Family-friendly holiday rentals in Castle Rock

4.96 out of 5 average rating, 296 reviews

The exterior of a charming A-frame cabin features a sloped roof and a welcoming blue facade. A small porch is adorned with potted plants, while a pathway of stone slabs leads through landscaped greenery. Sunlight filters through surrounding trees, enhancing the inviting atmosphere.

Cabin in Palmer Lake

𓃲A-Frame on Palmer Lake𓃲 Firepit┃Foosball┃Grill

★Overlooking Palmer Lake, walkable to the downtown ★Location: 1 mi to Pinecrest Event Center, 20 mins to the Air Force Academy ★Outdoors: kayaking, paddle boarding, fishing, hiking ★YARD: Fenced in w/fire pit, grill, hammock, corn hole, ladder golf, yard dice ★FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys! ★55" Smart TV w/ access to apps like Hulu + Netflix ★Fast Wifi ★Keyless Entry ★Comfortable beds ★Equipped kitchen w/waffle maker, blender + more! ★Free Colorado beer

4.88 out of 5 average rating, 121 reviews

A spacious living room is presented, featuring a comfortable seating area with a sectional sofa and armchair. A coffee table centers the space, while a television stands on a console nearby. Natural light fills the room through large windows, and a dining area is visible in the background.

Home in The Meadows

Spacious Cozy Walkout Basement.

Spacious and bright walkout basement with cozy bedroom, walk-in closet, small kitchenette, full bathroom, complete living room with queen sofa bed and large washer and dryer. Private entrance through the backyard with access to to the outdoor patio. Right in the heart of Castle Rock. 5 minutes from the Outlets, 45 min from the airport, 25 min from Denver. PLEASE NOTE - Our family lives upstairs including kids, some noise can be heard from below specially weekday mornings, evenings and weekends

4.98 out of 5 average rating, 360 reviews

Apartment in The Pinery

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!

4.96 out of 5 average rating, 237 reviews

A comfortable living area features a spacious brown sofa adorned with decorative pillows. A light-colored ottoman sits in the center, with a small potted plant on top. Natural light floods in through multiple windows, and a door leads to the enclosed porch.

Bungalow in Castle Rock

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!

An inviting master bedroom features a spacious bed framed by a stylish metal headboard, complemented by a decorative bench at the foot. Soft blue curtains frame the windows, while rustic wooden beams enhance the cozy, warm atmosphere of the space.

4.98 out of 5 average rating, 481 reviews

Historic 1890s Barn | Spa Bath - Steps to Downtown

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.

An expansive deck features a dining table with several chairs under a large umbrella, surrounded by greenery and a fenced yard. The view highlights natural landscapes and the Rock formation in the distance, offering a serene outdoor space for relaxation.

5 out of 5 average rating, 206 reviews

THE ROCK HOUSE-HotTub,Crib,PoolTable,5Bedroom3Bath

Experience Colorado to its fullest. Easy access to I-25 to visit Denver & Colorado Springs, walking distance to downtown Castle Rock and the trailhead to hike The Rock. Amazing location near hiking, Castlewood Canyon, golf, parks & shopping. Enjoy views while in the hot tub, shoot a game of pool, watch a movie on the 70” TV, warm up by the fireplace or cook dinner in our fully stocked kitchen. This spacious house is renovated and ready to host your trip with friends and family! Crib included!

Guest suite in Castle Rock

A spacious living area features a large, dark leather sectional sofa arranged around a wooden coffee table with a storage compartment. Natural light enters through the window, complemented by soft curtains. A dining area with a table and chairs is visible in the background.

4.98 out of 5 average rating, 175 reviews

Boho Basement - Private Entrance - Hot Tub

Welcome to Boho Basement - This charming one-bedroom walkout apartment is nestled in a prime location just minutes away from downtown Castle Rock, local parks, and hiking trails. Discover a warm and inviting space complete with a full kitchen, ample living space, and a luxurious king-size bed. A private hot tub awaits you outside, providing the perfect spot for unwinding. At Boho Basement, you can enjoy all the comforts of home while experiencing the beauty of Colorado. Book your stay today!

Guesthouse in Castle Rock

A modern kitchen features sleek white cabinetry and a spacious granite countertop. Full-sized stainless steel appliances include a refrigerator, oven, and microwave. Two place settings are set on the counter, enhancing the inviting cooking space, complemented by pendant lighting above.

5 out of 5 average rating, 273 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.

A modern kitchen with gray cabinets and stainless steel appliances is complemented by wooden flooring. Natural light highlights the spacious area, featuring a large window above the sink. A staircase leads to the upper level, while a coat hook is positioned near the entryway.

4.98 out of 5 average rating, 124 reviews

Kroll Loft - Comfort & Fun!

