Family-friendly holiday rentals in Castle Rock

4.98 out of 5 average rating, 111 reviews

Guesthouse in Sedalia

Sunrise Studio

Enjoy amazing sunrise and moonrise views. At the Sunrise Studio you will soundly sleep on a cozy queen bed. Also offer a single couch & air mattress for extra sleep. Full bathroom with sink, toilet and shower. Kitchen includes cooktop grill/griddle, sink, air fryer, toaster/convection oven microwave, coffee maker and refrigerator. Full Laundry with washer & dryer. Studio is heated by electric heat or a wood stove and cooled with AC. There is also a small outdoor space with a fire pit. Enjoy!

4.99 out of 5 average rating, 102 reviews

A living room area features a light green sofa paired with a round, tan ottoman. A modern shelving unit displays decorative items and greenery. Natural light is provided by two large windows, while soft gray walls enhance the calm atmosphere.

Loft in Castle Rock

Lovely 1 bedroom attached apartment

This unique place has a style all its own! Immaculate, 750 sq ft bright apartment, attached to house but has it's own private entrance! Walk into a livingroom & kitchenette, down a hallway to a bathroom & then a full size bedroom. LR/ Kitchen has-cable TV, granite countertops, full size refrigerator, coffee pot, microwave, toaster oven & a snack basket! The bedroom has a queen size bed and a walk in closet. The bathroom has astand up shower with bench. We hope you feel Welcome & Cozy!! :)

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, 508 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.

4.96 out of 5 average rating, 259 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 exterior of a single-story home is displayed, featuring a well-maintained lawn and a paved driveway. The backdrop showcases the impressive 'castle rock' formation against a clear blue sky, emphasizing the serene setting of the property.

4.9 out of 5 average rating, 321 reviews

Under the ROCK

Guests have access to the entire main floor including 2 bedrms, 2 bathrms, Lg Kitchen, Family Rm, Gas Fireplace, Dining Rm, Laundry, and a large deck with hottub. Guests can walk just 2-blocks to the entrance of "The Rock Park" and climb the "castle rock". Downtown Castle Rock is just a 2-3 minute drive. The house is just 3 minutes to I-25 and about 15 minutes to the DTC (Denver Tech Center), about 25-minutes to the Air Force Academy, and about 35-minutes to Colorado Springs and Denver.

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, 234 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.

4.97 out of 5 average rating, 199 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!

4.89 out of 5 average rating, 109 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

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!

4.94 out of 5 average rating, 164 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**

The sleeping area features a cozy queen bed with a warm, textured blanket. A barn-style door leads to a bathroom, while a small area rug adds color to the floor. Soft lighting is provided by wall-mounted fixtures, enhancing the inviting atmosphere.

4.96 out of 5 average rating, 118 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

4.99 out of 5 average rating, 214 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 Spring & 30 min to S Denver. You will feel secluded within the pines with views to die for. You might see wildlife walking by while enjoying a cup of coffee or glass of wine in the hot tub or cozied up in a blanket. First bottle of wine on us! Hiking trails are minutes drive from the cabin. Make sure to relax & make lots of memories. 😊

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, 191 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

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

4.96 out of 5 average rating, 327 reviews

A spacious living area features high ceilings with large arched windows allowing ample natural light. Comfortable seating includes two patterned armchairs and a sofa, complemented by a coffee table on a cowhide rug. A stone fireplace adds a cozy touch, enhancing the wood-paneled walls.

Cabin in Palmer Lake

✷Kayak Cabin✷ Hot Tub┃Firepit┃Games┃Movie Room

4.96 out of 5 average rating, 123 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

5.0 out of 5 average rating, 220 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

5.0 out of 5 average rating, 117 reviews

Guest suite in Monument

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

4.98 out of 5 average rating, 280 reviews

Cabin in Florissant

Retreat at Mydnyt Mountain•Hot Tub•No Chores

5.0 out of 5 average rating, 266 reviews

Home in Divide

Private Luxury Spa Retreat: Hot Tub, Sauna & Views

4.93 out of 5 average rating, 229 reviews

Cabin in Conifer

Open Air Cinema & Hot Tub | 1970s Log Cabin

Cabin in Cascade-Chipita Park

4.95 out of 5 average rating, 236 reviews

Riverside Retreat: Hot Tub, Sauna, & Cold Plunge

Family- and pet-friendly home rentals

Guesthouse in Colorado Springs

A uniquely shaped cottage is surrounded by tall trees, with soft lighting highlighting its architectural features. A stone pathway leads to the entrance, while decorative outdoor lights add a touch of charm to the serene woodland setting.

4.98 out of 5 average rating, 119 reviews

The Enchanted Hobbit Cottage

4.92 out of 5 average rating, 114 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!

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

4.96 out of 5 average rating, 313 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

4.96 out of 5 average rating, 458 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

4.85 out of 5 average rating, 311 reviews

A modern living area features a comfortable sofa, an ottoman, and a dining space with a table and four chairs. A light-colored kitchen is visible in the background, equipped with full-size appliances. An abstract painting adds a subtle touch of color to the neutral decor.

Hotel room in Englewood

Furnished 2 Bedroom Suite 2 Bath with Full Kitchen

4.85 out of 5 average rating, 314 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

4.93 out of 5 average rating, 122 reviews

A bright living area is highlighted by large windows allowing natural light to fill the space. Comfortable seating is positioned near the windows, while a round dining table is set for meals. A well-equipped kitchen is visible in the background, featuring modern appliances.

Loft in Palmer Lake

Crow's Nest

Family-friendly home rentals with a pool

4.78 out of 5 average rating, 167 reviews

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

Apartment in Greenwood Village

A modern kitchen features a spacious countertop with a stainless steel sink and a microwave mounted above. Natural light enters through the window, illuminating the area. Cabinets and appliances complement the overall functionality, while a cozy living space is visible in the background.

4.95 out of 5 average rating, 277 reviews

Modern 1 Bedroom apt, furnished, pool, gym | DTC

Condo in Greenwood Village

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.

4.92 out of 5 average rating, 105 reviews

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

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, 158 reviews

Urban Float - Heated Indoor Pool/HotTub & Firepit

Condo in Greenwood Village

4.72 out of 5 average rating, 155 reviews

Comfy Condo-Denver Tech Center-Free Parking

4.87 out of 5 average rating, 262 reviews

A tranquil pool area is framed by white planters filled with vibrant red and purple flowers. Water gently cascades from a small wall into the heated pool, enhancing the serene environment. The surrounding wooden fence adds privacy to the outdoor space.

Guesthouse in Lakewood

Lakewood Pool House, 2 hot tubs Patio big screen

Apartment in Greenwood Village

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.

4.89 out of 5 average rating, 142 reviews

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