Holiday rentals with breakfast in Woodland Park

America's Mountain Retreat

Our house has some of the best views in the city since it backs up to open space., and is close to tons of shopping and eating options. We just added lots of personal touches. It has a vaulted main floor ceiling, commercial grade kitchen, and gorgeous upgraded baths. There are 5 Roku TVs, two of which have Xfinity and Netflix. There’s a huge deck for entertaining and a small balcony off of the master that overlooks the city. We are pet friendly, and welcome your fur babies. Permit A-STRP-24-1051

Family · Location · Bathroom

Recording Studio Duplex in Old Colorado City

This unique home sits right in the heart of the west side, with easy access to any experience the springs has to offer. Walking distance to major and natural food store, shops and restaurants and city trails. The home is remodeled to a recording studio and divided in half, this listing is for the lower living half of the duplex and everything pictured is included and private. It features ample parking, gated large pet friendly back yard, covered patio, BBQ area. Full kitchen, bath and queen bed.

Location · Family · Amenities

The Hillside Hideout

Answer your call to the mountains at the Hideout! Relax & enjoy time in the spacious apartment! You can expect to feel right at home in our safe neighborhood & you’ll still be close to all that COS and the mountains have to offer! You can be a chef in our full kitchen, or you can enjoy some local eateries! Breakfast options & snacks await to fuel your exploration. Tons of things to do & see, but it might be hard to leave the cozy Hideout! I can't wait to host for you!(Permit#A-STRP-22-0138)

Family · Value · Cleanliness

Chicken Coop: a cozy cottage at 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

Family · Location · Air conditioning

Central • Patio • Fenced Yard • Firepit • Parks

★ "This location is PERFECT if you'll be exploring around Colorado Springs or the surrounding area. it's located pretty much close to everything!" ☞ Pet friendly ☞ Backyard doggy door ☞ Walk, Bike or Drive 1 mile downtown ☞ 5 mins walk → Memorial Hospital, USOTC, Memorial Park ☞ Fully fenced backyard ☞ Back patio dining, firepit, hammock ☞ 600mbps internet connection ☞ SmartTV 4 mins → Downtown 14 mins → Garden of the Gods 15 mins → Manitou Springs 17 mins → Colorado Springs Airport

Location · Value · Barbecue

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.

Value · Family · Air conditioning

Spacious Private Suite - Woods and Wildlife

The 1300 sf guest suite is a fully above ground basement w/3 bedrooms, 1 bath, large living area w/fireplace, & separate entrance. The coffee bar includes: small refrigerator, microwave, hot water kettle, Keurig coffee maker, and toaster. NOTE: There is no kitchen. It is located in a quiet, residential area, and backs up to a wooded hill w/path to the adjacent park with playground equipment, basketball court and paved path for enjoying a morning walk. Colorado Springs Rental Permit #STR0657

Value · Location · Walkability

Freshly Baked 2 Course Breakfast @your Door Daily

Near Colorado Springs but feels like miles away. Near Manitou's Sunwater Spa, Woodland, Pikes Peak, Garden of the Gods... Our Cabin comes w/fresh baked Breakfast. Home baked goods & fresh fruit... Happy to work w/guests on dietary needs. Need two different breakfasts? $25/night. Note: while wiping down counters, using parchment-this is primarily a gluten recipe kitchen. In room coffee bar w/microwave & mini fridge. Bathroom w/Jacuzzi whirlpool & handheld shower. Non-Smoking.

Location · Family · Breakfast

Cozy Home w/ Pikes Peak Views

Clean, comfortable, and well-appointed stay near all Colorado Springs has to offer! Sleeping up to 6 guests, this two level home is a perfect spot for families looking to enjoy the mountains while also being close to amenities and attractions in the Springs! -Near airport, Airforce Academy -Electric Fireplace, garden tub, grill, PS4, shuffleboard table -Close to dining, shops, parks -Backyard w/ swingset & playhouse -Breakfast included -Prime video -Beautiful views -Family friendly

Family · Value · Nearby

Aspen Grove Chalet | A Modern Alpine Retreat

Discover a peaceful home base for your Pikes Peak adventures. Aspen Grove Chalet is a thoughtfully designed, multi-level mountain home that invites the outdoors in. Experience quiet mornings watching local wildlife and sunset views through the pines—all while staying minutes from the heart of Woodland Park. As a pet-loving household, we are proud to offer a truly pet-friendly experience with no extra fees, ensuring you and your companions feel right at home.

Location · Family · Barbecue

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! Permit # A-STRP-24-0243

Family · Location · Walkability

HOT TUB!~Game Room~Family Fun~Pet's Free~Starlink

Immerse yourself in the Beauty of the Colorado Rocky Mountains from The-Corner-Lot. This 1-acre property in Florissant is perfect for a family getaway or a high-end corporate retreat. It boasts 3 bedrooms, 2.5 baths, a well-stocked gaming garage, and exquisitely provisioned indoor + outdoor spaces to indulge. Enjoy premium amenities at every turn. Experience Florissant With Us & Learn More Below!

Location · Family · View