Holiday rentals with a pool in San Juan County

Apartment in Mountain Village

5 out of 5 average rating, 6 reviews

Forbes 5-Star Private Residence @ Madeline Hotel

Have it all in this Madeline Hotel 5-star private residence! Located within the heart of the Mountain Village and steps to skiing, hiking & all that our San Juan Mountains have to offer! Guests will enjoy premium luxury in this private residence located within this Auberge run resort including access to the sky terrace, pool, sauna, spa, fitness center, kids club, restaurants, lounges and ski valet. The private residence is a spacious 1-bedroom w/ fireplace, ensuite bath, kitchen & two terraces.

Superhost

4.89 out of 5 average rating, 296 reviews

Budget Homebase

This home boasts one of the best locations in town. 10 min walk to festival grounds entrance. 30 second walk to the river trail. 5 min walk to gondola/slopes or downtown. One of the only stays in town with a hot tub AND a pool(open during summer)! Amazing views from patio. Its a very quick walk to enjoy all the local eats, galleries, shops and music festivals. Park your car and walk everywhere! Pool/hot tub tub are being renovated currently and there is construction Business license #019952

4.93 out of 5 average rating, 266 reviews

Dream by the Stream inTelluride

Located in downtown Telluride, this ground floor condo sleeps 1-6 comfortably. Enjoy free off-street parking for one vehicle, take in the tranquil sounds of the gurgling San Miguel river steps from the front door. Convenient downtown location is a short walk or free bus to town and skiers will be pleased with the stones throw proximity to chair 7 and ticket office. The Gondola is a short walk down the river trail. *As of 6/15/25 The pool and hot tub will be under construction for 6-8 weeks.

Superhost

4.82 out of 5 average rating, 132 reviews

Million dollar highway views in the San Juan's.

Enjoy the ultimate mountain getaway in our cozy condo just minutes from some of Colorado's best slopes. Two miles never felt so short when you're racing down Purgatory Ski Resort and then edging out into world-class backcountry access afterwards! When your day on the mountains comes to an end we've thoughtfully provided plenty here to relax & unwind - dive right into our indoor pool or hot tub before hitting up the gym; let us take care of each moment while discovering this Southwestern gem!

4.89 out of 5 average rating, 345 reviews

Lux D-town Telluride Condo Hot Tub, Pool & Parking

Elegantly remodeled! 1 bed, 1 bath first floor condo located d-town Telluride. Condo showcases mountain views with dazzling alpenglow. San Miguel River and trail are just feet from the front door. The kitchen is well outfitted for groups who enjoy cooking and entertaining. The living room has a sectional sofa sleeper, large smart TV and a premium sound system. All new kitchen appliances w/ washer and dryer. The bathroom rivals that of a spa! Pool and hot tub are open for the season 6/1!

Top Guest favourite

5 out of 5 average rating, 46 reviews

Leaf Peepers’ Paradise – Near Town & Mountain Fun!

*Mountain Retreat: Homey condo, perfect for adventure and relaxation. *Scenic Location: Short walk to the free gondola, river trail, gateway to mountain thrills. *Urban Convenience: Immerse yourself in Telluride's vibrant downtown- delicious cuisine, unique boutiques & shops. *Home Comforts: Fully equipped kitchen, cozy bedrooms & living, hot tub, and steam shower. *Outdoor Paradise: Skiing, Snowboarding, Snowshoeing, Cross Country Skiing, endless adventures awaits.

4.89 out of 5 average rating, 117 reviews

Cozy Condo in Cascade Village

Situated just north of Durango, Unit 340 is only a couple of minutes from world class skiing at Purgatory Ski resort and is also right at the start of the breathtaking drive to Silverton. This cozy studio style unit has a queen sized bed, double recliner couch, and roll-away twin bed. Upon arrival, our guests will be welcomed with a fully stocked kitchen, a bathroom with a jetted jacuzzi-style bathtub, and a wood burning fireplace. Enjoy your stay in our mountaintop condo. NOTE- NO A/C.

4.88 out of 5 average rating, 58 reviews

The Bear Cave - Cozy Mountain Studio Near Purg

Take some time to relax and unwind at the Bear Cave nestled in the San Juan Mountains. This location provides the perfect home base for all of your outdoor adventures whether skiing, kayaking, or hiking it is all within reach. When you are ready to unwind in the evening, there are plenty of local restaurants and breweries to explore. This condo is located in Cascade Village, which is 2 miles from Purgatory Ski Resort. Please note, the condo is not located in downtown Durango.

4.9 out of 5 average rating, 501 reviews

Lovely little slice of Telluride!

We've re-designed and recently completed a lovely remodel. We've opened up walls, taken out extraneous owner's closets and made it into a much more usable short-term rental. Though the 1 bedroom condo is only 450 square feet, it feels like the perfect amount of space for a 4 person family or a couple and a couple friends. State, County and Local Combined Taxes included Colorado Sales Tax License - #30373582 Telluride Business and Sales Tax License - #017074

Superhost

Townhouse in Durango

4.67 out of 5 average rating, 6 reviews

Highpoint @ Cascade | 2mi to Purg | Mountain Views

Perched above the pines, Highpoint at Cascade Village boasts breathtaking views of the Needle Mountains and direct access to adventure. Unwind in the cozy, open-concept townhouse with a luxe kitchen and stylish finishes. Enjoy free access to pools, hot tubs, and more—or head just minutes away to Purgatory Resort, hiking, or mountain lakes. Whether you seek thrill or stillness, your perfect Colorado escape begins here.

4.95 out of 5 average rating, 37 reviews

The Sprouted Grain Mountain Retreat at Purgatory

Gorgeous space to relax after a day of skiing or hiking. An intimate space for those who love to connect with nature. Great for singles or couples wanting to rest & rejuvenate. Stellar views from the quaint back deck. Gorgeous fireplace (with wood supplied), and a jetted tub in a candle lit, spacious bathroom. Kitchenette hosts a full size fridge, microwave, and and a 3 burner stove.