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Holiday Rentals in Woodland Park

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5 km
221 rentals in Woodland Park.
JUST LISTED -Family Gathering Paradise! Pool, Arcade, Hot Tubs, Fire Pits & MORE, holiday rental in Woodland Park
JUST LISTED -Family Gathering Paradise! Pool, Arcade, Hot Tubs, Fire Pits & MORE, holiday rental in Woodland Park
JUST LISTED -Family Gathering Paradise! Pool, Arcade, Hot Tubs, Fire Pits & MORE, holiday rental in Woodland Park

JUST LISTED -Family Gathering Paradise! Pool, Arcade, Hot Tubs, Fire Pits & MORE

Holiday Rental House
7 bedrooms
6 bathrooms
Sleeps 25
Match: Sleeps
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Perfect Get Away! Mountain Views/HotTub /Cozy Fireplace, holiday rental in Woodland Park
Perfect Get Away! Mountain Views/HotTub /Cozy Fireplace, holiday rental in Woodland Park
Perfect Get Away! Mountain Views/HotTub /Cozy Fireplace, holiday rental in Woodland Park

Perfect Get Away! Mountain Views/HotTub /Cozy Fireplace

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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New guest house retreat minutes from Woodland Park and Pikes Peak - Sleeps 4, holiday rental in Woodland Park
New guest house retreat minutes from Woodland Park and Pikes Peak - Sleeps 4, holiday rental in Woodland Park
New guest house retreat minutes from Woodland Park and Pikes Peak - Sleeps 4, holiday rental in Woodland Park

New guest house retreat minutes from Woodland Park and Pikes Peak - Sleeps 4

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Sugar Shack - New stunning 1930's Cabin - Foosball Table & Dog Friendly, holiday rental in Woodland Park
Sugar Shack - New stunning 1930's Cabin - Foosball Table & Dog Friendly, holiday rental in Woodland Park
Sugar Shack - New stunning 1930's Cabin - Foosball Table & Dog Friendly, holiday rental in Woodland Park

Sugar Shack - New stunning 1930's Cabin - Foosball Table & Dog Friendly

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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1950's Mountain Cabin - Walking Distance to Downtown Hot Tub & Dog Friendly, holiday rental in Woodland Park
1950's Mountain Cabin - Walking Distance to Downtown Hot Tub & Dog Friendly, holiday rental in Woodland Park
1950's Mountain Cabin - Walking Distance to Downtown Hot Tub & Dog Friendly, holiday rental in Woodland Park

1950's Mountain Cabin - Walking Distance to Downtown Hot Tub & Dog Friendly

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Majestic Lodge only 22 miles from the base of Pike's Peak, holiday rental in Woodland Park
Majestic Lodge only 22 miles from the base of Pike's Peak, holiday rental in Woodland Park
Majestic Lodge only 22 miles from the base of Pike's Peak, holiday rental in Woodland Park

Majestic Lodge only 22 miles from the base of Pike's Peak

Holiday Rental House
8 bedrooms
9 bathrooms
Sleeps 23
Match: Sleeps
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Black Bear Cabin above the Clouds, Woodland Park, holiday rental in Woodland Park
Black Bear Cabin above the Clouds, Woodland Park, holiday rental in Woodland Park
Black Bear Cabin above the Clouds, Woodland Park, holiday rental in Woodland Park

Black Bear Cabin above the Clouds, Woodland Park

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Woodland Escape~Modern Victorian~3 Acres of  CO Mountain Living Min. From Town, holiday rental in Woodland Park
Woodland Escape~Modern Victorian~3 Acres of  CO Mountain Living Min. From Town, holiday rental in Woodland Park
Woodland Escape~Modern Victorian~3 Acres of  CO Mountain Living Min. From Town, holiday rental in Woodland Park

Woodland Escape~Modern Victorian~3 Acres of CO Mountain Living Min. From Town

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 18
Match: Sleeps
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Cozy Updated Townhouse with Private Deck and Mountain Views, holiday rental in Woodland Park
Cozy Updated Townhouse with Private Deck and Mountain Views, holiday rental in Woodland Park
Cozy Updated Townhouse with Private Deck and Mountain Views, holiday rental in Woodland Park

Cozy Updated Townhouse with Private Deck and Mountain Views

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Woodland Park Cabin- Walkable to Parks, Dining, Shops! Clean and Cozy, holiday rental in Woodland Park
Woodland Park Cabin- Walkable to Parks, Dining, Shops! Clean and Cozy, holiday rental in Woodland Park
Woodland Park Cabin- Walkable to Parks, Dining, Shops! Clean and Cozy, holiday rental in Woodland Park

