Vacation Rental Search

Whether you are planning a family vacation or a luxurious getaway, our portfolio of vacation rental properties can accommodate your next trip to Aspen/Snowmass with ease. Stirling Peak Properties represents a wide variety of residences with locations, configurations and amenities to suit any preferences. Our properties are privately owned, impeccably maintained and wonderfully diverse - from slopeside condos to historic Victorian homes to gated mountain getaways.

We are excited to welcome you to Aspen and Snowmass. Please browse our rental properties below and contact us for information and reservations.

By Bedrooms View All

Riverview Condominium

Riverview condominiums are located in a quiet and convenient location near downtown Aspen; featuring pleasant, peaceful sounds of the rushing Roaring Fork River.

MONTHLY RATE: $8,000
NIGHTLY RATE: $500 - $800
LOCATION: East Aspen
BEDROOMS: 2
BATHROOMS: 2
Red Victorian in Aspen's West End

Red Victorian in the heart of the West End

Enchanting red Victorian located in the heart of Aspen's West End with 4 bedrooms and an additional 1 bedroom apartment.

MONTHLY RATE: $50,000
NIGHTLY RATE: $2,400 - $3,500
LOCATION: Aspen - West End
BEDROOMS: 5
BATHROOMS: 5.5
SIZE: 3899 ft2 (362.2 m2)
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Grand Tuscan Villa on Red Mountain

This luxurious Tuscan villa, perched on a private knoll, is located half way up Red Mountain, front and center with extraordinary views.  From the moment you enter the private, gated driveway, you will be transported into another world.

LOCATION: Aspen - Red Mountain
BEDROOMS: 5
BATHROOMS: 5

Majestic Views from Red Mountain

This luxurious 6200 sq. ft. home has 5 bedrooms, 6 baths and the ability to sleep numerous people with various configurations. Every bedroom has TV and private bath, and is supplied with robes and slippers. The master suite is a self contained wing of the house including an office-entertainment room, his and her baths with steam and Jacuzzi tub, dressing area and walk in closet.

MONTHLY RATE: $18,000
NIGHTLY RATE: $1,800 - $2,500
LOCATION: Aspen - Smuggler
BEDROOMS: 5
BATHROOMS: 6
SIZE: 6200 ft2 (576 m2)

Hyatt Grand Aspen

Luxury and Location in one

LOCATION: Aspen Core
NIGHTLY RATE: $350 - $500
BEDROOMS: 1
BATHROOMS: 1.5
SIZE: 674 ft2 (62.6 m2)

Aspen's Bauhaus Dream

Stunning 2 bedroom 3 bath home located on Triangle Park and designed by renowned architect, Victor Lundy.

MONTHLY RATE: $11,000
LOCATION: Aspen - West End
BEDROOMS: 2
BATHROOMS: 3
SIZE: 2420 ft2 (224.8 m2)

North Star Sanctuary

This beautiful home with immaculate finishes is the perfect Aspen escape.  Enjoy the peacefulness and serenity of the North Star Preserve out your back door.

MONTHLY RATE: $6,000
NIGHTLY RATE: $500 - $750
LOCATION: East Aspen
BEDROOMS: 2
BATHROOMS: 2.5

West End Home Designed by Local Architect

Walk to downtown from this beautiful home in Aspen’s historic West End designed by architect Harry Teague.

MONTHLY RATE: $29,000
NIGHTLY RATE: $1,200 - $1,800
LOCATION: Aspen - West End
BEDROOMS: 3
BATHROOMS: 3
SIZE: 2809 ft2 (261 m2)
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Contemporary West End House

Comfortable and contemporary very spacious house in Aspen’s West End.

NIGHTLY RATE: $800 - $1,000
LOCATION: Aspen - West End
BEDROOMS: 3
BATHROOMS: 2.5
SIZE: 2862 ft2 (265.9 m2)

Remodeled Aspen Townhome

Completely remodeled, spacious, two level condo in Aspen’s West End.

MONTHLY RATE: $8,000
NIGHTLY RATE: $750 - $1,000
LOCATION: Aspen - West End
BEDROOMS: 3
BATHROOMS: 2.5
SIZE: 1748 ft2 (162.4 m2)

Magic in the Trees

Nestled in the woods, surrounded by Aspen and tall pine trees. This is an affordable seasonal rental in Snowmass.

