Holiday rentals in Teller County

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Top-rated holiday rentals in Teller County

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Guest favourite

Cottage in Cascade-Chipita Park

4.85 out of 5 average rating, 213 reviews

Mountain Views | Perfect Couples Get Away | Cozy

Charming and newly updated cottage has every amenity of a modern stay with the location and stunning views of a remote mountain retreat. Perfect for friends or couples, the cottage is located at the base of Pikes Peak. 10 minutes away from Colorado Springs or Woodland park you are close to all of the recreation and activities that make the Pikes Peak region special like Cheyenne Mountain Zoo, hiking trails, Pikes Peak Highway, and downtown Colorado Springs You'll love the mountain views.

10–17 Nov

$120 SGD per night

Guest favourite

Cabin in Divide

4.97 out of 5 average rating, 155 reviews

Delightful Retreat - Mtn View & Sauna on 43 acres

Welcome to your historic mountain retreat at Eagle Ridge! The cabin is a stunning 360 sq ft handcrafted woodwork home situated on a gated 43-acre estate with access to private walking trails and panoramic views of Pikes Peak that will take your breath away. The peaceful and quiet atmosphere of the cabin instantly enables one to forget about the busyness of life and rest and/or focus on a birthday, anniversary, or personal retreat. It is also a perfect home base for excursions in the area.

11–18 Jan

$237 SGD per night

Guest favourite

Guest house in Woodland Park

4.98 out of 5 average rating, 100 reviews

Rose Mountain Escape Pet friendly W/pet fee

Rose Mountain escapes has beautiful views of Aspen trees. 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. It is a small cabin with a VERY STEEP STAIRCASE to the bedroom. We have a large deck with Adirondack chairs, a gas fire pit and grill for your use. We have great WiFI. We have kitchenette, washer and dryer. Pet friendly with CLEANING FEE list pet on reservation!

16–23 Jan

$166 SGD per night

Guest favourite

Treehouse in Cascade-Chipita Park

4.99 out of 5 average rating, 176 reviews

The Treehouse, Modern Retreat with Panoramic Views

*If booking a stay for Oct.-May please carefully read winter info. Welcome to the Treehouse - the ultimate Colorado getaway. Perched high in the trees with panoramic views, 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.

22–29 Dec

$626 SGD per night

Guest favourite

Tiny home in Woodland Park

4.98 out of 5 average rating, 107 reviews

Charming Mountain Tiny Home with NEW HOT TUB

Welcome to Mini Maison, the coziest tiny home in Woodland Park! Choose your adventure when you stay here. Want to explore the natural beauty the area has to offer? We're located just 10 minutes from the entrance to Pikes Peak, the most visited mountain in the USA. Garden of the Gods, Manitou Springs and Cave of the Winds are also nearby. Need to unwind and refresh? Our beautifully decorated space has all you need if a day at home is what you desire. Your personal retreat is waiting for you!

25 Jan – 1 Feb

$202 SGD per night

Guest favourite

Cabin in Divide

4.95 out of 5 average rating, 144 reviews

Cozy A-Frame with Stunning Views of Pike's Peak

Adorable A-frame cabin with stunning views of Pikes Peak. Quaint but not too remote. Close to numerous hiking trails, fishing, and other outdoor activities. Minutes from Cripple Creek/Victor and Woodland Park. Pet-friendly without additional fees for simply bringing your fur babies on your vacation. We do not charge a cleaning fee and only ask that dishes are washed and put away, and beds are stripped with dirty linens piled in the main living area, and closing instructions are followed.

29 Aug – 5 Sep

$162 SGD per night

Guest favourite

Tiny home in Woodland Park

4.92 out of 5 average rating, 413 reviews

Wabi Sabi Tiny House - No Cleaning Fees!

I designed and built this Tiny House a few years ago! As such, it's still an ongoing work in progress and so not quite as picturesque as the finished homes you may see on TV, but it's still fully functional, cozy, and homey. To sleep, you'll have the choice of a queen size loft bed (must climb stairs to access) or a queen size (comfortable!) sofa bed on the ground floor. Located in Woodland Park, CO you have an AMAZING view of Pike's Peak and close proximity to so many adventures 🤗

16–23 May

$143 SGD per night

Guest favourite

Cabin in Woodland Park

4.97 out of 5 average rating, 179 reviews

The Potlatch Cabin

This cozy mountain hideaway is all within an hours drive or less to Pikes Peak, hiking, fishing, Garden of the Gods, Seven Falls, snowshoeing, cross country skiing, ATV and snowmobile trails, Manitou Springs, breweries, coffee shops, shopping, wine tasting and more. Relax on the front porch and enjoy the wildlife or stars. Games and books available in the cabin or snuggle by the fireplace and watch movies on the large flat screen smart television.

27 Feb – 6 Mar

$161 SGD per night

Guest favourite

Cabin in Divide

4.92 out of 5 average rating, 357 reviews

Peak View Log Home

A log cabin/lodge/antique theme throughout the entire house. King log bed in the master, log queen and twin in upstairs bedroom. Wildlife and antler accents throughout. Do a search for “Visit Teller County” for TONS of vacation ideas!!!11 miles from Cripple Creek, 15 miles to Woodland Park and 30ish to Colorado Springs. Nearby hiking trails, gold medal fishing and ATV trails make this a wonderful vacation destination!

23–30 Dec

$227 SGD per night

Guest favourite

Cabin in Cascade-Chipita Park

4.97 out of 5 average rating, 206 reviews

Closer to the sun

This cabin is perfect for a couple or single mountain get away. The neighborhood is less than 10 minutes away from Manitou Springs and Woodland Park. The cabin has its own parking, private patio, and everything you need inside. There is a comfy queen size bed with a memory foam pillow top mattress, a fully equipped kitchen for cooking your favorite meals, as well as a spacious bathroom with stand in shower.

23–30 Oct

$149 SGD per night

Guest favourite

Cabin in Divide

4.96 out of 5 average rating, 249 reviews

Best Li'l Bunkhouse on 40 Wooded Acres

This log cabin is one of four built in the late 40s or early 50s. Part of the original homestead, the cabin was renovated with reclaimed materials but updated for modern comfort. Old world charm, trim repurposed or locally milled. Located on 40 wooded acres, this is the perfect place for solitude and yet close to amenities and attractions. Sleeps 4, dining and kitchen area, dogs welcome

14–21 Oct

$163 SGD per night

Guest favourite

Cabin in Woodland Park

4.97 out of 5 average rating, 213 reviews

Lil Lincoln

The Lil Lincoln sits at an elevation of 9,560ft. and was originally built on the Western Slope of Colorado in the 50’s and was moved in 1965 to it’s current location near Woodland Park. The story behind the move was that a doctor moved his practice in 1959 to Woodland Park. He wanted his nurse to join him, she said she'd move if he moved her cabin. Well he did, and so did she.

19–26 Aug

$158 SGD per night