House holiday rentals in Woodmoor

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Top-rated house rentals in Woodmoor

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

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Top guest favourite
A spacious deck area is furnished with comfortable seating, including a cozy sectional and armchairs. A table sits at the center, with the surrounding view showcasing a forested landscape and distant mountains under a softly lit sky.
Home in Colorado Springs
4.95 out of 5 average rating, 183 reviews

✔️Clean★Quiet Home★King Bed★Hot Tub★Scenic Views✔️

Stay in our Newly Built Family Home ✔ 4,800 sq ft Home, Perfect for Longer Stays & Families ✔ Professionally Cleaned & Sanitized ✔ 6-person Hot Tub, Gas Fire Pit & deck with Mountain Views ✔ King Size Bed 🗲Fast WiFi - Ideal for Working Remotely ✔ Fully Equipped Kitchen Upstairs, Kitchenette Downstairs ✔ In-Suite Washer & Dryer ✔ Theater Room with Complementary Netflix on all TVs ✔ 15 Minutes from USAF Academy We know you'll love your stay. Book today to reserve our beautiful home in the woods!

Guest favourite
A large trampoline sits on a lush green lawn, surrounded by tall pine trees. The backdrop features a comfortable cabin, with a spacious deck visible through the trees. Natural light brightens the scene, creating an inviting outdoor space.
Home in Monument
4.91 out of 5 average rating, 230 reviews

Peaceful Forest feel/Hidden but close/10mi USAFA

Tall Ponderosa Pine Trees 3bd 1ba on acreage right off main Hwy/frequented by deer/Plenty of outdoor space to BBQ, play corn-hole, horseshoes, jump on trampoline or kick-back by fire-pit. You'll be staying in the Guesthouse on your own acreage (located across the driveway from main house) Local Wedding Venues; Palmer Lake-Black Forest-Larkspur-Monument-Flying Ranch/Ford Amphitheater Great hiking trails/2 Lakes/golf/Arts/Farmers Market/quaint eateries & Pubs/Easy access i-25 close to Col Springs

Top guest favourite
A charming cottage is nestled among lush greenery and vibrant flowers, showcasing a brick exterior that complements the natural surroundings. Large windows invite ample sunlight, and a private entrance is visible. Mature trees provide shade, enhancing the tranquil ambiance of the garden path leading to the home.
Home in Colorado Springs
4.89 out of 5 average rating, 498 reviews

SunGarden Nook - Clean, Private, Relaxing

Close to AAF, CC, downtown, great trails in the foothills, and within walking distance of UCCS, you're close while away! Nestled in the historic Cragmor Village Neighborhood, this cottage is a newly remodeled, wooded retreat in the middle of the city, with majestic views of Pikes Peak. Surrounded by a developing garden, it is a peaceful and comfy spot to recoup. The SunGarden Nook is one of two private apartments in the cottage. Colorado Springs Short Term Rental Permit #A-STRP-24-1274.

Top guest favourite
An inviting master bedroom features a spacious bed framed by a stylish metal headboard, complemented by a decorative bench at the foot. Soft blue curtains frame the windows, while rustic wooden beams enhance the cozy, warm atmosphere of the space.
Home in Castle Rock
4.98 out of 5 average rating, 456 reviews

Restored Homestead Barn - The Dyer Inn

Experience a luxurious and fully restored 1890s barn on the first homestead property in the heart of downtown Castle Rock. High-end finishes throughout ensure your complete comfort and relaxation. Coffee, antiques, restaurants, shopping, and Festival Park are only a two minute walk from your front door. Enjoy a taste of simple, country living as you walk past our garden, chickens, and wild rabbits. The large, 1/2 acre property is charming, spacious, and the perfect backdrop for your stay.

