Cottage holiday rentals in Woodland Park

Cottage in Downtown Colorado Springs

The exterior of the cottage features a grey facade with large windows and a welcoming front door. A wooden deck with two chairs and a small table is visible, surrounded by gravel landscaping and bordered by a wooden fence.

4.96 out of 5 average rating, 154 reviews

The Cottage Downtown

This adorable cottage is a newer build Downtown. Featuring an open concept living room connected to a full size kitchen. Overlooking this space you will find a cozy loft w/ a comfy king mattress. Further into the space you’ll find a washer & dryer then the bathroom with a tub/shower combo. Finally you’ll have plenty of space to unpack in the bedroom before drifting off in the inviting queen bed. Enjoy mountain view’s from the entire cottage, deck, or anywhere in the beautifully landscaped yard.

Cottage in Manitou Springs

4.95 out of 5 average rating, 131 reviews

Love Shack: Walk to Incline, Cog, Downtown

The Love Shack is a private, 225 sf studio cottage a block from downtown Manitou. Perfect for hikers, runners, writers, naturalists, & art lovers. Luxuriate with Pottery Barn sheets/duvet cover, plush SAATVA premium mattress, and clawfoot bathtub with Epsom salts. Fast Wifi with table workspace, but no TV. Instead, take in the courtyard garden views or walk the nearby mountain trails. Love making dinner for two? You'll find all you need here. Dedicated parking is 5 feet from the gate!

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.

4.96 out of 5 average rating, 904 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!

4.87 out of 5 average rating, 147 reviews

Cozy Lakeside Cottage

Enjoy a cozy getaway at our family-friendly cottage. In winter, enjoy ice skating on the lake or snowshoeing along peaceful paths — then come back to unwind in comfort. The cottage features bunk beds for the kids, and plenty of thoughtful amenities to make your stay relaxing, with flat parking in town for easy access even when it snows. It’s the perfect blend of mountain tranquility and in-town convenience. With breathtaking mountain views License #: 000005 Come make lasting memories!

Cottage in Cascade-Chipita Park

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.

4.84 out of 5 average rating, 300 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.

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.

4.95 out of 5 average rating, 199 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.

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.

4.98 out of 5 average rating, 558 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

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.

4.89 out of 5 average rating, 440 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!!

A bright living room features large windows allowing natural light to fill the space. A comfortable leather sofa is positioned across a wooden coffee table, accompanied by a desk and chair for remote work. Soft carpeting adds warmth to the inviting atmosphere.

4.99 out of 5 average rating, 208 reviews

Private 1 bdr apartment downtown Colorado Springs

Centrally located 1 bedroom/1bath apartment. Tastefully decorated with all the amenities of being at home. Enjoy your private apartment with a full kitchen, bathroom, living room, and washer/dryer. We are located in the Old North End of Colorado Springs. Downtown is just 1 mile away and within 15 minutes of hundreds of outdoor adventures. Perfect for families visiting students at Colorado College, the Air Force Academy, and UCCS. COS permit #STR-0529

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.

4.8 out of 5 average rating, 127 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.

A designated workspace features a wooden desk paired with a brown chair. A vintage-style lamp provides illumination. Shelving units made of dark wood are filled with books and decorative items. Exposed brick adds texture to the wall, while natural light enhances the room's inviting feel.

4.94 out of 5 average rating, 349 reviews

Cottage in Cheyenne Canyon

Tucked away in the Cheyenne Mountain area of Colorado Springs, you are close to all the best attractions. The Broadmoor is just a couple minutes up the road, the Cheyenne Mountain Zoo is just beyond the world renowned hotel. Seven Falls, wonderful hiking trails, and wildlife surround you. Garden of the Gods, Pikes Peak and downtown Colorado Springs are not far from where you'll be resting your head after adventure filled days!

Cottage in Manitou Springs

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.