MONTHLY RATE: $6,000
NIGHTLY RATE: $500 - $750
LOCATION: Snowmass
BEDROOMS: 3
SIZE: 1965 ft2 (182.6 m2)
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Ritz Carlton Club

3 Bedroom, 3 Bath Unit - Aspen Highlands Available February 2nd-9th & 9th -16th

NIGHTLY RATE: $1,400
LOCATION: West Aspen
BEDROOMS: 3
BATHROOMS: 3
LOCATION: Aspen - West End
BEDROOMS: 3
BATHROOMS: 3.5
SIZE: 2295 ft2 (213.2 m2)

Spacious Red Mountain Gem

Abundant light filters in through the voluminous windows creating bright living spaces in this Aspen rental. 

MONTHLY RATE: $12,000
NIGHTLY RATE: $900 - $1,100
LOCATION: Aspen - Red Mountain
BEDROOMS: 3
BATHROOMS: 3
SIZE: 2576 ft2 (239.3 m2)

Charming East Aspen Cottage

East Aspen Charming Cottage

MONTHLY RATE: $15,000
WEEKLY RATE: $4,000
LOCATION: East Aspen
BEDROOMS: 3
BATHROOMS: 2.5
SIZE: 1857 ft2 (172.5 m2)

Queen Anne Victorian in the Heart of Aspen

A well-appointed house in a premier Aspen location. 

MONTHLY RATE: $18,000
LOCATION: Aspen - West End
BEDROOMS: 3
BATHROOMS: 2
SIZE: 1500 ft2 (139.4 m2)

Perfect Aspen Core Condo

Great Location Offered Long term!

 

MONTHLY RATE: $3,500
LOCATION: Aspen Core
BEDROOMS: 3
BATHROOMS: 2
SIZE: 1285 ft2 (119.4 m2)

Pomegranate 11

Valuable Luxury in a beautiful location on the Maroon Creek Golf Course.

LOCATION: West Aspen
BEDROOMS: 3
BATHROOMS: 3
SIZE: 1541 ft2 (143.2 m2)

West End Lodge

This stunning home encompasses the spirit of what Aspen has to offer. Located in the extremely desirable West End, this home is in easy walking distance to Downtown Aspen and minutes away from Aspen Mountain.

NIGHTLY RATE: $1,150 - $2,250
LOCATION: Aspen - West End
BEDROOMS: 3+
SIZE: 4000 ft2 (371.6 m2)

Aspen Fairtytale Cabin

This wondrous cabin on the Roaring Fork River is the ultimate rental in Aspen located on the premier Willoughby Way. 

NIGHTLY RATE: $3,500 - $6,000
LOCATION: Aspen - Red Mountain
BEDROOMS: 3+
BATHROOMS: 3.5
SIZE: 2354 ft2 (218.7 m2)

Beautiful Smuggler Mountain Victorian Restoration

This house is absolutely charming and luxurious with many finely appointed extras.

NIGHTLY RATE: $750 - $1,500
LOCATION: East Aspen
BEDROOMS: 4
BATHROOMS: 4.5

Luxury Silverlode Home

Sitting at the base of Smuggler Mountain, this magnificent home has views ranging from Independence Pass to Mt. Sopris.

NIGHTLY RATE: $1,250 - $2,500
LOCATION: East Aspen
BEDROOMS: 4
BATHROOMS: 4.5
SIZE: 5049 ft2 (469.1 m2)
views from starwood

Elegant yet Rustic Mountain Home in Starwood

Beauty and total privacy surround this mountain house located in the exclusive community of Starwood.

NIGHTLY RATE: $1,000 - $1,200
LOCATION: Aspen - Starwood
BEDROOMS: 4
BATHROOMS: 4.5

Spacious Core Townhome Available in Aspen

The perfect holiday rental in Aspen! A convenient location in the core of Aspen and only 2 blocks to the Silver Queen Gondola make this a prime rental for your Aspen ski vacation or summer exploration of the activities and events offered in the Roaring Fork Valley. This is a great Aspen rental for Labor Day to take in the beauty of fall in the Roaring Fork Valley.

 

MONTHLY RATE: $30,000
NIGHTLY RATE: $2,000 - $2,500
LOCATION: Aspen Core
BEDROOMS: 4
BATHROOMS: 4.5
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Aspen Enclave Residence

This home has a warm and welcoming ambiance with sophistication being evident throughout. 

LOCATION: Aspen Core
BEDROOMS: 4
BATHROOMS: 4.5
SIZE: 3584 ft2 (333 m2)

Spacious West End Residence

This spacious home located in Aspen’s West end is perfect for groups or a family.

