Holiday rentals in Dehesa

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

Location · Value · Hiking

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.

Family · Value · Beach

San Diego Mountain Retreat

3 bedroom 1 bathroom loft (2 separate sides) open concept guest house. Very peaceful East San Diego getaway. Enjoy beautiful ocean and Mountain Views during the day then relax in the jacuzzi with breath taking sunsets and the city lights at night. Best views in San Diego! Only 25 minutes from the SD airport and beaches. Minutes away from 2 local wineries and casinos. House sleeps 6 but you can invite guests up for the day for a fee. Event prices will be discussed per event. We live in main home

Location · Family · Laundry

Little Italian Getaway - Longer Term Discount

City close but country quiet, safe studio apartment located in a large house with a separate entrance. In addition to all the amenities already listed, completely stocked with linens, bedding, pillows, towels, dishes, glasses, utensils, kitchen tools, pots, pans, individual coffee maker (takes both pods & ground coffee), storage bins, blender, toaster, Crock-pot, hot water kettle, microwave, ceiling fan, alarm & wall clock, white noise machine, sewing kit, ironing board, iron & clothes hangers.

Location · Value · Bathroom

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.

Family · Location · View

Farmhouse Cottage Retreat with Beautiful View’s

Welcome to the Farmhouse Cottage a serene countryside escape set on a former horse & cattle ranch, where wide open skies, rolling pastures, and quiet vintage luxury come together. Tucked away in a peaceful valley, this thoughtfully designed cottage invites you to slow down and reconnect-with nature, with loved ones, and with yourself. Once home to horses and grazing cattle, the land still carries that grounding , pastoral beauty. The Cottage sleeps 2 in a comfortable Queen bed.

Location · Value · Accuracy

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.

Family · Value · Pets

Nature/Zen retreat - 30 Min to SD/near Casino

Escape to Crest, a private 10.5-acre canyon retreat just 30 minutes from San Diego. This spacious 4-bedroom, 2.5-bath home sleeps up to 9 guests and features bluffside views, a chef’s kitchen, fenced yard, arcade system, projector theater, fitness and yoga area, books, games, and musical instruments. Enjoy nearby hiking trails, nature reserves, and Sycuan Casino’s golf course, spa, concerts, dining, and lazy river. Ideal for families, groups, and long-term stays.

Location · Family · Hospitality

Luxury Escape | Heated Pool/Spa • Views + Events

Escape to El Rancho in Alpine – Your Private Mountain Oasis+ Tucked in the scenic foothills near San Diego and Julian, this secluded luxury estate offers panoramic views, total privacy, and serene comfort. Enjoy a year-round heated pool (kept at 85°F), a premium Cantabria hot tub, and sun-filled interiors designed for relaxation. Just minutes from top dining and shopping. Perfect for unforgettable getaways—and approved intimate events. Book your stay today!

Value · Location · Amenities

Quiet Country Home

Extremely clean home. Fenced private yard with Webber Genesis BBQ & Tables. Outdoor smoking. 25 minutes to beach or downtown. Rural area with animals “talking”. Horse visits and carrots included. Seasonal Fruits & Vegetables. 1st bedroom: king/full bath. 2nd bedroom: queen/work desk. 3rd bedroom: full & 2 twin trundle. All dishes/appliances. Crib & Highchair available Host lives in a separate complete 1 bedroom studio with a shared laundry room.

Location · Value · Pets

Scenic Getaway w/ Pool, Hot Tub & PS5 GT7 Racing

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, sprawling yard with basketball/pickleball hoop & golf hitting cage. Breathtaking mountain views. Test your luck at nearby Sycuan Casino. Pool & hot tub heating optional upgrade. YOUR UNFORGETTABLE ADVENTURE BEGINS NOW!

Location · Family · Check-in

Paradise Lagoon Resort Style Pool Getaway

A unique one-of-a-kind poolside oasis with a tiki bar and spacious 4-bedroom house Welcome to Paradise Lagoon! This stunning home is the perfect place to relax and unwind with your family and friends. With its private pool (*best in San Diego), tiki bar, game room, and roomy 4-bedroom layout fit for multiple families, you'll never want to leave. Come make some magical memories with family and friends in your own resort style vacation home.

Family · Value · River