50 Best Aspen Apartments on Holiday Lettings - Vacation rentals

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361 Vacation rentals

32

Ski hotel apartment to rent in Aspen

Colorado / Aspen

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Ski
  • Child friendly
  • Air conditioning
A perfect harmony of comfort and rustic elegance, the space offers over 1600 sq. feet of spectacular views, plush Ralph Lauren leather furnishings and worldly décor. From the slate-floored entry to the century-old exposed brick, and a design palette of rich earth tones, …see more

from $799 / night

$5,593 / week

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from $799 / night

25

Vacation apartment in Aspen

Colorado / Aspen

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
#301 has 3 ensuite bedrooms, offering a king bed, a queen bed and 2 twins. The central living area features a dedicated dining area. The outside balcony has scenic views of Red Mountain. Our Aspen Condominiums are located in the heart of town! Just one block from Warne …see more

from $300 / night

$2,800 / week

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from $300 / night

15

Home rental in Aspen

Colorado / Aspen

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Child friendly
  • Ask about pets
FABULOUS LARGE 4 BEDROOM HOUSE WITH STUNNING VIEWS FOR FAR LESS FOR BEING A FEW MINUTES FURTHER AWAY. THIS PROPERTY MAY INCLUDE AT A NOMINAL CHARGE A RESERVED PARKING SPACE IN THE CENTER OF ASPEN. VILLA VALLEY HIGH, on a bluff above the Cozy Point Ranch, a rustic eq …see more

from $800 / night

$5,500 / week

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Responds fast!
avg. 2 hours 52 minutes

from $800 / night

(3) Excellent 

22

Vacation apartment in Aspen

Colorado / Aspen

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
#205 This recenty remodeled unit is on a second floor with an ensuite master bedroom with a king bed. The two guest rooms, one ensuite, each offer a split king bed. The fully equipped kitchen has a large bar/counter with seating for 6. The spacious living room has a wo …see more

from $300 / night

$2,800 / week

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from $300 / night

(1) Excellent 

26

Vacation home with golf nearby in Aspen

Colorado / Aspen

6 13 5 nights min

  • 6 bedrooms
  • Sleeps 13
  • 5 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Known as 'The Aspen Riverhouse' and situated in the heart of the Aspen/Snowmass valley, this affordable, comfortable family-oriented home on two private, sunny, riverfront acres, features mountain vistas and river views. Abundant lawn with path to the river which babble …see more

from $750 / night

$5,600 / week

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from $750 / night

24

Aspen ski apartment to rent.

Colorado / Aspen

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ski
  • Child friendly
Exceptional townhome at the base of Aspen Mountain and close to town, 2 blocks to gondola. Renovated in 2010 to latest interior designs, this mountain-view unit sleeps 8 adults in 4 luxurious rooms, 2 w king and 2 w double twin beds (convertible to king). Flat screen …see more

from $995 / night

$6,965 / week

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Responds fast!
avg. 46 minutes

from $995 / night

(5) Excellent 

22

Aspen Vacation apartment rental

Colorado / Aspen

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
#210 is a second floor unit with an ensuite master bedroom with a king bed, a guest bedroom ensuite with a split king, and another guest bedroom with split king. The fully equipped kitchen has a large bar/counter with seating for 6. There is a wood burning fireplace in …see more

from $300 / night

$2,800 / week

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from $300 / night

(6) Excellent 

23

Vacation apartment in Aspen

Colorado / Aspen

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
#310 is a third floor unit with an ensuite master bedroom with a king bed. One of the guest rooms is ensuite with a split king bed and the other guest bedroom has a split king bed. All bathrooms had shower/tub combination. The beautiful upgrades kitchen has a large bar/ …see more

from $300 / night

$2,800 / week

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from $300 / night

10

Vacation condo in Aspen

Colorado / Aspen

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Ritz Carlton residence is the best of the best but at an affordable price. With a two or three bedroom residence a small or large family can enjoy the beautiful views Aspen Highlands has to offer. The Ritz is located at the base of the mountain with ski in ski out …see more

from $700 / night

$4,900 / week

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avg. 3 hours 33 minutes

from $700 / night

26

Home rental in Aspen

Colorado / Aspen

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
This Aspen vacation condo is ideal for small groups and families. It's great location allows for easy access to all conveniences and the slopes, too! You'll be only two blocks from the lifts and a half-mile from Aspen Core, putting you within walking distance to grocer …see more

