
Holiday houses in Simla
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Top-rated holiday rentals in Simla
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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

Summer Deall! Epic Views-Unique Mtn Getaway!
Epic panoramic mountain/city views-complete serenity! Your private retreat & basecamp for CO adventure! One-of-a-kind tranquil & modern mountain getaway on 40 acres bordering National Forest. *Enjoy morning coffee on your private deck or the sunset next to the fire pit w/ dramatic city & mountain vistas *At night enjoy sparkling stars & the glow of city lights below *Private hiking trails lead to a bubbling creek in the forest & feels a world away-yet it’s 8 min from town-best of both worlds

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.

✷Kayak Cabin✷ Hot Tub┃Firepit┃Games┃Movie Room
★Location: 1 mi to Pinecrest Event Center, 20 mins to the Air Force Academy ★Outdoors: 0.7 mi to the lake for kayaking, 1 mi to hiking ★YARD: Fenced in w/fire pit, hot tub, hammock & games ★GARAGE w/kayaks & tennis rackets ★PORCH: Dining area, rocking chairs & grill ★FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys! ★70" Smart TV in living room & 70" Smart TV in movie room w/Apps + Cable ★Fast Wifi ★Keyless Entry ★Comfortable beds ★Equipped kitchen ★Free Colorado beer

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.

Riverside Retreat: Hot Tub, Sauna, & Fire Pit
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!

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 Spring & 30 min to S Denver. You will feel secluded within the pines with views to die for. You might see wildlife walking by while enjoying a cup of coffee or glass of wine in the hot tub or cozied up in a blanket. First bottle of wine on us! Hiking trails are minutes drive from the cabin. Make sure to relax & make lots of memories. 😊

Country Barn House
Enjoy our country barn house close to city living. We have a beautiful location in fountain halfway between Pueblo CO and Colorado Springs CO. Not to far from Fort Carson and only 5 min from PPIR (Pikes Peak International raceway). Walking trails close by for a quick stroll. Fully equipped house with 2 queen beds for sleeping, fully equipped kitchen, and washer/dryer. The whole house is yours minus the garage but lots of outside parking. Enjoy the mountain view’s of pikes peak.

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

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!

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

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!
Popular amenities for Simla holiday rentals
Other great holiday rentals in Simla

Mountain View Cabin | Fireplace, Grill & Deck

Sunrise Studio

The Hunni-Bear Cabin W/ Views & Sauna

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

Cozy, charming carriage house on a historic farm

Brand New, Rest & Recharge (Tranquilo Place #4)

Peaceful Retreat!

Treehouse Loft | Views + Whirlpool Tub for 2
Destinations to explore
- Red Rock Canyon Open Space
- Cheyenne Mountain Zoo
- The Broadmoor World Arena
- The Broadmoor Golf Club
- Cheyenne Mountain State Park
- Cave of the Winds Mountain Park
- United States Air Force Academy
- Castlewood Canyon State Park
- Palmer Park
- Colorado Springs Pioneers Museum
- Colorado College
- Paint Mines Interpretive Park
- U.S. Olympic & Paralympic Training Center
- Miramont Castle Museum
- Ghost Town Museum
- National Museum of World War II Aviation
- Fox Run Regional Park
- Pulpit Rock Park
- Patty Jewett Golf Course
- Pizzeria Rustica
- Memorial Park
- Bear Creek Regional Park East
- America The Beautiful Park
- Overdrive Raceway





