Holiday houses in San Diego County

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Top-rated holiday rentals in San Diego County

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Top Guest favourite
A curving staircase is visible, flanked by white walls and adorned with vibrant blue tiles. Handrails provide support along the ascent, leading to a bright upper space. A potted plant enhances the serene ambiance at the top of the stairs.
Guesthouse in San Diego
5 out of 5 average rating, 228 reviews

Santorini-Inspired Cottage w/ Hot Tub + Views

*CHECK OUT OUR OTHER AIRBNB* Travel 16 steps up a Greek-inspired curving stairway with 2-story high walls to your tucked-away cottage built into the hillside villa of Alta Colina.  With spectacular views, step onto the balcony to watch planes take off & boats sail around the harbor. End the night in front of your secluded back patio fireplace or climb the steps of your spiral staircase to the rooftop Jacuzzi. European-inspired design & details, it'll be hard to believe you’re still in San Diego!

Top Guest favourite
The exterior of a stone studio is seen at dusk, featuring an arched entrance framed by natural stone walls. Steps lead to a small patio area, with expansive views of the surrounding landscape, including distant city lights and the twilight sky.
Cave in San Marcos
5 out of 5 average rating, 53 reviews

Casa Grotto, Romantic Stone Cottage w/ Ocean Views

Perched 800ft above sea level with panoramic ocean views from La Jolla to Catalina Island, Casa Grotto is a unique stone studio carved into the ocean view hillside of Lake San Marcos . Built in the 80's using stone from the mountain, the space was updated this year with modern touches—featuring a rock shower, full kitchen, AC, and gym. Just 20 minutes from the beach, it’s a dreamy escape for surfers, hikers, and couples looking for a romantic getaway. No pets—our two friendly boxers live on-site

Guest favourite
A scenic view captures lush hillsides and a calm lake under a clear sky, with a rainbow arching gracefully over the landscape. Green vegetation sprawls across the area, adding vibrancy to the tranquil scene.
Guesthouse in Escondido
4.91 out of 5 average rating, 820 reviews

Hilltop cabin retreat with lake & mountain views

Rustic hilltop cabin overlooking Lake Hodges. Surrounded by open canyons & mountains, you will feel like you're a million miles away from everything as you take in the views from the cabin, deck or the outside shower, swim in the saltwater pool, or relax by the fire bowl. A short walk to lake with boating, fishing & miles of hiking/mountain biking trails. Property offers swimming pool, fire bowl, and shaded arbor. SD Zoo Safari Park, wineries, breweries, & ocean beaches all within easy reach.

Guest favourite
A bright and airy room features a velvet couch, which can convert into a full-sized bed. A small desk with a chair is positioned next to a door leading to the outside. Natural light fills the space, complemented by a ceiling fan and decorative elements.
Guest suite in San Diego
4.87 out of 5 average rating, 71 reviews

Private Entry | Crisp Sheets | Cozy Grotto Shower

Think of this like a hotel room or a minimalist studio. The entire unit is: - ONE compact room - Bathroom - Private entrance There is no kitchen or living room. It's attached to my house. The room has a velvet couch that converts into a full sized bed. The bed is extremely comfy with its 2" topper. It will be ready as a bed upon arrival & is easy to convert into a couch. There is a desk, fridge/freezer, coffee machine, coffee, mugs, utensils, plates, bowls, washer/dryer & laundry detergent.

Top Guest favourite
A charming cottage is set within a lush garden, featuring a variety of tropical plants and vibrant flowers. The pathway leads to the entrance, framed by palm and cacti, inviting guests to explore the serene outdoor space.
Guest suite in San Diego
4.98 out of 5 average rating, 808 reviews

MIKE'S PLACE - A PRIVATE COTTAGE

The cottage features full amenities that include: Tempurpedic™ queen-size bed. Wi-Fi . Cable HDTV, air conditioning, refrigerator, microwave, wet bar, coffee maker, toaster, and iron. Window seat for sitting, reading or lounging. Private entrance and patio connecting to a courtyard and Japanese garden. Spacious bathroom with 12 foot high tiled shower. French doors open to a private sitting area. If the days are booked in the cottage we might have an opening at, Mikes House and Garden.

