Holiday rentals in Castle Rock

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Top-rated holiday rentals in Castle Rock

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Guest favourite

Townhouse

4.99 out of 5 average rating, 139 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.

Guest favourite

Home

4.96 out of 5 average rating, 399 reviews

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.

Guest favourite

Bungalow

4.96 out of 5 average rating, 201 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!

Guest favourite

Home

4.98 out of 5 average rating, 386 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.

Guest favourite

Guest house

4.9 out of 5 average rating, 281 reviews

Monument CO - Tiny House nestled in the Pines!

Monument Colorado - Tiny Home nestled in the Pines - conveniently located near Air Force Academy, Monument, Palmer Lake, just north of Colorado Springs including Garden of the Gods, Boot Barn Hall etc. 40 min south of South Denver- a quick drive to hiking and biking trails, restaurants and mountain fun! Only 3 miles from I-25 but a world away from the everyday! Can sleep up to 6 ( 2 queen beds, 1 twin and a Futon sofa) Get away and enjoy the peaceful mountain air in an adorable tiny house!

Guest favourite

Guest suite

4.98 out of 5 average rating, 120 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!

Guest favourite

Guest house

5 out of 5 average rating, 221 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.

Guest favourite

Bungalow

4.96 out of 5 average rating, 106 reviews

Cozy & Remodeled Home 2 Blocks from Town, Sleeps 6

Make yourselves at home in our cozy yet spacious, farmhouse-feel bungalow located in the heart of old downtown Castle Rock, just a two block walk from a myriad of quaint shops and restaurants. We pride ourselves on providing you with an impeccably clean house, oh-so-comfy beds, and delicious coffee from local coffee shop. You will enjoy three bedrooms including a spacious master suite. Additionally, there is a private office furnished with desk and armchair to offer a comfortable workspace.

Guest favourite

Home

5 out of 5 average rating, 142 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 newly renovated and ready to host your trip with friends and family!

Guest favourite

Home

4.94 out of 5 average rating, 101 reviews

Feels Like Home, Comfy & Cozy

Welcome to Castle Rock! Your home away from home**Private entry**Outside seating area**Queen size bed w/plenty of closet space for your belongings**Living room/dining room, coffee, microwave, small fridge**Smart TV, WiFi**Private bathroom**We are located 1 mile from historic downtown, festival park, shopping & many restaurants to choose from. 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**

Guest favourite

Guest house

4.87 out of 5 average rating, 100 reviews

Blue Skies Ranch in the foothills of the Rockies

Relax with the whole family at this peaceful and cozy place to stay. Quite, tranquil, and scenic, yet close to town. Short drive to both the outdoors and ample shopping, our 1000 sq ft loft will provide you with a relaxed yet refined space to unwind after miles on the trail or pounding pavement at Castle Rock Outlets. Enjoy gorgeous sunsets over the Rockies with views from Longs Peak in RMNP to Pikes Peak in Colorado Springs. NO HIDDEN CLEANING FEES.

Guest favourite

Farm stay

4.98 out of 5 average rating, 129 reviews

Peaceful Farm Retreat near Denver

Enjoy Rocky Mountain Views, relaxing in the quiet Ponderosa Pines with farm animals nearby and peaceful walking trails. Relax in the hammock as the ponies, mini donkeys and goats graze nearby or walk along the dirt road and watch the beautiful sunsets over Mt. Blue Sky. You’ll be a 5 minute drive from quaint downtown Parker with unique shops and restaurants to explore, the 40 mile Cherry Creek Bike Trail and nearby Castlewood Canyon State Park.