50 Best Berkshire Apartments on Holiday Lettings - Vacation rentals

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131 Vacation rentals

(12) Excellent 

21

Apartment rental in Berkshire with golf nearby

Berkshire / Newbury

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 0 mi
  • Child friendly
  • Car not necessary
The apartment is in a small block of six within what is probably the most prestigious developments to have been built in Newbury in recent years. It is spacious, light & airy and having an open outlook at the front is very attractive.Its within five minutes  …see more

from $177 / night

$851 - $914 / week

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from $177 / night

(7) Very Good 

13

Vacation apartment accommodation

Windsor and Maidenhead / Windsor

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Car not necessary
My lovely apartment is advertised for short term lettings (maximum one month stay) and features: - Car parking space - Sofa bed for an additional 2 adults - Sky TV & Wifi - Less than 1 minute walk to the town centre - 5 minutes drive to Legoland The apartment has one  …see more

from $114 / night

$756 - $845 / week

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from $114 / night

(13) Excellent 

40

Vacation home in Berkshire

Windsor and Maidenhead / Windsor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
Recently (December 2015) acquired by us, and receiving all 5* reviews, 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 vill  …see more

from $150 / night

$1050 / week

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from $150 / night

(1) Excellent 

8

Berkshire 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 $95 / night

$662 - $1323 / week

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from $95 / night

(12) Excellent 

8

Berkshire 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 $1134 / night

$7938 / week

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from $1134 / night

(4) Excellent 

18

Vacation home in Berkshire

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 B  …see more

from $189 / night

$1323 / week

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from $189 / night

(7) Very Good 

25

Eton Vacation apartment rental

Windsor / Eton

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • 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 with o  …see more

from $152 / night

$756 / week

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from $152 / night

(14) Very Good 

13

Vacation apartment in Berkshire

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 $109 / night

$586 - $756 / week

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from $109 / night

(31) Excellent 

28

Vacation cottage in Berkshire

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 $125 / night

$874 - $1226 / week

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from $125 / night

(4) Very Good 

22

Vacation apartment in Berkshire

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

$750 - $983 / week

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from $108 / night

20

Berkshire 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 $240 / night

$1985 / week

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from $240 / night

(3) Very Good 

12

Vacation bungalow in Berkshire

Windsor and Maidenhead / Datchet

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Ask about children
  • Private garden
Modern, spacious and tastefully furnished bungalow near Heathrow, Windsor and easy links to London. Secure gated parking with gardens. Wireless internet, TV, fully fitted kitchen with quartz worktops. Windsor and LEGOLAND is within easy reach via car. The accommodation  …see more

from $126 / night

$819 / week

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from $126 / night

(3) Very Good 

18

Berkshire 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 B  …see more

from $189 / night

$1323 / week

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from $189 / night

(3) Excellent 

16

Berkshire 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 modernised to inc  …see more

from $108 / night

$750 - $832 / week

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from $108 / night

(1) Excellent 

9

Vacation apartment in Berkshire

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 $145 / night

$971 / week

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from $145 / night

(4) Very Good 

26

Old Windsor Vacation cottage rental

Windsor / Old Windsor

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • 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 $504 / night

$3780 - $4032 / week

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from $504 / 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 $630 / night

$3087 - $5204 / week

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from $630 / night

(1) Good 

7

Cottage rental in Berkshire

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 $95 / night

$662 - $1323 / week

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from $95 / night

(12) Very Good 

45

Vacation apartment in Berkshire

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 $152 / night

$1059 - $1323 / week

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from $152 / night

(25) Excellent 

20

Vacation cottage in Berkshire

Berkshire / Waltham St Lawrence

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 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. Rela  …see more

from $202 / night

$1197 / week

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from $202 / night

10

Vacation home in Berkshire

Wokingham / Finchampstead

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $145 / night

$750 - $939 / week

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from $145 / night

(8) Excellent 

18

Vacation cottage in Berkshire

Windsor and Maidenhead / Holyport

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • 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 $133 / night

