40 Best Vacation Rentals in Bessemer - Holiday Lettings - Cabins

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41 Vacation rentals

20

Bessemer ski chalet rental

Upper Peninsula / Bessemer

4 13 Min stay varies

  • 4 bedrooms
  • Sleeps 13
  • Min stay varies
  • Nearest beach 17 mi
  • Ski
  • Child friendly
Mountain Top is in a quiet location on the hill at Big Powderhorn. A short walk to the last run on the South side of the hill or call for the free shuttle service to and from the main lodge and dining during ski season. Features include a wood fireplace with wood suppli …see more

from $150 / night

$550 - $1530 / week

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avg. 1 hour 2 minutes

from $150 / night

(2) Excellent 

21

Bessemer ski home to rent.

Upper Peninsula / Bessemer

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 17 mi
  • Ski
  • Child friendly
Chalet Du Lapin is an exceptional property. It is a 3 BR, 2 bath A-Frame located at Big Powderhorn. We offer an infrared sauna, electric fireplace, dishwasher, flat screen cable TV, high speed Wi-Fi, ceiling fans and outdoor hot tub. The entire home is updated with mode …see more

from $135 / night

$550 - $690 / week

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Responds fast!
avg. 1 hour 2 minutes

from $135 / night

10

Vacation chalet rental

Upper Peninsula / Bessemer

5 12 2 nights min

  • 5 bedrooms
  • Sleeps 12
  • 2 nights min
  • Child friendly
Snow Otter is located in the Upper Peninsula on the Black River Harbor Scenic ByWay at the base of Big Powderhorn Mountain and near the Gogebic-Iron County Airport. Explore the Upper Peninsula's waterfalls, lighthouses, Lake Superior shores, mountains, lakes or take the …see more

from $293 / night

$1894 / week

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Responds fast!
avg. 3 hours 32 minutes

from $293 / night

17

Ski home to rent in Bessemer

Upper Peninsula / Bessemer

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ski
  • Child friendly
  • Pet friendly
Loose Moose is a 3 BR, 1 bath cozy restored Log Cabin with all the comforts of home located at Big Powderhorn. Features include a gas fireplace, Wi-Fi, flat screen cable TV in living room & master bedroom. TV with VHS players in both guest bedrooms. Plenty of movies to …see more

from $125 / night

$500 - $780 / week

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Responds fast!
avg. 1 hour 2 minutes

from $125 / night

15

Vacation home in Bessemer

Upper Peninsula / Bessemer

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 17 mi
  • Child friendly
Wüdenknipple is a 2 BR, 1 bath A-Frame located at Big Powderhorn. Amenities include a wood burning fireplace (wood supplied), outdoor hot tub, flat screen TV with Blu-Ray player, stereo and high speed Wi-Fi. In the winter, call for the free shuttle to take you to/from t …see more

from $140 / night

$550 / week

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Responds fast!
avg. 1 hour 2 minutes

from $140 / night

(30) Excellent 

38

Bessemer Vacation home rental

Upper Peninsula / Bessemer

6 15 2 nights min

  • 6 bedrooms
  • Sleeps 15
  • 2 nights min
  • Ask about children
Bear Necessities vacation home is the ultimate in luxury accommodations with breathtaking views, spacious rooms and cozy furnishings. It offers 1 bedroom on the lower level, 2 bedrooms and 2 bathrooms on the main level and 3 bedrooms and 2 bathrooms on the upper level. …see more

from $320 / night

$2240 / week

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from $320 / night

(4) Excellent 

21

Vacation chalet in Bessemer

Upper Peninsula / Bessemer

7 18 Min stay varies

  • 7 bedrooms
  • Sleeps 18
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
The Piper Haus Chalet is one of the largest group chalets located at the base of Big Powderhorn Mountain. Explore the Upper Peninsula's waterfalls, Lake Superior shores, mountains, lakes or take the adventure tour up Copper Peak. Spend your stay hiking, biking, golfing …see more