from $100 / night

$700 / week

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Responds fast!
avg. 1 hour 24 minutes

from $100 / night

21

Aspen Vacation apartment rental

Colorado / Aspen

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
#302 is a third floor two bedrooms unit with an ensuite master bedroom with king bed. The guest bedroom features a split king bed. The kitchen has been beautifully upgraded and there is a dining table with seating for four. Both bathrooms have been attractively upgraded …see more

from $250 / night

$1,750 / week

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from $250 / night

18

Ski home to rent in Aspen

Colorado / Aspen

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Ski
  • Child friendly
The Top of the Village Condominiums by Destination Residences offer the perfect retreat in both summer and winter! Creating a sense of seclusion and tranquility, these ski-in/ski-out residences provide spectacular views of Snowmass Mountain. The on-site, full-service fr …see more

from $195 / night

$1,365 / week

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from $195 / night

11

Aspen Vacation condo rental

Colorado / Aspen

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This condo, located in Aspen's West End, is luxurious, modern and light-filled. Only a few blocks from Aspen's center, it is conveniently located for skiing, hiking, and Aspen's summer festivals. Right on Main Street, Aspen's free shuttle is conveniently accessible just …see more

from $350 / night

$2,100 / week

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from $350 / night

18

Vacation home with shared pool in Aspen

Colorado / Aspen

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
This 3 bedroom, 3 bath Exceptional single level condominium, is located at our Chamonix property with interior elevator access. The condominium offers a king bed, a queen bed and twin beds. There is no sofa sleeper. Chamonix is a gracious slope side retreat with Europea …see more

from $1,439 / night

$10,073 / week

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from $1,439 / night

18

Ski home to rent in Aspen

Colorado / Aspen

2 7 2 nights min

  • 2 bedrooms
  • Sleeps 7
  • 2 nights min
  • Swimming pool
  • Ski
  • Child friendly
The Top of the Village Condominiums by Destination Residences offer the perfect retreat in both summer and winter! Creating a sense of seclusion and tranquility, these ski-in/ski-out residences provide spectacular views of Snowmass Mountain. The on-site, full-service fr …see more

from $162 / night

$1,134 / week

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from $162 / night

(1) Excellent 

26

Home rental in Aspen

Colorado / Aspen

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Close to all the luxe shopping, dining, and entertainment Aspen has to offer, this two-bedroom, two-bathroom Aspen vacation rental welcomes your group of up to four for a Rocky Mountain getaway you won't soon forget! This condo is just steps away from the world-class s …see more

from $98 / night

$686 / week

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Responds fast!
avg. 3 hours 19 minutes

from $98 / night

(10) Excellent 

21

Vacation apartment in Aspen

Colorado / Aspen

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
#203 is a second floor two bedrooms unit with an ensuite master bedroom with a queen bed. The guest bedroom features a split king bed. Recently remodeled, this condo offers a modern and sophisticated look with beautiful furniture, stunning kitchen including attractive c …see more

from $250 / night

$2,350 / week

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from $250 / night

(10) Very Good 

19

Vacation apartment in Aspen

Colorado / Aspen

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
#102 is a two bedrooms ground floor unit with an ensuite master bedroom with a king bed. The guest bedroom has a split king bed. The living room has a large wraparound sofa and wood burning fireplace. Both bathrooms and kitchen has been upgraded with attractive tile and …see more

from $250 / night

$2,350 / week

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from $250 / night

24

Vacation condo in Aspen

Colorado / Aspen

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
Your spacious 1350 sq.ft. 3 bedroom condo sleeps up to 7 guests and has recently been updated! Located at the base of the Aspen Mountain, from here you'll have access to the 4 ski areas: Snowmass, Buttermilk, Aspen Highlands and Aspen Mountain. From our residence, you'l …see more

from $554 / night

$3,878 / week

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from $554 / night

(13) Excellent 

21

Aspen Vacation apartment rental

Colorado / Aspen

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
#206 is a second floor unit with 3 ensuite bedrooms. One bedroom has a king bed and the other bedrooms feature split kings. The kitchen and bathroom have been upgraded with attractive tile and granite. The dining area provides seating for 6 guests. The living room offer …see more

