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, 311 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

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, 216 reviews

"Private Suite in the Forest"

This quiet unshared 1 bedroom suite is in a home 1 mile from Monument. Near hiking, the USAF Academy, Ford Amphitheatre, Colorado Springs, Castle Rock, Restaurants/Coffee Shops/Brewery, Spruce Mountain, Fox Run Regional Park, Pike Nat. Forest, and many hiking/Nordic trails. 45 miles so. of Denver. It's squeaky clean, 1 mile from I-25, comfortable, quiet, private, on a beautiful treed lot in the residential community of Woodmoor. Has a private entrance and is unshared space. Guests love it!

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, 172 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 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
5 out of 5 average rating, 111 reviews

Mountain View Basement Apartment

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.

Top guest favourite
Cabin in Monument
4.96 out of 5 average rating, 25 reviews

Twiggy Pines Cabin-Hot Tub-Forest Vibe and Retreat

This enchanting cabin is nestled amidst lush greenery, teeming with wildlife. A retreat, yet just minutes away from the city. This family-friendly cabin can sleep 10. Features a jacuzzi, a cozy front porch perfect for morning coffee or stargazing, & windows that flood the cabin with forest charm. The cabin is quiet & quaint, close to dining & outdoor adventures. Unplug, unwind, and experience the comfort and serenity. Relax with friends or family at this cabin that exudes warmth and solitude.

Top guest favourite
Villa in Monument
5 out of 5 average rating, 21 reviews

Lakefront Luxe | Spa • Views • Theater • Lounge

Guest Favorite 5⭐ Lakefront luxury retreat is 15–30 mins to all Colorado Springs’ top destinations. Colorado Lake Haus is designed for family escapes, milestone celebrations, and elevated gathering moments. Hosts up to 10 guests seeking wellness, connection, and play. Enjoy Eco-Luxe living with filtered water & central humidification, plus hot tub, chromotherapy infrared sauna, Cozzia massage chair, home theater, custom arcades, Launch Pad creative hideaway & Breckenridge-crafted pool table.

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, 118 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 spacious home is nestled among tall trees and lush landscaping on a private lot. A paved driveway leads to the entrance, with a welcoming covered front porch framed by vibrant greenery. The bright blue sky features scattered clouds, enhancing the tranquil setting.
Home in Monument
4.91 out of 5 average rating, 106 reviews

Near Air Force Academy | 5BR + Pet Friendly + Yard

👑 Main-Level King Suite 🔥 2 Living Areas with Gas Fireplaces 🎮 Foosball Table + Smart TVs 🌿 Walk-Out Basement with Backyard Access 🔥 Fenced Yard with Propane Fire Pit & Grill 💻 Dedicated Workspace for Remote Work 🐾 Pet Friendly 📍 Mins from Downtown Monument & Air Force Academy Whether you're visiting family, attending an event at The USAFA, relocating to the area, or simply exploring Colorado, this spacious retreat offers plenty of room to gather, relax, and make yourself at home.

Top guest favourite
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.
Cabin in Florissant
4.98 out of 5 average rating, 129 reviews

Modern A-Frame w/ Hot Tub + Stargazing Dome

✦ Newly built modern A-frame (750 sq ft) in the Pikes Peak Region ✦ Two cozy bedrooms (including loft) ✦ Luxurious 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, & much more ✦ Large deck w/ gas fire pit, cushioned Adirondack seating, & outdoor dining ✦ Indoor gas fireplace ✦ Full kitchen w/ coffee & tea bar ✦ Weber BBQ grill ✦ Pet friendly (one dog max.)

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, 205 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. 😊

Top guest favourite
The exterior of the home is framed by tall pines, showcasing multiple levels and large windows that invite natural light. A wooden deck wraps around the structure, featuring a flag and outdoor lighting. Lush greenery surrounds the house, enhancing the natural setting.
Home in Monument
5 out of 5 average rating, 76 reviews

Relaxing Forested Retreat Near Top Attractions

Escape to a relaxing mountain retreat, just minutes from top attractions yet worlds away. Nestled on nearly an acre of Ponderosa pines, this home is bathed in natural light with breathtaking woodland views. Relax, breathe in the crisp mountain air, and listen to the whispering pines. Each week, I curate the perfect setting for your dream getaway—where unforgettable moments with family and friends come to life. Leave your worries behind and immerse yourself in nature’s beauty.

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, 159 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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Frequently Asked Questions

  • Are there family-friendly house rentals in Woodmoor?

    Woodmoor has more than 40 family-friendly house rentals. 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 house rentals in Woodmoor?

    Four-legged friends are welcome in Woodmoor. Choose from more than 10 house rentals for guests traveling with pets.

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

    Yes! Work meets play with ease at over 40 house 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 £30 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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