Vacation rentals in Dehesa

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Top-rated vacation rentals in Dehesa

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Top guest favorite
An inviting outdoor scene showcases a heated pool illuminated with soft purple lights against a backdrop of mountains. Palm trees frame the area, adding a tropical touch. The warmth of the landscape is accented by nearby subtle lighting, enhancing the evening ambiance.
Home in El Cajon
4.97 out of 5 average rating, 37 reviews

Scenic Mountain Oasis: Pool, Hot Tub & Arcade

YOUR PRIVATE RESORT AWAITS! Create lasting memories in this spacious home, perfect for reunions & celebrations with loved ones. Inside, an open-floor plan for gathering. Outside, your private oasis features an infinity pool, hot tub, and a sprawling yard with a basketball/pickleball hoop and a golf hitting cage. Enjoy breathtaking mountain views and test your luck at the nearby Sycuan Casino. For added comfort, pool/hot tub heating is an OPTIONAL upgrade. YOUR UNFORGETTABLE ADVENTURE BEGINS NOW!

Guest favorite
A bright sleeping area features a spacious bed adorned with light blue bedding and a decorative pillow. Natural light filters through the window with blinds, while a wall-mounted picture and two bedside lamps complete the serene atmosphere. A door leads to the outdoor space.
Farm stay in Jamul
4.84 out of 5 average rating, 116 reviews

Light and bright Studio Hiking & Biking access!

Listing on our 1 Acre family owned petting zoo farm and working horse ranch! Our animals are friendly! We have horses, a mini donkeys, goats, chickens and we sell fresh eggs just ask us! Jamul is popular hiking & mountain biking destination, with access right out our gate. We have two units with private back patios that are shaded & peaceful. Rancho San Diego is a 10 minutes drive with restaurants, coffee, target, grocery etc. 25 minutes to all San Diego attractions. There is hot water/wifi.

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 El Cajon
4.99 out of 5 average rating, 206 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
Two goats are positioned closely together, showcasing their distinctive markings. Their soft fur is complemented by a light-colored strap around one of their necks. The background depicts a natural setting with dry grass and wooden fencing, contributing to the farm's rustic charm.
Farm stay in El Cajon
4.98 out of 5 average rating, 61 reviews

Farmstay Gem near San Diego

This memorable place is anything but ordinary. Our farm has been described by guests as magical, and you might not want to leave. Tucked in Harbison Canyon, you'll be surrounded by nature and staying with alpacas, goats, pigs, chickens, ducks, guinea fowl, and Nala, our Anatolian Shepherd. This is the perfect getaway from the hustle and bustle. Have farm fresh eggs for breakfast, squirt some goat milk into your French press, give Lorenzo the pig a scratch, and listen for owls while stargazing.

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, 375 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
The welcoming entrance of Cedar Cottage is framed by lush greenery and decorative potted plants. A wooden porch, adorned with comfortable seating, leads to glass-paned doors. Elements such as a bubbling fountain and seasonal pumpkins add charm to the rustic facade.
Cottage in El Cajon
4.99 out of 5 average rating, 149 reviews

Cedar Cottage Retreat with Mountain View’s

Escape to the countryside. Welcome to the Cedar Cottage nestled in the foothills of San Diego county. Where Vintage/Rustic charm meets modern sophistication. The Cottage sleeps 3. 1 Queen bed and 1 comfortable Twin bed 1 bathroom. Pet friendly Just 2 miles from Sycuan resort, casino & golf . Get back to nature at this delightful cabin hideaway in the hills just 3.5 miles from the quaint town of Alpine. This very special private estate has natural beauty when looking out from the cottage.

