Woodland Park, Colorado

Vacation Rentals in Woodland Park, Colorado

Discover 40 vacation rental properties in Woodland Park. From 1 to 5 bedrooms. Average $228/night. 100% have pools.

40 verified listings Book securely on VRBO Prices updated March 2026

40 properties available

Sugar Shack Lodge - 1930's Cabin

Sugar Shack Lodge - 1930's Cabin

3 beds 1 bath
PoolA/CWiFiBalcony
$198/night
View Details → Book on VRBO
Cozy Home w/ Hot Tub - 11 Mi to Rainbow Falls

Cozy Home w/ Hot Tub - 11 Mi to Rainbow Falls

3 beds 2 baths
PoolA/CWiFiBalcony
$273/night
View Details → Book on VRBO
Escape the city and come to this mountain apartment where adventure awaits.

Escape the city and come to this mountain apartment where adventure awaits.

1 bed 1 bath
PoolA/CWiFiBalcony
$126/night
View Details → Book on VRBO
Beautiful Mountain getaway with incredible views of Pikes Peak

Beautiful Mountain getaway with incredible views of Pikes Peak

5 beds 4 baths
PoolA/CWiFiBalcony
$812/night
View Details → Book on VRBO
Explore this Mountain Getaway in National Forest. Refresh and Relax.

Explore this Mountain Getaway in National Forest. Refresh and Relax.

5 beds 4 baths
PoolA/CWiFiBalcony
$1,501/night
View Details → Book on VRBO
Ground level of beautiful mountain home with views of Pikes Peak!

Ground level of beautiful mountain home with views of Pikes Peak!

3 beds 1 bath
PoolA/CWiFiBalcony
$155/night
View Details → Book on VRBO
PVP58 Vintage 1977 AirstreamRV — With Private Hot Tub!

PVP58 Vintage 1977 AirstreamRV — With Private Hot Tub!

1 bed 1 bath
PoolA/CWiFiBalcony
$95/night
View Details → Book on VRBO
Historic Crystola cabin

Historic Crystola cabin

1 bed 1 bath
PoolA/CWiFiBalcony
$141/night
View Details → Book on VRBO
Cozy Updated Townhouse with Private Deck and Mountain Views

Cozy Updated Townhouse with Private Deck and Mountain Views

1 bed 1 bath
PoolA/CWiFiBalcony
$99/night
View Details → Book on VRBO
Mountain Views-HotTub -Cozy Fireplace

Mountain Views-HotTub -Cozy Fireplace

2 beds 1 bath
PoolA/CWiFiBalcony
$179/night
View Details → Book on VRBO
"Pikes Peace Paradise" for TWO with mountain view

"Pikes Peace Paradise" for TWO with mountain view

1 bed 1 bath
PoolA/CWiFiBalcony
$121/night
View Details → Book on VRBO
Cozy, Dog-Friendly Cabin with Deck, Desk, Free WiFi, Full Kitchen - Near Hiking

Cozy, Dog-Friendly Cabin with Deck, Desk, Free WiFi, Full Kitchen - Near Hiking

2 beds 2 baths
PoolA/CWiFiBalcony
$121/night
View Details → Book on VRBO
NEW Sauna & Private Hot Tub Overlooking Pikes Peak

NEW Sauna & Private Hot Tub Overlooking Pikes Peak

1 bed 1 bath
PoolA/CWiFiBalcony
$151/night
View Details → Book on VRBO
Modern home with unforgettable mountain views, fireplace & W/D - dog-friendly

Modern home with unforgettable mountain views, fireplace & W/D - dog-friendly

2 beds 2 baths
PoolA/CWiFiBalcony
$230/night
View Details → Book on VRBO
Tiny home cottage w/ mountain view, kitchen & firepit - dogs OK

Tiny home cottage w/ mountain view, kitchen & firepit - dogs OK

1 bed 1 bath
PoolA/CWiFiBalcony
$117/night
View Details → Book on VRBO
Castle with Pikes Peak Views & Hot Tub

Castle with Pikes Peak Views & Hot Tub

3 beds 2 baths
PoolA/CWiFiBalcony
$427/night
View Details → Book on VRBO
Woodland Park Apartment: Forest Views + Deck!

Woodland Park Apartment: Forest Views + Deck!

2 beds 1 bath
PoolA/CWiFiBalcony
$131/night
View Details → Book on VRBO
Farmhouse In The Mountains - In The Heart of Town

Farmhouse In The Mountains - In The Heart of Town

1 bed 1 bath
PoolA/CWiFiBalcony
$174/night
View Details → Book on VRBO
Mountain Cabin, Walk to Dining/Memorial Park!

Mountain Cabin, Walk to Dining/Memorial Park!

1 bath
PoolA/CWiFiBalcony
$100/night
View Details → Book on VRBO
Barbara's Peak View Townhouse in Woodland Park

Barbara's Peak View Townhouse in Woodland Park

2 beds 1 bath
PoolA/CWiFiBalcony
$119/night
View Details → Book on VRBO
Sunny Treetop Tiny Home! Beautiful Pikes Peak View!

