Vacation rentals in Woodmoor

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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, 164 reviews

Cozy Colorado A-Frame Retreat w-Views “Hot Tub”

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 and 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 on the deck. First bottle of wine on us! Hiking trails are minutes drive from cabin. Make sure to relax & make lots of memories. 😊

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, 213 reviews

Winter special! Unique Mtn Getaway w/ Epic Views!

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 favorite
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, 162 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 favorite
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, 279 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.

Top guest favorite
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, 112 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 favorite
The exterior of a contemporary mountain home is framed by lush trees and vibrant greenery. Warm lights glow through large windows, inviting guests inside. A stone pathway leads to the entrance, emphasizing the natural surroundings.
Home in Monument
4.99 out of 5 average rating, 118 reviews

Contemporary Mtn 4 BDRM + Hot Tub Close to USAFA

Architecturally Interesting Contemporary Mountain 4 BDRM home conveniently located just 2 Exits North on I-25 from the US Air Force Academy and near 6+ wedding venues. An ideal setting for entertaining/hosting your family and friends for a special event or get-away that feels like a 4-star resort! Enjoy the decks & firepits, relax in a hammock or soak in the hot tub. Hosting your special getaway is a breeze in the gourmet kitchen. Put out the corn hole or go for a hike on a beautiful day.

Top guest favorite
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.
Guesthouse in Colorado Springs
4.87 out of 5 average rating, 210 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 favorite
An open-concept space connects to a spacious deck featuring outdoor furniture and a grill, offering unobstructed mountain views. Natural light floods the living area through large glass doors, creating a bright and airy atmosphere. The interior showcases a blend of comfort and functionality.
Apartment in Monument
4.96 out of 5 average rating, 187 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 favorite
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, 144 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 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, 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 favorite
The exterior of a unique earthship home is framed by lush greenery and tall pine trees. Large glass windows reflect the surrounding landscape, allowing natural light to illuminate the earth-toned structure. A black door is visible at the front, alongside a small seating area.
Earthen home in Colorado Springs
4.99 out of 5 average rating, 188 reviews

Off-grid, Earthen home in the forest!

*PLEASE READ FULL DESCRIPTION BEFORE BOOKING!* An eco friendly, self sustaining, off-grid Earthship home nestled into the Black Forest of Colorado Springs. A place to ground, disconnect, and fully immerse yourself in the beauty that is Colorado. This plant filled, handcrafted home is pure magic and unlike any other stay you've experienced and we are honored to share her with you. 🤗 "The richness I achieve comes from nature, the source of my inspiration" -Monet

Top guest favorite
Natural light fills a spacious living area with large windows, showcasing greenery outside. A comfortable sofa adorned with blankets is complemented by two modern armchairs. A wooden dining table is set nearby, with decorative touches including a potted plant and a wall-mounted shelf.
Home in Monument
4.93 out of 5 average rating, 117 reviews

Secluded Chalet in the Pines Hot tub Wrapped porch

Get away to our private chalet in the woods in Monument, Colorado! Relax in the outdoor hot tub with your feet up, or read a book on the hammock swinging between the pine trees. Enjoy an outdoor lunch on the back patio taking in the scents and sounds of the forest. You'll love the artistic touches throughout, with beautiful décor and thoughtful furnishings. When its time for work, there's a dedicated office and high speed internet available for your use.

Popular amenities for Woodmoor vacation rentals

When is the best time to visit Woodmoor?

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Avg. priceG$29,040 GYDG$27,577 GYDG$34,681 GYDG$27,369 GYDG$36,979 GYDG$33,218 GYDG$39,277 GYDG$35,725 GYDG$31,547 GYDG$32,383 GYDG$29,040 GYDG$39,695 GYD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Woodmoor?

    Woodmoor has more than 70 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do private suite rentals in Woodmoor have wifi?

    Absolutely! We offer over 10 private suite rentals with wifi in Woodmoor. Enjoy a tailored experience with all the comforts you desire.

  • 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.

  • What are the most popular amenities for Private Suite Rentals in Woodmoor?

    Enhance your stay in our Private Suite Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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

    Experience the best of Woodmoor with our private suite rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Woodmoor have air conditioning?

    Absolutely! We offer over 50 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 60 house rentals with a kitchen in Woodmoor. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Woodmoor have free parking?

    Absolutely! We offer over 60 house rentals with free parking in Woodmoor. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Woodmoor

  • Total vacation rentals

    Explore 90 vacation rentals in Woodmoor

  • Nightly prices starting at

    Woodmoor vacation rentals start at G$8,357 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,510 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    80 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!

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