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
Cabin in Monument
4.99 out of 5 average rating, 173 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 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
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!

Guest favorite
A hot tub is illuminated with soft blue lighting, surrounded by trees and outdoor space. The patio overhead features string lights, enhancing the evening ambiance. A glimpse of outdoor seating is visible in the background.
Guest suite in Colorado Springs
4.92 out of 5 average rating, 443 reviews

The Nook—Private Studio w/ Full Kitchen & Hot tub!

A home away from home, this lower-level studio has all the amenities you’d want in your own place. From the secluded back patio surrounded by mature trees, to the full kitchen & breakfast nook, this private basement apartment is the perfect getaway. Located in a central neighborhood, this location offers some of the best access to Colorado Springs: 3 minutes from food & coffee, 20 minutes from national landmarks such as Garden of The Gods, & only 17 minutes from the Colorado Springs airport!

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, 114 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
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, 157 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 favorite
The contemporary mountain home is framed by lush greenery, showcasing a blend of stone and wood elements. The warm glow of outdoor lighting highlights the entrance and surrounding landscaped areas. A winding path leads to the front door, creating an inviting approach to the property.
Home in Monument
4.99 out of 5 average rating, 119 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.

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, 216 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
Apartment in Monument
4.95 out of 5 average rating, 192 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, 148 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, 210 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.

Guest favorite
The inviting Inlaw suite features a comfortable queen-sized bed adorned with a soft quilt, complemented by framed artwork on the wall. A cozy couch sits opposite the bed, and a ceiling fan offers a gentle breeze. Light streams through the window, illuminating the space.
Guesthouse in Colorado Springs
4.95 out of 5 average rating, 615 reviews

The Bonnyville Suite

Cozy Inlaw Suite in the Bonnyville Neighborhood nestled within the center of the city with easy access to I-25. Have fun with all the local entertainment that downtown Colorado Springs has to offer. See the top of Pikes Peak, Olympic Training Center, Air Force Academy, Zoo, hike Garden Of The Gods & Seven Falls. Experience the many breweries & wineries in our area. Walking distance from grocery store, coffee shops, a park, trails, and a small shopping center.

Top guest favorite
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, 300 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 vacation rentals

When is the best time to visit Woodmoor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$29,102 GYDG$27,636 GYDG$34,755 GYDG$27,427 GYDG$37,058 GYDG$33,289 GYDG$39,361 GYDG$35,802 GYDG$31,614 GYDG$32,452 GYDG$29,102 GYDG$39,780 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 wifi, over 10 homes with free parking, 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$8,375 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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