Bring Everyone Together: Vacation Homes Made for Holiday Group Travel

The holidays are better when everyone can be together. Whether you’re planning Thanksgiving with the extended family, a Christmas getaway with the grandparents and kids, or a New Year’s trip with friends, where you stay can make all the difference.

Instead of splitting the group between separate hotel rooms, a vacation rental gives everyone a place to gather, cook, celebrate and spend more time together. From beachfront homes and mountain retreats to city escapes and sunny desert getaways, iTrip offers vacation rentals with room for the whole crew.

Here are some of our favorite destinations and large vacation homes for holiday group travel.

Celebrate the Holidays by the Coast

If your idea of the perfect holiday includes sunshine, ocean views and time outside, a coastal getaway gives the whole family a change of scenery without giving up the traditions that make the season special.

Panama City Beach, Florida

Trade winter weather for Gulf views in Panama City Beach. This unit sleeps up to 10 guests and features four bedrooms, four bathrooms and a large balcony overlooking the water. There’s plenty of space to start the morning together, head to the beach and come back for dinner with a view.

Fort Myers Beach, Florida

A warm-weather holiday is easy to plan in Fort Myers Beach. This spacious four-bedroom home sleeps up to 11, giving families room to settle in, relax and spend a few sunny days together along Florida’s Gulf Coast.

Naples, Florida

For a laid-back holiday in Southwest Florida, Naples offers plenty of sunshine and room to slow down. Briarwood features four bedrooms, lake views and a private heated pool, creating an easy setting for a family celebration.

Fort Lauderdale, Florida

Celebrate somewhere warm in Fort Lauderdale. Villa Palmera sleeps eight and features a private pool and tropical backyard, giving everyone space to enjoy the Florida sunshine between holiday meals and activities.

Treasure Coast, Florida

For something quieter, head to Florida’s Treasure Coast. Lounging Lizard offers a relaxed home base near downtown Stuart and the beach, along with a private backyard made for unwinding together.

Oak Island, North Carolina

Gather the whole crew on the North Carolina coast in Oak Island. Serene Oasis sleeps up to 16 and includes ocean views, a heated pool and a game room—plenty to keep a multigenerational group entertained throughout the stay.

Golden Isles, Georgia

Slow down for the holidays in Georgia’s Golden Isles. Coastal Charm on St. Simons Island sleeps 10 and sits just a block from the beach, making it easy to pair family time at home with walks along the coast.

Florida’s First Coast

A waterfront holiday takes on a different feel at The W River Retreat in Green Cove Springs. Sleeping up to 12, the five-bedroom home sits along the St. Johns River and includes a private dock and plenty of space for everyone to reconnect.

Head to the Mountains, Lakes and Wine Country

For groups dreaming of crisp air, mountain views or evenings around the fire, these destinations turn the holiday trip into part of the celebration.

Oregon Wine Country

Gather somewhere a little different in Oregon Wine Country. The Carly Estate includes two private homes, nine en-suite bedrooms and 21 scenic acres. It’s a standout option for groups that want to stay together while still having plenty of personal space.

Park City, Utah

When the group is really big, Park City has an impressive solution. The Lowell Collection combines four side-by-side townhomes with 16 beds, 10 bathrooms and room for up to 40 guests. Everyone can stay close while still enjoying a little privacy.

Aspen, Colorado

Spend the holidays surrounded by Colorado scenery in Aspen. Glen Eagle Drive Home sleeps 10 and features multiple living areas, forest views and a private hot tub—the kind of place that makes staying in part of the vacation.

Southern Idaho

For a getaway built around the outdoors, Southern Idaho offers a memorable setting. Above the Falls in Twin Falls features panoramic canyon views, a private dock and more than 5,000 square feet of space for up to 12 guests.

Whistler, British Columbia

Make the holiday trip a mountain adventure in Whistler. Cypress Estates 8067 sleeps 12 and includes a chef’s kitchen, spacious gathering areas and a private hot tub for relaxing after a day outside.

