Family-friendly vacation rentals in Woodmoor

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Woodmoor

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Guest favorite

Guest suite in Colorado Springs

4.93 out of 5 average rating, 513 reviews

Dream Rental★Trail Access, Hot Tub, Firepit, Grill

★Direct trail access to Monument park for scenic Colorado hiking ★LOCATION - This Airbnb is situated in the upscale, historic Old North End. Minutes from Colorado College, USAFA, UCCS and downtown. Easy access to I-25 as well as shopping and dining ★Hot tub ★Big backyard with hammock, fire pit, dining furniture & grill ★Electric fireplace and 55” smart TV in living area ★42"TV w/ Roku, Access to log into your Hulu/Netflix ★Fully equipped kitchen w/waffle maker, blender, electric kettle & more!

Top guest favorite

The historic Victorian house features a prominent turret, multiple gables, and a wrap-around porch. Lush green trees surround the property, complementing the blue exterior with shingled walls. A manicured lawn stretches in front, enhancing the classic architectural details.

Guesthouse in Downtown Colorado Springs

4.97 out of 5 average rating, 430 reviews

Private Carriage House, walk to downtown Co Spgs

Permit# A-STRP-22-0164 The Carriage House is located on a beautiful property adjacent to an 1889 Queen Anne Victorian, loaded with charm and character. It's two blocks south of Colorado College, walkable to downtown Colorado Springs, restaurants and dining, nightlife, public transportation nearby, and a 5-min drive to Old Colorado City. You’ll love the neighborhood, walkable to the urban city center, and private entrance. Our place is good for couples, solo adventurers, and business travelers.

Top guest favorite

An open-concept living area is showcased, featuring a modern kitchen with granite countertops and stainless-steel appliances. Large windows offer sweeping views of the mountain landscape, while a cozy seating area invites relaxation. Natural light fills the space, enhancing its bright and airy feel.

Townhouse in Palmer Lake

4.95 out of 5 average rating, 277 reviews

The Mountain Hideaway- Views, Spa, Adventure

You will find the Mountain Hideaway tucked high in the mountains of Palmer Lake with a lake view to the East & breathtaking Rocky Mountain views to the South. Sip the complimentary wine, BBQ on the back patio and enjoy the hot tub under the stars. Perfect for hikers or mountain bikers, with a trailhead just behind the house that leads up the mountain. Our town boasts great local restaurants, lake activities, and small town fun that is perfect for a quiet getaway and lots of adventure. Off I25

Guest favorite

A decorative stone bird figurine sits beside a vintage-style sign that spells 'RELAX' with mirrored letters. A small green plant in a textured glass vase adds a touch of nature to the rustic wooden shelf.

Guest suite in Monument

4.94 out of 5 average rating, 295 reviews

Windsong Suite~15 min to USAFA~2bed/2bath

New name, new furniture, same wonderful Peaceful Forest Retreat! Mother-in-law suite attached to our home in Pike National Forest! Serene living space complete w/ 2 bed, 2 bath, living room, kitchenette (no stove), deck, TV, internet & deer! Enjoy our secluded forest setting with easy access to the fun sites in Colorado Springs & the Urban delights of Denver. Relax on the deck of our wooded retreat with your morning coffee or while you grill & play corn hole after a fun day of exploring.

Top guest favorite

A cozy outdoor seating area features a round table surrounded by four chairs on a stone patio. A vibrant orange umbrella provides shade, while lush greenery and decorative elements create an inviting space. The fence adds privacy to the charming setting.

Guesthouse in Old Colorado City

4.97 out of 5 average rating, 891 reviews

Cozy Solar Cottage on the West Side

My cottage is centrally located, close to downtown--within walking distance. Garden of the Gods, road to Pikes Peak, & Colorado College are minutes away. The interior is quaint and cozy, but has a roomy kitchen, fully stocked for preparing food. The outdoor space is peaceful and relaxing. I have a detailed list of restaurants & things to do. You'll love the access to an urban trail (Monument Valley), comfy queen bed, & coffee. A coffee shop and breakfast place are within walking distance.

Superhost

A hot tub is situated on the back patio, enclosed by a wooden pergola for privacy. Surrounding greenery and a well-maintained yard enhance the tranquil setting. Water bubbles invitingly within the tub, offering a serene spot for relaxation.

Guest suite in Colorado Springs

4.86 out of 5 average rating, 1,188 reviews

⫸Cozy Retreat⫷ Fire Pit┃Peloton┃Corn Hole┃Hot Tub

Cozy In-law apt perfect for just one or two people packing a punch: massive shower, fireplace, record player, Roku TV (Hulu/Netflix) & comfiest bed! ★Walk to OTC; Short drive Dwntwn, CC, Pikes Peak, USAFA, UCCS ★YARD: Hot tub, firepit, grill, speaker, yard games, Schwinn bike ★GYM: Peloton, Treadmill & Elliptical. Jump ropes, kettle bells, speaker, Roku TV+MORE! ★DESK: printer, fast WIFI, G00gle Mini & cocktail shaker ★FAMILY: PackNplay, toys, high chair ★Kitchenette: stovetop, blender+more!

