Woodland Park vacation rentals

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Top-rated vacation rentals in Woodland Park

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Guest favorite

Guesthouse in Woodland Park

4.97 out of 5 average rating, 103 reviews

Rose Mountain Escape Pet friendly W/pet fee

Rose Mountain escapes has beautiful views of Aspen trees. Located 5 miles from Charis,, 15 mins from downtown Woodland Park & 2hrs from Breckinridge, 2 blocks from BLM land allows ATVs, Motor/Mountain bikes and walks through the forest. It is a small cabin with a VERY STEEP STAIRCASE to the bedroom. We have a large deck with Adirondack chairs, a gas fire pit and grill for your use. We have great WiFI. We have kitchenette, washer and dryer. Pet friendly with CLEANING FEE list pet on reservation!

Guest favorite

Cabin in Woodland Park

4.95 out of 5 average rating, 255 reviews

The Bobcat! Tiny Cabin with amazing views!

Welcome to The Bobcat! This mountain escape is nestled right in the middle of Woodland Park, yet feels completely secluded. This property has the feel of true Colorado seclusion while being only 20 minutes from Colorado Springs and 15 minutes from Manitou Springs. This historic cabin has over 60 years of history but was completely remodeled in 2016. Equipped with all the modern amenities a traveler could want, The Bobcat has the charm of historic cabins with a fresh remodel of the interior

Guest favorite

Guest suite in Woodland Park

5.0 out of 5 average rating, 221 reviews

Private Guest Suite w/Trees & Awesome Peak Views

Picture-perfect Pikes Peak views from your living room, bedroom, and covered patio of this stunning Colorado mountain home's guest suite with a classic Colorado feel. The suite includes the entire walk-out lower-level of our home. It is private, separate, and has its own entrance. With a full kitchen and central location, this is the perfect base-camp for a Colorado get-away; however, with the Ponderosa Pine, Aspen, and hiking trails right up the street, you may not want to ever leave.

Guest favorite

Tiny home in Woodland Park

4.93 out of 5 average rating, 199 reviews

"Luxury Mountain Retreat,Tiny Home Away from Home"

Who knew living tiny, could offer so much! Come experience it for yourself. This newly renovated home has one private bedroom with a queen size bed, loft area with two full memory foam beds (flat screens in each!). The house is fully equipped w/ appliances, toiletries, cooking accessories, and everything you need for a relaxing mountain getaway. It can accommodate up to 8 guests. Relax on one of the two patios, around the fire pit, or snuggle up for dinner and a movie on the 55" flat screen!

Guest favorite

Tiny home in Woodland Park

4.98 out of 5 average rating, 107 reviews

Charming Mountain Tiny Home with NEW HOT TUB

Welcome to Mini Maison, the coziest tiny home in Woodland Park! Choose your adventure when you stay here. Want to explore the natural beauty the area has to offer? We're located just 10 minutes from the entrance to Pikes Peak, the most visited mountain in the USA. Garden of the Gods, Manitou Springs and Cave of the Winds are also nearby. Need to unwind and refresh? Our beautifully decorated space has all you need if a day at home is what you desire. Your personal retreat is waiting for you!

Guest favorite

Guest suite in Woodland Park

5.0 out of 5 average rating, 107 reviews

Country Ridge Retreat - private guest suite

Enjoy this private, peaceful mountain guest suite walking distance from a National Forest trail. It's a 5 min. drive to downtown Woodland Park for dining or swimming at the Aquatic Center. Drive 30 min. east and you have access to all Colorado Springs has to offer including Cheyenne Mountain Zoo, Garden of the Gods, Old Colorado City, Pikes Peak and Manitou. Drive 30 min. west and you have access to State Parks, countless hiking trails, Rampart Reservoir & skiing is just a day trip away!

Guest favorite

Tiny home in Woodland Park

4.9 out of 5 average rating, 260 reviews

Spacious Tiny House - Great Weekly Rates

Unplug from the hustle and bustle as you wake up to the rustling of leaves and the crisp mountain air. But don't worry about roughing it-our tiny home is strategically situated near local shops, eateries, and markets, ensuring you have everything you need just a stone's throw away. After a day of exploring rugged trails and capturing awe-inspiring vistas, unwind in a space that boasts modern comforts like hot showers, comfortable bedding, and Wi-Fi connectivity.