Steamboat Springs, Colorado

A peaceful mountainside setting awaits in Steamboat Springs. Buckingham Ridge Retreat sleeps 16 and pairs expansive views with six bedrooms, six bathrooms and a private hot tub.

Coeur d’Alene, Idaho

Enjoy a quieter holiday by the water in Coeur d’Alene. Hayden Lake Hideaway sleeps 10 and gives guests lakefront views, private dock access and an easy starting point for outdoor adventures.

Central Oregon

For a holiday surrounded by nature, consider Central Oregon. Seven Pines sleeps nine and offers a lakefront setting where the group can kayak, fish or simply spend the evening together around the fire pit.

Make a City the Center of Your Celebration

Holiday group travel doesn’t have to mean getting away from it all. A city stay can put restaurants, attractions, entertainment and seasonal events right outside your door while still giving everyone a place to come home to together.

Los Angeles, California

Spend the holidays overlooking the city in Los Angeles. This Hollywood Hills home sleeps 12 and offers four bedrooms, four bathrooms and city views that stretch from morning coffee through evenings under the lights.

Atlanta, Georgia

Just outside Atlanta, Love in Lilburn gives families and friends plenty to do without leaving the property. The home sleeps 10 and includes a private pool, treehouse and entertainment spaces for the whole group.

San Marcos, Texas

Combine Texas history with a walkable downtown stay in San Marcos. Moore Manor sleeps 14, pairing historic character with modern conveniences and plenty of room for a large group.

Charlotte, North Carolina

For an energetic group getaway, Charlotte puts everyone close to Uptown attractions, games, concerts and nightlife. Queen City’s Den & Nest sleeps up to 24 guests with six bedrooms and plenty of gathering space.

Orlando, Florida

Turn the holidays into a family vacation in Orlando. This six-bedroom ChampionsGate home sleeps 17 and offers plenty of entertainment while keeping the group close to Orlando’s theme parks and attractions.

Nashville, Tennessee

Music, restaurants and holiday fun are all within easy reach in Nashville. Arch One sleeps up to 24 and combines eight bedrooms and eight bathrooms with rooftop space that makes it easy for everyone to gather.

Find Sunshine in Southern California and the Desert

Not every holiday getaway needs snow. Southern California and the desert offer sunshine, pools, mountain views and outdoor living—perfect for groups looking to trade winter coats for patio dinners.

Mission Viejo and Laguna Beach Area

Near Laguna Beach, Athena Aquatic Retreat at Lake Mission Viejo sleeps 12 and features a 75-foot pool, lake views and plenty of room for everyone to gather.

Another Mission Viejo option sleeps 10 and includes a saltwater pool, sunset views and an open layout built for spending time together.

La Quinta and Bermuda Dunes

Bring a bigger group to the desert at Bella Bermuda Estate. With six bedrooms, six bathrooms and room for up to 20 guests, the home features a private pool and spa along with spacious indoor and outdoor gathering areas.

For a smaller group, Casa at Montezuma in La Quinta sleeps nine and combines mountain views, a private pool and convenient access to nearby hiking trails.

Indian Wells and Palm Desert Area

Enjoy mountain views and desert sunshine at 77466 Blackfoot Drive in Indian Wells. The four-bedroom home sleeps eight and features a poolside setting and firepit patio.

Nearby, 77399 Evening Star Circle sleeps six and offers a private pool and spa, mountain views and outdoor dining for relaxed holiday meals in the sunshine.

More Space Means More Time Together

The best part of group travel isn’t simply getting everyone to the same destination. It’s having a place where you can actually be together.

A vacation home gives families and friends the freedom to linger over breakfast, cook favorite holiday recipes, let the kids play while the adults catch up and end the night without everyone heading back to separate hotel rooms.

And with destinations ranging from Florida beaches and mountain towns to major cities and sunny California retreats, your holiday celebration can look exactly the way you want it to.

Holiday dates can fill quickly, especially when you need a home large enough for the entire group. Start planning early and find a place where everyone can stay, celebrate and make a few new traditions together.