Top guest favorite

A rustic wooden lodge is framed by tall pine trees, featuring a spacious deck with well-placed seating. Soft lighting illuminates the entryway, highlighting the cabin's natural materials and inviting design. The surrounding landscape includes gravel pathways and shrubs, providing a tranquil outdoor setting.

Cabin in Larkspur

4.97 out of 5 average rating, 157 reviews

Lodge at Pinecone Hollow-sleeps 4+ & 420 friendly

Pinecone Hollow is nestled right in between Denver and Colorado Springs & has been carefully set up for those who love nature, open spaces, outdoor activities and/or just stay in and enjoy the quiet of remote living. If you want to be "Off the Grid" or just get a reprieve from the daily grind of city life, this place is it. Quiet nights, plenty of wildlife & beautiful scenic views. There is WiFi, DISH T.V and more!!! Hiking, scenic drives, bird watching, puzzles and so much more to do!

Top guest favorite

A spacious bedroom features a comfortable queen bed with crisp white linens and a green throw blanket. Natural light floods through a window dressed with sheer curtains. A wooden dresser and a small table are also present in the room, enhancing the inviting atmosphere.

Guest suite in Monument

4.93 out of 5 average rating, 268 reviews

Private Lower Level Suite with Peak Views

Clean, cozy, and comfortable private walkout basement apartment with gorgeous views of Pikes Peak and the Air Force Academy. Large bedroom with comfortable queen bed, recently updated full bathroom, kitchenette (please note, no oven or cook top), and large living space with Roku tv, fireplace, and room for more to sleep and hang out. Located in a quiet neighborhood approx. 2 miles from the Air Force Academy, with easy highway access for activities in both Denver and Colorado Springs.

Guest favorite

The exterior of a spacious home is presented, featuring a combination of earthy tones and architectural details. A large driveway leads to a two-car garage, with green grass and trees framing the property, providing a welcoming entrance and a serene setting.

Home in Colorado Springs

4.87 out of 5 average rating, 271 reviews

2 King Masters! Mtn Views *Close To AF Academy

Beautiful Custom Colorado Springs Home On 3 Acres. 2 King Master Bedrooms - separate areas of the house. Gourmet Kitchen, Large Dining & Relaxing Private Patio. 12 Minutes To Air Force Academy, 25 Minutes To Garden Of The Gods, 45 Minutes To Denver. Just north of the Air Force Academy. We often have guests here that are going to weddings/events at the Flying Horse, Younger Ranch, Spruce Mountain and Larkspur. Xbox, Foosball, Movies and board games. You'll love it!

Top guest favorite

The exterior of the home is softly illuminated at night, highlighting the entrance with wooden doors and porch. A welcoming pathway of stone leads to the porch, bordered by lush landscaping and decorative pumpkins. Tall trees surround the area, creating a serene atmosphere.

Apartment in Monument

4.96 out of 5 average rating, 198 reviews

"Private Suite in the Forest"

This private unshared 1 bedroom suite is in a home near Monument, the US Air Force Academy, Ford Amphitheatre in Colorado Springs, Castle Rock, Denver Tech Center, Restaurants/Coffee Shops/Brewery, Spruce Mountain, Fox Run Regional Park, Pike Nat. Forest, and many hiking/Nordic trails. It has great I-25 access and is comfortable, quiet, private, on a beautiful treed lot in the residential community of Woodmoor. It features a private entrance and unshared space.

Top guest favorite

A rustic wooden cabin is nestled among snow-covered trees, presenting a serene winter scene. The building features a sloped roof and a single satellite dish, surrounded by a blanket of snow on the ground. The town of Palmer Lake is visible in the background.

Guesthouse in Palmer Lake

4.95 out of 5 average rating, 237 reviews

Quaint and Historic Studio Cabin

Rustic and eco-friendly this studio guesthouse overlooks the quaint town of Palmer Lake. Within walking distance of all sorts of outdoor recreation and wonderful restaurants. We're a short driving distance from Colorado Springs and the US Air Force Academy, Garden of the Gods and Pikes Peak region. It's the perfect place to relax and recreate while maintaining distance and privacy. We look forward to hosting you! Becky and Phil

Guest favorite

A cozy living room features a futon, coffee table, and a small lamp, creating a functional and inviting space. The neutral walls are complemented by a decorative rug and artwork. A door provides natural light and access to the outside, enhancing the room's atmosphere.

Guest suite in Colorado Springs

4.92 out of 5 average rating, 432 reviews

Cozy Private Suite - View of Pikes Peak!

Nestle in at the Stone Falcon private suite with 528 sq ft including kitchenette, living room, bedroom, bathroom and outside sitting area with a view of Pikes Peak all within minutes of the Air Force Academy, Garden of the Gods and Black Forest. Enjoy all the amenities of the city on a one acre lot and you won't even know you're in the middle of a bustling town! Permit # A-STRP-25-0058