Vacation rentals in Ivywild

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Top-rated vacation rentals in Ivywild

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Guest favorite
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
4.95 out of 5 average rating, 380 reviews

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

Top guest favorite
Guesthouse in Old Colorado City
4.99 out of 5 average rating, 276 reviews

Charming Guesthouse in Historic Old Colorado City!

Nestled in a peaceful, tree-lined neighborhood, this cozy guesthouse is just minutes from downtown Colorado Springs or the heart of historic Old Colorado City. Enjoy the nearby local shops, restaurants, galleries, & more. Perfect for couples or solo travelers looking for a relaxing base to explore the city. Whether you're here for outdoor adventures, a romantic getaway, or a quiet retreat, you’ll feel right at home. No pets, smoking, parties, or events. Guests must be 21+ with ID on profile.

Superhost
Home in Old Colorado City
4.9 out of 5 average rating, 131 reviews

Downtown Studio~Private Hot Tub & yard~Kitchenette

A private romantic hideaway in West Downtown Colorado Springs that is BETTER THAN A HOTEL! This moody studio was made for slow mornings, warm nights, and relaxation — with plush robes, a coffee bar and kitchenette, soft lighting, and a secluded and smoking friendly yard with your own private hot tub under string lights. 420 friendly, we are all adults here! Walking distance to coffee, dining, nightlife, Old Colorado City, and local favorites. We have strict NO PET policy, including ESA pets.

Top guest favorite
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
4.95 out of 5 average rating, 198 reviews

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

Guest favorite
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
4.98 out of 5 average rating, 259 reviews

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

Top guest favorite
Cabin in Colorado Springs
5.0 out of 5 average rating, 191 reviews

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!

Top guest favorite
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
4.99 out of 5 average rating, 327 reviews

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.

Top guest favorite
Cabin in Cascade-Chipita Park
4.95 out of 5 average rating, 238 reviews

Riverside Retreat: Hot Tub, Sauna, & Cold Plunge

With a river in the backyard next to the private hot tub and sauna, what more could you need? If you love watching local wildlife, listening the sound of the creek, and relaxing on a luxurious back patio that’s perfect for all seasons, then RiverHouse South by Forest & Peak Retreats is for you! Enjoy the full amenities of a kitchen stocked with a curator’s touch, heated towel rack, remote control gas fireplace, top-to-bottom remodel. Book RiverHouse South, by Forest & Peak Retreats, today!

Top guest favorite
The exterior of a modern black house is shown, featuring a metal roof and large windows. A concrete driveway leads up to the entrance, accompanied by an outdoor seating area with chairs and a fire pit. Surrounding greenery adds a natural touch.
Home in Colorado Springs
4.97 out of 5 average rating, 259 reviews

Casita Noir | King Bed | Fireplace | Fenced Yard

Casita Noir is a private house with high end furnishings, perfect for your next trip. Near Downtown and I25. Walkable to Prospect Lake / Memorial Park (Labor Day Lift Off), Hillside Garden for concerts / weddings, and Switchback Roasters. Custom built construction with thoughtful touches to enhance your stay. You'll wake up well rested in our very comfortable king size bed, make yourself an espresso or tea to enjoy in front of the fireplace, and at the end of the day relax on the patio.

Top guest favorite
The exterior of the home features a vibrant blue facade with contrasting red accents. A welcoming porch with a couple of chairs invites relaxation. A landscaped yard with pebbles, a small garden area, and a winding pathway enhances the curb appeal.
Apartment in Old Colorado City
4.94 out of 5 average rating, 533 reviews

★OCC Hideaway★Firepit, Grill, Backyard + Firestick

★Minutes to Garden of the Gods and so much hiking! ★Attractively located on the west side, 1 mi to downtown OCC, 1.5 mi to downtown COS ★Short drive to CO College, Manitou Springs, Pikes Peak, USAFA ★Fire pit & grill ★BRAND NEW★ comfortable bed! ★Fully equipped kitchen w/blender, toaster, coffee maker, etc ★BUSINESS TRAVEL: FAST WIFI, Alexa, phone charging station, keyless entry ★FAMILY FRIENDLY: Pack N Play & High chair ★TV w/Amazon firestick (Hulu/Netflix) ★FREE Colorado soda

Top guest favorite
A serene backyard is captured with a vibrant tree displaying golden leaves against a clear blue sky. A wooden fence encloses the area, and a carpet of fallen leaves covers the ground, creating a peaceful outdoor space perfect for relaxation.
Home in Broadmoor
4.96 out of 5 average rating, 174 reviews

Mountain Views, Close to Everything

This beautiful house tucked away in a cute neighborhood is a single level, 2 bed room, 2 bathroom single family home close to the Broadmoor Hotel and downtown Colorado Springs. Located off the main road, you will have views of the mountains and is near many Open Space areas with hiking/biking trails, rock climbing and world-class golfing and spa options. Very convenient access to all the attractions of Colorado Springs and the Pikes Peak Region.

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, 373 reviews

Cottage in Cheyenne Cañon

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!

Popular amenities for Ivywild vacation rentals