Holiday houses in San Diego County

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Top-rated holiday rentals in San Diego County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

A dining area is framed by an elegant archway, featuring a large wood table surrounded by several chairs. A stylized chandelier hangs overhead, while large windows provide visibility to a lush green garden filled with tropical plants.

Home in Cardiff

4.99 out of 5 average rating, 203 reviews

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.

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Guest favourite

A tiny house is nestled in a hillside, surrounded by lush greenery and cacti. The wooden structure features a spacious deck with seating, and large windows that invite natural light. Scenic mountain views are present in the background, enhancing the tranquil setting.

Tiny home in Escondido

4.84 out of 5 average rating, 215 reviews

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.

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Guest favourite

An outdoor seating area features four comfortable chairs arranged around a stone fire pit. Lush greenery, including tropical plants and trees, creates a vibrant backdrop. A covered pergola with string lights adds ambiance to the space, inviting relaxation and social gatherings.

Home in San Diego

4.89 out of 5 average rating, 262 reviews

Tropical Paradise In Sunny San Diego!

Wake up to stunning canyon sunrises in this fully redesigned tropical escape tucked away in a quiet family-friendly cul-de-sac. The tropical backyard features indoor/outdoor living and dining backing a canyon with gorgeous views and an incredibly private environment. Enjoy the open concept kitchen and living room perfect for family and friends to hangout after a long day at one of the many sunny San Diego beaches. Bring your yoga mat or just simply enjoy your meditation in this serene retreat.

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Top Guest favourite

The poolside area features a well-maintained saltwater pool reflecting the colors of the sunset. Comfortable seating arrangements, including lounge chairs and a cozy fire pit, are visible. Large umbrellas provide shade, and lush greenery adds to the serene ambiance.

Guesthouse in La Mesa

4.97 out of 5 average rating, 176 reviews

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.

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Top Guest favourite

Home in Serra Mesa

4.98 out of 5 average rating, 125 reviews

5 Min > Convoy | King Bed | Parking | Private Yard

Experience the beauty of San Diego at prime location, and inviting home 5 min → All freeways 9 mins → Balboa Park 13 mins → Petco Park / Gaslamp Quarter 14 mins → Airport 15 mins → La Jolla Shores Park 16 mins → USS Midway Museum 18 mins → Beach / Coronado 25 mins → Lagoon Trails ⭐️ "One of the best stays in SD" ⭐️ • Extreme Privacy & Fully Fenced • 2 Vehicles Private Parking • Large Patio + BBQ • Stocked Kitchen • Washer + Dryer Add to your wishlist - click ❤️ in the upper-right corner

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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

4.98 out of 5 average rating, 120 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.

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Top Guest favourite

A spacious log cabin features a green roof and an expansive porch. Surrounding the cabin are grazing animals, including mini highlands and alpacas. Rolling hills and trees provide a natural backdrop, with mountains visible in the distance under a cloudy sky.

Cabin in Ramona

5.0 out of 5 average rating, 188 reviews

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 .

LocationFamilySleep quality

Guest favourite

A dining space features a round table with four white chairs, complemented by a potted plant. Large glass doors slide open to reveal expansive views of the backyard, pool, and surrounding hills, with soft evening light illuminating the scene.

Home in Spring Valley

4.96 out of 5 average rating, 222 reviews

Upscale Resort House /Views, Saltwater Pool/Spa !

This home offers Saltwater pool and Spa. Saltwater pools and Spa produce softer-feeling water. breathtaking views from its location high in the hills overlooking Rancho San Diego. In the backyard you can enjoy the sunrise from the private pool or deck or practice your putting on our putting green. The House is a mid-century modern home perched above the City. It's great for groups seeking easy access to San Diego's highlights (15 to 20 minutes to Beaches and Downtown)

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Top Guest favourite

An outdoor space presents a well-maintained pool surrounded by lounge chairs and tropical plants. A fire pit is set with a bottle of champagne on an oval table. Deck umbrellas offer shade, creating a relaxing atmosphere near the pool’s edge.

Bungalow in Escondido

4.99 out of 5 average rating, 102 reviews

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.

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Top Guest favourite

A spacious backyard is illuminated by string lights, creating a warm ambiance. Lush greenery, including tall palm trees and banana plants, frames the area. A wooden deck provides an outdoor seating space, while comfortable patio furniture is visible nearby. The sky displays soft pastel colors at twilight.

Home in Del Cerro

4.97 out of 5 average rating, 396 reviews

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.

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Top Guest favourite

Home in Encinitas

4.98 out of 5 average rating, 517 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.

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Top Guest favourite

An open-concept living area is highlighted by vaulted ceilings and natural light from large windows. A spacious L-shaped sofa is positioned around a coffee table, facing a wall-mounted TV above a modern fireplace. Nearby, a dining area can be seen through an archway.

Home in El Cajon

4.99 out of 5 average rating, 131 reviews

Spacious & Fun | 5br, 4.5ba | Hot Tub | Views

Experience sunny San Diego from this 5 bedroom, 4.5 bathroom foothill home. Wake up to panoramic views of the surrounding hillsides and gather in the spacious living and dining rooms. The home is conveniently located just 15-20 minutes from San Diego's famous beaches and top attractions. After a day of exploration, unwind in the backyard area featuring a hot tub, fire pit, pool table, and life-sized chessboard.

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