Guest favorite

Cabin in Woodland Park

4.97 out of 5 average rating, 180 reviews

The Potlatch Cabin

This cozy mountain hideaway is all within an hours drive or less to Pikes Peak, hiking, fishing, Garden of the Gods, Seven Falls, snowshoeing, cross country skiing, ATV and snowmobile trails, Manitou Springs, breweries, coffee shops, shopping, wine tasting and more. Relax on the front porch and enjoy the wildlife or stars. Games and books available in the cabin or snuggle by the fireplace and watch movies on the large flat screen smart television.

Guest favorite

Cabin in Divide

4.98 out of 5 average rating, 133 reviews

1950's Retro cabin on 40 wooded acres

Newly remodeled cabin on 40 wooded acres. Accommodations up to 5 guests. Cabin is one of four built in the late 40's or early 50's. This is the last to be restored and now working to restore the 40 acres of forest and pond. This quiet location offers peace and serenity and a view of Pikes Peak. Deer, elk, fox, bear, coyote and even some moose have been seen on this property. Nearby Pike National Forest offers adventure for outdoor enthusiasts.

Guest favorite

Tiny home in Woodland Park

4.92 out of 5 average rating, 127 reviews

Secret Mountain Retreat w/ Hot Tub + Yard + BBQ

Take a retreat in this secret mountain home! Unplug from all the chaos and re-connect with Nature. Enjoy a fresh cup of coffee overlooking blue Mountain skies! Take a deep breath and disconnect from the noise. Reconnect with what matters, family, friends, and nature. ❤ Fully Equipped Kitchen ❤ 55 inch curved Smart TV ❤ Coffee pods, fresh towels & essentials provided! ❤ Reliable WiFi perfect for remote work ❤ Dog-friendly ❤ Jacuzzi

Guest favorite

Cabin in Cascade-Chipita Park

4.97 out of 5 average rating, 208 reviews

Closer to the sun

This cabin is perfect for a couple or single mountain get away. The neighborhood is less than 10 minutes away from Manitou Springs and Woodland Park. The cabin has its own parking, private patio, and everything you need inside. There is a comfy queen size bed with a memory foam pillow top mattress, a fully equipped kitchen for cooking your favorite meals, as well as a spacious bathroom with stand in shower.

Guest favorite

Cabin in Florissant

4.95 out of 5 average rating, 135 reviews

Red Door Cabin

While staying at Red Door Cabins you will enjoy breathtaking views, amazing rock formations, beautiful pine and aspen trees, a firepit, silence and stars. Have fun finding pieces of petrified wood, geodes, wild berries, and mushrooms on the property and surrounding area. You will get visited by deer, squirrels, maybe a family of foxes and occasionally local black bear or two. So, don’t forget your camera!

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Woodland Park vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Woodland Park's top sights

Rocky Mountain Dinosaur Resource Center103 locals recommend

Memorial Park28 locals recommend

Walmart Supercenter52 locals recommend

McDonald's5 locals recommend

Hungry Bear81 locals recommend

Fiesta Mexicana Restaurant Woodland Park #150 locals recommend

Woodland Park house rentals

Guest favorite

Home in Woodland Park

4.94 out of 5 average rating, 118 reviews

Little Woody's Hideaway-(4)DownTown,HotTub,pets

Guest favorite

Home in Woodland Park

4.95 out of 5 average rating, 136 reviews

Bambi Cabin: Hot Tub, Yard Games, Firepit + Grill

Guest favorite

Home in Woodland Park

4.91 out of 5 average rating, 114 reviews

Cottage Above the Clouds with Pikes Peak Views

Guest favorite

Home in Woodland Park

5.0 out of 5 average rating, 136 reviews

Views, views, VIEWS! I Hot tub I Peaceful 3 acres

Guest favorite

Home in Divide

4.99 out of 5 average rating, 165 reviews

Mountain Sun cabin, amazing views and hottub!

