Pet-friendly holiday rentals in Woodmoor

4.96 out of 5 average rating, 313 reviews

The exterior of a charming A-frame cabin features a sloped roof and a welcoming blue facade. A small porch is adorned with potted plants, while a pathway of stone slabs leads through landscaped greenery. Sunlight filters through surrounding trees, enhancing the inviting atmosphere.

Cabin in Palmer Lake

𓃲A-Frame on Palmer Lake𓃲 Firepit┃Foosball┃Grill

★Overlooking Palmer Lake, walkable to the downtown ★Location: 1 mi to Pinecrest Event Center, 20 mins to the Air Force Academy ★Outdoors: kayaking, paddle boarding, fishing, hiking ★YARD: Fenced in w/fire pit, grill, hammock, corn hole, ladder golf, yard dice ★FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys! ★55" Smart TV w/ access to apps like Hulu + Netflix ★Fast Wifi ★Keyless Entry ★Comfortable beds ★Equipped kitchen w/waffle maker, blender + more! ★Free Colorado beer

WalkabilityPetsAir conditioning

A welcoming living space features a stone fireplace beneath a mounted television. Comfortable seating is arranged around a wooden table, and the open kitchen is equipped with stainless steel appliances and a large island for group gatherings.

4.89 out of 5 average rating, 134 reviews

Air Force proximity, fire pit, pool table

Every 10th stay is donated to Habitat for Humanity to help build homes across the Country. Have fun with the whole family at this spacious place. There are 7 bedrooms that comfortably sleep 14 people PLUS a crib and pack and play for your little ones. We have stocked the house to include everything you need for a large group to cook, entertain, and enjoy your time together. Enjoy time in our backyard with our fire pit or grill and outdoor dining for your crew. Must be 25+ to book. No parties.

PetsWalkabilityView

4.98 out of 5 average rating, 140 reviews

A cozy living area features two comfortable blue armchairs positioned alongside a small dark table. A decorative painting of deer adorns the wall, complemented by a light-colored backdrop. Natural light filters through partially sheer curtains, enhancing the warm wood flooring.

Home in Monument

Spacious 2 Bedroom Basement w/ Kitchenette & Patio

Comfy, private, & spacious basement apartment w/separate keyless entrance for easy check-in. Relax on our covered, lit patio with firepit or enjoy breathtaking mountain views from our upstairs deck. Eat & cook in our well-stocked basement kitchenette, where breakfast items, cooking ingredients, spices, & condiments will be provided. Washer/dryer & complimentary laundry supplies provided. After a great night's sleep, explore Colorado Springs or Denver with access to i25 just 5 minutes away.

PetsOutdoor spacesAir conditioning

4.96 out of 5 average rating, 102 reviews

Mountain Views, AF Academy, Hot tub, Fire Pit

Relax with the whole family at this peaceful place to stay. Great views and location. Close to shopping , restaurants, Air Force Academy, trails, and hiking . Easy access to I-25 to get to Colorado Springs or Denver . Master Suite with vaulted ceiling, double sided fireplace, large soaking tub, and walk-in closet. Enjoy the gourmet kitchen and coffee bar. Sit outside on the patio and enjoy the views next to the fire pit. You can walk across the street to walk or run on the trails. Safe area.

PetsOutdoor spacesAmenities

4.96 out of 5 average rating, 333 reviews

A spacious living area features high ceilings with large arched windows allowing ample natural light. Comfortable seating includes two patterned armchairs and a sofa, complemented by a coffee table on a cowhide rug. A stone fireplace adds a cozy touch, enhancing the wood-paneled walls.

Cabin in Palmer Lake

✷Kayak Cabin✷ Hot Tub┃Firepit┃Games┃Movie Room

★Location: 1 mi to Pinecrest Event Center, 20 mins to the Air Force Academy ★Outdoors: 0.7 mi to the lake for kayaking, 1 mi to hiking ★YARD: Fenced in w/fire pit, hot tub, hammock & games ★GARAGE w/kayaks & tennis rackets ★PORCH: Dining area, rocking chairs & grill ★FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys! ★70" Smart TV in living room & 70" Smart TV in movie room w/Apps + Cable ★Fast Wifi ★Keyless Entry ★Comfortable beds ★Equipped kitchen ★Free Colorado soda

PetsWalkabilityAccess

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!

WalkabilityPetsHot tub

Guest house in Colorado Springs

A uniquely shaped cottage is surrounded by tall trees, with soft lighting highlighting its architectural features. A stone pathway leads to the entrance, while decorative outdoor lights add a touch of charm to the serene woodland setting.

