Family-friendly holiday rentals in Woodmoor

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Woodmoor

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top guest favourite
A spacious living room features a modern sectional couch in a neutral tone, arranged for comfort. A large TV is placed on a small console, while natural light floods the space through dual glass doors, which open to an outdoor area. A potted plant adds a touch of greenery.
Home in Colorado Springs
4.99 out of 5 average rating, 235 reviews

Family-Friendly | Cozy Modern | Convenient | USAFA

Beautifully renovated, spacious private basement suite w/ high ceilings! ☆ Enjoy two bedrooms w/ comfortable sleeping for six (king bed, queen bed & twin bunks) when you book with us! ☆ Clean & family-friendly; safe/quiet neighborhood ☆ Convenient to restaurants, shopping, attractions, & USAFA w/ easy access to I-25. Air Force Academy South Gate - 7 mins Garden of the Gods - 18 mins Cheyenne Mountain Zoo - 25 mins ☆ We are 1 mile from Chapel Hills Mall as a landmark for planning your stay.

Top guest favourite
A light-filled living area features a comfortable gray sofa adorned with decorative cushions, alongside an accent chair with a floral pattern. A dark coffee table centers the space, placed on a plush gray area rug. Art with vibrant colors is displayed on the wall above.
Guest suite in Monument
4.9 out of 5 average rating, 163 reviews

The Adventurer’s Retreat

Are you looking for the perfect place to come back to after a day of adventure or just a quite serene getaway with your family? The large open space offers 2 very comfortable king beds, one is a 100% organic non-toxic pillow top mattress. You will feel like you're at home with a well equipped kitchenette, breakfast nook, and large living space along with a pool table. The apartment will make your stay not only relaxing but also fun. Our property has a playground for kids and pikes peak views!

Top guest favourite
An outdoor patio area features a round table with four chairs, shaded by a large blue umbrella. Lush green vegetation and a small stone pathway are visible, with a deck and grill in the background, offering a connection to the serene natural surroundings.
Guest suite in Palmer Lake
4.97 out of 5 average rating, 282 reviews

Studio@The Spring - a Mountain Town Oasis!

Relax and unwind in Mountain serenity. Away from it all - Near everything! Cool temps & fresh Mountain air abound in this mountain studio. Adventure on the trail's accessible just footsteps from the door. The lake and restaurants are within walking distance. Enjoy your own private patio, parking and entrance - A year-round spring runs through the backyard. Centrally located- you're close to Denver, Colorado Springs, Pueblo, the Air Force Academy and Ft. Carson. All amenities are within 10min.

Guest favourite
A charming tiny home sits nestled among tall trees, illuminated by warm lights at night. A winding path leads to the entrance, flanked by outdoor seating and soft lighting that enhances the natural surroundings.
Guest house in Monument
4.89 out of 5 average rating, 376 reviews

Monument CO - Tiny House nestled in the Pines!

Monument Colorado - Tiny Home nestled in the Pines - conveniently located near Air Force Academy, Monument, Palmer Lake, just north of Colorado Springs including Garden of the Gods, etc. 40 min south of South Denver- a quick drive to hiking and biking trails, restaurants and mountain fun! Only 3 miles from I-25 but a world away from the everyday! Can sleep up to 6 ( 2 queen beds, 1 twin and a Futon sofa) This is a non smoking home - Enjoy the peaceful mountain air in an adorable tiny house

Top guest favourite
A modern kitchen and dining area features green cabinets, stainless steel appliances, and a large dining table with bench seating. Red chairs add a pop of color, while natural light fills the space through sliding glass doors leading to an outdoor area.
Home in Monument
4.98 out of 5 average rating, 113 reviews

Family Friendly Charming +Clean 5 Bedroom House,

This 5 bedroom house has families and vacation amenities in mind! A small sitting room for coffee or conversation greets you when you walk in the door. The floor plan opens up to the living area that has a cozy couch to watch movies on and an eating area to share a meal. The kitchen is fully stocked with everything you need to prepare a meal together. The upper level has 4 bedrooms and a laundry room. There is a master suite with a king bed and a walk in closet. (no rooms on main level)

Top guest favourite
A cozy loft space features a spacious bed adorned with a colorful floral comforter and accent pillows. A white armoire stands nearby, complemented by a small kitchenette area with wood cabinetry. Soft lighting illuminates the room, enhancing a relaxed atmosphere.
Loft in Palmer Lake
4.94 out of 5 average rating, 156 reviews

The Little Brown House (that grew).