Gormet full kitchen, comfortable king-sized bed, pullout queen-sized sleeper sofa, theater-like 85" TV & private outdoor patio with grill! Kids & adults alike will love the arcade complete with air hockey, skee-ball, and basketball. Fast WiFi, full laundry, private parking, and AC will insure a perfect stay! Incredible location just a short walk from Castle Rock's finest restaurants, retail, & recreation. Stand-alone house so you'll have the entire property for the ultimate in peace & quiet!

Guesthouse in Castle Rock

The exterior view displays a multi-level wooden building with a warm, natural finish. A wooden staircase leads to a second-floor entrance, with a black metal railing enhancing safety. A vehicle is parked in front of the garage, framed by greenery.

4.91 out of 5 average rating, 172 reviews

Downtown Studio Suite

Modern 1 bedroom apartment built in 2021. Located in downtown Castle Rock. Walking distance to restaurants,events,walking paths and parks. Street parking available in front of the property. AC. Inside is a full kitchen with essentials including coffee, cream, dining table & chairs. Full laundry with 2 pods provided. 1 bedroom with a queen bed, TV for streaming & elec fireplace & walk in closet. Main room has sofa/pull out queen bed and a recliner. Full bath with soaps. Sleeps 4

4.92 out of 5 average rating, 209 reviews

A rustic cabin stands surrounded by trees, featuring a wooden exterior with a sloped roof. A blue hammock is suspended in front, and a small patio area is visible with potted plants. A gravel driveway leads to the entrance, framed by a wooden fence.

Cabin in Larkspur

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.

4.91 out of 5 average rating, 232 reviews

Home in Monument

Peaceful Forest feel/Hidden but close/10mi USAFA

Tall Ponderosa Pines 3bd mountain themed open concept on acreage right off the main Hwy/frequented by deer/Plenty of outdoor space to BBQ, play corn-hole, horseshoes, jump on trampoline or kick-back by fire-pit. Local Wedding Venues; Palmer Lake-Black Forest-Larkspur-Monument-Flying Ranch/Ford Amphitheater Great hiking trails/2 Lakes/golf/Arts/Farmers Market/quaint eateries & Pubs/Easy access i-25 close to Col Springs

Popular amenities for Castle Rock family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Superhost

The exterior of a modern blue house is showcased, featuring large windows and a well-manicured lawn. A symmetrical layout highlights the entrance with two red doors, surrounded by evenly spaced square windows, offering a clean and inviting appearance.

Home in Centennial

4.91 out of 5 average rating, 149 reviews

Blueberry house 3BR with private entrance & Hottub

4.94 out of 5 average rating, 521 reviews

A spacious hot tub sits in the foreground, set against a backdrop of a charming home bordered by a landscaped yard. The inviting exterior features large windows and a staircase leading to the entrance. Warm evening light highlights the surrounding trees and patio area.

Home in Colorado Springs

☀Hot Tub with Mtn Views☀ Fire pit┃Fire Place┃Grill

4.96 out of 5 average rating, 140 reviews

A relaxing hot tub is situated in the private backyard, surrounded by greenery and a wooden fence. Nearby, two chairs are positioned on a patio area, allowing for comfortable seating. The backdrop features a clear sky transitioning into evening colors.

Home in Arvada

Sauna- Hot Tub- Garage Game Room- Outdoor Dining

4.94 out of 5 average rating, 143 reviews

A private hot tub is visible on the deck, surrounded by trees with distant mountain views in the background. The bubbling water reflects the sky, creating a serene retreat for relaxation.

Home in Monument

HOT TUB, Stunning Mountain views!

Home in Old Colorado City

A covered porch is featured with two comfortable blue chairs positioned on a wooden deck. Natural light casts shadows on the floor, while vibrant yellow siding complements the colorful trim. A view of the surrounding residential area can be seen beyond the railing.

4.92 out of 5 average rating, 342 reviews

Walk to Old CO City, King Bed, Fenced in Hot Tub

4.99 out of 5 average rating, 198 reviews

The exterior of a modern two-story guest house is shown, featuring large windows and a combination of light and dark materials. The structure is situated amidst tall pine trees on a gravel driveway, with a single carport located beneath the upper level.

Home in Colorado Springs

Private Guest House in the Forest

5 out of 5 average rating, 100 reviews

Guest suite in Monument

The Fly-by! Mountain&Lake view; Hot Tub+MiniGolf

4.95 out of 5 average rating, 192 reviews

A spacious deck area is furnished with comfortable seating, including a cozy sectional and armchairs. A table sits at the center, with the surrounding view showcasing a forested landscape and distant mountains under a softly lit sky.

Home in Colorado Springs

✔️Clean★Quiet Home★King Bed★Hot Tub★Scenic Views✔️

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 161 reviews

The exterior of the cozy cabin is shown with a welcoming door framed by warm outdoor lights. Two metal chairs and a small table are placed on the patio, scattered with autumn leaves. The surrounding trees hint at a tranquil wooded setting.

