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Vacation rentals in Cloudcroft

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Top-rated vacation rentals in Cloudcroft

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

Guest favourite
Guest suite in Cloudcroft
The Aspen Lodge
Beautiful and peaceful lot full of pines, oaks, and aspens. If you’re looking for a relaxing retreat in the mountains, this is the place for you. Light and airy upper level of a split level home with private access and covered parking. You’ll have a master bedroom and bath, full kitchen, living room/dining area, and a large beautiful deck. Multiple trailheads nearby, 6 minute drive to the downtown area, 7 minute drive to Ski Cloudcroft, and a 5 minute drive/20 min walk to the local brewery.
May 8 – 15
$182 CAD per night
Guest favourite
Cabin in Cloudcroft
Aspen Whisper Great for couples. Dogs are welcome
One bedroom cabin. Sleeps four. Cabin is in a quiet neighborhood in the Village of Couldcroft. Walking distance to Zenith park, restaurants, and shopping. This cabin is dog friendly. Sit outside on the quaint front porch and gaze at the abundance of stars or maybe an early morning or afternoon walk to the park. easy access for motorcycles. We are not part of Spruce cabins. The interior is recently updated. This unit is independently owned. Smoking of recreational Marijuana is not allowed.
Aug. 22 – 29
$135 CAD per night
Guest favourite
Cabin in Cloudcroft
Simply Enjoy the Mountains!
Welcome to our Simply Enjoy cabin! Our cozy cabin is waiting for you to come in and enjoy its charm after a day out in the mountain air! The large deck will be a retreat to sit and visit about the days adventures! It's newly renovated and has many smart home features. Enjoy a king size bed for a great nights sleep and a fully functional kitchen for breakfast. There is a queen size sofa bed with upgraded memory foam mattresses. Walk, bike or drive to all Cloudcroft has to offer.
Apr. 29 – May 6
$212 CAD per night

Popular amenities for Cloudcroft vacation rentals

Stay near Cloudcroft's top sights

Cloudcroft Brewing Company48 locals recommend
Mad Jack's Mountaintop Barbecue44 locals recommend
Big Daddy's Diner19 locals recommend
Dave's Cafe20 locals recommend
The Lodge16 locals recommend
Western Bar & Cafe17 locals recommend

Other great vacation rentals in Cloudcroft

Guest favourite
Apartment in Cloudcroft
Osha Trail Lodging Unit 2
Apr. 19 – 26
$130 CAD per night
Guest favourite
Cabin in High Rolls
Mountain View Retreat
Jul. 31 – Aug. 7
$228 CAD per night
Guest favourite
Cottage in Cloudcroft
Yellow Cottage
Sep. 9 – 16
$179 CAD per night
Guest favourite
Cabin in Cloudcroft
Cabin with Hot Tub+Fast WiFi+Deck+Putting Green
Nov. 13 – 20
$627 CAD per night
Guest favourite
Cabin in Cloudcroft
Cloudcroft Cabin
Apr. 4 – 11
$154 CAD per night
Guest favourite
Guest suite in Cloudcroft
PANTHER PINES - Mountain Escape
Apr. 29 – May 6
$151 CAD per night
Guest favourite
Cabin in Cloudcroft
Warm Escape in Downtown Cloudcroft - Wynken!
Aug. 2 – 9
$156 CAD per night
Guest favourite
Cabin in Cloudcroft
Forest Houses at Chautauqua
Apr. 7 – 14
$284 CAD per night
Guest favourite
Cabin in Cloudcroft
Elk Haven private getaway.
Apr. 28 – May 5
$183 CAD per night
Guest favourite
Tent in High Rolls
El Campo Glamping - El Primero
Aug. 21 – 28
$311 CAD per night
Guest favourite
Cabin in Cloudcroft
Pet Friendly | Near Ski Resort | James Ridge Cabin
Jul. 22 – 29
$201 CAD per night
Cabin in Cloudcroft
Little Bear Cabin Cloudcroft
May 21 – 28
$179 CAD per night

Quick stats about vacation rentals in Cloudcroft

Total rentals

120 properties

Rentals with dedicated workspaces

60 properties have a dedicated workspace

Pet-friendly rentals

60 properties allow pets

Family-friendly rentals

90 properties are a good fit for families

Total number of reviews

8.4K reviews

Nightly prices starting at

$81 CAD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. New Mexico
  4. Otero County
  5. Cloudcroft