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Vacation rentals in Dehesa

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Top-rated vacation rentals in Dehesa

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Top guest favorite
A serene view of Lake Cuyamaca is framed by lush greenery and trees. The distant Stonewall Peak rises majestically against a clear blue sky, creating a tranquil landscape that invites relaxation and reflection.
Home in Julian
4.99 out of 5 average rating, 185 reviews

Zen House

Nestled high on the hill, this private, cozy mountain sanctuary offers breathtaking views of Lake Cuyamaca and majestic Stonewall Peak. Enter the door of our serene and peaceful zen home and feel your entire body relax in the calming space. The floor-to-ceiling sliding glass doors open to a deck where you can enjoy a morning coffee, an evening glass of wine or a restorative yoga session. Maison Zen is ideal for a couple's getaway or an individual's "escape." Not suitable for children or infants.

Top guest favorite
The image displays a stunning sunset over distant mountains, with vibrant shades of orange and pink illuminating the sky. The silhouette of the peaks creates a serene contrast against the colorful horizon, showcasing the natural beauty of the surrounding landscape.
Cabin in Julian
4.97 out of 5 average rating, 473 reviews

VIEWS! Top of Mountain CABIN on 40 Acres Pets ok

Welcome to our “Above the Clouds” cabin, perched at 6,000 feet, the highest residential point in San Diego County. Take in breathtaking views of the surrounding mountains, Anza-Borrego State Park and city lights. Wake up to unforgettable sunrises and surround yourself with nature and tranquility. Lake Cuyamaca is just minutes away, offering hiking, fishing, birdwatching and stunning scenery. Enjoy a delicious lakeside meal, or take a short drive to visit the only Wolf Sanctuary in California.

Top guest favorite
A welcoming entrance features a textured walkway leading to a front door, framed by a wooden railing. Colorful flowers bloom along the sloped landscape, enhancing the natural appeal of the surroundings. Clear skies and distant homes provide a serene backdrop.
Guesthouse in Crest
4.99 out of 5 average rating, 212 reviews

Modern mountain guest house. Incredible views

Neighboring San Diego, quaint country living with incredible views minutes from everything, breathtaking sunsets, 20 mins to beach, close by hiking trails, and only 3 minutes hop on the freeway. Full Kitchen, Laundry, and Living area and with beautiful furnishings, a perfect home away from home. Whether traveling for work or play we have had guests stay for a conference in San Diego or just to visit friends and hit the beach a few days, we look forward to you loving our home as much as we do.

Top guest favorite
A bright living area is visible, featuring a mix of modern furnishings including a cozy sofa, a smart TV, and a circular dining table with wooden chairs. Large windows allow natural light to fill the space, highlighting the warm wooden flooring and inviting decor.
Guesthouse in La Mesa
4.97 out of 5 average rating, 102 reviews

East Watch- a private getaway

East Watch is a 740 sq ft, 1 bedroom private retreat that provides the comforts and amenities of home with the style of a high-end hotel. All 5 to 15 min from shopping, downtown, and the beach. It's a short walk from Mt. Helix Park which offers a 360* view, weekday yoga, and stunning sunrises and sunsets. We have EV high speed car charging, a full kitchen with all appliances, workspace with dedicated fast WIFI, a spa shower, and super comfortable beds and pillows. Stay and let us charm you!

Guest favorite
A spacious bedroom features a king bed dressed with a patterned duvet. A stone fireplace adds warmth, while a dresser and TV are positioned nearby. Natural light filters through large windows, highlighting the vaulted wooden ceiling and creating an inviting atmosphere.
Guest suite in Santee
4.95 out of 5 average rating, 393 reviews

Spacious 1 Bdrm Unit: king bed, fireplace, parking

Come relax in this bright & spacious 1 bedroom detached unit with private entrance. This room has a king bed, fireplace, full bathroom, table & chairs, mini fridge/freezer, microwave, closet ,dresser, Tv and beautiful mountain views. La Jolla Beaches, downtown San Diego, the Zoo, and Sea World are 25 minutes away. Santee Lakes is just a short drive away where you can enjoy fishing, paddle boating, splash park, biking and picnic area. Mission Gorge Trails is also located just 5 minutes away.

Top guest favorite
A bright and inviting living area features a mustard-yellow sofa complemented by patterned cushions. Two armchairs in light grey are positioned around a wooden coffee table, while an acoustic guitar is mounted on the wall. A television is mounted beside large windows that allow natural light to stream in.
Bungalow in La Mesa
4.98 out of 5 average rating, 250 reviews

Townhouse - Hot Tub, Fire Pit La Mesa Village

Enjoy a stylish experience at this centrally-located bungalow. Just a short walk to La Mesa Village, where you can enjoy restaurants, coffee shops, boutiques, & more. The outdoor space has a hot tub, fire pit, yard games, & bbq. Hop on the trolley to get anywhere. Traveling with additional friends and family? We have the Casita de Pueblo located at the same location. Check it out under our other listings where you can book both. 20 min drive to the Beach, Downtown, Balboa Park, or Old Town

