Westcliffe vacation rentals

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Top-rated vacation rentals in Westcliffe

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite

Chalet in Westcliffe

4.98 out of 5 average rating, 467 reviews

Off-Grid Dark Skies A-Frame Cabin 8400' in CO Mtns

Relax & reconnect with nature in our off-grid, 100% solar & wind powered A-Frame cabin set 8,400' high in the beautiful foothills of the Wet Mountains! Enjoy awe-inspiring night skies, dramatic sunrises/sunsets, & quiet not found in the city. Retreat in the uniqueness of our A-Frame cabin w/ a loft, queen size bed, full bath w/ claw foot tub, full kitchen, & large deck for stargazing/yoga/chill time. Unplug from life's craziness to relax & enjoy! P.S. We're 21+ cannabis/mushroom friendly!🍄🤩

Feb 13 – 20

$156 per night
Guest favorite

Home in Saguache County

4.96 out of 5 average rating, 224 reviews

Crestone/San Luis Valley Casita - Modern Luxury

Spectacular mountain views! Nestled near the base of several 14,000 ft peaks, this small house is everything you need and more. Open floor plan with vaulted ceilings make the space feel huge. Central location makes for an excellent base camp for all your outdoor adventures. 50 miles~49 minutes to the Great Sand Dunes, near hot springs, alligator farm, and several trail heads. After a long day enjoy the outdoor firepit, or curl up on the oversized couch and watch your favorite movies on Netflix!

Sep 5 – 12

$113 per night
Guest favorite

Condo in Westcliffe

4.95 out of 5 average rating, 209 reviews

Gary's Glamping Alternative, Luxury Townhouse

Gary's Glamping Alternative has self check in to the high end luxury Townhouse. Just a short walk from downtown Westcliffe in the heart of the Wet Mountain Valley. A recently remodeled luxury retreat with amazing views and extraordinary amenities. From the incredible patio ready for outdoor dining, to luxury linens. It’s all here to make your stay memorable. A short drive to hiking, fishing, rafting and numerous other outdoor opportunities. Truly a luxurious place for fun or just to get away.

Sep 10 – 17

$85 per night

Popular amenities for Westcliffe vacation rentals

Stay near Westcliffe's top sights

Chappys Mountain View Bar & Grill26 locals recommend
Smokey Jack Observatory13 locals recommend
Lowe’s18 locals recommend
Peregrine Coffee Roasters10 locals recommend
Valley Ace Hardware5 locals recommend
Tumbleweed Coffee House8 locals recommend

Westcliffe cabin rentals

Guest favorite

Cabin in Cotopaxi

4.95 out of 5 average rating, 145 reviews

Robins Roost. Quiet, Cozy and Quaint!

Nov 25 – Dec 2

$160 per night
Guest favorite

Cabin in Crestone

4.98 out of 5 average rating, 125 reviews

Vista Crestone - NEW HOT TUB

May 3 – 10

$202 per night
Guest favorite

Cabin in Crestone

4.95 out of 5 average rating, 302 reviews

Beautiful Cabin in Woods with Breathtaking Views

Oct 15 – 22

$161 per night
Guest favorite

Cabin in Crestone

4.97 out of 5 average rating, 125 reviews

Cozy stargazers cabin w/ HOT TUB & wood stove

Sep 20 – 27

$237 per night
Guest favorite

Cabin in Cañon City

4.88 out of 5 average rating, 128 reviews

Windy Ridge Cabin is very peaceful

Apr 11 – 18

$60 per night
Guest favorite

Cabin in Crestone

4.95 out of 5 average rating, 133 reviews

Serene Modern Cabin | Panoramic Mountain Views

Sep 24 – Oct 1

$253 per night
Guest favorite

Cabin in Beulah Valley

4.98 out of 5 average rating, 131 reviews

Dave's Guest House - A Bed & Breakfast

Apr 18 – 25

$113 per night
Superhost

Cabin in Cañon City

4.85 out of 5 average rating, 194 reviews

Rocky Mountain Lodge

Apr 2 – 9

$161 per night
Guest favorite

Cabin in Crestone

4.98 out of 5 average rating, 190 reviews

The Beetch House Retreat Cabin

Oct 5 – 12

$108 per night
Guest favorite

Cabin in Salida

4.76 out of 5 average rating, 241 reviews

Salida Cabin-Central to Everything!

Jun 20 – 27

$142 per night
Guest favorite

Cabin in Westcliffe

5.0 out of 5 average rating, 72 reviews

Modern Ranch Cabin at the Base of Fourteeners

Jan 26 – Feb 2

$450 per night
Guest favorite

Cabin in Westcliffe

4.96 out of 5 average rating, 50 reviews

Constellation Cabin, peaceful, relaxing, & modern

Jun 19 – 26

$150 per night

Other great vacation rentals in Westcliffe

Guest favorite

Home in Coaldale

4.99 out of 5 average rating, 152 reviews

Sangre de Cristo Mountain home

May 4 – 11

$126 per night
Guest favorite

Cottage in Beulah Valley

4.93 out of 5 average rating, 289 reviews

Whispering Pines Cottage

Nov 26 – Dec 3

$88 per night
Guest favorite

Dome in Crestone

4.96 out of 5 average rating, 436 reviews

Delightful Dome | A Cozy Getaway

May 19 – 26

$105 per night
Guest favorite

Earthen home in Crestone

4.89 out of 5 average rating, 131 reviews

High Mountain Desert Earthship with Stunning Views

Jan 7 – 14

$91 per night
Guest favorite

Home in Crestone

4.98 out of 5 average rating, 105 reviews

Creekside Magic- The Wake Up Cabin

Jun 17 – 24

$103 per night
Guest favorite

Home in Crestone

4.98 out of 5 average rating, 168 reviews

Quiet mountain retreat in a solar adobe home

Jul 27 – Aug 3

$148 per night
Guest favorite

Cottage in Cañon City

4.93 out of 5 average rating, 125 reviews

Claire’s Cottage - Cozy House in Nice Neighborhood

Aug 26 – Sep 2

$77 per night
Guest favorite

Home in Crestone

4.91 out of 5 average rating, 111 reviews

The Cozy Green Monstah

Sep 15 – 22

$97 per night
Guest favorite

Home in Crestone

4.95 out of 5 average rating, 155 reviews

Crestone Hobbitat

Jul 18 – 25

$155 per night
Guest favorite

Place to stay in Westcliffe

4.96 out of 5 average rating, 25 reviews

The Depot at Westcliffe

Aug 14 – 21

$78 per night
Guest favorite

Home in Westcliffe

4.99 out of 5 average rating, 85 reviews

If you're looking for VIEWS+AC this is THE place!

Apr 4 – 11

$152 per night
Guest favorite

Home in Westcliffe

4.98 out of 5 average rating, 41 reviews

The Cliffe House

Sep 7 – 14

$131 per night

Quick stats about vacation rentals in Westcliffe

Total rentals

40 properties

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

3.2K reviews

Nightly prices starting at

$50 before taxes and fees

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Westcliffe?

    Yes! Work meets play with ease at over 10 vacation rentals in Westcliffe featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Westcliffe?

    Four-legged friends are welcome in Westcliffe. Choose from more than 10 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in apartment rentals in Westcliffe?

    Experience the best of Westcliffe with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Westcliffe have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Westcliffe. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

  1. Airbnb
  2. United States
  3. Colorado
  4. Custer County
  5. Westcliffe