4.98 out of 5 average rating, 126 reviews

The Enchanted Hobbit Cottage

An extraordinarily special place. Serene & Peaceful - Seclusion while still only a few miles to Colo Springs & attractions. Pet & everything friendly. Your cottage sits on your own 3 acres, 10 acres to explore. Everything you need for a solo couples retreat. There are playful touches everywhere (you’ll have to see it to understand). Specifically designed and built by your host – to enhance inspiration and vision. Not just pretty words, that’s the truth. Ron‘s first and foremost, an artist.

Outdoor spacesWalkabilityQuiet

4.95 out of 5 average rating, 234 reviews

A hot tub is positioned on a deck, offering scenic views of the surrounding mountains and greenery. The bubbling water contrasts with the natural landscape, while a wooden railing provides a boundary to the spacious outdoor area.

Cabin in Palmer Lake

Hot Tub | walk to trails & lake | Pet Friendly

Relax with the whole family at this four bedroom home, tucked in the forested heart of Palmer Lake. You will have plenty of space to spread out and unwind. You will love the breathtaking view off the large deck! Explore trails in your own backyard, rent paddle boards and kyaks on the lake, and enjoy the small town eateries, coffee shop, and locally-loved ice cream parlor. If you feel like cooking at home, you will appreciate the renovated and well stocked kitchen. 5 min to Spruce Mt Ranch!

Outdoor spacesPetsCheckout

5.0 out of 5 average rating, 101 reviews

The family room features a comfortable arrangement of soft couches and decorative pillows, centered around a large flat-screen TV mounted above a stone-topped media console. Shelving units display various decorative items, and natural light is allowed in through recessed ceiling lights.

Guest suite in Larkspur

Views Galore & Mountain Luxury Near Palmer Lake

Mountain-town escape in the front-range near Palmer Lake and Perry Park with stunning views overlooking Palmer Divide and the Spruce Mountain Event Center. Nestled on the side of Spruce Mountain with easy access to Spruce Mountain Open Space Trail and many other outdoor adventures. With close proximity to Pike National Forest and Rocky Mountain National Park, Larkspur is the perfect home base for your Colorado vacation. Enjoy all this home has to offer plus an abundance of wildlife too.

Outdoor spacesPetsGetting around

4.93 out of 5 average rating, 128 reviews

A bright living area is highlighted by large windows allowing natural light to fill the space. Comfortable seating is positioned near the windows, while a round dining table is set for meals. A well-equipped kitchen is visible in the background, featuring modern appliances.

Loft in Palmer Lake

Crow's Nest

Escape to the Rocky Mountains for a relaxing stay at this lovely Palmer Lake vacation rental! This 1-bedroom, 1-bathroom apartment has all the comforts of home, including a well-equipped kitchen, a Smart TV, and a private outdoor space with beautiful views. It also offers a convenient location less than 2 miles from Palmer Lake and just a short drive from the U.S. Air Force Academy and Colorado Springs! Enjoy Colorado’s sunny weather as you explore the local trails or Garden of the Gods.

WalkabilityOutdoor spacesLocation

4.99 out of 5 average rating, 127 reviews

An outdoor seating area is furnished with a spacious sectional sofa, surrounding a fire pit with glowing flames. Warm ambient lighting from string lights enhances the serene surroundings of trees and nature visible through large glass doors.

Home in Monument

Contemporary Mtn 4BR + Hot Tub & Fire Pit & Views

• Resort‑style setting with expansive decks, fire-pits, hammocks, and a hot tub, creating elegant indoor‑outdoor spaces for relaxing, connecting, and taking in the mountain air and night sky • Architecturally interesting contemporary mountain 4‑bedroom home sleeping up to 10 just 2 exits north of the US Air Force Academy and near 6+ wedding venues • Gourmet kitchen for effortless entertaining with plenty of room to gather and play games or head out for a hike on beautiful nearby trails.

PetsWalkabilityNearby

Earthen home in Colorado Springs

The exterior of a unique earthship home is framed by lush greenery and tall pine trees. Large glass windows reflect the surrounding landscape, allowing natural light to illuminate the earth-toned structure. A black door is visible at the front, alongside a small seating area.

5.0 out of 5 average rating, 225 reviews

Off-grid, Earthen home in the forest!

*PLEASE READ FULL DESCRIPTION BEFORE BOOKING!* An eco friendly, self sustaining, off-grid Earthship home nestled into the Black Forest of Colorado Springs. A place to ground, disconnect, and fully immerse yourself in the beauty that is Colorado. This plant filled, handcrafted home is pure magic and unlike any other stay you've experienced and we are honored to share her with you. 🤗 "The richness I achieve comes from nature, the source of my inspiration" -Monet

WalkabilityOutdoor spacesComfort

Popular amenities for Woodmoor pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.94 out of 5 average rating, 151 reviews

Natural light fills a spacious living area with large windows, showcasing greenery outside. A comfortable sofa adorned with blankets is complemented by two modern armchairs. A wooden dining table is set nearby, with decorative touches including a potted plant and a wall-mounted shelf.

