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Cottage holiday rentals in Woodland Park

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Top-rated cottage rentals in Woodland Park

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Guest favourite
A cozy living room features a tufted blue sofa beside a wooden coffee table. A woven rug covers the floor, while a vibrant red door adds a pop of color. Natural light streams through nearby windows, enhancing the bright and airy atmosphere.
Cottage in Colorado Springs
4.9 out of 5 average rating, 608 reviews

▶Downtown Cottage◀ Waffle Maker┃Fast WIFI┃Grill

★Five Star cleaning team trained in disinfecting and sanitation ★Close to downtown ★Short drive to Colorado College, Garden of the Gods, Pikes Peak, USAFA ★3 blocks to local coffee, Switchback ★BRAND NEW★ comfy beds! ★Beautiful fenced in yard w/porch ★Fully loaded, spacious kitchen w/Keurig ★BUSINESS TRAVEL: FAST WIFI & KEYLESS ENTRY ★47” TV in living room w/Hulu, Netflix & Sling TV ★Beautifully designed modern space ★Family friendly ★Washer/dryer ★Driveway parking ★Free Colorado soda

Top guest favourite
A vibrant blue house features a private outdoor hot tub, shaded by a large umbrella. Comfortable seating areas are positioned nearby on the decking, surrounded by a tall wooden fence providing privacy and a green backdrop of trees.
Cottage in Colorado Springs
4.98 out of 5 average rating, 200 reviews

The Loft House *Downtown*HOT TUB*A/C*Private House

This beautiful private home is located in a prime location, being only two blocks from downtown, yet a full neighborhood feel. Private hot tub!!Walk to dinner or coffee! Two beds are located upstairs. Fully equipped kitchen to make cooking away from home easy. Private fenced yard with seating and a grill. Smart TV and Wifi avail. Family friendly-kids items avail. upon request. Easy access to the highway and centrally located within the city will make being a tourist easy! *non smoking property*

Top guest favourite
A retro-style kitchen is featured, highlighted by a mint green refrigerator and a white stove. Shelving holds various dishware and kitchen utensils. A potted plant is placed on the floor, adding a splash of greenery, while natural light enters through a nearby window.
Cottage in Old Colorado City
4.97 out of 5 average rating, 544 reviews

Private Cottage in Westside Colorado Springs

The cottage is perfect for solo travelers or romantic getaways; it features essential amenities and easy access to Garden of the Gods, the best hiking trails, Manitou Springs & Downtown. It's the perfect retreat or adventure basecamp for your time in the Springs. Full kitchen, streaming TV, board games, and a personalized recommendation binder for the best COS experiences. + private parking area accessed through the back alley. Remember to explore the treasure chest in the living room!

Top guest favourite
A compact kitchen is situated against a bold red wall, featuring granite countertops and stainless steel appliances. A small dining table is placed nearby, accompanied by a chair. Natural light is welcomed through large windows, while decorative art enhances the cozy atmosphere.
Cottage in Manitou Springs
4.96 out of 5 average rating, 119 reviews

The Love Shack @ Manitou Cog/Incline

*Artistic 225 sf studio cottage a block from downtown Manitou. *Perfect for hikers, runners, writers, and art lovers! ENJOY the Pottery Barn Sheets/Duvet Cover and Plush SAATVA Premium mattress! Don’t forget the Soaking Bath with salts and bubble bath! *Filtered Water Pitcher *Love Making dinner for two? You will find what you need here! *Private courtyard and sitting area - Amazing secluded sunny spot! READING! *Dedicated parking 5 feet from the gate! *Fast Wi-fi. No TV. Enjoy Nature!

Top guest favourite
The exterior of a quaint cottage is shown, featuring a light grey and blue color scheme. A welcoming front porch is adorned with a blue bench. A brick patio area, equipped with a small table and chairs, is surrounded by greenery and fencing, offering a sense of privacy.
Cottage in Old Colorado City
4.96 out of 5 average rating, 858 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!