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Escape the city and come to this mountain apartment where adventure awaits., holiday rental in Woodland Park
Escape the city and come to this mountain apartment where adventure awaits., holiday rental in Woodland Park
Escape the city and come to this mountain apartment where adventure awaits., holiday rental in Woodland Park

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

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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PVP58 Vintage 1977 Airstream RV — With Private Hot Tub!, holiday rental in Woodland Park
PVP58 Vintage 1977 Airstream RV — With Private Hot Tub!, holiday rental in Woodland Park
PVP58 Vintage 1977 Airstream RV — With Private Hot Tub!, holiday rental in Woodland Park

PVP58 Vintage 1977 Airstream RV — With Private Hot Tub!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Your mountain inn. Pikes Peak view. Family lodge vibe.  Romantic suite., holiday rental in Woodland Park
Your mountain inn. Pikes Peak view. Family lodge vibe.  Romantic suite., holiday rental in Woodland Park
Your mountain inn. Pikes Peak view. Family lodge vibe.  Romantic suite., holiday rental in Woodland Park

Your mountain inn. Pikes Peak view. Family lodge vibe. Romantic suite.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Farmhouse in the Mountains - Located in town - New Hot Tub -Dog Friendly, holiday rental in Woodland Park
Farmhouse in the Mountains - Located in town - New Hot Tub -Dog Friendly, holiday rental in Woodland Park
Farmhouse in the Mountains - Located in town - New Hot Tub -Dog Friendly, holiday rental in Woodland Park

Farmhouse in the Mountains - Located in town - New Hot Tub -Dog Friendly

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Private Hot Tub Overlooking Pikes Peak, holiday rental in Woodland Park
Private Hot Tub Overlooking Pikes Peak, holiday rental in Woodland Park
Private Hot Tub Overlooking Pikes Peak, holiday rental in Woodland Park

Private Hot Tub Overlooking Pikes Peak

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy Home w/ Hot Tub - 11 Mi to Rainbow Falls, holiday rental in Woodland Park
Cozy Home w/ Hot Tub - 11 Mi to Rainbow Falls, holiday rental in Woodland Park
Cozy Home w/ Hot Tub - 11 Mi to Rainbow Falls, holiday rental in Woodland Park

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

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Woodland Park Hideaway - NEW HOT TUB - Perfect Family Getaway!, holiday rental in Woodland Park
Woodland Park Hideaway - NEW HOT TUB - Perfect Family Getaway!, holiday rental in Woodland Park
Woodland Park Hideaway - NEW HOT TUB - Perfect Family Getaway!, holiday rental in Woodland Park

Woodland Park Hideaway - NEW HOT TUB - Perfect Family Getaway!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Old world charm at the foot of Pikes Peak, holiday rental in Woodland Park
Old world charm at the foot of Pikes Peak, holiday rental in Woodland Park
Old world charm at the foot of Pikes Peak, holiday rental in Woodland Park

Old world charm at the foot of Pikes Peak

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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2BR Pikes Peak View and Nestled in the Trees, holiday rental in Woodland Park
2BR Pikes Peak View and Nestled in the Trees, holiday rental in Woodland Park
2BR Pikes Peak View and Nestled in the Trees, holiday rental in Woodland Park

2BR Pikes Peak View and Nestled in the Trees

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Secluded, 3-story, family-friendly home w/private hot tub, enclosed yard & grill, holiday rental in Woodland Park
Secluded, 3-story, family-friendly home w/private hot tub, enclosed yard & grill, holiday rental in Woodland Park
Secluded, 3-story, family-friendly home w/private hot tub, enclosed yard & grill, holiday rental in Woodland Park

Secluded, 3-story, family-friendly home w/private hot tub, enclosed yard & grill

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Magnificent home in Woodland Park, holiday rental in Woodland Park
Magnificent home in Woodland Park, holiday rental in Woodland Park
Magnificent home in Woodland Park, holiday rental in Woodland Park

Magnificent home in Woodland Park

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Cozy, Dog-Friendly Cabin with Deck, Desk, Free WiFi, Full Kitchen - Near Hiking, holiday rental in Woodland Park
Cozy, Dog-Friendly Cabin with Deck, Desk, Free WiFi, Full Kitchen - Near Hiking, holiday rental in Woodland Park
Cozy, Dog-Friendly Cabin with Deck, Desk, Free WiFi, Full Kitchen - Near Hiking, holiday rental in Woodland Park

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Mountain Boho A-Frame! ★ Peak Views ★ Hot Tub ★, holiday rental in Woodland Park
Mountain Boho A-Frame! ★ Peak Views ★ Hot Tub ★, holiday rental in Woodland Park
Mountain Boho A-Frame! ★ Peak Views ★ Hot Tub ★, holiday rental in Woodland Park

