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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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Cabin in Woodland Park

4.92 out of 5 average rating, 319 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!

Cabin in Woodland Park

4.96 out of 5 average rating, 171 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!

Tiny home in Woodland Park

4.92 out of 5 average rating, 138 reviews

Nature’s Dream w/ Deck + Yard + BBQ

If nature dreamed of a tiny home, this is what it would be. Unplug from all the chaos and re-connect with Nature in our tiny home located in the heart of Woodland Park, CO, minutes from Woodland Park and an 18-minute ride to Colorado Springs. Enjoy a fresh cup of coffee overlooking blue Mountain skies ❤ Fully Equipped Kitchen ❤ 55 inch curved Smart TV ❤ Coffee pods, fresh towels & essentials provided! ❤ Cozy outdoor seating + Outdoor Heater ❤ Reliable WiFi perfect for remote work ❤ Dog-friendly

Cabin in Woodland Park

4.99 out of 5 average rating, 330 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!

Cabin in Woodland Park

4.93 out of 5 average rating, 246 reviews

⋙Bear Cabin⋘ Fire pit┃Grill┃Smart TVs┃En Suite

►0.4 mi walk to Bierworks Brewery ►Short drive to CO Wolf + Wildlife Ctr, Paradox Beer, Fossil Beds, Lake George, Pikes Peak, Garden of the Gods ►Large Smart TVs in living + bedrooms w/apps like Netflix + Hulu ►Patio w/fire pit + grill ►FAMILY FRIENDLY: Pack n play, baby bath, high chair, monitors, starry night light projector, keyboard, toys + more! ►BUSINESS: Fast wifi, keyless entry + Alexa ►Equipped kitchen: french press, Keurig, waffle maker, blender + more! ►BRAND NEW comfy beds ►Dog Run

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!

Home in Woodland Park

4.94 out of 5 average rating, 145 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!

Cabin in Florissant

5 out of 5 average rating, 153 reviews

NEW! One-of-a-Kind Luxury Cabin w/Hot Tub

Relish your time in this one of a kind Luxury Cabin, affectionately called, Peaceful Pines Ridge. Nestled between Colo Spgs (45 min) & Breckenridge (60 min), this fabulous mountain retreat feels lost in the Pines but is tucked away only a mile off Hwy 24 near Lake George while nestled on 40 private acres boasting grassy meadows, rock formations, timbered canyons and ridges with a rippling stream to boot. Enjoy thousands of acres of National Forest on 3 sides w/all Technology at your fingertips!

Cabin in Woodland Park

4.98 out of 5 average rating, 168 reviews

Farmhouse-In The Heart of Town-Dogs OK-Hot Tub!

Go back in time in a 1930's Farmhouse cabin near Pikes Peak. Great location, 2 blocks from downtown and new hot tub! Walk to coffee shops, restaurants & parks. Enjoy the outdoor fresh air, hiking & fishing. Short drive to Pikes Peak & many other must see sites! Fully stocked kitchen with fun retro appliances. Dog friendly with a fenced in backyard. Enjoy an evening around the outdoor fire pit or indulge in relaxation & enjoy the remote fireplace in the bedroom. WIFI, Smart TV's and plush bed.

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

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 🤗

Tiny home in Woodland Park

4.95 out of 5 average rating, 142 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!

Vacation rentals for every style

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Stylish accommodations and amenities

Popular amenities for Woodland Park pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Palmer Lake

4.96 out of 5 average rating, 376 reviews

★Comfortable Nature Retreat★ Trails, Lake & Dining

Home in Woodland Park

4.94 out of 5 average rating, 180 reviews

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

Home in Woodland Park

4.96 out of 5 average rating, 201 reviews

Pinecone Cottage | Hot Tub | Fire Place | Dogs OK

Home in Florissant

4.92 out of 5 average rating, 143 reviews

Hot Tub * Large Kitchen * Great Views * Hiking

Home in Colorado Springs

5 out of 5 average rating, 109 reviews

Private Guest House in the Forest

Home in Woodland Park

4.9 out of 5 average rating, 129 reviews

Fall Sale!Bear Paw-Family/Pet frdly/HOT TUB!

Home in Colorado Springs

4.98 out of 5 average rating, 266 reviews

Downtown Bungalow | Hot Tub | Pet Friendly | Patio

Home in Old Colorado City

4.93 out of 5 average rating, 245 reviews

Cozy Colo Cottage with love in Old Colorado City

Pet-friendly home rentals with a pool

Townhouse in Colorado Springs

4.86 out of 5 average rating, 170 reviews

★Stylish new home close to downtown★

Home in Colorado Springs

4.96 out of 5 average rating, 104 reviews

Colorado FarmHouse Retreat

Home in Castle Rock

5 out of 5 average rating, 3 reviews

Wide Open Spaces

Cabin in Green Mountain Falls

5 out of 5 average rating, 34 reviews

Chill Holidays? Snow Problem-Your Cozy Stay Awaits

Rental unit in Colorado Springs

4.61 out of 5 average rating, 18 reviews

Mountain View Odyssey

Home in Peyton

4.92 out of 5 average rating, 12 reviews

Country Living at its Finest!

Rental unit in Colorado Springs

5 out of 5 average rating, 62 reviews

Modern Mountain Getaway- PRIVATE & PET FRIENDLY

Private, pet-friendly home rentals

Guesthouse in Palmer Lake

4.95 out of 5 average rating, 226 reviews

Quaint and Historic Studio Cabin

Cabin in Woodland Park

4.84 out of 5 average rating, 133 reviews

Pine & Pond ☆ Newly Renovated Woodland Park Cabin!

Guest suite in Larkspur

4.91 out of 5 average rating, 114 reviews

Tree Top Ranch

Guesthouse in Monument

4.85 out of 5 average rating, 244 reviews

“The Classic” Container Home, Private Hot Tub

Cabin in Cascade-Chipita Park

4.97 out of 5 average rating, 101 reviews

Chipita Park Creekside Retreat

Cabin in Florissant

4.98 out of 5 average rating, 149 reviews

Mydnyt Mtn Cabin w/Loft Private Hot Tub/No Fees

Tiny home in Florissant

4.93 out of 5 average rating, 552 reviews

Twin Rock Bunkhouse, Discounted Pricing!

Rental unit in Sedalia

4.98 out of 5 average rating, 163 reviews

South Platte Fishing Cabin

Quick stats about vacation rentals that are pet-friendly in Woodland Park

Total rentals
80 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
7.8K reviews
Family-friendly rentals
60 properties are a good fit for families
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wifi availability
80 properties include access to wifi

Destinations to explore