Cabin in Cripple Creek

Lucky Llama A-Frame|Views |Fireplace|Dogs Welcome!

4.92 out of 5 average rating, 103 reviews

The log cabin is elevated on a sturdy foundation, surrounded by a wooded area. Steps lead up to a welcoming deck, which offers views of the forest. Sunlight filters through the trees, illuminating the natural stone path that surrounds the property.

Cabin in Florissant

Timberwood Cabin

A well-lit living area features vaulted ceilings, providing an open feel. A round glass coffee table is centered between two comfortable sofas adorned with decorative pillows. Large windows allow natural light to fill the space, while a staircase leads to the upper level.

4.93 out of 5 average rating, 139 reviews

Comfy Castlewood Cottage-Minutes to DT Castle Rock

Condo in Greenwood Village

4.84 out of 5 average rating, 323 reviews

Cozy, Ground Floor Condo in DTC w/ Full Kitchen!

4.92 out of 5 average rating, 154 reviews

A spacious backyard is presented, featuring a well-maintained lawn bordered by gravel and natural landscaping. The home is seen in the background with multiple stories, while a sunroom and deck are visible. Soft outdoor lighting fixtures are placed along the path, enhancing the tranquil setting.

Home in Littleton

Cozy home close to mountains, Red Rocks, and lake!

Earthen home in Colorado Springs

The exterior of a unique earthship home is framed by lush greenery and tall pine trees. Large glass windows reflect the surrounding landscape, allowing natural light to illuminate the earth-toned structure. A black door is visible at the front, alongside a small seating area.

4.99 out of 5 average rating, 198 reviews

Off-grid, Earthen home in the forest!

4.94 out of 5 average rating, 310 reviews

A cozy basement suite is presented, featuring a sectional couch and a wall-mounted television. Shelves filled with books occupy one wall, while a dry bar with seating is visible nearby. Soft lighting contributes to a relaxed ambiance within the space.

Guest suite in Gleneagle

Private, Spacious Basement Suite in N CO Springs

4.91 out of 5 average rating, 150 reviews

A spacious living area is shown with plush carpeting, featuring a cozy sectional sofa adorned with patterned cushions. A dining area with white chairs and a light wood table is visible. Natural light fills the room through expansive windows, creating a welcoming environment.

Guest suite in Englewood

Shangri-la

Family-friendly home rentals with a pool

Guesthouse in Colorado Springs

An indoor pool area features a 35 ft heated swimming pool underneath a spacious glass enclosure. Two swan-shaped pool floats rest on the water, while lounge chairs are positioned along one side, providing a relaxing atmosphere. Natural light streams through the large glass walls.

4.91 out of 5 average rating, 129 reviews

Urban Float - Private Heated Pool/HotTub & Firepit

Apartment in Colorado Springs

A bright living area is furnished with a green sofa and a white slipcovered couch. A wooden coffee table sits in front. A dining table is positioned near a window, allowing natural light to illuminate the space. Decorative plates and a world map adorn the wall.

4.92 out of 5 average rating, 258 reviews

Quite Spacious Apt w/ Game Table, Bball Court

Condo in Greenwood Village

A modern kitchen and dining area are highlighted, featuring a round table with four chairs. Recessed lighting illuminates the space, and a sliding door provides access to an outdoor area. Stainless steel appliances are visible in the kitchen, accompanied by wooden cabinetry.

4.88 out of 5 average rating, 166 reviews

Modern 2BR in DTC | First Floor | Sleeps 5

4.88 out of 5 average rating, 132 reviews

An outdoor patio area is highlighted by a wooden frame, providing shelter over a dining table and seating. A hot tub is situated nearby, surrounded by lush greenery and tall trees, creating a serene environment for relaxation.

Home in Woodland Park

Sunshine Mountain , experience true Colorado!

4.93 out of 5 average rating, 121 reviews

Apartment in Centennial

Centrally Located Two Bedroom Condo in Centennial

Cabin in Cascade-Chipita Park

A rustic log cabin is set against a backdrop of lush greenery, featuring a wrap-around deck adorned with vibrant flower pots. Sturdy wooden stairs lead to the entry, surrounded by natural stone accents and shaded by tall pine trees.

4.97 out of 5 average rating, 161 reviews

Rustic Historic Colorado Mountain Cabin Pikes Peak

Condo in Greenwood Village

A spacious studio features a king-size bed with soft linens set against a light-colored wall. A desk and chair are positioned nearby. Natural light enters through a window dressed with sheer curtains, illuminating the carpeted floor. A mini-kitchenette is visible in the background.

4.92 out of 5 average rating, 196 reviews

Lovely & Private Studio Condo in DTC!