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.
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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 fire pit surrounded by a wooden bench with cushions, a stone wall, and potted plants.

1. Aspen Square Condominium Hotel

Aspen Square Condominium Hotel
4.0 star property
Downtown Aspen
9.6 out of 10, Exceptional, (1,009 reviews)
"Fabulous location and loved our room!"
United States
Grada
The price is €332
includes taxes & fees
20 Oct - 21 Oct
Aspen Square Condominium Hotel
A spa area with a hot tub, snow-covered surroundings, and a building with large windows.

2. The Gant

The Gant
4.0 star property
East Aspen
9.6 out of 10, Exceptional, (1,060 reviews)
"Clean and beautifully decorated/remodeled. Heated floors in the bath would be so great for winter stays! All around a great place!"
United States
Brenda
The price is €297
includes taxes & fees
14 Oct - 15 Oct
The Gant
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)
"Great place to stay if around Aspen area"
United States
Joshua
The price is €192
includes taxes & fees
21 Oct - 22 Oct
Laurelwood Condominiums
A modern living room with a grey sofa, a wooden coffee table, and a brown leather chair. A kitchen is visible in the background with a stone backsplash and wooden cabinets.

4. HOLT - Billionaire Mountain

HOLT - Billionaire Mountain
3.5 star property
Downtown Aspen
8.4 out of 10, Very good, (16 reviews)
"It was a perfect for me! The layout is lovely and welcoming. Close to everything in Aspen. The included parking is ideal. I loved the windows and the adorable fox couple who wandered by in the evenings. I’d stay again in a heartbeat!"
United States
Taunya
HOLT - Billionaire Mountain
A crowded indoor dining area with multiple tables and chairs, a visible restaurant named 'Cathie Fiori,' and hanging plants.

5. 2BR Aspen Condo, Pool, HotTub, A/C, Pet Friendly!

2BR Aspen Condo, Pool, HotTub, A/C, Pet Friendly!
East Aspen
9.6 out of 10, Exceptional, (4 reviews)
"Great location a"
United States
Mark M.
2BR Aspen Condo, Pool, HotTub, A/C, Pet Friendly!
An outdoor pool area with lounge chairs and umbrellas, surrounded by trees.

6. 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 hot tub in an outdoor setting with a wooden fence, a mountain in the background, and a building with balconies.

7. 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 €320
includes taxes & fees
27 Oct - 28 Oct
Main Street room - hot tub & pool - walk to lifts, dog-friendly, balcony
A modern hotel with a swimming pool, lounge chairs, and outdoor umbrellas.

8. 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.
The price is €825
includes taxes & fees
25 Oct - 26 Oct
Ski-in&Out Renovated 3BR, 3BA w AC, Pool & Hot-tub
A crowded indoor dining area with multiple tables and chairs, a visible restaurant named 'Cathie Fiori,' and hanging plants.

9. Riverfront Aspen Condo: Pool, Hot Tub, & Views!

Riverfront Aspen Condo: Pool, Hot Tub, & Views!
East Aspen
10.0 out of 10, Exceptional, (5 reviews)
"Great place to stay! Perfect location "
United States
William W.
Riverfront Aspen Condo: Pool, Hot Tub, & Views!
A crowded indoor dining area with multiple tables and chairs, a visible restaurant named 'Cathie Fiori,' and hanging plants.

10. Downtown Aspen 1BR: Pool & Hot Tub!

Downtown Aspen 1BR: Pool & Hot Tub!
Downtown Aspen
9.8 out of 10, Exceptional, (7 reviews)
"Great location and cozy!"
United States
Cynthia
Downtown Aspen 1BR: Pool & Hot Tub!
A hot tub area with a view of a swimming pool and a covered deck with chairs.

11. 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 modern living room with a fireplace, a dining area, and large windows offering a view of greenery.

12. 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)
"Easy to walk to everything - well appointed- excellent view of mountain - thought of everything - very comfortable"
United States
Evy T.
Luxurious 2BR 2BA w A/C & MTN Views!
A table with a bottle and glasses, lit by a fire, under string lights.

13. 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
14 Oct - 15 Oct
Quaint Queen Mountain Getaway
A table with a bottle and glasses, lit by a fire, under string lights.

14. 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)
"Clean room, wonderful view"
United States
Zach H.
The price is €140
includes taxes & fees
19 Oct - 20 Oct
Mountain Escape on the Crystal River in Downtown Redstone Colorado
A multi-story building with a stone facade, balconies, and a well-maintained lawn.

15. 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!
Spacious living room

16. Center of Aspen 2BR, 2BA with AC!

Center of Aspen 2BR, 2BA with AC!
Downtown Aspen
10.0 out of 10, Exceptional, (23 reviews)
"Perfect location - we walked everywhere and enjoyed being so close to town. The kitchen had everything we needed plus more and condo looked brand new when we checked it. We had a wonderful stay and will be back next year!"
United States
Lindsey G.
Center of Aspen 2BR, 2BA with AC!
A table with a bottle and glasses, lit by a fire, under string lights.

17. 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.
The price is €140
includes taxes & fees
19 Oct - 20 Oct
Water's Edge Serenity On The Boulevard in Redstone
An outdoor pool area with lounge chairs and umbrellas, surrounded by trees.

18. 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.
The price is €140
includes taxes & fees
18 Oct - 19 Oct
King Villa on Crystal River, Located in the Heart of Redstone
A modern bedroom with a large bed, a wooden dresser, a desk, and a view of the outdoors through large windows.

19. 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 €393
includes taxes & fees
14 Oct - 15 Oct
Cozy ski-in/ski-out condo with pool in summer & hot tub, year round
A modern living room with a fireplace, a sofa, a coffee table, and a kitchen area with wooden cabinets and appliances.

20. New Luxurious 4BR w Central A/C in Aspen's Core

New Luxurious 4BR w Central A/C in Aspen's Core
Downtown Aspen
10.0 out of 10, Exceptional, (3 reviews)
"Great stay, very convenient and the host was super responsive!"
United States
Hannah W.
The price is €1,034
includes taxes & fees
3 Nov - 4 Nov
New Luxurious 4BR w Central A/C in Aspen's Core
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 St. Regis Aspen Resort

The St. Regis Aspen Resort

10/10 Excellent
"Excellent across the board!. Zero complaints."
Sean 5-night trip
Posted 2 hours ago
The St. Regis Aspen Resort

Find out more about Pitkin County

Holiday Homes in Pitkin County

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