Discover Your Perfect Pitkin County Vacation Homes

Best Vacation Homes in Pitkin County

10.0
Exceptional
(327 Reviews)
600 ft² 3 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R3,422/Night For 7 Nights R23,952
10.0
Exceptional
(6 Reviews)
1851.39 ft² 8 Guests 4 Bedrooms 5 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Pool
  • Parking
R11,459/Night For 7 Nights R80,210
10.0
Exceptional
(8 Reviews)
6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R7,065/Night For 7 Nights R49,454
10.0
Exceptional
(291 Reviews)
750 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R3,344/Night For 7 Nights R23,414
10.0
Exceptional
(6 Reviews)
365.97 ft² 4 Guests 1 Bedroom 1 Bathroom
House
  • Oceanfront
  • Hot Tub
  • Skiing
R3,410/Night For 7 Nights R23,871
10.0
Exceptional
(270 Reviews)
750 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R3,495/Night For 7 Nights R24,458
10.0
Exceptional
(147 Reviews)
600 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R3,264/Night For 7 Nights R22,843
10.0
Exceptional
(141 Reviews)
265 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R3,277/Night For 7 Nights R22,941

Pitkin County Luxury Rentals

New
8771 ft² 12 Guests 6 Bedrooms 9 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
Unlock the Best Price
New
15000 ft² 16 Guests 9 Bedrooms 10 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
Unlock the Best Price
New
1 Bedroom 1 Bathroom
Family Friendly Condo
  • Skiing
  • Fireplace/Heating
  • Kitchen
Unlock the Best Price
New
14 Guests 7 Bedrooms 7 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
Unlock the Best Price
New
5829 ft² 10 Guests 5 Bedrooms 5 Bathrooms
Group Friendly House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
Unlock the Best Price
New
12 Guests 4 Bedrooms 5 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Kitchen
Unlock the Best Price
New
12 Guests 6 Bedrooms 6 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
Unlock the Best Price
New
6 Guests 3 Bathrooms
Resort
  • Air Conditioner
  • Internet
  • Child Friendly
Unlock the Best Price

Pitkin County Pet Friendly Vacation Rentals

10.0
Exceptional
(106 Reviews)
540 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R12,227/Night For 7 Nights R85,595
10.0
Exceptional
(2 Reviews)
4 Guests 2 Bedrooms 2 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Pet Friendly
  • Parking
R9,083/Night For 7 Nights R63,584
9.4
Exceptional
(53 Reviews)
1 Bedroom 1 Bathroom
Couples Retreat Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • View
R3,598/Night For 7 Nights R25,176
10.0
Exceptional
(78 Reviews)
3 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R3,354/Night For 7 Nights R23,479
10.0
Exceptional
(1 Review)
1700.7 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Free Cancellation Apartment
  • Hot Tub
  • Skiing
  • Fireplace/Heating
R25,562/Night For 7 Nights R178,940
10.0
Exceptional
(50 Reviews)
1500 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
R10,203/Night For 7 Nights R71,416
10.0
Exceptional
(50 Reviews)
1600 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R9,630/Night For 7 Nights R67,419
10.0
Exceptional
(33 Reviews)
700 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R6,675/Night For 7 Nights R46,730

Pitkin County Large Vacation Homes

New
6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Villa
  • Hot Tub
  • Spa
  • Skiing
R35,614/Night For 7 Nights R249,295
10.0
Exceptional
(1 Review)
1496.18 ft² 10 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Parking
R42,732/Night For 7 Nights R299,125
New
1300 ft² 10 Guests 4 Bedrooms 4 Bathrooms
Family Friendly Apartment
  • Hot Tub
  • Skiing
  • Fireplace/Heating
R19,001/Night For 7 Nights R133,010
New
6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Villa
  • Hot Tub
  • Spa
  • Skiing
R27,699/Night For 7 Nights R193,885
10.0
Exceptional
(1 Review)
5059.04 ft² 12 Guests 6 Bedrooms 5 Bathrooms
House
  • Hot Tub
  • Skiing
  • Fireplace/Heating
R22,761/Night For 7 Nights R159,328
New
1389 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Villa
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
R4,669/Night For 7 Nights R32,681
10.0
Exceptional
(146 Reviews)
3000 ft² 12 Guests 5 Bedrooms 4 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R18,243/Night For 7 Nights R127,691
10.0
Exceptional
(105 Reviews)
3200 ft² 12 Guests 4 Bedrooms 4 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
R21,802/Night For 7 Nights R152,622

Why Choose Rent By Owner for your Pitkin County Vacation Rental Homes?

