Vacation rentals in Woodmoor

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Quick stats about vacation rentals in Woodmoor

  • Total vacation rentals

    Explore 80 vacation rentals in Woodmoor

  • Nightly prices starting at

    Woodmoor vacation rentals start at G$12,550 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,270 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Woodmoor vacation rentals include wi-fi 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!

Top-rated vacation rentals in Woodmoor

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

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Top guest favorite
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, 218 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 Springs & 30 min to S Denver. You will feel secluded within the pines with views to die for. You might see wildlife while enjoying a cup of coffee or glass of wine in the hot tub or cozied up in a blanket on the deck. First bottle of wine is on us! Hiking trails are only minutes drive from the cabin. Make sure to relax & make lots of memories. 😊

LocationFamilyDecor

Top guest favorite
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, 264 reviews

Fall Special! 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

ValueLocationWalkability

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, 227 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!

FamilyValueWifi

Top guest favorite
A modern living space features a sleek wall-mounted television positioned above an electric fireplace. The fireplace emits colorful flames, creating a cozy ambiance. A large window allows natural light to brighten the room, complementing the neutral walls and warm wooden flooring.
Guesthouse in Monument
5 out of 5 average rating, 52 reviews

Monument Mountain Retreat

Escape to our cozy 1-bedroom, 1-bath private escape in the forest. It is on a secluded lot with private entrance and the whole space is yours. It is minutes from Monument, Air Force Academy, and Colorado Springs. We are 45 min from Denver. This unit is brand new and is modernly furnished. It has a King size bed, full XL sofa bed,full kitchen, fireplace, full bath wth a walk in shower, and a private hot tub. It’s a perfect retreat for couples wanting to have a memorable Colorado Mountain escape.

FamilyLocationHospitality

Top guest favorite
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
4.98 out of 5 average rating, 135 reviews

Spacious 2 BD Basement Apartment with Mountain Vw

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.

LocationFamilyIndoor spaces

Top guest favorite
Cabin in Monument
4.97 out of 5 average rating, 32 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.

LocationFamilyHot tub

Top guest favorite
Cabin in Florissant
4.97 out of 5 average rating, 277 reviews

Into the Woods Aframe | Hot Tub | FirePit| 6 Acres

✨ Step into an ideal Colorado getaway at this renovated A-Frame. 🏔️ It is truly a gem with comfort and minimalism in mind. 🔥Newly added Pellet Burning Stove! 🎨 Enjoy the modern mountain aesthetic and design! 🌲 The A-frame sits on 6 acres filled with pine, aspen trees, and rock outcroppings, give a secluded and private stay. 🛁 A hot tub to soak in under a star-filled sky completes the space. 🚗 Short drive to neighboring mountain towns: Divide, Florrisant, Lake George, and Cripple Creek.

LocationValueHospitality

Top guest favorite
A dining area with a large, dark wood table is set for eight, featuring elegant dishware and glassware. Various decorative wall plates add a touch of style to the room, while a small potted plant brings a hint of greenery. Natural light filters through the partially open window shutters.
Home in Monument
5 out of 5 average rating, 30 reviews

Cozy Full Home in Monument - Nature, USAF, more!

Welcome to our spacious 4-bedroom, 3-bath home in Monument, Colorado! Located in a quiet cul-de-sac, enjoy mountain views, a large yard, and a fully equipped kitchen. Relax in the entertainment-filled basement with a shuffleboard table, bar, and smart TVs. With easy access to I-25, explore Garden of the Gods, the Air Force Academy, and more. Guests enjoy amenities like free coffee, a pack-n-play, and keypad entry. Perfect for families, couples, and groups seeking comfort and adventure!

FamilyLocationOutdoor spaces

Top guest favorite
Home in Divide
5 out of 5 average rating, 272 reviews

Private Luxury Spa Retreat: Hot Tub, Sauna & Views

Welcome to your romantic and luxurious mountain retreat at Eagle Ridge! The Living Room is a stunning 1400 sf newly renovated home situated in a gated 43-acre property with stunning views of Pikes Peak and exclusive use of the huge 6 seat hot tub and custom-built sauna. With a large 1200 sf patio and access to walking trails on this private property, this space has everything you need for a peaceful and rejuvenating vacation retreat -- a hotel penthouse experience on ground level!

ValueLocationHospitality

Top guest favorite
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, 79 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.

LocationFamilyQuiet

Top guest favorite
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.
Shipping container in Monument
4.96 out of 5 average rating, 111 reviews

'Honeycomb' Luxury Container w/ Sauna & Hot Tub

All-inclusive glamping retreat—no hidden fees other than taxes. The Honeycomb is a 10×20 container with queen bed, kitchenette, shower, toilet, TV, electric fireplace & private sauna. On your deck: hot tub, lounge chairs, sauna & fire pit with creek views. Enjoy $450 in free enhancements—propane, cooler & ice, outdoor bath, cold plunge, homemade wine or kombucha (you'll love it!), early check-in/out, pet & cleaning, and more.

LocationFamilyIndoor spaces

Guest favorite
Guest suite in Monument
4.87 out of 5 average rating, 208 reviews

Scenic 2 bedroom with hot tub

Retreat to a space surrounded by trees and a Colorado get-a-way vibe, while still having close access to the highway, food, trails and more! We are located less than 40 minutes from the Colorado Springs airport and less than 20 minutes from the Air Force Academy. Monument is a charming town that is worth exploring! There are many hiking and walking trails within miles of our home that radiate the beauty of Colorado !

