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Holiday Rentals in Colorado Springs

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967 rentals in Colorado Springs.
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Charming Cheyenne Cañon Cottage, Steps To The Broadmoor & Seven Falls!, holiday rental in Colorado Springs
Charming Cheyenne Cañon Cottage, Steps To The Broadmoor & Seven Falls!, holiday rental in Colorado Springs
Charming Cheyenne Cañon Cottage, Steps To The Broadmoor & Seven Falls!, holiday rental in Colorado Springs

Charming Cheyenne Cañon Cottage, Steps To The Broadmoor & Seven Falls!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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NEW Hot tub! Award Winning, High-End, Designer Home-Hiking & Garden of the Gods

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Gateway To Pikes Peak, Garden Of The Gods, Manitou Springs, Old Colorado City, holiday rental in Colorado Springs
Gateway To Pikes Peak, Garden Of The Gods, Manitou Springs, Old Colorado City, holiday rental in Colorado Springs
Gateway To Pikes Peak, Garden Of The Gods, Manitou Springs, Old Colorado City, holiday rental in Colorado Springs

Gateway To Pikes Peak, Garden Of The Gods, Manitou Springs, Old Colorado City

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Counting Stars Adobe, beautiful private rooftop deck, unique property, holiday rental in Colorado Springs
Counting Stars Adobe, beautiful private rooftop deck, unique property, holiday rental in Colorado Springs
Counting Stars Adobe, beautiful private rooftop deck, unique property, holiday rental in Colorado Springs

Counting Stars Adobe, beautiful private rooftop deck, unique property

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Designer Pottery Barn Home w/ Pikes Peak Views! Hiking, USAFA, Garden of Gods, holiday rental in Colorado Springs
Designer Pottery Barn Home w/ Pikes Peak Views! Hiking, USAFA, Garden of Gods, holiday rental in Colorado Springs
Designer Pottery Barn Home w/ Pikes Peak Views! Hiking, USAFA, Garden of Gods, holiday rental in Colorado Springs

Designer Pottery Barn Home w/ Pikes Peak Views! Hiking, USAFA, Garden of Gods

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Close To Everything, Private, With Unparalleled Views Of Pikes Peak!!!, holiday rental in Colorado Springs
Close To Everything, Private, With Unparalleled Views Of Pikes Peak!!!, holiday rental in Colorado Springs
Close To Everything, Private, With Unparalleled Views Of Pikes Peak!!!, holiday rental in Colorado Springs

Close To Everything, Private, With Unparalleled Views Of Pikes Peak!!!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Luxurious Guesthouse for 2 by Pikes Peak with Mtn views/5 star reviews!! , holiday rental in Colorado Springs
Luxurious Guesthouse for 2 by Pikes Peak with Mtn views/5 star reviews!! , holiday rental in Colorado Springs
Luxurious Guesthouse for 2 by Pikes Peak with Mtn views/5 star reviews!! , holiday rental in Colorado Springs

Luxurious Guesthouse for 2 by Pikes Peak with Mtn views/5 star reviews!!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Pet-friendly, cozy home with hot tub in historic Old Colorado City, CO, holiday rental in Colorado Springs
Pet-friendly, cozy home with hot tub in historic Old Colorado City, CO, holiday rental in Colorado Springs
Pet-friendly, cozy home with hot tub in historic Old Colorado City, CO, holiday rental in Colorado Springs

Pet-friendly, cozy home with hot tub in historic Old Colorado City, CO

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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DIRECTLY on Cheyenne Creek * CENTRAL AIR *  Built in 2018 * 50 amp EV Charger, holiday rental in Colorado Springs
DIRECTLY on Cheyenne Creek * CENTRAL AIR *  Built in 2018 * 50 amp EV Charger, holiday rental in Colorado Springs
DIRECTLY on Cheyenne Creek * CENTRAL AIR *  Built in 2018 * 50 amp EV Charger, holiday rental in Colorado Springs