Light, airy, bright & fresh decor; cozy space with a view of Mt. Chautauqua; near Pinecrest wedding venue. Full amenities: king bed, fridge, coffee maker, microwave. Designated parking. Unlimited hiking right out the door. Variety of cuisine within walking distance: steak house, Mexican, bistro, quaint coffee bar, historic ice cream shop, full-menu restaurant overlooking the lake. Shops stocked with local artisans' works. The loft does not accommodate more than two persons--no exceptions.

Top guest favourite
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.
Guest house in Colorado Springs
4.87 out of 5 average rating, 213 reviews

Cozy, private, serene getaway in the woods

Serene studio apartment, stand alone structure in a beautiful ponderosa pine forest. This quiet apartment has a king sized bed, full bath with bathtub, a kitchenette with Keurig coffee maker, microwave, toaster oven, mini fridge, sink, dishes etc. There is a desk/ dedicated work space and Wifi. A TV, love seat and coffee table. A private neighborhood walking trail one block away that goes to a pond. Free on site parking. Coded door entry. Provided toiletries and snacks. And sunset view.

Guest favourite
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
4.92 out of 5 average rating, 278 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 favourite
Flat in Monument
4.95 out of 5 average rating, 190 reviews

Serene Stay w/ Mountain Views in Downtown Monument

Welcome to your serene private apartment overlooking the mountains in Historic Downtown Monument. This updated, upper unit has 2 bedrooms each with its own en-suite bath, and an open-concept living room/ kitchen. The deck is spacious w/ beautiful Mountain views, perfect for enjoying the Colorado sunshine! Within walking distance of Downtown Monument’s shops and restaurants as well as the Santa Fe Hiking Trail! While USAFA, N CO Springs & other attractions are all a short drive away!

Top guest favourite
A rustic wooden sign displaying the text 'Cutthroat Cove' is mounted on a textured wall. The sign features a simple fish graphic, contributing to a natural and welcoming ambiance.
Guest suite in Monument
4.99 out of 5 average rating, 146 reviews

Cutthroat Cove- Air Force Academy

Completely relax! Even if you are here for business. Cutthroat Cove is near the entrance to the Air Force Academy but feels like you are living in the woods. Private entrance (with stairs), parking space, one bedroom, one bath with a large living room area. The mini kitchen features a dishwasher, mini-fridge, toaster oven and microwave. The fireplace makes it cozy and warm and sometimes we are visited by large wildlife. Minutes from restaurants and hiking trails.

Top guest favourite
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.
Flat in Monument
4.96 out of 5 average rating, 209 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 favourite
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.
Guest suite in Colorado Springs
4.94 out of 5 average rating, 299 reviews

Private, Spacious Basement Suite in N CO Springs

Relaxing, affordable, cozy basement suite in private home with dedicated parking spot. Easy access to I-25 that affords direct travel to Colorado Springs, the AF Academy, Manitou, Castlerock and Denver. Furnished bedroom with walk-in closet, queen bed; additional queen inflatable mattress if needed. Full bathroom, tv, sectional couch w/recliners, dry bar incl microwave, water cooler, toaster oven, dorm fridge, electric kettle and coffee maker.

Popular amenities for Woodmoor family-friendly rentals

When is the best time to visit Woodmoor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$240 SGD$185 SGD$232 SGD$220 SGD$281 SGD$261 SGD$303 SGD$271 SGD$274 SGD$236 SGD$240 SGD$301 SGD
Avg. temp0°C1°C5°C9°C14°C20°C22°C21°C17°C10°C4°C0°C

Quick stats about holiday rentals that are family-friendly in Woodmoor

  • Total holiday rentals

    Explore 70 holiday rentals in Woodmoor

  • Nightly prices starting at

    Woodmoor holiday rentals start at $91 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,880 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    70 of Woodmoor holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woodmoor rentals

  • 4.9 Average rating

    Woodmoor stays are highly rated by guests – averaging 4.9 out of 5!