Vacation rentals in Castle Rock

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Top-rated vacation rentals in Castle Rock

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Guest favorite

Guest suite in Larkspur

4.91 out of 5 average rating, 101 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

Aug 31 – Sep 7

G$25,153 GYD per night

Guest favorite

Townhouse in Castle Rock

4.98 out of 5 average rating, 109 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.

Dec 8 – 15

G$63,974 GYD per night

Guest favorite

Home in Castle Rock

4.98 out of 5 average rating, 333 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.

Jan 3 – 10

G$35,319 GYD per night

Guest favorite

Bungalow in Castle Rock

4.95 out of 5 average rating, 175 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!

Aug 12 – 19

G$40,944 GYD per night

Guest favorite

Guesthouse in Monument

4.91 out of 5 average rating, 195 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!

Nov 21 – 28

G$24,799 GYD per night

Guest favorite

Guest suite in Palmer Lake

4.95 out of 5 average rating, 198 reviews

Studio@The Spring - a Mountain Town Oasis!

Relax and unwind in Mountain serenity. Away from it all - Near everything! Cool temps & fresh Mountain air abound in this mountain studio. Adventure on the trail's accessible just footsteps from the door. The lake and restaurants are within walking distance. Enjoy your own private patio, parking and entrance - A year-round spring runs through the backyard. Centrally located- you're close to Denver, Colorado Springs, Pueblo, the Air Force Academy and Ft. Carson. All amenities are within 10min.

Dec 2 – 9

G$22,463 GYD per night

Guest favorite

Guesthouse in Castle Rock

5.0 out of 5 average rating, 190 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.

Oct 24 – 31

G$26,052 GYD per night

Guest favorite

Home in Parker

4.96 out of 5 average rating, 355 reviews

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

This luxury suite is located in a $1.5M dollar home. We frequently host guests visiting the acclaimed IVF facility just minutes away in Lone Tree. This very large unit (approximately 1500 sq. ft.) is private and quiet on 2 acres in a rural setting, but close to modern conveniences and minutes to I-25/Lincoln, which makes this a desirable property. *Your suite is part of the home, but has its own garden-level entrance separate from rest of home.

Dec 9 – 16

G$28,392 GYD per night

Guest favorite

Guesthouse in Palmer Lake

4.95 out of 5 average rating, 207 reviews

Quaint and Historic Studio Cabin

Rustic and eco-friendly this studio guesthouse overlooks the quaint town of Palmer Lake. Within walking distance of all sorts of outdoor recreation and wonderful restaurants. We're a short driving distance from Colorado Springs and the US Air Force Academy, Garden of the Gods and Pikes Peak region. It's the perfect place to relax and recreate while maintaining distance and privacy. We look forward to hosting you! Becky and Phil

Jun 19 – 26

G$21,278 GYD per night

Guest favorite

Home in Castle Rock

4.84 out of 5 average rating, 295 reviews

Castle Rock View

This is a private walk-out basement with its own exterior entrance. It has 1,950 sqft (huge) and includes 2 large bedrooms, 2 large 3/4 bathrooms, a large family room, gas fireplace, and kitchenette (equipped with a refrigerator, microwave, toaster oven, countertop burners, no oven). We have 3 TVs. Covered patio with incredible views of "the castle rock" and Pikes Peak. The yard is private and backs to open space!

Aug 26 – Sep 2

G$29,722 GYD per night

Guest favorite

Cabin in Colorado Springs

4.97 out of 5 average rating, 230 reviews

Renovated Log Cabin in the Woods

Events are allowed with permission and for an additional fee. This 1-bed, 1-bath cabin is more than just a place to rest. It's a place to spend intentional quality time. It offers a retreat from the hustle and bustle of Colorado Springs yet is just minutes from grocery stores and restaurants. This historic cabin has over 100 years of history, but is well equipped with modern amenities for our guests.

Dec 13 – 20

G$26,985 GYD per night

Guest favorite

Barn in Larkspur

4.94 out of 5 average rating, 185 reviews

Larkspur Barndominium - 35 acre Ranch

Two story Barndominium. With two bedrooms upstairs. One bedroom is a loft bedroom. Gas fireplace in living room. Large kitchen. Outdoor gas grill. Private landscaped backyard. Private entrance. Washer dryer. Spruce Mountain Open Space across the street with miles and miles of trails to hike or ride. Stargazing on this quiet 35 acre ranch. Town of Palmer lake 5 min drive away.

Oct 18 – 25

G$38,793 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Castle Rock vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Castle Rock's top sights

