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Cottage vacation rentals in Bailey

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Top-rated cottage rentals in Bailey

Guests agree: these cottages are highly rated for location, cleanliness, and more.

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Guest favorite
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, 631 reviews

Downtown Cottage

★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 favorite
An open living space features vaulted ceilings and hardwood floors. A cozy seating arrangement includes reclining chairs and a coffee table. Natural light fills the room through large windows, while a kitchenette and bathroom area are visible in the background.
Cottage in West Highland
4.97 out of 5 average rating, 801 reviews

West Highlands Home - perfect for couples

This quiet home is conveniently located (86 Walk score) in the hip West Highlands neighborhood - adjacent to Tennyson street. There are over 50 restaurants, coffee shops, and bars within a mile radius with a diverse range. You'll be less than 5 blocks from two natural grocery stores wine and liquor stores, 1 mile from Sloan's lake, a 10 minute Lyft ride from downtown Denver, and 25 minutes from Red Rocks. Perfect for couples or individuals looking for a peaceful stay in a relaxing environment.

Top guest favorite
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, 906 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!

Guest favorite
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, 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.

Top guest favorite
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, 559 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

Top guest favorite
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 Colorado Springs
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!!

Guest favorite
The cottage exterior features a green metal roof and light grey siding. Rock pathway leads to a covered front porch with two chairs. Flower boxes and vibrant landscaping enhance the entrance, surrounded by trees creating a natural setting.
Cottage in Rollinsville
4.91 out of 5 average rating, 489 reviews

The Cottage on South Beaver Creek

The Cottage on South Beaver Creek 420 friendly! Pet friendly! No pet fees! Come listen to the soothing creek just 7 miles from the Continental Divide. Located one mile off the scenic Peak to Peak Highway The cottage was built in the early 20th century. Bike, hike, Dirtbike, puff, snowmobiling, fishing, snowshoe, backpacking or just hunker down next to the creek for a getaway. 3BR, full kitchen, hot tub, fire pit, fenced yard for your pups.

Top guest favorite
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.
Cottage in Colorado Springs
4.94 out of 5 average rating, 350 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!

Guest favorite
A hot tub is situated on a deck, reflecting sunlight and surrounded by wooden fencing. The clear blue sky and distant trees are visible above, creating a serene outdoor space for relaxation.
Cottage in Buena Vista
4.82 out of 5 average rating, 474 reviews

Colorado Cottage

Come join us on our 5 acres of Pinon trees with the convenience of being 5 minutes from town. This cottage is unique with custom tile work, and handmade barn doors. Enjoy the gorgeous mountain views, and watch the wildlife roam the property. Your host family lives on property across the driveway and is happy to help should you need anything. We accept dogs, but cannot accept cats due to other guests allergies.

Top guest favorite
An aerial view of the guest house is presented, showcasing a well-maintained exterior with a patio area featuring lounge chairs and an umbrella. Surrounded by lush greenery, the property includes a grassy lawn and a wooden fence, offering a sense of seclusion.
Cottage in Colorado Springs
5 out of 5 average rating, 175 reviews

Black Forest Serenity

Black Forest Serenity is new guest house in the north end of Colorado Springs close to the USAFA. This beautiful, private and secluded guests house has its own driveway and access. If you are looking for some peaceful time away with time spent with loved ones, this is it! In addition there is another Airbnb guest house on the same property. Black Forest Tranquility Link is below https://abnb.me/QmYI2mTNs9

Top guest favorite
A vibrant flower garden is showcased, featuring a variety of blooming plants in multiple colors. Two umbrellas provide shade over the seating area, while natural stone pathways meander through the gardens. Soft lighting can be seen strung around a wooden structure in the background.
Cottage in Boulder
4.93 out of 5 average rating, 823 reviews

Unique Cottage in Boulder with Hot Tub

The cottage is located on 2 acres and only 4.5 miles to downtown Boulder. CORONOVIRUS INFO: The cottage is professionally cleaned with appropriate disinfectants (Lysol and Chlorox) and comforts and bedspreads (as well as obviously sheets, towels, bath mats) are all clean. There is enough toilet paper for your stay! :) The hot tub is safe to use and the chlorine levels are checked regularly.

Top guest favorite
A modern kitchen features sleek cabinetry, stainless steel appliances, and a spacious countertop. Natural light floods the area through skylights and large windows. A dining space with a contemporary table and chairs is visible, creating an open and inviting layout.
Cottage in Plat Park
4.98 out of 5 average rating, 219 reviews

Super-comfortable Tiny House - Platt Park D.U.

The Tiny House/Carriage House is 425 square feet of open floor plan. Comfortable contemporary efficient architecture. Great light, gorgeous kitchen, comfy beds and amenities. Close to Steam Espresso, Platt Park Brewing, Old Pearl Street District and University of Denver - great for couples, solo adventurers, business travelers.

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