Holiday rentals in Dehesa

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Top-rated holiday rentals in Dehesa

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Top guest favourite
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 favourite
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 favourite
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.
Guest house 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 favourite
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 favourite
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 favourite
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 favourite
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.
Flat 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 favourite
A wooden barrel serves as a table for two glasses of red wine beside a bottle labeled 'Rustic Ridge.' A blue toy truck and a single red rose are arranged on the barrel, set against the backdrop of lush vineyard rows stretching into the distance.
Cottage in Jamul
4.89 out of 5 average rating, 19 reviews

San Diego 5 Star Winery and Vineyard Cottage Stay

Experience a weekend on a working winery and vineyard! This exceptional place is located only 30 minutes from downtown San Diego, Zoo, Petco Park, Sea World and beaches. Steele Canyon golf course, Jamul Casino, wineries and hikes only 10 minutes! Sip wine in your private courtyard and take in the vineyard and mountain views. Enjoy our famous sunsets with star gazing. Included in your stay is two free tastings available weekends only. Tasting room hours are 11 am -6 pm, with food available.

Guest favourite
An interior view of a luxury RV features a well-equipped kitchen area with modern appliances, including a sink, stove, and refrigerator. A comfortable leather couch is positioned nearby, complemented by decorative cushions. Natural light enters through multiple windows, enhancing the space's welcoming ambiance.
Campervan/Motorhome in Jamul
4.97 out of 5 average rating, 36 reviews

Delightful mountain glamping retreat Unit D

**Please read all the house rules prior to book** Located on a 6 acre property in Jamul. This luxury RV has a lot to offer. Equipped with leather couch, comfy mattress, residential size fridge, tankless water heater, bunk bed for fun family time. Star gazing at night while making s’mores, 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.

Guest favourite
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.
Guest house 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 favourite
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 favourite
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.
Guest house in Jamul
4.95 out of 5 average rating, 244 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 holiday rentals

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