A mountain lake with reflections, surrounded by forested slopes and snow-capped peaks.

Holiday Rentals in Pitkin County

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Top Cities in Pitkin County

A snow-covered mountain range with a town at its base.
Holiday RentalsHoliday Rentals

Aspen

Aspen
A silver SUV on a dirt road with a mountainous landscape in the background.
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Meredith

Meredith

Our top choices for Pitkin County holiday rentals

A spa area with a hot tub, snow-covered surroundings, and a building with large windows.

1. The Gant

The Gant
4.0 star property
East Aspen
9.6 out of 10, Exceptional, (1,048 reviews)
"Clean and updated condo. Plenty of space and stocked kitchen."
United States
Kristin
The price is €369
includes taxes & fees
13 Oct - 14 Oct
The Gant
A fire pit surrounded by a wooden bench with cushions, a stone wall, and potted plants.

2. Aspen Square Condominium Hotel

Aspen Square Condominium Hotel
4.0 star property
Downtown Aspen
9.6 out of 10, Exceptional, (1,003 reviews)
"Fabulous location and loved our room!"
United States
Grada
The price is €331
includes taxes & fees
6 Oct - 7 Oct
Aspen Square Condominium Hotel
A kitchen with wooden cabinets, granite countertops, and a stone backsplash.

3. Laurelwood Condominiums

Laurelwood Condominiums
3.0 star property
Snowmass Village
9.2 out of 10, Wonderful, (1,569 reviews)
"Great place to stay if around Aspen area"
United States
Joshua
The price is €191
includes taxes & fees
12 Oct - 13 Oct
Laurelwood Condominiums
An outdoor pool area with lounge chairs and umbrellas, surrounded by trees.

4. Mountain Getaway Located on the Crystal River in Downtown Redstone

Mountain Getaway Located on the Crystal River in Downtown Redstone
Redstone
10.0 out of 10, Exceptional, (23 reviews)
"Beautiful location, comfortable room & amenities"
United States
Patty T.
The price is €138
includes taxes & fees
6 Oct - 7 Oct
Mountain Getaway Located on the Crystal River in Downtown Redstone
A hot tub area with a view of a swimming pool and a covered deck with chairs.

5. Charming 2BR/2BA Snowmass Condo with Shared Hot Tub

Charming 2BR/2BA Snowmass Condo with Shared Hot Tub
Snowmass Village
9.6 out of 10, Exceptional, (23 reviews)
"Great location in Snowmass Village just a few stops from the Mall. Great accommodations and clean quiet space. Enjoyed the trip!"
United States
Robert F.
Charming 2BR/2BA Snowmass Condo with Shared Hot Tub
A table with a bottle and glasses, lit by a fire, under string lights.

6. Quaint Queen Mountain Getaway

Quaint Queen Mountain Getaway
Redstone
9.6 out of 10, Exceptional, (9 reviews)
"Lovely mountain retreat! Warm, cozy, comfortable bed! Awesome little town to get away from the hustle of it all!"
United States
Janzie F.
The price is €160
includes taxes & fees
2 Nov - 3 Nov
Quaint Queen Mountain Getaway
A table with a bottle and glasses, lit by a fire, under string lights.

7. Water's Edge Serenity On The Boulevard in Redstone

Water's Edge Serenity On The Boulevard in Redstone
Redstone
9.4 out of 10, Exceptional, (12 reviews)
"Loved my room SO much!! I will be back for sure!"
United States
Cristina H.
Water's Edge Serenity On The Boulevard in Redstone
A table with a bottle and glasses, lit by a fire, under string lights.

8. Mountain Escape on the Crystal River in Downtown Redstone Colorado

Mountain Escape on the Crystal River in Downtown Redstone Colorado
Redstone
9.8 out of 10, Exceptional, (48 reviews)
"Clean room, wonderful view"
United States
Zach H.
Mountain Escape on the Crystal River in Downtown Redstone Colorado
A hot tub in an outdoor setting with a wooden fence, a mountain in the background, and a building with balconies.

9. Main Street room - hot tub & pool - walk to lifts, dog-friendly, balcony

Main Street room - hot tub & pool - walk to lifts, dog-friendly, balcony
West End
9.6 out of 10, Exceptional, (17 reviews)
"yes, it was wonderful and Rebekah at the front desk was super helpful"
United States
Shaun K.
The price is €325
includes taxes & fees
2 Nov - 3 Nov
Main Street room - hot tub & pool - walk to lifts, dog-friendly, balcony
A cozy living room with a stone fireplace, comfortable seating, and large windows offering a view of the outdoors.

10. Spacious & Central Aspen 1BR with AC!

Spacious & Central Aspen 1BR with AC!
Downtown Aspen
10.0 out of 10, Exceptional, (15 reviews)
"Great location and great place to stay especially for the price"
United States
Joseph M.
Spacious & Central Aspen 1BR with AC!
An outdoor pool area with lounge chairs and umbrellas, surrounded by trees.