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Pitkin County

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as seasonal variations in this destination influence the availability and appeal of local vacation rentals, helping you plan an unforgettable getaway in this stunning region.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, this destination becomes a hub for snow enthusiasts and outdoor adventurers seeking the perfect powder. The area's scenic beauty is complemented by its lively atmosphere and snow-based activities.

Average Temperature Daytime: 25°F to 35°F - Nighttime: 5°F to 15°F
summer
Summer (June to August)

Summer brings warm weather and long sunny days, attracting visitors looking to explore the region's natural landscapes and enjoy outdoor recreation amidst lush scenery.

Average Temperature Daytime: 70°F to 85°F - Nighttime: 45°F to 55°F

Off-Season Highlights

image
Spring (March to May)

In spring, the area transitions with blooming wildflowers and milder weather, offering a quieter experience for those seeking peace and relaxation away from peak crowds.

Average Temperature Daytime: 50°F to 65°F - Nighttime: 30°F to 40°F
image
Fall (September to November)

Autumn showcases vibrant foliage and crisp air, making it an ideal time to enjoy the scenic views without the summer or winter crowds.

Average Temperature Daytime: 55°F to 65°F - Nighttime: 25°F to 35°F

Weekly Weather Forecast for Pitkin County

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor grilling areas perfect for summer barbecues just steps from your rental.
  • Take advantage of private or shared patios and decks with stunning mountain or forest views.
  • Make the most of nearby hiking and biking trails accessible directly from your accommodation.
  • Relax in outdoor hot tubs or spas to unwind after a day of exploring the region’s natural beauty.
  • Utilize on-site fire pits for cozy evenings under the stars in this scenic destination.
  • Benefit from access to outdoor picnic areas, ideal for family outings and casual meals.
  • Explore nearby lakes or rivers for fishing, kayaking, or simply enjoying tranquil waters within the area.
image
image

Family Activities

  • Maroon Bells Scenic Area: Experience breathtaking mountain views and serene lakes, perfect for family hikes and photography in this iconic part of the region.
  • Aspen Recreation Center: Enjoy a variety of indoor and outdoor activities such as swimming, ice skating, and fitness classes designed for all ages in the nearby area.
  • John Denver Sanctuary: Take a leisurely stroll through this peaceful garden featuring beautiful sculptures and native plants inspired by the region’s musical heritage.
  • Blazing Adventures: Embark on guided outdoor excursions including rafting, zip-lining, and horseback riding that cater to adventurous families seeking fun in this destination’s natural landscape.
image

Adult Activities

  • Hiking and Nature Walks: Explore the scenic trails that weave through this region's breathtaking landscapes, offering an immersive experience in the area's natural beauty.
  • World-Class Skiing: Enjoy excellent ski slopes and resorts during winter months, where you can refine your skills or simply revel in the snowy mountain scenery.
  • Historic Tours and Cultural Experiences: Discover the local history and heritage by participating in guided tours that highlight the area's rich past and vibrant culture.
  • Fine Dining and Culinary Experiences: Indulge in a diverse range of cuisine at upscale restaurants that showcase the region’s local flavors and culinary innovation.

Pitkin County Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Seasonal Activities: Take advantage of the area's seasonal offerings by booking outdoor adventures and excursions well in advance to ensure availability during your stay.
  • Explore Local Dining Options: Discover the region's culinary scene by sampling popular eateries and farm-to-table restaurants that showcase the area's fresh, local ingredients.
  • Utilize Public Transportation or Shuttle Services: Maximize your time by using convenient transportation options around here to easily access key attractions and scenic areas without the hassle of parking.
  • Tailor Your Stay to Your Interests: Choose vacation rentals that align with your passions, whether it's nearby hiking trails, art galleries, or tranquil retreats within this destination.