Superhost
A charming cottage is surrounded by vibrant orange poppies and lush greenery. The entrance features a red door and blue accents, while a picnic table is visible nearby, offering an inviting outdoor space. The unpaved driveway leads to the cottage, framed by trees.
Cottage in Cascade-Chipita Park
4.84 out of 5 average rating, 289 reviews

Cottage w/Mountain Views |Perfect Couples Retreat

Charming and newly updated cottage has every amenity of a modern stay with the location and stunning views of a remote mountain retreat. Nestled at the base of Pikes Peak, this cozy getaway is perfect for couples or friends seeking adventure and relaxation. Located just 10 minutes from both Colorado Springs and Woodland Park, you’ll have easy access to the best the Pikes Peak region has to offer. Wake up to breathtaking mountain views and make memories in this idyllic setting.

Top guest favourite
A warm living area is presented with wood-paneled walls and a high ceiling. Two leather sofas are positioned around a wooden coffee table, while a lamp and framed artwork enhance the cozy atmosphere. Large windows allow natural light to brighten the space.
Cottage in Broadmoor
4.95 out of 5 average rating, 194 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.

Guest favourite
A modern kitchen features sleek gray cabinetry and a stylish backsplash with a mosaic pattern. An island with seating is complemented by pendant lighting. Appliances include a microwave and refrigerator, and natural light fills the space through a window.
Cottage in Old Colorado City
4.98 out of 5 average rating, 526 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

Guest favourite
The interior features a cozy studio layout, with a spacious bed and soft bedding. A comfortable leather couch and a dining table create a welcoming seating area. Natural light flows through the windows, highlighting the vibrant area rug and plants adorning the space.
Cottage in Colorado Springs
4.92 out of 5 average rating, 104 reviews

EntireCozyCottage by Manitou/PikesPk/GardenGods

Enjoy a stylish experience at this quiet, cozy, tiny cottage just outside of town. It has everything you need!Quaint and unique space, the cottage is located in the back alley entrance of our 1/3 acre property. There is often wildlife to be seen such as birds, squirrels, deer, also birds, bees and a few bugs. There’s a tree that provides a shaded area, and chairs to sit on and relax and enjoy outside. We love our neighbors down the alley. One of our neighbors builds tiny homes!

Top guest favourite
A warm living area is highlighted by a large sectional sofa, wooden coffee table, and a cozy ottoman. Large windows allow natural light to fill the space, complemented by a rustic wood accent wall featuring a mounted TV and electric fireplace.
Cottage in Palmer Lake
4.97 out of 5 average rating, 221 reviews

Mtn Cottage | Hot Tub, Sauna | Sunset Amphitheater

Ideal for those seeking relaxation in a charming, serene cottage surrounded by pine trees on the edge of Pike National Forest. Only 15 minutes from the new Sunset Amphitheater. Nearby hiking trails, excellent restaurants, cozy local coffee shops, and scenic Palmer Lake. 3bd/1 bath 0.4 miles - Pinecrest Wedding and Event Center Secluded Backyard Retreat with a 6-person hot tub and cedar barrel sauna On-Site Wellness Services In winter, ensure you have a 4-wheel drive vehicle.

Top guest favourite
An exterior view of the cottage features a spacious deck made of warm-toned wood. Outdoor seating, including a rocking chair and a table with an umbrella, is arranged on the patio. Lush green grass surrounds the structure, along with garden beds filled with vibrant foliage.
Cottage in Broadmoor
4.89 out of 5 average rating, 424 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!!

Superhost
A welcoming living area features a cozy seating arrangement with a black leather sofa, a colorful floral armchair, and wooden coffee table. Large glass doors provide natural light and showcase mountain views. A stone fireplace adds warmth to the space, complemented by orange curtains.
Cottage in Green Mountain Falls
4.78 out of 5 average rating, 117 reviews

Moose Cabin – Lake Views & Private Hot Tub

🌿Welcome to the Lakeside Cottages in Green Mountain Falls 🌿 Nestled in the heart of Green Mountain Falls, this cozy retreat is steps from a scenic lake and gazebo. Enjoy hot tub access, outdoor cooking facilities, and on-site laundry. Hike nearby trails or take a short drive to Colorado Springs or Manitou Springs. With mountain views and frequent wildlife sightings, this is the perfect spot to relax, recharge, and explore the beauty of Colorado.