Sunny Treetop Tiny Home! Beautiful Pikes Peak View!

2 beds 1 bath
PoolA/CWiFiBalcony
$152/night
View Details → Book on VRBO
Antlers Ridge, Private Hot Tub, 3 Decks, MTN Views

Antlers Ridge, Private Hot Tub, 3 Decks, MTN Views

3 beds 2 baths
PoolA/CWiFiBalcony
$295/night
View Details → Book on VRBO
Cozy Off Grid Mountain Get-Away

Cozy Off Grid Mountain Get-Away

1 bed 1 bath
PoolA/CWiFiBalcony
$75/night
View Details → Book on VRBO
Dog-friendly cabin with view of Pikes Peak & detached garage - walk to downtown

Dog-friendly cabin with view of Pikes Peak & detached garage - walk to downtown

2 beds 1 bath
PoolA/CWiFiBalcony
$131/night
View Details → Book on VRBO
Woodland Park Cabin- Walkable to Parks, Dining, Shops! Clean and Cozy

Woodland Park Cabin- Walkable to Parks, Dining, Shops! Clean and Cozy

3 beds 1 bath
PoolA/CWiFiBalcony
$199/night
View Details → Book on VRBO
New! Cozy Mountain Cottage-2bd,1 bath -down town darling-walk to the heart of WP

New! Cozy Mountain Cottage-2bd,1 bath -down town darling-walk to the heart of WP

2 beds 1 bath
PoolA/CWiFiBalcony
$161/night
View Details → Book on VRBO
Mountain Glen Vista - incredible Pikes Peak view!

Mountain Glen Vista - incredible Pikes Peak view!

2 beds 2 baths
PoolA/CWiFiBalcony
$220/night
View Details → Book on VRBO
PVP53 Luxury Cabin Overlooking Scenic Views — With Private Hot Tub!

PVP53 Luxury Cabin Overlooking Scenic Views — With Private Hot Tub!

1 bed 1 bath
PoolA/CWiFiBalcony
$202/night
View Details → Book on VRBO
Cozy Cabin Getaway

Cozy Cabin Getaway

2 beds 2 baths
PoolA/CWiFiBalcony
$140/night
View Details → Book on VRBO
1BR Woodland Hideaway - Downtown and Hiking Nearby

1BR Woodland Hideaway - Downtown and Hiking Nearby

1 bed 1 bath
PoolA/CWiFiBalcony
$132/night
View Details → Book on VRBO
Relax in a one of a kind getaway!

Relax in a one of a kind getaway!

3 beds 3 baths
PoolA/CWiFiBalcony
$376/night
View Details → Book on VRBO
Mountain Views with Hot Tub - 5 beds!

Mountain Views with Hot Tub - 5 beds!

4 beds 2 baths
PoolA/CWiFiBalcony
$304/night
View Details → Book on VRBO
Boutique Tiny Home! Pikes Peak Views & HOT TUB

Boutique Tiny Home! Pikes Peak Views & HOT TUB

3 beds 1 bath
PoolA/CWiFiBalcony
$161/night
View Details → Book on VRBO
Woodland Park Haven - Perfect for your Getaway!

Woodland Park Haven - Perfect for your Getaway!

3 beds 2 baths
PoolA/CWiFiBalcony
$258/night
View Details → Book on VRBO
Pikes Peak Views, one block to downtown, recently renovated

Pikes Peak Views, one block to downtown, recently renovated

2 beds 1 bath
PoolA/CWiFiBalcony
$199/night
View Details → Book on VRBO
Perfect Colorado mountain vacation

Perfect Colorado mountain vacation

2 beds 1 bath
PoolA/CWiFiBalcony
$180/night
View Details → Book on VRBO
Forest Estate Guest Quarters-Seclusion- Just Minutes from Town

Forest Estate Guest Quarters-Seclusion- Just Minutes from Town

1 bed 1 bath
PoolA/CWiFiBalcony
$145/night
View Details → Book on VRBO
Cozy guest apartment conveniently located to all Woodland Park attractions

Cozy guest apartment conveniently located to all Woodland Park attractions

1 bed 1 bath
PoolA/CWiFiBalcony
$130/night
View Details → Book on VRBO
Beautiful guest house retreat 2 miles from downtown Woodland Park - Sleeps 4

Beautiful guest house retreat 2 miles from downtown Woodland Park - Sleeps 4

1 bed 1 bath
PoolA/CWiFiBalcony
$157/night
View Details → Book on VRBO
2BR Pikes Peak View and Nestled in the Trees

2BR Pikes Peak View and Nestled in the Trees

2 beds 2 baths
PoolA/CWiFiBalcony
$217/night
View Details → Book on VRBO

More destinations in Colorado

Breckenridge (1924) Vail (774) Denver (594) Durango (492) Aspen (460) Colorado Springs (399) Copper Mountain (362) Avon (360) Keystone (356) Steamboat Springs (342) Frisco (333) Winter Park (329) Crested Butte (327) Estes Park (297) Boulder (295) Snowmass Village (292) Granby (253) Grand Lake (241) Telluride (234) Beaver Creek (211)