from $293 / night

$1761 - $3864 / week

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Responds fast!
avg. 3 hours 32 minutes

from $293 / night

(11) Very Good 

29

Vacation home in Bessemer

Upper Peninsula / Bessemer

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
Tealwood is a comfortable & charming vacation home surrounded by a gorgeous wooded setting and is great for multiple families or groups. It offers 3 bedrooms and 2 bathrooms on the main level, the kitchen, 1 bathroom, dining and living room on the upper level and a loft …see more

from $179 / night

$1253 / week

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from $179 / night

(6) Good 

20

Home rental in Bessemer

Upper Peninsula / Bessemer

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Ask about children
  • Pet friendly
One side of a duplex, Timberline is a dated but very cozy trailside vacation home and is perfect for a medium-sized family or several couples. It offers 1 bedroom & 1 bathroom on the main level and 2 bedrooms and 2 bathrooms on upper level. The main level also has the k …see more

from $226 / night

$1582 / week

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from $226 / night

20

Vacation chalet in Bessemer

Upper Peninsula / Bessemer

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Child friendly
The Piper Haus Chalet is one of the largest group chalets located at the base of Big Powderhorn Mountain. Explore the Upper Peninsula's waterfalls, Lake Superior shores, mountains, lakes or take the adventure tour up Copper Peak. Spend your stay hiking, biking, golfing, …see more

from $295 / night

$1761 - $3864 / week

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Responds fast!
avg. 3 hours 32 minutes

from $295 / night

(16) Very Good 

30

Bessemer Vacation home rental

Upper Peninsula / Bessemer

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Ask about children
  • Pet friendly
Hillside Haus is a modern and pleasant Trailside vacation home and is perfect for a large family or several couples. It offers 2 bedrooms and 1 bathroom on the main level and 1 bedroom and 1 bathroom on the upper level. The main level offers a spacious and open concept …see more

from $226 / night

$1582 / week

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from $226 / night

(16) Very Good 

23

Home rental in Bessemer

Upper Peninsula / Bessemer

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
Mountain View is a cozy trailside vacation home great for multiple families. It offers 3 bedrooms and 1 bathroom on the main level and the kitchen, 1 bathroom, dining and living room on the upper level. The living room offers large windows overlooking the fork of two sk …see more

from $231 / night

$1617 / week

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from $231 / night

(21) Very Good 

20

Home rental in Bessemer

Upper Peninsula / Bessemer

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
One of eight units in this trailside condo building, Alpen Villa 1 is located 45 feet from the ski slope. It is perfect for families or several couples and offers 2 bedrooms and 1 bathroom on the main level and the kitchen, dining, 1 bathroom, and living room on the upp …see more

from $122 / night

$848 / week

Inquire View

from $122 / night

18

Ski home to rent in Bessemer

Upper Peninsula / Bessemer

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 17 mi
  • Ski
  • Child friendly
The Summit Haus is a unique hexagonal shaped home situated in a private area of Big Powderhorn. It features 2 bedrooms, 2 full bathrooms and a room with a Jacuzzi tub. Relaxing gas fireplace, phone with free long distand, high speed Wi-Fi, Cable TV in living room and ma …see more

from $125 / night

$500 - $640 / week

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Responds fast!
avg. 1 hour 2 minutes

from $125 / night

(8) Very Good 

26

Vacation home in Bessemer

Upper Peninsula / Bessemer

4 13 2 nights min

  • 4 bedrooms
  • Sleeps 13
  • 2 nights min
  • Ask about children
  • Ask about pets
One side of a duplex, Southern Comfort 2 offers great views of the ski hill along the Alpen trail. Access to Lift #1 along the Alpen trail from the backyard. 3 bedrooms occupy the lower level, 2 with queen beds and one with 2 twin beds. The fourth bedroom is located on …see more

