Holiday rentals in Castle Pines

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Top-rated holiday rentals in Castle Pines

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Guest favourite

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.

8–15 Dec

$384 SGD per night

Guest favourite

Home in Castle Rock

4.85 out of 5 average rating, 60 reviews

Spacious Cozy Walkout Basement.

Spacious and bright walkout basement with cozy bedroom, walk-in closet, small kitchenette, full bathroom, complete living room with queen sofa bed and large washer and dryer. Private entrance through the backyard with access to to the outdoor patio. Right in the heart of Castle Rock. 5 minutes from the Outlets, 45 min from the airport, 25 min from Denver. PLEASE NOTE - Our family lives upstairs including kids, some noise can be heard from below specially weekday mornings, evenings and weekends

16–23 Mar

$142 SGD per night

Guest favourite

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.

1–8 Jan

$315 SGD per night

Guest favourite

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!

12–19 Aug

$267 SGD per night

Guest favourite

Guest house 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.

7–14 Dec

$170 SGD per night

Guest favourite

Guest suite in Parker

4.98 out of 5 average rating, 301 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!!

11–18 Oct

$159 SGD per night

Guest favourite

Guest suite in Littleton

4.97 out of 5 average rating, 425 reviews

Mountain Chalet - Panoramic Views 45 Min to Denver

Serenity at 8,000 feet with Pine and Aspen trees. Address is Littleton, but it's part of the Conifer mountain community. The Chalet is a private quarters above our garage with a separate deck and entrance. We also host elopements and micro-weddings! Overlook mountains to the west and the Denver to the east. Hot tub is on the back deck of main house and overlooks city lights! Groceries, dining and hiking trails only 15 minutes away. There is no A/C. 4WD vehicles are required October - April.

9–16 Sep

$190 SGD per night

Guest favourite

Farm stay in Castle Rock

5.0 out of 5 average rating, 8 reviews

Castle Rock Mountain Retreat

Want to be under 10 minutes from downtown, yet feel like you are out in the country? The Castle Rock Mountain Retreat is the perfect combination of breathtaking Mountain View’s right outside your window, nestled on 5 acres of farmland, yet so close to town! The space is a cozy basement apt including a living room, Kitchenette, 2 bedrooms and 1 full bathroom. Your hosts live in the upper portion of the home, though the basement apartment has its own separate entrance to ensure privacy.

27 Oct – 3 Nov

$177 SGD per night

Guest favourite

Apartment in Greenwood Village

4.96 out of 5 average rating, 127 reviews

LOVLEY 1 BEDROOM CONDO IN DTC WITH FULL KITCHEN!

Welcome to this beautiful, top floor condo, centrally-located condo in The Denver Tech Center. Only minuets for the highway, public transportation, shopping, amazing restaurants, and many parks/dog parks! Other features include a fully equipped kitchen, private bedroom and space, king size bed, HD cable & Smart TV, Fast WiFi, central heat and A/C and soft linens and towel! You will also have full access to the POOL (OPEN JUNE - AUGUST ONLY) & community gym!

5–12 Jan

$172 SGD per night

Guest favourite

Flat in Greenwood Village

4.93 out of 5 average rating, 198 reviews

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

Modern and beautiful One Bedroom Apartment located in the Denver Tech Center area. Fully equipped kitchen, full Bathroom, and Walk-In Closet. Cable TV in both Bedroom and Living Room. Enjoy the peaceful and beautiful location, close to downtown, 10min walk to restaurants, shopping center and the light rail station. Workout in the Gym, have a good time in the pool (during summer) and relax with the mountain views and enjoy the Outdoor Dining Areas .

12–19 Jul

$153 SGD per night

Guest favourite

Home in Parker

4.96 out of 5 average rating, 358 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.

1–8 Apr

$185 SGD per night

Guest favourite

Apartment in Greenwood Village

4.97 out of 5 average rating, 103 reviews

Bright & Modern 1bd1ba✰Heart of DTC✰Fireplace Pool

This stylish and luxurious 1 bedroom 1 bathroom apartment was newly renovated in 2022! Located in the heart of the Denver Tech Center, this inviting home is a walking distance from shops and restaurants like Target, AYCE sushi, groceries, and liquor stores. The apartment is also conveniently located one block away from the light rail metro station, allowing for easy access to Downtown Denver, Union Station, and Denver International Airport.

28 Jan – 4 Feb

$145 SGD per night