DIRECTLY on Cheyenne Creek * CENTRAL AIR * Built in 2018 * 50 amp EV Charger

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Broadmoor Area..Overlooking Golf Course, 4 Decks, Golf course/city/mtn views!!, holiday rental in Colorado Springs
Broadmoor Area..Overlooking Golf Course, 4 Decks, Golf course/city/mtn views!!, holiday rental in Colorado Springs
Broadmoor Area..Overlooking Golf Course, 4 Decks, Golf course/city/mtn views!!, holiday rental in Colorado Springs

Broadmoor Area..Overlooking Golf Course, 4 Decks, Golf course/city/mtn views!!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Old Colorado City Within 5 Minute Walk!, holiday rental in Colorado Springs
Old Colorado City Within 5 Minute Walk!, holiday rental in Colorado Springs
Old Colorado City Within 5 Minute Walk!, holiday rental in Colorado Springs

Old Colorado City Within 5 Minute Walk!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Spacious 6 Bdr Family Home near Park & Recreation Center, holiday rental in Colorado Springs
Spacious 6 Bdr Family Home near Park & Recreation Center, holiday rental in Colorado Springs
Spacious 6 Bdr Family Home near Park & Recreation Center, holiday rental in Colorado Springs

Spacious 6 Bdr Family Home near Park & Recreation Center

Holiday Rental House
8 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Come And Enjoy This Newly Renovated Gem Nestled In The Foothills Of Co Springs!, holiday rental in Colorado Springs
Come And Enjoy This Newly Renovated Gem Nestled In The Foothills Of Co Springs!, holiday rental in Colorado Springs
Come And Enjoy This Newly Renovated Gem Nestled In The Foothills Of Co Springs!, holiday rental in Colorado Springs

Come And Enjoy This Newly Renovated Gem Nestled In The Foothills Of Co Springs!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Mountain Chic Cheyenne Cañon Cottage, Steps to The Broadmoor & Amazing Hiking!, holiday rental in Colorado Springs
Mountain Chic Cheyenne Cañon Cottage, Steps to The Broadmoor & Amazing Hiking!, holiday rental in Colorado Springs
Mountain Chic Cheyenne Cañon Cottage, Steps to The Broadmoor & Amazing Hiking!, holiday rental in Colorado Springs

Mountain Chic Cheyenne Cañon Cottage, Steps to The Broadmoor & Amazing Hiking!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Colorful Colorado Vacation Rental. The ONLY one level VRBO in Colo. Springs!, holiday rental in Colorado Springs
Colorful Colorado Vacation Rental. The ONLY one level VRBO in Colo. Springs!, holiday rental in Colorado Springs
Colorful Colorado Vacation Rental. The ONLY one level VRBO in Colo. Springs!, holiday rental in Colorado Springs

Colorful Colorado Vacation Rental. The ONLY one level VRBO in Colo. Springs!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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BEAUTIFUL DOWNTOWN VICTORIAN WITH HOT TUB!, holiday rental in Colorado Springs
BEAUTIFUL DOWNTOWN VICTORIAN WITH HOT TUB!, holiday rental in Colorado Springs
BEAUTIFUL DOWNTOWN VICTORIAN WITH HOT TUB!, holiday rental in Colorado Springs

BEAUTIFUL DOWNTOWN VICTORIAN WITH HOT TUB!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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ADORABLE DOWNTOWN COTTAGE WITH HOT TUB!, holiday rental in Colorado Springs
ADORABLE DOWNTOWN COTTAGE WITH HOT TUB!, holiday rental in Colorado Springs
ADORABLE DOWNTOWN COTTAGE WITH HOT TUB!, holiday rental in Colorado Springs

ADORABLE DOWNTOWN COTTAGE WITH HOT TUB!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful deck DIRECTLY on CREEK!   * CENTRAL AIR *   Walk to the Broadmoor, holiday rental in Colorado Springs
Beautiful deck DIRECTLY on CREEK!   * CENTRAL AIR *   Walk to the Broadmoor, holiday rental in Colorado Springs
Beautiful deck DIRECTLY on CREEK!   * CENTRAL AIR *   Walk to the Broadmoor, holiday rental in Colorado Springs

