Holiday rentals in Colorado Springs

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Top-rated holiday rentals in Colorado Springs

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Guest favourite

Tiny home in Colorado Springs

4.99 out of 5 average rating, 411 reviews

Reconnect in the Heart of Downtown. STR-1046

Welcome to The Golden Egg Cottage! The bright 320 sq ft backyard cottage is within walking distance to The Olympic Training Center, Memorial Central Hospital, and only 1.5 miles to downtown! Besides being centrally located, the cottage is thoughtfully furnished making it the perfect place to stay in Colorado Springs. So come and enjoy the taste of the tiny life and be surprised by how peaceful downtown can be. * Just as a note, we are a tobacco-free and 420-free property. * From the alley, guests may park (1 vehicle) behind the cottage and have direct access through their own private entrance. Access to the cottage itself is done with a keypad lock, and a unique code that is only valid during your stay will be provided to you prior to check in. The space is yours, so please make yourself at home! The cottage is located in the second half of our spacious yard and overlooks our garden and hen house. We live in the main house and are available for you during your stay, but our level of interaction is up to you. We are only a message and/or footsteps away. We adore Colorado Springs, as well as our neighborhood, and love sharing what it all has to offer. The cottage is tucked into the central Divine Redeemer neighborhood, bordered by the Olympic Training Center and Memorial Central Hospital. The neighborhood is quite peaceful and is best enjoyed by a relaxing stroll or bike ride to the coffee shops and Boulder Park. We are conveniently located near a major bus line and a PikeRide, in which you are able to rent a cruiser bike. Since the cottage is located in a family friendly neighborhood, please no parties. We also ask for no smoking on the property. We would like to keep our home completely smoke free for all our guests.

19–26 Oct

$148 SGD per night

Guest favourite

Cottage in Cascade-Chipita Park

4.85 out of 5 average rating, 214 reviews

Mountain Views | Perfect Couples Get Away | Cozy

Charming and newly updated cottage has every amenity of a modern stay with the location and stunning views of a remote mountain retreat. Perfect for friends or couples, the cottage is located at the base of Pikes Peak. 10 minutes away from Colorado Springs or Woodland park you are close to all of the recreation and activities that make the Pikes Peak region special like Cheyenne Mountain Zoo, hiking trails, Pikes Peak Highway, and downtown Colorado Springs You'll love the mountain views.

10–17 Nov

$120 SGD per night

Guest favourite

Tiny home in Colorado Springs

4.96 out of 5 average rating, 624 reviews

Cozy cottage, walk to Garden of the Gods

Welcome to the cozy "Chicken Coop" at the foot of Garden of the Gods park in a quiet corner of the city near the funky downtown and great restaurants of Old Colorado City. Walk out your door into the coolest city park in the country, with miles of hiking through jaw-dropping rock formations. The rustic cottage has a pillow-top bed, kitchenette and renovated bath. Enjoy peace and quiet on the deck. An adventurer's dream place to recover after exploring Colorado's great outdoors. Permit: STR 0186

26 Dec – 2 Jan

$155 SGD per night

Guest favourite

Tiny home in Colorado Springs

4.98 out of 5 average rating, 598 reviews

The Trolley Car in Colorado Springs

Fall in love with OCC while you unwind in this restored trolley car! Your home away from home will give you a quiet night’s sleep in a cozy bed with fresh linens. Prepare your own meals or simply take a short stroll to nearby restaurants and shops. There’s tons for you to do just minutes from the trolley and with so much to explore you’ll be glad you’re close to this space to sit back and relax! You’ll get a small breakfast and snacks to get you going in the morning! I can’t wait to host you!

16–23 Oct

$153 SGD per night

Guest favourite

Flat in Colorado Springs

4.9 out of 5 average rating, 297 reviews

✶The Downtown Loft✶ Historic┃Firepit┃Grill┃Hot tub

★5 Star cleaning team trained in disinfecting + sanitation ★2 blocks to downtown & to local coffee ★Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA ★Fenced in yard w/FIREPIT, HOT TUB & GRILL ★Smart TVs in living room & bedroom w/access to apps ★BRAND NEW★ comfortable bed! ★Equipped kitchen ★FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby moniters, games + more! ★BUSINESS: FAST WIFI, KEYLESS ENTRY, charging station & G00gle Home ★Off street parking ★Free Colorado beer

17–24 Jan

$179 SGD per night

Guest favourite

Guest suite in Colorado Springs

4.95 out of 5 average rating, 191 reviews

The Black Forest Estate

Come relax on our private 5 acre property with its hot tub, beautiful grounds, gourmet kitchen and luxury linens. Your space is completely private. We provide the best amenities with distinct upgrades not normally found in an airbnb. Take a walk on the private ¼ mile trail where you’ll see deer and our local black squirrels. Cook a gourmet meal in the fully appointed private kitchen with premium cutlery. Relax under the stars and amongst the pine trees in the hot tub just outside your door.