from $243 / night

$1695 / week

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from $243 / night

(25) Very Good 

26

Bessemer Vacation home rental

Upper Peninsula / Bessemer

6 16 2 nights min

  • 6 bedrooms
  • Sleeps 16
  • 2 nights min
  • Ask about children
  • Pet friendly
Skyward is a spacious trailside vacation home that is perfect for large groups or multiple families. It offers 1 bedroom and one bathroom on the lower level, 2 bedrooms and one bathroom on the main level and 3 bedrooms and one bathroom on the upper level. The main level …see more

from $383 / night

$2681 / week

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from $383 / night

(15) Excellent 

24

Vacation home in Bessemer

Upper Peninsula / Bessemer

8 16 2 nights min

  • 8 bedrooms
  • Sleeps 16
  • 2 nights min
  • Ask about children
  • Ask about pets
Sno Summit is a spacious trailside vacation home gorgeously decorated and is ideal for several families or large groups. It offers 4 bedrooms and 1 bathroom on the lower level and 4 bedrooms and 2 bathrooms on the upper level. The main level is breathtaking with 2 kitch …see more

from $320 / night

$2240 / week

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from $320 / night

15

Bessemer ski chalet rental

Upper Peninsula / Bessemer

2 9 Min stay varies

  • 2 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 17 mi
  • Ski
  • Child friendly
Mittenwald is a 2 BR, 1 bath A-Frame with covered outdoor hot tub located at Big Powderhorn. Wood fireplace with wood supplied, Wi-Fi, Cable TV and room air conditioner unit in one bedroom during the summer months. Kitchen is fully furnished with full size stove, refri …see more

from $110 / night

$550 - $970 / week

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Responds fast!
avg. 1 hour 2 minutes

from $110 / night

(10) Excellent 

35

Bessemer Vacation home rental

Upper Peninsula / Bessemer

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Ask about children
  • Ask about pets
Slideaway is a unique vacation home due to its ‘envelope’ design. It is essentially a house within a house and this design helps keep it warm in the winter and cool in the summer. Slideaway offers 3 bedrooms and two bathrooms on the lower level and a loft with multiple …see more

from $189 / night

$1323 / week

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from $189 / night

(18) Very Good 

28

Bessemer Vacation home rental

Upper Peninsula / Bessemer

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
Steamboat Fantasy is a beautifully updated and cozy vacation home perfect for a large family or multiple couples. It offers 3 bedrooms and 3 bathrooms on the main level and 1 bathroom with a washer/dryer, large living room, dining area and kitchen on the upper level. Th …see more

from $178 / night

$1246 / week

Inquire View

from $178 / night

(23) Very Good 

19

Bessemer Vacation home rental

Upper Peninsula / Bessemer

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Ask about children
  • Ask about pets
Visit the Hamlet Haus Owner's Website http://www.************/hamlethaus Hamlet Haus is an enchanting little vacation home set in the woods and is perfect for a small family or couples. It offers 2 bedrooms and 1 bathroom, all on the same level. Also on the main level i …see more

from $131 / night

$917 / week

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from $131 / night

(16) Very Good 

21

Bessemer Vacation home rental

Upper Peninsula / Bessemer

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
K-2 is a lovely vacation home with a homey atmosphere and is perfect for couples or a single family. It offers 2 bedrooms and 1 bathroom, all on one level. Also on the main level is a delightful little kitchen and dining area as well as the living room. The living room …see more

from $105 / night

$735 / week

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from $105 / night

(11) Very Good 

20

Bessemer Vacation home rental

Upper Peninsula / Bessemer

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Ask about children
  • Ask about pets
One side of a duplex, Winterpark 1 is perfect for a large family or multiple couples. It offers 1 bedroom and 1 bathroom on the main level and 2 bedrooms and 2 bathrooms on the upper level. The main level also has an open kitchen, dining and living room. This is a fanta …see more

