Holiday houses in San Diego County

Coastal Paradise - Luxury Spacious Resort Living!

Coastal life meets tropical paradise at this gem of a home in Cardiff by the Sea (Encinitas)-a quaint beach town central to everywhere you want to be. If you have kids (or are a kid!) then Legoland, SeaWorld, Birch Aquarium, SD Zoo, Wildlife Safari Park, Balboa Park, Del Mar Fairgrounds are all a short drive away. If you want a hipster, romantic get-away, just walk down the hill to the beach, trendy restaurants, coffee shops, shopping, surfing, sunbathing, people-watching, and just unplugging.

Location · Family · Wi-Fi

Lakeview Tiny House w/hillside pool

Tucked into the hillside by Lake Hodges, the tiny house is a romantic retreat or a place to unwind surrounded by nature, w/plenty of amenities so you don't have to sacrifice comfort. Lake & mountain views from inside & out-- private, large covered deck, dining patio, outdoor shower (& indoor), beautiful saltwater pool, & fire bowl. Though it feels like you're in a secluded retreat, urban amenities are just a few miles away. SD Zoo Safari Park, wineries, breweries & beaches all w/in easy reach.

Value · Family · Hospitality

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Value · Location · Air conditioning

Private Canyon Sanctuary

Nestled just above a canyon. Enjoy breathtaking views in this adorable 1 bed/bath newly remodeled home located just 2 blocks from excellent dining and nite life. Totally Insta-worthy. * Full size kitchen, W/D. * SonoS sound system. * Always white linens. * Garage and driveway parking included. * Safe and private (no surveillance on property). * Fast EV charger in garage (no fee) This property also comes with radiant healing energy. Check out our reviews for confidence in booking.

Location · Family · Beach

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.

Value · Location · Outdoor spaces

Red Tail Ranch

A custom Log Cabin, perched on top of 15 acres located just outside of Ramona.You have an open-air experience while still having all necessary amenities to feel at home.Step outside and be surrounded by green, rolling hills and tall trees.Interact with animals, and enjoy the outdoors.Evenings you can retreat inside, sit by the cozy fireplace, play a game of pool, or go sit under the stars . Come fall in love with animals like mini highlands, alpaca, emu, mini donkeys, and more .

Family · Location · Breakfast

Star Gazing Dream A Frame, Nature + Family Time

Welcome to the Starhaus. Get inspired by most dreamy starry nights in a perfect A Frame blending nature and comfort together. Bring your family get inspired by peacefulness and beauty. A perfect A-Frame retreat you need. Located in Palomar Mountain which is known for one of the most fabulous places to see stars, planets, and galaxies while enjoying time with family time. Feel connected with trees, birds, nature, and the sky. Nearby is the famous Observatory and State Park.

Family · Location · Hiking

Bella Vita,Majestic Resort w/ Bungalow Pool House

North San Diego, Eco-friendly, Perfect for family getaways or intimate gatherings. 3 spacious en-suites bedrms plus separate pool house bungalow w 1 queen bed and full bath plus Queen Day/Trundle Bed. All open to stunning private pool area and hardscape surrounding the Villa. Relax by the Solar heated in-ground pool & propane heated in-ground spa. Create an inspired meal in the large open kitchen featuring Viking appliances or on our gourmet propane BBQ.

Value · Location · Accuracy

SDSU Beach Cottage

Welcome to our charming SDSU Beach Cottage! Centrally located in a desirable San Diego neighborhood, you're just 10 minutes from many of the city's top attractions. Steps away, you'll find popular local dining, a wine bar, pub, natural market, pizza shop, nail salon, liquor store, and Einstein Bros. Bagels. Enjoy San Diego's best or unwind in our tropical backyard featuring outdoor games and ping pong. Minimum age to book: 25.

Location · Value · Access

Bright & Modern OB Getaway

This newly built, 2 bedroom/2 bath, is the bright & airy, modern & stylish beach getaway you've been looking for! You'll be located 2 blocks from the beach, and are walking distance to a variety of different restaurants, coffee shops, yoga studios, and nightlife options. The rooftop deck provides an amazing panoramic view for catching sunsets, and even the Sea World fireworks show. Bikes and beach gear ready for use!

Family · Location · Quiet

Lux Casita with Pickleball & Resort Amenities

Escape to this inviting Casita, where bright white walls and French doors fill each room with light and warmth. Thoughtfully furnished and full of charm, it offers a serene retreat with private resort-style amenities, including a tennis court, pool, and lush gardens. Step outside to hiking and biking trails, then return to cozy comfort. An optional second suite provides extra space for a relaxed, luxurious stay.

Location · Family · Walkability

At Mine | Spacious Suite in the Gaslamp Quarter

This meticulously renovated historical hotel suite, designed by Pininfarina, is located in Downtown San Diego’s vibrant Gaslamp Quarter, surrounded by restaurants and nightlife. It offers private, spacious accommodations for both business and leisure travelers, featuring a king bed, smart TV, central AC, and mini-fridge. Please note: an adjoining bar operates until midnight, and some noise is expected.

Value · Location · Nearby