Top guest favorite
A cozy living area features a wood-burning stove as the focal point, surrounded by string lights that add warmth. A round coffee table sits at the center, with a sofa and side chairs arranged for comfort. The walls are adorned with wooden panels, enhancing the rustic charm.
Cabin in Descanso
4.91 out of 5 average rating, 475 reviews

The High Country Hobo Preserve: Rustic Cabin

Welcome to the High Country Hobo Preserve. This hidden gem is nestled in the Cleveland National Forrest. Guest cabin has all amenities: wood burning fireplace, board games, fishing poles, bottle house, bbq, and gold pans for when the creek is flowing. An outdoor fire pit if winds are calm. It has old character, unique charm, and is close to old mining town, Julian. Kitchen has fridge, hot plate, grill, microwave, coffee maker- coffee tea provided. Pets welcome, has dog door, fenced yard.

Superhost
A serene outdoor space features a salt-water pool surrounded by a concrete patio and manicured grass. An umbrella provides shade over the poolside area, with lush greenery and mountains visible in the background under a partly cloudy sky.
Home in Lake Murray
4.88 out of 5 average rating, 216 reviews

Bright and spacious home with views, pool & spa.

This beautiful and recently remodeled, open-floor plan home is conveniently located directly across from Cowles Mountain, one of San Diego's most visited hiking trails. Each bedroom has its own full bathroom. Perfectly located for the outdoorsy family. Tons of hiking and mountain bike trails are just across the street. Only 15 min. away from beaches, zoo, & Sea World. Gaslamp/Downtown is only 20 min. by car. After a day of exploring, come home to a newly-built, salt-water pool and spa.

Guest favorite
A spacious private patio features a tiled floor and comfortable seating around a square table. Potted cacti adorn the edges, while the sunset casts a vibrant pink and purple hue over the surrounding hills and valleys, creating a serene backdrop.
Guesthouse in El Cajon
4.9 out of 5 average rating, 104 reviews

Hilltop Casita Mount Helix

View the sunrise and sunset from this panoramic hilltop casita. Enjoy a charming getaway with sweeping views of the mountains and valleys. Enjoy refreshments on private patio while taking in the sights of palm trees and endless hills. Located 15 miles from the beach and 20 minutes from many major San Diego attractions. Please note: we currently have an outdoor renovation project in process behind the casita. There may be days during your stay in which outdoor work is being performed.

Top guest favorite
A six-person hot tub is set against a backdrop of rolling mountains and valleys, providing expansive views of the landscape. The water is inviting, with bubbles rising gently. The area surrounding the hot tub is accented by natural stones and vegetation, enhancing the serene environment.
Home in Julian
4.99 out of 5 average rating, 191 reviews

Private Getaway - Breathtaking Views

Discover the Julian Ridgetop Retreat, a private haven with breathtaking panoramic views. 🔸Wake to stunning Salton Sea sunrises from your bed 🔸Unwind in the hot tub under starry skies. 🔸Immerse yourself in nature with nearby trails and adventures 🔸Enjoying year-round comfort with central AC/heat. 🔸Explore historic Julian's charms—apple orchards, wineries, and quaint shops—just minutes away. 🔸Book now and receive our exclusive local guide for an unforgettable mountain escape.

Top guest favorite
A spacious outdoor area features a swimming pool, accompanied by colorful lounge chairs and a large umbrella for shade. A unicorn float is visible in the water, with potted flowers adding a touch of vibrancy. The home's façade offers multiple windows and seating options nearby.
Home in La Mesa
4.99 out of 5 average rating, 188 reviews

Mid-Century Style Family House with Spa

This home is the epitome of 1950’s luxury. A perfect family oasis, you won’t even want to leave the property. Beautiful Mt. Helix mid-century modern family home with incredible views, designed by architect of original Las Vegas Desert Inn situated on nearly an acre. Less than 20 minute drive to beaches/Zoo/Sea World/Downtown. With a swimming pool, jacuzzi, and AC. Surrounded by orange, lemon, pomegranate trees and herb garden. No loud parties please, this is a quiet community.

Top guest favorite
A comfortable seating area is observed, featuring a soft green sofa adorned with light-colored pillows. A small white side table holds a decorative arrangement of autumn-colored flowers. Natural light pours in through a large glass door, highlighting the pleasant, welcoming ambiance.
Ranch in Jamul
4.88 out of 5 average rating, 166 reviews

Fun 1 bd apt on a horse ranch, hiking and biking !

Welcome to our family petting zoo farm and horse ranch in Jamul! Our small ranch is in a quiet, beautiful valley with miles of trails right outside our gate. We horses, mini donkeys, goats, chickens and we sell fresh eggs, ask us! We are a 30 minute drive to the beaches, downtown San Diego, and most SD attractions. Locally we have a gas/convince/liquor store. Rancho San Diego is a 10 minute drive with Target, Grocery, Starbucks and many restaurants. We have hot water and WIFI.

Popular amenities for Dehesa vacation rentals

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