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Family-friendly vacation rentals in Castle Pines

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Top-rated family-friendly rentals in Castle Pines

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

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Guest favorite
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.
Home in Castle Rock

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.

KitchenFamilyLocation

4.95 out of 5 average rating, 165 reviews
Guest favorite
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 Castle Rock

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

FamilyKitchenOutdoor spaces

4.86 out of 5 average rating, 139 reviews
Top guest favorite
The living area is highlighted by a gas fireplace and built-in shelving with decorative accents. A 55-inch flat-screen TV is mounted above the fireplace. Seating includes two dark leather sofas and a coffee table on a floral-patterned rug, with accent chairs in a complementary design.
Apartment in Parker

Luxury 2BR Private Suite Retreat, Parker near I-25

This 2 BR luxury suite is located in a $1.5M home on the lower level with a private entrance, patio, large deck, and ample parking. This is a large private unit (~1500 sq. ft.) located on 2 acres in a rural setting, but minutes to restaurants and I-25 & Lincoln Ave. There is a private pickleball court on the property available upon request. We frequently host guests visiting Denver, Colorado Springs, and the acclaimed IVF facility in nearby Lone Tree. Guests find this a very desirable property.

Indoor spacesKitchenAccuracy

4.97 out of 5 average rating, 495 reviews
Top guest favorite
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.
Guest suite in Castle Rock

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.

Indoor spacesKitchenCheckout

4.99 out of 5 average rating, 113 reviews
Top guest favorite
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.
Home in Castle Rock

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!

KitchenIndoor spacesValue

4.99 out of 5 average rating, 241 reviews
Top guest favorite
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!

Indoor spacesFamilyParks

4.96 out of 5 average rating, 266 reviews
Top guest favorite
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.
Home in Castle Rock

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.

KitchenIndoor spacesPets

4.98 out of 5 average rating, 517 reviews
Top guest favorite
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.
Guesthouse in Castle Rock

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 spacesFamilyLayout

5.0 out of 5 average rating, 291 reviews
Top guest favorite
A two-story brick home is surrounded by a snow-dusted lawn, with evergreen trees lining the property. Sunlight casts a bright glow on the rooftop, and a white railing encloses a front porch that features steps leading to the entrance.
Guest suite in Castle Rock

Country living in the city.

Full walk out basement apartment with private entrance. 2 large bedrooms, one bathroom . Kitchenette/wet bar, full size fridge, microwave, air fryer, toaster, coffee makers (keurig and drip), electric skillet and gas grill outside on the patio and a fire pit with chairs at a table. Full size pool table. Laundry available, dedicated parking. You don't have to share the space with anyone, it's all yours. A pickle ball court . 4/20 friendly. Is not a good fit for children under five.

KitchenIndoor spacesGetting around

4.95 out of 5 average rating, 123 reviews
Guest favorite
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

Unwind in the stylish one-bedroom apartment in Castle Rock, located in Castle Rock and a short drive from Pikes Peak. City is full of award-winning restaurants, bars, shops, historic landmarks, and attractions. Adventure through the city easily from this prime location. Once you are ready to relax, retreat to your comfy apartment. ✔ Fully Equipped Kitchen ✔ Comfy King bed and sleep sofa ✔ Dining Table ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Pool (Seasonal) ✔ Hot Tub Learn more below!

KitchenIndoor spacesComfort

4.88 out of 5 average rating, 112 reviews
Guest favorite
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.
Guesthouse in Castle Rock

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

Indoor spacesFamilyParks

4.9 out of 5 average rating, 194 reviews
Guest favorite
The exterior of a spacious one-story home is presented, set against a backdrop of rolling hills and rocky cliffs. Lush greenery lines the driveway, with neatly trimmed hedges creating a welcoming entrance. A basketball hoop is visible, adding a recreational element to the property.
Home in Castle Rock

Explorers Wonderland-Walk Downtown!

This home offers you indulgent beauty and comfort and is truly unlike anything else. Kids and adults alike will enjoy feeding the koi fish, creating dramas on the giant stage, throwing horseshoes and discovering the surprise tree “fort" and "secret" trail or kick your feet up and rest in the hammock to the sounds of the waterfall. If you ever decide to leave this magical oasis, it is a quick and easy walk into the town center enriched with cafes, shops and ice cream parlors!

KitchenFamilyAccuracy

4.92 out of 5 average rating, 106 reviews

Popular amenities for Castle Pines family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favorite
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.
Guest suite in Castle Rock

Boho Basement - Private Entrance - Hot Tub

FamilyIndoor spacesQuiet

4.97 out of 5 average rating, 206 reviews
Top guest favorite
The exterior of the two-story home is showcased, featuring large windows that reflect the twilight glow. A well-maintained yard is framed by lush greenery and decorative stones, leading to a cozy patio area complete with seating. The peaceful neighborhood ambiance is evident.
Home in Centennial

Hot-Tub | Close to Denver | Garage & Fire Pit

Indoor spacesKitchenLaundry

4.9 out of 5 average rating, 213 reviews
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

Brown's Pottery barn perfect, cozy private retreat

Indoor spacesKitchenPool

4.78 out of 5 average rating, 172 reviews
Guest favorite
An open-concept living area features a blue sofa surrounded by cozy armchairs. A modern coffee table sits on a textured rug. The kitchen area includes a large island with bar seating. A dining table with black chairs is positioned nearby, with natural light flowing in from sliding glass doors.
Home in Centennial

