Holiday houses in Ivywild

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Top-rated holiday rentals in Ivywild

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

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Superhost

A bright living area is featured, with a comfortable white sofa and two patterned chairs that provide seating. A round coffee table sits at the center, decorated with a small tray and candles. A flat-screen TV is mounted above a cozy white brick fireplace, enhancing the space.

Bungalow in Broadmoor

Ivywild Boutique Cottage with Patio

Discover urban living in this inviting home with chic furnishings and decor, a cozy fireplace, and an outdoor living space resembling a French park with a gazebo, arbor, gravel pathways leading to a flagstone terrace, and al fresco dining. The cottage is committed to Airbnb's Enhanced Cleaning Protocol. Because of this please adhere to the posted check -in and check -out times. Alterations to these times cannot be allowed in order to follow protocol procedures and to make your stay safe and healthy. Ivywild is fast becoming the coolest neighborhood in Colorado Springs. Your Boutique Cottage is situated in the heart of this area and has many unique amenities such as full laundry room and flagstone patio for morning coffee or evening cocktails. Redesigned down to the studs with the latest technology and comforts such as WiFi, USB plugs , air conditioning and flat screen TV with HBO and Netflix. Enter the cottage with a simple access code - no key needed! The Cottage includes a full kitchen and laundry room with washer and dryer. The entire cottage is fully renovated and remodeled yet retains its original 1940s charm. There is a flagstone patio in front as well as designated guest parking provided. Since it is a single level duplex , the owner is close by should you need anything extra or would like recommendations for shopping or dining in the area . The cottage is located in the Ivywild neighborhood of the Creek District. The property is an 8 minute walk to shops, restaurants, and the local performing arts theater. The area is very walkable . Walk or bike to the Creekside District. Bikes available on request and provide a great way to get to nearby bars and restaurants with out driving.l The Cottage is equipped with extras to make your stay relaxed and enjoyable such as; Keurig coffee pods, fire logs for fireplace and laundry products for full laundry room. The kitchen is equipped with everything you'll need for preparing snacks or meals. Bathroom includes amenities such as designer shampoo, conditioner , body soap, lotion and Turkish cotton towels.

ValueFamilyBarbecue

4.86 out of 5 average rating, 364 reviews

Superhost

A welcoming living room features a comfortable gray sofa with accent pillows, a wooden coffee table, and a decorative rug. A large circular mirror hangs on the wall, and windows provide natural light to the space. An adjoining area with a hanging chair is visible.

Home in Broadmoor

Walk|Shop|Dine Ivy Wild Bungalow

☞ Walk Score 85 (Walk to Creekwalk shopping center, cafes, dining, etc.) ☞ Pet friendly (fenced in side-yard!) + views of Pikes Peak ☞ 50" Smart TV ☞ Primary King Bedroom ☞ Pull out sofa in livingroom (full size). Chair in Office Converts to Twin Sleeper ☞ Fast wifi & Private workspace 5 mins → Broadmoor Hotel 7 mins → Downtown Colorado Springs/Colorado College 10 mins → Hiking trails at Cheyenne Canyon 15 mins → Garden of the Gods / Manitou Springs / USAFA 20 mins →Colorado Springs Airport ✈

ValueLocationHeating

4.82 out of 5 average rating, 292 reviews

Guest favourite

A living area is presented with a wall-mounted television displaying streaming options. A comfortable black sofa and a red ottoman are visible. Natural light enters from a nearby window, illuminating a small desk with a chair. A cozy electric fireplace provides warmth to the space.