FamilyValueHiking

Popular amenities for Woodmoor vacation rentals

When is the best time to visit Woodmoor?

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Avg. priceG$29,075 GYDG$30,330 GYDG$31,794 GYDG$29,284 GYDG$40,161 GYDG$49,783 GYDG$39,324 GYDG$35,768 GYDG$31,585 GYDG$28,656 GYDG$31,376 GYDG$33,258 GYD
Avg. temp0°C1°C5°C9°C14°C20°C22°C21°C17°C10°C4°C0°C

Frequently Asked Questions

  • What are the best places to stay in Woodmoor?

    Vacation stays in Woodmoor are centered around peaceful residential neighborhoods, lakefront properties, and homes with mountain views. These options often provide spacious layouts and easy access to parks or community paths.

  • What are the best things to do in Woodmoor with kids?

    Woodmoor has community parks, playgrounds, and trails that invite families to explore the outdoors together. Nearby nature areas create space for easy walks and seasonal wildlife observation, making it a welcoming spot for children to enjoy fresh air year-round.

  • What are some of the best things to do in Woodmoor?

    Explore local walking and biking trails, relax beside the lakes, or enjoy birdwatching in the region’s preserved open spaces. In cooler weather, many visitors enjoy cozy indoor activities at community centers or local cafés.

  • How is the weather in Woodmoor?

    Woodmoor experiences cold winters around 19–45°F (-8–7°C), with snowfall possible, while summers are usually mild to warm, reaching 58–87°F (15–30°C). Spring and autumn bring moderate temperatures and are popular times for outdoor activities.

  • When is the best time to visit Woodmoor?

    Late spring through early fall is frequently suggested for visiting Woodmoor, with mild to warm temperatures around 44–87°F (6–30°C) and blooming nature. This season highlights outdoor activities, while winter months attract those interested in crisp air and occasional snow.

  • What are the best places to visit in Woodmoor?

    Popular places in Woodmoor include peaceful open spaces, community trails, and wooded areas perfect for relaxing walks. Many visitors also enjoy exploring the lakes, which are known for their natural setting and opportunities for photography or quiet enjoyment.

  • What are some hiking trails in Woodmoor?

    Woodmoor has community trails that wind through wooded areas, open meadows, and near its scenic lakes. These trails are often favored for family strolls, light hiking, and observing Colorado’s diverse plant life.

  • What are some family activities we can do in Woodmoor?

    Woodmoor has tranquil parks, scenic walking paths, and locally managed lakes, which are often suggested for leisurely outings, picnics, and birdwatching. Families can also explore nearby playgrounds and enjoy nature-inspired activities throughout the seasons.

  • What are some of the best day trip ideas from Woodmoor?

    Consider exploring nearby historic towns, museums, or regional nature parks, which highlight Colorado’s landscape and local heritage. Scenic drives and mountain hikes just outside Woodmoor are frequently suggested for visitors looking to explore more of the region.

  • Are there any pet friendly accommodations available in Woodmoor?

    Many vacation rentals in Woodmoor are pet-friendly, with access to spacious yards and nearby walking trails. It is helpful to check property descriptions for specific pet policies or designated outdoor areas.

  • What are some local tips for visiting Woodmoor?

    Bring layers, as temperatures can change quickly, and enjoy sunrise or sunset near the lakes for memorable views. Early morning walks are often peaceful, and weekends may feature community events announced locally.

  • What is Woodmoor known for?

    Woodmoor is known for its peaceful residential character, tree-lined streets, and scenic open spaces centered around lakes and trails. The area draws visitors who appreciate quiet, nature-focused activities and a close-knit community atmosphere.

  • What are the best hidden gems to explore in Woodmoor?

    Smaller community parks and less-traveled trails within Woodmoor are often appreciated as peaceful spots to unwind or watch local wildlife. Neighborhood greenbelts can be rewarding for those seeking quiet or a place to enjoy a book outdoors.

  • What are the best foods to try in Woodmoor?

    Local dining in Woodmoor features classic Colorado comfort foods, regional barbecue, and fresh seasonal produce. Nearby towns expand the selection with Southwestern flavors, baked goods, and locally roasted coffee.

  • What should I bring for a trip to Woodmoor?

    It is helpful to pack layers for temperature changes, comfortable walking shoes, and sun protection, since the weather shifts between cool mornings and warm afternoons. A light rain jacket is useful during wetter months, and reusable water bottles are recommended for outdoor activities.

  • What is the nightlife in Woodmoor like?

    Woodmoor’s nightlife is laid-back, focusing on low-key local restaurants, comfortable cafés, and spaces for conversation. For more vibrant nightlife or live music, many visitors explore nearby towns in the broader region.

  • What are the most popular events or festivals in Woodmoor?

    Woodmoor hosts neighborhood gatherings, seasonal celebrations, and community events, especially around major holidays and in summer months. Local outdoor festivals and family-friendly activities are frequently suggested in the area.

  • Are there family friendly vacation rentals in Woodmoor?

    Woodmoor has a range of vacation rentals, including homes and cozy cabins in residential areas that frequently welcome families. Many accommodations include amenities such as kitchens, outdoor space, or access to local parks.