Family-friendly holiday rentals in Highlands Ranch

Cozy place near the city

Come and leave your worries at the door in this deliciously cozy little cottage. It has everything you’ll need for a short or long stay. This unique space is a suite that has been converted from a garage…but you’d never know once you’re inside! Brand new house smell anyone? You will have a very private entrance on the side of the house with parking that you can pull right up to the door. No hauling luggage or groceries a long way here! Fast WiFi and close to Denver! Book this cozy retreat today!

Kid Friendly & Spacious 4BR - Great for Families

Bring your large or extended family to our quaint, two story home, a short distance from downtown Denver, near trails, parks, & great restaurants. Spread out in the living areas, four bedrooms, with sleeping space for 8 adults.Enjoy the fresh mountain air on one of the beautiful Colorado days on the deck overlooking the park-like back yard. Furnished with kids in mind, there will be plenty to do in the evenings after a day of Colorado fun! Spread out and relax in a way you never can in a hotel.

Pristine & Modern Full Basement-Excellent Location

You’ll be staying in a peaceful, family‑friendly neighborhood surrounded by beautiful walking trails, open spaces, and parks perfect for kids. The area is quiet, safe, and ideal for enjoying Colorado’s outdoors. Despite the tranquil setting, you’re just minutes from Downtown Parker, with its great restaurants, cafés, grocery stores, and local shops. You’ll also be a short drive from Sky Ridge Hospital and have quick access to I‑25, making it easy to reach Denver, Castle Rock, and the mountains.

Beautiful condo in the heart of DTC!!

This 1032 sq ft, 2bed/2bath condo in the heart of DTC! Easy access to I-25 and walking distance to the Dry Creek light rail station. Close to Park Meadows and everything else in DTC! Main living area has wood floors, open kitchen with granite counters, wood cabinets and breakfast bar. Guests enjoy two bathrooms, including a bathtub. Located in a safe and quiet neighborhood. Community Pool (open during summer) and workout facility. No parties allowed and have strict noise control in the evening.

Spacious, Quiet Home in Centennial

Welcome to beautiful Dream House Acres, one of the best areas in the Denver metro! Our updated mid-century home is located on a quiet street close to all the amenities including DeKoevend Park and the High Line Canal Trail (1-min away), the Streets at Southglenn (2 mins), Denver Tech Center, Inverness Business Park, Park Meadows Mall, Fiddler’s Green Amphitheater, and the University of Denver (all within 10 mins). With an open-floor plan, this spacious home is fully stocked to meet your needs.

Under the ROCK

Guests have access to the entire main floor including 2 bedrms, 2 bathrms, Lg Kitchen, Family Rm, Gas Fireplace, Dining Rm, Laundry, and a large deck with hottub. Guests can walk just 2-blocks to the entrance of "The Rock Park" and climb the "castle rock". Downtown Castle Rock is just a 2-3 minute drive. The house is just 3 minutes to I-25 and about 15 minutes to the DTC (Denver Tech Center), about 25-minutes to the Air Force Academy, and about 35-minutes to Colorado Springs and Denver.

The Dyer House Inn

Experience a luxurious and fully restored 1890s barn on the first homestead property in the heart of downtown Castle Rock. High-end finishes throughout ensure your complete comfort and relaxation. Coffee, antiques, restaurants, shopping, and Festival Park are only a two minute walk from your front door. Enjoy a taste of simple, country living as you walk past our garden, chickens, and wild rabbits. The large, 1/2 acre property is charming, spacious, and the perfect backdrop for your stay.

Blueberry house 3BR with private entrance & Hottub

Soak up in the hot-tub, sit by the firepit, and enjoy a nice night of slumber in our SOLAR powered home with car charging. Stay at the lower level of our renovated house. It has 3 BR and 2 BA(1King, 2Queens). You can see some mountains from the hot tub during winter. We have fast internet, a kitchenette, washer-dryer. ~30 minutes away from the Lookout mountains and the Red Rocks. Parking is available in the driveway/street. We live in the upper half. No need to take out trash at check out.

"Onesie" a modern custom built 1bed Apt!

This unique and modern unit has a style all its own. With 1 bedroom, 1 bathroom plus a queen size Murphy bed(in pics)this place is perfect for a business traveler, couples/1 child. Close to Denver Tech Center, walking distance to Fiddler's Green Amphitheater, in a quiet neighborhood that has paths, tennis courts, park, Spouts, Pindustry and lots of great restaurants. It has a private entrance with parking on the driveway right in front of unit! Washer and dryer access upon request ONLY

Modern Home w/ Hot Tub + WFH Setup + Private Yard

Welcome to The Centennial Chalet – your cozy haven just blocks from upscale shops, dining, entertainment and scenic trails! Begin the day with a warm coffee on your very own private deck or a leisurely stroll along the enchanting High Line Canal Trail. After a long day of adventure, treat yourself to a rejuvenating bath or hot tub soak, cozy up by the fire, or settle in for a Netflix marathon on the impressive 75" TV. The perfect blend of urban excitement and natural serenity awaits.

Cozy & Spacious 4BR Home | Wood-Burning Fireplace

Spacious 4BR home near Littleton—perfect for families, work trips, or weekend getaways! ✨ Highlights: • 🛏 4 bedrooms w/ new luxury mattresses • 💻 Fast Wi-Fi (300 Mbps) + 2 workstations • 🔥 Cozy wood-burning fireplace • 🎱 Foosball + Ping Pong (not pictured) + Smart TV (log into your apps) • 🍳 Full kitchen + dining room • 🌿 Fenced yard w/ patio + charcoal grill • ⛷ Easy 1–1.5 hr drive to ski resorts • 🚗 Minutes from Southglenn, Littleton, Fiddler’s Green, Tech Center & Denver!

Traveler's Countryside Retreat

Rest, relax and rejuvenate at this modern, 2,500 sq ft California contemporary home which sits on half an acre of pure privacy. Curated with the traveler in mind, this two level home has plenty of room for a large family with 2 living rooms, dining rooms and fully stocked kitchens. This location provides a convenient hub for all your needs whether it's a concert venue, mountain access, shopping, nearby trails or visiting family, you can have it all here at the Traveler.