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, 999 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 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, 362 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

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
4.95 out of 5 average rating, 297 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 skier stands at The Legendary Back Bowls sign, indicating an elevation of 12,500 feet. Snow-covered mountains stretch into the distance, framed by a bright blue sky with wispy clouds. Pine trees dot the landscape, providing a contrasting green hue.
Condo in Avon
4.88 out of 5 average rating, 253 reviews

1BR/BA Condo in Avon, 3 miles to Beaver Creek

Message me all requests, have some flexibility. Discount for longer stays. Great Location & Great Value in Avon! Only 3 mi to Beaver Creek & 9 mi to Vail. Getting around is easy, it’s a quick walk to Bear Lot (0.3 mi) for skier shuttle. The free town bus stop is across the street & will take you to the Avon Center where you can connect to BC or Vail, etc. Close to all in Avon & steps to river/bike path. Walk to Nottingham Lake/Park. Fully equipped kitchen, spacious LR and Comfy king bed!

Guest favourite
A well-maintained outdoor space features lush greenery, potted flowers, and stone steps leading to a lower area. A wooden structure serves as a garage, complemented by the nearby main house and surrounding trees that provide a natural backdrop.
Guest suite in Glenwood Springs
4.88 out of 5 average rating, 363 reviews

Old Orchard Property- 7 min to Glenwood Springs

Enjoy a beautiful property filled with old orchard fruit trees located just minutes from Glenwood Springs or New Castle. Guests will enjoy a walk out basement living space with separate entrance, private bedroom and bathroom. Please be aware when booking this unit is attached to the main house with a separate private entrance. Walk out to a large fenced in backyard where morning coffee can be enjoyed under the apricot tree. The property is home to a family including fur babies and chickens.

Top Guest favourite
A comfortable seating area features a wooden futon adorned with patterned cushions. Natural light enters through an open door, revealing an outdoor patio surrounded by greenery. A small table and lamp are positioned nearby, enhancing the functional living space.
Apartment in Glenwood Springs
4.94 out of 5 average rating, 477 reviews

Kiwi Hideaway - Modern Apt. near Downtown GWS

Located in a quiet neighborhood at the base of Red Mountain. Twenty minute walk to downtown Glenwood Springs. Hiking and biking trails, the Roaring Fork and Colorado Rivers, natural hot springs pools and more are only minutes away. Get out of the hustle & bustle of downtown without sacrificing convenience. Single bedroom private apartment in lower level of our lovely family home. Private entrance with a kitchenette and private patio - includes great views of Glenwood Springs and Mt. Sopris.

Guest favourite
A welcoming two-story home is depicted at dusk, illuminated by warm lights from the windows. The house features a front porch adorned with traditional elements and a flag, surrounded by well-kept greenery and flowerbeds. Soft outdoor lighting highlights the front pathway.
Guest suite in Eagle
4.89 out of 5 average rating, 236 reviews

Spacious Lock-off near Vail, In Eagle Colorado

Large and Cozy basement lockoff Fully Equipped large kitchen new carpeting king bed and queen bed newer sofa/ bar table/ games/ Chair that converts to child bed W/D- Kithen table seats 4 dishwasher/ all kitchen supplies Coffee maker and I try to provide coffee pods/lots of towels many extra blankets Fireplace heater/mood light smart TV/ cd player / fun videos Wi block Multiple fans but cool in basement heater security cameras in entry Kingbed Queen Bed Floor futon Roku desk area

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, 550 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

Top Guest favourite
A cozy bedroom is highlighted by a spacious bed adorned with a colorful blanket featuring horse motifs. Two bedside lamps provide soft illumination, while a framed artwork of horses graces the wall above the bed. A dresser and door leading to another room are visible.
Apartment in Glenwood Springs
4.93 out of 5 average rating, 287 reviews

Red Mountain Getaway - Mountain Views by Downtown

The Red Mountain Getaway is within walking distance from the historic downtown, hiking/biking trails, hot springs, and the Roaring Fork & Colorado Rivers. Come experience Glenwood Springs as the locals do. Featuring - A private fully equipped 1 bedroom apartment with beautiful mountains views in the lower level of our family home - An incredible large fenced-in backyard with a basketball court & a swing set - The best neighborhood in Glenwood Springs at the base of Red Mountain

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, 286 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
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, 183 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.

Top Guest favourite
A modern living space features a cozy sofa arranged beside a wood-burning fireplace, with a stack of logs nearby. A dining table with four chairs is positioned adjacent to large windows that allow natural light to fill the room, enhancing the inviting atmosphere.
Condo in Vail
4.99 out of 5 average rating, 163 reviews

FREE wine | HotTub | Wood Fire | Free Vail SKI Bus

Modern Vail Retreat | Stunning Views & FREE Wine! 🍷 Your perfect mountain getaway awaits! Nestled in Pitkin Creek, East Vail, this newly remodeled condo offers breathtaking mountain views and modern finishes. Cozy up by the wood-burning fireplace with a complimentary bottle of wine. Just minutes from world-class skiing, dining, and outdoor adventures. Book now for the ultimate Vail escape! ⛷️🔥

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 $104 NZD 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

  • Wi-Fi availability

    40 of Gypsum holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Gypsum rentals

  • 4.8 Average rating

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