Kid-friendly holiday rentals in Castle Rock

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Top-rated family-friendly rentals in Castle Rock

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

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Guest favourite

Townhouse in Castle Rock

4.98 out of 5 average rating, 109 reviews

Castle Rock Gem! Close to historic downtown.

Beautifully updated 3 bedroom townhome just minutes from downtown Castle Rock. Right down the street from Douglas county fairgrounds, Philip S Miller Park which features the CR incline, zip lining and epic sky trek adventure tower. Featuring a huge gourmet kitchen, updated finishes and plenty of space to spread out. Third bedroom has a workspace and high speed Internet. Home has small fenced backyard with seating & firepit.Easy access to I-25 and right in between Colorado Springs and Denver.

6–13 Nov

$388 SGD per night

Guest favourite

Guest suite in Larkspur

4.91 out of 5 average rating, 101 reviews

Tree Top Ranch

Nestled between the pine trees on our spacious ranch, you can relax & enjoy! Your suite is the entire top story, with a full kitchen equipt with everything you need, full bathroom, comfy living room including a smart TV, work space and dining area. The spacious bedroom has a king size tempurpedic mattress dressed in luxurious bedding and its own private deck. There’s parking right near your private entrance and plenty of outdoor space for you to enjoy including an outdoor fireplace & large yard

23–30 Nov

$177 SGD per night

Guest favourite

Guest suite in Parker

4.96 out of 5 average rating, 100 reviews

600sqft Private Studio, Parker (private entrance)

Welcome to the Longs Peak Lane Studio! FULLY RENOVATED 600 sq ft private studio with private entrance offers and open floor plan with a foam mattress queen bed, plus a queen-sized sleeper sofa with an upgraded mattress. Kitchen comes equipped with electric two-pan countertop stove, countertop electric oven, full size fridge/freezer, coffee maker with coffee and tea, and dishwasher. The fully renovated bathroom offer a stone tile shower, and a variety of toiletries. Great for short or long stays!

5–12 Apr

$156 SGD per night

Guest favourite

Tiny home in Larkspur

4.95 out of 5 average rating, 149 reviews

Off-Grid 1 Room Cabin Nestled in the Pines, 420 OK

This 3-year old, 1 room, totally off-grid cabin w/ an outhouse, is a gem sitting among the pines in beautiful Larkspur, CO. Home of the Renaissance Festival and 1/2 way in between Denver and Colorado Springs. Within a 30 minute drive to Garden of the Gods, Manitou Springs, Cave of the Winds & of course, Pikes Peak. Also about a 35 minute drive to hit South Denver. Enjoy the serene views of overlooking ranching fields through the pines in a comfortable, warm setting. Simple living indeed!

31 Oct – 7 Nov

$81 SGD per night

Guest favourite

Home in Castle Rock

4.98 out of 5 average rating, 335 reviews

Restored Homestead Barn - The Dyer Inn

Experience a luxurious and fully restored 1890s barn on the first homestead property in the heart of downtown Castle Rock. High-end finishes throughout ensure your complete comfort and relaxation. Coffee, antiques, restaurants, shopping, and Festival Park are only a two minute walk from your front door. Enjoy a taste of simple, country living as you walk past our garden, chickens, and wild rabbits. The large, 1/2 acre property is charming, spacious, and the perfect backdrop for your stay.

5–12 Nov

$339 SGD per night

Guest favourite

Flat in Parker

4.98 out of 5 average rating, 301 reviews

Relax with a Waterfall, Full Kitchen and King bed

Book now to enjoy this comfortable, safe setting with mountain views, pine trees and wildlife, but a short drive to restaurants and shopping in Parker. You'll have a private entrance, king bedroom and fully equipped kitchen with laundry. In the summer, relax on the patio with a spacious backyard and enjoy the waterfall and wildlife. We are conveniently located near Colorado Golf Club & Colorado Horse Park. Our place is no smoking/vaping/420 and no pets allowed. We look forward to hosting you!

15–22 Apr

$159 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 Castle Rock

5.0 out of 5 average rating, 192 reviews

Cozy and Comfortable Castle Rock Gem 2 Bedroom

Escape from the city to this cozy, private guesthouse. Our sleepy neighborhood sits high up on a ridge overlooking quaint Castle Rock. Minutes away is the historic town of Castle Rock with eclectic restaurants, boutique shopping, breweries, parks and the nearby outlet mall. Step out to gorgeous Colorado sunsets, mountain views, nearby walking trails and enjoy this peaceful setting. Perfect spot to call home while you explore all that Castle Rock, Denver and the Rocky Mountains have to offer.

7–14 Dec

$170 SGD per night

Guest favourite

Cabin in Larkspur

4.95 out of 5 average rating, 125 reviews

Mountain Escape

This mountain escape is nestled at the base of Butler Canyon in Larkspur. Only 2 miles from historic Palmer Lake, this property has the feel of true Colorado seclusion while being only 20 minutes from Colorado Springs and 40 minutes from Denver. This historic cabin has over 100 years of history but is equipped with all the modern amenities a traveler could want. The cabin has the charm of historic mountain cabins with a fresh remodel of the interior.

7–14 May

$230 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

Home in Castle Rock

4.83 out of 5 average rating, 296 reviews

Castle Rock View

This is a private walk-out basement with its own exterior entrance. It has 1,950 sqft (huge) and includes 2 large bedrooms, 2 large 3/4 bathrooms, a large family room, gas fireplace, and kitchenette (equipped with a refrigerator, microwave, toaster oven, countertop burners, no oven). We have 3 TVs. Covered patio with incredible views of "the castle rock" and Pikes Peak. The yard is private and backs to open space!

17–24 Oct

$194 SGD per night

Guest favourite

Cabin in Colorado Springs

4.97 out of 5 average rating, 235 reviews

Renovated Log Cabin in the Woods

Events are allowed with permission and for an additional fee. This 1-bed, 1-bath cabin is more than just a place to rest. It's a place to spend intentional quality time. It offers a retreat from the hustle and bustle of Colorado Springs yet is just minutes from grocery stores and restaurants. This historic cabin has over 100 years of history, but is well equipped with modern amenities for our guests.

9–16 Dec

$176 SGD per night