50 Best Vacation Rentals in Berkshire - Holiday Lettings - Cabins

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167 Vacation rentals

(24) Excellent 

23

Vacation home in Windsor

Windsor and Maidenhead / Windsor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
This charming detached Grade ll listed 16th Century cottage offers an abundance of beautiful character features. Nestled behind secure gates, in mature gardens in this charming Buckinghamshire village. It retains its original character combined with 21st century facili …see more

from $163 / night

$1138 / week

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Responds fast!
avg. 3 hours 17 minutes

from $163 / night

(37) Excellent 

28

Vacation cottage in Windsor

Windsor and Maidenhead / Windsor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
This beautiful unique 18th century cottage retains its original character combined with 21st century facilities and five star amenities. An open plan ground floor style makes it ideal for families and entertaining. The kitchen leads onto a secure rear garden with outs …see more

from $137 / night

$956 / week

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Responds fast!
avg. 3 hours 17 minutes

from $137 / night

(2) Good 

11

Vacation home in Finchampstead

Wokingham / Finchampstead

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
California Chalet & Touring Park is situated in the lovely village of Finchampsted, Berkshire. This three bedroom chalet is located in a beautiful woodland setting. This is an ideal location for visiting Berkshire and Hampshire. With easy access to London, Windsor, Lego …see more

from $163 / night

$839 - $1038 / week

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Responds fast!
avg. 3 hours 3 minutes

from $163 / 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 $390 / night

$2600 / week

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from $390 / night

(12) Excellent 

Certificate of Excellence

23

Eton Vacation apartment rental

Windsor / Eton

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 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 $194 / night

$1356 / week

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Responds fast!
avg. 3 hours 33 minutes

from $194 / 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 this me …see more

from $160 / night

$910 - $975 / week

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from $160 / 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 $253 / night

$1768 - $2444 / week

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from $253 / 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 $163 / night

$845 - $917 / week

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from $163 / night

9

Vacation apartment in Reading

Berkshire / Reading

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
This two bedroom brand new Serviced Apartment is available to rent on a short term basis, with a minimum of a seven night stay. This apartment comprises of a hallway, kitchen with appliances, lounge with balcony, two double bedrooms, a bathroom and an en-suite from the …see more

from $111 / night

$774 / week

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from $111 / night

(19) Very Good 

Certificate of Excellence

15

Vacation apartment in Windsor

Windsor and Maidenhead / Windsor

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • 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 $134 / night

$605 - $780 / week

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Responds fast!
avg. 2 hours 50 minutes

from $134 / night

(1) Excellent 

6

Vacation chalet in Finchampstead

Wokingham / Finchampstead

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
California Chalet & Touring Park is situated in the lovely village of Finchampsted, Berkshire. This two bedroom chalet is located in a beautiful woodland setting. This is an ideal location for visiting Berkshire and Hampshire. With easy access to London, Windsor, Lego L …see more

from $119 / night

$527 - $774 / week

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Responds fast!
avg. 3 hours 3 minutes

from $119 / 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 $325 / night

$1950 / week

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from $325 / night

(21) 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 $85 / night

$572 / week

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from $85 / night

19

Binfield Vacation apartment rental

Berkshire / Binfield

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Pet friendly
  • Private garden
Beautiful annexe to our country home. Peaceful, rural location but only 10 minute drive to Bracknell and Twyford main line stations. The annexe is completely self-contained with its own front door. Set within 6 acres of private gardens with use of pool in summer it is …see more

from $163 / night

$1105 / week

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from $163 / night

4

Vacation apartment in Slough

Berkshire / Slough

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
We are in Slough which is few minutes drive from Heathrow airport. It's easily accessible from M25, M4 and M40. There is also a train station on a few minutes walk which straight goes to central London. It's an ideal local for holiday goers and equally professional peo …see more

from $91 / night

$637 / week

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from $91 / night

9

Apartment rental in Windsor

Windsor and Maidenhead / Windsor

2 4 2 nights min

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

from $176 / night

$715 / week

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Responds fast!
avg. 2 hours 15 minutes

from $176 / night

(1) Very Good 

6

Vacation apartment in Slough

Berkshire / Slough

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
A modern, stylish and fully furnished and equipped two bedroom, two bathroom apartment - the price includes weekly cleaning and linen change. The apartment is situated in central Slough, just opposite the mainline train link to London and close to all shops and amenitie …see more

from $169 / night

$1092 / week

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from $169 / night

(1) Excellent 

9

Vacation apartment in Slough

Berkshire / Slough

2 4 3 nights min

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

from $150 / night

$1001 / week

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from $150 / night

12

Vacation b&b rental

Windsor and Maidenhead / Windsor

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
The price quoted relates to two people in a double room. Ask us about other sized groups. A warm welcome awaits you at this lovely house built in the late 1700's. A spacious lounge is at your disposal and Jan or Richard will offer you home-made cake and a cup of te …see more

from $117 / night

$819 / week

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from $117 / 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 $234 / night

