Guesthouse holiday rentals in Teller County

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Top-rated Guesthouses in Teller County

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Guesthouse in Woodland Park
4.93 out of 5 average rating, 15 reviews

Pikes Peak Getaway for Two

Beautiful 11x32 studio apartment for 2 wanting to getaway! Situated at the base of Pikes Peak, it has incredible mountain view’s and is just 3.5 miles from Woodland Park. Features include 1 bedroom/living area, full kitchen, bathroom w/shower, washer/dryer and private deck. This studio is detached from the main house with its own separate entrance and sits on over 2 acres of private land. Perfect for a single person or couple looking for some peace and quiet in the mountains! Thanks for looking!

Top Guest favourite
The exterior of a southwestern-style guesthouse is displayed, featuring warm adobe walls, a front entry with blue doors, and flower boxes under the windows. A stone path leads to the entrance, bordered by lush greenery and colorful flowers.
Guesthouse in Cascade-Chipita Park
4.98 out of 5 average rating, 203 reviews

Charming Guesthouse for 2 by Pikes Peak/Mtn Views!

SOUTHWESTERN CHARM FOR 2 at PIKES PEAK! Welcome to the Sanctuary, a luxurious 1930s guesthouse at the base of Pikes Peak with MOUNTAIN VIEWS and just minutes from all COLORADO SPRINGS & MANITOU SPGS attractions, shops, restaurants, & hiking trails! AMENITIES INCLUDE: original wood floors, ceiling vigas, kiva fireplace, queen bed with luxury linens, mini kitchen stocked with gourmet coffees, teas and homemade cookies, full bath with specialty soaps/shampoos, private patio, and outdoor labyrinth.

Top Guest favourite
A private outdoor area features a hot tub surrounded by a leafy plant and softly lit with string lights. A small table and two chairs offer a cozy space for relaxation, with a colorful wall hanging adding a warm touch to the ambiance.
Guesthouse in Cascade-Chipita Park
4.83 out of 5 average rating, 287 reviews

Private Hot Tub, Sauna & Mountain Views

Winnemucca Spa's guest suite is a completely private experience with its own entrance, hot tub, wet sauna, and stunning Rocky Mountain views. Designed as a peaceful adults-only retreat, the suite is ideal for couples looking for a romantic escape or a quiet basecamp for exploring the Pikes Peak region. Whether it’s hiking forest trails, catching live music in the funky town of Manitou, or standing in awe at the towering red rocks of Garden of the Gods… the mountains are calling. Welcome home.

Top Guest favourite
Guesthouse in Woodland Park
5 out of 5 average rating, 11 reviews

Summit Studio of Woodland Park w/ Hot Tub - 338290

Hot-Tub*Gas Fireplace*WiFi*Single Story*Air Conditioning Welcome to the Summit Studio—a brand-new, thoughtfully designed retreat - cozy charm with high-end finishes. Located just minutes from Charis Bible College and within walking distance of Woodland Park’s restaurants, boutiques, and scenic parks. This studio is perfect for a romantic getaway, peaceful solo retreat, or work-from-anywhere escape. Enjoy shared outdoor features, including a brand-new hot tub w/ tiled deck & loungers + seating.

Top Guest favourite
The interior space features wooden cabinetry and a compact kitchenette with essential appliances. A sofa is positioned nearby, and a dining table occupies one corner. Natural light floods in through multiple windows, enhancing the warm ambiance of the cabin.
Guesthouse in Woodland Park
4.94 out of 5 average rating, 196 reviews

Rose Mountain Escape Pet friendly W/pet fee

Rose Mountain escape has beautiful views. Located 5 miles from Charis,, 15 mins from downtown Woodland Park & 2hrs from Breckinridge, 2 blocks from BLM land allows ATVs, Motor/Mountain bikes and walks through the forest. Small cabin with a VERY STEEP STAIRCASE to the bedroom. We have a large deck with chairs, gas fire pit & hot tub, grill for your use. We have great WiFI. We have kitchenette, washer and dryer. Pet friendly w/ CLEANING FEE list pet on reservation! SMOKING OUTSIDE. 420 friendly.

Top Guest favourite
A hot tub is featured in the foreground, surrounded by wooden decking and facing the cottage entrance. Two Adirondack chairs are positioned nearby, and the words 'WELCOME' are visible on a sign by the door. Warm light emanates from within the cottage, creating a welcoming ambiance.
Guesthouse in Cascade-Chipita Park
5 out of 5 average rating, 49 reviews

Cozy, Cottage Get-away with hot tub and views

Welcome to the cozy cottage, an ideal retreat for nature lovers and adventurers alike. Close to iconic landmarks like Pikes Peak and Garden of the Gods, with opportunities for outdoor exploration and scenic hikes. Just a short drive from downtown Colorado Springs and Manitou Springs means easy access to restaurants, shops, and other attractions while still enjoying the peaceful mountain setting. After a day of adventure, relax on your private deck with the hot tub & high-top fire pit table.

