Holiday houses in Simla

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Top-rated holiday rentals in Simla

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

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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
4.95 out of 5 average rating, 221 reviews

✔️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!

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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
4.99 out of 5 average rating, 221 reviews

Cozy A-Frame Retreat /Hot Tub/w-Views, Monument CO

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. 😊

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Top Guest favourite
Guesthouse in Elbert
5.0 out of 5 average rating, 59 reviews

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!

FamilyLocationCleanliness

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.
Guesthouse in Colorado Springs
4.98 out of 5 average rating, 125 reviews

The Enchanted Hobbit Cottage

An extraordinarily special place. Serene & Peaceful - Seclusion while still 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 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‘s first and foremost, an artist.

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Top Guest favourite
Home in Colorado Springs
4.96 out of 5 average rating, 102 reviews

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.

FamilyValueAir conditioning

Top Guest favourite
Cabin in Colorado Springs
5.0 out of 5 average rating, 198 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!

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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
4.99 out of 5 average rating, 329 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.

FamilyLocationQuiet

Top Guest favourite
An expansive home showcases a contemporary Southwestern design, surrounded by lush greenery. Large windows and multiple deck areas provide scenic views. An inset image reveals an indoor heated pool, framed by large windows that invite natural light and emphasize the tranquil indoor space.
Home in Colorado Springs
4.98 out of 5 average rating, 133 reviews

Hidden Gem⋆Heated Pool⋆Gorgeous Views⋆2.4 ac⋆AC⋆EV

NON-SMOKING PROPERTY. Located in Erindale Heights, one of the true hidden treasures of Colorado Springs. It is nestled away in a private 2.4 acres but surrounded by metropolitan amenities. Many of the area’s newest and most compelling restaurants, shopping outlets, and theaters are within 5 minutes away. It is adjacent to Austin Bluffs Open Space and Pulpit Rock Park. Garden of the Gods is within visible 8 miles distance and nearest to Air Force Academy. Non-owner-occupied permit STR-0085.

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Top Guest favourite
The exterior of a unique earthship home is framed by lush greenery and tall pine trees. Large glass windows reflect the surrounding landscape, allowing natural light to illuminate the earth-toned structure. A black door is visible at the front, alongside a small seating area.
Earthen home in Colorado Springs
5.0 out of 5 average rating, 224 reviews

Off-grid, Earthen home in the forest!

*PLEASE READ FULL DESCRIPTION BEFORE BOOKING!* An eco friendly, self sustaining, off-grid Earthship home nestled into the Black Forest of Colorado Springs. A place to ground, disconnect, and fully immerse yourself in the beauty that is Colorado. This plant filled, handcrafted home is pure magic and unlike any other stay you've experienced and we are honored to share her with you. 🤗 "The richness I achieve comes from nature, the source of my inspiration" -Monet

FamilyValueQuiet

Guest favourite
Tiny home in Peyton
4.9 out of 5 average rating, 72 reviews

Tiny A-Frame Retreat | Glamping • Hot Tub • Nature

Escape to your own tiny glass A-Frame on nearly 10 acres of pine forest. Enjoy glamping comfort with a loft bed, pullout couch, Starlink Wi-Fi, hot tub, grill, and projector for movie nights. Huge front windows offer peaceful forest views and starry skies. Explore the property, play outdoor games, or relax by the fire pit. The bathroom is about 150 ft west of the A-Frame, between the camper and the cabin. Expect fresh air, wildlife, and a few friendly bugs.

LocationValueOutdoor spaces

Top Guest favourite
The exterior of a custom brick ranch-style home is displayed, featuring multiple levels and expansive decks. Lush green landscaping surrounds the structure, with large windows reflecting the evening light. The backdrop includes a twilight sky, enhancing the serene setting.
Home in Colorado Springs
4.94 out of 5 average rating, 95 reviews

Gorgeous Estate on 186 Acre Ranch Colorado Springs

Amazing location in Black Forest only minutes from Colorado Springs, The Air Force Academy and The Flying Horse Club and Golf Course. Bordering the Flying Horse North Golf Course. All brick custom 6,700 square foot ranch style home with a gorgeous lush green grounds, tons of outdoor entertaining space, Pikes Peak Views, hot tub, pool table, skiball machine, shuffle board, steam shower. Very private home secured by access gates.

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Guest favourite
Farm stay in Calhan
4.81 out of 5 average rating, 322 reviews

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!

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Popular amenities for Simla holiday rentals