$936 / week

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from $234 / night

(5) Very Good 

Certificate of Excellence

29

Newbury Vacation apartment rental

Berkshire / Newbury

2 4 1 night min

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

Certificate of Excellence

from $150 / night

$878 / week

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Responds fast!
avg. 49 minutes

from $150 / night

(2) Excellent 

4

Home rental in Eton

Windsor / Eton

4 7 3 nights min

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Private garden
Unique former Eton boathouse directly on the River Thames, totally remodelled with charm and style. Steps to Eton boarding school and Windsor castle. Easy access to London and LHR, Legoland and many other amazing attractions. Chill by the river or run around the town …see more

from $650 / night

$4550 / week

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from $650 / night

4

Vacation apartment in Slough

Berkshire / Slough

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
Luxurious and spacious 2 bedroom, 2 bathroom property in newly renovated apartment building The apartment is furnished to a high standard and includes a weekly cleaning and linen change service Central to Slough transport links and the main shopping areas Wi-Fi, Sky TV, …see more

from $169 / night

$1183 / week

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from $169 / night

(3) Excellent 

20

Old Windsor Vacation cottage rental

Windsor / Old Windsor

3 7 3 nights min

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

from $247 / night

$1729 / week

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from $247 / 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 $98 / night

$683 - $1625 / week

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from $98 / night

29

Apartment rental in Slough

Berkshire / Slough

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
Stunning, luxurious, super clean and close to Train station and Bus station. It's near restaurants and dining. You’ll love this apartment because of the ambiance, outdoors spaces, comfy beds, spacious lounge with TV, dining area and ample light. This place is good for …see more

from $156 / night

$1040 / week

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from $156 / night

5

Binfield 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 $195 / night

$1365 / week

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from $195 / 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 $182 / night

$1040 - $1404 / week

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Responds fast!
avg. 1 hour 29 minutes

from $182 / night

13

Vacation apartment rental

Windsor and Maidenhead / Windsor

2 3 7 nights min

  • 2 bedrooms
  • Sleeps 3
  • 7 nights min
  • Child friendly
  • Car not necessary
Wonderful two bedroom apartment within 3-4 minutes' walk of Windsor town centre and a short stroll of lovely restaurants, shops and delicatessens. This property has been completely remodelled to include a new kitchen with granite worktops and a charming new bathroom wi …see more

from $124 / night

$845 - $910 / week

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from $124 / night

6

Maidenhead Vacation chalet rental

Windsor and Maidenhead / Maidenhead

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly
Our studio chalet, offers a modern comfortable base for professionals and couples. If you are looking for short to medium term accommodation we are happy to help. Whether in between houses, moving into the area on business or on vacation, Cottage 1 has the answer. Off s …see more

from $78 / night

$546 - $1040 / week

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from $78 / night

(3) Very Good 

16

Vacation home rental

Berkshire / Reading

3 5 Min stay varies

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

from $137 / night

$956 / week

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from $137 / 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 $182 / night

$1274 - $3283 / week

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from $182 / night

(13) Excellent 

18

Vacation cottage in Holyport

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 $137 / night

$956 / week

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from $137 / 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 $156 / night

$1092 - $2080 / week

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from $156 / 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 $1040 / night

$5200 - $10777 / week

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from $1040 / night

6

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 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 $145 / night

$709 - $943 / week

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Responds fast!
avg. 3 hours 3 minutes

from $145 / 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 $124 / night

$865 / week

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Responds fast!
avg. 2 hours 0 minutes

from $124 / 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 $189 / night

$1456 - $1554 / week

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Responds fast!
avg. 1 hour 56 minutes

from $189 / night

(9) Excellent 

Certificate of Excellence

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 modernised to inc …see more

Certificate of Excellence

from $111 / night

$774 - $858 / week

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Responds fast!
avg. 1 hour 45 minutes

from $111 / 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 $98 / night

$683 - $1625 / week

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from $98 / night