6 romantic Valentine’s Day getaways

Published January 2020


Valentine’s Day has become an established traveler’s holiday for couples, solo adventurers, and friend groups alike. Our 2019 Valentine's Day travel trends report found that Americans spanning all age groups prefer unique experiences over material gifts for Valentine's Day, with Millennials taking the lead.

Prefer unique experiences

Prefer material gifts




Generation Z



Generation X



Baby Boomers



What's more unique than a Valentine's Day getaway in a one-of-a-kind vacation rental? Whether you're rekindling romance with a partner, making quality time for a best friend, or kicking up a Galentine’s celebration, there are tons of options at your fingertips. Vacasa's travel experts pulled together six of the best Valentine's Day retreats, broken down by what type of stay you’re in the market for.

Valentine’s Day getaways for outdoor enthusiasts

Cadwalader House

Sea Ranch, California

This five-star gem is the perfect Valentine’s Day getaway for a couple or close friends seeking miles of untouched beaches. Tucked along the rocky Northern California coastline, guests can enjoy stunning ocean views from nearly every room in the house. Soak in the outdoor hot tub before curling up by the fireplace or retreating to the cozy sofa for a movie night. With access to the community’s pools, saunas, tennis courts, and miles of nearby hiking trails, this home is ideal for Valentine’s Day adventurers who could use a little R&R after a long day spent in the great outdoors.

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Hale Pau'ole

Volcano, Hawaii

Enjoy a Valentine’s Day breakfast among the tropical plants surrounding this charming Hawaiian property. Adventurous guests will adore this location, just a short hop away from unique activities like visiting Kīlauea in Volcanoes National Park or the Mauna Loa Macadamia Nut Visitor Center. This home is right on the doorstep of forest reserves, begging for wilderness exploration.

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kitchen of vacation rental located in Portland, ME

A Foodie’s Delight

Portland, Maine

This elegant one-bedroom vacation home right in the center of beautiful Portland, Maine, gives Valentine’s Day travelers a wide range of options. Settle down in front of the fireplace for a read, or take a quick stroll to the Old Port, where guests can treat themselves to the city’s up-and-coming culinary offerings. Casco Bay Lines ferry terminal is just around the bend from this home, which takes regular scenic jaunts navigating Portland’s dramatic coastline and islands.

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Retreats fit for the whole squad

waterfront vacation rental with private hot tub in Eastsound, WA

Raccoon Point

Eastsound, Washington

Guests will find their inner peace in this remote waterfront vacation rental, on the northern tip of Orcas Island in Washington. Admire the expanse of the Puget Sound in this beautifully crafted property, fit for the whole family or a gaggle of friends. Whale sightings are commonplace in the area, so visitors should bring their binoculars.

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Elk Park Lodge

Whitefish, Montana

With ski-in/ski-out access on Big Mountain, this family-friendly Montana home is a cozy respite from the cold. Guests can enjoy a warm fire, a soak in the hot tub after a day on the slopes, or shopping in nearby Whitefish. With a pool table and mini bar in the game room, guests won’t even need to leave the home to have a perfect Valentine’s Day trip.

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Downtown Dreaming

Nashville, Tennessee

Located just south of downtown Nashville, this vacation home is the perfect jumping-off point for groups that are looking for bustling nightlife on Valentine’s Day. Jam-packed with live music and a wide array of southern restaurants, Nashville is a winning scene for Galentine’s Day festivities. The modern features and spacious rooms in this multi-level home are ideal for a morning laze before hitting the town for brunch or a show.

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