Guest favorite

Home in Woodland Park

4.86 out of 5 average rating, 166 reviews

Majestic Mtn Views Home w/Hot Tub!

Guest favorite

Home in Woodland Park

4.98 out of 5 average rating, 131 reviews

Mountain View, Hot tub, 3 acres, Sleeps 10

Guest favorite

Home in Manitou Springs

4.99 out of 5 average rating, 213 reviews

Manitou Terrace Place - clean, cozy & convenient!

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Other great vacation rentals in Woodland Park

Guest favorite

Cabin in Woodland Park

4.87 out of 5 average rating, 335 reviews

Cabin In Woodland Park with Pikes Peak View

Guest favorite

Guesthouse in Divide

4.95 out of 5 average rating, 716 reviews

Peakview Studio Apartment

Guest favorite

Cabin in Woodland Park

4.98 out of 5 average rating, 231 reviews

Magical A-Frame w/in Nat'l Forest-Firepit+MtnViews

Guest favorite

Cottage in Cascade-Chipita Park

4.85 out of 5 average rating, 216 reviews

Mountain Views | Perfect Couples Get Away | Cozy

Guest favorite

Cabin in Woodland Park

4.94 out of 5 average rating, 107 reviews

Lost Lands Ranch, 80 Acres To Yourself!

Guest favorite

Cabin in Divide

4.92 out of 5 average rating, 358 reviews

Peak View Log Home

Guest favorite

Cabin in Florissant

4.92 out of 5 average rating, 101 reviews

Cozy Vintage Cabin in Florissant Colorado

Guest favorite

Guesthouse in Colorado Springs

4.96 out of 5 average rating, 237 reviews

The Enchanted Cottage at Easy Manor

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Quick stats about vacation rentals in Woodland Park

Total rentals
240 properties
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
170 properties are a good fit for families
Total number of reviews
16K reviews
Nightly prices starting at
$10 before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Woodland Park?
Yes! Work meets play with ease at over 140 vacation rentals in Woodland Park featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Woodland Park?
Four-legged friends are welcome in Woodland Park. Choose from more than 80 vacation rentals for guests traveling with pets.
How much does it cost to stay in bed and breakfast rentals in Woodland Park?
Experience the best of Woodland Park with our bed and breakfast 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.
Do house rentals in Woodland Park have wifi?
Absolutely! We offer over 90 house rentals with wifi in Woodland Park. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Woodland Park have self check-in?
Absolutely! We offer over 40 cabin rentals with self check-in in Woodland Park. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Woodland Park have a bbq area?
Absolutely! We offer over 40 cabin rentals with a bbq area in Woodland Park. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Woodland Park?
Woodland Park has more than 80 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Woodland Park?
Enhance your stay in our House Rentals with the most popular amenities: over 90 homes with a bbq area, over 100 homes with self check-in, over 90 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Woodland Park vacation rentals

Top-rated vacation rentals in Woodland Park

Vacation rentals for every style

Cabins

Houses

Hotels

Popular amenities for Woodland Park vacation rentals

Stay near Woodland Park's top sights

Woodland Park house rentals

Home in Woodland Park

Home in Woodland Park

Home in Woodland Park

Home in Woodland Park

Home in Divide

Home in Woodland Park

Home in Woodland Park

Home in Manitou Springs

Other great vacation rentals in Woodland Park

Cabin in Woodland Park

Guesthouse in Divide

Cabin in Woodland Park

Cottage in Cascade-Chipita Park

Cabin in Woodland Park

Cabin in Divide

Cabin in Florissant

Guesthouse in Colorado Springs

Quick stats about vacation rentals in Woodland Park

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Woodland Park?

Are there pet-friendly vacation rentals in Woodland Park?

How much does it cost to stay in bed and breakfast rentals in Woodland Park?

Do house rentals in Woodland Park have wifi?

Do cabin rentals in Woodland Park have self check-in?

Do cabin rentals in Woodland Park have a bbq area?

Are there family-friendly house rentals in Woodland Park?

What are the most popular amenities for House Rentals in Woodland Park?

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