Beautiful deck DIRECTLY on CREEK! * CENTRAL AIR * Walk to the Broadmoor

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Amazing City and Mountain Views from Lower Level of Tuscan Home with Observatory, holiday rental in Colorado Springs
Amazing City and Mountain Views from Lower Level of Tuscan Home with Observatory, holiday rental in Colorado Springs
Amazing City and Mountain Views from Lower Level of Tuscan Home with Observatory, holiday rental in Colorado Springs

Amazing City and Mountain Views from Lower Level of Tuscan Home with Observatory

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Resort located in the heart of Colorado Springs, holiday rental in Colorado Springs
Resort located in the heart of Colorado Springs, holiday rental in Colorado Springs
Resort located in the heart of Colorado Springs, holiday rental in Colorado Springs

Resort located in the heart of Colorado Springs

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Custom 3 Bedroom / 4 Bath in the Heart of the City, holiday rental in Colorado Springs
Custom 3 Bedroom / 4 Bath in the Heart of the City, holiday rental in Colorado Springs
Custom 3 Bedroom / 4 Bath in the Heart of the City, holiday rental in Colorado Springs

Custom 3 Bedroom / 4 Bath in the Heart of the City

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Victorian Downtown Colorado Springs Sleeps 16, holiday rental in Colorado Springs
Victorian Downtown Colorado Springs Sleeps 16, holiday rental in Colorado Springs
Victorian Downtown Colorado Springs Sleeps 16, holiday rental in Colorado Springs

Victorian Downtown Colorado Springs Sleeps 16

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 18
Match: Sleeps
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Short walk to Garden of the Gods trailhead, Low cleaning fee, Hot tub, holiday rental in Colorado Springs
Short walk to Garden of the Gods trailhead, Low cleaning fee, Hot tub, holiday rental in Colorado Springs
Short walk to Garden of the Gods trailhead, Low cleaning fee, Hot tub, holiday rental in Colorado Springs

Short walk to Garden of the Gods trailhead, Low cleaning fee, Hot tub

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Personally cleaned and managed by owners!, holiday rental in Colorado Springs
Personally cleaned and managed by owners!, holiday rental in Colorado Springs
Personally cleaned and managed by owners!, holiday rental in Colorado Springs

Personally cleaned and managed by owners!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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⭐⭐⭐⭐⭐ Limited Edition Vacation Rental *Ivywild_House, holiday rental in Colorado Springs
⭐⭐⭐⭐⭐ Limited Edition Vacation Rental *Ivywild_House, holiday rental in Colorado Springs
⭐⭐⭐⭐⭐ Limited Edition Vacation Rental *Ivywild_House, holiday rental in Colorado Springs

⭐⭐⭐⭐⭐ Limited Edition Vacation Rental *Ivywild_House

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
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Cozy House With Hot Tub and Gaming Room, holiday rental in Colorado Springs
Cozy House With Hot Tub and Gaming Room, holiday rental in Colorado Springs
Cozy House With Hot Tub and Gaming Room, holiday rental in Colorado Springs

Cozy House With Hot Tub and Gaming Room

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Nikola Tesla Downtown Lightning Laboratory *** 2 bed, 2 bath charmer, holiday rental in Colorado Springs
Nikola Tesla Downtown Lightning Laboratory *** 2 bed, 2 bath charmer, holiday rental in Colorado Springs
Nikola Tesla Downtown Lightning Laboratory *** 2 bed, 2 bath charmer, holiday rental in Colorado Springs

Nikola Tesla Downtown Lightning Laboratory *** 2 bed, 2 bath charmer

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hidden Gem: Heated Pool, Gorgeous Mountain Views, 2.4 Acres inside City, A/C, EV, holiday rental in Colorado Springs
Hidden Gem: Heated Pool, Gorgeous Mountain Views, 2.4 Acres inside City, A/C, EV, holiday rental in Colorado Springs
Hidden Gem: Heated Pool, Gorgeous Mountain Views, 2.4 Acres inside City, A/C, EV, holiday rental in Colorado Springs

