Family-friendly holiday rentals in Castle Rock

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Top-rated family-friendly rentals in Castle Rock

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Guest house in Indian Hills

4.89 out of 5 average rating, 210 reviews

Mount Falcon Digs - Guesthouse

This MOUNTAIN guest house is located 45 minutes SW of Denver, in a town called Indian Hills. With quick access to the world famous Red Rocks Amphitheater (15-20min), next door to 2,200 acre Mt. Falcon Park, constant exposure to wildlife and a quick drive to good Mountain eats you will be sure to clear your mind from your everyday duties. Great place for couples looking for a relaxing getaway. Amenities are 15mins from the location. PLEASE look up our area so you aren’t surprised on location

23–30 Sep

$174 SGD per night

Guest favourite

Bungalow in Castle Rock

4.95 out of 5 average rating, 176 reviews

1920's Historic House Short Walk to Downtown

Enjoy all the modern conveniences & updates while experiencing the charm of a 1920's historical house. Enjoy time together in the open concept living room, dinning, and kitchen. Watch the sunset in the enclosed front porch, and sleep in comfort on one of the 3 beds in the house. You will have plenty to do being 2 blocks from downtown Castle Rock; close to trails, restaurants, parks, the outlet malls, zip-lines, and so much more. Close to Denver and Co Springs. This house will not disappoint!

12–19 Aug

$267 SGD per night

Guest favourite

Guest house in Colorado Springs

4.97 out of 5 average rating, 812 reviews

Cozy Solar Cottage on the West Side

My cottage is centrally located, close to downtown--within walking distance. Garden of the Gods, road to Pikes Peak, & Colorado College are minutes away. The interior is quaint and cozy, but has a roomy kitchen, fully stocked for preparing food. The outdoor space is peaceful and relaxing. I have a detailed list of restaurants & things to do. You'll love the access to an urban trail (Monument Valley), comfy queen bed, & coffee. A coffee shop and breakfast place are within walking distance.

30 Jan – 6 Feb

$102 SGD per night

Guest favourite

Cabin in Larkspur

4.98 out of 5 average rating, 123 reviews

Lodge at Pinecone Hollow-sleeps 4+ & 420 friendly

Pinecone Hollow is nestled right in between Denver and Colorado Springs & has been carefully set up for those who love nature, open spaces, outdoor activities and/or just stay in and enjoy the quiet of remote living. If you want to be "Off the Grid" or just get a reprieve from the daily grind of city life, this place is it. Quiet nights, plenty of wildlife & beautiful scenic views. There is WiFi, DISH T.V and more!!! Hiking, scenic drives, bird watching, puzzles and so much more to do!

23–30 Jan

$201 SGD per night

Superhost

Cottage in Pine

4.9 out of 5 average rating, 268 reviews

Cozy cottage in the center of historic Pine Grove

This historic house in Pine Grove is close to hiking, mountain biking, fishing, a great restaurant, and an antique store. Want to work remotely here? You can! Our internet speeds are 25 mbps. The cottage is a great mix of cozy (from 1890) and new (kitchen and bathroom.) It's a great place for couples, solo adventurers, families (with kids), and dogs. The house has 2 bedrooms, both with queen beds. There is another room that includes a sleeper sofa (queen size) for additional guests.

11–18 May

$128 SGD per night

Guest favourite

Guest suite in Monument

4.93 out of 5 average rating, 235 reviews

Private Lower Level Suite with Peak Views

Clean, cozy, and comfortable private walkout basement apartment with gorgeous views of Pikes Peak and the Air Force Academy. Large bedroom with comfortable queen bed, recently updated full bathroom, kitchenette (please note, no oven or cook top), and large living space with Roku tv, fireplace, and room for more to sleep and hang out. Located in a quiet neighborhood approx. 2 miles from the Air Force Academy, with easy highway access for activities in both Denver and Colorado Springs.

13–20 Oct

$149 SGD per night

Guest favourite

Cabin in Florissant

4.92 out of 5 average rating, 444 reviews

Fawn Cabin, On 5 Private Acres With Hot Tub!

Fawn Cabin is an authentic mountain cabin that truly says Colorado! Set on 5+ acres with beautiful views and privacy. Enjoy the relaxing sounds of nature from the deck, soak in the hot tub, and just relax. Enjoy viewing the deer and other abundant wildlife that are right outside the door. Just 20 minutes from Cripple Creek, 20 minutes from the South Platte river in Eleven Mile Canyon, 10 minutes from Florissant Fossil Beds. Two hours from Denver. One hour from Colo Spgs.

10–17 Jan

$267 SGD per night

Guest favourite

Flat in Monument

4.95 out of 5 average rating, 175 reviews

"Private Suite in the Forest"

This private unshared 1 bedroom suite is in a home near Monument, the US Air Force Academy, Sunset Amphitheatre in Colorado Springs, Castle Rock, Denver Tech Center, Restaurants/Coffee Shops/Brewery, Spruce Mountain, Fox Run Regional Park, Pike Nat. Forest, and many hiking/Nordic trails. It has great I-25 access and is comfortable, quiet, private, on a beautiful treed lot in the residential community of Woodmoor. It features a private entrance and unshared space.

3–10 Nov

$156 SGD per night

Guest favourite

Apartment in Greenwood Village

4.84 out of 5 average rating, 682 reviews

Clean&Comfy Studio *no cleaning fee* - DTC

This studio is perfect for a short getaway. Located in a very safe and convenient area. King size bed with top quality bedding sets. Soft towels and toilet paper like you would use at home. It also comes with a small table w/ chairs, a microwave and mini fridge. Other amenities include an outdoor pool and patio areas. HOA doesn’t allow oversized vehicles, trailers or RVs in the lot. This unit isn’t suitable for children. Accommodates up to 2 adults only.

18–25 Oct

$121 SGD per night

Guest favourite

Guest house in Palmer Lake

4.95 out of 5 average rating, 207 reviews

Quaint and Historic Studio Cabin

Rustic and eco-friendly this studio guesthouse overlooks the quaint town of Palmer Lake. Within walking distance of all sorts of outdoor recreation and wonderful restaurants. We're a short driving distance from Colorado Springs and the US Air Force Academy, Garden of the Gods and Pikes Peak region. It's the perfect place to relax and recreate while maintaining distance and privacy. We look forward to hosting you! Becky and Phil

14–21 May

$139 SGD per night

Guest favourite

Guest suite in Centennial

4.88 out of 5 average rating, 243 reviews

Chic Denver Tech studio

Our place is located at the popular Denver Tech Center area. It is a guest suite adjacent to our main home. It has its own entrance and is located on the main level (not basement). We recently renovated it to make it look modern, chic and cozy. It has a queen size bed and an additional queen size (pullout) sleeper. The kitchen is equipped with a medium size refrigerator, cook top, dishwasher and a convection microwave oven.

5–12 Nov

$156 SGD per night

Guest favourite

Guest house in Evergreen

4.97 out of 5 average rating, 117 reviews

Peaceful & Private Mountain Studio Retreat

Kick back and relax in this cozy and calm space. Spend the weekend exploring beautiful Evergreen, or spend the week working away from home in a peaceful environment with good wifi. A 55” Smart TV will keep you company or bring a partner or friend and use the comfortable pull out couch as a second bed. We are here to help you enjoy your time, and also give you space to have a retreat of mind, body and soul.

15–22 Jan

$177 SGD per night