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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Top guest favorite
The image collage features four areas of the Tecumseh Lodge. A living room showcases a leather sectional, a stone gas fireplace, and large windows displaying snowy trees outside. The loft bedroom displays a queen bed with a cozy couch, while the downstairs master bedroom features a king-size bed and beautifully arranged bedding.
Chalet in Woodland Park
4.98 out of 5 average rating, 171 reviews

Cozy Forest Escape w/ Hot Tub & Scenic Views

Indulge in the ultimate retreat experience at the enchanting Tecumseh Lodge, nestled near Pike's Peak, a mere 15-min drive from downtown Woodland Park. Escape to a haven designed for serenity seekers, nature lovers and remote workers alike. Wake up to a golden sunrise on our spacious deck with cozy furniture and a warming space heater. In the evening, unwind in our hot tub, surrounded by all the stars & nature. Book your escape at Tecumseh Lodge for a luxurious blend of comfort and nature.

Top guest favorite
A hot tub is positioned on a deck, offering views of lush green trees and distant mountains under a partly cloudy sky. The bubbling water invites relaxation while the natural surroundings create a serene atmosphere.
Place to stay in Woodland Park
4.99 out of 5 average rating, 137 reviews

HOT TUB ~ 31 Acres ~Bring ATVs/Border Nat'l Forest

Looking for a quiet and secluded mountain getaway? This charming cabin on 31 acres that borders Pike National Forest is the perfect place to escape the hustle and bustle of everyday life. Enjoy breathtaking views of the surrounding mountains from the cabin's spacious deck, & keep an eye out for wildlife. The mountain getaway vibe is complete with a new hot tub, wood-burning stove & amazing views. You’re just a short drive from several mountain towns and 2 hours from Denver International Airport.

Top guest favorite
Tiny home in Florissant
4.93 out of 5 average rating, 620 reviews

Enjoy a Rocky Mountain winter escape

Escape to our cozy 1900s Bunkhouse! Rocky grandeur meets Colorado splendor. Western charm, stunning views of Pikes Peak & Continental Divide. Dogs (2) & horses welcome! Convenient corral nextdoor. Explore National Monument & Forest, miles of hiking trails, world-class fly fishing. Insider tips on local gems, restaurants & shops. 45 mins to Colorado Springs. Unwind under starry skies, enjoy landmark rock formations. Perfect for outdoor adventures with your furry friends! Make memories! Pets-fee

Guest favorite
The living area showcases a pair of comfortable gray sofas arranged around a coffee table. A large television displays a virtual fireplace, creating a cozy ambiance. A light fixture casts a warm glow, and a dining area with a wooden table provides additional seating.
Home in Woodland Park
4.92 out of 5 average rating, 181 reviews

Little Woody's Hideaway-(4)DownTown - 329662

License 329662. 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 for all your adventures!

Guest favorite
The interior space features wooden cabinetry and a compact kitchenette with essential appliances. A sofa is positioned nearby, and a dining table occupies one corner. Natural light floods in through multiple windows, enhancing the warm ambiance of the cabin.
Guesthouse in Woodland Park
4.94 out of 5 average rating, 177 reviews

Rose Mountain Escape Pet friendly W/pet fee

Rose Mountain escape has beautiful views. 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. Small cabin with a VERY STEEP STAIRCASE to the bedroom. We have a large deck with chairs, gas fire pit & hot tub, grill for your use. We have great WiFI. We have kitchenette, washer and dryer. Pet friendly w/ CLEANING FEE list pet on reservation! SMOKING OUTSIDE. 420 friendly.

Top guest favorite
The cabin's exterior highlights warm wooden siding and large windows, providing panoramic views of the surrounding landscape. A patio area with seating is visible, surrounded by trees and natural terrain. The hot tub is positioned nearby, enhancing the appeal of the outdoor space.
Cabin in Divide
4.98 out of 5 average rating, 176 reviews

Elk Spring Cabin, Divide home with a View

Secluded mountain cabin on 35 pristine acres with a wonderful view of Pike's Peak as a backdrop. Spring fed pond on the property and plenty of space for hiking, exploring, wildlife viewing as well as sledding and snowshoeing in the winter. Sleds, snowshoes are not provided. Elk Spring cabin has lodge decor with many handcrafted furniture pieces. Large windows in the living room to take in the view of trees and Pike's Peak. It offers seclusion yet minutes from grocery stores and restaurants.

