Vacation rentals with outdoor seating in Woodland Park

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Top-rated outdoor seating rentals in Woodland Park

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Guest favorite

Guesthouse in Woodland Park

4.98 out of 5 average rating, 101 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!

Jan 16 – 23

R2,324 ZAR per night

Guest favorite

Home in Woodland Park

4.94 out of 5 average rating, 117 reviews

Little Woody's Hideaway-(4)DownTown,HotTub,pets

Cozy little 2 story home with 1 bedroom, 1 bath with a pull out sofa sleeper in the center of downtown Woodland Park. It has so much charm you will never want to leave! You have shops and restaurants a hop skip and jump away and the memorial park in your backyard and you can walk to almost EVERYTHING. You will enjoy the farmers market in the spring and summer that is a block away or sit outside and BBQ. Beautiful hikes are 5-20 mins away, we have a guide at the hideaway for all your adventures!

Feb 7 – 14

R2,932 ZAR per night

Guest favorite

Cabin in Divide

4.97 out of 5 average rating, 156 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.

Jul 10 – 17

R3,120 ZAR per night

Guest favorite

Cabin in Woodland Park

4.95 out of 5 average rating, 254 reviews

The Bobcat! Tiny Cabin with amazing views!

Welcome to The Bobcat! This mountain escape is nestled right in the middle of Woodland Park, yet feels completely secluded. This property has the feel of true Colorado seclusion while being only 20 minutes from Colorado Springs and 15 minutes from Manitou Springs. This historic cabin has over 60 years of history but was completely remodeled in 2016. Equipped with all the modern amenities a traveler could want, The Bobcat has the charm of historic cabins with a fresh remodel of the interior

Dec 5 – 12

R3,251 ZAR per night

Guest favorite

Guest suite in Woodland Park

5.0 out of 5 average rating, 221 reviews

Private Guest Suite w/Trees & Awesome Peak Views

Picture-perfect Pikes Peak views from your living room, bedroom, and covered patio of this stunning Colorado mountain home's guest suite with a classic Colorado feel. The suite includes the entire walk-out lower-level of our home. It is private, separate, and has its own entrance. With a full kitchen and central location, this is the perfect base-camp for a Colorado get-away; however, with the Ponderosa Pine, Aspen, and hiking trails right up the street, you may not want to ever leave.

Sep 1 – 8

R2,859 ZAR per night

Guest favorite

Tiny home in Woodland Park

4.93 out of 5 average rating, 198 reviews

"Luxury Mountain Retreat,Tiny Home Away from Home"

Who knew living tiny, could offer so much! Come experience it for yourself. This newly renovated home has one private bedroom with a queen size bed, loft area with two full memory foam beds (flat screens in each!). The house is fully equipped w/ appliances, toiletries, cooking accessories, and everything you need for a relaxing mountain getaway. It can accommodate up to 8 guests. Relax on one of the two patios, around the fire pit, or snuggle up for dinner and a movie on the 55" flat screen!

Jun 3 – 10

R2,644 ZAR per night

Guest favorite

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!

Nov 27 – Dec 4

R3,330 ZAR per night

Guest favorite

Guest suite in Woodland Park

5.0 out of 5 average rating, 107 reviews

Country Ridge Retreat - private guest suite

Enjoy this private, peaceful mountain guest suite walking distance from a National Forest trail. It's a 5 min. drive to downtown Woodland Park for dining or swimming at the Aquatic Center. Drive 30 min. east and you have access to all Colorado Springs has to offer including Cheyenne Mountain Zoo, Garden of the Gods, Old Colorado City, Pikes Peak and Manitou. Drive 30 min. west and you have access to State Parks, countless hiking trails, Rampart Reservoir & skiing is just a day trip away!

Aug 17 – 24

R2,491 ZAR per night

Guest favorite

Tiny home in Woodland Park

4.92 out of 5 average rating, 414 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 🤗

R1,814 ZAR per night

Guest favorite

Tiny home in Woodland Park

4.9 out of 5 average rating, 267 reviews

Tiny House 🌟 Pike’s Peak Views 🌟

Imagine waking up to the symphony of chirping birds and the scent of pine wafting through your window, all while knowing that a short stroll will lead you to conveniences like cafes, shops, and local markets. You can indulge in invigorating hikes during the day and return to unwind with a hot shower, a cozy bed, and the convenience of staying connected. Your mountain getaway doesn't have to mean sacrificing convenience-come experience the best of both worlds at our charming abode!

Oct 24 – 31

R2,058 ZAR per night

Guest favorite

Tiny home in Woodland Park

4.9 out of 5 average rating, 306 reviews

Discover the Benefits of Grounding-Heavenly Views

Come try out the healing benefits of grounding in this cozy little farmhouse nestled in the Rocky Mountains. Relax in the rocking chairs as you soak in the breathtaking view of Pikes Peak. Featured in “Out There Colorado Magazine”, Tiny Farmhouse Colorado is just minutes away from the most popular sightseeing destinations in Colorado! Loaded with full-sized appliances and all the modern conveniences of home, come experience why tiny living has become so popular!

Feb 12 – 19

R2,530 ZAR per night

Guest favorite

Cabin in Woodland Park

4.97 out of 5 average rating, 180 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.

Feb 21 – 28

R2,263 ZAR per night