1–8 Dec

$157 SGD per night

Guest favourite

Bungalow in Colorado Springs

4.98 out of 5 average rating, 121 reviews

The Cozy Yellow Cottage

Tucked away in a mostly quiet alley in a super eclectic neighborhood, this tiny house was built before 'Tiny Houses' were even a thing. This remodeled and charming 626.5 square foot house is ALL YOURS! Close to downtown Colorado Springs, Ivywild School, the Caffeinated Cow, a library, restaurants, shopping, hiking and biking trails, leisurely and safe neighborhood walks- the sky is truly the limit on what adventures await you! City of Colorado Springs Short Term Rental Permit #A-STRP-22-0086

10–17 Nov

$122 SGD per night

Guest favourite

Guest house in Colorado Springs

4.97 out of 5 average rating, 813 reviews

Cozy Solar Cottage on the West Side

My cottage is centrally located, close to downtown--within walking distance. Garden of the Gods, road to Pikes Peak, & Colorado College are minutes away. The interior is quaint and cozy, but has a roomy kitchen, fully stocked for preparing food. The outdoor space is peaceful and relaxing. I have a detailed list of restaurants & things to do. You'll love the access to an urban trail (Monument Valley), comfy queen bed, & coffee. A coffee shop and breakfast place are within walking distance.

15–22 Apr

$102 SGD per night

Guest favourite

Cottage in Colorado Springs

4.96 out of 5 average rating, 686 reviews

The Bird’s Nest – Tiny Home – Big Location!

Be our guest at the Birds Nest! This historic 1909 “shotgun” tiny house is just two blocks from historic Old Colorado City and central to the best attractions in Colorado Springs. Colorado Springs' Westside is where all the sights, attractions and natural beauty are located. Enjoy quick access to the city’s best restaurants, stores and coffee shops. You will be just down the road from Pikes Peak, Garden of the Gods, Downtown, Manitou Springs and close to great walking and hiking trails!

14–21 Oct

$132 SGD per night

Guest favourite

Guest house in Colorado Springs

4.98 out of 5 average rating, 165 reviews

Colorado’s Cozy Corner cottage in mountains

Colorado’s Cozy Corner is a cute home that is close to everything, making it easy to plan your visit. The photos on the walls will inspire you, featuring incredible places in the springs you can visit. While the decorations and modern style of the space will leave you excited to come home after your adventures. This home has two bedrooms, a full bathroom, a full kitchen, a nice living space to relax in, outdoor picnic table and fire pit! It is located in a quiet neighborhood.

17–24 Nov

$144 SGD per night

Guest favourite

Cottage in Colorado Springs

4.91 out of 5 average rating, 335 reviews

Hiking & Nature Paradise - Broadmoor/Seven Falls!

Non-smokers only. The Cottage Retreat is nestled in nature with hiking and biking trails directly out the back door. Trailheads to Helen Hunt Falls or Seven Bridges trail directly behind the cottage! Access to Pikes Peak National Forest off-roading trails are just a few blocks away. Walk to the Broadmoor or neighborhood coffee shop for fine dining and drinks. 5 minutes to downtown Colorado Springs for endless entertainment! Lowest cleaning fees in the neighborhood!!

24 Sep – 1 Oct

$152 SGD per night

Guest favourite

Home in Colorado Springs

4.96 out of 5 average rating, 290 reviews

Sunflower Cottage-Walk to Garden of the Gods+Views

Our popular Sunflower Cottage promises a stay like no other! Tucked away in a lovely secluded westside neighborhood with lush gardens, great views, and a horse stables nearby, the location is within walking distance to Garden of the Gods. We provide extra special touches to make your stay amazing including fresh coffee and delicious fresh brewed tea from a local restaurant. Also off street parking and laundry. Check out our amazing reviews! STR LIC. #0712

24–31 Oct

$154 SGD per night