Family-friendly holiday rentals in Castle Rock

4.99 out of 5 average rating, 218 reviews

A custom A-frame cabin is surrounded by tall pines, featuring a sloped roof and large glass windows. A spacious deck with steps leads to outdoor seating and a hot tub, while natural stone landscaping adds to the serene setting.

Cabin in Monument

Cozy A-Frame Retreat /Hot Tub/w-Views, Monument CO

Experience a true Colorado getaway with this custom built Scandinavian inspired A-frame, nestled on the Palmer Divide, located only 15 min to Colorado Springs & 30 min to S Denver. You will feel secluded within the pines with views to die for. You might see wildlife while enjoying a cup of coffee or glass of wine in the hot tub or cozied up in a blanket on the deck. First bottle of wine is on us! Hiking trails are only minutes drive from the cabin. Make sure to relax & make lots of memories. 😊

Indoor spacesKitchenAccess

An inviting outdoor space features a gas firepit surrounded by several seating options on a grassy area. A wooden deck leads to the house, with stairs ascending to the upper level. Scenic views of the open space and wildlife are visible in the background.

4.96 out of 5 average rating, 164 reviews

Large Luxurious Home Breathtaking Views w/ FirePit

Elevate your getaway experience at our exceptional Airbnb, where breathtaking views and modern amenities converge for the ultimate retreat. Situated just 5 minutes from downtown, our home offers the perfect blend of convenience and tranquility. Recharge your electric vehicle at our charging station and make the most of your stay with top-notch entertainment through our surround sound system. Book your stay today and discover a world where luxury, relaxation, and convenience harmoniously coexist.

FamilyIndoor spacesGetting around

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.

4.88 out of 5 average rating, 137 reviews

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

FamilyKitchenDecor

Guest suite in Castle Rock

An outdoor seating area is shown beneath a covered patio. Comfortable couches face a coffee table featuring a propane fire pit, surrounded by scenic views of open fields and distant hills. Potted plants contribute to the natural ambiance.

4.99 out of 5 average rating, 113 reviews

Titan Cottage, private downstairs house apartment

Our downstairs apartment with a private entrance offers all the comforts of home in a newly remodeled and fully furnished space. Relax on the recliner sofas and watch a movie, or get some work done with scenic views of the open space and mountains. Sleep comfortably on our memory foam mattresses and wake up to a variety of hot drink options at the coffee bar or cook a meal in the fully-equipped kitchen. Within minutes of parks, trails, outlet shopping, dining, & Castle Rock Adventist Hospital.

KitchenIndoor spacesCleanliness

4.96 out of 5 average rating, 265 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!

FamilyKitchenParking

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, 512 reviews

Dyer House 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.

Indoor spacesKitchenHiking

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.

4.99 out of 5 average rating, 237 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!

FamilyIndoor spacesView

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.

4.97 out of 5 average rating, 205 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!

Indoor spacesKitchenCheck-in

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, 291 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.

Indoor spacesFamilyCheckout

4.94 out of 5 average rating, 167 reviews

Feels Like Home, Comfy & Cozy

Welcome to Comfy and Cozy**Private entry into our lower level of our ranch style house**Outside seating**Q-size bed w/plenty of space for your belongings**Living room/dining room, coffee, microwave, small fridge**Smart TV, WiFi**Private bathroom**No Cleaning Fees**We are located 1 mile from historic downtown, festival park, shopping & many restaurants. Just 3.5 miles to Philip Miller Park also known as the MAC, hiking and biking trails**Castle Rock has truly become a destination place**

Indoor spacesFamilyWalkability

4.96 out of 5 average rating, 123 reviews

5 star *Cozy, Clean, and Bright! Private WalkOut*

*No outrageous cleaning fees or long cleaning lists. We really want you to stay! *Private walkout ground level basement with separate entrance and covered patio. Hosts live in the house above basement. *Ideal for 2 people sharing a bed. Queen bed and a small sofa (not big enough for an adult to sleep on). *About a mile to downtown Castle Rock with local restaurants *Walking distance to hiking at Rock Park *Quiet and Friendly Culdesac Neighborhood *Close to Castle Rock Outlet Mall

FamilyKitchenView

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.

4.9 out of 5 average rating, 192 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

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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

5 out of 5 average rating, 272 reviews

Home in Divide

Private Luxury Spa Retreat: Hot Tub, Sauna & Views

Indoor spacesKitchenNearby

4.98 out of 5 average rating, 284 reviews

Cabin in Florissant

Retreat at Mydnyt Mountain•Hot Tub•No Chores

Indoor spacesKitchenSleep quality

4.98 out of 5 average rating, 141 reviews

The chalet's A-frame structure is framed by tall pine trees, showcasing large windows that invite natural light. A gentle plume of smoke is rising from the chimney, indicating a warm interior. The outdoor deck offers a seating area for relaxation amidst a scenic mountain setting.

Cabin in Woodland Park

Aframe, Hot Tub, Scenic Views, 2 decks, Dogs YES

FamilyIndoor spacesLaundry

4.89 out of 5 average rating, 111 reviews

A spacious living area features a comfortable sectional sofa, a flat-screen smart TV mounted on the wall, and a coffee table. Fresh greenery adds a touch of nature, while a ceiling fan provides airflow. The adjoining kitchen space is subtly visible in the background.

Apartment in Castle Rock

Rocky Mountain Haven w/ king bed | pool & hot tub

Indoor spacesKitchenParking

Superhost

The kitchen features wooden cabinetry, stainless steel appliances, and granite countertops. A gas stove is positioned alongside a microwave and a large refrigerator. A decorative plant adds a touch of greenery, while a clock and kettle enhance the functional space.

