Learn from the Best: 10 Homes Guaranteed to Get Holiday Bookings

Lauren KayeLeave a Comment

Holiday vacation rental homes

The holiday season is one of the most lucrative times to be a vacation rental owner if you know how to position your home correctly.

When travelers are booking holiday accommodations, they’re looking for properties where they can gather and celebrate comfortably, often in large numbers.

We found 10 Evolve homes across the United States that do just that. See why they’re perfect and learn how you can set your property up for success during the holiday season.

1. This historic mansion with a gourmet kitchen

What better place to cook a traditional Thanksgiving feast than this spacious historic home in Maryland? Complete with a gourmet kitchen, an antique dining table that can seat a crowd, and space for 14 guests, it’s an ideal destination for a family gathering.

When you’re appealing to holiday travelers, use your listing to show that you have the table and chairs to seat a large family with a place setting for everyone. And let guests know that you stock your kitchen with all the appliances, tools, and spices needed to prepare a holiday meal. Want to make sure you have all the right tools? This list should help.

2. A Texas-sized home to accommodate the whole family

Soma Ranch is a sprawling property suited for even the biggest groups. There’s space for 11 in the main house and space for another 15 in the bunkhouse. The large kitchen and spacious dining room can accommodate a crowd and the 15-acre ranch offers plenty of room to roam while everyone is waiting for dinner.

If you have extra or unused space at your vacation home, outfit your property with additional sleeping accommodations. Bunks and trundle beds maximize the space you have while giving you the ability to accommodate a group over the holidays.

3. A Peaceful Hawaiian escape for an upscale holiday dinner

Thanksgiving dinner with a view? This upscale home in Honolulu offers plenty to be thankful for with stunning ocean views and a contemporary kitchen that’s perfect for cooking all of the traditional holiday dishes. Not to mention that the outdoor space offers a front row seat for Hawaiian sunsets.

When setting up your dining space, prioritize views. Arrange your table so diners can take in the landscape if you have windows. If you don’t, hang interesting artwork on the walls to create an appealing visual backdrop.

4. This Colonial home with a contemporary kitchen

Guests can feel free to invite the extended family for a holiday gathering at this restored 1800s home in Keene, New Hampshire. It sleeps 18 guests and tastefully balances traditional charm with modern updates like a six-burner stainless steel stove and stylish furniture.

The lesson here is to keep your style and appliances current. Dated furniture can be a huge barrier to bookings. A historic home doesn’t have to be stuck in the past. Most guests prefer accommodations that have modern furnishings and style and you’ll get more bookings with decor that feels fresh.

5. A Cabo San Lucas penthouse with extra holiday sparkle

Holiday stress will seem like a thing of the past when you check in to this Cabo San Lucas penthouse. Amazing panoramic views and luxury finishes provide a little extravagance to the holidays. And its resort amenities and spacious accommodations will keep the whole family happy.

Investing in high-end finishes will make your property feel extra special and give you the leg up on nearby competitors. A couple of upgrades, like steam showers and granite countertops, can make your property feel like an exciting departure from the traditional holiday at home.

6. Escape the cold in this Florida cottage on the coast

For everyone who wants to skip the snow this year and spend the holidays in the sun, this updated home in Delray beach is a coastal dream. Aside from being close to the beach, it has an amazing backyard for entertaining and a guest house with plenty of room for guests to spread out.

We love how these owners use the outdoor space as an extension of the home. It means every square foot goes to good use. You can do the same by adding patio furniture and amenities that give guests even more space to experience the local flavor.

7. A ski condo perfect for a holiday gathering

This luxury ski condo in Whistler is a cozy place for travelers who spend the holidays on the slopes. Just a few minutes from the gondola, it’s in a prime location to access the mountain’s runs and easily return home to warm up in the hot tub or next to the stone fireplace.

It’s a great example of how you can outfit your home with high-end amenities that are in high demand for your location. This home’s private hot tub and heated garage with gear storage are two stand-out reasons to book the property over others in the area.

8. An elegant and cozy Rocky Mountain getaway

Fully-loaded for a New Year’s getaway, this high-end townhouse in Crested Butte has everything guests need to celebrate. Its central location means easy access to the downtown apres-ski scene for those who like to go out. And for those who prefer to stay in, the comfortable living room and basement game room offer plenty of entertainment.

This property is a great example of how you can create places for people to gather. The welcoming living room, the expansive dining room table, and the cozy game room provide natural gathering spaces for guests to mingle and toast to the new year.

9. This relaxing home close to New Orleans celebrations

The Big Easy is a top-ranked destination to ring in the New Year and this quaint home is a comfortable place to return to after a night of celebrating. It’s a peaceful place with modern furniture and cheerful decor just a few miles from the city center, so you have convenience and comfort.

What’s great about this property is simple – it gets all of the basics right. It’s clean, it’s well-appointed, and it provides all of the amenities guests are used to finding in a hotel – and then some.

10. An eclectic home near Oregon wineries

There’s no better place to stay and explore Oregon’s famed wine country than Liebatrasse Hideaway. It’s a cozy apartment with rustic decor where guests can enjoy a quiet New Year’s Eve. After touring some of the area’s 300 wineries by day, you can relax by the outdoor firepit and crack open a bottle or two for a midnight toast.

Packing a ton of personality, this vacation rental succeeds in creating a cozy ambience that pairs perfectly with its surroundings. Plus, it offers everything guests need to enjoy the area with a great location, well-stocked kitchen, and peaceful setting.

Are You Ready for the Holiday Rush?

This list shows that you don’t have to go crazy with tinsel and twinkle lights to appeal to holiday travelers, although a few decorations don’t hurt. But you do need to exceed their expectations when it comes to hospitality basics:

  • Accommodations for a group
  • A well-stocked kitchen
  • Comfortable seating areas
  • A little bit of personality

Ultimately, it’s a matter of anticipating what guests want and need for a successful holiday celebration and delivering it to them. And we’ve put together a few resources to help you make sure you’re doing just that:

There’s no reason why the holiday season has to be stressful. See how our amazing teams can make holiday bookings easier you.