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

Sep 10 – 17

G$24,890 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$60,978 GYD per night

Guest favorite

Home in Castle Rock

4.98 out of 5 average rating, 335 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.

Aug 6 – 13

G$51,912 GYD per night

Guest favorite

Bungalow in Castle Rock

4.95 out of 5 average rating, 176 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$40,845 GYD per night

Guest favorite

Guesthouse in Monument

4.91 out of 5 average rating, 197 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!

Jan 8 – 15

G$23,883 GYD per night

Guest favorite

Guesthouse in Castle Rock

5.0 out of 5 average rating, 192 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.

Dec 7 – 14

G$25,989 GYD per night

Guest favorite

Guest suite in Parker

4.98 out of 5 average rating, 300 reviews

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

Book now to enjoy this comfortable, safe setting with mountain views, pine trees and wildlife, but a short drive to restaurants and shopping in Parker. You'll have a private entrance, one bedroom with a fully equipped kitchen and laundry. In the summer, relax on the patio with a spacious backyard and enjoy the waterfall and wildlife. We are conveniently located near Colorado Golf Club & Colorado Horse Park. Our place is no smoking/vaping/420 or pet friendly. We look forward to hosting you!!

Nov 30 – Dec 7

G$23,725 GYD per night

Guest favorite

Cabin in Larkspur

4.95 out of 5 average rating, 124 reviews

Mountain Escape

This mountain escape is nestled at the base of Butler Canyon in Larkspur. Only 2 miles from historic Palmer Lake, this property has the feel of true Colorado seclusion while being only 20 minutes from Colorado Springs and 40 minutes from Denver. This historic cabin has over 100 years of history but is equipped with all the modern amenities a traveler could want. The cabin has the charm of historic mountain cabins with a fresh remodel of the interior.

May 7 – 14

G$35,252 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

May 14 – 21

G$21,227 GYD per night

Guest favorite

Home in Castle Rock

4.83 out of 5 average rating, 296 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!

Sep 20 – 27

G$29,650 GYD per night

Guest favorite

Cabin in Colorado Springs

4.97 out of 5 average rating, 234 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 14 – 21

G$26,920 GYD per night

Guest favorite

Guest suite in Palmer Lake

4.97 out of 5 average rating, 188 reviews

Digbycrofts Guest House

Cozy guest house on the south side of ‘ Digbycrofts Manor ‘ in beautiful Palmer Lake, at the base of National Forest trail . Just 3 minutes from the lake and restaurants and 20 minutes from the Air Force Academy. Ideal for mountain biking, hiking and lake activities. SUNDANCE WAGON close by for 2 more guests, also available through Airbnb.

Oct 19 – 26

G$24,044 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 Littleton

4.97 out of 5 average rating, 425 reviews

Mountain Chalet - Panoramic Views 45 Min to Denver

Oct 5 – 12

G$29,003 GYD per night

Guest favorite

Home in Parker

4.96 out of 5 average rating, 356 reviews

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

Aug 8 – 15

G$27,589 GYD per night

Guest favorite

Guest suite in Palmer Lake

4.96 out of 5 average rating, 200 reviews

Studio@The Spring - a Mountain Town Oasis!

Dec 15 – 22

G$22,408 GYD per night

Guest favorite

Guest suite in Evergreen

4.98 out of 5 average rating, 172 reviews

Come smell the pines from your exclusive suite!!

Dec 4 – 11

G$17,176 GYD per night

Guest favorite

Barn in Larkspur

4.94 out of 5 average rating, 185 reviews

Larkspur Barndominium - 35 acre Ranch

Oct 20 – 27

G$38,021 GYD per night

Guest favorite

Cabin in Florissant

4.95 out of 5 average rating, 129 reviews

Red Door Cabin

Nov 14 – 21

G$24,460 GYD per night

Guest favorite

Tiny home in Colorado Springs

4.96 out of 5 average rating, 617 reviews

Cozy cottage, walk to Garden of the Gods

Apr 22 – 29

G$20,860 GYD per night

Guest favorite

Cabin in Larkspur

4.98 out of 5 average rating, 123 reviews

Lodge and Pinecone Hollow-sleeps 4+ & 420 friendly

Sep 25 – Oct 2

G$31,240 GYD per night

Show all

Other great vacation rentals in Castle Rock

Guest favorite

Farm stay in Castle Rock

5.0 out of 5 average rating, 8 reviews

Castle Rock Mountain Retreat

Sep 22 – 29

G$27,123 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.

Mar 29 – Apr 5

G$22,848 GYD per night

Guest favorite

Home in Castle Rock

4.94 out of 5 average rating, 80 reviews

Feels Like Home, Comfy & Cozy

Jan 5 – 12

G$19,959 GYD per night

Guest favorite

Apartment in Castle Rock

5.0 out of 5 average rating, 14 reviews

Hillside Castle! Next to Parks and Trails

Jun 19 – 26

G$19,439 GYD per night

Guest favorite

Home in Castle Rock

4.85 out of 5 average rating, 60 reviews

Spacious Cozy Walkout Basement.

Mar 15 – 22

G$21,778 GYD per night

Guest favorite

Guest suite in Castle Rock

4.98 out of 5 average rating, 90 reviews

Boho Basement - Private Entrance - Hot Tub

Feb 20 – 27

G$25,057 GYD per night

Guest favorite

Guest suite in Castle Rock

4.94 out of 5 average rating, 63 reviews

Renovated Cozy Guest Suite

Nov 17 – 22

G$21,351 GYD per night

Guest favorite

Loft in Castle Rock

4.98 out of 5 average rating, 40 reviews

Lovely 1 bedroom attached apartment

Jul 8 – 15

G$23,897 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 110 vacation rentals in The Meadows, over 50 vacation rentals in Founders Village, 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

Houses

Cabins

Cottages

Popular amenities for Castle Rock vacation rentals

Stay near Castle Rock's top sights

Other great vacation rentals in Castle Rock

Guest suite in Littleton

Home in Parker

Guest suite in Palmer Lake

Guest suite in Evergreen

Barn in Larkspur

Cabin in Florissant

Tiny home in Colorado Springs

Cabin in Larkspur

Other great vacation rentals in Castle Rock

Farm stay in Castle Rock

Guest suite in Castle Rock

Home in Castle Rock

Apartment in Castle Rock

Home in Castle Rock

Guest suite in Castle Rock

Guest suite in Castle Rock

Loft 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