Hidden Gem: Heated Pool, Gorgeous Mountain Views, 2.4 Acres inside City, A/C, EV

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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Whispering Pines in the Broadmoor, holiday rental in Colorado Springs
Whispering Pines in the Broadmoor, holiday rental in Colorado Springs
Whispering Pines in the Broadmoor, holiday rental in Colorado Springs

Whispering Pines in the Broadmoor

Holiday Rental House
8 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
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Beautiful New Townhome - Perfect Location, holiday rental in Colorado Springs
Beautiful New Townhome - Perfect Location, holiday rental in Colorado Springs
Beautiful New Townhome - Perfect Location, holiday rental in Colorado Springs

Beautiful New Townhome - Perfect Location

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Colorado Springs Cottage, holiday rental in Colorado Springs
Cozy Colorado Springs Cottage, holiday rental in Colorado Springs
Cozy Colorado Springs Cottage, holiday rental in Colorado Springs

Cozy Colorado Springs Cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Prime Mid-century Modern Spa Style 1 bed, 1 bath home - downtown! *Great Rates*

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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WALLS OF GLASS! Mountain top apartment, panoramic mt. views and city lights., holiday rental in Colorado Springs
WALLS OF GLASS! Mountain top apartment, panoramic mt. views and city lights., holiday rental in Colorado Springs
WALLS OF GLASS! Mountain top apartment, panoramic mt. views and city lights., holiday rental in Colorado Springs

WALLS OF GLASS! Mountain top apartment, panoramic mt. views and city lights.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Amazing Views and Privacy minutes from major Co Springs attractions, holiday rental in Colorado Springs
Amazing Views and Privacy minutes from major Co Springs attractions, holiday rental in Colorado Springs
Amazing Views and Privacy minutes from major Co Springs attractions, holiday rental in Colorado Springs

Amazing Views and Privacy minutes from major Co Springs attractions

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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AWESOME FAMILY FRIENDLY HOME beside the Garden of the Gods Park! Good Clean Fun!, holiday rental in Colorado Springs
AWESOME FAMILY FRIENDLY HOME beside the Garden of the Gods Park! Good Clean Fun!, holiday rental in Colorado Springs
AWESOME FAMILY FRIENDLY HOME beside the Garden of the Gods Park! Good Clean Fun!, holiday rental in Colorado Springs

AWESOME FAMILY FRIENDLY HOME beside the Garden of the Gods Park! Good Clean Fun!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Private Mountain Home w Amazing City Views & space, holiday rental in Colorado Springs
Private Mountain Home w Amazing City Views & space, holiday rental in Colorado Springs
Private Mountain Home w Amazing City Views & space, holiday rental in Colorado Springs

Private Mountain Home w Amazing City Views & space

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Modern Home, 3 Family Rooms, 3 Decks, 1 Mile from Broadmoor Convention Center

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Captain Jack’s Cottage in Beautiful Cheyenne Cañon 2 blocks from Broadmoor Hotel, holiday rental in Colorado Springs
Captain Jack’s Cottage in Beautiful Cheyenne Cañon 2 blocks from Broadmoor Hotel, holiday rental in Colorado Springs
Captain Jack’s Cottage in Beautiful Cheyenne Cañon 2 blocks from Broadmoor Hotel, holiday rental in Colorado Springs

Captain Jack’s Cottage in Beautiful Cheyenne Cañon 2 blocks from Broadmoor Hotel

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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***Visit Colorado Springs! Family-friendly, beautiful renovated home!, holiday rental in Colorado Springs
***Visit Colorado Springs! Family-friendly, beautiful renovated home!, holiday rental in Colorado Springs
***Visit Colorado Springs! Family-friendly, beautiful renovated home!, holiday rental in Colorado Springs

***Visit Colorado Springs! Family-friendly, beautiful renovated home!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Charming home in Mountain Shadows., holiday rental in Colorado Springs
Charming home in Mountain Shadows., holiday rental in Colorado Springs
Charming home in Mountain Shadows., holiday rental in Colorado Springs