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, 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 favourite
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 favourite
A well-appointed kitchen exhibits modern cabinetry in deep green, complemented by a marble backsplash. Stainless steel appliances, including a fridge and dishwasher, provide functionality. A dining table set for four is positioned nearby, enhancing the kitchen's inviting atmosphere with natural light streaming through the window.
Home in Colorado Springs
4.97 out of 5 average rating, 195 reviews

Casita Noir | King Bed, Private Patio w/ Fire Pit

Casita Noir is a private house with high end furnishings, perfect for your next trip. Near Downtown and I25. Walkable to Prospect Lake / Memorial Park (Labor Day Lift Off), Hillside Garden for concerts / weddings, and Switchback Roasters. Custom built construction with thoughtful touches to enhance your stay. You'll wake up well rested in our very comfortable king size bed, make yourself an espresso or tea to enjoy in front of the fireplace, and at the end of the day relax on the patio.

Top guest favourite
The exterior view of the home features a stone fire pit surrounded by seating, with flames flickering warmly in the evening. Soft lighting highlights the structure, while tall trees stand in silhouette against a night sky.
Home in Divide
5 out of 5 average rating, 213 reviews

Private Luxury Spa Retreat: Mtn View/Hot Tub/Sauna

Welcome to your 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 panoramic views of Pikes Peak that will take your breath away. With a magnificent 1200 sf patio and access to private walking trails, this space has everything you need for a peaceful and rejuvenating vacation or retreat -- a hotel penthouse experience on ground level. The hot tub is filled with fresh water for every guest.

Guest favourite
The lodge is illuminated at night, showcasing its inviting outdoor seating area under a canopy of trees. The architectural design features a combination of rustic charm and modern elements, with warm light filtering through large windows.
Home in Colorado Springs
4.91 out of 5 average rating, 138 reviews

The Lodge at Easy Manor

1000 sq ft new house on the edge of Colo Springs. Full Kitchen TV-QLED 55" TV (Rolls to LR, BDRM & spa) 100M fiber Internet Private Spa: Perfect couples retreat Open Air shower 2 pers unique hot-tub/bathtub. 1. Fill to any temp (110F max) 2. temp +/- on the fly 3. Bathe 4. Drain - No Chems Shares 10 quiet acres with 1. 2nd 2-person Airbnb 2. Main House - (Judy & I) Buildings are separated-Lodge is private Trails (on property & state trail close by)

Top guest favourite
A panoramic view of snow-capped mountains stretches across the horizon, surrounded by verdant hills and trees. Soft, gray clouds drift above the peaks, suggesting a serene and inviting atmosphere in the backdrop of a scenic landscape.
Home in Colorado Springs
4.96 out of 5 average rating, 393 reviews

Serendipity House

Come enjoy "Serendipity House" with incredible views and centrally located to all local attractions. Perfect relaxing spot for singles, couples or small family. Our quaint oasis offers full line of amenities such as: full kitchen, full bathroom, laundry, large screen TV, high speed Wi-Fi, sofa sleeper couch, Therapeutic beds w/high end linens, private backyard & BBQ grill. Tastefully decorated & wonderfully convenient space. Free, private off-street parking.

Top guest favourite
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.

Top guest favourite
The exterior of a modern two-story guest house is shown, featuring large windows and a combination of light and dark materials. The structure is situated amidst tall pine trees on a gravel driveway, with a single carport located beneath the upper level.
Home in Colorado Springs
4.99 out of 5 average rating, 185 reviews

Private Guest House in the Forest

Our family has lived on this gorgeous, treed 5-acre property for over twenty years. Back then we were considered the outskirts of town. Now we have amazing amenities just a couple of miles up the road. We've dreamed of building this guest house for years and are now proud to announce "We're open for business!" I've been designing and building custom homes for 25 years. This home represents all of my best ideas and style. You're going to love it!

Popular amenities for house rentals in Woodmoor

When is the best time to visit Woodmoor?

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Avg. price$241 SGD$229 SGD$233 SGD$189 SGD$267 SGD$262 SGD$305 SGD$271 SGD$275 SGD$268 SGD$249 SGD$323 SGD
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Quick stats about house rentals in Woodmoor

  • Total holiday rentals

    Explore 60 holiday rentals in Woodmoor

  • Nightly prices starting at

    Woodmoor holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,850 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    60 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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