Vacation rentals in The Pinery

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Top-rated vacation rentals in The Pinery

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Guest favorite
A spacious living room is presented, featuring a comfortable seating area with a sectional sofa and armchair. A coffee table centers the space, while a television stands on a console nearby. Natural light fills the room through large windows, and a dining area is visible in the background.
Home in Castle Rock
4.89 out of 5 average rating, 133 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 favorite
Guesthouse in Sedalia
4.98 out of 5 average rating, 106 reviews

Sunrise Studio

Enjoy amazing sunrise and moonrise views. At the Sunrise Studio you will soundly sleep on a cozy queen bed. Also offer a single couch & air mattress for extra sleep. Full bathroom with sink, toilet and shower. Kitchen includes cooktop grill/griddle, sink, air fryer, toaster/convection oven microwave, coffee maker and refrigerator. Full Laundry with washer & dryer. Studio is heated by electric heat or a wood stove and cooled with AC. There is also a small outdoor space with a fire pit. Enjoy!

Top guest favorite
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.
Apartment in Parker
4.97 out of 5 average rating, 484 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 favorite
A living room area features a light green sofa paired with a round, tan ottoman. A modern shelving unit displays decorative items and greenery. Natural light is provided by two large windows, while soft gray walls enhance the calm atmosphere.
Loft in Castle Rock
4.99 out of 5 average rating, 100 reviews

Lovely 1 bedroom attached apartment

This unique place has a style all its own! Immaculate, 750 sq ft bright apartment, attached to house but has it's own private entrance! Walk into a livingroom & kitchenette, down a hallway to a bathroom & then a full size bedroom. LR/ Kitchen has-cable TV, granite countertops, full size refrigerator, coffee pot, microwave, toaster oven & a snack basket! The bedroom has a queen size bed and a walk in closet. The bathroom has astand up shower with bench. We hope you feel Welcome & Cozy!! :)

Top guest favorite
Apartment in Parker
4.98 out of 5 average rating, 369 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 favorite
An inviting master bedroom features a spacious bed framed by a stylish metal headboard, complemented by a decorative bench at the foot. Soft blue curtains frame the windows, while rustic wooden beams enhance the cozy, warm atmosphere of the space.
Home in Castle Rock
4.98 out of 5 average rating, 501 reviews

Dyer House 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.

Top guest favorite
A spacious living area features a large, dark leather sectional sofa arranged around a wooden coffee table with a storage compartment. Natural light enters through the window, complemented by soft curtains. A dining area with a table and chairs is visible in the background.
Guest suite in Castle Rock
4.98 out of 5 average rating, 194 reviews

Boho Basement - Private Entrance - Hot Tub

Welcome to Boho Basement - This charming one-bedroom walkout apartment is nestled in a prime location just minutes away from downtown Castle Rock, local parks, and hiking trails. Discover a warm and inviting space complete with a full kitchen, ample living space, and a luxurious king-size bed. A private hot tub awaits you outside, providing the perfect spot for unwinding. At Boho Basement, you can enjoy all the comforts of home while experiencing the beauty of Colorado. Book your stay today!

Guest favorite
A spacious living area features a comfortable sectional sofa, a flat-screen smart TV mounted on the wall, and a coffee table. Fresh greenery adds a touch of nature, while a ceiling fan provides airflow. The adjoining kitchen space is subtly visible in the background.
Apartment in Castle Rock
4.88 out of 5 average rating, 104 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!

Top guest favorite
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
4.96 out of 5 average rating, 115 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

Guest favorite
A well-lit living area features vaulted ceilings, providing an open feel. A round glass coffee table is centered between two comfortable sofas adorned with decorative pillows. Large windows allow natural light to fill the space, while a staircase leads to the upper level.
Home in Castle Rock
4.92 out of 5 average rating, 154 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.

Top guest favorite
A welcoming entrance is presented with a bright blue door, complemented by an inviting Adirondack chair. Soft flowers and red mulch enhance the outdoor space, while a gentle lawn leads to a fenced area with farm animals in the background.
Farm stay in Parker
4.98 out of 5 average rating, 180 reviews

Peaceful Farm Retreat near Denver

Enjoy Rocky Mountain Views, relaxing in the quiet Ponderosa Pines with farm animals nearby and peaceful walking trails. Relax in the hammock as the ponies, mini donkeys and goats graze nearby or walk along the dirt road and watch the beautiful sunsets over Mt. Blue Sky. You’ll be a 5 minute drive from quaint downtown Parker with unique shops and restaurants to explore, the 40 mile Cherry Creek Bike Trail and nearby Castlewood Canyon State Park.

Top guest favorite
An outdoor deck features a private hot tub and a grill, surrounded by wooden panels and greenery. The container home is shown with large windows, reflecting natural light. Soft evening tones illuminate the space, providing a tranquil setting for relaxation.
Shipping container in Monument
4.96 out of 5 average rating, 102 reviews

'Honeycomb' Luxury Container w/ Sauna & Hot Tub

All-inclusive glamping retreat—no hidden fees other than taxes. The Honeycomb is a 10×20 container with queen bed, kitchenette, shower, toilet, TV, electric fireplace & private sauna. On your deck: hot tub, lounge chairs, sauna & fire pit with creek views. Enjoy $450 in free enhancements—propane, cooler & ice, outdoor bath, cold plunge, homemade wine or kombucha (you'll love it!), early check-in/out, pet & cleaning, and more.

Popular amenities for The Pinery vacation rentals

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