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East Aspen Hillside Retreat w/ Hot Tub | Matchless

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Dining
Interior
Interior
Fridge, microwave, oven, stovetop
Interior

Reviews

8.8 out of 10
Excellent

Entire home

3 bedrooms3 bathroomsSleeps 8279 sq m

Popular amenities

  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Fireplace

Explore the area

View map
Aspen, CO
  • Place, Roaring Fork River
    ‪2 min walk‬
  • Place, The John Denver Sanctuary
    ‪8 min walk‬
  • Place, Aspen Mountain
    ‪10 min walk‬
  • Airport, Aspen, CO (ASE-Pitkin County)
    ‪8 min drive‬

Room options

About the area

Aspen

At this holiday home you'll be within just a 10-minute stroll of Roaring Fork River and Hurst Theatre. Highlights at this holiday home include a kitchen, a washing machine and a fireplace. .Home features 3 bathrooms, a sofa bed and a TV. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A coffee/tea maker and a hairdryer are also available. .Attractions within a 15-minute drive of this Smuggler holiday home include Aspen Mountain and Snowmass Mountain.

What's nearby

  • Roaring Fork River - 2 min walk - 0.2 km
  • The John Denver Sanctuary - 8 min walk - 0.7 km
  • Rio Grande Park - 8 min walk - 0.7 km
  • Aspen Mountain - 10 min walk - 0.9 km
  • Wagner Park - 10 min walk - 0.9 km

Getting around

  • Aspen, CO (ASE-Pitkin County) - 13 min drive

Restaurants

  • ‪Paradise Bakery & Cafe - ‬12 min walk
  • ‪Zane's Tavern - ‬11 min walk
  • ‪Aspen Tap - ‬10 min walk
  • ‪The WET Deck Bar - ‬12 min walk
  • ‪Big Wrap - ‬12 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

East Aspen Hillside Retreat w/ Hot Tub | Matchless

Old-world charm meets elevated comfort in this lovingly restored 3-bedroom, 3-bath Aspen retreat, just a 10-minute walk from downtown and Aspen Mountain. With original architectural details, a fully-equipped chef's kitchen, dual living spaces, hot tub, and views of the surrounding peaks, this home blends historic character with thoughtful luxury—perfectly positioned for year-round adventure and restful retreat alike.

Tucked just north of Main Street in a quiet Aspen neighborhood, this historic gem is more than a home—it's a story beautifully retold. Behind its classic façade lies a meticulously remodeled 3-bedroom, 3-bath residence that blends old-world soul with modern-day ease.

Step inside to the warmth of a large gas fireplace anchoring the main living area, where original architectural details are softened by plush furnishings and sunlight pours in through floor-to-ceiling windows. Here, every sightline opens to mountain vistas, every corner invites you to linger a while.

The kitchen is a chef's dream—outfitted with premium appliances, generous counter space, and thoughtful design that makes gathering around food feel effortless. Continue through the main floor to find a second living area that easily converts into a private fourth sleeping space, complete with a queen pull-out sofa, ensuite bath, large TV, washer/dryer, and ample storage via the adjacent mudroom. Close the double doors to create a cozy guest suite or quiet retreat.

Upstairs, three well-appointed bedrooms await. The primary suite features a king bed, spacious sitting area, writing desk, large closet, and a tranquil ensuite with a clawfoot soaking tub and separate shower. A second king bedroom offers comfort and elegance, while a third bedroom with two twin beds opens onto a private sun-drenched deck—the perfect perch for mountain mornings. The guest bedrooms share a large Jack-and-Jill bath with timeless finishes.

Out back, your private sanctuary unfolds: a bubbling hot tub, café lights strung above, and the peaks of Aspen rising in the distance. Whether it's morning coffee or fireside evenings, the spacious patio and grill-ready setup make it easy to settle in and stay awhile.

LICENSE #075336

Perfect for: Families, couples, or small groups who appreciate the charm of Aspen's historic homes but crave the modern comforts of a high-end mountain getaway—walkable to everything, yet wonderfully tucked away.

Pet Friendly: This home is pet friendly for up to two dogs. There is a $50 per dog, per night which is automatically added to your reservation when you select the number of pets you are bringing.

Sleeping arrangements: Primary Bedroom: King bed; Guest Bedroom 1: King bed; Guest Bedroom 2: Two twin bed; Main Floor Convertible Den: Queen pull-out sofa. Sleeps up to 8.

