Pet-friendly vacation 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 favorite

Cabin in Woodland Park

4.96 out of 5 average rating, 123 reviews

Wraparound deck, barrel sauna, hot tub +pizza oven

✩Wraparound deck w/firepit, grill, hot tub, pizza oven, sauna +outdoor games✩ ►Short drive to dining/shops/breweries, Pikes Peak, Garden of the Gods ►Ensuite baths: 1 heated floor, 1 jet tub, dual shower heads ►Gas fireplace ►Lg Smart TVs in living + bedrooms w/apps ►FAMILY: Pack n play, bath, highchair, monitors, stroller + more! ►FAMILY ROOM: Record player, costume chest, shuffle board, games ►BUSINESS: Keyless entry, G00gle Mini & desk ►Equipped kitchen: coffee + waffle maker, blender + more!

Jan 8 – 15

G$80,013 GYD per night

Guest favorite

Cabin in Woodland Park

4.93 out of 5 average rating, 273 reviews

☀𝒞𝑜𝓏𝓎 Chalet☀ ✓Hot tub ✓Play Set ✓Fenced yard

★Fenced in yard w/fire pit, grill, hot tub, play set + outdoor games★ ►3 min walk to scenic park w/lake + playground ►Short drive to CO Wolf + Wildlife Ctr, Paradox Beer, Fossil Beds, Lake George, Pikes Peak, Garden of the Gods ►65" Smart TV w/Apps like Netflix + Hulu ►BRAND NEW comfy beds ►FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys + more! ►BUSINESS: Fast wifi, keyless entry, Smart Speaker & desk ►Equipped kitchen: waffle maker, blender, Keirug, rice maker + more!

Feb 14 – 21

G$120,228 GYD per night

Guest favorite

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!

Nov 11 – 18

G$25,648 GYD 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 15 – 22

G$32,177 GYD per night

Guest favorite

Cabin in Woodland Park

4.99 out of 5 average rating, 275 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!

Feb 11 – 18

G$126,052 GYD per night

Guest favorite

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

Dec 7 – 14

G$19,552 GYD 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!

Mar 7 – 14

G$37,873 GYD per night

Guest favorite

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.

Aug 29 – Sep 5

G$25,094 GYD per night

Guest favorite

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 🤗

May 16 – 23

G$22,187 GYD per night

Guest favorite

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.

Jun 8 – 15

G$30,484 GYD per night

Guest favorite

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!

Jan 22 – 29

G$36,208 GYD per night

Guest favorite

Cabin in Florissant

4.95 out of 5 average rating, 132 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!

Mar 15 – 22

G$24,500 GYD per night