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Holiday Rentals in Woodland Park

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66 rentals in Woodland Park.
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Peaceful Lakefront Mountain House with Mountain Views, Wifi, Grill, Family Frien, holiday rental in Woodland Park

Peaceful Lakefront Mountain House with Mountain Views, Wifi, Grill, Family Frien

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Log cabin in the heart of Woodland Park - Brand new hot tub & private sauna, holiday rental in Woodland Park

Log cabin in the heart of Woodland Park - Brand new hot tub & private sauna

2 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Tiny home cottage w/ mountain view, kitchen & firepit - dogs OK!, holiday rental in Woodland Park

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

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Phenomenal View Of Pike's Peak In Spacious Mountain Lodge, holiday rental in Woodland Park

Phenomenal View Of Pike's Peak In Spacious Mountain Lodge

5 bedrooms
4 bathrooms
Sleeps 20
Match: Sleeps
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Phenomenal View Of Pikes Peak In Spacious Mountain Lodge, holiday rental in Woodland Park

Phenomenal View Of Pikes Peak In Spacious Mountain Lodge

5 bedrooms
4 bathrooms
Sleeps 20
Match: Sleeps
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Mountain Villa, on 40 Acres, trout stream & private lake, holiday rental in Woodland Park

Mountain Villa, on 40 Acres, trout stream & private lake

4 bedrooms
3 bathrooms
Sleeps 10
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!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Log Cabin with spectacular views of Pike's Peak, holiday rental in Woodland Park

Beautiful Log Cabin with spectacular views of Pike's Peak

4 bedrooms
4 bathrooms
Sleeps 11
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

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Historic Crystola Cabin, holiday rental in Woodland Park

Historic Crystola Cabin

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Woodland Park Haven - RENOVATED!, holiday rental in Woodland Park

Woodland Park Haven - RENOVATED!

3 bedrooms
3 bathrooms
Sleeps 7
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

8 bedrooms
9 bathrooms
Sleeps 25
Match: Sleeps
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Take Advantage of our April Tax Break Deal - Pet Friendly - Onsite Fishing, holiday rental in Woodland Park

Take Advantage of our April Tax Break Deal - Pet Friendly - Onsite Fishing

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxurious Family Lodge, holiday rental in Woodland Park

Luxurious Family Lodge

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Exec. Mountain Home on Trout Creek Ranch -Trout Fishing, holiday rental in Woodland Park

Exec. Mountain Home on Trout Creek Ranch -Trout Fishing

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Super Sale! Bear Paw Haven -- Pet friendly. A Quaint Retreat--Free WiFi, holiday rental in Woodland Park

Super Sale! Bear Paw Haven -- Pet friendly. A Quaint Retreat--Free WiFi

3 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Tranquil Mountain Home for Family Gatherings, holiday rental in Woodland Park

Tranquil Mountain Home for Family Gatherings

5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Magnificent home in Woodland Park, holiday rental in Woodland Park

Magnificent home in Woodland Park

4 bedrooms
3 bathrooms
Sleeps 10
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.

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Mountain Getaway - **Pets considered with prior approval and pet fee**, holiday rental in Woodland Park

Mountain Getaway - **Pets considered with prior approval and pet fee**

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cabin on 10 acres with private hot tub, views of Pikes Peak, holiday rental in Woodland Park

Cabin on 10 acres with private hot tub, views of Pikes Peak

1 bedroom
3 bathrooms
Sleeps 10
Match: Sleeps
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Exec. Home on 50 Acres - Trout Ponds, holiday rental in Woodland Park

Exec. Home on 50 Acres - Trout Ponds

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Superb Three Acre Mountain View Home for Reunions/Families, holiday rental in Woodland Park

Superb Three Acre Mountain View Home for Reunions/Families

3 bedrooms
3 bathrooms
Sleeps 8
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

3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Furnished bedroom in our Home (full size bed), Dogs Welcome, share bath, holiday rental in Woodland Park

Furnished bedroom in our Home (full size bed), Dogs Welcome, share bath

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful Home, Fishing from Deck Overlooking Pond, holiday rental in Woodland Park

Beautiful Home, Fishing from Deck Overlooking Pond

3 bedrooms
2 bathrooms
Sleeps 8
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

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Woodland Park - 3 Bed, 3 Bath Home - In The Pines but Close to Town - Sleeps 8, holiday rental in Woodland Park

Woodland Park - 3 Bed, 3 Bath Home - In The Pines but Close to Town - Sleeps 8

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Charming 1901 Ranch House on 126 Acres, holiday rental in Woodland Park

Charming 1901 Ranch House on 126 Acres

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Great Views of Pikes Peak, holiday rental in Woodland Park

Great Views of Pikes Peak

4 bedrooms
4 bathrooms
Sleeps 9
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.

5 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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NEW PROPERTY! Modern Victorian, 3 Private Acres of Total Colorado Seclusion, holiday rental in Woodland Park

NEW PROPERTY! Modern Victorian, 3 Private Acres of Total Colorado Seclusion

6 bedrooms
5 bathrooms
Sleeps 18
Match: Sleeps
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Spacious cabin in the woods w/ a private hot tub, deck, & fireplace, holiday rental in Woodland Park

Spacious cabin in the woods w/ a private hot tub, deck, & fireplace

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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****THOROUGHLY cleaned/sanitized****Brand New Farmhouse Tiny Home with a view!, holiday rental in Woodland Park

****THOROUGHLY cleaned/sanitized****Brand New Farmhouse Tiny Home with a view!

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Farmhouse in the Mountains - Located in town - Dog Friendly, holiday rental in Woodland Park

Farmhouse in the Mountains - Located in town - Dog Friendly

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Furnished Bedroom in our Home - Dogs Welcome - Own Bath - King Bed, holiday rental in Woodland Park

Furnished Bedroom in our Home - Dogs Welcome - Own Bath - King Bed

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Your Home Away from Home in Beautiful Woodland Park, holiday rental in Woodland Park

Your Home Away from Home in Beautiful Woodland Park

2 bedrooms
1 bathroom
Sleeps 6
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

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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The Treehouse - Family & pet friendly, Hot tub, fire pit -Woodland Park,CO, holiday rental in Woodland Park

The Treehouse - Family & pet friendly, Hot tub, fire pit -Woodland Park,CO

3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Furnished Bedroom in our Home (Queen bed) - Dogs Welcome - Shared Bath, holiday rental in Woodland Park

Furnished Bedroom in our Home (Queen bed) - Dogs Welcome - Shared Bath

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Dog-friendly cabin w/ view of Pikes Peak, detached garage - walk to downtown, holiday rental in Woodland Park

Dog-friendly cabin w/ view of Pikes Peak, detached garage - walk to downtown

2 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.

1 bedroom
1 bathroom
Sleeps 4
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!

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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��Fancy Pants Manor�� Special pricing 4 Oct, Nov, holiday rental in Woodland Park

��Fancy Pants Manor�� Special pricing 4 Oct, Nov

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Trout Creek Ranch, holiday rental in Woodland Park

Trout Creek Ranch

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Spacious home w/ an expansive backyard, private grill, & patio - close to town, holiday rental in Woodland Park

Spacious home w/ an expansive backyard, private grill, & patio - close to town

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

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Dog-friendly mountain lodge w/ great views, furnished porch & gas firepit!, holiday rental in Woodland Park

Dog-friendly mountain lodge w/ great views, furnished porch & gas firepit!

4 bedrooms
3 bathrooms
Sleeps 10
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

5 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Tiny House Of Stuart Little LLC, holiday rental in Woodland Park

Tiny House Of Stuart Little LLC

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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