Luxurious Sunset Retreat w/Private Spa Patio

KitchenFamilyOutdoor spaces

4.87 out of 5 average rating, 192 reviews
Top guest favorite
The kitchen features modern white cabinetry with black handles and a spacious island. Stainless steel appliances, including a gas range and a dishwasher, are visible. Natural light fills the room through large windows, illuminating the open layout that leads to a cozy living area.
Home in Centennial

Eden Ranch Home

KitchenIndoor spacesGetting around

4.92 out of 5 average rating, 109 reviews
Top guest favorite
An open floor plan reveals a welcoming living area with a comfortable sectional sofa and a round coffee table. A warm fireplace adds a cozy touch. The kitchen area is visible in the background, featuring modern appliances and cabinetry, with tasteful decor enhancing the overall ambiance.
Home in Parker

Cutesy Cozy Casa 2 BR Basement Apt. w/hot tub

FamilyKitchenComfort

4.99 out of 5 average rating, 106 reviews
Top guest favorite
A spacious outdoor deck features comfortable seating arrangements, including a couch and several chairs with blue cushions. A decorative area rug lies beneath a coffee table. Surrounding greenery is visible, enhancing the tranquil setting.
Guest suite in Littleton

*Be Our Guest* Spacious Private Suite with Hot Tub

FamilyKitchenCheck-in

4.95 out of 5 average rating, 385 reviews
Superhost
Home in Littleton

Hot Tub | 2 King Beds | BBQ | Hiking | Fire Pit

Indoor spacesFamilyAccess

4.94 out of 5 average rating, 255 reviews

Family- and pet-friendly home rentals

Guest favorite
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!

FamilyKitchenLaundry

4.92 out of 5 average rating, 119 reviews
Guest favorite
A spacious living area is furnished with a large sectional sofa adorned with decorative pillows. A wooden coffee table sits in the center, accompanied by a lamp on a side table. Natural light enters through large windows, illuminating the cozy space.
Home in Parker

Peaceful Parker Pad

FamilyKitchenComfort

4.85 out of 5 average rating, 142 reviews
Guest favorite
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!

KitchenIndoor spacesAccuracy

4.96 out of 5 average rating, 150 reviews
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.
Home in Castle Rock

High Country Homestead

Indoor spacesFamilyCleanliness

4.79 out of 5 average rating, 223 reviews
Guest favorite
An open-concept living area features modern wooden cabinetry and stainless steel appliances in the kitchen. A spacious dining table is set for six, with natural light illuminating the room through large windows. The adjacent staircase leads to upper levels.
Home in Aurora

Newer 3 bedroom house - Pet and Family Friendly!

FamilyKitchenLayout

4.81 out of 5 average rating, 112 reviews
Top guest favorite
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

FamilyKitchenLong stay

4.93 out of 5 average rating, 182 reviews
Top guest favorite
Guesthouse in Sedalia

Sunrise Studio

Indoor spacesKitchenAccuracy

4.98 out of 5 average rating, 123 reviews
Guest favorite
Home in Littleton

Littleton Cottage•2 blocks to Main•$0 Cleaning fee

Indoor spacesKitchenCheck-in

4.99 out of 5 average rating, 287 reviews

Family-friendly home rentals with a pool

Guest favorite
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.
Condo in Greenwood Village

Modern 2BR in DTC | First Floor | Sleeps 5

KitchenFamilyGetting around

4.87 out of 5 average rating, 186 reviews
Guest favorite
A two-story residential house is featured, showcasing a welcoming front porch and large windows. The well-maintained exterior is complemented by a surrounding green lawn and a mature tree. A vehicle is parked in the driveway, with neighboring houses visible in the background.
Home in Denver

A spacious 4 bedroom 3.5 bathroom

KitchenIndoor spacesLong stay

4.89 out of 5 average rating, 157 reviews
Top guest favorite
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.
Condo in Greenwood Village

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

Indoor spacesKitchenLong stay

4.93 out of 5 average rating, 115 reviews
Top guest favorite
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.
Condo in Greenwood Village

Modern, One Bedroom Top-Floor Condo!

KitchenFamilyPets

4.96 out of 5 average rating, 134 reviews
Guest favorite
A spacious living room features a ceiling fan and large windows that provide natural light. A television is mounted above a stone fireplace, while a green cabinet and a glass coffee table are positioned in front of a comfortable sofa. The open kitchen and dining area are visible in the background.
Apartment in Greenwood Village

*Home away from home* 1 Bedroom unit close to DTC

FamilyKitchenGetting around

4.89 out of 5 average rating, 143 reviews
Guest favorite
A bright living space is highlighted by a large window and a skylight allowing natural light to fill the room. A glass dining table with four chairs is positioned beside a plush blue couch. A decorative fireplace is featured along with a mounted television and artwork on the walls.
Apartment in Greenwood Village

Bright & Modern apt, furnished, pool, gym | DTC

Indoor spacesFamilyPool

4.93 out of 5 average rating, 223 reviews
Superhost
A cozy sleeping area features a spacious bed with a colorful patterned blanket. Two bedside lamps provide soft lighting, and minimalist artwork hangs above the headboard. Natural light enters through a window with blinds, enhancing the room's welcoming ambiance.
Apartment in Greenwood Village

Comfy Studio-Denver Tech Center-Free Parking

KitchenIndoor spacesValue

4.79 out of 5 average rating, 234 reviews
Top guest favorite
A cozy living area features two comfortable sofas, one adorned with decorative pillows. A coffee table sits on a patterned area rug, with a flat-screen TV mounted on the wall nearby. A fireplace adds warmth, and a dining table with four wooden chairs is positioned adjacent.
Condo in Greenwood Village

Clean&Comfy w/ full kitchen *no cleaning fee*- DTC

FamilyKitchenBathroom

4.9 out of 5 average rating, 410 reviews

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