Home in Monument

Secluded Chalet | Hot Tub & Wraparound Porch

WalkabilityOutdoor spacesBathroom

The kitchen features wood cabinetry and granite countertops with a modern stainless-steel refrigerator and microwave. A double oven is installed beneath the countertop. The adjacent dining area showcases a wooden dining table surrounded by curved-back chairs, providing a welcoming space for meals.

4.98 out of 5 average rating, 362 reviews

The Memory Maker! 2 King Beds + Garage & Hot Tub!

PetsOutdoor spacesView

4.95 out of 5 average rating, 325 reviews

Briargate Retreat, Minutes USAFA, Food & Shopping

PetsOutdoor spacesLocation

The exterior view captures a spacious home nestled among the pines, highlighted by a wraparound deck. The design features a combination of red wood and grey siding. Surrounding natural landscapes provide a serene backdrop, enhancing the secluded feel of the property.

4.93 out of 5 average rating, 180 reviews

Sleeps 12 w/ Hot Tub! Hiking!

PetsOutdoor spacesSleep quality

4.97 out of 5 average rating, 127 reviews

Mountainview, 6 Kings, 5 baths, Hot Tub, Sleeps 14

WalkabilityOutdoor spacesComfort

4.99 out of 5 average rating, 103 reviews

Your COLORADO Home, 5 Min from AIR FORCE ACADEMY

Outdoor spacesPetsKitchen

4.95 out of 5 average rating, 249 reviews

Home in Briargate

America's Mountain Retreat

PetsWalkabilityTV

4.95 out of 5 average rating, 400 reviews

Pet-Friendly - Game Room+Arcade - Mountain Views

Outdoor spacesPetsBack garden

Pet-friendly home rentals with a pool

4.92 out of 5 average rating, 304 reviews

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.

Flat in Colorado Springs

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

Outdoor spacesPetsSkiing

4.94 out of 5 average rating, 263 reviews

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.

Cabin in Divide

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

Outdoor spacesPetsLocation

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.

4.87 out of 5 average rating, 196 reviews

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

PetsOutdoor spacesLong stay

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.

4.91 out of 5 average rating, 74 reviews

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

Outdoor spacesWalkabilityKitchen

5.0 out of 5 average rating, 5 reviews

Flat in Colorado Springs

1BR Furnished Apartment Pet Friendly | Heated Pool

WalkabilityKitchenCleanliness

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.

4.94 out of 5 average rating, 51 reviews

King's Oasis

Outdoor spacesPetsHeating

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.

4.98 out of 5 average rating, 53 reviews

Mountain Cottage | 13 Min to Manitou

WalkabilityPetsAmenities

4.67 out of 5 average rating, 3 reviews

Cabin in Larkspur

Elite Cabin with Private Hot Tub

FamilyWifiAccuracy

Private, pet-friendly home rentals

4.98 out of 5 average rating, 287 reviews

Cabin in Florissant

Retreat at Mydnyt Mountain•Hot Tub•No Chores

PetsOutdoor spacesWifi

Tiny home in Woodland Park

4.98 out of 5 average rating, 110 reviews

Lil Lincoln

Outdoor spacesPetsTV

4.97 out of 5 average rating, 311 reviews

Cabin in Divide

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

PetsWalkabilityCheck-in

Guest house in Colorado Springs

A charming yellow A-frame structure is seen amidst a snowy environment, surrounded by tall pine trees. A deck with black railing extends from the entrance, leading to a door framed in green. A warm light fixture hangs beside the door, enhancing the welcoming appearance.

4.88 out of 5 average rating, 245 reviews

Cozy, private, serene getaway in the woods

Outdoor spacesWalkabilityTV

Guest suite in Colorado Springs

A cozy basement suite is presented, featuring a sectional couch and a wall-mounted television. Shelves filled with books occupy one wall, while a dry bar with seating is visible nearby. Soft lighting contributes to a relaxed ambiance within the space.

4.94 out of 5 average rating, 352 reviews

Private, Spacious Basement Suite in N CO Springs

PetsWalkabilitySleep quality

Shipping container in Monument

An outdoor deck features a private hot tub and a grill, surrounded by wooden panels and greenery. The container home is shown with large windows, reflecting natural light. Soft evening tones illuminate the space, providing a tranquil setting for relaxation.

4.97 out of 5 average rating, 117 reviews

'Honeycomb' Luxury Container w/ Sauna & Hot Tub

PetsOutdoor spacesBack garden

4.98 out of 5 average rating, 144 reviews

The exterior of the chalet is illuminated by warm string lights at dusk, showcasing a wood and glass structure surrounded by trees. A soothing hot tub is visible on the deck, offering a perfect spot for relaxation under the evening sky.

Cabin in Woodland Park

Aframe|Hot Tub|Wood Fireplace 2 decks|Scenic views

Outdoor spacesWalkabilityWifi