from $300 / night

$2,800 / week

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from $300 / night

(2) Excellent 

24

Vacation apartment in Aspen

Colorado / Aspen

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets
#410 is a forth floor unit with an ensuite master bedroom with a king bed as well as an ensuite guest bedroom with king bed. The third bedroom offers a split king bed. The kitchen has been totally renovated as well as all bathrooms. The bar/counter has seating for 6 peo …see more

from $495 / night

$2,800 / week

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from $495 / night

33

Vacation villa in Aspen

Colorado / Aspen

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Ask about pets
If your aesthetic is more modern than mountain lodge, a stay at Aspen Contemporary might be just your style. Set on a rise in downtown Aspen, the newly built four-bedroom villa is spectacular inside and out, with panoramic views and bold, colorful decor, and is close to …see more

from $3,500 / night

$24,500 / week

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Responds fast!
avg. 2 minutes

from $3,500 / night

28

Aspen ski apartment to rent.

Colorado / Aspen

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ski
  • Child friendly
This deluxe 2-bedroom, 2-bathroom vacation rental condo in Aspen, Colorado features sleeping arrangements for up to 6 guests, making it fantastic for families or a group of close friends escaping to the mountains. With Netflix, wireless internet, and dazzling fireplace, …see more

from $309 / night

$2,163 / week

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Responds fast!
avg. 27 minutes

from $309 / night

(2) Very Good 

20

Vacation apartment in Aspen

Colorado / Aspen

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
#103 is a two bedrooms ground floor unit with an ensuite master bedroom with a queen bed. The guest bedroom features a split king bed. Beautiful cabinets and granite countertops highlight the kitchen. Both bathrooms have been upgraded. There is plenty of seating in the …see more

from $250 / night

$2,350 / week

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from $250 / night

8

Condo rental in Aspen

Colorado / Aspen

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This is a large condo in the Ritz Carlton Destination Club at Aspen Highlands. It is ski in/ski out and has a large balcony facing the ski mountain and lift. Featuring 2.5 large bathrooms and 2 bedrooms, the unit also has a washer and dryer, a large kitchen, twice dai …see more

from $1,000 / night

$10,000 / week

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from $1,000 / night

(10) Very Good 

17

Apartment rental in Aspen

Colorado / Aspen

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
#208 is a second floor two bedrooms unit with an ensuite master bedroom with king bed. The guest bedroom features a split king bed. The remodeled kitchen with all new cabinetry, appliances and granite counters creates an open floor plan with the living area. There is s …see more

from $250 / night

$2,350 / week

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from $250 / night

(7) Excellent 

21

Apartment rental in Aspen

Colorado / Aspen

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
#307 is a third floor two bedrooms unit with an ensuite master bedroom with a king bed. The guest bedroom features a split king bed. The kitchen has been renovated with granite counters and stainless steel appliances. The living room features cozy and comfortable seatin …see more

from $250 / night

$2,350 / week

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from $250 / night

25

Aspen Vacation condo rental

Colorado / Aspen

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
This 800 square foot one bedroom/one bathroom typically rents 25% to 50% less than other one bedrooms at the Gant offering value-conscious guests an opportunity to stay in a resort without a higher price tag. This is the largest of the one bedroom units and has a fully …see more

from $250 / night

$1,900 - $4,390 / week

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from $250 / night

(9) Very Good 

23

Aspen Vacation apartment rental

Colorado / Aspen

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
#306 is a third floor unit with 3 ensuite bedrooms offering two king beds in two of the bedrooms and bunk beds in the third bedroom. The entire condominium has been remodeled making it one of our most popular units. There is a dining area with seating for 6 and spacious …see more

from $300 / night

$2,800 / week

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from $300 / night

8

Vacation home in Aspen

Colorado / Aspen

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Child friendly
  • Pet friendly
Our house is located on 4 private acres located in the highly desirable Woody Creek area. Enjoy your stay in this semi- modern home with warm colors, comfortable furniture and elegant fixtures. There is room to cozy up with family and friends or find individual spaces …see more

