Holiday rentals in Simla

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Simla

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

1 of 1 pages1 / 1

Top guest favourite

A custom A-frame cabin is surrounded by tall pines, featuring a sloped roof and large glass windows. A spacious deck with steps leads to outdoor seating and a hot tub, while natural stone landscaping adds to the serene setting.

Cabin in Monument

Secluded A-Frame Retreat/Hot Tub/ Cabin w-Views

Experience a true Colorado getaway with this custom built Scandinavian inspired A-frame, nestled on the Palmer Divide, located only 15 min to Colorado Springs & 30 min to S Denver. You will feel secluded within the pines with views to die for. You might see wildlife while enjoying a cup of coffee or glass of wine in the hot tub or cozied up in a blanket on the deck. First bottle of wine is on us! Hiking trails are only minutes drive from the cabin. Make sure to relax & make lots of memories. 😊

4.99 out of 5 average rating, 224 reviews

Top guest favourite

A spacious deck area is furnished with comfortable seating, including a cozy sectional and armchairs. A table sits at the center, with the surrounding view showcasing a forested landscape and distant mountains under a softly lit sky.

Home in Colorado Springs

✔️Clean★Quiet Home★King Bed★Hot Tub★Scenic Views✔️

Stay in our Newly Built Family Home ✔ 4,800 sq ft Home, Perfect for Longer Stays & Families ✔ Professionally Cleaned & Sanitized ✔ 6-person Hot Tub, Gas Fire Pit & deck with Mountain Views ✔ King Size Bed 🗲Fast WiFi - Ideal for Working Remotely ✔ Fully Equipped Kitchen Upstairs, Kitchenette Downstairs ✔ In-Suite Washer & Dryer ✔ Theater Room with Complementary Netflix on all TVs ✔ 15 Minutes from USAF Academy We know you'll love your stay. Book today to reserve our beautiful home in the woods!

4.94 out of 5 average rating, 223 reviews

Top guest favourite

The cabin's exterior showcases rustic wood siding surrounded by lush trees and large boulders. A spacious deck equipped with string lights enhances the inviting ambiance. A picnic table and a gas grill are situated on the patio, offering a charming outdoor dining experience.

Cabin in Cascade-Chipita Park

Cabin on Pikes Peak, Hot tub, Walk to Wine + Food

*Brand new nordic spa 6 person hot tub as of April 2026!* 2 bedroom, 2 bath historic cabin backs to wilderness. Enjoy amazing views of the surrounding trees and rocks. Located on Pikes Peak, Hidden Falls cabin is just 10 minutes from Manitou and Colorado Springs but it feels like a world away. Take in the views from your soak in the hot tub or under the outdoor shower. Walk to the Wines of Colorado for libations and food. The cabin is an ideal destination for a restful retreat, a romantic getawa

4.99 out of 5 average rating, 270 reviews

Top guest favourite

Guest house in Elbert

Cozy, charming carriage house on a historic farm

Welcome to Ten Arrows Ranch, an opportunity to stay on the original dairy farm resting on 20 acres in Elbert county, dating back to 1887. This charming, fully renovated cottage is more than just a place to stay-it's a living piece of Elbert County history which has been lovingly restored to maintain the charm, character and beauty of this unique property. Unplug and unwind as you enjoy our many animals, gorgeous landscape, and the peace and quiet of a beautiful valley. We can't wait to host you!

5.0 out of 5 average rating, 64 reviews

Top guest favourite

Home in Colorado Springs

Mountain Views, AF Academy, Hot tub, Fire Pit

Relax with the whole family at this peaceful place to stay. Great views and location. Close to shopping , restaurants, Air Force Academy, trails, and hiking . Easy access to I-25 to get to Colorado Springs or Denver . Master Suite with vaulted ceiling, double sided fireplace, large soaking tub, and walk-in closet. Enjoy the gourmet kitchen and coffee bar. Sit outside on the patio and enjoy the views next to the fire pit. You can walk across the street to walk or run on the trails. Safe area.

4.96 out of 5 average rating, 104 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!

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.

4.99 out of 5 average rating, 332 reviews

Top guest favourite

A uniquely shaped cottage is surrounded by tall trees, with soft lighting highlighting its architectural features. A stone pathway leads to the entrance, while decorative outdoor lights add a touch of charm to the serene woodland setting.

Guest house in Colorado Springs

The Enchanted Hobbit Cottage

An extraordinarily special place. Serene & Peaceful - Seclusion while only a few miles to Colo Springs & attractions. Pet & everything friendly. Your cottage sits on your own 3 acres, 10 acres to explore. Everything you need for a solo or couples retreat. There are playful touches everywhere (you’ll have to see it to understand). Specifically designed and built by your host – to enhance inspiration and vision. Not just pretty words, that’s the truth. Ron is first and foremost, an artist.

4.98 out of 5 average rating, 128 reviews

Top guest favourite

Home in Colorado Springs

5-Acre Retreat~Sleeps 14+~Theater~Game Rm~Fire Pit

Welcome to our 6 bedroom, 4 bathroom countryside retreat with room to gather and spread out. • Private movie theater, game room, hot tub, fire pits, and arcade fun • Huge kitchen and dining area for group meals together • Multiple living spaces plus a fenced backyard and outdoor seating • Just outside Colorado Springs, close to attractions, hiking, restaurants, and wedding venues Bring your group, settle in, and enjoy the hot tub, theater, and wide-open views.

4.95 out of 5 average rating, 111 reviews

Guest favourite

Farm stay in Calhan

The Beach House ⚓️

Our walk-in basement sleeps 6. The 1st bedroom has a queen bed and was painted by my daughter to depict an underwater aquarium. The 2nd bedroom is pleasant blue, set up for children, includes a single bed and a bunkbed. A pack and play is available for a baby. A small kitchen area includes a table for 6 and a microwave, coffee maker, hot plate, and fridge. The bathroom was recently renovated and will pamper you!

4.81 out of 5 average rating, 323 reviews

Guest favourite

The exterior of a modern two-story guest house is shown, featuring large windows and a combination of light and dark materials. The structure is situated amidst tall pine trees on a gravel driveway, with a single carport located beneath the upper level.

Home in Colorado Springs

Private House in the Forest

Our family has lived on this gorgeous, treed 5-acre property for twenty-five years. Back then, we were considered the outskirts of town. Now we have amazing amenities just a couple of miles up the road. I've been designing and building custom homes for 25 years. This home represents all of my best ideas and style. You're going to love it!

4.99 out of 5 average rating, 231 reviews

Top guest favourite

The exterior of a rustic guest house is shown, featuring a covered porch with seating and a small table. A wide driveway leads to the entrance, and a grassy area extends beyond the house. Clouds float in a blue sky above.

Cabin in Elbert

Still Water Ranch-private, beautiful location!

2 Bedroom Guest House/Bunk House located on a 60 Acre Ranch. Beautiful views, private, horses on property, great sunrises and sunsets. Convenient to Monument, Falcon, Castle Rock, Denver and Colorado Springs. Plenty of open space to enjoy and close to the mountains as well! Very Private!

4.96 out of 5 average rating, 294 reviews