

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Private garden
Willow Cottage is a beautiful and unique self catered holiday cottage set in a rural village but only minutes away from Windsor in Berkshire and 15 minutes from Heathrow airport. The cottage is perfect for a couple wanting to spend a peaceful few days away or a family n  …see more

from $182 / night

$1400 - $1494 / week

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from $182 / night

(1) Excellent 

17

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 do  …see more

from $219 / night

$1494 - $1688 / week

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from $219 / 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 $125 / night

$825 - $1594 / week

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from $125 / night

(8) 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 $132 / night

$1057 - $1150 / week

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from $132 / night

10

Vacation apartment in Windsor

Windsor and Maidenhead / Windsor

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Car not necessary
New 1 bedroom apartment located in central Windsor. Only two minutes walk away from Windsor Castle, The Long Walk and also Windsor's restaurants and shops or just a 10-minute travel to LegoLand! The apartment is 35m2 and consists of one double bedroom, open pla  …see more

from $112 / night

$779 / week

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from $112 / night

(2) Excellent 

11

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.Entra  …see more

from $192 / night

$1339 - $2350 / week

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from $192 / night

(37) Excellent 

23

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

from $150 / night

$925 / week

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from $150 / 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 fo  …see more

from $203 / night

$1417 - $2504 / week

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from $203 / 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 $94 / night

$657 - $1313 / week

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from $94 / night

(5) Excellent 

40

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 $625 / night

$3063 - $5163 / week

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from $625 / night

9

Vacation home in Maidenhead

Windsor and Maidenhead / Maidenhead

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Private garden
This welcoming family home is close to the town centre and Maidenhead train station (both 10 minute walk), cinema, restaurants, shops, the leisure centre and supermarkets. You’ll love it here because of the fantastic location, the beautiful garden (including a gre  …see more

from $107 / night

$619 - $969 / week

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from $107 / night

(6) Excellent 

13

Slough Vacation apartment rental

Berkshire / Slough

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
Lexington 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 comm  …see more

from $174 / night

$1124 / week

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from $174 / 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 inclu  …see more

from $1500 / night

$4250 - $7813 / week

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from $1500 / night

(12) Excellent 

16

Slough Vacation apartment rental

Berkshire / Slough

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 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 comm  …see more

from $174 / night

$1124 - $1212 / week

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from $174 / 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 $225 / night

$900 / week

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from $225 / 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 $88 / night

$553 - $719 / week

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from $88 / night

(5) Very Good 

10

Vacation apartment in Windsor

Windsor and Maidenhead / Windsor

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Child friendly
  • Ask about pets
A spacious modern ground floor apartment, conveniently situated within 15/20mn walk to Windsor town centre and with easy access to M4, M25, M3 & Heathrow. The property provides the following accommodation; entrance hall, spacious lounge, modern open plan kitchen w  …see more

from $102 / night

$709 / week

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from $102 / night

(1) 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 $157 / night

$938 / week

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from $157 / night

(3) Very Good 

29

Newbury Vacation apartment rental

Berkshire / Newbury

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Car not necessary
Beautifully furnished with spacious living room with lot of natural light, to make yourself at home away from home. Featuring a fully equipped kitchen and furnished throughout, this apartment offer an ideal living space for professionals and families. This executive a  …see more

from $144 / night

$844 / week

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from $144 / night