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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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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, 778 reviews

West Highlands Home - perfect for couples

This quiet home is conveniently located (84- 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.

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
4.85 out of 5 average rating, 294 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, 536 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 favorite
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
4.9 out of 5 average rating, 111 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 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 Broadmoor
4.89 out of 5 average rating, 430 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!!

Top 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, 477 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 lush garden path winds through dense greenery, leading to a vibrant orange cottage. The area is dotted with various plants and shrubs, creating a natural and inviting space. Sunlight filters through the trees, casting soft shadows along the walkway.
Cottage in Denver
4.93 out of 5 average rating, 783 reviews

LoHi Secret Garden at Mulberry at Denver Cottages

Enjoy our oasis in the city and stay at one of the founding Airbnb rentals. We love to enjoy the famous Colorado weather and believe in indoor & outdoor living. We are located next to downtown and in the revitalized neighborhood of lower highlands. Short walks to coffee shops, restaurants & microbrews, dispensary, Bug Theater & downtown. We are 420 (outdoors only), LBGTQ friendly, allergy-free, fragrance-free & pet-free. UVC w/ Ozone sterilization.

Top guest favorite
The exterior of the newly built cottage features a striking red front door and a modern two-story design. Flanked by two sturdy columns, the entrance is complemented by a small patio area with two chairs. A stone walkway leads up to the home, enhancing its welcoming appeal.
Cottage in Colorado Springs
5 out of 5 average rating, 200 reviews

Fun Modern Cottage W/Mountain Views & King Beds

This unique newly built cottage is located a short distance from the vibrant culture & attractions of downtown Colorado Springs. The home is tucked away on a quiet street W/ incredible views of Pikes Peak. Our uniquely designed home has fun touches throughout. We have created a cozy whimsical place to stay. Enjoy nearby restaurants, city parks & golf, shopping, the Olympic Training Center, Memorial Park, Ed Robson Hockey arena, & Colorado College.

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 Broadmoor
4.94 out of 5 average rating, 335 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
4.83 out of 5 average rating, 456 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
A spacious outdoor area is shown, featuring a well-maintained lawn and a gravel driveway leading to a guest house. Sunlight filters through the trees, creating dappled light on the ground. An umbrella-covered seating area is visible, enhancing the inviting outdoor environment.
Cottage in Colorado Springs
5 out of 5 average rating, 168 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

Guest favorite
A spacious living area features a large, sectional sofa and a cozy armchair in vibrant purple. A round coffee table sits at the center, complemented by warm wood flooring. Natural light filters through the windows, highlighting the welcoming ambiance of the room.
Cottage in Colorado Springs
4.93 out of 5 average rating, 484 reviews

Cozy Cottage Walking Distance to Downtown

Relax and unwind after a long day of taking in the local sites in this bright and airy 1900's cottage. Located just one block from the extensive Shook's Run walking and hiking trail and a quick 10 minute walk from the heart of Downtown Colorado Springs, this charming little house is close to all the numerous outdoor activities and dining and shopping our city has to offer. City permit #A-STRP-24-0774

Popular amenities for Bailey cottage rentals

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  4. Park County
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