Mountain Boho A-Frame! ★ Peak Views ★ Hot Tub ★

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Mountain Views with Hot Tub - 5 beds!, holiday rental in Woodland Park
Mountain Views with Hot Tub - 5 beds!, holiday rental in Woodland Park
Mountain Views with Hot Tub - 5 beds!, holiday rental in Woodland Park

Mountain Views with Hot Tub - 5 beds!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Home w/ Hot Tub by Pike & San Isabel Forests!, holiday rental in Woodland Park
Home w/ Hot Tub by Pike & San Isabel Forests!, holiday rental in Woodland Park
Home w/ Hot Tub by Pike & San Isabel Forests!, holiday rental in Woodland Park

Home w/ Hot Tub by Pike & San Isabel Forests!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Pikes Peak Views, one block to downtown, recently renovated, holiday rental in Woodland Park
Pikes Peak Views, one block to downtown, recently renovated, holiday rental in Woodland Park
Pikes Peak Views, one block to downtown, recently renovated, holiday rental in Woodland Park

Pikes Peak Views, one block to downtown, recently renovated

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Relax in a one of a kind getaway!, holiday rental in Woodland Park
Relax in a one of a kind getaway!, holiday rental in Woodland Park
Relax in a one of a kind getaway!, holiday rental in Woodland Park

Relax in a one of a kind getaway!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Secret Mountain Retreat w/ Views + Yard + BBQ, holiday rental in Woodland Park
The Secret Mountain Retreat w/ Views + Yard + BBQ, holiday rental in Woodland Park
The Secret Mountain Retreat w/ Views + Yard + BBQ, holiday rental in Woodland Park

The Secret Mountain Retreat w/ Views + Yard + BBQ

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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NEW HOT TUB Colorado Cabin in heart of Woodland Park, holiday rental in Woodland Park
NEW HOT TUB Colorado Cabin in heart of Woodland Park, holiday rental in Woodland Park
NEW HOT TUB Colorado Cabin in heart of Woodland Park, holiday rental in Woodland Park

NEW HOT TUB Colorado Cabin in heart of Woodland Park

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Quiet mountain homes for family gatherings, holiday rental in Woodland Park
Quiet mountain homes for family gatherings, holiday rental in Woodland Park
Quiet mountain homes for family gatherings, holiday rental in Woodland Park

Quiet mountain homes for family gatherings

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Woodland Park Haven - Perfect for your Getaway!, holiday rental in Woodland Park
Woodland Park Haven - Perfect for your Getaway!, holiday rental in Woodland Park
Woodland Park Haven - Perfect for your Getaway!, holiday rental in Woodland Park

Woodland Park Haven - Perfect for your Getaway!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Dog-friendly cabin with view of Pikes Peak & detached garage - walk to downtown, holiday rental in Woodland Park
Dog-friendly cabin with view of Pikes Peak & detached garage - walk to downtown, holiday rental in Woodland Park
Dog-friendly cabin with view of Pikes Peak & detached garage - walk to downtown, holiday rental in Woodland Park

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Mountain Sanctuary | Family Retreat, holiday rental in Woodland Park
Mountain Sanctuary | Family Retreat, holiday rental in Woodland Park
Mountain Sanctuary | Family Retreat, holiday rental in Woodland Park

Mountain Sanctuary | Family Retreat

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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Mountain Cabin, Walk to Dining/Memorial Park!, holiday rental in Woodland Park
Mountain Cabin, Walk to Dining/Memorial Park!, holiday rental in Woodland Park
Mountain Cabin, Walk to Dining/Memorial Park!, holiday rental in Woodland Park

Mountain Cabin, Walk to Dining/Memorial Park!

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Mountain getaway with incredible views of Pikes Peak, holiday rental in Woodland Park
Beautiful Mountain getaway with incredible views of Pikes Peak, holiday rental in Woodland Park
Beautiful Mountain getaway with incredible views of Pikes Peak, holiday rental in Woodland Park

Beautiful Mountain getaway with incredible views of Pikes Peak

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Perfect Colorado mountain vacation, holiday rental in Woodland Park
Perfect Colorado mountain vacation, holiday rental in Woodland Park
Perfect Colorado mountain vacation, holiday rental in Woodland Park

Perfect Colorado mountain vacation

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Nature's Haven|5BD Mountain Views|Hot Tub Fire Pit, holiday rental in Woodland Park
Nature's Haven|5BD Mountain Views|Hot Tub Fire Pit, holiday rental in Woodland Park
Nature's Haven|5BD Mountain Views|Hot Tub Fire Pit, holiday rental in Woodland Park