from $243 / night

$1695 / week

Inquire View

from $243 / night

(13) Very Good 

25

Bessemer Vacation home rental

Upper Peninsula / Bessemer

4 11 2 nights min

  • 4 bedrooms
  • Sleeps 11
  • 2 nights min
  • Ask about children
  • Ask about pets
One side of a duplex, Southern Comfort 1 is a wonderfully cozy vacation home perfect for several couples or a larger family. It offers 3 bedrooms and 2 bathrooms on the lower level, the kitchen, dining area and living room as well as 1 bedroom and 1 bathroom on the main …see more

from $243 / night

$1695 / week

Inquire View

from $243 / night

(18) Very Good 

31

Vacation home in Bessemer

Upper Peninsula / Bessemer

6 19 2 nights min

  • 6 bedrooms
  • Sleeps 19
  • 2 nights min
  • Ask about children
Sun Up/Down is a large but comfortable vacation home set in the woods. It is perfect for multiple families. It offers 2 bedrooms and a bathroom on the lower level, 3 bedrooms and 2 bathrooms on the main level, and 1 bedroom and 1 bathroom on the upper level. The main le …see more

from $268 / night

$1876 / week

Inquire View

from $268 / night

(8) Excellent 

25

Vacation home in Bessemer

Upper Peninsula / Bessemer

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Ask about children
  • Ask about pets
One side of a duplex, Winterpark 2 is perfect for a large family or multiple couples. The main level also has an open kitchen, dining and living room. This is a fantastic area with a freestanding fireplace in a brick alcove, 2 day beds/cozy reading nooks, and patio door …see more

from $243 / night

$1695 / week

Inquire View

from $243 / night

(14) Very Good 

22

Vacation home in Bessemer

Upper Peninsula / Bessemer

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
One of eight units in this trailside condo building, Alpen Villa 5 is located 45 feet from the ski slope. It is perfect for families or several couples and offers 2 bedrooms and 1 bathroom on the main level and the kitchen, dining, 1 bathroom, and living room on the upp …see more

from $122 / night

$848 / week

Inquire View

from $122 / night

(4) Good 

14

Vacation home in Bessemer

Upper Peninsula / Bessemer

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Ask about children
  • Ask about pets
Avalanche is a spacious and bright trailside vacation home perfect for a large group or family. It offers 1 bedroom and 2 bathrooms on the main floor and 2 bedrooms and 1 bathroom on the upper level as well as a loft with 2 twin beds. Also on the main floor is the kitch …see more

from $405 / night

$2829 / week

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from $405 / night

(11) Very Good 

27

Bessemer Vacation home rental

Upper Peninsula / Bessemer

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Ask about children
  • Pet friendly
Starwood is a comfortable and spacious vacation home surrounded by beautiful woods and perfect for a large family. It offers 2 bedrooms, 1 bathroom and a game room with 2 bunk sets on the lower level and 1 bedroom and 1 bathroom on the main level. The game room on the l …see more

from $189 / night

$1323 / week

Inquire View

from $189 / night

(22) Very Good 

21

Vacation home in Bessemer

Upper Peninsula / Bessemer

4 17 2 nights min

  • 4 bedrooms
  • Sleeps 17
  • 2 nights min
  • Ask about children
  • Pet friendly
Reindeer Lodge is a large trailside vacation home that is perfect for multiple families. It offers 4 bedrooms and 2.5 bathrooms on the main level. The large kitchen, dining and living rooms are on the main level as well. The lower level is used mainly for storage with a …see more

from $268 / night

$1876 / week

Inquire View

from $268 / night

(7) Very Good 

22

Bessemer Vacation home rental

Upper Peninsula / Bessemer

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
One of eight units in this trailside condo building, Alpen Villa 3 is located 45 feet from the ski slope. It is perfect for families or several couples and offers 2 bedrooms and 1 bathroom on the main level and the kitchen, dining, 1 bathroom, and living room on the upp …see more

from $122 / night

$848 / week

Inquire View

from $122 / night

(12) Very Good 

25

Vacation home in Bessemer

Upper Peninsula / Bessemer

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Ask about children
  • Pet friendly
Bear Summit is a warm and inviting vacation home in an intimate wooded setting perfect for a larger group. It offers 1 bedroom and 1 bathroom on the main level and 4 bedrooms and 1 bathroom on the upper level. The main level also includes the kitchen, dining area and co …see more