Top Guest favourite
Guesthouse in Woodland Park
5 out of 5 average rating, 18 reviews

Loft Above the Clouds

Colorado guest house, peacefully nestled in the trees and centrally located within 2 miles of Woodland Park. This home sleeps 4 adults with a king bed in the main bedroom and a comfortable queen sofa sleeper in the living room. Great restaurants just minutes away or cook in our full kitchen. We provide fresh linens and towels. We also have a washer and dryer for your longer stays. Come and enjoy our amazing view of Pikes Peak and the wildlife that comes through our property everyday.

Guesthouse in Florissant
4.75 out of 5 average rating, 4 reviews

Pikes Peak View Cabin | Elf Haus at Sky-King Ranch

Relax in this unique and tranquil sanctuary! Unique, cozy Mountain Cabin perched at 9000 ft elevation with dazzling private views of Pikes Peak, Crystal Peak, and over 500 sq miles of forest and ranges. Dead-end road, quiet drive. 2 bed/1 bath. Sleeps 4. Nothing like this fanciful handcrafted gem! Shower, fridge, 2-burner stovetop. 200-year-old recycled wood for countertops, walls, floors. Air fryer, micro, antique stovepipe, two patios. 8 min to HW 24. 90-minutes to Breckenridge.

Guest favourite
The open living area showcases a kitchenette with a mini fridge and microwave, alongside a dining table with wooden chairs. A gas fireplace adds warmth, complemented by a cozy recliner sofa. Natural light enters through a front door beside a decorative window.
Guesthouse in Cascade
5 out of 5 average rating, 17 reviews

Guest Cabin at Pikes Peak near Colorado Springs

Located in a small mountain community, this 2-room Pikes Peak Guest Cabin has a private entrance, a sitting room with recliner sofa, gas fireplace, large Cable TV/DVD player, a mini fridge and freezer, microwave, coffeemaker, table & chairs, large bathroom with double sinks, jetted tub for 2 w/mountain views, oversized shower with double sized body spray shower heads, a King bed, and a private outdoor hot tub, and free WiFi. Beautiful mountain views from both inside and outside.

Guest favourite
A lofted area is visible, featuring a spacious bed adorned with decorative pillows. A small work space with two chairs and a desk sits nearby, illuminated by pendant lights. Natural light enters through a window dressed with decorative wooden slats, accentuating the room's handcrafted details.
Guesthouse in Florissant
4.97 out of 5 average rating, 94 reviews

Ponderosa Mtn. Suite - Ski Central, Rustic Charm

Cozy mountain guest suite with handcrafted touches by Timber & Rust. The airy loft offers stunning views and peaceful wildlife sightings from the oversized bedroom windows. The cozy bunkroom offers games for all ages, while the spacious outdoor area is perfect for relaxing, exploring, and enjoying the fresh mountain air together. Blending rustic charm with modern comfort, this peaceful retreat is ideal for families or couples looking to unwind in nature.

Top Guest favourite
Guesthouse in Florissant
5 out of 5 average rating, 62 reviews

Historic Cabin on 62 Acres w/ Pikes Peak Views

Step into a true Colorado homestead on 62 private acres with stunning views of Pikes Peak. This restored 1800s cabin blends historic charm with modern comfort, surrounded by open land, mountain air, and friendly animals. Enjoy peaceful mornings, incredible sunsets, and unforgettable stargazing. Perfect for a romantic escape or quiet retreat. Guests consistently highlight the peace, animals, and views as the most memorable parts of their stay.

Guest favourite
A cozy bedroom features a queen size bed adorned with a quilt showcasing a moose design. Soft bedside lamps provide warm lighting, and wooden nightstands are placed on either side. Natural light enters through the window with softly blurred blinds.
Guesthouse in Cascade-Chipita Park
4.9 out of 5 average rating, 21 reviews

Fountain Road Retreat

Welcome to Fountain Road Retreat! Conveniently located at the base of Pikes Peak in Cascade, CO. Enjoy private entry, parking, high-speed WiFi, and streaming-ready TV (bring your logins). Relax in a peaceful private space with a well-equipped kitchen (no oven - but lots of gadgets!). Nestled near nature trails, waterfalls, and charming mountain towns—it's the perfect cozy getaway with all the essentials.

Popular amenities for Teller County guesthouses