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House vacation rentals in Woodland Park

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Top-rated house rentals in Woodland Park

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

Guest favorite
Home in Woodland Park
Little Woody's Hideaway-(4)DownTown,HotTub,pets
Cozy little 2 story home with 1 bedroom, 1 bath with a pull out sofa sleeper in the center of downtown Woodland Park. It has so much charm you will never want to leave! You have shops and restaurants a hop skip and jump away and the memorial park in your backyard and you can walk to almost EVERYTHING. You will enjoy the farmers market in the spring and summer that is a block away or sit outside and BBQ. Beautiful hikes are 5-20 mins away, we have a guide at the hideaway for all your adventures!
May 19 – 26
$125 per night
Guest favorite
Home in Woodland Park
Mountain View, Hot tub, 3 acres, Sleeps 10
Relax with the whole family & friends at this peaceful home on 3 acres of land in the mountains! • Hot tub • Sleeps 10 • Pikes Peak Mountain views • 3 fire pits • FREE coffee (multiple machines) & tea • FREE WiFi • Hiking trails • Off-road trails & rentals in town all year • 15 minutes to Pikes Peak Entrance • 25 mins to Cave of the Winds • 35 mins to Garden of the Gods • Board games • Soaking tub • Work from home office • Secluded, yet minutes to town • 45 minutes to CO Springs Airport
May 15 – 22
$549 per night
Guest favorite
Home in Woodland Park
Woodland Escape~3Acres of CO Mt. life~Min to town
"The Woodland Escape" sits secluded on 3 private acres of quintessential Colorado land, but is less than 2 minutes away from town, offering you the best of both worlds. This location offers many activities to keep you busy all week long! Hike to the top of the private land, and get picturesque views of Pike's Peak. House offers a fire pit, foosball, air hockey, 110" projector screen and a hot tub! House is within 20 minutes of CO Springs area. Small events are allowed at an additional fee.
Feb 12 – 19
$599 per night

Popular amenities for Woodland Park house rentals

House rentals with a pool

Superhost
Home in Colorado Springs
Indoor POOL, Hot Tub, Sauna! Garden of the Gods
Nov 8 – 15
$707 per night
Guest favorite
Home in Colorado Springs
Shimmering Pines Estate | Indoor Pool
Jan 12 – 19
$900 per night
Guest favorite
Home in Colorado Springs
Hidden Gem⋆Heated Pool⋆Gorgeous Views⋆2.4 ac⋆AC⋆EV
Jan 24 – 31
$595 per night
Superhost
Home in Colorado Springs
Garden of the Gods Retreat: Family-Friendly with H
Oct 26 – Nov 2
$468 per night
Guest favorite
Home in Colorado Springs
Colorado FarmHouse Retreat: NO EVENTS
Oct 31 – Nov 7
$950 per night
Guest favorite
Home in Colorado Springs
Home on the Bluffs
Apr 12 – 19
$105 per night
Guest favorite
Home in Colorado Springs
Staycation
Sep 25 – Oct 2
$792 per night
Superhost
Home in Colorado Springs
PR Pool/Slide/Hot Tub.10 min/Zoo,Broadmoor,7Falls
Aug 31 – Sep 7
$738 per night
Superhost
Home in Colorado Springs
Colorado Living - Pikes Peak Mountain View’s
Jan 25 – Feb 1
$125 per night
Guest favorite
Home in Colorado Springs
Downtown Historic Craftsman Style House
Dec 14 – 21
$149 per night
Superhost
Home in Colorado Springs
New Wolf Ranch Home w/ 2-Car Garage & Pool Access
Jan 27 – Feb 3
$110 per night
Home in Colorado Springs
Hot Tub w/ city views close to the Broadmoor Hotel
Apr 11 – 18
$209 per night

Weekly house rentals

Guest favorite
Home in Woodland Park
Bambi Cabin: Hot Tub, Yard Games, Firepit + Grill
May 30 – Jun 6
$245 per night
Guest favorite
Home in Woodland Park
Black Bear Cabin above the Clouds, Woodland Park
Apr 5 – 12
$166 per night
Superhost
Home in Woodland Park
Bear Paw-Family/Pet friendly/HOT TUB/TREES!
Nov 5 – 12
$227 per night
Guest favorite
Home in Divide
Hot tub, mtn views, massage chair, & steam shower!
Sep 30 – Oct 7
$251 per night
Guest favorite
Home in Cascade-Chipita Park
The mountains are you calling at Rock Creek Haven!
Sep 30 – Oct 7
$139 per night
Guest favorite
Home in Green Mountain Falls
Beautiful mountain getaway with hot tub!
Feb 14 – 21
$241 per night
Guest favorite
Home in Palmer Lake
★Comfortable Nature Retreat★ Trails, Lake & Dining
Apr 9 – 16
$117 per night
Superhost
Home in Woodland Park
Expansive Mountain Retreat w/ Views of Pikes Peak!
Sep 14 – 21
$477 per night
Guest favorite
Home in Woodland Park
Pinecone Cottage: Hot Tub, Dog Friendly, Fireplace
Aug 11 – 18
$269 per night
Guest favorite
Home in Colorado Springs
Sunflower Cottage! Walk to GOG/Horses/Manitou
Apr 30 – May 7
$72 per night
Guest favorite
Home in Florissant
Hot Tub * Large Kitchen * Great Views * Hiking
Apr 29 – May 6
$140 per night
Guest favorite
Home in Manitou Springs
Tree Retreat & Soaking Tub by Garden of the Gods
Aug 19 – 26
$169 per night

Private house rentals

Guest favorite
Home in Colorado Springs
The PEAKVIEW*Pets*Patio*Peace*420*LGBTQ
Jan 27 – Feb 3
$104 per night
Guest favorite
Home in Colorado Springs
The Rockrimmon Retreat: minutes from CO wonders!!!
Aug 8 – 15
$175 per night
Guest favorite
Home in Manitou Springs
Manitou Springs Escape! Walk to Garden of the Gods
May 12 – 19
$120 per night
Guest favorite
Home in Colorado Springs
Serendipity House
Feb 16 – 23
$85 per night
Guest favorite
Home in Colorado Springs
Cozy, Private, Quiet, Walk to Garden of Gods!
Jan 29 – Feb 5
$185 per night
Guest favorite
Home in Woodland Park
The Creekside Retreat
Dec 12 – 19
$155 per night
Guest favorite
Home in Woodland Park
Mountain Glen Vista!
Nov 16 – 23
$151 per night
Guest favorite
Home in Divide
Colorado Luxury Retreat-Mtn View/Hot Tub
Oct 31 – Nov 7
$225 per night
Guest favorite
Home in Woodland Park
New 3 Bedroom Retreat in the City Above the Clouds
Sep 3 – 10
$177 per night
Guest favorite
Home in Florissant
Quiet Romantic Getaway
Feb 4 – 11
$115 per night
Guest favorite
Home in Woodland Park
Colorado Cutie HOT TUB w/ views! 1 bdrm, slps 6
Jul 21 – 28
$166 per night
Guest favorite
Home in Woodland Park
Pikes Peak View~Hot Tub~Theater~Game Room~Firepit
Jan 19 – 26
$345 per night

Quick stats about house rentals in Woodland Park

Total rentals

100 properties

Rentals with dedicated workspaces

60 properties have a dedicated workspace

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

80 properties are a good fit for families

Total number of reviews

3.7K reviews

Nightly prices starting at

$10 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Colorado
  4. Teller County
  5. Woodland Park
  6. House rentals