Holiday rentals with a pool in Teller County

Quite Spacious Apt w/ Game Table, Bball Court

Relax with the whole family at this peaceful place to stay. Enjoy the community pool during summer, Tennis, and walking trails. It is an independent family-friendly unit in the basement of the main house. It is a private space with its own entrance and separate from the main house. Free public parking or on the house driveway. Patio with table, grill, hammock, fire pit, and basketball court. Close to attractions, shopping, etc. Permit: A-STRP-23-0855 per Ordinance 7.5.1706 Rules and Regulations

Spacious, Mountain Views, Heated Pool, & Sunroom!

Welcome to your summer getaway in the picturesque city of Monument. Minutes from the Air Force Academy and Colorado Springs, this spacious home is an ideal retreat for those seeking a blend of relaxation and adventure. Enjoy time together in the beautiful sunroom, soaking in the heated pool (May - Oct), playing table tennis, or watching a movie together. Boasting 5 bedrooms, 3.5 baths, full kitchen, and fun neighborhood parks, this home has everything you need for your family's next adventure.

Forest Retreat, 2 floors, 3 bedrooms w/Hot Tub Spa

Come enjoy this peaceful forest retreat in an upgraded home with spacious kitchen & living areas with great views. Close to amazing hike/bike trails, and central to both Colorado Springs & Denver excursions. The 2 floors include 3 bedrooms, and a spacious main level with fireplace and grand piano. Don't miss the stunning sunsets on the deck, patio swings, and in the hot tub/swim spa combo, while taking in the 2.5 acres of Colorado trees and visits from wildlife. This is paradise of all seasons!

Pikes Peak View / downtown / Central AC/Charis/AWM

Stunning Views & Prime Location! This newer built modern townhouse is the ideal Colorado getaway for families or groups or couple: 3 bedrooms, 3 bathrooms, and a 2-car garage, it offers spacious comfort, central air, and stylish furnishings. Enjoy sweeping mountain views and walkable access to local shops, restaurants, the Aquatic Center, and downtown attractions. It’s just a 7-minute to Charis Bible College and Andrew Wommack Ministries. Explore hiking, biking, fishing and shopping nearby.

Hidden Gem⋆Heated Pool⋆Gorgeous Views⋆2.4 ac⋆AC⋆EV

NON-SMOKING PROPERTY. Located in Erindale Heights, one of the true hidden treasures of Colorado Springs. It is nestled away in a private 2.4 acres but surrounded by metropolitan amenities. Many of the area’s newest and most compelling restaurants, shopping outlets, and theaters are within 5 minutes away. It is adjacent to Austin Bluffs Open Space and Pulpit Rock Park. Garden of the Gods is within visible 8 miles distance and nearest to Air Force Academy. Non-owner-occupied permit STR-0085.

A-frame Glamping Pod @ Royal Gorge

Our charming A-frame glamping pod offers a cozy, elevated camping experience. Ideal for couples or solo travelers looking to relax, recharge, and reconnect with nature. The pod features a queen bed with linens, mini fridge, Keurig, A/C, towels, and washcloths. Please note: there is no bathroom in the unit—guests use the nearby shared bathhouse. Outside, enjoy your private fire pit (starter wood included), picnic table, and two Adirondack chairs. A perfect mix of comfort and outdoor charm!

Bubble Gum Cottage

Experience the magic of the 1960s at the Starlite Vintage Resort. Our charming Cabin blends nostalgic charm with cozy comfort, offering a unique stay near the Royal Gorge. Inside, you’ll find vintage-inspired decor paired with essential modern touches. The cabin includes a mini fridge and microwave for light meal prep, with nearby access to recently upgraded and renovated shared bathrooms and showers. Sleeping arrangements are simple yet cozy, with a plush queen bed and a bunk bed.

Sunshine Mountain , experience true Colorado!

3 bed, 2 bath home in the shadow of Pike's Peak. Features a wheel chair ramp, 7.5 acres of shared property with wooded walking trails and an adults only swim spa patio area. The perfect spot to get away to a country setting but close to town. We have WIFI, 65" TV, soaking tub, new bedding, stocked kitchen/pantry, seasonal art studio, outdoor seating, gas grill/ fire pit & onsite parking. Base price is for 4 guests (Sleeps 8). For larger groups we also a RV site with hookups.

King's Oasis

Family-friendly home just outside Colorado Springs city limits—only minutes from the airport! Located in a peaceful neighborhood, this cozy retreat features a private pool perfect for kids and a relaxing space for adults. With comfortable living areas, a fully equipped kitchen, and easy access to local parks and attractions, it’s the perfect spot for a relaxing getaway without the city noise. Your peaceful Colorado escape starts here!