San Juan Skyway Vacation Rentals

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Nov 28 - Nov 30

Vacation Rentals in San Juan Skyway

Private Mountain Log Cabin Cabin 3 Miles North Of Ouray
Exterior

Private Mountain Log Cabin Cabin 3 Miles North Of Ouray

10.0 out of 10, Exceptional, (89)
"Perfect cabin for our stay in Ouray. "
Private Mountain Log Cabin Cabin 3 Miles North Of Ouray
Texan Resort
Exterior

Texan Resort

3.5 star property
7.0 out of 10, Good, (243)
"Nice, clean quiet. I didn’t understand that I just needed to go directly to the room. I was looking for an office to check in."
$202 nightly
The price is $222
Sep 3 - Sep 4
Total with taxes and fees
Texan Resort
Leland House Suites of Durango
Coffee/tea maker, paper towels

Leland House Suites of Durango

4.0 star property
9.8 out of 10, Exceptional, (78)
"Loved the rooms and Lola’s next door was great! "
$271 nightly
The price is $308
Sep 8 - Sep 9
Total with taxes and fees
Leland House Suites of Durango
Smedley's Suites
Exterior

Smedley's Suites

2.5 star property
9.0 out of 10, Wonderful, (176)
"After a 5 mile hike where we ended up soaked from rain and sleet, the hot soaking pools were fantastic"
$159 nightly
The price is $183
Sep 14 - Sep 15
Total with taxes and fees
Smedley's Suites
Outdoorsy Bayfield
Luxury Glamping Tent (Sleeps 2) | 1 bedroom, down comforters, free WiFi, bed sheets

Outdoorsy Bayfield

2.0 star property
9.8 out of 10, Exceptional, (66)
"The staff was extremely friendly and welcoming, the property was well maintained with the most gorgeous views. "
Outdoorsy Bayfield
Classic Colorado Cabin on the Florida River - 20 Minutes to Downtown Durango
Exterior

Classic Colorado Cabin on the Florida River - 20 Minutes to Downtown Durango

9.4 out of 10, Exceptional, (75)
"Next to the river. Animals around great place to sit and read. Close to towns with great scenic drives available. Telluride, Ouray, Silverton and Mesa Verde are close by. Enjoyed ourselves thoroughly. "
Classic Colorado Cabin on the Florida River - 20 Minutes to Downtown Durango
Ice House Suites and Condominiums
Premium Condo | Terrace/patio

Ice House Suites and Condominiums

4.0 star property
9.4 out of 10, Exceptional, (472)
"Right in the heart of Telluride- close to gondola, restaurants, hikes. "
$486 nightly
The price is $570
Sep 3 - Sep 4
Total with taxes and fees
Ice House Suites and Condominiums
Hotel Columbia
Front of property

Hotel Columbia

3.0 star property
9.6 out of 10, Exceptional, (126)
"We were in town for the Telluride Jazz Festival. Great location, spotless rooms, comfy bed, better than average hotel breakfast. Best part was it was only a 10-15 minute walk from our room to the Town Park stage. Parked the car when got in and it didn’t move until we left. Will definitely stay here again."
Hotel Columbia
Ski-in, Ski-out village core condo
2 bedrooms, iron/ironing board, travel crib, free WiFi

Ski-in, Ski-out village core condo

8.4 out of 10, Very Good, (105)
"Everything was great. Great location. Very comfortable stay. Definitely will be back. "
$432 nightly
The price is $496
Sep 9 - Sep 10
Total with taxes and fees
Ski-in, Ski-out village core condo
Glamping in Ouray
Interior

Glamping in Ouray

9.4 out of 10, Exceptional, (22)
"Ryan was an excellent host and the RV was great. The included breakfast was one of the best I’ve ever had. "
Glamping in Ouray
Ski-in, Ski-Out; 3BR +Loft 3.5BA, includes 2 transferable season ski passes
Exterior

Ski-in, Ski-Out; 3BR +Loft 3.5BA, includes 2 transferable season ski passes

8.6 out of 10, Excellent, (107)
"Good"
$800 nightly
The price is $918
Sep 9 - Sep 10
Total with taxes and fees
Ski-in, Ski-Out; 3BR +Loft 3.5BA, includes 2 transferable season ski passes
Downtown Durango-New Custom Timber Frame-the Carriage House
Interior