Top guest favorite
A bright kitchen and living area features wooden cabinets and a small dining table with red chairs. A smart TV is mounted on the wall, and a light sofa sits beside a wooden coffee table. Sunlight filters through sliding glass doors, enhancing the space.
Apartment in El Cajon
4.93 out of 5 average rating, 60 reviews

Quaint Apt with International decor

Minutes from all San Diego has to offer, this lovely 600 sq. ft. apt is newly redecorated, secluded, bright, with a skylight, 2 sliding glass doors, large private patio & designed with mementos and photos from your hosts travels around the world! Fully equipped kitchen & full bath. Shopping, dining, & attractions located within a 5 to 30 minute drive. Your hosts, Janet and Bill, are on site for support and to make your stay a great experience, but won’t initiate interaction. Welcome!

Guest favorite
The interior of the RV trailer is highlighted with a central kitchen island featuring a double sink and countertop space. Comfortable seating arrangements and a dining area can be seen, with warm wood cabinetry and soft lighting enhancing the space.
Camper/RV in Jamul
4.93 out of 5 average rating, 97 reviews

Delightful mountain glamping retreat Unit A

**Please read all the house rules prior to book** Located on a 6 acre property in Jamul. This 34ft RV trailer has a lot to offer. Equipped with indoor/outdoor kitchen, comfy mattress, residential size fridge, indoor/outdoor fireplace to keep you warm and cozy. Free free to star gazing at night, or take a stroll in the property for stunning valley views, tons of fruit trees and flowers. It’s a perfect escape yet not too faraway from what San Diego has to offer. 45 minutes to downtown San Diego.

Top guest favorite
An Airstream is positioned on a hillside, surrounded by lush greenery and desert plants. Lounge chairs and a shaded patio area are visible, providing a space for relaxation. The backdrop features rolling hills under a clear sky, highlighting a peaceful and private setting.
Guesthouse in Spring Valley
4.98 out of 5 average rating, 403 reviews

Views•Sauna•SoakTub•Firepit+Zoo add-on

Nestled in a quiet hillside canyon with panoramic city and sunset views—just a short drive outside of the city—this Airstream glamping retreat offers: ✦Private Hot Soaking Tub under the stars ✦Custom wood-fired sauna ✦Golf chipping tee ✦Fast Wi-Fi ✦AC & Heat ✦Gated, off street parking Cozy up by the fire as the city sparkles below or try your swing at the golf tee. Reconnect & recharge in your own outdoor hot soaking tub, rain shower & wood-fired sauna - the perfect retreat for nature lovers!

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
4.92 out of 5 average rating, 99 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 serene pool area is framed by vibrant green foliage and terracotta walls, with lounge chairs positioned nearby. Majestic mountains rise in the background under a clear blue sky. A shaded picnic table is visible, inviting relaxation in a tranquil outdoor setting.
Home in Jamul
4.97 out of 5 average rating, 69 reviews

Jamul Hacienda | Couples Retreat | Pool & Views!

The Casita retreat is a guesthouse situated among a private 20 acre oasis surrounded by majestic mountain views and a citrus grove 30-40 minutes from San Diego. The space is designed for nature enthusiasts to retreat from the daily hustle and bustle and find peace and slowness. Come take a pause, relax poolside, pick citrus (when in season), enjoy nearby trails, and wineries. The sunsets and starry skies are breathtaking. We hope you get to experience their magic for yourself.

Top guest favorite
A stunning sunset is captured over a serene landscape, with the sun dipping below the horizon. Soft hues of orange and pink dominate the sky, reflecting on the water's surface. In the distance, the outline of an island is visible against the ocean.
Guesthouse in Jamul
4.95 out of 5 average rating, 243 reviews

Retreat house. Nature, Hot Tub, Views!

Expansive spaces, ocean views, birds singing, and larger than life granite boulders all come together to offer something that feels like magic. More like a national park than a home, we've found that guests enjoy the pace and peaceful surroundings and spend most of their visit without leaving. That being said, if you're feeling more exploratory, there are many options within a short drive including hiking, wine tasting, horseback riding, fishing, and even sky-diving.

Popular amenities for Dehesa vacation rentals

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  2. United States
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  4. San Diego County
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