Vacation rentals with outdoor seating in Highlands Ranch

Restored Homestead Barn - The Dyer 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.

Cozy Remodeled Tiny House

This unique cozy guest suite is perfect for 1-2 people traveling through Denver for vacation, business trip or to be near friends & family! It offers a fully stocked kitchen, a bedroom & bath, two flat screen TVs, a parking spot & a cozy recliner couch! Close to Lowry hangar restaurants, down the street from multiple trails & parks (Utah Park), 25 min to the Denver airport, 12 minutes to CU Anschutz campus, less than an hour to the mountains, & so much more! It is a converted one car garage.

Mountain Chalet - Panoramic Views 45 Min to Denver

Serenity at 8,000 feet with Pine and Aspen trees. Address is Littleton, but it's part of the Conifer mountain community. The Chalet is a private quarters above our garage with a separate deck and entrance. We also host elopements and micro-weddings! Overlook mountains to the west and the Denver to the east. Hot tub is on the back deck of main house and overlooks city lights! Groceries, dining and hiking trails only 15 minutes away. There is no A/C. 4WD vehicles are required October - April.

"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, movie theater and lots of great restaurants. It has a private entrance with parking on the driveway right in front of unit! Washer and dryer access on request ONLY

Fox Hill Basement Getaway

Come and relax in our quiet basement retreat. You’ll have a private entrance and beautiful views of Fox Hill open space where you can often catch glimpses of fox, coyotes, owls, hawks, eagles and deer. Sit around the fire pit, or on your private patio outside. Take a walk on our park trails and enjoy Rocky Mountain and reservoir views. Our space is ready for you to enjoy the beauty of Colorado while being close to (25 mins) the city action of Denver or DIA! STR-000118 Exp: 3/16/25

Traveler's Countryside Retreat (prev. "Japanese")

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.

Blue Skies Ranch in the foothills of the Rockies

Relax with the whole family at this peaceful and cozy place to stay. Quite, tranquil, and scenic, yet close to town. Short drive to both the outdoors and ample shopping, our 1000 sq ft loft will provide you with a relaxed yet refined space to unwind after miles on the trail or pounding pavement at Castle Rock Outlets. Enjoy gorgeous sunsets over the Rockies with views from Longs Peak in RMNP to Pikes Peak in Colorado Springs. NO HIDDEN CLEANING FEES.

Peaceful Farm Retreat near Denver

Enjoy Rocky Mountain Views, relaxing in the quiet Ponderosa Pines with farm animals nearby and peaceful walking trails. Relax in the hammock as the ponies, mini donkeys and goats graze nearby or walk along the dirt road and watch the beautiful sunsets over Mt. Blue Sky. You’ll be a 5 minute drive from quaint downtown Parker with unique shops and restaurants to explore, the 40 mile Cherry Creek Bike Trail and nearby Castlewood Canyon State Park.

Private Unit w/ Kitchenette

This detached studio guesthouse is located 7 miles south of Denver, less than a 5 minute drive from downtown Englewood and plenty of restaurants, bars, breweries and shops. The studio is fully renovated and is perfect for one or two travelers. It comes with a kitchenette, bathroom with shower, and a private entrance with a small patio. There is plenty of street parking available, with a Starbucks and several bars/restaurants just 1 block away.