$927 / week

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from $133 / night

(15) Excellent 

18

Vacation cottage rental

Newbury / Enborne

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • 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

$555 / week

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from $82 / night

(1) Very Good 

11

Home rental in Berkshire

Windsor and Maidenhead / Windsor

5 5 1 night min

  • 5 bedrooms
  • Sleeps 5
  • 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 $328 / night

$2294 / week

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from $328 / night

(2) Good 

25

Home rental in Berkshire

Windsor and Maidenhead / Maidenhead

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Private garden
Sept 2016 update: We are very pleased to announce that our hot water system has now been upgraded to ensure great supply and pressure of hot water in both bathrooms and all taps at all times. Welcome to our comfortable house in Maidenhead perfect for groups up to 7 p  …see more

from $109 / night

$759 / week

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from $109 / night

(12) Excellent 

24

Vacation cottage in Berkshire

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 $183 / night

$1412 - $1506 / week

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from $183 / night

(7) Excellent 

16

Berkshire 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 $126 / night

$756 - $1260 / week

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from $126 / night

(1) Very Good 

16

Vacation cottage in Berkshire

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 $152 / night

$1059 - $1764 / week

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from $152 / night

(7) Excellent 

24

Vacation farmhouse in Berkshire

Berkshire / Padworth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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

Pricing unknown

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Pricing unknown

(7) Excellent 

15

Apartment rental in Berkshire 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

$486 - $549 / week

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from $84 / night

(12) Excellent 

16

Berkshire 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 $176 / night

$1133 - $1221 / week

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from $176 / night

(3) Very Good 

28

Berkshire 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 $145 / night

$851 / week

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from $145 / night

(4) Very Good 

12

Studio rental in Berkshire 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

from $82 / night

$574 / week

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from $82 / night

11

Berkshire Vacation apartment rental

Windsor and Maidenhead / Windsor

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
This beautiful character Central Windsor apartment with high ceilings and wooden floors is in a great location close to everything! ...Windsor Castle, beautiful crisp river walks, Alexandra Gardens, Eton College, train stations, bus routes and tucked away just a few min  …see more

from $125 / night

$755 - $1020 / week

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from $125 / night

(9) Very Good 

11

Vacation home in Berkshire

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 $86 / night

$557 / week

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from $86 / night

9

Apartment rental in Berkshire

Windsor and Maidenhead / Windsor

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 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 $125 / night

$874 / week

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from $125 / night

(11) Very Good 

13

Windsor and Maidenhead / Datchet

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Ask about children
  • Private garden

 …see more

from $126 / night

$756 / week

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from $126 / night

(2) Excellent 

10

Berkshire Vacation home rental

Berkshire / Waltham St Lawrence

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
  • Private garden
Features & Details: 6/7 bedrooms (one is a games rooms at the top of the house) 4 bathrooms and cloakroom. Fully equipped kitchen with table for 14. Drawing room and sitting room, both with open fires. Dining room for 14 with open fire. Set in 4 acres. Table tennis, Cr  …see more

from $1323 / night

$5670 - $10975 / week

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from $1323 / night

10

Vacation apartment in Berkshire

Windsor and Maidenhead / Windsor

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Car not necessary
New 1 bedroom apartment located in central Windsor. Only two minutes walk away from Windsor Castle and The Long Walk and also Windsor's restaurants and shops! Perfect for a weekend away! The apartment is 35m2 and consists of one double bedroom, open plan kitchen / li  …see more

from $120 / night

$838 / week

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from $120 / night

5

Berkshire Vacation home rental

Berkshire / Binfield

3 7 4 nights min

  • 3 bedrooms
  • Sleeps 7
  • 4 nights min
  • Child friendly
New decorated and furnished property. Property is clean and includes clean, fresh bedding and towels. Fully functional kitchen with tea, coffee. Wifi access and BT Vision with sports packages. Golf courses nearby: Blue Mountain Golf Centre, Downshire Golf Complex, T  …see more

from $189 / night

$1323 / week

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from $189 / night

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