Downtown Durango-New Custom Timber Frame-the Carriage House

10.0 out of 10, Exceptional, (431)
"Great stay all around. Very comfortable place with a great location."
Downtown Durango-New Custom Timber Frame-the Carriage House
Large Family Home with Acreage in Beautiful Animas Valley [CO Lic. 02872172-000]
Terrace/patio

Large Family Home with Acreage in Beautiful Animas Valley [CO Lic. 02872172-000]

10.0 out of 10, Exceptional, (167)
"Awesome!"
Large Family Home with Acreage in Beautiful Animas Valley [CO Lic. 02872172-000]
Elk Ridge Casita/Glamping in large canvas tent with stunning views
Property grounds

Elk Ridge Casita/Glamping in large canvas tent with stunning views

9.8 out of 10, Exceptional, (38)
"This place was absolutely perfect! It was just what we needed and had everything we needed!! I highly recommend this place "
Elk Ridge Casita/Glamping in large canvas tent with stunning views
Cozy 1BR condo, 5 min walk to town center, ski in, walk to chairlift, fireplace!
Property grounds

Cozy 1BR condo, 5 min walk to town center, ski in, walk to chairlift, fireplace!

10.0 out of 10, Exceptional, (76)
"Beautiful property right next to the creek, hot tubs are amazing… room was very nicely decorated and very comfortable bed!!"
Cozy 1BR condo, 5 min walk to town center, ski in, walk to chairlift, fireplace!
Log Cabin with a Mountain View. Secluded property with easy access to amenities
Terrace/patio

Log Cabin with a Mountain View. Secluded property with easy access to amenities

10.0 out of 10, Exceptional, (172)
"Four couples spent a very relaxing weekend in this cabin. We enjoyed the beautiful views, clean comfortable cabin. All of us agreed it was perfect."
Log Cabin with a Mountain View. Secluded property with easy access to amenities
WALK-OUT PATIO/RIVER TRAIL/LISTEN TO THE STREAM! SHOPS/RESTAURANTS/LIFTS CLOSE!
Exterior

WALK-OUT PATIO/RIVER TRAIL/LISTEN TO THE STREAM! SHOPS/RESTAURANTS/LIFTS CLOSE!

9.8 out of 10, Exceptional, (196)
"Clean and convenient to everything in Telluride. Great communication from owner made this a great stay. "
WALK-OUT PATIO/RIVER TRAIL/LISTEN TO THE STREAM! SHOPS/RESTAURANTS/LIFTS CLOSE!
Cozy cabin w/ beautiful views, lakefront, free wifi internet
Property grounds

Cozy cabin w/ beautiful views, lakefront, free wifi internet

9.4 out of 10, Exceptional, (3)
"Awesome lake view and the stars at night!!"
Cozy cabin w/ beautiful views, lakefront, free wifi internet
Pet-friendly Bayfield Cabin w/ Game Room & Hot Tub
Interior

Pet-friendly Bayfield Cabin w/ Game Room & Hot Tub

3.0 star property
Pet-friendly Bayfield Cabin w/ Game Room & Hot Tub
Will it be ICE AXE, CRAWLER, NORDIC? 1200MGPS-Mtn Views! On River! BBQ & yard!
Outdoor dining

Will it be ICE AXE, CRAWLER, NORDIC? 1200MGPS-Mtn Views! On River! BBQ & yard!

9.8 out of 10, Exceptional, (281)
"Ouray is beautiful. "
$445 nightly
The price is $501
Sep 26 - Sep 27
Total with taxes and fees
Will it be ICE AXE, CRAWLER, NORDIC? 1200MGPS-Mtn Views! On River! BBQ & yard!
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

Historic Strater Hotel

Historic Strater Hotel

10/10 Excellent
"Rockstar"
Richard W 1-night trip
Posted 4 days ago
Historic Strater Hotel

Find out more about San Juan Skyway

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 $183 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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Explore a world of travel with Expedia