Dream Vacation Homes, From The Beach To The Mountains

This Point Loma estate, located at 3402 Gage Place in San Diego, has a front-row seat of ships passing through the bay (WILLIS ALLEN REAL ESTATE).

As summer kicks into high gear, thoughts turn to buying that dream vacation home. From the beach to the mountains, here are several prime properties on the market right now.

living room with wood beams and detailing in a point loma san diego luxury home

Rich woodwork lends a warming note to the Point Loma compound (WILLIS ALLEN REAL ESTATE).

Starting in San Diego, one of America’s favorite cities, is a Point Loma gated estate majestically perched above the bay. Currently listed for $11.8 million, the home and grounds are five-star resort quality. Set on just under an acre, the property has an excellent vantage for watching boats glide into the harbor and planes landing on North Island. The city of San Diego and its downtown skyline beckon. The home, heavy on the feel of Hawaii living, has 10,406 square feet of living space with six bedrooms and seven bathrooms.

view of san deigo from a luxury point loma compound at dusk

Views from the Point Loma compound extend as far as downtown San Diego (WILLIS ALLEN REAL ESTATE).

Custom craftsmanship can be seen in the warm Koa wood flooring that creates the canvas for the home’s interiors. An abundance of natural light fills the home’s two levels with dramatic bay views. A new free-form swimming pool with lounging areas and a summer kitchen pavilion overlook the bay and beyond. So, say Aloha to Point Loma.

ski lift passes by ponderosa treehouse chalet in montana's whitefish mountain resort

Called the Ponderosa Treehouse, this luxury chalet on the slopes of Whitefish Mountain Resort is for sale at about $4 million (NATIONAL PARKS REALTY).

Moving from the ocean to the mountains of Montana is a ski-in-ski-out property located at the Whitefish Mountain Resort. Ponderosa Chalet is on the market for $3.999 million. This two-bedroom luxury chalet (part of the Snow Bears Chalet brand) is only three (count them) steps to Whitefish Mountain’s Hope Slope, which is open for night skiing.

ponderosa treehouse chalet in montana living room opening to balcony

The Ponderosa Treehouse on Whitefish Mountain features a flexible floor plan with indoor-outdoor living and a balcony that overlooks the ski run (NATIONAL PARKS REALTY).

The treehouse chalet has a strong pedigree as an investment property; VRBO recently named Ponderosa Chalet one of its “25 All-Time Favorite” properties. This is the first time the chalet has been on the market. If buying a ski home is on your to-do list you might consider Ponderosa Chalet with its views, location, and income potential.

lights brighten a modern home at night in gray's crossing truckee tahoe 11662 Henness Road

Modern living on the mountain, this newly built golf course retreat at 11662 Henness Road in the exclusive Gray’s Crossing community is listed for $3.295 million (TAHOE MOUNTAIN LIVING).

Looking for that perfect place to play golf and enjoy a four-season vacation living in Truckee near North Lake Tahoe. Then this newly built, 3,591-square-foot home in the private golf community of Gray’s Crossing, listed at $3.295 million, was designed for comfortable family living.

lighting brightens a modern kitchen in a newly built home at gray's crossing in truckee

Tailored for comfortable mountain living, the contemporary home in Gray’s Crossing features a flexible floor plan, modern fixtures and indoor-outdoor living spaces (TAHOE MOUNTAIN REALTY).

The modern home’s location on the 14th green is a golfer’s dream. You can move-in into this turnkey designer furnished home one night and tee off the following day. Walls of glass and two expansive upper-level decks with mountain and golf course views make this home picture perfect from every angle. Having friends for a weekend of golf, they will appreciate the four bedrooms, each with en-suite baths.

modern bathroom with a soaking tub and picture window taking in a golf course in truckee

Even the soaking tub takes in the scenery. The home has five bedrooms and 5.5 bathrooms in nearly 3,600 square feet of space (TAHOE MOUNTAIN REALTY).

Gray’s Crossing is a four-season resort with a Peter Jacobson-designed championship golf course, fitness center with swimming pools, and a spa. Just out the front door is hiking and biking trails, fishing, canoeing, kayaking, and much more. The slopes of Northstar California, Squaw Valley and Alpine Meadows are just a short drive away.

blue skies meet green grass on a leadville colorado ranch 1200 County Road 5

Colorado’s Sawatch and Mosquito mountain ranges surround this 328-acre ranch in Leadville, Colorado, listed for $3.995 million (SLIFER, SMITH & FRAMPTON REAL ESTATE).

Here’s the Wild Horse Ranch in Leadville, Colorado, for $3.995 million. This ranch is located in the high country of Colorado’s Sawatch and Mosquito Mountain ranges, on 326 plus acres. Only 38 miles from Vail, this property offers the best in privacy and nearby sophisticated amenities. Included in the ranch offering are two miles of private fishing along the headwaters of the Arkansas River. The mountain and river views on the property are outstanding.

river with mountains in the background with fisherman casting his line

An angler casts his line in the two miles of private river that run through Leadville’s Wild Horse Ranch (SLIFER SMITH & FRAMPTON REAL ESTATE).

The property includes a rustic three-bedroom, 2.5-bath home and attached barn. The new owner could potentially expand the ranch, as the infrastructure is in place to create the perfect multi-generational retreat.

Kiahuna Homesites Licensed Vacation Rental swimming pool and fire pit 5356 Pau A Laka

The Poipu Beach home at 5356 Pau A Laka Street, listed for $2.6 million, is a licensed vacation rental home (HAWAI’I LIFE).

The Garden Island of Kauai’s Poipu Beach is the location for this custom 3-bedroom, 3.5 bath home, which is authentically classic Hawaii. Ohana means family and this two-story home is perfect for celebrating the art of the vacation with family and friends. Offered at $2.6 million, you will find indoor-outdoor living throughout. A lanai with a firepit, swimming pool, and spa leads to an outdoor walled bamboo shower, all surrounded by lush tropical landscaping. Oversized covered lanais around the home offer more lounging spaces. Brazilian cherry flooring adds a cool tropical vibe to the property.

covered patio overlooking the pool at a hawaii luxury rental home 5356 Pau A Laka Street

Remodeled in 2005, the home has plenty of space—both indoors and out—for family and friends (HAWAI’I LIFE).

For those wanting some income, this is a fully furnished licensed vacation rental home. Its location on the 1st hole of the Robert Trent Jones designed within Kiahuna Golf Course adds to the home’s appeal.

Kiahuna home looking out on the golf course with homes and palms in the background

A viewing deck above the spa takes in the ocean and golf course at the Kiahuna residence (HAWAI’I LIFE).

Even if you are not in the market right now to buy a dream vacation home you can enjoy “just looking.”

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I have covered the business of real estate (both residential and commercial) for over 25 years, including more than a dozen years working in the Forbes Los Angeles bureau reporting and writing about as I call it, Adventures in Real Estate. From the first tear-downs turning into mega-mansions in Beverly Hills to luxury condos as investments in Las Vegas, I follow the ups and downs of real estate markets around the country just for the fun of it.

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