from $209 / night

$1463 / week

Inquire View

from $209 / night

(10) Very Good 

22

Vacation home in Bessemer

Upper Peninsula / Bessemer

6 16 2 nights min

  • 6 bedrooms
  • Sleeps 16
  • 2 nights min
  • Ask about children
  • Ask about pets
Ski Inn is a large trailside vacation home that is ideal for several families or a large group. It offers 2 bedrooms and 1 bathroom on the lower level, 4 bedrooms and 2 bathrooms on the main level and 1 bathroom on the upper level. There is also a large kitchen, dining …see more

from $536 / night

$3752 / week

Inquire View

from $536 / night

(11) Very Good 

29

Bessemer Vacation home rental

Upper Peninsula / Bessemer

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
One of eight units in this trailside condo building, Alpen Villa 2 is located 45 feet from the ski slope. It is perfect for families or several couples and offers 2 bedrooms and 1 bathroom on the main level and the kitchen, dining, 1 bathroom, and living room on the upp …see more

from $122 / night

$848 / week

Inquire View

from $122 / night

(4) Good 

24

Vacation home in Bessemer

Upper Peninsula / Bessemer

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
One of eight units in this trailside condo building, Alpen Villa 4 is located 45 feet from the ski slope. It is perfect for families or several couples and offers 2 bedrooms and 1 bathroom on the main level and the kitchen, dining, 1 bathroom, and living room on the upp …see more

from $122 / night

$848 / week

Inquire View

from $122 / night

(14) Very Good 

22

Vacation home in Bessemer

Upper Peninsula / Bessemer

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
One of eight units in this trailside condo building, Alpen Villa 8 is located 45 feet from the ski slope. It is perfect for families or several couples and offers 2 bedrooms and 1 bathroom on the main level and the kitchen, dining, 1 bathroom, and living room on the upp …see more

from $122 / night

$848 / week

Inquire View

from $122 / night

(4) Very Good 

20

Vacation home in Bessemer

Upper Peninsula / Bessemer

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
One of eight units in this trailside condo building, Alpen Villa 7 is located 45 feet from the ski slope. It is perfect for families or several couples and offers 2 bedrooms and 1 bathroom on the main level and the kitchen, dining, 1 bathroom, and living room on the upp …see more

from $122 / night

$848 / week

Inquire View

from $122 / night

(10) Very Good 

26

Vacation home in Bessemer

Upper Peninsula / Bessemer

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Ask about children
  • Ask about pets
Flintlock is a great trailside vacation home named after the trail it is located on. It offers 2 bedrooms and a full bathroom on the main level and 1 bedroom and a full bathroom on the upper level. There is also a loft with 2 double beds and a sink and vanity. The kitch …see more

from $336 / night

$2352 / week

Inquire View

from $336 / night

(10) Very Good 

21

Vacation home in Bessemer

Upper Peninsula / Bessemer

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
One of eight units in this trailside condo building, Alpen Villa 6 is located 45 feet from the ski slope. It is perfect for families or several couples and offers 2 bedrooms and 1 bathroom on the main level and the kitchen, dining, 1 bathroom, and living room on the upp …see more

from $122 / night

$848 / week

Inquire View

from $122 / night

12

Ski home to rent in Bessemer

Upper Peninsula / Bessemer

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ski
  • Child friendly
  • Pet friendly
Sno-Trax is a 2 BR 1.5 bath home located near Big Powderhorn, between Ironwood and Bessemer. Features include garage with propane heater, Wi-Fi, cable TV, dishwasher and washer & dryer. Within a mile of Aspirus Grand View Hospital...great property for short term employe …see more

from $125 / night

$450 - $730 / week

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Responds fast!
avg. 1 hour 2 minutes

from $125 / night