Pet-friendly holiday rentals in Woodland Park

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Top-rated pet-friendly home rentals in Woodland Park

Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Guesthouse 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!

11–18 Jan

$238 NZD per night

Guest favourite

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!

26 Jan – 2 Feb

$293 NZD per night

Guest favourite

Tiny home in Woodland Park

4.98 out of 5 average rating, 106 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 U.S.A. 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!

4–11 Dec

$294 NZD per night

Guest favourite

Cabin in Woodland Park

4.86 out of 5 average rating, 333 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

7–14 Dec

$194 NZD 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.

20–27 Oct

$208 NZD per night

Guest favourite

Tiny home in Woodland Park

4.92 out of 5 average rating, 412 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 🤗

7–14 May

$211 NZD per night

Guest favourite

Tiny home in Florissant

4.93 out of 5 average rating, 517 reviews

Twin Rock Bunkhouse, Family, Kids & Dogs!!!

Perfect, cozy, early 1900’s Bunkhouse. Comfortable Western decor. Off the beaten path, just a few miles from restaurants and shopping. Fenced in area for dog. 45 mins to Colorado Springs, minutes to the National Monument and National Forest. Landmark rock formation and views of Pikes Peak and the continental divide from the property. Miles of hiking trails and world class fly fishing nearby. We would be happy to tell you about all our favorite places to hike, eat and play in the area.

24–31 Jul

$242 NZD per night

Guest favourite

Cabin in Woodland Park

4.94 out of 5 average rating, 107 reviews

Lost Lands Ranch, 80 Acres To Yourself!

This 600 square foot mountain cabin is equipped with a kitchen, living room, tv and internet. It's the perfect daily, or weeklong rental for the outdoor enthusiast. Excellent wifi for remote working. Other popular activities include atving, jeeping, dirt biking, hiking, snow shoeing, cross country skiing, and wildlife watching. Overlooking the mountains is a 250 sqft. deck, complete with BBQ grill and fire pit. Cabin features direct access to hundreds of miles of off-road trails.

8–15 Jun

$278 NZD per night

Superhost

Apartment in Woodland Park

4.88 out of 5 average rating, 404 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

5–12 Dec

$291 NZD per night

Guest favourite

Guesthouse in Palmer Lake

4.95 out of 5 average rating, 207 reviews

Quaint and Historic Studio Cabin

Rustic and eco-friendly this studio guesthouse overlooks the quaint town of Palmer Lake. Within walking distance of all sorts of outdoor recreation and wonderful restaurants. We're a short driving distance from Colorado Springs and the US Air Force Academy, Garden of the Gods and Pikes Peak region. It's the perfect place to relax and recreate while maintaining distance and privacy. We look forward to hosting you! Becky and Phil

3–10 May

$198 NZD 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!

27 Oct – 3 Nov

$297 NZD per night

Guest favourite

Cabin in Florissant

4.95 out of 5 average rating, 131 reviews

Red Door Cabin

While staying at Red Door Cabins you will enjoy breathtaking views, amazing rock formations, beautiful pine and aspen trees, a firepit, silence and stars. Have fun finding pieces of petrified wood, geodes, wild berries, and mushrooms on the property and surrounding area. You will get visited by deer, squirrels, maybe a family of foxes and occasionally local black bear or two. So, don’t forget your camera!

27 Dec – 3 Jan

$224 NZD per night