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.

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Guest favorite

Chalet in Westcliffe

4.98 out of 5 average rating, 471 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!🍄🤩

Dec 26 – Jan 2

G$37,307 GYD per night

Guest favorite

Home in Westcliffe

4.96 out of 5 average rating, 120 reviews

Mystically peaceful guest house w/ Observatory; Gr

A retired architect's 3-bedroom GUEST house with: > Views of Sangre de Cristos and Wet Mountains > Secluded meditation room > European-styled Labyrinth > Greenhouse (Stay on concrete.) > Private observatory tour and the option of an asltrophotograpy experience, described below. Relaxing setting on 440 acres w/ abundant wildlife & surrounding mountains & hills. Just 12 miles north of Westcliffe off Copper Gulch Road. It's a great home base for families wanting to explore the W

May 26 – Jun 2

G$37,278 GYD per night

Guest favorite

Condo in Westcliffe

4.95 out of 5 average rating, 211 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 18 – 25

G$20,378 GYD per night

Guest favorite

Cottage in Cañon City

4.9 out of 5 average rating, 440 reviews

River Bluff Cottage

French doors open on to a deck overlooking a pond and back yard. This studio is attached to our home, but has a private entrance, fully stocked kitchen and bath. It feels like you are in the country but only minutes from town, the Arkansas River, and trails. A great place to stay while whitewater rafting the Royal Gorge, mtn biking, climbing, or just want to take in a meal downtown and relax on the private deck. The studio offers a queen size bed and a small couch that folds out into a bed.

Sep 4 – 11

G$18,284 GYD per night

Guest favorite

Home in Westcliffe

4.8 out of 5 average rating, 125 reviews

Cliff-side Home on 10+ Private Acres,Insane Views!

Casa Del Barranco (House on a Cliff) is the quintessential description of this Santa Fe-style home. Located on 10+ private acres, it sits on a small bluff overlooking a scenic, rocky ravine w/ seasonal creek meandering thru the walls of the ravine. The 2200 sq ft home is situated to take advantage of unparalleled views of the Sangre de Cristo Mtns. We purchased this home & plan to reno one day...we are excited for guests to use as-is for now. It’s an artist haven & has many unique features.

Sep 17 – 24

G$40,654 GYD per night

Guest favorite

Cottage in Beulah Valley

4.93 out of 5 average rating, 290 reviews

Whispering Pines Cottage

Enjoy a relaxing few days in beautiful Beulah Valley. Cottage is located on 7 acres next to Squirrel Creek, stocked with farm eggs, plus all the basics and more. Hike, cycle, and adventure in the surrounding areas of Westcliffe, Canon City, Florence & more! Start your day with coffee on the deck listening to bubbling stream, birds and chickens. A mini-farm adventure. We welcome furry friends (2 max). May not be left unattended. Air-conditioned /heated. Not suitable for hunters.

Sep 24 – Oct 1

G$19,991 GYD per night

Guest favorite

Guest suite in Cañon City

4.94 out of 5 average rating, 585 reviews

Birdhouse Garden

Time to cuddle up in this warm and cozy ‘’Birdhouse Garden"! Comfortable for two. Right in the middle of a quiet neighborhood. Private entrance. Children and pet friendly. Queen Bed, plus an inflatable mattress if you need an additional bed .Private bath with shower. Smallfridge, microwave, Keurig coffee maker…kitchenette with table and chairs. . Internet and CableTV. Plenty of street parking. Fenced private yard and patio. No smoking inside or out on this property.

Sep 20 – 27

G$14,720 GYD per night

Guest favorite

Guesthouse in Westcliffe

4.98 out of 5 average rating, 315 reviews

The Hidden Garden Cottage

Your stay is in a bright and airy studio apartment/cottage located in a shaded English style garden with places to sit and relax anytime of day, perfect for one or two people. Private off street parking for one vehicle. Convenient walking distance to Downtown Westcliffe. A mini kitchen with a convection hot plate, coffee maker, toaster and small refrigerator should you choose to cook in. Level one and level 2 EV charging is available...please bring your own cord.

Mar 19 – 26

G$15,925 GYD per night

Guest favorite

Home in Westcliffe

4.96 out of 5 average rating, 162 reviews

Ravens Nest-Cozy & Homey, Walk into Town, Dogs ok!

In the heart of Westcliffe, right on Main Street, across from the Mennonite bakery :-). Enjoy this cozy Colorado cottage, beautifully remodeled and decorated with original artwork and photography by Colorado artists. Two blocks walking distance from downtown and Local events, a full Kitchen stocked with all basics, and the front porch to enjoy the sunset. A short drive to dozens of hiking and biking trails, come and enjoy small town Colorado,.

Jan 22 – 29

G$19,212 GYD per night

Guest favorite

Cottage in Westcliffe

4.96 out of 5 average rating, 256 reviews

Bunkhouse in the Mountains

An 1890's 2 bedroom ranch house situated just 10 minutes south of historic Westcliffe and at the base of the beautiful Sangre De Cristo mountain range. This home is the perfect base camp for mountain climbing or sightseeing adventures or a quiet getaway. Enjoy the views of the sunrise, the Sanger de Cristo mountains and the unbelievably beautiful dark skies. This is a working ranch so you may encounter farm animals and ranch activity.

