Woodland Park vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Woodland Park

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

Guest favorite
Cabin in Woodland Park
Cheerful Retreat w/ Hot Tub | Fireplace | View
It’s snow season in the mountains! Stay in a tastefully decorated 100-yr-old cabin, centrally located within the charming mountain town of Woodland Park. Relax beneath the stars as you soak in the brand new hot tub after a full day of sledding, skiing, hiking or engaging the many attractions of the region. Sip on a craft beverage poured from a fully stocked kitchen, then unwind in twin leather recliners beside a roaring fire before getting a great night’s sleep in your lavish king size bed.
Oct 30 – Nov 6
ﺩ.ﺇ489 per night
4.97 out of 5 average rating, 143 reviews
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!
Feb 10 – 17
ﺩ.ﺇ499 per night
4.94 out of 5 average rating, 114 reviews
Guest favorite
Guest suite in Woodland Park
Private Guest Suite in Trees w/Awesome Peak Views
Picture-perfect Pikes Peak views from the living room, bedroom, and covered patio of this stunning Colorado mountain home's guest suite with a classic Colorado feel. The suite includes the entire walk-out lower-level of our house. It is private, separate, and has its own entrance. With a full kitchen and central location, this is the perfect base-camp for a Colorado get-away; however, with the Ponderosa Pine, Aspen, and hiking trails right up the street, you may not want to lever leave.
Oct 25 – Nov 1
ﺩ.ﺇ443 per night
5.0 out of 5 average rating, 214 reviews

Popular amenities for Woodland Park vacation rentals

Stay near Woodland Park's top sights

Rocky Mountain Dinosaur Resource Center103 locals recommend
Memorial Park28 locals recommend
Walmart Supercenter52 locals recommend
McDonald's5 locals recommend
Hungry Bear81 locals recommend
Fiesta Mexicana Restaurant Woodland Park #150 locals recommend

Woodland Park house rentals

Guest favorite
Home in Woodland Park
Majestic Mtn Views Home w/Hot Tub!
Nov 3 – 10
ﺩ.ﺇ1,221 per night
4.88 out of 5 average rating, 160 reviews
Guest favorite
Home in Woodland Park
Cottage Above the Clouds with Pikes Peak Views
May 6 – 13
ﺩ.ﺇ662 per night
4.91 out of 5 average rating, 112 reviews
Guest favorite
Home in Cascade-Chipita Park
The mountains are calling you at Rock Creek Haven!
Sep 27 – Oct 4
ﺩ.ﺇ509 per night
4.97 out of 5 average rating, 114 reviews
Guest favorite
Home in Divide
Mountain Sun cabin, amazing views and hottub!
Jan 20 – 27
ﺩ.ﺇ658 per night
4.99 out of 5 average rating, 158 reviews
Guest favorite
Home in Woodland Park
MTN Views! I Hot tub I Peaceful 3 acres
Feb 10 – 17
ﺩ.ﺇ1,628 per night
5.0 out of 5 average rating, 123 reviews
Guest favorite
Home in Woodland Park
Bambi Cabin: Hot Tub, Yard Games, Firepit + Grill
Jan 1 – 8
ﺩ.ﺇ1,638 per night
4.96 out of 5 average rating, 124 reviews
Guest favorite
Home in Woodland Park
Mountain View, Hot tub, 3 acres, Sleeps 10
Sep 18 – 25
ﺩ.ﺇ2,630 per night
4.98 out of 5 average rating, 125 reviews
Guest favorite
Home in Manitou Springs
Manitou Terrace Place - clean, cozy & convenient!
Sep 3 – 10
ﺩ.ﺇ355 per night
4.99 out of 5 average rating, 201 reviews
Guest favorite
Home in Woodland Park
Black Bear Cabin above the Clouds, Woodland Park
Apr 21 – 28
ﺩ.ﺇ613 per night
4.98 out of 5 average rating, 207 reviews
Guest favorite
Home in Woodland Park
Woodland Escape~3Acres of CO Mt. life~Min to town
Feb 16 – 23
ﺩ.ﺇ2,200 per night
4.82 out of 5 average rating, 132 reviews
Superhost
Home in Cripple Creek
Das Berghaus - Peace and Serenity + amazing views!
Apr 15 – 22
ﺩ.ﺇ390 per night
4.86 out of 5 average rating, 118 reviews
Guest favorite
Home in Manitou Springs
Tree Retreat & Soaking Tub by Garden of the Gods
Apr 21 – 28
ﺩ.ﺇ528 per night
4.98 out of 5 average rating, 197 reviews