Parking & Transportation: Onsite parking available. Free street parking nearby for additional vehicles. Public transportation is easy with the free Downtowner shuttle for in-town rides and the RFTA buses connecting you to the airport, ski mountains, and neighboring towns. Most of town is walkable, and bike rentals are also widely available.

The location: Just a 10-minute stroll to downtown Aspen and 15 minutes to the base of Aspen Mountain. The Roaring Fork River is a few minutes away, perfect for walks or fly fishing. This quiet residential pocket places you close to the action—without sacrificing peace and space.

Linen package: This home features crisp, white duvet covers laundered after every stay, paired with plush hotel-style bedding throughout.

The Aspen Leisure Co. Difference:
- 24/7 Local Help: Book with confidence knowing that the rates, images and details published on this property are 100% accurate. We are conveniently headquartered in the Roaring Fork Valley, this provides us with a local advantage to take care of any issue or need that may arise during your stay, 24/7. If any questions, needs or concerns arise just call us and we will be there at your door to make it right.
- Keyless Lock: This home is equipped with a Smart Lock, allowing easy, secure access to your property at check-in and throughout your stay. There's no need to check in at a separate location!
- What's Included: Every home is stocked with all your household essentials, high quality sheets and towels, and a starter kit of high-end bathroom products, and an ample supply of laundry detergent, trash bags, dish soap, tissues, etc.
- We're Following the Rules: This vacation rental is professionally managed and follows all local & state tax rules. Your reservation total includes all applicable taxes, cleaning fee, and Accidental Property Damage Protection.

Similar properties

Property amenities

Pool/Spa

  • Hot tub

Internet

  • Available in the house: WiFi

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • 3 bedrooms
  • Sofa bed

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Shower

Living spaces

  • Fireplace

Entertainment

  • TV

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Property does not allow children
  • Unit size: 3,000 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
  • Service animals are exempt from fees.

Children and extra beds

  • This property does not allow children.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit and a deadbolt lock in all accommodation.

Property Registration Number 075336

Property is also known as

957819

Frequently asked questions

Does East Aspen Hillside Retreat w/ Hot Tub | Matchless have a pool?

No, this holiday home doesn't have a pool.

What makes East Aspen Hillside Retreat w/ Hot Tub | Matchless a romantic place to stay?

1 hot tub and fireplaces help set the scene for a sizzling getaway at East Aspen Hillside Retreat w/ Hot Tub | Matchless.

Is there a private hot tub at East Aspen Hillside Retreat w/ Hot Tub | Matchless?

Yep, there is a hot tub.

Is there a free airport shuttle available at East Aspen Hillside Retreat w/ Hot Tub | Matchless?

No, East Aspen Hillside Retreat w/ Hot Tub | Matchless does not offer an airport shuttle service.

What time are check-in & check-out at East Aspen Hillside Retreat w/ Hot Tub | Matchless?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

East Aspen Hillside Retreat w/ Hot Tub | Matchless Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 5 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 1 out of 6 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Julie M.

Liked: Cleanliness
The house was great, perfect location. We enjoyed walking to town and nearby nature walks and hikes. The kitchen is also very well equipped too! Had a great time
Stayed 7 nights in Dec 2025

10/10 Excellent

Sarah H., Arvada, CO

Liked: Cleanliness
This was a wonderful house and a truly walkable location. This house was a destination in and of itself, so much charm and so cozy. The fenced yard was a major plus for the dogs. The beds were super comfortable, everything was clean, and there wasn't a strong laundry fragrance like in other places we've stayed. We've stayed a few places that were very nice otherwise but it was like laying in a bed of perfume. We'll definitely be back!
Stayed 3 nights in Oct 2025

10/10 Excellent

Nicole T., Mill Valley CA

Liked: Cleanliness

Beautiful stay close to town

This is a beautiful, comfortable home with character in a quiet residential area but close to all the fun activities in town. Comfy beds, functional kitchen, quality materials, and beautiful spaces. Not the typical soulless Aspen rental, it feels homey and like it has hosted many happy vacations. Great customer service and overall an incredibly comfortable house and a great stay.
Stayed 6 nights in Mar 2025

10/10 Excellent

C.J. T.

Liked: Cleanliness

Matchless Aspen

This is a great property, very luxurious and great walking distance to town!
Stayed 2 nights in Aug 2024