Family-friendly holiday rentals in Gypsum

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Top-rated family-friendly rentals in Gypsum

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A shaded outdoor area is presented beneath a vibrant red umbrella, offering views of lush green grass and trees. The landscape features distant mountains and a river, providing a serene backdrop for relaxation.
Guest suite in Gypsum
4.89 out of 5 average rating, 1,013 reviews

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.

Top guest favourite
A rustic living area features large windows that provide scenic views of the mountains. Natural light illuminates the space, highlighting wooden walls and a comfortable seating arrangement. A television and a wooden chest add functionality to the cozy atmosphere.
Cottage in Carbondale
5 out of 5 average rating, 125 reviews

Little Rock Lodge at Sopris Shadows

Enjoy a private and peaceful getaway in this rustic lodge with unmatched mountain views. This home away from home is equipped with a full kitchen, washer/dryer, smart T.V. and desktop work space. This is the perfect location for a romantic getaway, family friendly vacation, or a quiet escape for the remote worker. Equipped with everything you need, including high speed internet, the lodge is ideal for both short and extended stays. Come visit the Wild West in this authentic western-style space!

Top guest favourite
A spacious living area features a large L-shaped couch, warmly lit by recessed lighting. A flat-screen television is mounted on the wall, and a sliding glass door opens to a deck with outdoor seating. A cozy dining table is positioned nearby, enhancing the inviting layout.
Guest suite in Eagle
4.93 out of 5 average rating, 364 reviews

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

Top guest favourite
A deck overlooks the Roaring Fork River and mountain views, featuring outdoor seating with decorative cushions and planters filled with vibrant flowers. The area is designed for relaxation, surrounded by lush greenery and natural beauty.
Home in Glenwood Springs
4.99 out of 5 average rating, 207 reviews

Riverside w/patio + views

Peaceful and centrally-located home in Glenwood Springs! Enjoy easy access to downtown, hot springs, fishing, and Sunlight Ski Resort. The property backs up to the Roaring Fork River, featuring a deck with mountain views and a staircase leading to a riverside path. The main level offers an open concept with windows that showcase the surrounding natural beauty. The kitchen is equipped for meal preparation, and the living room provides seating for relaxing after a day of exploring. Permit 23-004

Guest favourite
A living area features a leather couch and a patterned armchair positioned around a rectangular table with a dark surface. Art prints are displayed on the wall above the couch. Two standing lamps provide additional lighting, and a patterned rug covers the floor.
Home in Colorado
4.94 out of 5 average rating, 306 reviews

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

Top guest favourite
A charming mountain cabin is set amidst lush green grass and mature trees. A wooden deck leads to the entrance, adorned with planters filled with colorful flowers. The rustic exterior showcases logs and a sloped roof, complemented by vibrant window frames.
Cabin in Carbondale
4.98 out of 5 average rating, 306 reviews

Private Cabin and Hot Tub in the Woods

Cozy Colorado mountain cabin with hot tub less than 10 minutes from Carbondale. Nestled on 1.5 acres in the piñon pines feeling the seclusion of this entire property getting a mountain cabin experience with a private hot tub. 1940's cabin with a full interior renovation in 2016 keeping the nostalgic look of the cabin on the exterior. It features a fully equipped kitchen, tv, wifi, a/c and a fireplace. Pets allowed upon approval with a pet fee. No aggressive dogs allowed on the property.

Guest favourite
A modern living area features a dark leather sofa adorned with decorative cushions. A wooden coffee table occupies the center, with a lamp illuminating the space. A bookshelf filled with various titles stands against the wall, and a textured area rug adds warmth to the concrete floor.
Guest suite in Eagle
4.93 out of 5 average rating, 559 reviews

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

Guest favourite
A rustic log cabin is set in a green yard, surrounded by tall trees. A covered porch spans the front, with colorful chairs placed nearby. Large windows provide natural light to the cabin's interior, while a shed can be seen in the background.
Cabin in Gypsum
4.88 out of 5 average rating, 289 reviews

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.

Top guest favourite
An open-concept great room features high vaulted ceilings with wooden beams. Large windows provide views of surrounding mountains. A cozy seating area includes a leather couch and green velvet chairs, while a kitchen island with bar stools showcases modern finishes.
Cabin in Twin Lakes
5 out of 5 average rating, 394 reviews

Alpenglow Cabin ᨒ dreamy mountains, sauna, hot tub

Come let nature restore you in historic Twin Lakes. Our modern, alpine cabin is located just over two hours from Denver, at the base of Independence Pass, one of the world's top scenic drives. Surrounded by 14ers and 10 minutes from Colorado's largest glacial lakes, freshly renovated Alpenglow is a perfect spot for all your outdoor adventures. Curl up in the custom sauna or sip your morning coffee in the hot tub--all while soaking up panoramic views of snow-capped peaks.

Top guest favourite
Apartment in Vail
4.97 out of 5 average rating, 308 reviews

(IB) Marriott's StreamSide Douglas 1BD Villa

Experience a mountain paradise. A world-renowned ski playground and the largest ski area in the U.S. From skyscraping peaks and fertile valleys to prestigious arts and culture. Sports enthusiasts will appreciate the challenging ski slopes. Nature lovers will delight in the vast unspoiled wilderness. Your villa is an ideal place to spread out and relax after an active day. Cozy up to the fireplace or enjoy the inviting warmth of the indoor heated pool.

Guest favourite
The living area features a large, rustic seating arrangement centered around a round coffee table. High ceilings reveal wooden beams, and artwork adorns the walls. A staircase with a unique railing leads to a lofted area, while views of the outdoors are framed by large windows.
Chalet in Gypsum
4.9 out of 5 average rating, 266 reviews

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.

Top guest favourite
A serene outdoor seating area is displayed, featuring a fire pit surrounded by four cushioned chairs. Lush greenery and mountains can be seen in the background under a clear blue sky, enhancing the peaceful atmosphere of the deck.
Home in Eagle
4.96 out of 5 average rating, 192 reviews

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.

Popular amenities for Gypsum family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Gypsum

  • Total holiday rentals

    Explore 40 holiday rentals in Gypsum

  • Nightly prices starting at

    Gypsum holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 570 verified reviews to help you choose

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Gypsum holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Gypsum rentals

  • 4.8 Average rating

    Gypsum stays are highly rated by guests – averaging 4.8 out of 5!