NIGHTLY RATE: $800 - $3,000
LOCATION: Aspen - West End
BEDROOMS: 4+
BATHROOMS: 4.5
SIZE: 4124 ft2 (383.1 m2)

Aspen Knollwood Sanctuary

This property is light and bright with an open floor plan. The two levels offer easy living and comfortable entertaining spaces for families and couples with guests. The top floor features hard wood floors throughout, an updated kitchen with granite counter-tops and opens to the great room. The vaulted wood paneled ceilings of the great room create the rustic and beautiful Colorado Decor opening to wrap around decks with stunning views of the winding Roaring Fork Valley and Aspen Mountain

NIGHTLY RATE: $550 - $650
LOCATION: East Aspen
BEDROOMS: 4+
SIZE: 2885 ft2 (268 m2)
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Dolomite Town House 6

Located just 3 1/2 blocks from the Gondola, this spacious Dolomite Townhome is in the prime location to take in all Aspen has to offer.

NIGHTLY RATE: $600 - $950
LOCATION: Aspen Core
BEDROOMS: 5
BATHROOMS: 5.5
SIZE: 1838 ft2 (170.8 m2)
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Dolomite Town House 10

Located at the base of Aspen Mountain and just 3 blocks from the Silver Queen Gondola, this Dolomite town home has one of the best locations in town!

NIGHTLY RATE: $550 - $950
LOCATION: Aspen Core
BEDROOMS: 5
BATHROOMS: 5
SIZE: 1906 ft2 (177.1 m2)
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Charming West End Home

Available end of November - April 2014. 

LOCATION: Aspen - West End
BEDROOMS: 5
BATHROOMS: 3
SIZE: 3520 ft2 (327 m2)

Beautiful River Estate

This expansive 5 bedroom/5.5 bathroom luxury home has much to offer. 

MONTHLY RATE: $25,000
NIGHTLY RATE: $5,500 - $6,500
BEDROOMS: 5
BATHROOMS: 5.5
SIZE: 3799 ft2 (352.9 m2)
DOWNLOAD BROCHURE

Smuggler Mountain Chateau

An illustrious Aspen estate just steps from town!

LOCATION: Aspen - Smuggler
BEDROOMS: 5
BATHROOMS: 5.5
SIZE: 6457 ft2 (599.9 m2)

Elegant Aspen Home

This radiant home is located just steps from the core of Aspen. 

MONTHLY RATE: $50,000
NIGHTLY RATE: $2,500 - $3,300
LOCATION: West Aspen
BEDROOMS: 5
BATHROOMS: 5
SIZE: 5712 ft2 (530.7 m2)

Spacious Victorian on Large Corner Lot

Spacious, historic West End Victorian sleeps up to 10.

NIGHTLY RATE: $650 - $1,250
LOCATION: Aspen - West End
BEDROOMS: 5+
BATHROOMS: 4.5
SIZE: 3450 ft2 (320.5 m2)
Views of Aspen Mountain

Expansive Views on Smuggler Mountain

Extraordinary home perched on Smuggler Mountain includes panoramic views from Independence Pass to Mount Sopris and beyond.

NIGHTLY RATE: $5,000 - $7,500
LOCATION: Aspen - Smuggler
BEDROOMS: 5+
BATHROOMS: 5.5

Large Affordable Vacation Rental Home

Large Vacation Rental Home with Aspen Mountain Views from the hot tub

NIGHTLY RATE: $750 - $1,200
LOCATION: Aspen - Smuggler
BEDROOMS: 5+

Spacious Highlands Home

With cross country ski trails right outside, this gorgeous mountain home provides the perfect central location for any outdoor enthusiast.

NIGHTLY RATE: $2,000 - $3,000
LOCATION: West Aspen
BEDROOMS: 5+
BATHROOMS: 5.5
SIZE: 6000 ft2 (557.4 m2)

Classic Elegance on Pfister Drive

Nestled against the side of Tihack Mountain, this true ski in and ski out home sits just off Government and Magic Carpet Trails. 

NIGHTLY RATE: $6,000 - $7,500
LOCATION: East Aspen
BEDROOMS: 6
BATHROOMS: 6.5
SIZE: 9300 ft2 (864 m2)

The Silver Kingdom

This spacious house, with over 5,000 square feet sleeps 15 to 18 people.

NIGHTLY RATE: $1,200 - $1,950
LOCATION: West Aspen
BEDROOMS: 7
BATHROOMS: 6
SIZE: 5000 ft2 (464.5 m2)