Other great vacation rentals in Woodland Park

Guest favorite
Cabin in Woodland Park
The Bobcat! Tiny Cabin with amazing views!
Dec 31 – Jan 7
ﺩ.ﺇ548 per night
4.95 out of 5 average rating, 250 reviews
Guest favorite
Cabin in Divide
Best Li'l Bunkhouse on 40 Wooded Acres
Dec 2 – 9
ﺩ.ﺇ386 per night
4.95 out of 5 average rating, 239 reviews
Guest favorite
Cabin in Cascade-Chipita Park
Mountain Life but Close to Attractions
Oct 4 – 11
ﺩ.ﺇ470 per night
4.92 out of 5 average rating, 348 reviews
Guest favorite
Treehouse in Cascade-Chipita Park
The Treehouse, Modern Retreat with Panoramic Views
Sep 18 – 25
ﺩ.ﺇ1,482 per night
4.99 out of 5 average rating, 169 reviews
Guest favorite
Tiny home in Woodland Park
Boutique TinyHome w/Direct View of PikesPeak!
Aug 15 – 22
ﺩ.ﺇ560 per night
4.93 out of 5 average rating, 135 reviews
Guest favorite
Cabin in Divide
Peak View Log Home
Dec 3 – 10
ﺩ.ﺇ527 per night
4.92 out of 5 average rating, 349 reviews
Guest favorite
Tiny home in Woodland Park
Colorful Mountain Tiny Home
Oct 1 – 8
ﺩ.ﺇ431 per night
4.79 out of 5 average rating, 123 reviews
Guest favorite
Cottage in Cascade-Chipita Park
Mountain Views | Perfect Couples Get Away | Cozy
Dec 14 – 21
ﺩ.ﺇ281 per night
4.84 out of 5 average rating, 208 reviews
Guest favorite
Cabin in Woodland Park
Lost Lands Ranch, 80 Acres To Yourself!
Apr 22 – 29
ﺩ.ﺇ456 per night
4.94 out of 5 average rating, 101 reviews
Guest favorite
Cabin in Woodland Park
Wraparound deck, barrel sauna, hot tub +pizza oven
Nov 29 – Dec 6
ﺩ.ﺇ1,905 per night
4.96 out of 5 average rating, 112 reviews
Guest favorite
Cabin in Divide
Cozy Cabin Getaway / Mountain view / Barrel Sauna
Oct 19 – 26
ﺩ.ﺇ559 per night
4.97 out of 5 average rating, 143 reviews
Guest favorite
Tiny home in Woodland Park
"Pikes Peace Paradise" for TWO with mountain view
May 6 – 13
ﺩ.ﺇ388 per night
4.9 out of 5 average rating, 184 reviews

Quick stats about vacation rentals in Woodland Park

Total rentals

250 properties

Rentals with dedicated workspaces

150 properties have a dedicated workspace

Pet-friendly rentals

90 properties allow pets

Family-friendly rentals

170 properties are a good fit for families

Total number of reviews

16K reviews

Nightly prices starting at

ﺩ.ﺇ37 before taxes and fees

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Woodland Park?

    Yes! Work meets play with ease at over 150 vacation rentals in Woodland Park featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Woodland Park?

    Four-legged friends are welcome in Woodland Park. Choose from more than 90 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Woodland Park?

    Experience the best of Woodland Park with our house rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do cabin rentals in Woodland Park have wifi?

    Absolutely! We offer over 50 cabin rentals with wifi in Woodland Park. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Woodland Park have a gym?

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

  • Do cabin rentals in Woodland Park have self check-in?

    Absolutely! We offer over 40 cabin rentals with self check-in in Woodland Park. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Woodland Park have a bbq area?

    Absolutely! We offer over 90 house rentals with a bbq area in Woodland Park. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Woodland Park?

    Woodland Park has more than 80 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore

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