Pet-friendly vacation rentals in Woodland Park

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Top-rated pet-friendly home rentals in Woodland Park

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Guest favorite

Cabin in Woodland Park

4.99 out of 5 average rating, 328 reviews

✩Newly Built Cabin✩ ✔Hot Tub ✔Fireplace ✔King Beds

✩Fenced in yard w/fire pit, grill, hot tub + outdoor games✩ ►0.3 mi walk to Bierworks Brewery ►Short drive to CO Wolf + Wildlife Ctr, Paradox Beer, Fossil Beds, Lake George, Pikes Peak, Garden of the Gods ►50" Smart TVs in living room + bedrooms w/apps like Netflix + Hulu ►BRAND NEW comfy KING beds ►FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toy nook + more! ►BUSINESS: Fast wifi, keyless entry, G00gle Mini & desk ►Equipped kitchen: coffee + waffle maker, blender + more!

Guest favorite

Guesthouse in Woodland Park

4.96 out of 5 average rating, 131 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!

Guest favorite

Home in Woodland Park

4.94 out of 5 average rating, 144 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!

Guest favorite

Home in Woodland Park

4.94 out of 5 average rating, 178 reviews

Bambi Cabin: Hot Tub, Yard Games, Firepit + Grill

𓃲0.4 mi walk to Bierworks Brewery 𓃲Short drive to CO Wolf + Wildlife Ctr, Paradox Beer, Fossil Beds, Lake George, Pikes Peak, Garden of the Gods 𓃲Large Smart TVs in living + bedrooms w/apps like Netflix + Hulu 𓃲Large yard w/hot tub, yard games, fire pit, grill + wildlife visits 𓃲Fireplace 𓃲FAMILY FRIENDLY: Pack n play, bath, high chair, monitors, toys + more! 𓃲BUSINESS: Desk, Fast WIFI, keyless entry + G00gle home 𓃲Equipped kitchen: waffle maker, blender + more! 𓃲BRAND NEW comfy beds

Guest favorite

Cabin in Woodland Park

4.87 out of 5 average rating, 367 reviews

Cabin In Woodland Park with Pikes Peak View

Our Cabin was built in 1947, it is a bit of Country but was recently updated with a modern flair with cool interior barn doors and decor, but we kept the nuts and bolts of the 1940's design. It has an incredible view of Pikes Peak, Woodland Park has many restaurants, family-friendly activities. Only 25 Minutes to Colorado Springs. The Cabin is good for couples, solo adventurers, and furry friends. The cabin is cute and cozy and located just off Main Street in Woodland Park. License # 329434

Guest favorite

Tiny home in Woodland Park

4.88 out of 5 average rating, 228 reviews

Award Winning Tiny Home w/ Deck + BBQ

Nestled in Peak View Park as seen on Tiny House Expedition, you'll discover the charming tiny oasis - This ideal getaway blends the convenience of a cottage in a tiny-home village with a charming woodland setting. - Located on an exclusive private drive, surrounded by towering trees and abundant wildlife, it boasts a secluded porch offering breathtaking views of Pikes Peak Enjoy easy access to outdoor activities at Memorial Park and Rocky Mountain adventures just a few minute's drive away

Guest favorite

Tiny home in Woodland Park

4.92 out of 5 average rating, 478 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 🤗

Guest favorite

Home in Woodland Park

4.98 out of 5 average rating, 216 reviews

Black Bear Cabin above the Clouds, Woodland Park

This charming and luxurious cabin above the clouds offers all the amenities you want and all the space you need. This idyllic cabin is perfect for couples’ trips, family getaways, or snowy retreats with old friends. Just a short walk from town, Black Bear Lodge offers plenty of attractions and activities. For those looking for rest and relaxation, the storybook cabin features an open-concept kitchen with space to cook, room to chat, and a patio with seating and a hot tub to unwind in.

Guest favorite

Tiny home in Woodland Park

4.98 out of 5 average rating, 140 reviews

Charming Mountain Tiny Home with NEW HOT TUB

Welcome to Mini Maison, the coziest tiny home in Woodland Park! Whether you're looking to unwind and refresh or explore the natural beauty the area has to offer, our beautifully decorated home was curated with comfort and luxury in mind. We're located just 10 minutes from Pikes Peak, the most visited mountain in the USA. Garden of the Gods, Manitou Springs and Cave of the Winds are also nearby. Come enjoy the Colorado mountains, our private and peaceful retreat is waiting for you!

Superhost

Rental unit in Woodland Park

4.88 out of 5 average rating, 412 reviews

NEW Sauna & Private Hot Tub Overlooking Pikes Peak

This space is an entire lower level of the home with a private entrance, one bedroom, a relaxing separate living room, a private hot tub for guests, and a luxurious bathroom with indoor sauna. The front porch has beautiful views of Pike's Peak. We are minutes from downtown Woodland Park with cute local restaurants, parks and shops. We can't wait to share our favorite city with you! Safety Note: Must be able to manipulate steps without railing

Guest favorite

Cabin in Divide

4.93 out of 5 average rating, 137 reviews

The Aspen Ridge Cabin

Welcome to The Aspen Ridge Cabin! This beautiful cabin located in the Colorado mountains gives you an authentic mountain retreat near local cities. Lovely views of the woods and mountains. Located 30 minutes from historic Manitou Springs and Cripple Creek, only 15 minutes away from beautiful Woodland Park, this cabin provides a cozy romantic getaway or a fun family adventure! 2 bedrooms, 5 beds. We hope you enjoy your stay!

Guest favorite

Cabin in Divide

4.92 out of 5 average rating, 389 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!