Guest suite in Colorado Springs

The Haven at Ivywild

Enjoy staying in a modern hideaway nestled in the heart of the Ivywild neighborhood. Walk just 1 block down to the popular Ivywild School. Drive 5 minutes to downtown, and less than 10 minutes to Cheyenne Cañon, the Broadmoor, the zoo, Old Colorado City and Manitou. You're in an ideal spot to explore much of the fantastic food, drink, hiking, and sights that CO Springs has to offer. Or sit back and enjoy a beautiful view of the front range mountains while relaxing on the patio. Permit: STR-0691

FamilyValueWi-Fi

4.95 out of 5 average rating, 387 reviews

Top Guest favourite

Bungalow in Colorado Springs

Private, Cozy House Near Downtown & Mem Hospital

Stay in a private 1920s bungalow blending historic charm, modern comfort, and thoughtful touches from local hosts who care about you! Enjoy original wood floors, a fully-equipped kitchen, fiber Wi‑Fi, dedicated workspace, A/C, walk-in shower, comfy Queen bed, off street parking, and a privacy-fenced patio. Walk to coffee, parks, and trails. The house is minutes from downtown, Garden of the Gods, Manitou Springs, Olympic Training Center, CO College, and Memorial Hospital Central. Sleeps up to 4

ValueFamilyAccuracy

4.99 out of 5 average rating, 236 reviews

Guest favourite

A modern living area features a large window that allows natural light to brighten the space. A comfortable leather sofa is complemented by a stylish coffee table and a cozy armchair. A television is positioned nearby, against a backdrop of light-colored walls and decorative artwork.

Guesthouse in Colorado Springs

New Luxury 1 - Bed Near Downtown

This brand-new build (730 sq. feet) is modern with extra touches of comfort including heated bathroom floors, a smart bathroom mirror, walk-in bedroom closet, vaulted ceilings, and a Rokutv so you can stream your favorite shows. A small private balcony and yard space mean you can enjoy the Colorado sun. Easily access everything Colorado Springs has to offer as this home is a short drive from incredible hiking as well as downtown. Please note: this home is above a garage which is used regular

ValueFamilyHospitality

4.97 out of 5 average rating, 265 reviews

Top Guest favourite

The entrance features a bright yellow exterior with blue accents, including a door framed by two potted plants. A spacious wooden deck with stairs is shown, bordered by a white railing and surrounded by greenery, creating a welcoming outdoor space.

Bungalow in Broadmoor

The Cozy Yellow Cottage

Tucked away in a mostly quiet alley in a super eclectic neighborhood, this tiny house was built before 'Tiny Houses' were even a thing. This remodeled and charming 626.5 square foot house is ALL YOURS! Close to downtown Colorado Springs, Ivywild School, the Caffeinated Cow, a library, restaurants, shopping, hiking and biking trails, leisurely and safe neighborhood walks- the sky is truly the limit on what adventures await you! City of Colorado Springs Short Term Rental Permit #A-STRP-22-0086

FamilyValueWi-Fi

4.96 out of 5 average rating, 204 reviews

Top Guest favourite

Cabin in Colorado Springs

15 min to Downtown I Romantic I Hiking I Forest

Located beside a babbling creek, our 2-bed, 2.5-bath log cabin offers a unique blend of rustic charm and modern comfort. Whether you're an avid hiker or seeking a tranquil getaway, our cabin's allure lies in its intimate connection with nature. Immerse yourself in the soothing sounds of the river, explore nearby trails and unwind on the creekside deck surrounded by the forest. Warm up by the wood-burning stove in winter. Experience the magic of Cheyenne Canyon-book for an unforgettable stay!

LocationFamilyTV

5.0 out of 5 average rating, 202 reviews

Top Guest favourite

The unique octagon structure of the Treehouse is surrounded by lush greenery, with tall trees and fog creating a serene atmosphere. The design elevates the home above the forest floor, showcasing wooden supports and inviting outdoor stairs leading up to the entrance.

Treehouse in Cascade-Chipita Park

Luxury Treehouse Retreat | Near Pikes Peak+Views

Welcome to the Treehouse - Your Colorado Getaway. Perched high in the trees with panoramic views, a HUGE bathtub, coffee bar with local coffee, two decks, and KING sized bed, you’ll never want to leave. This completely remodeled, octagon treehouse is just 15 minutes from most attractions in Colorado Springs and 5 minutes from the famous Pikes Peak Highway and gorgeous hiking trails - you are right in the middle of plenty to do while also being tucked away in your own little forest paradise.