Outlets at Castle Rock135 locals recommend

King Soopers15 locals recommend

Walmart Supercenter8 locals recommend

Express Factory Outlet36 locals recommend

Crave Real Burgers- Castle Rock15 locals recommend

Castle Cafe17 locals recommend

Other great vacation rentals in Castle Rock

Guest favorite

Guest suite in Parker

4.98 out of 5 average rating, 300 reviews

Relaxing Retreat with Full Kitchen, King bed, W/D

Jan 7 – 14

G$23,782 GYD per night

Guest favorite

Apartment in Larkspur

4.92 out of 5 average rating, 207 reviews

Mesa View Apartment

Jan 1 – 8

G$22,308 GYD per night

Guest favorite

Guesthouse in Colorado Springs

4.96 out of 5 average rating, 229 reviews

The Enchanted Cottage at Easy Manor

Sep 30 – Oct 7

G$25,922 GYD per night

Guest favorite

Cabin in Florissant

4.95 out of 5 average rating, 128 reviews

Red Door Cabin

Oct 19 – 26

G$23,139 GYD per night

Guest favorite

Cabin in Larkspur

4.95 out of 5 average rating, 124 reviews

Mountain Escape

Oct 4 – 11

G$39,392 GYD per night

Guest favorite

Guest suite in Littleton

4.97 out of 5 average rating, 422 reviews

Mountain Chalet - Panoramic Views 45 Min to Denver

Sep 8 – 15

G$29,073 GYD per night

Guest favorite

Guest suite in Centennial

4.98 out of 5 average rating, 169 reviews

Three Little Arrows Guest Suite

Aug 22 – 29

G$23,165 GYD per night

Guest favorite

Treehouse in Cascade-Chipita Park

4.99 out of 5 average rating, 172 reviews

The Treehouse, Modern Retreat with Panoramic Views

Dec 9 – 16

G$96,881 GYD per night

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Other great vacation rentals in Castle Rock

Guest favorite

Guest suite in Castle Rock

4.92 out of 5 average rating, 25 reviews

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

Feb 10 – 17

G$20,280 GYD per night

Guest favorite

Home in Castle Rock

4.85 out of 5 average rating, 59 reviews

Spacious Cozy Walkout Basement.

Dec 11 – 18

G$21,831 GYD per night

Guest favorite

Guest suite in Castle Rock

4.85 out of 5 average rating, 40 reviews

Relaxing Downtown Castle Rock guest suite.

Feb 17 – 24

G$22,904 GYD per night

Guest favorite

Guest suite in Castle Rock

4.98 out of 5 average rating, 89 reviews

Boho Basement - Private Entrance - Hot Tub

Feb 9 – 16

G$25,117 GYD per night

Guest favorite

Home in Castle Rock

4.94 out of 5 average rating, 80 reviews

Feels Like Home, Comfy & Cozy

Oct 21 – 28

G$19,916 GYD per night

Guest favorite

Guesthouse in Sedalia

4.94 out of 5 average rating, 65 reviews

Blue Skies Ranch in the foothills of the Rockies

Jun 26 – Jul 3

G$23,758 GYD per night

Guest favorite

Loft in Castle Rock

4.98 out of 5 average rating, 40 reviews

Lovely 1 bedroom attached apartment

Mar 19 – 26

G$23,955 GYD per night

Guest favorite

Guest suite in Castle Rock

4.9 out of 5 average rating, 93 reviews

Downtown studio suite

Aug 29 – Sep 5

G$30,840 GYD per night

Show all

Quick stats about vacation 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
5.5K reviews

Frequently Asked Questions

Where should I stay in Castle Rock?
Make yourself at home in Castle Rock by choosing from our most frequently booked neighborhoods. We have over 50 vacation rentals in Founders Village, over 110 vacation rentals in The Meadows, and over 50 vacation rentals in Castle Oaks.
Are there vacation rentals with a dedicated workspace in Castle Rock?
Yes! Work meets play with ease at over 70 vacation rentals in Castle Rock featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Castle Rock?
Four-legged friends are welcome in Castle Rock. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there Castle Rock vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Castle Rock, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in apartment rentals in Castle Rock?
Experience the best of Castle Rock with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Castle Rock have a gym?
Absolutely! We offer over 10 house rentals with a gym in Castle Rock. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Castle Rock have self check-in?
Absolutely! We offer over 30 house rentals with self check-in in Castle Rock. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Castle Rock have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Castle Rock. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Castle Rock have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Castle Rock. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Castle Rock?
Castle Rock has more than 70 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Vacation rentals in Castle Rock

Top-rated vacation rentals in Castle Rock

Vacation rentals for every style

Cottages

Apartments

Cabins

Popular amenities for Castle Rock vacation rentals

Stay near Castle Rock's top sights

Other great vacation rentals in Castle Rock

Guest suite in Parker

Apartment in Larkspur

Guesthouse in Colorado Springs

Cabin in Florissant

Cabin in Larkspur

Guest suite in Littleton

Guest suite in Centennial

Treehouse in Cascade-Chipita Park

Other great vacation rentals in Castle Rock

Guest suite in Castle Rock

Home in Castle Rock

Guest suite in Castle Rock

Guest suite in Castle Rock

Home in Castle Rock

Guesthouse in Sedalia

Loft in Castle Rock

Guest suite in Castle Rock

Quick stats about vacation rentals in Castle Rock

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Where should I stay in Castle Rock?

Are there vacation rentals with a dedicated workspace in Castle Rock?

Are there pet-friendly vacation rentals in Castle Rock?

Are there Castle Rock vacation rentals on Airbnb with pools?

How much does it cost to stay in apartment rentals in Castle Rock?

Do house rentals in Castle Rock have a gym?

Do house rentals in Castle Rock have self check-in?

Do house rentals in Castle Rock have a bbq area?

Do apartment rentals in Castle Rock have wifi?

Are there family-friendly vacation rentals in Castle Rock?

Destinations to explore