San Juan Skyway Vacation Rentals

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Check prices for these dates

In two weeks
Oct 31 - Nov 2
In two months
Dec 12 - Dec 14
In three months
Jan 9 - Jan 11
In four months
Feb 6 - Feb 8

Vacation Rentals in San Juan Skyway

Exterior
Private Mountain Log Cabin Cabin 3 Miles North Of Ouray
Private Mountain Log Cabin Cabin 3 Miles North Of Ouray
10.0 out of 10, Exceptional, (93)
"We enjoyed this cute, quiet cabin. It's conveniently located shortly outside of Ouray, allowing easy access to both Ridgway and Ouray as well as many hiking trails in the area. "
Private Mountain Log Cabin Cabin 3 Miles North Of Ouray
Premium Condo | Terrace/patio
Ice House Suites and Condominiums
Ice House Suites and Condominiums
4.0 star property
9.4 out of 10, Exceptional, (475)
"Very nice, clean property. Spacious rooms."
$389 nightly
The price is $456
Oct 15 - Oct 16
Total with taxes and fees
Ice House Suites and Condominiums
Luxury Glamping Tent (Sleeps 2) | Down comforters, free WiFi, bed sheets
Outdoorsy Bayfield
Outdoorsy Bayfield
2.0 star property
9.8 out of 10, Exceptional, (71)
"We were so happy with our stay and the grounds!!! Very beautiful and peaceful! Very clean. Loved it and we plan on coming back soon! "
Outdoorsy Bayfield
Exterior
Texan Resort
Texan Resort
3.5 star property
7.0 out of 10, Good, (255)
"And definitely meeting exceeded our expectations not like other reviews that we've read about and had everything that we needed thank you we will come back and stay again"
$262 nightly
The price is $288
Oct 16 - Oct 17
Total with taxes and fees
Texan Resort
Coffee/tea maker, paper towels
Leland House Suites of Durango
Leland House Suites of Durango
4.0 star property
9.8 out of 10, Exceptional, (91)
"It was very cozy, had everything we needed, we are planning on coming back."
$256 nightly
The price is $292
Nov 6 - Nov 7
Total with taxes and fees
Leland House Suites of Durango
Exterior
Classic Colorado Cabin on the Florida River - 20 Minutes to Downtown Durango
Classic Colorado Cabin on the Florida River - 20 Minutes to Downtown Durango
9.4 out of 10, Exceptional, (83)
"The cabin was great! The location on the river was amazing. The cabin was clean upon arrival. It is a 25 minute drive into Durango, but it’s a beautiful drive. Would stay here again. "
Classic Colorado Cabin on the Florida River - 20 Minutes to Downtown Durango
Exterior
Smedley's Suites
Smedley's Suites
2.5 star property
9.0 out of 10, Wonderful, (186)
"Comfy robes, charming accommodations! "
Smedley's Suites
House (3 Bedrooms) | Interior
Pet-friendly Bayfield Cabin w/ Game Room & Hot Tub
Pet-friendly Bayfield Cabin w/ Game Room & Hot Tub
3.0 star property
Pet-friendly Bayfield Cabin w/ Game Room & Hot Tub
Exterior
Majestic Manor with Private Pool, Theater Room, Large outdoor wedding altar
Majestic Manor with Private Pool, Theater Room, Large outdoor wedding altar
2.0 star property
9.8 out of 10, Exceptional, (6)
"Amazing property suitable for large family gatherings. Ideal location close to town and lakes. Place is truly majestic. "
Majestic Manor with Private Pool, Theater Room, Large outdoor wedding altar
Outdoor spa tub
ABSOLUTE SKI-IN/OUT IN TOWN! GREAT VIEWS! HOT TUB! PRIVATE GARAGE! 2 BED + LOFT!
ABSOLUTE SKI-IN/OUT IN TOWN! GREAT VIEWS! HOT TUB! PRIVATE GARAGE! 2 BED + LOFT!
9.6 out of 10, Exceptional, (119)
"John's place was exactly as described and he is a very kind, accommodating host. Location was fabulous for us and our dogs, with great play space outside for them and proximity to town for us. Would definitely recommend!"
$439 nightly
The price is $466
Oct 21 - Oct 22
Total with taxes and fees
ABSOLUTE SKI-IN/OUT IN TOWN! GREAT VIEWS! HOT TUB! PRIVATE GARAGE! 2 BED + LOFT!
Interior
Downtown Durango-New Custom Timber Frame-the Carriage House
Downtown Durango-New Custom Timber Frame-the Carriage House
10.0 out of 10, Exceptional, (439)
"Great property and well kept."