Transportation Options

  • Aspen Ski Shuttle: This convenient shuttle service offers direct transportation to popular ski resorts, making it easy for you to access the region's renowned winter sports facilities from your vacation rental.
  • Local Bus Services: The area's extensive bus network provides affordable and reliable transportation throughout the region, allowing you to explore nearby attractions without hassle.
  • Private Car Rentals: Renting a car gives you the flexibility to navigate the scenic byways and reach remote mountain areas at your own pace, enhancing your stay here.
  • Taxi and Ride-Sharing: Taxis and ride-sharing options are readily available in the area, providing quick and comfortable transfers between your vacation rental and key destinations.

Local Customs Options

  • Respect for Wilderness Preservation: You are encouraged to adhere to strict conservation guidelines when enjoying the area's natural beauty, reflecting the community’s commitment to environmental sustainability.
  • Appreciation of Local Art and Culture: Visitors often participate in or support local art displays and cultural events, which celebrate the region’s artistic heritage and traditions.
  • Outdoor Activity Etiquette: When engaging in outdoor pursuits such as skiing or hiking, it is customary to follow established trail rules and be considerate of others sharing the scenic spaces.
  • Community Hospitality Norms: Embracing friendly interactions with locals and respecting neighborhood customs fosters a welcoming atmosphere throughout the destination.

Frequently Asked Questions About Pitkin County?

2. How many vacation rentals have private pools in Pitkin County?

There are 148 vacation rentals with private pools near Pitkin County. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Pitkin County are best for families?

If you are looking for a family-friendly vacation home in Pitkin County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Pitkin County:

4. How many Rentbyowner vacation rentals are available in Pitkin County?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 5273 in the Pitkin County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Pitkin County. 

5. What is the cancellation policy for vacation rentals in Pitkin County?

Cancellation policies vary by property, so it's important to review the specific listing details. Contact the host directly if you need clarification on cancellation terms or potential fees.

6. Are there any minimum stay requirements for booking a vacation rental here?

Minimum stay requirements can differ between properties, especially during peak seasons or special events. Check the listing for specific stay durations and reach out to the owner if you have questions.

7. How do I find a vacation rental that allows pets in this destination?

Pet-friendly options are available but not universal. Use the filters provided on the booking site to narrow down listings that permit pets, and verify pet policies with the host before finalizing your reservation.

8. What amenities are typically included in vacation rentals in the area?

Amenities vary by property but often include essentials like Wi-Fi, parking, and kitchen facilities. Review each listing carefully to ensure it meets your needs, and contact the owner for additional information if necessary.

9. What should I know about checking in and out of vacation rentals in this region?

Check-in and check-out procedures are specified in each listing. Coordinate with the host beforehand to confirm timings and any required access instructions for a smooth stay.

Pitkin County Top Rated Vacation Rentals

10.0
Exceptional
(126 Reviews)
662 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Condo
  • Hot Tub
  • Skiing
  • Fireplace/Heating
R5,246/Night For 7 Nights R36,728
10.0
Exceptional
(90 Reviews)
1200 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Spa
  • Fireplace/Heating
R17,069/Night For 7 Nights R119,484
10.0
Exceptional
(89 Reviews)
6 Guests 3 Bedrooms 3 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Spa
  • Fireplace/Heating
R11,612/Night For 7 Nights R81,287
10.0
Exceptional
(85 Reviews)
661 ft² 6 Guests 1 Bedroom 1 Bathroom
Family Friendly Condo
  • Hot Tub
  • Skiing
  • Fireplace/Heating
R3,989/Night For 7 Nights R27,917
10.0
Exceptional
(82 Reviews)
1400 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Skiing
  • Fireplace/Heating
R22,358/Night For 7 Nights R156,505
10.0
Exceptional
(81 Reviews)
1100 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Skiing
  • Fireplace/Heating
R15,932/Night For 7 Nights R111,521
10.0
Exceptional
(79 Reviews)
1184 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pool
R16,919/Night For 7 Nights R118,439
10.0
Exceptional
(79 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Hot Tub
  • Skiing
  • Fireplace/Heating
R8,057/Night For 7 Nights R56,405