Holiday rentals in The Pinery

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Top-rated holiday rentals in The Pinery

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Guest favourite
An inviting outdoor space features a gas firepit surrounded by several seating options on a grassy area. A wooden deck leads to the house, with stairs ascending to the upper level. Scenic views of the open space and wildlife are visible in the background.
Home in Castle Rock
4.96 out of 5 average rating, 155 reviews

Large Luxurious Home Breathtaking Views w/ FirePit

Elevate your getaway experience at our exceptional Airbnb, where breathtaking views and modern amenities converge for the ultimate retreat. Situated just 5 minutes from downtown, our home offers the perfect blend of convenience and tranquility. Recharge your electric vehicle at our charging station and make the most of your stay with top-notch entertainment through our surround sound system. Book your stay today and discover a world where luxury, relaxation, and convenience harmoniously coexist.

Top guest favourite
The modern kitchen features white cabinetry and full-size stainless steel appliances. A central island with seating for four is highlighted. Natural light filters in through the window, illuminating the room's neutral color scheme and sleek finishes.
Place to stay in Parker
4.96 out of 5 average rating, 165 reviews

Pristine & Modern Full Basement-Excellent Location

You’ll be staying in a peaceful, family‑friendly neighborhood surrounded by beautiful walking trails, open spaces, and parks perfect for kids. The area is quiet, safe, and ideal for enjoying Colorado’s outdoors. Despite the tranquil setting, you’re just minutes from Downtown Parker, with its great restaurants, cafés, grocery stores, and local shops. You’ll also be a short drive from Sky Ridge Hospital and have quick access to I‑25, making it easy to reach Denver, Castle Rock, and the mountains.

Guest favourite
Home in Castle Rock
4.88 out of 5 average rating, 127 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

Top guest favourite
The living area is highlighted by a gas fireplace and built-in shelving with decorative accents. A 55-inch flat-screen TV is mounted above the fireplace. Seating includes two dark leather sofas and a coffee table on a floral-patterned rug, with accent chairs in a complementary design.
Flat in Parker
4.97 out of 5 average rating, 478 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.

Top guest favourite
An A-frame cabin is set amidst tall pine trees, featuring a welcoming deck adorned with string lights. A fire pit sits nearby, while a grill awaits outdoor cooking. The backdrop showcases a serene mountain landscape under a soft evening glow.
Cabin in Woodland Park
4.98 out of 5 average rating, 394 reviews

Romantic AFrame*Private Trail*Wood Fire*Stargazing

► Romantic A-frame retreat designed for couples and quiet getaways ► Backyard opens to over one million acres of national forest with a private trail leading to a private summit fire pit ► Outdoor fire pit for stargazing and peaceful evenings ► Thoughtfully designed by a boutique NYC interior design firm ► Well-equipped kitchen for cooking real meals ► Nest mattress with organic cotton sheets for deep sleep ► Easy access to hiking, skiing, gold-water fly fishing, scenic drives, and ATV rentals

Top guest favourite
A serene backyard scene features a natural stone wall enclosing a lush green lawn. A cascading waterfall is surrounded by various plants and trees, with a wooden bench placed for relaxation. A wooden fence encloses the area, offering a peaceful retreat into nature.
Flat in Parker
4.98 out of 5 average rating, 367 reviews

Relax with a Waterfall, Full Kitchen and King bed

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, king bedroom and fully equipped kitchen with 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 and no pets allowed. We look forward to hosting you!

Top guest favourite
The open living area is defined by exposed wooden beams and wide windows. A vintage trunk serves as a coffee table, complemented by a dining table and chairs. The kitchen features modern appliances, with a clear view of the stairs leading to the upper level.
Home in Castle Rock
4.98 out of 5 average rating, 495 reviews

Historic 1890s Barn | Spa Bath - Steps to Downtown

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.

Top guest favourite
Guest house in Castle Rock
5 out of 5 average rating, 285 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
The living room features a comfortable sofa facing a flat-screen smart TV, complemented by a coffee table. Natural light enters through sliding glass doors, which lead to a small balcony. A small dining space with two stools is visible in the background.
Flat in Castle Rock
4.88 out of 5 average rating, 102 reviews

Rocky Mountain Haven w/ king bed | pool & hot tub

Unwind in the stylish one-bedroom apartment in Castle Rock, located in Castle Rock and a short drive from Pikes Peak. City is full of award-winning restaurants, bars, shops, historic landmarks, and attractions. Adventure through the city easily from this prime location. Once you are ready to relax, retreat to your comfy apartment. ✔ Fully Equipped Kitchen ✔ Comfy King bed and sleep sofa ✔ Dining Table ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Pool (Seasonal) ✔ Hot Tub Learn more below!

Guest favourite
The sleeping area features a cozy queen bed with a warm, textured blanket. A barn-style door leads to a bathroom, while a small area rug adds color to the floor. Soft lighting is provided by wall-mounted fixtures, enhancing the inviting atmosphere.
Home in Castle Rock
4.95 out of 5 average rating, 109 reviews

5 star *Cozy, Clean, and Bright! Private WalkOut*

*No outrageous cleaning fees or long cleaning lists. We really want you to stay! *Private walkout ground level basement with separate entrance and covered patio. Hosts live in the house above basement. *Ideal for 2 people sharing a bed. Queen bed and a small sofa (not big enough for an adult to sleep on). *About a mile to downtown Castle Rock with local restaurants *Walking distance to hiking at Rock Park *Quiet and Friendly Culdesac Neighborhood *Close to Castle Rock Outlet Mall

Top guest favourite
The exterior of a two-story house features a light-colored facade with stone accents. A concrete pathway leads to a welcoming front porch, which is framed by white railings. Lush green grass and small shrubbery are visible alongside the pathway.
Guest suite in Parker
4.95 out of 5 average rating, 115 reviews

Multi Room Suite Kitchenette Wash/Dry Private Entr

Enjoy a private, first-floor guest suite designed for comfort and convenience. The suite offers its own exterior entrance with self check-in, ensuring privacy throughout your stay. Inside, you’ll find fast, reliable Wi-Fi, a separate bedroom, comfortable living room, full bathroom, kitchenette, and a private washer and dryer. Guests may also relax on the front porch, which serves as a pleasant outdoor space. A well-appointed option for travelers who value space and independence.

Guest favourite
A cozy living room features a vaulted ceiling, with large windows allowing natural light to fill the space. A modern fireplace sits beneath a wall-mounted TV, while two comfortable sofas and a glass coffee table are arranged on a soft rug.
Home in Castle Rock
4.93 out of 5 average rating, 150 reviews

Comfy Castlewood Cottage-Minutes to DT Castle Rock

Sit back and unwind in this fully furnished, 3 bed/2 bath home with two car garage parking, a deck and private backyard. Perfect for family vacations, group of friends or working professionals. Small town charm with proximity to award-winning parks, ziplining, horseback riding, breweries, and eclectic restaurants. Close to the beautiful Castlewood Canyon State Park for easy hiking access and minutes to the Outlet mall and Promenade. Sleeps up to 6 adults plus 1 infant.

Popular amenities for The Pinery holiday rentals

  1. Airbnb
  2. United States
  3. Colorado
  4. Douglas County
  5. The Pinery