Pet-friendly holiday rentals in Woodland Park

Place to stay in Woodland Park

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.

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.

PetsOutdoor spacesBathroom

4.99 out of 5 average rating, 166 reviews

4.97 out of 5 average rating, 101 reviews

The cabin's welcoming front porch features two classic blue Adirondack chairs positioned on a striped deck. A grill sits nearby, and large windows above reflect the warm interior lighting, while the iconic A-frame structure stands out against the natural backdrop of trees.

Home in Divide

Atari | Firepit | Sauna: Stay at the Aspen Aframe!

✩This A-frame cabin is in the middle of an aspen grove surrounded by wildflowers. Enjoy smores over the fire pit, relaxing in the barrel sauna or corn hole with friends in the backyard. ✩Loft play zone: teepee, toys, books + projector ✩FAMILY FRIENDLY: Pack ’n Play, bath, monitor, booster + more! ✩Well-equipped kitchen ✩Wood Stove ✩Record Player, 50 in. Smart TV ✩Location: Short drive to CO Wolf + Wildlife Ctr, Paradox Beer Company, Fossil Beds, Mueller State Park, Pikes Peak, Garden of the Gods

PetsOutdoor spacesAccess

A modern A-frame cabin is nestled in a snowy landscape, showcasing a spacious deck and a luxurious hot tub. Nearby, a geodesic dome offers a unique stargazing experience. The backdrop features a starry sky, enhancing the serene mountain setting.

4.99 out of 5 average rating, 148 reviews

Modern A-Frame w/ Hot Tub + Stargazing Dome

☆ Featured in 5280 Magazine’s Top 5 Colorado Airbnbs ☆ ✦ Newly built modern A-frame (750 sq ft) in the Pikes Peak Region ✦ Two cozy bedrooms (including loft) ✦ Private jetted hot tub ✦ Stargazing dome ✦ Picturesque wooded lot w/ serene views ✦ Easy access to the Fossil Beds, three state parks, national forest, hiking, gold-medal fly fishing, & more ✦ Large deck w/ gas fire pit, Adirondack seating, & BBQ grill ✦ Indoor gas fireplace ✦ Full kitchen w/ coffee & tea bar ✦ Pet friendly (one dog max.)

PetsOutdoor spacesBackyard

4.95 out of 5 average rating, 115 reviews

The Cozy Pine • A/C • Game Room • Hot Tub • Views

Welcome to your mountain retreat! This cozy 4 bedroom, 2 bath cabin on nearly 6 acres of forest offers breathtaking views of Collegiate Peaks and the beauty of Florissant, CO. With vaulted ceilings, floor-to-ceiling windows, and thoughtful design, it’s ideal for year-round stays or a mountain getaway. ✔ A/C (Rare for Mtn Cabins) ✔ Deck+Hot Tub ✔ Fire Pits ✔ Game Room ✔ Outdoor Dining ✔ Gas Grill ✔ 1 King Bedroom ✔ 2 Queen Bedrooms ✔ Loft Area w/ Full Teepee Bed ✔ Full Kitchen ✔ Smart TVs ✔ WiFi

Outdoor spacesPetsCheckout

Tiny home in Woodland Park

Lil Lincoln

Gorgeous, serene environment with sights that amaze! The Lil Lincoln sits at an elevation of 9,560ft. and was originally built on the Western Slope of Colorado in the 50’s and was moved in 1965 to it’s current location near Woodland Park. The story behind the move was that a doctor moved his practice in 1959 to Woodland Park. He wanted his nurse to join him, she said she'd move if he moved her cabin. Well he did, and so did she. We HIGHLY recommend a 4WD vehicle, especially during winter. 🥶

Outdoor spacesPetsSleep quality

4.98 out of 5 average rating, 102 reviews

4.94 out of 5 average rating, 121 reviews

Home in Woodland Park

Pikes Peak View-modern-spacious-hot tub-Sleeps 8

Spectacular, private mountain getaway with an unbelievable view of Pikes Peak on 6-acres that combine open space, mountain views, and pine trees. The View from Woodland Park sits directly on the Centennial Trail. Situated in nature while only 3 miles to the heart of quaint Woodland Park and an picturesque 18-mile drive from Colorado Springs. Whether you want to relax at a private mountain retreat or stay conveniently in the heart of the southern range of the Rocky Mountains - it's perfect!

