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

An outdoor pool area with lounge chairs and umbrellas, surrounded by trees.

1. 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, (24 reviews)
"Beautiful location, comfortable room & amenities"
United States
Patty T.
The price is €159
includes taxes & fees
3 Nov - 4 Nov
Mountain Getaway Located on the Crystal River in Downtown Redstone
A table with a bottle and glasses, lit by a fire, under string lights.

2. 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 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, (1,573 reviews)
The price is €191
includes taxes & fees
21 Oct - 22 Oct
Laurelwood Condominiums
A table with a bottle and glasses, lit by a fire, under string lights.

4. 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, (49 reviews)
The price is €198
includes taxes & fees
9 Nov - 10 Nov
Mountain Escape on the Crystal River in Downtown Redstone Colorado
A table with a bottle and glasses, a lit fire, and string lights in a nighttime outdoor setting.

5. 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)
Mary 's Redstone Retreat on the Crystal River
An outdoor pool area with lounge chairs and umbrellas, surrounded by trees.

6. 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, (29 reviews)
"Very nice and great location "
United States
Carmon D.
King Villa on Crystal River, Located in the Heart of Redstone
A table with a bottle and glasses, lit by a fire, under string lights.

7. 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 €130
includes taxes & fees
11 Oct - 12 Oct
Quaint Queen Mountain Getaway
A spa area with a hot tub, snow-covered surroundings, and a building with large windows.

8. The Gant

The Gant
4.0 star property
East Aspen
9.6 out of 10, Exceptional, (1,057 reviews)
The price is €370
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.

9. Aspen Square Condominium Hotel

Aspen Square Condominium Hotel
4.0 star property
Downtown Aspen
9.6 out of 10, Exceptional, (1,005 reviews)
"Fabulous location and loved our room!"
United States
Grada
The price is €332
includes taxes & fees
17 Oct - 18 Oct
Aspen Square Condominium Hotel
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.
The price is €511
includes taxes & fees
31 Oct - 1 Nov
Spacious & Central Aspen 1BR with AC!
Outdoor dining

11. 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 €582
includes taxes & fees
25 Oct - 26 Oct
Comfort & Location - 2 BR, 2BA - Walk to Gondola!
A multi-story building with a stone facade, balconies, and a well-maintained lawn.

12. 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)
Stunning & Modern Family-Friendly Slopeside Retreat in the Heart of Snowmass!
A patio area with outdoor seating, a small pool, and a view of autumn foliage and mountains.

13. 🌲Timberline 217 Studio Deluxe ~ Hot Tub~Pool~WiFi~Ski-in/out~Local Shuttle🌲

🌲Timberline 217 Studio Deluxe ~ Hot Tub~Pool~WiFi~Ski-in/out~Local Shuttle🌲
Snowmass Village
9.4 out of 10, Exceptional, (10 reviews)
"Excellent location and service!"
United States
Kathy D.
🌲Timberline 217 Studio Deluxe ~ Hot Tub~Pool~WiFi~Ski-in/out~Local Shuttle🌲
A modern bedroom with a large bed, a wooden dresser, a desk, and a view of the outdoors through large windows.

14. Cozy ski-in/ski-out condo with pool in summer & hot tub, year round

Cozy ski-in/ski-out condo with pool in summer & hot tub, year round
Snowmass Village
9.0 out of 10, Wonderful, (41 reviews)
"Fantastic location. The bus stops right outside the building, and you can walk across the grass right to the town & village express lift."
United States
Elizabeth
The price is €391
includes taxes & fees
14 Oct - 15 Oct
Cozy ski-in/ski-out condo with pool in summer & hot tub, year round
A patio area with outdoor seating, a small pool, and a view of autumn foliage and mountains.

15. 🌲Timberline 215 Studio Deluxe ~ Hot Tub~Pool~WiFi~Ski-in/out~Local Shuttle🌲

🌲Timberline 215 Studio Deluxe ~ Hot Tub~Pool~WiFi~Ski-in/out~Local Shuttle🌲
Snowmass Village
9.8 out of 10, Exceptional, (8 reviews)
"Excellent condo, very comfortable and clean. Right next to the pool but no problems with noise. First time visiting the area and no reason to stay anywhere else next time, we’ll stay here again. Thanks."
United States
Tyler C.
🌲Timberline 215 Studio Deluxe ~ Hot Tub~Pool~WiFi~Ski-in/out~Local Shuttle🌲
A snow-covered outdoor area with a hot tub, seating, and a view of a ski slope.

16. 🌲Timberline 115 Studio Deluxe ~ Hot Tub~Pool~WiFi~Ski-in/out~Local Shuttle🌲

🌲Timberline 115 Studio Deluxe ~ Hot Tub~Pool~WiFi~Ski-in/out~Local Shuttle🌲
Snowmass Village
10.0 out of 10, Exceptional, (11 reviews)
"This was a cozy spot with a great location!"
United States
Carla S.
🌲Timberline 115 Studio Deluxe ~ Hot Tub~Pool~WiFi~Ski-in/out~Local Shuttle🌲
A patio area with outdoor seating, a small pool, and a view of autumn foliage and mountains.

17. 🌲Timberline 318 Studio Deluxe ~ Hot Tub~Pool~WiFi~Ski-in/out~Local Shuttle🌲

🌲Timberline 318 Studio Deluxe ~ Hot Tub~Pool~WiFi~Ski-in/out~Local Shuttle🌲
Snowmass Village
9.8 out of 10, Exceptional, (11 reviews)
🌲Timberline 318 Studio Deluxe ~ Hot Tub~Pool~WiFi~Ski-in/out~Local Shuttle🌲
A hot tub in an outdoor setting with a wooden fence, a mountain in the background, and a building with balconies.

18. 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 €329
includes taxes & fees
11 Oct - 12 Oct
Main Street room - hot tub & pool - walk to lifts, dog-friendly, balcony
A modern interior with a wooden ceiling, a kitchen area with a marble countertop, a sofa, and a bed with a view of the outdoors.

19. 🏔️Ski Access~Hot Tub~Top Floor~Studio Deluxe 311🏔️

🏔️Ski Access~Hot Tub~Top Floor~Studio Deluxe 311🏔️
Snowmass Village
9.6 out of 10, Exceptional, (14 reviews)
"Great location"
United States
Trent S.
🏔️Ski Access~Hot Tub~Top Floor~Studio Deluxe 311🏔️
A modern living room with a fireplace, a dining area, and large windows offering a view of greenery.

20. Luxurious 2BR 2BA w A/C & MTN Views!

Luxurious 2BR 2BA w A/C & MTN Views!
Downtown Aspen
10.0 out of 10, Exceptional, (40 reviews)
Luxurious 2BR 2BA w A/C & MTN Views!
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 Inn at Aspen

The Inn at Aspen

8/10 Good
"Breakfast is not good at all."
Kenneth 1-night trip
Posted 11 hours ago
The Inn at Aspen

Find out more about Pitkin County

Holiday Homes in Pitkin County

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