Popular amenities for cottage rentals in Woodland Park

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Cottage rentals with a hot tub

Cottage in Cripple Creek
4.7 out of 5 average rating, 30 reviews

Favorite escape! Honeymooner’s Cozy Cottage

Top guest favourite
A bright living area features turquoise walls and a cozy sectional sofa adorned with colorful throw pillows. A coffee table holds various items, and vibrant artwork decorates the walls. Light enters through windows framed with patterned curtains, creating a welcoming space.
Cottage in Old Colorado City
4.96 out of 5 average rating, 490 reviews

3C's cottage

The charming cottage is set against a backdrop of surrounding greenery, featuring a welcoming porch enclosed by white picket fencing. Steps lead up to the entrance, and several outdoor seating areas invite relaxation amidst the natural landscape.
Cottage in El Paso County
4.84 out of 5 average rating, 284 reviews

Sun Mountain Cottage

Superhost
A cozy studio cabin is presented with wood-paneled walls and warm lighting. A spacious bed with a nature-themed blanket is positioned against the wall. A dining area with a round table and chairs is visible alongside a seating area featuring a black leather couch and a coffee table.
Cottage in Green Mountain Falls
4.62 out of 5 average rating, 122 reviews

LakeSide Beaver- Mountain Retreat & Hot Tub Access

Guest favourite
A comfortable living area features a dark blue sectional sofa adorned with yellow and neutral throw pillows. A small wooden coffee table sits in the center, surrounded by a colorful area rug. Natural light enters through large windows draped with sheer white curtains.
Cottage in Garden of the Gods
4.95 out of 5 average rating, 80 reviews

Private Cottage w Hot Tub Near Garden of the Gods

Guest favourite
A single-story cottage features a covered patio with outdoor seating. The brown exterior is complemented by large windows, allowing natural light into the space. Surrounding trees provide shade, while a gravel pathway leads to the entrance.
Cottage in Manitou Springs
4.83 out of 5 average rating, 107 reviews

Mountain Cottage with Hot Tub

Superhost
A well-equipped kitchen is visible with modern stainless steel appliances and a granite countertop. A cozy seating area is located in the background, featuring a gray sofa and a small circular table. Natural wood paneling enhances the warm feel of the studio.
Cottage in Green Mountain Falls
4.68 out of 5 average rating, 156 reviews

LakeSide Eagle - Mountain Retreat & Hot Tub Access

Top guest favourite
A charming historic cottage is framed by a decorative iron fence. The front porch, painted in vibrant blue with red accents, invites guests to relax. Surrounding greenery and seasonal flowers enhance the cottage's appeal, while a tree provides shade to the inviting entrance.
Cottage in Broadmoor
4.98 out of 5 average rating, 188 reviews

Captain Jack's Cottage in Beautiful Cheyenne Cañon

Pet-friendly cottage rentals

Guest favourite
An outdoor deck is adorned with a sturdy gas grill and a table surrounded by comfortable seating. The area is framed by wooden beams and offers expansive views of the surrounding mountains and trees.
Cottage in Cripple Creek
4.9 out of 5 average rating, 52 reviews

Colorado Vacation Rental w/ Deck & Mtn Views

Guest favourite
A light-filled living area features a white sofa facing a stone fireplace. Large windows provide natural light and views of the surrounding trees. Wooden beams span the ceiling, enhancing the cabin-like atmosphere. A wooden floor completes the inviting space.
Cottage in Green Mountain Falls
5 out of 5 average rating, 6 reviews

Beautiful Cottage in Green Mountain Falls!

Superhost
A spacious living area features a cozy brown leather sectional and a coffee table atop a textured rug. A wooden bookshelf filled with books is visible, along with a dining area that includes a table and chairs. Large windows provide natural light and a view of the outdoors.
Cottage in Broadmoor
4.87 out of 5 average rating, 341 reviews

Desirable Historic 1899 Cheyenne Canyon Cottage

Superhost
A well-lit kitchen area features white cabinets, a blue accent cabinet, and stainless steel appliances. A small dining table with two chairs is positioned nearby, while a ceiling fan promotes airflow. The flooring consists of dark, durable tiles, enhancing the cozy atmosphere.
Cottage in Colorado Springs
4.55 out of 5 average rating, 226 reviews

City Center Cottage | Netflix, Mtns & Adventure!