Outdoor spacesPetsHeating

4.99 out of 5 average rating, 121 reviews

Chic Rustic Retreat| HOT TUB| FENCE| Curated Stay!

The Rustic Retreat is a one of a kind cabin with special touches & elevated amenities. Set on a fully-fenced acre, you'll enjoy the peaceful, serene aspens & towering pines. Relax around the firepit, play games, or decompress in the hot tub while stargazing. Inviting live greenery throughout. Where soft elegance meets a rustic touch at a crossroads to adventure, this cabin is perfect for special occasions & getaways. Enjoy the seclusion, while still being close to attractions, & conveniences.

PetsOutdoor spacesQuiet

A two-story log cabin is illuminated at dusk, showcasing warm light shining through multiple windows. A stone pathway, bordered by stepping stones, winds gently up the grassy hill leading to the home, which is surrounded by trees.

4.83 out of 5 average rating, 112 reviews

The Sleeping Bear Lodge, Hot Tub/game room.

Bring the whole family to this spacious, beautiful, peaceful home with lots of room to enjoy the serenity of the Colorado mountains. With a fully wrap-around deck, you can relax while enjoy breathtaking views of Pike Peak. Experience a dip in the hot tub at 8900 feet while the kids are enjoying the game room playing darts, a game of pool or ping pong. Enjoy this beautiful home as being the central hub of many family activities such as Breckenridge, manitou springs,Cripple Creek and Victor.

Outdoor spacesPetsLayout

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.

4.98 out of 5 average rating, 143 reviews

Aframe | Hot Tub | Wood Fireplace | 2 decks |DogOK

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.

Outdoor spacesWalkabilityAccuracy

The exterior of the cabin showcases rustic wooden logs and a welcoming front door. A pink picket fence surrounds the property, with landscaped pathways leading to the entrance. Warm porch lights illuminate the cabin, enhancing its cozy appearance amidst the surrounding trees.

4.97 out of 5 average rating, 240 reviews

Sugar Shack -1930's Cabin-Downtown & Dog Friendly

Stunning remodeled 1930's cabin with one of the best views of Pikes Peak in town! The Sugar Shack has a hot tub with views, dog friendly with a fenced-in backyard, and foosball table for fun times. It offers unique charm and is nestled in the heart of downtown and located one block from beautiful Memorial Park and Main street. Walk to restaurants, a brewery and shopping. Watch TV on a LED smart TV's. Or catch live sporting events on Dish Satellite. Stocked kitchen for home cooked meals.

WalkabilityOutdoor spacesAccuracy

4.97 out of 5 average rating, 308 reviews

Secluded Mountain Home w/ Hot Tub, Deck & Fire Pit

Escape to the Timber A-Frame, by Forest & Peak Retreats, where luxury meets the untamed spirit of the Rockies. Discover a blend of refined elegance and mountain allure in this magazine-worthy retreat. Crafted with meticulous detail, this stylish cabin offers a sanctuary of comfort and sophistication. Indulge in the hot tub under the vast sky, explore nearby trails, and cozy up to a movie in the vaulted living room by the fire. Your perfect mountain getaway awaits at the Timber A-Frame.

WalkabilityOutdoor spacesHospitality

4.98 out of 5 average rating, 188 reviews

An open living room showcases a gas fireplace framed by stone, with large east-facing windows providing ample natural light and outdoor views. A luxurious leather sectional, two small ottomans, and a woven basket complement the cozy decor, inviting relaxation and comfort.

