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, (1,043 reviews)
"Wonderful vacation setting"
United States
GARY
The price is €364
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, (996 reviews)
"Excellent location and beautiful property!"
United States
Michael
The price is €327
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, (1,559 reviews)
"Loved staying here- great locations and room!"
United States
Jessie
The price is €188
includes taxes & fees
14 Oct - 15 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
The price is €353
includes taxes & fees
13 Oct - 14 Oct
HOLT - Billionaire Mountain
An outdoor pool area with lounge chairs and umbrellas, surrounded by trees.

5. 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.
The price is €194
includes taxes & fees
27 Oct - 28 Oct
King Villa on Crystal River, Located in the Heart of Redstone
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, (23 reviews)
"Beautiful location, comfortable room & amenities"
United States
Patty T.
The price is €194
includes taxes & fees
27 Oct - 28 Oct
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 €323
includes taxes & fees
29 Sept - 30 Sept
Main Street room - hot tub & pool - walk to lifts, dog-friendly, balcony
A table with a bottle and glasses, a lit fire, and string lights in a nighttime outdoor setting.

8. 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
The price is €210
includes taxes & fees
27 Oct - 28 Oct
Mary 's Redstone Retreat on the Crystal River
An outdoor pool area with lounge chairs and umbrellas, surrounded by trees.

9. Mountain Retreat on the Crystal River

Mountain Retreat on the Crystal River
Redstone
9.8 out of 10, Exceptional, (34 reviews)
"Our room was clean and quiet with incredible views. Communication with our host was great and check in was easy. Highly recommend!"
United States
Leslie
The price is €157
includes taxes & fees
27 Oct - 28 Oct
Mountain Retreat on the Crystal River
A modern building with a wooden facade and a sign that reads "Gavilon."

10. Downtown Aspen with Patio, Fireplace, Free Parking, Washer/Dryer

Downtown Aspen with Patio, Fireplace, Free Parking, Washer/Dryer
East Aspen
9.6 out of 10, Exceptional, (7 reviews)
"Thanks for having us..our stay was great and comfortable..such an amazing location and in walking distance to many places. We had such an amazing time in Aspen, looking to come back again already. "
United States
Anonymous traveller
The price is €375
includes taxes & fees
6 Oct - 7 Oct
Downtown Aspen with Patio, Fireplace, Free Parking, Washer/Dryer
A table with a bottle and glasses, lit by a fire, under string lights.

11. 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 €198
includes taxes & fees
27 Oct - 28 Oct
Water's Edge Serenity On The Boulevard in Redstone
A crowded indoor dining area with multiple tables and chairs, a visible restaurant named 'Cathie Fiori,' and hanging plants.

12. 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 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.
Quaint Queen Mountain Getaway
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 €383
includes taxes & fees
27 Oct - 28 Oct
Cozy ski-in/ski-out condo with pool in summer & hot tub, year round
A crowded indoor dining area with multiple tables and chairs, a visible restaurant named 'Cathie Fiori,' and hanging plants.

15. 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!
A two-story building with a stone facade, a balcony with a wooden railing, and a covered outdoor seating area.

16. Ski-in/out Studio with pool in summer, hot tub year round, grill, & fireplace

Ski-in/out Studio with pool in summer, hot tub year round, grill, & fireplace
Snowmass Village
9.4 out of 10, Exceptional, (3 reviews)
"Great location"
United States
David G.
The price is €420
includes taxes & fees
27 Oct - 28 Oct
Ski-in/out Studio with pool in summer, hot tub year round, grill, & fireplace
A snow-covered outdoor area with a hot tub, a waterfall, and a staircase leading to a building.

17. New Ski-in Ski-out 1 BR with Resort Amenities

New Ski-in Ski-out 1 BR with Resort Amenities
Snowmass Village
10.0 out of 10, Exceptional, (5 reviews)
"Very nice and cozy property. Short walk to the slopes. Nice heated pool and hot tub area after a day of skiing. Kitchen was well appointed. Thoughtful touches throughout. Management was responsive to questions during the stay. Would definitely stay here again!!"
United States
Kelli U.
New Ski-in Ski-out 1 BR with Resort Amenities
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, (45 reviews)
"We would definitely go back."
United States
Scott C.
Stunning & Modern Family-Friendly Slopeside Retreat in the Heart of Snowmass!
A snow-covered outdoor area with a hot tub, seating, and a view of a ski slope.

19. 🌲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
9.8 out of 10, Exceptional, (10 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.

20. 🌲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🌲
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

Mountain Chalet Snowmass

Mountain Chalet Snowmass

10/10 Excellent
"Breakfast was outstanding."
Frank 2-night trip
Posted 10 hours ago
Mountain Chalet Snowmass