Family-friendly vacation rentals in Gypsum

Cabin on the river

Lockoff basement with private entrance in a log home.Two sliding doors overlooking the Eagle River.My husband and I live in the upper part of the home. The price is set for 2 people if there is a 3rd or 4th person there is a $15.00 charge per person per day. It's set up for 4 guests Max. Gypsum is 4 miles from the Eagle Airport,24 miles east of Glenwood Springs and located between Vail and Aspen. This area offers skiing,flyfishing, rafting, hiking, biking, horse riding and many other activities.

Indoor spaces · Family · Backyard

Mountain home paradise 1GBPS internet, quiet home!

Amazing spot, 1 mile N of I70 but worlds away. Great view from the deck, nice private location. We are a very active outdoor couple that are more than happy to share local info, help plan... we do just about every outdoor sport there is, and are happy to give any beta we can. We also have river toys (a raft, 2 paddleboards, a duckie/ inflatable kayak, and 3 hardshell kayaks) that can be Borrowed in exchange for wine ;). (You’ll need a vehicle with a rack or a truck to shuttle) Kaleb & Abby

Indoor spaces · Kitchen · Long stay

Cozy Cabin on 8 Acres | Treasure Hunt | Firepit

✨ Timber Valley Lodge — Cozy Cabin on 8 Private Acres ✨ ⭐ Guest-favorite with glowing reviews for comfort, cleanliness & communication 🍂 Leaf Peeping on property 📍 Fairplay 7 mi • Breckenridge 22 mi 🌲 Secluded forest, private trails 💫 Elevated comfort: Starlink WiFi, designer furnishings, updated kitchen & baths 🔥 Cozy ambiance: wood fireplace & stove, outdoor firepit, string lights, hammock 🛋️ Family-ready: games, toys, kid gear, Switch, arcade, 🌟 Fun Extras: treehouses & treasure hunt

Kitchen · Family · Outdoor spaces

Pet Friendly Apartment with Private Backyard

Lock off basement within walking distance to Colorado river and hiking trails. Just a 20 minute drive from Glenwood Springs and 30 minute drive to Vail and Beaver Creek and a little over 1 hour from Aspen. The apartment is locked off from the main residence with private access and a fenced in backyard. Premises does have 2 parking spaces available but may accommodate a trailer or camper with notice. Pet Friendly to well behaved animals. One sofa bed, Full over Queen and Queen bed. 4 Beds total

Family · Indoor spaces · Long stay

Hot Tub & Sauna, Firepit, Patio, Views, Romantic

Experience the famous Glenwood Springs Canyon in our historic cabin, this charming cabin has been lovingly restored and modernized to offer you a blend of charm and modern amenities. You can expect to enjoy... ✔️ Glenwood Hot Springs & Downtown ✔️ Stunning Canyon Views ✔️ Private Serene Nature in the Hot Tub Spa ✔️ Private Barrel 4 Person Sauna ✔️ Glenwood Canyon bike trail ✔️ Patio & Firepit Perfect for nature lovers to immerse yourself in the beauty and serenity of this unique cabin!

Kitchen · Family · Checkout

Adventurer's Paradise

Josh and I have a modern and clean down stairs lock off only 3 blocks from downtown. The space is all yours with a private entrance with parking. We are in the center of Colorado's mountain biking community with a 100 miles of single track. Also just down the interstate from Vail and Beaver Creek resorts. The views alone are worth the visit! Reminder: This is the mountains. The entrance is well lit and shoveled but plan on dirt and snow. It comes with the territory! Lic. #006688

Indoor spaces · Kitchen · Shared spaces

Cabin on Sweetwater Creek

This is a simple cabin-home is located 7 miles up from the Colorado river on Sweetwater Creek. Three more miles up the road is Sweetwater Lake and the jump off area for the White River National Forest and the Flat Tops Wilderness area. Glenwood Springs is 32 miles down creek/river. Great access to hiking, floating, biking (Glenwood Canyon) and hunting, or best yet relaxing next to a beautiful creek. Brink's Outfitters at Sweetwater Lake has horses and guides for riding.

Indoor spaces · Family · View

Picturesque Chalet, Bordering Flat Top Wilderness.

Escape to SCAR Ranch, a handcrafted log home set on 70 private acres at 9,200 ft. Surrounded by shimmering aspens and endless views, this retreat blends rustic charm with modern comfort. Relax by the fire or on wide porches while spotting deer, foxes, and our local moose. In summer, enjoy miles of private trails and nearby hiking; in winter, step into world-class snowmobiling. A true mountain sanctuary for rest, adventure, and connection with nature.

Family · Indoor spaces · Cleanliness

Peaceful/quiet 3 bedrm overlooking town of Eagle!

Escape to tranquility in the gated and private Garrison Ranch! This 3-bed, 2-bath modular home offers comfort, stunning views, and privacy just under 3 miles off I-70. Located above Eagle, CO, the home is accessible via a maintained gravel road past City Market and restaurants. Enjoy open skies, mountain views, and peaceful living, all minutes from town. A rare blend of seclusion and convenience—This home on the Garrison Ranch is truly special.

Family · Indoor spaces · Cleanliness

Luxury 35-Acre Retreat w/ Hot Tub & Amazing Views

Sky High Lodge is an updated mountain top escape located on 35 acres of private land. This spacious and modern cabin atop Lookout Mountain is 25 min to the famous Glenwood hot springs and downtown Glenwood, and one hour from Aspen. High vaulted ceilings and three story windows display 180 degree panoramic views of the jaw dropping Roaring Fork valley and the dramatic Mount Sopris. This is a dream mountain getaway!

Family · Kitchen · Access

The Villa Costalotta

The Villa Costalotta (we are being facetious) is a stand alone building separated from our cabin by a paved alleyway. We live out in the country, just 3 miles from Eagle, with no near neighbors so mostly what you hear is the creek behind the building and the nearest neighbor’s rooster crowing. We have installed Starlink for internet service with over 100Mbps download speed.

Indoor spaces · Kitchen · Nearby

Bruce’s Tiny House

This memorable place is anything but ordinary. A tiny house nestled into downtown Eagle with walkability to all the town shops, restaurants and night life. Bruce’s tiny house is everything you need and nothing you don’t for a unique stay in this custom built tiny house. Your stay will include 2 retro cruiser bikes along with HBO, Apple TV+ and Prime video!

Indoor spaces · Family · Check-in