Nature's Haven|5BD Mountain Views|Hot Tub Fire Pit

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Tiny Home in Woodland Park, holiday rental in Woodland Park
Tiny Home in Woodland Park, holiday rental in Woodland Park
Tiny Home in Woodland Park, holiday rental in Woodland Park

Tiny Home in Woodland Park

Condo/Apartment
0 bedrooms
0 bathrooms
Sleeps 5
Match: Sleeps
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Secluded CO retreat featuring a swim spa, hiking trail and stocked kitchen!, holiday rental in Woodland Park
Secluded CO retreat featuring a swim spa, hiking trail and stocked kitchen!, holiday rental in Woodland Park
Secluded CO retreat featuring a swim spa, hiking trail and stocked kitchen!, holiday rental in Woodland Park

Secluded CO retreat featuring a swim spa, hiking trail and stocked kitchen!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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*Retreat GEM! - Tranquil Acres*, holiday rental in Woodland Park
*Retreat GEM! - Tranquil Acres*, holiday rental in Woodland Park
*Retreat GEM! - Tranquil Acres*, holiday rental in Woodland Park

*Retreat GEM! - Tranquil Acres*

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Dog-friendly cabin w/ full kitchen, free WiFi, great location & updated bathroom, holiday rental in Woodland Park
Dog-friendly cabin w/ full kitchen, free WiFi, great location & updated bathroom, holiday rental in Woodland Park
Dog-friendly cabin w/ full kitchen, free WiFi, great location & updated bathroom, holiday rental in Woodland Park

Dog-friendly cabin w/ full kitchen, free WiFi, great location & updated bathroom

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Bear's Den-Hot Tub-Dogs Welcome-Walk to Downtown, holiday rental in Woodland Park
Bear's Den-Hot Tub-Dogs Welcome-Walk to Downtown, holiday rental in Woodland Park
Bear's Den-Hot Tub-Dogs Welcome-Walk to Downtown, holiday rental in Woodland Park

Bear's Den-Hot Tub-Dogs Welcome-Walk to Downtown

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Barbara's Peak View Townhouse in Woodland Park, holiday rental in Woodland Park
Barbara's Peak View Townhouse in Woodland Park, holiday rental in Woodland Park
Barbara's Peak View Townhouse in Woodland Park, holiday rental in Woodland Park

Barbara's Peak View Townhouse in Woodland Park

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Amazing mountain home on 126 acres bordering national forest land, holiday rental in Woodland Park
Amazing mountain home on 126 acres bordering national forest land, holiday rental in Woodland Park
Amazing mountain home on 126 acres bordering national forest land, holiday rental in Woodland Park

Amazing mountain home on 126 acres bordering national forest land

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Outdoor Adventurer's Paradise in Woodland Park, holiday rental in Woodland Park
Outdoor Adventurer's Paradise in Woodland Park, holiday rental in Woodland Park
Outdoor Adventurer's Paradise in Woodland Park, holiday rental in Woodland Park

Outdoor Adventurer's Paradise in Woodland Park

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Explore this Mountain Getaway in National Forest. Refresh and Relax., holiday rental in Woodland Park
Explore this Mountain Getaway in National Forest. Refresh and Relax., holiday rental in Woodland Park
Explore this Mountain Getaway in National Forest. Refresh and Relax., holiday rental in Woodland Park

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

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Woodland Park Hideaway w/ Mtn Views & Hot Tub, holiday rental in Woodland Park
Woodland Park Hideaway w/ Mtn Views & Hot Tub, holiday rental in Woodland Park
Woodland Park Hideaway w/ Mtn Views & Hot Tub, holiday rental in Woodland Park

Woodland Park Hideaway w/ Mtn Views & Hot Tub

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Brand-new home with unforgettable mountain views, fireplace & W/D - dog-friendly, holiday rental in Woodland Park
Brand-new home with unforgettable mountain views, fireplace & W/D - dog-friendly, holiday rental in Woodland Park
Brand-new home with unforgettable mountain views, fireplace & W/D - dog-friendly, holiday rental in Woodland Park

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Log cabin in the heart of Woodland Park with hot tub & private sauna, holiday rental in Woodland Park
Log cabin in the heart of Woodland Park with hot tub & private sauna, holiday rental in Woodland Park
Log cabin in the heart of Woodland Park with hot tub & private sauna, holiday rental in Woodland Park

Log cabin in the heart of Woodland Park with hot tub & private sauna

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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*New* Family friendly - Hot Tub & Mountain View, holiday rental in Woodland Park
*New* Family friendly - Hot Tub & Mountain View, holiday rental in Woodland Park
*New* Family friendly - Hot Tub & Mountain View, holiday rental in Woodland Park

*New* Family friendly - Hot Tub & Mountain View

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Frequently Asked Questions about Woodland Park