Ever go on a resort vacation and think to yourself, “I could get used to this?” Yeah – me, too.
For the lucky few, recreational living is not an occasional treat; rather, it is an everyday amenity, accessible at their will.
The following homes are a staycation for the lucky homeowners year-round, and even more so in the summer, when warm weather breathes vibrant life into lush outdoor grounds. For the rest of us, we’ll just keep on daydreaming during our days off.
192 & 187 Mishaum Point Rd, Dartmouth, MA
For sale: $18.9 million
Every year, hordes of vacationers flock to Cape Cod’s beaches. This 8-bedroom, 14-bathroom home allows you to avoid the crowds by providing a huge private waterfront at the tip of a peninsula, with an infinity-edge pool overlooking the panoramic ocean views. This colonial home gets its staycation props for having this cool bowling alley, which pays homage to the home’s architectural style with its classic New England pastels.
See more Dartmouth homes for sale.
For sale: $39 million
For generations, the 10-bedroom, 19-bathroom Fieldhaven Estate has been the ultimate Bay Area staycation for its owners, all within a comfortable commute to San Francisco and Silicon Valley. This home has word-class amenities that appeal to your childhood dreams, with features such as this beautiful hand-painted movie theater, an outdoor pool and waterslide, and a treehouse.
See more homes for sale in Alamo.
10711 Strait Ln, Dallas, TX
For sale: $32.35 million
Located on over four acres in Dallas’ Preston Hollow community, this 8-bedroom, 22-bathroom chateau has every staycation feature you could possibly dream of (with the possible exception of a beach, due to its geographical location). Outfitted for the highest-caliber entertainment, this home features a water park, tennis court, two cabanas, indoor basketball court, bowling alley, and padded gymnastics room.
See more Dallas homes for sale.
1949 Glenbrook Rd, Glenbrook, NV
For sale: $69 million
This historic, 130-acre lakefront Tahoe ranch provides access to grand amenities, including over 200 feet of lake frontage, with access to a lakeside golf course and yachting facilities. The Shakespeare Ranch features 25 bedrooms and 16 bathrooms spread across a main estate and seven guesthouses, and the entertainment barn pictured above boasts arcade games, a huge bar, and abundant seating/lounging areas.
See more listings in Glenbrook.
Boca Raton, FL
450 E Coconut Palm Rd, Boca Raton, FL
For sale: $14.95 million
Located within the prestigious Royal Palm Yacht & Country Club, this 6-bedroom, 10-bathroom Italian-Renaissance style home offers over 473 feet of pristine water frontage. You don’t have to book a flight to the Mediterranean to experience this exotic luxury. Majestic pillars, formal gardens, a glimmering pool and spa, and a putting green are steps away.
See more Boca Raton homes for sale.
Montana’s Shelter Is, Rollins, MT
For sale: $39 million
This 22-acre private island is a fantasy for many, especially those who prefer a vacation in seclusion rather than among throngs of people. The 5-bedroom, 8-bathroom home on the property boasts panoramic views of Flathead Lake, while also offering luxe amenities and a 1,200-square-foot facility that houses a generator and solar panel system.
See more homes for sale in Rollins.
9 Olde Towne Ln, Southampton, NY
For sale: $39.5 million
Nestled on four landscaped acres, the 10-bedroom, 12-bathroom Twin Peaks estate is embellished with loads of luxurious features that make it an ultimate staycation spot. Notable mentions include this rooftop putting green with ocean views, a custom Gunite pool with a striking negative edge, a plethora of entertainment spaces, and a deco turf tennis court.
See more listings in Southampton.
685 Wilson Way, Telluride, CO
For sale: $10.25 million
Perched on 35 majestic acres within the Gray Head Wilderness Preserve, this 5-bedroom, 6-bathroom home is the ultimate mountain retreat. Notable amenities include a pre-Civil War barn, observatory, gym, game/theater room, ponds, and waterfalls.
See more homes for sale in Telluride.
3574 Dugout Rd, Saugatuck, MI
For sale: $40 million
Located on an astounding 314 acres, this private retreat is incredibly secluded, bordering Saugatuck Dunes State Park to the north and Kalamazoo River to the south. Approximately 1,800 feet of Lake Michigan frontage and 4,100 feet of Kalamzaoo River frontage is at your disposal, while the dunes are a popular place to go off-roading.
See more Saugatuck homes for sale.
15 Sailors Way, Middletown, NJ
For sale: $13.69 million
Perched on over three acres of Navesink riverfront on a private peninsula, this 7-bedroom, 12-bathroom estate is an ideal place for staycationing, and will save you a trip to Paris. Besides being an immensely luxurious property with the finest mahogany floors, doors, and millwork, this home has a finished basement that replicates the streets in France, complete with a theater, wine cellar, pub, and spa.
See more Middletown homes for sale.
Note: There is a poll embedded within this post, please visit the site to participate in this post’s poll.
- Prepare for the Ultimate Staycation
- House of the Week: A Laid-Back Party Palace in Miami Beach
- Teensy Waterfront Homes for Sale