Downtown Durango-New Custom Timber Frame-the Carriage House
Outdoor dining
Will it be ICE AXE, CRAWLER, NORDIC? 1200MGPS-Mtn Views! On River! BBQ & yard!
Will it be ICE AXE, CRAWLER, NORDIC? 1200MGPS-Mtn Views! On River! BBQ & yard!
9.8 out of 10, Exceptional, (287)
"We were within easy walking distance of the Main Street with all the restaurants and shops and just far enough away to enjoy the quiet. The bedding was comfortable as well. "
$396 nightly
The price is $446
Oct 19 - Oct 20
Total with taxes and fees
Will it be ICE AXE, CRAWLER, NORDIC? 1200MGPS-Mtn Views! On River! BBQ & yard!
Outdoor dining
DOWNTOWN DURANGO HIDEOUT, NEW MODERN CUSTOM HOME
DOWNTOWN DURANGO HIDEOUT, NEW MODERN CUSTOM HOME
10.0 out of 10, Exceptional, (350)
"Loved this property! High end, clean, well equipped, luxurious beds, showers, kitchen. Close to so many great amenities! Would definitely stay again if in the Durango area. "
DOWNTOWN DURANGO HIDEOUT, NEW MODERN CUSTOM HOME
Exterior
Ski-in, Ski-Out; 3BR +Loft 3.5BA, includes 2 transferable season ski passes
Ski-in, Ski-Out; 3BR +Loft 3.5BA, includes 2 transferable season ski passes
8.6 out of 10, Excellent, (108)
"Good"
$740 nightly
The price is $849
Oct 21 - Oct 22
Total with taxes and fees
Ski-in, Ski-Out; 3BR +Loft 3.5BA, includes 2 transferable season ski passes
Exterior
WALK TO LIFTS/RESTAURANTS/SHOPS/LISTEN TO THE STREAM/WATCH SKIERS FROM YOUR KIT.
WALK TO LIFTS/RESTAURANTS/SHOPS/LISTEN TO THE STREAM/WATCH SKIERS FROM YOUR KIT.
9.8 out of 10, Exceptional, (201)
"Nice condo with lots of nice amenities. Joan was very helpful with the parking situation due to multiple construction projects in and around the facility. Great location."
WALK TO LIFTS/RESTAURANTS/SHOPS/LISTEN TO THE STREAM/WATCH SKIERS FROM YOUR KIT.
Outdoor pool, a heated pool
Condo sleeps 4 at a budget price. Only 200 yards from 6 person chairlift!
Condo sleeps 4 at a budget price. Only 200 yards from 6 person chairlift!
9.8 out of 10, Exceptional, (170)
"We love our stay"
Condo sleeps 4 at a budget price. Only 200 yards from 6 person chairlift!
Property grounds
Quiet vacation house on forested property in Ouray
Quiet vacation house on forested property in Ouray
9.6 out of 10, Exceptional, (119)
"Wonderful place to stay! "
Quiet vacation house on forested property in Ouray
Pool
Historic Ouray Hot Springs Condos "Upper Level"
Historic Ouray Hot Springs Condos "Upper Level"
9.6 out of 10, Exceptional, (31)
"Great location. Wonderful place."
Historic Ouray Hot Springs Condos "Upper Level"
Terrace/patio
Large Family Home with Acreage in Beautiful Animas Valley [CO Lic. 02872172-000]
Large Family Home with Acreage in Beautiful Animas Valley [CO Lic. 02872172-000]
10.0 out of 10, Exceptional, (168)
"Restful"
Large Family Home with Acreage in Beautiful Animas Valley [CO Lic. 02872172-000]
Outdoor spa tub
Best Value Ski-In/Ski-Out Studio at Base of Chair #7, sleeps 3
Best Value Ski-In/Ski-Out Studio at Base of Chair #7, sleeps 3
8.8 out of 10, Excellent, (140)
"Great location"
$275 nightly
The price is $319
Oct 15 - Oct 16
Total with taxes and fees
Best Value Ski-In/Ski-Out Studio at Base of Chair #7, sleeps 3
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 San Juan Skyway Hotel Reviews

Timber Ridge Lodge

Timber Ridge Lodge

10/10 Excellent
"Great little Basecamp for Ouray and the surrounding area!"
Greg 2-night trip
Posted 19 hours ago
Timber Ridge Lodge

Find out more about San Juan Skyway

Everything you need to know about San Juan Skyway vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Juan Skyway vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

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San Juan Skyway vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Juan Skyway. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit San Juan Skyway in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $288 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

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