Charming home in Mountain Shadows.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Mountain Views, Large Awesome Home in Gated Community  - 7 Miles from AF Acad, holiday rental in Colorado Springs
Mountain Views, Large Awesome Home in Gated Community  - 7 Miles from AF Acad, holiday rental in Colorado Springs
Mountain Views, Large Awesome Home in Gated Community  - 7 Miles from AF Acad, holiday rental in Colorado Springs

Mountain Views, Large Awesome Home in Gated Community - 7 Miles from AF Acad

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Cozy House All To Yourself, holiday rental in Colorado Springs
Cozy House All To Yourself, holiday rental in Colorado Springs
Cozy House All To Yourself, holiday rental in Colorado Springs

Cozy House All To Yourself

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Downtown Charming Mini-Victorian w/ Garage, holiday rental in Colorado Springs
Downtown Charming Mini-Victorian w/ Garage, holiday rental in Colorado Springs
Downtown Charming Mini-Victorian w/ Garage, holiday rental in Colorado Springs

Downtown Charming Mini-Victorian w/ Garage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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COZY DOWNTOWN COTTAGE WITH HOT TUB, holiday rental in Colorado Springs
COZY DOWNTOWN COTTAGE WITH HOT TUB, holiday rental in Colorado Springs
COZY DOWNTOWN COTTAGE WITH HOT TUB, holiday rental in Colorado Springs

COZY DOWNTOWN COTTAGE WITH HOT TUB

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Enjoy the cool Fall weather in Colorado! Secret Bunkbed Room! *PET FRIENDLY*, holiday rental in Colorado Springs
Enjoy the cool Fall weather in Colorado! Secret Bunkbed Room! *PET FRIENDLY*, holiday rental in Colorado Springs
Enjoy the cool Fall weather in Colorado! Secret Bunkbed Room! *PET FRIENDLY*, holiday rental in Colorado Springs

Enjoy the cool Fall weather in Colorado! Secret Bunkbed Room! *PET FRIENDLY*

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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Open AUG 21-31 *DISCOUNTED RATE* Incredible views of Pike's Peak! *PET FRIENDLY*, holiday rental in Colorado Springs
Open AUG 21-31 *DISCOUNTED RATE* Incredible views of Pike's Peak! *PET FRIENDLY*, holiday rental in Colorado Springs
Open AUG 21-31 *DISCOUNTED RATE* Incredible views of Pike's Peak! *PET FRIENDLY*, holiday rental in Colorado Springs

Open AUG 21-31 *DISCOUNTED RATE* Incredible views of Pike's Peak! *PET FRIENDLY*

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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Relaxing Casita With Hot Tub Near The Broadmoor, holiday rental in Colorado Springs
Relaxing Casita With Hot Tub Near The Broadmoor, holiday rental in Colorado Springs
Relaxing Casita With Hot Tub Near The Broadmoor, holiday rental in Colorado Springs

Relaxing Casita With Hot Tub Near The Broadmoor

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Broadmoor’s Unique Home -  Sparkling - Mountains/Pool/4 Bed/3 Bath Sleeps 6, holiday rental in Colorado Springs
Broadmoor’s Unique Home -  Sparkling - Mountains/Pool/4 Bed/3 Bath Sleeps 6, holiday rental in Colorado Springs
Broadmoor’s Unique Home -  Sparkling - Mountains/Pool/4 Bed/3 Bath Sleeps 6, holiday rental in Colorado Springs

Broadmoor’s Unique Home - Sparkling - Mountains/Pool/4 Bed/3 Bath Sleeps 6

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cottage at The Woodburn Bungalows, holiday rental in Colorado Springs
Cottage at The Woodburn Bungalows, holiday rental in Colorado Springs
Cottage at The Woodburn Bungalows, holiday rental in Colorado Springs

Cottage at The Woodburn Bungalows

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Great for families with beautiful Mountain Views., holiday rental in Colorado Springs
Great for families with beautiful Mountain Views., holiday rental in Colorado Springs
Great for families with beautiful Mountain Views., holiday rental in Colorado Springs

Great for families with beautiful Mountain Views.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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