Chalet in Woodland Park

Pikes Peak Hideout | Hot Tub Under the Stars

Summer in the high pines means mid-70s days, cool starry nights, and windows-open sleeping while the rest of the country sweats. Mornings start with coffee on the east-facing deck — sunrise over the pines, deer and wild turkeys for company. Days are for Pikes Peak, trails all around, and downtown Woodland Park 15 minutes away. Nights end in the private hot tub under more stars than you knew existed. The Tecumseh Lodge: basecamp for a Colorado summer done right.

PetsOutdoor spacesSleep quality

Popular amenities for Woodland Park pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.92 out of 5 average rating, 199 reviews

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

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

PetsWalkabilityAir conditioning

4.99 out of 5 average rating, 103 reviews

The exterior of the charming A-frame cabin is illuminated under a starry night sky. Large windows offer glimpses of the inviting interior, while warm lights accentuate the structure's features. A deck with seating invites relaxation amidst the serene mountain surroundings.

Home in Florissant

The Timber Triangle | Theater | Hot Tub | Views

PetsOutdoor spacesCleanliness

4.96 out of 5 average rating, 152 reviews

A hot tub is positioned outdoors on a wooden deck, overlooking a serene forested area. Steam rises gently from the bubbling water, surrounded by snow-dusted trees and a clear blue sky. The space is designed for relaxation and enjoying nature.

Home in Florissant

HOT TUB!~Game Room~Family Fun~Pet's Free~Starlink

PetsWalkabilityAccess

4.96 out of 5 average rating, 462 reviews

A three-story home featuring a unique eyebrow design is surrounded by greenery and tall trees. The exterior showcases a blend of stone and wood accents, with two garage doors and a round, welcoming front door that leads into the property.

Home in Palmer Lake

★Comfortable Nature Retreat★ Trails, Lake & Dining

PetsWalkabilityBiking

4.96 out of 5 average rating, 101 reviews

An outdoor gathering area features four red chairs arranged around a square firepit. The serene landscape includes trees and rolling hills, with distant mountains visible in the background under a twilight sky.

Home in Woodland Park

Colorado Cutie HOT TUB w/ views! 1 bdrm, slps 6

Outdoor spacesConditionAccuracy

4.99 out of 5 average rating, 108 reviews

The exterior of a custom-built mountain home is showcased, featuring a combination of wood and stone materials. Large trees frame the entrance, and a two-car garage is visible. The surrounding landscape offers a glimpse of rolling hills and distant mountains under a clear blue sky.

Home in Cripple Creek

Little Topsey | Mtn Views | Secluded | Hot Tub

Outdoor spacesPetsLong stay

4.9 out of 5 average rating, 478 reviews

A single-story home features a light-colored exterior with a contrasting blue entrance door. A paved driveway leads to a two-car garage. The well-maintained front yard includes green grass and decorative shrubs, while a small seating area is positioned near the front porch.

Home in Colorado Springs

Rockrimmon Retreat Hottub - FirePit - Dog Friendly

WalkabilityOutdoor spacesLaundry

4.96 out of 5 average rating, 101 reviews

Home in Colorado Springs

Mountain Views, AF Academy, Hot tub, Fire Pit

WalkabilityOutdoor spacesBathroom

Pet-friendly home rentals with a pool

A lit hot tub is nestled on a spacious deck, surrounded by trees. Soft blue lights illuminate the water, and string lights hang overhead, creating a serene evening atmosphere. Furnished lounge areas are visible in the background, inviting relaxation.

4.94 out of 5 average rating, 263 reviews

Hot tub, mtn views, massage chair, & steam shower!

Outdoor spacesPetsBathroom

Apartment in Colorado Springs

A bright living area is furnished with a green sofa and a white slipcovered couch. A wooden coffee table sits in front. A dining table is positioned near a window, allowing natural light to illuminate the space. Decorative plates and a world map adorn the wall.

