
Holiday rentals with a pool in Teller County
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Top-rated rentals with a pool in Teller County
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Urban Float - Private Heated Pool/HotTub & Firepit
Discover your perfect Colorado Springs getaway – a stylish 2-bedroom guesthouse with a private indoor pool/hot tub blending mountain views 🏔️ & urban convenience 🏖️. 🏊♀️ Enjoy a year-round dip in your 35 ft heated indoor pool 🍽️ Cook delicious meals in the fully equipped kitchen. 🔥 Sit back and relax in your 7-person hot tub 🪵 Gather around the fire pit in the private backyard. 📍 Explore the Olympic Training Center, shops, & restaurants nearby. Book your unforgettable Colorado Springs escape today!

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-25-0737 per Ordinance 7.5.1706 Rules and Regulations

Settlers Pass apartment to experience Colorado
This is a basement apartment with kitchenette. Good lighting. It does require stairs and does not have handicap access. Close to Colorado Springs airport. Minutes from Fort Carson. Close to all tourist attractions of the Colorado Springs area. Half an acre of land with an outdoor play area. On-site home gym in the barn. Patio with 2-person hot tub, outdoor chairs, fire pit, barbecue grill, and smoker. Kayaks for rent. Small pool up during summer for quick cool down. Open from June to September

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!

Rustic Historic Colorado Mountain Cabin Pikes Peak
This historic rustic log cabin built in 1953 has been updated. It sits near the foot of Pikes Peak and Pike National Forest & 17 minutes from Downtown Colo Spgs. The cabin sits at 7800' and is usually cool and comfortable temperature inside, we have added Central Air Conditioning to further enhance your comfort. Denver Airport (DIA) is a 90 minute drive Colorado Springs Airport (COS) is a 32 minute drive. Hiking, Fishing, Kayaking, Garden of the Gods, North Pole Santas Workshop, USAFA,

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.

2BD Luxury Condo, Cocktail Lounge, Beautiful Views
Ready to be the host with the most? This sleek 2-bed, 1-bath condo was designed for entertaining. It’s like having your own private cocktail lounge. Imagine the camaraderie, the clinking of glasses, mixing and mingling, guests drifting with elegant ease between the spacious, party-ready terrace and the indoor bar that’s as good as any nightclub’s. Coming to town for a wedding? Reunion? On business? Host a soiree for the wedding party, your college buddies, or your regional management team.

Rocky Mountain Haven w/ king bed | pool & hot tub
Unwind in the stylish one-bedroom apartment in Castle Rock, located in Castle Rock and a short drive from Pikes Peak. City is full of award-winning restaurants, bars, shops, historic landmarks, and attractions. Adventure through the city easily from this prime location. Once you are ready to relax, retreat to your comfy apartment. ✔ Fully Equipped Kitchen ✔ Comfy King bed and sleep sofa ✔ Dining Table ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Pool (Seasonal) ✔ Hot Tub Learn more below!

Cadillac 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.

Peakview @ Royal Gorge
The Peakview Cabin faces West, providing mountain backdrops and scenes of native pinyon pines and juniper for you to enjoy. Relax in the evening by the propane fire pit at your personal outdoor area in Adirondack chairs. The A-frame cabin features a cozy living area, a kitchenette, one bedroom, and private bathroom and shower. With one queen bed in the bedroom and a queen sized pull out sofa in the living room, we recommend the Peakview cabin for a maximum of 2 adults and 2 kids.

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 Bed*2CarGarage*Gym*Workspace*EVCharger*
Enjoy a fun and relaxing getaway! This Upscale townhome is centrally located and close to the best of everything Colorado Springs has to offer. -SmartTVs W/Complimentary Netflix & Disney+ -FastWiFI -FullyStockedKitchen w/Coffee -Washer&Dryer -2CarGarage LOCATION 10min or less to:Airport, OlympicMuseum, Downtown, BroadmoorHotel 15min or less to:Cheyenne Mtn Zoo, Garden of the Gods Park, Cheyenne Canyon, ManitouIncline COMMUNITY AMENITIES -Pool/HotTub (Seasonal) -Gym
Popular amenities for Teller County rentals with a pool
House rentals with a pool

Penrose Hideaway Ranch

Luxury Home★Pikes Peak Views★Hot Tub ★1 mile AFA

PR Pool/Slide/Hot Tub.10 min/Zoo,Broadmoor,7Falls

Luxury Escape with Million $View

*Broadmoor Serenity Sleeps 8

Sunny OASIS OF CASTLE ROCK CO.

Cheerful home w/pool & hot tub in quiet area

Royal Gorge Getaway | Sleeps 10, Heated Pool & Spa
Apartment rentals with a pool

3 Bedroom Condo With outdoor pool

Spotless Condo with King Bed!

1 Mi to Dtwn: Condo w/ Pool Access in Castle Rock

Two Story Two Bedroom Condo in Castle Rock

One Story Quiet 2 Bedroom Condo in Castle Rock
Other holiday rentals with a pool

A-frame Glamping @ Royal Gorge

The Overlook @ Royal Gorge

Elegant Mountain View Condo - Available NOW!

Peakview @ Royal Gorge

Castle Rock Retreat w/ queen bed | pool & hot tub

Bubble Gum Cottage

The Overlook @ Royal Gorge

Pike Peaks Apartment
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- Old Colorado City
- Royal Gorge Bridge and Park
- Cheyenne Mountain Zoo
- Arrowhead Golf Course
- Cave of the Winds Mountain Park
- Castle Pines Golf Club
- Cheyenne Mountain State Park
- Patty Jewett Golf Course
- Colorado Wolf and Wildlife Center
- Mueller State Park
- Staunton State Park
- Sanctuary Golf Course
- Castlewood Canyon State Park
- Roxborough State Park
- Red Hawk Ridge Golf Course
- Helen Hunt Falls
- The Rides at City Park
- Walking Stick Golf Course
- Colorado Springs Pioneers Museum
- The Broadmoor Golf Club
- Rocky Mountain Dinosaur Resource Center
- The Club at Ravenna - Colorado Golf Club
- The Winery At Holy Cross Abbey
- Red Rock Canyon Open Space