Aug 6 – 13

G$25,439 GYD per night

Guest favorite

Home in Silver Cliff

4.99 out of 5 average rating, 101 reviews

Red Hawk Retreat Silver Cliff

Red Hawk Retreat is your year-round base camp for the endless adventures that the Wet Mountain Valley offers. Spend your sunny days exploring, hiking, or mountain biking. Enjoy your evenings resting and relaxing while taking in the amazing views of the Sangre De Cristo Mountain range from the patio (or from bed.) When the sun goes down, the night sky entertains with unparalleled views of the Milkyway.

Jul 20 – 27

G$33,612 GYD per night

Guest favorite

Earthen home in Penrose

4.99 out of 5 average rating, 119 reviews

Off Grid, Secluded Straw Bale Home in Canyon

Get back to nature by going off the grid at Beaver Valley Ranch where you can escape from your daily grind and unplug in a unique straw bale home. Open concept with amazing view, gas fireplace, one bedroom with king size bed, one bathroom. Decorated with eclectic items merging old and new. Located in a beautiful canyon with soaring cliffs, towering bluffs and Beaver Creek running through cottonwoods.

Dec 3 – 10

G$26,067 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Westcliffe vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

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

Other great vacation rentals in Westcliffe

Guest favorite

Cabin in Cotopaxi

4.95 out of 5 average rating, 147 reviews

Robins Roost. Quiet, Cozy and Quaint!

Mar 27 – Apr 3

G$38,236 GYD per night

Guest favorite

Cabin in Crestone

4.95 out of 5 average rating, 306 reviews

Beautiful Cabin in Woods with Breathtaking Views

Nov 14 – 21

G$38,909 GYD per night

Guest favorite

Cabin in Crestone

4.97 out of 5 average rating, 129 reviews

Cozy stargazers cabin w/ HOT TUB & wood stove

Jan 24 – 31

G$52,171 GYD per night

Guest favorite

Cabin in Crestone

4.98 out of 5 average rating, 127 reviews

Vista Crestone

Sep 8 – 15

G$57,924 GYD per night

Guest favorite

Cabin in Cañon City

4.88 out of 5 average rating, 128 reviews

Windy Ridge Cabin is very peaceful

Jun 21 – 28

G$14,969 GYD per night

Guest favorite

Cabin in Beulah Valley

4.98 out of 5 average rating, 131 reviews

Dave's Guest House - A Bed & Breakfast

Nov 22 – 29

G$26,923 GYD per night

Guest favorite

Cabin in Crestone

4.95 out of 5 average rating, 137 reviews

Serene Modern Cabin | Panoramic Mountain Views

Sep 27 – Oct 4

G$57,510 GYD per night

Guest favorite

Cabin in Crestone

4.98 out of 5 average rating, 191 reviews

The Beetch House Retreat Cabin

Feb 27 – Mar 6

G$26,090 GYD per night

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Other great vacation rentals in Westcliffe

Guest favorite

Home in Moffat

4.95 out of 5 average rating, 229 reviews

Crestone/San Luis Valley Casita - Modern Luxury

Jul 22 – 29

G$35,888 GYD per night

Guest favorite

Home in Cañon City

4.95 out of 5 average rating, 236 reviews

The ONLY lodging on the rim of the Royal Gorge

Jan 20 – 27

G$108,123 GYD per night

Guest favorite

Home in Coaldale

4.99 out of 5 average rating, 152 reviews

Sangre de Cristo Mountain home

Sep 28 – Oct 5

G$35,712 GYD per night

Guest favorite

Earthen home in Crestone

4.89 out of 5 average rating, 136 reviews

High Mountain Desert Earthship with Stunning Views

Nov 29 – Dec 6

G$21,770 GYD per night

Guest favorite

Home in Crestone

4.89 out of 5 average rating, 110 reviews

Serene Sanctuary

Nov 6 – 13

G$24,172 GYD per night

Guest favorite

Place to stay in Westcliffe

4.96 out of 5 average rating, 25 reviews

The Depot at Westcliffe

Mar 23 – 30

G$18,399 GYD per night

Guest favorite

Home in Westcliffe

4.89 out of 5 average rating, 9 reviews

Matterhorn Vista

Sep 24 – Oct 1

G$36,223 GYD per night

Guest favorite

Home in Westcliffe

4.98 out of 5 average rating, 42 reviews

The Cliffe House

Apr 28 – May 5

G$30,423 GYD per night

Show all

Quick stats about vacation rentals in Westcliffe

Total rentals
40 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
3.3K reviews
Nightly prices starting at
G$10,445 GYD 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 20 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 20 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Westcliffe?
Experience the best of Westcliffe with our house 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.

Westcliffe vacation rentals

Top-rated vacation rentals in Westcliffe

Vacation rentals for every style

Cabins

Hotels

Unique stays

Popular amenities for Westcliffe vacation rentals

Stay near Westcliffe's top sights

Other great vacation rentals in Westcliffe

Cabin in Cotopaxi

Cabin in Crestone

Cabin in Crestone

Cabin in Crestone

Cabin in Cañon City

Cabin in Beulah Valley

Cabin in Crestone

Cabin in Crestone

Other great vacation rentals in Westcliffe

Home in Moffat

Home in Cañon City

Home in Coaldale

Earthen home in Crestone

Home in Crestone

Place to stay in Westcliffe

Home in Westcliffe

Home in Westcliffe

Quick stats about vacation rentals in Westcliffe

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Westcliffe?

Are there pet-friendly vacation rentals in Westcliffe?

How much does it cost to stay in house rentals in Westcliffe?

Do house rentals in Westcliffe have wifi?

Destinations to explore