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.
Vacation RentalsVacation Rentals

Aspen

Aspen
A silver SUV on a dirt road with a mountainous landscape in the background.
Vacation RentalsVacation Rentals

Meredith

Meredith

Our top choices for Pitkin County holiday rentals

Outdoor pool

1. The Gant

The Gant
4.0 star property
East Aspen
9.6 out of 10, Exceptional, (1,040 reviews)
"Wonderful vacation setting"
United States
GARY
The price is €431
includes taxes & fees
4 Oct - 5 Oct
The Gant
Exterior detail

2. Aspen Square Condominium Hotel

Aspen Square Condominium Hotel
4.0 star property
Downtown Aspen
9.6 out of 10, Exceptional, (985 reviews)
"It was a great place to stay for a first time, romantic getaway, great location, clean, great staff, wonderful experience!"
United States
Virginia
The price is €320
includes taxes & fees
5 Oct - 6 Oct
Aspen Square Condominium Hotel
Premier Apartment | Private kitchen

3. Laurelwood Condominiums

Laurelwood Condominiums
3.0 star property
Snowmass Village
9.2 out of 10, Wonderful, (1,545 reviews)
"Loved staying here- great locations and room!"
United States
Jessie
The price is €206
includes taxes & fees
7 Sept - 8 Sept
Laurelwood Condominiums
Outdoor spa tub

4. 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 €318
includes taxes & fees
7 Sept - 8 Sept
Main Street room - hot tub & pool - walk to lifts, dog-friendly, balcony
Outdoor dining

5. 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.
Mountain Getaway Located on the Crystal River in Downtown Redstone
Outdoor dining

6. Mary 's Redstone Retreat on the Crystal River

Mary 's Redstone Retreat on the Crystal River
Redstone
9.4 out of 10, Exceptional, (22 reviews)
"Such a cozy little place, and great location. "
United States
S H.
Mary 's Redstone Retreat on the Crystal River
Living area

7. 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 €378
includes taxes & fees
8 Sept - 9 Sept
Cozy ski-in/ski-out condo with pool in summer & hot tub, year round
Property grounds

8. 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, (4 reviews)
"Very clean and great location. Pool and hot tub just steps away!"
United States
Barbara B.
New Ski-in Ski-out 1 BR with Resort Amenities
Outdoor spa tub

9. 🏔️Ski Access~Hot Tub~Top Floor~Studio Deluxe 112🏔️

🏔️Ski Access~Hot Tub~Top Floor~Studio Deluxe 112🏔️
Snowmass Village
9.6 out of 10, Exceptional, (5 reviews)
"We enjoyed our stay!"
United States
Audrey K.
🏔️Ski Access~Hot Tub~Top Floor~Studio Deluxe 112🏔️
Pool

10. 🌲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🌲
Pool

11. 🌲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🌲
Outdoor dining

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

King Villa on Crystal River, Located in the Heart of Redstone
Redstone
9.8 out of 10, Exceptional, (27 reviews)
"Very nice and great location "
United States
Carmon D.
King Villa on Crystal River, Located in the Heart of Redstone
Pool

13. 🌲Timberline 218 Studio Deluxe ~ Hot Tub~Pool~WiFi~Ski-in/out~Local Shuttle🌲

🌲Timberline 218 Studio Deluxe ~ Hot Tub~Pool~WiFi~Ski-in/out~Local Shuttle🌲
Snowmass Village
9.6 out of 10, Exceptional, (29 reviews)
"Amazing stay, beautiful views, great setting and layout. The host was very communicative and accommodating. Highly recommend and I will definitely plan to be back "
United States
Bryan T.
The price is €263
includes taxes & fees
9 Sept - 10 Sept
🌲Timberline 218 Studio Deluxe ~ Hot Tub~Pool~WiFi~Ski-in/out~Local Shuttle🌲
Pool

14. 🌲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)
"The property had very nice amenities and was very clean upon arrival! We really enjoyed our stay in the beautiful city of Aspen/Snowmass and we will definitely book this unit again in the future!"
United States
Edward C.
The price is €263
includes taxes & fees
10 Sept - 11 Sept
🌲Timberline 318 Studio Deluxe ~ Hot Tub~Pool~WiFi~Ski-in/out~Local Shuttle🌲
Living area

15. Spacious & Central Aspen 1BR with AC!

Spacious & Central Aspen 1BR with AC!
Downtown Aspen
10.0 out of 10, Exceptional, (14 reviews)
"Great location and great place to stay especially for the price"
United States
Joseph M.
The price is €643
includes taxes & fees
8 Sept - 9 Sept
Spacious & Central Aspen 1BR with AC!
Pool

16. 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
Interior

17. Luxury 2BR w/ HotTub, Mtn Views! Hiking Trails!

Luxury 2BR w/ HotTub, Mtn Views! Hiking Trails!
Snowmass Village
10.0 out of 10, Exceptional, (4 reviews)
"Great location and lovely property. Perfect for our family of 5! Made for a relaxing and comfortable stay. "
United States
Samuel M.
The price is €580
includes taxes & fees
7 Sept - 8 Sept
Luxury 2BR w/ HotTub, Mtn Views! Hiking Trails!
Living area

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

Luxurious 2BR 2BA w A/C & MTN Views!
Downtown Aspen
10.0 out of 10, Exceptional, (38 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!
Outdoor dining

19. 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 €125
includes taxes & fees
7 Sept - 8 Sept
Quaint Queen Mountain Getaway
Outdoor dining

20. 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
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

Aspen Square Condominium Hotel

Aspen Square Condominium Hotel

10/10 Excellent
"We enjoyed it very much. The unit was located in downtown, close to everything. The unit was well appointed would have appreciated some bottled water in the unit."
Christine 1-night trip
Posted 2 hours ago
Aspen Square Condominium Hotel

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Holiday Homes in Pitkin County

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