Cottage holiday rentals in Castle Rock

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Top-rated cottage rentals in Castle Rock

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Guest favourite

Cottage in Palmer Lake

4.97 out of 5 average rating, 159 reviews

Mtn Cottage | Hot Tub, Sauna | Sunset Amphitheater

A must for those looking to unwind in a pristine, radiant cottage nestled in the pine trees on the outskirts of Pike National Forest. 15 minutes from the new Sunset Amphitheater. Local hiking trails, great restaurants, locally owned coffee shops and beautiful Palmer Lake. 3bd/1 bath 0.4 miles - Pinecrest Wedding and Event Center Private Backyard Haven with 6-person hot tub and cedar barrel sauna In-House Wellness Services In the winter months, please plan on having a 4-wheel drive vehicle.

12–19 Sep

$289 SGD per night

Guest favourite

Cottage in Cascade-Chipita Park

4.84 out of 5 average rating, 212 reviews

Mountain Views | Perfect Couples Get Away | Cozy

Charming and newly updated cottage has every amenity of a modern stay with the location and stunning views of a remote mountain retreat. Perfect for friends or couples, the cottage is located at the base of Pikes Peak. 10 minutes away from Colorado Springs or Woodland park you are close to all of the recreation and activities that make the Pikes Peak region special like Cheyenne Mountain Zoo, hiking trails, Pikes Peak Highway, and downtown Colorado Springs You'll love the mountain views.

6–13 Nov

$121 SGD per night

Guest favourite

Cottage in Colorado Springs

4.95 out of 5 average rating, 129 reviews

Cottage Retreat in Cheyenne Canyon

This adorable 900 square foot Cottage is located in scenic and serene Cheyenne Canyon. A fenced backyard is great for small to mid-size dogs and especially private for patio dining. Wraparound windows in the master bedroom feel like sleeping in a treehouse and the nearby creek and chimes from Will Rogers shrine will lull you to sleep each night. Three hiking areas are walkable from the house, and downtown is a short bus ride away. A gift certificate to nearby Sacred Grounds Cafe is included!

17–24 Oct

$209 SGD per night

Guest favourite

Cottage in Colorado Springs

4.95 out of 5 average rating, 282 reviews

Charming Cottage near Downtown, Patio & Carport

The Charming Cottage off Uintah St was built in 1900 and is conveniently located to get to all the fun stuff around town. We hope your stay here adds to your story of visiting the Springs! Minutes from Downtown shops, breweries, and dining ! Cozy interior with electric fireplace and covered car port with relaxing outdoor space. The cottage is in the Old North End with Pikes Peak views. This getaway is walking distance to Colorado College, 2 min to I -25 corridor, 8 min to Old Colorado City.

17–24 Jul

$150 SGD per night

Guest favourite

Cottage in Colorado Springs

4.97 out of 5 average rating, 447 reviews

Private Cottage in Westside Colorado Springs

Escape to this charming backyard Colorado Springs cottage, an ideal sanctuary for your retreat or home base for adventure. Designed for solo or romantic getaways, it offers essential amenities and easy access to main attractions like GoG, Manitou, and Downtown. Enjoy a full kitchen, a streaming TV, board games, and a personalized recommendation binder for the best COS experiences. Plus: private parking area accessed through the back alley. Remember to explore the chest in the living room!

6–13 Apr

$163 SGD per night

Superhost

Cottage in Pine

4.9 out of 5 average rating, 268 reviews

Cozy cottage in the center of historic Pine Grove

This historic house in Pine Grove is close to hiking, mountain biking, fishing, a great restaurant, and an antique store. Want to work remotely here? You can! Our internet speeds are 25 mbps. The cottage is a great mix of cozy (from 1890) and new (kitchen and bathroom.) It's a great place for couples, solo adventurers, families (with kids), and dogs. The house has 2 bedrooms, both with queen beds. There is another room that includes a sleeper sofa (queen size) for additional guests.

