Family-friendly vacation rentals in Castle Rock

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Top-rated family-friendly rentals in Castle Rock

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Guest favourite

Apartment in Colorado Springs

4.92 out of 5 average rating, 421 reviews

Inviting English Basement Apartment

Feel very much at home on a quiet street in downtown Colorado Springs. Enjoy your private side door entrance to the apartment, a porch swing and rockers, a fire in the outdoor fireplace or a comfy leather couch in front of the big screen. Easily accommodate five and bring the kids. Parks, trails, a restaurant and coffee houses just steps away! Free and ample street parking for up to 2 vehicles. The apartment is in compliance with the Colo Spgs Short term rental ordinance, permit number STR-0115

Guest favourite

Home in Colorado Springs

5 out of 5 average rating, 144 reviews

Mt Views | Deck | Grill | Washer/Dryer | King Bed

Currently ranked in the top 5% in Colorado Springs, this vacation rental offers exceptional value & excellent ratings! Watch the video tour & see for yourself why guests love staying here. Enjoy stunning Views of the Front Range Mtns. from this spacious, duplex-style property w/ easy access to the Powers corridor, featuring a numerous of shops, restaurants & exciting recreational activities; Climbing gym, Miniature golf & an IMAX theater! Conveniently located near a Greenbelt & Pocket Parks.

Guest favourite

Guest suite in Colorado Springs

4.96 out of 5 average rating, 300 reviews

The Haven at Ivywild

Enjoy staying in a modern hideaway nestled in the heart of the Ivywild neighborhood. Walk just 1 block down to the popular Ivywild School. Drive 5 minutes to downtown, and less than 10 minutes to Cheyenne Cañon, the Broadmoor, the zoo, Old Colorado City and Manitou. You're in an ideal spot to explore much of the fantastic food, drink, hiking, and sights that CO Springs has to offer. Or sit back and enjoy a beautiful view of the front range mountains while relaxing on the patio. Permit: STR-0691

Guest favourite

Home in Colorado Springs

4.99 out of 5 average rating, 260 reviews

Little Modern Ranch I Garden of the Gods

The Little Modern Ranch at Garden of the Gods is tailored for the perfect vacation! This home has backyard access to a 6 acre family-friendly park which has stunning, unobstructed views of Pikes Peak! It is a perfect home to entertain including a spacious kitchen with an open living plan and every modern convenience. Just a seven minute walk to the Historic Rockledge Ranch and Garden of the Gods and only a five minute drive to Old Colorado City and Manitou Springs! (PERMIT 0390)

Guest favourite

Cabin in Cripple Creek

4.87 out of 5 average rating, 479 reviews

The Fortress at Pikes Peak Cripple Creek Wifi/Spa

Click on "more about the space" below for info on pet fees and also cleaning fees for groups of 5 or more. This is a magical place and you'll feel it as soon as you arrive. It's where the "purple mountain majesties" reside from Katharine Lee Bate's "America the Beautiful". Sit in the living room and take in the magnificent views. 12 months per year, the Fortress at Pike's Peak provides a fantastic getaway. Every picture of views in the listing was taken from the deck.

Guest favourite

Home in Colorado Springs

4.87 out of 5 average rating, 254 reviews

2 King Masters! Mtn Views *Close To AF Academy

Beautiful Custom Colorado Springs Home On 3 Acres. 2 King Master Bedrooms - separate areas of the house. Gourmet Kitchen, Large Dining & Relaxing Private Patio. 12 Minutes To Air Force Academy, 25 Minutes To Garden Of The Gods, 45 Minutes To Denver. Just north of the Air Force Academy. We often have guests here that are going to weddings/events at the Flying Horse, Younger Ranch, Spruce Mountain and Larkspur. Xbox, Foosball, Movies and board games. You'll love it!

Guest favourite

Home in Colorado Springs

4.91 out of 5 average rating, 417 reviews

5BR Retreat w/ Hot Tub, Gym, & Cheyenne Mtn Views!

This is the ideal 5BR vacation rental on a 0.51-acre lot with stunning mountain views. Remodeled for vacationers, this property accommodates up to 12 guests. Enjoy amenities like a gym, hot tub, BBQ grill, firepit, scenic viewpoint, smoker’s patio, and playground. We’ve been awarded Super-Host status 25 times in 7 years with hundreds of glowing guest reviews. There must be a reason for that—please check the reviews! Short-Term Rental Permit Number: STR-0110

Guest favourite

Home in Colorado Springs

4.92 out of 5 average rating, 172 reviews

Peaceful Perfectly Located Updated 3 Bed Home

Newly updated 3 bedroom home in quiet cul-de-sac that can sleep up to 8 people. The home is in an ideal location on the central west side. Easy access to I-25 and downtown. 5-10 to Old Colorado City, Manitou Springs and Garden of the Gods. Attractions such Pikes Peak, Cave of the Winds,Air Force Academy are less than 20 minutes away. Great patio with mountain views. Dog friendly no cats please. Short term rental permit #652

Guest favourite

Home in Colorado Springs

4.89 out of 5 average rating, 243 reviews

Hot Tub Springs Dream House w/ 5 KINGS - Sleeps14!

Experience a fun immaculate dream home designed with trendy mid-century decor. You'll find this home with lots of space for both kids & adults! This home was completely remodeled from head to toe, everything is new, clean, & cozy. Enjoy our 65" TV, Foosball, Ping Pong, Xbox one, & Arcade game station. No fighting over who gets the king bed - we have 5 (also 2 other bunk beds)! Duvet covers are washed after each guest stay!

Guest favourite

Home in Old Colorado City

4.95 out of 5 average rating, 189 reviews

The Purple Cottage-no cleaning fee!

Beautiful home with fabulous views of Pikes Peak and the front range in Old Colorado City. Tucked away on a quiet block, but just minutes from downtown and OCC. Perfect for a family vacation or getaway with friends! 20 minutes to Colorado Springs airport and the Air Force Academy. We offer discounts for week-long and month-long stays. Colorado Springs permit STR-0467

Superhost

Townhouse in Old Colorado City

4.93 out of 5 average rating, 148 reviews

Winter SALE! Beautiful Farmhouse Retreat

Casa Claudio Colorado is centrally located and close to downtown Colorado Springs, Air Force Academy, Garden of The Gods, Manitou Springs, located in Old Colorado City, and only 20 minutes to the Colorado Springs airport. You’ll love this completely renovated condo. It is great for couples, solo adventurers, business travelers, and families (with kids).

Guest favourite

Home in Old Colorado City

4.91 out of 5 average rating, 232 reviews

Spacious home walkable to Old Colorado City

Welcome to your home away from home with five bedrooms, two bathrooms, two living areas, a large dining room, a fenced backyard, and a fully stocked kitchen. The Bijou House is just a couple of blocks from all the shops, restaurants, parks, and bars in Old Colorado City. Great space for large groups. Child and pet-friendly.