Holiday rentals in Castle Rock

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Top-rated holiday rentals in Castle Rock

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Guest suite in Larkspur

4.91 out of 5 average rating, 99 reviews

Tree Top Ranch

Nestled between the pine trees on our spacious ranch, you can relax & enjoy! Your suite is the entire top story, with a full kitchen equipt with everything you need, full bathroom, comfy living room including a smart TV, work space and dining area. The spacious bedroom has a king size tempurpedic mattress dressed in luxurious bedding and its own private deck. There’s parking right near your private entrance and plenty of outdoor space for you to enjoy including an outdoor fireplace & large yard

3–10 Sep

$163 SGD per night
Guest favourite

Townhouse in Castle Rock

4.98 out of 5 average rating, 106 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.

14–21 Nov

$339 SGD per night
Guest favourite

Home in Castle Rock

4.98 out of 5 average rating, 328 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.

8–15 Dec

$319 SGD per night

Popular amenities for Castle Rock holiday rentals

Stay near Castle Rock's top sights

Outlets at Castle Rock135 locals recommend
King Soopers15 locals recommend
Great Divide Brewery & Roadhouse15 locals recommend
Walmart Supercenter8 locals recommend
Express Factory Outlet36 locals recommend
Crave Real Burgers- Castle Rock15 locals recommend

Other great holiday rentals in Castle Rock

Guest favourite

Guest suite in Colorado Springs

4.92 out of 5 average rating, 171 reviews

Private, Spacious Basement Suite in N CO Springs

3–10 Dec

$77 SGD per night
Guest favourite

Farm stay in Castle Rock

5.0 out of 5 average rating, 6 reviews

Castle Rock Mountain Retreat

16–23 Oct

$176 SGD per night
Guest favourite

Guest suite in Castle Rock

4.9 out of 5 average rating, 92 reviews

Downtown studio suite

6–13 Sep

$184 SGD per night
Guest favourite

Home in Castle Rock

4.94 out of 5 average rating, 78 reviews

Feels Like Home, Comfy & Cozy

12–19 Aug

$127 SGD per night
Guest favourite

Guest suite in Castle Rock

4.98 out of 5 average rating, 87 reviews

Boho Basement - Private Entrance - Hot Tub

7–14 Oct

$162 SGD per night
Guest favourite

Home in Castle Rock

4.84 out of 5 average rating, 56 reviews

Spacious Cozy Walkout Basement.

7–14 Apr

$148 SGD per night
Guest favourite

Guest suite in Castle Rock

4.85 out of 5 average rating, 39 reviews

Relaxing Downtown Castle Rock guest suite.

7–14 Jan

$148 SGD per night
Guest favourite

Loft in Castle Rock

4.97 out of 5 average rating, 38 reviews

Lovely 1 bedroom attached apartment

13–20 Jun

$155 SGD per night
Guest favourite

Guest suite in Castle Rock

4.9 out of 5 average rating, 20 reviews

Brand New 1-bd/bath - private kitchenette/entrance

5–12 Nov

$154 SGD per night
Guest favourite

Guest house in Sedalia

4.94 out of 5 average rating, 64 reviews

Blue Skies Ranch in the foothills of the Rockies

22–29 Sep

$153 SGD per night
Guest favourite

Farm stay in Parker

4.98 out of 5 average rating, 92 reviews

Peaceful Farm Retreat near Denver

23–30 Aug

$137 SGD per night
Guest favourite

Guest suite in Castle Rock

5.0 out of 5 average rating, 41 reviews

Cozy Guest Suite w/Full Kitchen & Private Bathroom

20–27 Oct

$204 SGD per night

Quick stats about holiday rentals in Castle Rock

Total rentals

140 properties

Rentals with dedicated workspaces

70 properties have a dedicated workspace

Rentals with a pool

10 properties have a pool

Pet-friendly rentals

40 properties allow pets

Family-friendly rentals

70 properties are a good fit for families

Total number of reviews

5.2K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Colorado
  4. Douglas County
  5. Castle Rock