from $600 / night

$4,200 / week

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from $600 / night

30

Aspen Vacation apartment rental

Colorado / Aspen

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Bedrooms 3 Bathrooms 2.5 Sleeps 8 **Coming June 2018, Renovations to the master bath and downstairs bedroom!! ** Upstairs: Master Bedroom: King bed, flat screen TV, en suite bath, wood burning fireplace and mountain view. Guest Room: Two twin beds, flat screen TV, …see more

from $505 / night

$11,200 / week

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Responds fast!
avg. 3 minutes

from $505 / night

22

Vacation condo in Aspen

Colorado / Aspen

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
Your spacious 990 sq.ft. condo sleeps up to 5 guests! Located at the base of the Aspen Mountain, from here you'll have access to the 4 ski areas: Snowmass, Buttermilk, Aspen Highlands and Aspen Mountain. From our residence, you'll have access to world-class skiing durin …see more

from $404 / night

$2,828 / week

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from $404 / night

14

Aspen Vacation home rental

Colorado / Aspen

2 8 5 nights min

  • 2 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
This exceptional Woodrun Place condominium offers a king bed, twin beds with trundles and a sofa sleeper. Woodrun Place is a newly renovated, ski-in ski-out property that offers an on-site ski shop, fitness room, heated pool, hot tub, sauna and complimentary covered or …see more

from $979 / night

$6,853 / week

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from $979 / night

24

Vacation villa in Aspen

Colorado / Aspen

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Ask about pets
Beautifully understated modern design meets the high drama of the Rockies. Set in the heart of downtown Aspen, this luxury Colorado vacation rental is backed by a rugged, forested slope and has incredible views of Aspen Mountain. Four bedrooms and well-appointed, state- …see more

from $2,500 / night

$17,500 / week

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Responds fast!
avg. 2 minutes

from $2,500 / night

11

Aspen Vacation villa rental

Colorado / Aspen

2 8 6 nights min

  • 2 bedrooms
  • Sleeps 8
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Opportunity to rent from owner a luxury 2 bedroom ski-in/ski-out condo in Aspen Highlands, celebrated for it’s world-class skiing and snowboarding, acclaimed cuisine and one-of-a-kind atmosphere. The four local “super quartet” of mountains: Aspen, Snowmass, Aspen Highla …see more

from $1,300 / night

$9,100 / week

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from $1,300 / night

(7) Very Good 

20

Vacation apartment rental

Colorado / Aspen

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
This comfy 3 bedroom - 3 bathroom is a ground level unit with a private wrapped around balcony. The living room has spacious seating area with a wood burning fireplace. An upgraded kitchen with dining area makes it an easy option to dine in. All the 3 bedrooms has an en …see more

from $300 / night

$2,800 / week

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from $300 / night

22

Home rental in Aspen

Colorado / Aspen

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
The Villas at Snowmass Club by Destination Residences offers a one-of-a-kind, luxurious mountain experience in Snowmass Colorado! With panoramic mountain views and excellent outdoor club amenities, you are sure to find peace and relaxation at this magnificent resort. Fo …see more

from $179 / night

$1,253 / week

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from $179 / night

32

Vacation villa in Aspen

Colorado / Aspen

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Ask about pets
Make yourself at home at West End Charm. Its quaint Victorian exterior conceals newly remodeled interiors with a generous open floor plan and four cozy bedrooms. Set in a quiet neighborhood in downtown Aspen with mountain views, the property is nevertheless just minutes …see more

from $3,000 / night

$21,000 / week

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Responds fast!
avg. 2 minutes

from $3,000 / night

12

Ski camper van to rent in Aspen

Colorado / Aspen

2 2 3 nights min

  • 2 bedrooms
  • Sleeps 2
  • 3 nights min
  • Ski
  • Child friendly
  • Air conditioning
Custom renovated Class B and C camper vans, mini-motorhomes, and RV rentals in beautiful Aspen, CO. We have a variety of rental options to meet all your needs and a full line of parts, products, and accessories to keep you on the road. The Owner has been in Aspen for ov …see more

from $249 / night

$1,743 / week

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from $249 / night

26

Vacation apartment in Aspen

Colorado / Aspen

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
#201 is a second floor unit with 3 ensuite bedrooms offering a king bed, a split king bed, and two twin beds. All bathrooms have upgraded features as well as the kitchen. There is a dining area for 6 and plenty of seating in the living room. Outside there is a wraparoun …see more

from $300 / night

$2,800 / week

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from $300 / night