11. King Villa on Crystal River, Located in the Heart of Redstone

King Villa on Crystal River, Located in the Heart of Redstone
Redstone
9.6 out of 10, Exceptional, (28 reviews)
"Very nice and great location "
United States
Carmon D.
King Villa on Crystal River, Located in the Heart of Redstone
Outdoor dining

12. Comfort & Location - 2 BR, 2BA - Walk to Gondola!

Comfort & Location - 2 BR, 2BA - Walk to Gondola!
Downtown Aspen
10.0 out of 10, Exceptional, (29 reviews)
"Great location! "
United States
Justin
The price is €605
includes taxes & fees
7 Oct - 8 Oct
Comfort & Location - 2 BR, 2BA - Walk to Gondola!
Open, spacious living area with a gas fireplace, smart TV and plenty of comfortable seating

13. Stunning Aspen Core 2B, AC, Views, Patio, HotTub!

Stunning Aspen Core 2B, AC, Views, Patio, HotTub!
Downtown Aspen
10.0 out of 10, Exceptional, (15 reviews)
"Loved staying here, Ali provided everything we needed and was super responsive when we had questions. Loved staying here and will definitely be coming back. "
United States
Joylynn G.
Stunning Aspen Core 2B, AC, Views, Patio, HotTub!
A table with a bottle and glasses, a lit fire, and string lights in a nighttime outdoor setting.

14. Mary 's Redstone Retreat on the Crystal River

Mary 's Redstone Retreat on the Crystal River
Redstone
9.4 out of 10, Exceptional, (23 reviews)
"Nice little place"
United States
GABRIEL
Mary 's Redstone Retreat on the Crystal River
A modern hotel with a swimming pool, lounge chairs, and outdoor umbrellas.

15. Ski-in&Out Renovated 3BR, 3BA w AC, Pool & Hot-tub

Ski-in&Out Renovated 3BR, 3BA w AC, Pool & Hot-tub
Downtown Aspen
10.0 out of 10, Exceptional, (27 reviews)
"Great location and accommodations! I highly recommend this property!"
United States
Vonda D.
Ski-in&Out Renovated 3BR, 3BA w AC, Pool & Hot-tub
A modern bedroom with a large bed, a fireplace, a television, and a balcony with a view of the outdoors.

16. Epic Ski-In/Ski-Out Top Floor Luxury Residence in Snowmass Base Village!

Epic Ski-In/Ski-Out Top Floor Luxury Residence in Snowmass Base Village!
Snowmass Village
10.0 out of 10, Exceptional, (5 reviews)
"Everything was great!"
Mexico
Jesús V.
The price is €839
includes taxes & fees
6 Oct - 7 Oct
Epic Ski-In/Ski-Out Top Floor Luxury Residence in Snowmass Base Village!
A modern living room with a sofa, chairs, a coffee table, and a kitchen area with wooden cabinets.

17. New Stunning 3BR, 3BA Steps from Gondola with AC!

New Stunning 3BR, 3BA Steps from Gondola with AC!
Downtown Aspen
10.0 out of 10, Exceptional, (14 reviews)
"Property was clean, host was super responsive. Beds were super comfy!! A great stay!"
United States
Courtney H.
New Stunning 3BR, 3BA Steps from Gondola with AC!
A multi-story building with a stone facade, balconies, and a well-maintained lawn.

18. Stunning & Modern Family-Friendly Slopeside Retreat in the Heart of Snowmass!

Stunning & Modern Family-Friendly Slopeside Retreat in the Heart of Snowmass!
Snowmass Village
10.0 out of 10, Exceptional, (47 reviews)
"We would definitely go back."
United States
Scott C.
Stunning & Modern Family-Friendly Slopeside Retreat in the Heart of Snowmass!
A hot spring area with stone-tiled edges, surrounded by snow-covered trees and a metal fence.

19. 🏔️Ski Access~Hot Tub~Top Floor~Studio Premier 209🏔️

🏔️Ski Access~Hot Tub~Top Floor~Studio Premier 209🏔️
Snowmass Village
9.8 out of 10, Exceptional, (17 reviews)
"Great to work with. Great place. "
United States
Yolanda J.
🏔️Ski Access~Hot Tub~Top Floor~Studio Premier 209🏔️
We have a heated pool and 3 hot tubs on property open from 10am to 10pm daily.

20. Crestwood 2313 Deluxe 1 Bedroom Plus Loft

Crestwood 2313 Deluxe 1 Bedroom Plus Loft
Snowmass Village
10.0 out of 10, Exceptional, (2 reviews)
"We were up in Snowmass for a work trip and this location was absolutely ideal. The check in process was a breeze, the front desk staff were wonderful about giving us suggestions on where to go for dinner, and everyone in the nearby area was amazingly friendly. Tons of great food choices and beautiful hiking trails. The condo itself has everything we needed in terms of towels, cookware, and excellent bedding. We were there in the summer and although it had no a/c, the fans located in the condo,...
United States
Valena G.
Crestwood 2313 Deluxe 1 Bedroom Plus Loft
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pitkin County Hotel Reviews

The Timberline Condominiums

The Timberline Condominiums

10/10 Excellent
"Beautiful condo and views and great staff very comfortable"
Michael 2-night trip
Posted 2 hours ago
The Timberline Condominiums

Find out more about Pitkin County

Holiday Homes in Pitkin County

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