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, 70 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
The entrance of the cozy Casita is framed by lush tropical vegetation and tall cacti. A wooden door with a decorative light fixture stands prominently, inviting guests inside. The pathway is lined with stone tiles, leading towards the landscaped garden featuring various plant species under a clear blue sky.
Guesthouse in Elfin Forest
5 out of 5 average rating, 102 reviews

Private Casita | Direct Access to Miles of Trails

Welcome to our cozy Casita surrounded by lemon groves, tropical vegetation, and panoramic views of rolling hills. Nestled in the ideal location in Elfin Forest, close to everything but secluded enough for relaxing, quiet time and privacy. Step outside and you are right on the trails connecting you to miles of scenic hiking & biking in Elfin Forest. Just a stone’s throw to San Elijo’s village with breweries, shopping, and restaurants and only 10 miles to Encinitas’s beaches.

Guest favourite
Home in Descanso
5 out of 5 average rating, 8 reviews

Infinity Pool & Spa-Private-Endless Views-Luxury

Discover private luxury mountain living with complete privacy on 40 acres in at aLuna 🔸Infinity edge pool & spa with amazing views of San Diego and Viejas Valley 🔸Unmatched sunsets and stargazing 🔸Perfect escape for couples and families looking for revitalization 🔸Spacious viewing decks and patios throughout the property 🔸Just 15-20 minutes from freeway and Viejas Casino amenities 🔸Year-round comfort with whole house AC/heat 🔸Complete remodel completed in 2025

Top Guest favourite
Rows of neatly trellised grapevines extend across the landscape, showcasing lush greenery. The serene vineyard is framed by distant hills and trees, creating a tranquil rural scene. The ground is natural, with clear paths between the grapevines, ensuring an inviting atmosphere.
Farm stay in Escondido
4.98 out of 5 average rating, 195 reviews

Vineyard Retreat in North San Diego County

Fontaine Family Vineyards has a 2 person renovated suite with outdoor patio overlooking the vineyard, private entrance and easy parking, and enhanced cleaning protocol. The Guest Suite features a TV, fridge, kitchenette with microwave, toaster, coffee/tea, utencils, pots/pans, BBQ w/side burner, patio lounge area, all with views of vineyard. Enjoy a walk in the vineyard with a hot cup of coffee. Short drive (<10 mile) to beaches and shopping.

Top Guest favourite
A sunset is captured over the ocean, with shades of orange, pink, and yellow in the sky. Silhouettes of palm trees frame the scene, while the distant pier is visible along the coastline. The tranquil atmosphere reflects a peaceful end to the day.
Guest suite in San Diego
4.95 out of 5 average rating, 765 reviews

Place to Stay with Private Entrance near Beach

The room has a private entrance. It's ideally located in a residential area of Ocean Beach. 5 blocks to the beach, OB pier, and 2 blocks to village life, shops & restaurants. It has a queen bed, a small private bathroom with a shower, a fridge, TV, Wifi, microwave, etc. Guests will love the location and privacy! Beach chairs, towels, umbrellas, etc. are available for your enjoyment. Enjoy the great ocean view from the backyard.

Top Guest favourite
Home in Encinitas
4.98 out of 5 average rating, 485 reviews

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.

Guest favourite
A spacious studio is shown with warm wood flooring and white walls. A large window offers garden views, while a queen bed and a fold-down sofa bed provide sleeping options. A cozy workspace is positioned nearby, with a desk and chair, enhancing the room's functionality.
Guest suite in Escondido
4.93 out of 5 average rating, 403 reviews

Cozy Hilltop Garden Studio w/ City Views & Jacuzzi

Cozy garden level basement studio on top of a hill overlooking city (guest suite under main home). Features a separate, private entrance with captivating views of backyard garden & city skyline. Enjoy access to the backyard with large deck and outdoor fireplace & jacuzzi. Inside the studio is a large tv center with netflix, amazon, hulu and starz included & high-speed wifi.

Popular amenities for San Diego County holiday rentals

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