11–18 May

$128 SGD per night

Guest favourite

Cottage in Old Colorado City

4.96 out of 5 average rating, 681 reviews

The Bird’s Nest – Tiny Home – Big Location!

Be our guest at the Birds Nest! This historic 1909 “shotgun” tiny house is just two blocks from historic Old Colorado City and central to the best attractions in Colorado Springs. Colorado Springs' Westside is where all the sights, attractions and natural beauty are located. Enjoy quick access to the city’s best restaurants, stores and coffee shops. You will be just down the road from Pikes Peak, Garden of the Gods, Downtown, Manitou Springs and close to great walking and hiking trails!

8–15 Oct

$132 SGD per night

Guest favourite

Cottage in Colorado Springs

4.96 out of 5 average rating, 157 reviews

Nestled in scenic Bear Creek Canyon.

This cozy cabin in the foothills is only minutes from Old Coloado City, Manitou Springs, Garden of the Gods and down town Colorado Springs. Located just a few minute walk from section 16 trail head on one side and Bear Creek Regional Park on the other. Built in 1899 this is one of only 22 homes in Bear Creek Canyon. This cabin has high speed internet and cable, 50 inch TV and dvd player for nights inside. A great seating area and green house for enjoying beautiful views outside.

30 Oct – 6 Nov

$188 SGD per night

Guest favourite

Cottage in Old Colorado City

4.98 out of 5 average rating, 366 reviews

Walk | Shop | Dine | Cottage @ Garden of the Gods

★ "Stay here if you are planning on traveling to Colorado Springs! It is so convenient to Garden of the Gods, Manitou Springs and Pikes Peak!" ⇛ Pet Friendly ⇛ Urban Retreat at base of Pikes Peak surrounded by site seeing and tourism destinations ⇛ Walk 5 mins to coffee, dining, bars, and boutiques ⇛ Drive 7 min. to Garden of the Gods, Downtown C Springs, Manitou Springs ⇛ Smart TV and 665 Mbps internet ⇛Washer and Dryer in unit ⇛ Private Parking Pemit Number: A-STRP-24-0006

17–24 Nov

$190 SGD per night

Guest favourite

Cottage in Colorado Springs

4.91 out of 5 average rating, 334 reviews

Hiking & Nature Paradise - Broadmoor/Seven Falls!

Non-smokers only. The Cottage Retreat is nestled in nature with hiking and biking trails directly out the back door. Trailheads to Helen Hunt Falls or Seven Bridges trail directly behind the cottage! Access to Pikes Peak National Forest off-roading trails are just a few blocks away. Walk to the Broadmoor or neighborhood coffee shop for fine dining and drinks. 5 minutes to downtown Colorado Springs for endless entertainment! Lowest cleaning fees in the neighborhood!!

8–15 Sep

$153 SGD per night

Guest favourite

Cottage in Denver

5.0 out of 5 average rating, 146 reviews

High Street Treehouse: Your Cozy Denver Retreat

The High Street Treehouse is a one bedroom, one bathroom carriage house in the City Park West neighborhood of Denver, within walking distance of Downtown, great restaurants and cafes, the hospital district, the Zoo, the Museum of Nature and Science and more. The Treehouse is an apartment above the hosts’ garage, physically separate from the main house and very private and secure. The host is an architect - this little building was designed by her, for you!

16–23 Aug

$174 SGD per night

Guest favourite

Cottage in Colorado Springs

4.96 out of 5 average rating, 420 reviews

3C's cottage

Quaint, SAFE, n SECLUDED. A bright, FUNKY cottage, 2 adults only (21yr). Fully furnished apt. Kitchen w/gas stove n "Sharing" cabinet w/coffee n tea bar. 50" UHD TV/Wifi in living room. 3 dogs live on premises and often come to visit. This visit is about YOU! We want U comfortable while enjoying r area close 2 mountains, trails, shopping, restaurants n brewery's. Don't hesitate to see about last minute availability. +420 if you want 2 be.

14–21 Nov

$138 SGD per night