Vacation rentals in Dehesa

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Top-rated vacation rentals in Dehesa

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Superhost

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

4.85 out of 5 average rating, 106 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 modern two-story guest house is set amidst lush natural surroundings, featuring a sloped roof and charming design. The property is accessed via a dirt pathway, with greenery and mountain views framing the scene, highlighting the tranquil rural setting.

Farm stay in El Cajon

4.96 out of 5 average rating, 70 reviews

Modern Farmhouse Hideaway near San Diego

Welcome to our guest house. Enjoy the peace and tranquility of this modern farmhouse sitting on the edge of nature. Hiking trails are nearby or just relax and enjoy the beautiful sunset on your private deck. This guest house is perfect for two adults who want to escape from the city. Relax in the newly renovated indoor space by enjoying a quiet dinner for two or a movie on the big screen. This can also be a winter escape for Snowbirds as we offer a long term rental discount (30d) James & Zdenka

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, 201 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.

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, 360 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 spacious studio features a comfortable queen bed topped with a patterned blanket. Natural light filters in through a nearby window, illuminating the room's neutral tones. A piece of art depicting a tree-lined path hangs above the bed, enhancing the room's calming ambiance.

Home in Lakeside

4.99 out of 5 average rating, 120 reviews

Terra Mesa - Charming Retreat

Welcome to TerraMesa! This charming studio boasts a thoughtfully designed space, blending modern comfort with a touch of rustic elegance. With a fully equipped kitchenette, a plush queen bed, and a stylish sitting area, it’s perfect for couples seeking a romantic getaway or solo travelers exploring the San Diego area. Sip a cup of coffee or glass of wine in your private little patio. Centrally located in scenic Lakeside, you’ll have easy access to downtown, beaches or our local mountain towns.

Top guest favorite

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

5 out of 5 average rating, 16 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.

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, 143 reviews

Cedar Cottage Retreat with Mountain View’s

Welcome to the Cedar Cottage nestled in the foothills of San Diego county. Where Vintage/Rustic charm meets modern sophistication. The Cottage sleeps 3 in 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 in any direction.

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

4.96 out of 5 average rating, 54 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, 236 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.

Guest favorite

Camper/RV in El Cajon

4.94 out of 5 average rating, 316 reviews

Retro Fun, S'mores & Smiles in Bettie Blue

Your one of a kind RV adventure is centered between the Laguna Hills and the coast of San Diego, in sunny East County! Glamp in style in the new 2019 Retro Riverside trailer. This camper is set up with all the modern amenities with the quaint mid-century modern design of a teardrop trailer. The trailer sleeps 3 adults or 2 adults and 2 small children. You will have 1 designated parking spot available to you. Come have flashback fun in a Retro RV!

Top guest favorite

A cozy living space is furnished with a dark leather sofa facing a coffee table. A dining area, equipped with a wooden table and four chairs, is visible. Light-colored walls are complemented by plantation shutters and two art pieces, while a ceiling fan hangs overhead.

Guesthouse in Alpine

4.98 out of 5 average rating, 106 reviews

Gorgeous Guest Home

NEW 1 bed/1bath guest home located in beautiful Alpine. Includes a fully furnished living space, equipped kitchenette, Two Smart TVs, and WIFI. Extra large room with a super comfy Queen size bed. Full size bathroom with washer and dryer. Unit has A/C and heat. Parking is located on property. Wonderful neighbors and neighborhood. The entrance is completely private. Minutes to Viejas or the Sky Falconry. 🦅