Quite spacious Apt w/Game Table, Pool, Bball court

WalkabilityOutdoor spacesLaundry

4.92 out of 5 average rating, 301 reviews

Townhouse in Colorado Springs

A spacious living area features a comfortable dark sofa and two patterned armchairs surrounding a glass coffee table. Natural light fills the room through large windows, highlighting the open concept layout that connects to the dining area and kitchen in the background.

Resort-Style Townhome | Pool, Hot Tub & Gym Access

WalkabilityPetsWi-Fi

4.87 out of 5 average rating, 196 reviews

Cabin in Cascade-Chipita Park

An expansive wooden deck features seating with Adirondack chairs, inviting relaxation. A fire pit is positioned nearby, creating a cozy atmosphere for gathering. The cabin exterior showcases a combination of dark siding and stone accents, illuminated by warm outdoor lighting.

Cortland Cabin Getaway W/ Views & Hot Tub- Pets OK

PetsOutdoor spacesCondition

4.9 out of 5 average rating, 71 reviews

Cabin in Green Mountain Falls

The open-concept kitchen and dining area feature a rustic wooden dining table surrounded by chairs, complemented by a fully equipped kitchen with modern appliances. Exposed beam ceilings and natural light from large windows create a welcoming environment, connecting the dining space to the cozy living area.

Mountain Cottage | 13 Min to Manitou

PetsWalkabilityLocation

5.0 out of 5 average rating, 51 reviews

Apartment in Colorado Springs

1BR Furnished Apartment Pet Friendly | Heated Pool

WalkabilityNearbyLocation

5.0 out of 5 average rating, 3 reviews

4.94 out of 5 average rating, 50 reviews

A private above-ground pool is featured in a fenced backyard surrounded by landscaped grass. The two-story home is visible in the background, with a wooden deck and patio furniture nearby. A swing set is also present, creating a family-friendly outdoor space.

Home in Colorado Springs

King's Oasis

Outdoor spacesPetsAir conditioning

Cabin in Cascade-Chipita Park

CASCADE RETREAT: MOUNTAIN VIEWS and GREAT LOCATION

Private, pet-friendly home rentals

An A-frame cabin is nestled among vibrant autumn foliage, with golden leaves framing the structure. The entrance features a welcoming porch adorned with wooden railings, and large windows provide glimpses of the interior. The surrounding trees create a serene, natural setting.

4.9 out of 5 average rating, 115 reviews

Woodland Park Scandi Cabin, Mtn Views & Hot Tub

Outdoor spacesGetting aroundCleanliness

Cabin in Green Mountain Falls

Mountain Splendor - Hottub+Views+Luxury+Family Fun

Outdoor spacesPetsParks

4.94 out of 5 average rating, 145 reviews

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.

4.87 out of 5 average rating, 448 reviews

Cabin with Pikes Peak View in WP License#329434

PetsWalkabilityParks

Cabin in Cascade-Chipita Park

A warm living area features large windows framing scenic views of surrounding trees. The space includes a leather sofa, a loveseat, and an accent chair arranged around a coffee table, complemented by a patterned area rug and a lamp that adds soft lighting.

The HeartRock House in Cascade

WalkabilityPetsCondition

4.9 out of 5 average rating, 157 reviews

5.0 out of 5 average rating, 445 reviews

Black Ridge Cabin|Private Hot Tub & Forest Retreat

Outdoor spacesWalkabilityHeating

A multi-level cabin is showcased with a spacious front balcony. The exterior features natural wood and stone elements, surrounded by trees. A hot tub is positioned on the lower patio, and the driveway is made of dirt, leading up to the entrance.

4.91 out of 5 average rating, 193 reviews

Peaceful Mtn Cabin*Lake Views*Little Bear Retreat

Outdoor spacesPetsLocation

4.98 out of 5 average rating, 287 reviews

Retreat at Mydnyt Mountain•Hot Tub•No Chores

Outdoor spacesPetsValue

The A-frame cabin is illuminated by warm string lights, showcasing its inviting façade against a backdrop of a colorful sunset. A private hot tub is positioned beside the cabin on a stone patio, surrounded by greenery and natural setting.