Townhouse in Parker

4.79 out of 5 average rating, 170 reviews

Brown's Pottery barn perfect, cozy private retreat

FamilyIndoor spacesTV

4.99 out of 5 average rating, 224 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 House in the Forest

FamilyKitchenWi-Fi

5 out of 5 average rating, 120 reviews

Guest suite in Monument

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

Indoor spacesFamilyBarbecue

4.96 out of 5 average rating, 125 reviews

A shaded area with a hot tub is visible beside large glass doors leading into the tent interior. Light filters through the wooden beams above, illuminating a cozy space with comfortable seating. A person is seated at the edge of the hot tub, enjoying the serene surroundings.

Tent in Monument

Luxury Creekside Glamping Tent w/ Hot Tub & Views

Indoor spacesFamilyQuiet

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 461 reviews

A three-story home featuring a unique eyebrow design is surrounded by greenery and tall trees. The exterior showcases a blend of stone and wood accents, with two garage doors and a round, welcoming front door that leads into the property.

Home in Palmer Lake

★Comfortable Nature Retreat★ Trails, Lake & Dining

Indoor spacesFamilyView

4.85 out of 5 average rating, 316 reviews

A scenic view captures the surrounding landscape, featuring rolling hills and distant mountains under a partly cloudy sky. Lush greenery and wild grasses fill the foreground, with trees framing the edges of the image. A peaceful natural setting is evident.

Cottage in Palmer Lake

Completely Remodeled Historical Cottage

FamilyIndoor spacesDecor

4.99 out of 5 average rating, 99 reviews

An outdoor seating area features a comfortable wicker sofa with soft cushions, positioned on a spacious wooden deck. Beyond the railing, a sunset casts a warm glow over the distant mountains and lush pines, providing a serene backdrop.

Home in Sedalia

Pike's Perch: Your Modern Mountain Retreat with AC

FamilyKitchenView

4.93 out of 5 average rating, 130 reviews

A spacious deck features a modern propane firepit surrounded by several blue chairs. The cabin is visible in the background, nestled among trees with a clear sky above. The deck provides an inviting spot for gathering and enjoying nature.

Home in Divide

A-Frame Cabin w/Game Room, Fire Pit + Sauna

FamilyKitchenDecor

4.97 out of 5 average rating, 119 reviews

Guesthouse in Sedalia

Sunrise Studio

KitchenIndoor spacesValue

4.96 out of 5 average rating, 148 reviews

A dining area features a large table surrounded by white upholstered chairs. Soft lighting from a decorative pendant illuminates the space, which is complemented by light wood flooring. A sliding glass door leads to an outdoor area, enhancing the open feel of the room.

Home in Centennial

Cheerful 4 Bedroom Home - Back Yard/Game Room!

Indoor spacesKitchenValue

4.92 out of 5 average rating, 117 reviews

A bright living area features a spacious light-colored sofa with decorative pillows, positioned across from a large flat-screen TV. A coffee table sits in front, accompanied by two floor cushions. Natural light floods the room through a sizable window, framing views of the neighborhood.

Townhouse in Parker

Cozy, New Townhome-sleeps 6!

KitchenIndoor spacesLocation

Superhost

A spacious two-story home with solar panels on the roof is set against a blue sky with scattered clouds. The front yard features well-maintained greenery and decorative stone borders, while a covered porch invites relaxation.

4.79 out of 5 average rating, 222 reviews

High Country Homestead

FamilyKitchenOutdoor spaces

Family-friendly home rentals with a pool

A modern living area features a cozy sectional sofa adorned with throw pillows, situated around two circular coffee tables. A green accent chair complements the space, with soft lighting provided by a floor lamp. A fireplace adds warmth, while artwork and plants introduce touches of elegance.

4.95 out of 5 average rating, 244 reviews

Bright DTC 2BR Condo | Pool & Fireplace

Indoor spacesFamilyCheckout

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, 296 reviews

Quite spacious Apt w/Game Table, Pool, Bball court

KitchenIndoor spacesNearby

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, 161 reviews

Urban Float - Heated Indoor Pool/HotTub & Firepit

KitchenIndoor spacesHospitality

An open living area presents a modern design with a large flat-screen TV and a cozy fireplace. A dining table with chairs is positioned near a window, allowing natural light to fill the space. The kitchen area features dark cabinetry and stainless steel appliances.

4.95 out of 5 average rating, 131 reviews

Modern, One Bedroom Top-Floor Condo!

KitchenIndoor spacesCleanliness

A spacious living area is visible, featuring a comfortable black sofa and a glass coffee table atop a patterned rug. A dining table with four chairs sits nearby. The kitchenette is accessible, and sliding glass doors open to a balcony, allowing natural light to enter.

4.88 out of 5 average rating, 107 reviews

*DTC getaway bright home* 1 Bedroom apartment

KitchenIndoor spacesWi-Fi

An open-concept living area features a dark sectional sofa and a marble coffee table. A well-lit dining area with a round table and black chairs is present. Large sliding glass doors provide access to an outdoor space, while a kitchen area is visible in the background.

4.93 out of 5 average rating, 111 reviews

Beautifully updated 2BD/2BA 1st floor condo in DTC

KitchenFamilyAmenities

4.94 out of 5 average rating, 260 reviews

A lit hot tub is nestled on a spacious deck, surrounded by trees. Soft blue lights illuminate the water, and string lights hang overhead, creating a serene evening atmosphere. Furnished lounge areas are visible in the background, inviting relaxation.

Cabin in Divide

Hot tub, mtn views, massage chair, & steam shower!

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