LocationFamilyHospitality

4.99 out of 5 average rating, 332 reviews

Top Guest favourite

A hot tub with turquoise water is centrally featured, surrounded by lush green grass. Nearby, a white robe hangs on a post, while fairy lights are softly illuminated in the background, providing a serene ambiance for relaxation.

Tiny home in Broadmoor

Hovel House

Our beautiful and cozy Casa Hovel, located a hop away from the Ivywild eateries, a skip from the Broadmoor and a jump from downtown, is the ultimate place to stay for your next trip to Colorado Springs. This home is unlike any other you have experienced. Built in order to sustain efficient living, Casa Hovel has a unique, southwestern feel. The adobe exterior, colorful tiles, kiva fireplace and ceiling vigas will leave you feeling comforted and relaxed for your entire stay. STRP-25-0207

LocationValueLong stay

4.92 out of 5 average rating, 338 reviews

Guest favourite

The backyard features a private hot tub beside an outdoor dining table and firepit area, all under string lights that create a warm ambiance. A wooden fence provides seclusion, enhancing the tranquil setting surrounded by grassy areas and trees.

Home in Colorado Springs

☆Hillside Haven☆ Hot Tub┃Fire Pit┃Dog Run

STR Permit #A-STRP-23-1485 ★5 Star cleaning team trained in disinfecting + sanitation ★Walk 5 blocks to local Switchback coffee ★1.0 mile to downtown COS ★Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA ★Fenced in yard w/FIREPIT + GRILL + HOT TUB ★60" Smart TV in living room & 50" Smart TV in master w/Apps + ★FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys! ★BUSINESS: Fast wifi, keyless entry + desk area ★Equipped kitchen ★Free Colorado soda

ValueLocationSleep quality

4.95 out of 5 average rating, 441 reviews

Top Guest favourite

A cozy living area is showcased with a plush sofa adorned with two soft yellow pillows. A wooden coffee table sits in front, complemented by warm tones from the multicolored wood ceiling. A painting of serene fields is displayed on the wall, adding to the inviting atmosphere.

Guesthouse in Broadmoor

Ivywild Cottage ~ Cozy, Historic, Artistic Retreat

Come disconnect and enjoy artistically-inspired ambiance in SW Colorado Springs' charming historical Ivywild neighborhood. With optimal accessibility to Cheyenne Canyon (5 min), the Broadmoor Hotel (3 min), downtown (10 min) and Manitou Springs (15 min), our cottage is perfect for visitors seeking a unique stay. Situated behind our main house, guests have their own private driveway, outdoor patio area, and entire cottage to enjoy. Also check out our IG page, @ivywild_cottage!

ValueLocationIndoor spaces

4.98 out of 5 average rating, 105 reviews

Top Guest favourite

An outdoor seating area features a firepit surrounded by comfortable lounge furniture. A large umbrella provides shade for the dining table set with several chairs. Lush greenery is visible along the fence, and a partly cloudy sky adds to the serene ambiance.

Home in Colorado Springs

Dwntwn Bungalow w/ King Bed, Fenced Yard & Hot Tub

►Less than 1 mile from downtown ►Minutes to OTC, Short drive to Colorado College, Garden of the Gods, Pikes Peak, USAFA ►3 blocks to local coffee ►Fenced in yard with dining furniture, yard games, FIREPIT & GRILL ►Smart TVs in living room & bedroom ★BRAND NEW★ comfortable king & queen bed! ►FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys + more! ►Fully equipped kitchen ★WAFFLE MAKER★ ►BUSINESS TRAVEL: Fast WIFI, keyless entry, desk ►Free Colorado soda

LocationFamilyCheckout

4.95 out of 5 average rating, 189 reviews