4.82 out of 5 average rating, 110 reviews

Mountain Cottage with Hot Tub

The Waltons Mountain cottage with hot tub is located in the foothills of the mighty Pikes Peak mountain. Sitting on almost 100 acres of private land, the cottage provides easy access to Manitou Springs and Colorado Springs. Fully furnished 2 bedroom, 1 bath cottage. Full kitchen, outdoor hot tub, incredible mountain views, Wi-Fi, and TV! Great for small families, romantic get aways, or just a relaxing weekend trip.

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

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.

4.6 out of 5 average rating, 124 reviews

LakeSide Beaver- Mountain Retreat & Hot Tub Access

Cottage in Garden of the Gods

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.

4.95 out of 5 average rating, 86 reviews

Private Cottage w Hot Tub Near Garden of the Gods

Cottage in Pleasant Valley

5 out of 5 average rating, 12 reviews

Secluded! King Bed, Hot Tub, Views, 2 Bath

4.98 out of 5 average rating, 216 reviews

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 Shooks Run

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

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.

4.69 out of 5 average rating, 170 reviews

LakeSide Eagle - Mountain Retreat & Hot Tub Access

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.

4.98 out of 5 average rating, 198 reviews

Captain Jack's Cottage in Beautiful Cheyenne Cañon

An open-concept studio cabin is furnished with a leather sofa and a wooden dining table with metal stools. Two windows provide natural light, overlooking forested views. Artwork depicting wildlife adorns the walls, while a cozy blanket is casually placed on the spacious bed.

4.69 out of 5 average rating, 75 reviews

Lakeside Wolf - Mountain Retreat & Hot Tub Access

Pet-friendly cottage rentals

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.

5 out of 5 average rating, 8 reviews

Beautiful Cottage in Green Mountain Falls!

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.

4.85 out of 5 average rating, 356 reviews

Desirable Historic 1899 Cheyenne Canyon Cottage

4.55 out of 5 average rating, 229 reviews

Downtown Cottage with Netflix TV near Old Colorado

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.

4.87 out of 5 average rating, 119 reviews

N3 BNB

4.59 out of 5 average rating, 85 reviews

Mountain Cottage! King Bed * 5 Acres

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 Downtown Colorado Springs

4.79 out of 5 average rating, 217 reviews

Cozy Cottage in the Heart of COS | pet friendly

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.

4.87 out of 5 average rating, 47 reviews

Cozy Backyard Cottage | Walk to Old Colorado City

A charming cottage exterior is presented, featuring light blue siding and a welcoming front porch with a white swing. A well-maintained garden and pathway lead to the entrance, framed by mature trees and a clear blue sky with scattered clouds.

4.85 out of 5 average rating, 59 reviews

Quaint cottage close to downtown & Old Colo City!

Private cottage rentals

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.

4.72 out of 5 average rating, 68 reviews

Cozy Colorado Springs Home

5 out of 5 average rating, 20 reviews

Mountain Bungalow

4.96 out of 5 average rating, 23 reviews

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

The Artist's Cottage, downtown Monument, CO

A wraparound porch is featured, framed by decorative columns and recessed lighting. Comfortable seating arrangements are provided under the overhang, while stone pathways lead to a landscaped yard. A clock adorns the exterior wall, complementing the charming structure's design.

Cottage in Manitou Springs

4.8 out of 5 average rating, 94 reviews

Historic Manitou Springs Victorian: Walk Downtown!

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

4.77 out of 5 average rating, 31 reviews

Charming cottage in the heart of town

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.

4.91 out of 5 average rating, 86 reviews

Cottage in the Canyon

A welcoming living room features a comfortable seating area, with a plush sofa and armchairs arranged around a wooden coffee table. Light wood flooring is complemented by a cozy area rug. Large windows provide natural light, and a flat-screen TV is mounted above a black fireplace.

4.9 out of 5 average rating, 262 reviews

Classy Cheyenne Canyon Cottage