Holiday rentals in Woodmoor

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Top-rated holiday rentals in Woodmoor

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
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
4.96 out of 5 average rating, 301 reviews

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

Guest favourite
Home in Monument
4.91 out of 5 average rating, 235 reviews

Peaceful Forest feel/Hidden but close/10mi USAFA

Experience Colorado living/plenty of outdoor space/Tall Ponderosa Pine Trees/peaceful feel frequented by deer & other wildlife. You'll be staying in our 3bd 1Ba mountain themed ranch style guest house(separate home across driveway) w own acreage, private deck w BBQ, play corn-hole, jump on trampoline or kick-back by fire-pit. Local hiking trails/quaint eateries, Pubs/Ford amphitheater/Monument -Palmer Lake-Black Forest-Larkspur/Lake fishing/Farmers Market/ Easy access i-25 close to Col Springs

Top guest favourite
The image showcases a rustic mountain retreat nestled in a colorful landscape of autumn foliage. The structure features a red roof and is surrounded by rolling hills and sparse trees, with a winding dirt path leading to the property.
Guest suite in Colorado Springs
4.99 out of 5 average rating, 240 reviews

Summer Deall! Epic Views-Unique Mtn Getaway!

Epic panoramic mountain/city views-complete serenity! Your private retreat & basecamp for CO adventure! One-of-a-kind tranquil & modern mountain getaway on 40 acres bordering National Forest. *Enjoy morning coffee on your private deck or the sunset next to the fire pit w/ dramatic city & mountain vistas *At night enjoy sparkling stars & the glow of city lights below *Private hiking trails lead to a bubbling creek in the forest & feels a world away-yet it’s 8 min from town-best of both worlds

Top guest favourite
Guest suite in Monument
5 out of 5 average rating, 106 reviews

The Fly-by! Mountain&Lake view; Hot Tub+MiniGolf

Escape to your private mountain retreat! This stunning 2020-built walkout suite offers the perfect blend of seclusion and convenience. Wake to breathtaking lake and Front Range views, then unwind by your private patio fire watching spectacular sunsets. The entire lower level is exclusively yours with separate access—no shared spaces. Parking in-garage (no snow scraping!) and modern amenities. Located minutes from the Academy and Garden of the Gods, yet peaceful enough to truly relax. Book now!

Top guest favourite
A rustic outdoor seating area features a round wooden table surrounded by four metal-framed chairs, all placed on a flagstone patio. A red umbrella adorned with string lights provides shade, while tall pine trees create a natural backdrop.
Guest suite in Monument
4.9 out of 5 average rating, 166 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
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, 116 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)

Guest favourite
A shaded area with a hot tub is visible beside large glass doors leading into the tent interior. Light filters through the wooden beams above, illuminating a cozy space with comfortable seating. A person is seated at the edge of the hot tub, enjoying the serene surroundings.
Tent in Monument
4.95 out of 5 average rating, 111 reviews

Luxury Creekside Glamping Tent w/ Hot Tub & Views

A glamping retreat—no extra fees! "King's Quarters" includes a king bed and outdoor bathroom, nestled right beside the creek, with a pergola deck and private backroom with hot tub. Enjoy $450 in free enhancements—propane, cooler & ice, homemade wine or kombucha, early check-in/out, pet & cleaning, and more. NOTE: King's Quarters has been winterized for the season. The hot tub is still hot, but water has been unhooked. Heaters, extra blankets, and a water thermos will be added for you.

Top guest favourite
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
4.99 out of 5 average rating, 120 reviews

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.

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.

Top guest favourite
A custom A-frame cabin is surrounded by tall pines, featuring a sloped roof and large glass windows. A spacious deck with steps leads to outdoor seating and a hot tub, while natural stone landscaping adds to the serene setting.
Cabin in Monument
4.99 out of 5 average rating, 195 reviews

Cozy A-Frame Retreat /Hot Tub/w-Views, Monument CO

Experience a true Colorado getaway with this custom built Scandinavian inspired A-frame, nestled on the Palmer Divide, located only 15 min to Colorado Spring & 30 min to S Denver. You will feel secluded within the pines with views to die for. You might see wildlife walking by while enjoying a cup of coffee or glass of wine in the hot tub or cozied up in a blanket. First bottle of wine on us! Hiking trails are minutes drive from the cabin. Make sure to relax & make lots of memories. 😊

Guest favourite
Cabin in Divide
4.97 out of 5 average rating, 282 reviews

Secluded Cabin: Hot Tub, Large Deck & Fireplace

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.

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, 154 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.

Popular amenities for Woodmoor holiday rentals

When is the best time to visit Woodmoor?

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Avg. price$178 SGD$169 SGD$212 SGD$167 SGD$226 SGD$203 SGD$240 SGD$218 SGD$193 SGD$175 SGD$192 SGD$203 SGD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Woodmoor?

    Woodmoor has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Woodmoor?

    Experience the best of Woodmoor with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Woodmoor?

    Four-legged friends are welcome in Woodmoor. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Woodmoor?

    Yes! Work meets play with ease at over 50 vacation rentals in Woodmoor featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Woodmoor have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Woodmoor. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Woodmoor have a kitchen?

    Absolutely! We offer over 50 house rentals with a kitchen in Woodmoor. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Woodmoor have wifi?

    Absolutely! We offer over 50 house rentals with wifi in Woodmoor. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Woodmoor have free parking?

    Absolutely! We offer over 50 house rentals with free parking in Woodmoor. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Woodmoor

  • Total holiday rentals

    Explore 80 holiday rentals in Woodmoor

  • Nightly prices starting at

    Woodmoor holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,350 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    80 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!

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