The exterior of the cottage is shown, featuring a combination of large windows that invite natural light and a welcoming red front door. The space is framed by greenery, enhancing the connection to nature.
Cottage in Broadmoor
4.91 out of 5 average rating, 86 reviews

Cottage in the Canyon

Guest favourite
An open kitchen and living area feature a polished concrete countertop with seating for two. Colorful chairs add vibrancy to the workspace. A large wall-mounted television is visible, along with a dining table and a patterned area rug that covers the floor.
Cottage in Old Colorado City
4.91 out of 5 average rating, 116 reviews

N3 BNB

A well-appointed kitchen features sleek white cabinetry and a spacious granite countertop. Natural light enters through a small window, highlighting the modern appliances and a coffee maker. The open layout creates a welcoming cooking space.
Cottage in Colorado Springs
4.79 out of 5 average rating, 217 reviews

Cozy Cottage in the Heart of COS | pet friendly

Superhost
A cozy living area is depicted, featuring a plush gray sofa adorned with decorative pillows. A light-colored woven coffee table rests on a patterned rug, while a stylish accent chair complements the space. Natural light flows in through large windows, enhancing the inviting ambiance.
Cottage in Old Colorado City
4.86 out of 5 average rating, 21 reviews

Old Colorado City Cottage-Shop-Dine-Explore-Tour

Private cottage rentals

Guest favourite
A fenced outdoor space features a stone patio with four metal chairs arranged around a table. The blue cottage is visible in the background, complemented by a wooden privacy fence and a grassy area.
Cottage in Old Colorado City
4.72 out of 5 average rating, 68 reviews

Cozy Colorado Springs Home

Guest favourite
The cottage features a charming front porch with white railings, surrounded by trees and a well-maintained yard. The light blue exterior is complemented by decorative trim, while the entrance door is accented with a small transom window above. A peaceful ambiance is suggested by the surrounding greenery.
Cottage in Colorado Springs
4.96 out of 5 average rating, 46 reviews

Bijou St. Cottage A-STRP-24-0601

Top guest favourite
A welcoming entrance is featured, with a wooden overhang and stone accents. Rocking chairs are arranged on either side of the front door, which is framed by black shutters. Potted greenery complements the home's façade, creating a charming entrance.
Cottage in Monument
4.97 out of 5 average rating, 33 reviews

Quaint -Farmhouse style house in Downtown Monument

Guest favourite
A welcoming entrance to the cottage features a concrete pathway leading to a light blue door. The space is framed by a wooden fence painted in yellow. Lush greenery surrounds the area, contributing to a serene environment.
Cottage in Monument
4.96 out of 5 average rating, 23 reviews

The Artist's Cottage, downtown Monument, CO

The charming cottage features a bright brick exterior with colorful trim, complemented by a wooden porch and steps leading to the entrance. A neatly trimmed bush and a low stone wall add character to the yard, while a large pine tree provides shade.
Cottage in Cripple Creek
4.76 out of 5 average rating, 29 reviews

Charming cottage in the heart of town

Superhost
Cottage in Colorado Springs
New place to stay

Whole Duplex! 3 Bedrooms, 2 Bathrooms, 4 Beds,

Guest favourite
The cottage's entrance is framed by a lush garden and tall trees, providing a natural barrier for privacy. A welcoming porch is adorned with potted plants, while steps lead to the front door, inviting guests into a serene outdoor space.
Cottage in Colorado Springs
4.95 out of 5 average rating, 150 reviews

Century Pine Cottage

An inviting entrance is framed by a white picket fence and a decorative archway labeled 'The Twilight Zone.' The charming cottage displays bear artwork and colorful flower boxes under the windows, set against a backdrop of mountain views and evergreen trees.
Cottage in Woodland Park
4.45 out of 5 average rating, 87 reviews

1BR Mountainview Dog Friendly | Patio | Firepit

Destinations to explore