Guest favorite
The exterior of a tiny house features a combination of green and wood paneling. Large windows allow ample natural light, while a welcoming door with steps leads inside. Gravel surrounds the house, enhancing the natural setting among surrounding trees.
Tiny home in Woodland Park
4.93 out of 5 average rating, 579 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 narrow 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 🤗

Top guest favorite
The brightly colored cabin is illuminated by string lights, creating a warm ambiance at night. A patio area is visible, featuring outdoor seating that invites relaxation. The front door is framed by a welcoming entryway, accentuated by decorative shutters.
Cabin in Woodland Park
4.97 out of 5 average rating, 223 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.

Top guest favorite
The entrance of the cabin is displayed, featuring a welcoming red door adorned with a wreath. A wooden bench with two cushions sits on a stone pathway, surrounded by trees and planters, creating an inviting outdoor space.
Cabin in Woodland Park
4.88 out of 5 average rating, 416 reviews

Cabin with Pikes Peak View in WP License#329434

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
The chalet's A-frame structure is framed by tall pine trees, showcasing large windows that invite natural light. A gentle plume of smoke is rising from the chimney, indicating a warm interior. The outdoor deck offers a seating area for relaxation amidst a scenic mountain setting.
Cabin in Woodland Park
4.98 out of 5 average rating, 107 reviews

Fireplace, Hot Tub, 2 Decks, Scenic Vws, Dogs YES

Escape to the “Blue Spruce Chalet”. A 900 sq. ft. A-frame (ish!) retreat on 2 private acres in Manitou Experimental Forest, 15 mins north of Woodland Park & steps away from world-class trails & fishing. Explore the outdoors or plan to stay in. Enjoy a fully equipped kitchen, a wood-burning stove, an outdoor firepit, 2 decks with stunning mountain & sunset views and reliably fast WiFi. Star gaze from the hot tub. You may never want to leave this slice of heaven. Perfect for a quick getaway.

Top guest favorite
Cabin in Divide
4.99 out of 5 average rating, 398 reviews

Black Ridge Cabin|Private Hot Tub & Forest Retreat

The Black Ridge Cabin - Your cozy mountain escape! 🗻Tucked in Colorado’s STUNNING Pikes Peak region 🛏️ Cozy 2BR w/queen beds on 1 private acre 🌌 Secluded hot tub under the stars 🔥 Indoor Fireplace + fast Starlink Wi-Fi 🍳 Stocked kitchen + washer/dryer 🌲Near hiking trails & hillside access with fenced yard 🚗 20 mins to Woodland Park, 2 hrs to DIA 🚶‍♂️ Walk to scenic Burgess Reservoir (no lake access) 🔥 Fire pit, outdoor dining, forest views 🅿️ Covered carport + driveway parking

Guest favorite
A modern cabin features a stone and wood exterior, accented by a spacious deck with seating and string lights. A set of wooden stairs leads up from the ground to the deck, surrounded by natural landscaping and trees.
Cabin in Cascade-Chipita Park
4.97 out of 5 average rating, 363 reviews

Luxury Mountain Cabin w/ Views, Hot Tub, Fireplace

You love mountains. We do too. But, you also love luxury. You've got good taste. That's why The Baer's Den is perfect for you. It brings to life that rare blend of modern luxury and mountain mystique only Colorado can provide. Add handcrafted sensibilities to this magazine-ready cabin and you're sure to fall in love. With nearby trails, quick access to local hot spots, and the scenic views of Rampart Range from the stylish deck, you can't miss The Baer's Den. Did we mention the hot tub?

Popular amenities for Woodland Park pet-friendly home rentals

When is the best time to visit Woodland Park?

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Avg. priceG$24,230 GYDG$22,768 GYDG$24,021 GYDG$26,110 GYDG$26,736 GYDG$29,034 GYDG$32,794 GYDG$29,034 GYDG$27,781 GYDG$26,736 GYDG$26,945 GYDG$28,199 GYD
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Quick stats about vacation rentals that are pet-friendly in Woodland Park

  • Total vacation rentals

    Explore 70 vacation rentals in Woodland Park

  • Nightly prices starting at

    Woodland Park vacation rentals start at G$10,444 GYD per night before taxes and fees

  • Verified guest reviews

    Over 7,660 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Woodland Park vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Woodland Park rentals

  • 4.8 Average rating

    Woodland Park stays are highly rated by guests—averaging 4.8 out of 5!

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