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, 205 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, 218 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, 264 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

An expansive view is displayed featuring a vibrant sunset over the ocean, with gentle waves lapping at the sandy shore. The pier extends into the water, surrounded by palm trees. Soft clouds create an artistic backdrop against the colorful sky.

Home in Imperial Beach

4.98 out of 5 average rating, 468 reviews

Enjoy the Best Ocean Views and Sunsets in a Beach Front Home

Relax in our fully equipped, beautifully furnished, 3 br, 3 ba home in the center of laid-back Imperial Beach. Savor a glass of wine while watching the sunset from the private balcony overlooking the pier and ocean. Prepare a gourmet meal in the upscale, contemporary kitchen or walk to lively craft breweries and great restaurants. Easy access to downtown, just 20 minutes from the airport! Keypad entry, free private parking in gated garage, child friendly, hi speed WiFi. Sorry, no pets.

LocationFamilyKitchen

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, 177 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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Guest favourite

A dining area is highlighted by a round wooden table surrounded by six wooden chairs. A cozy blue sofa is positioned nearby, with large glass doors opening to a pool area. Natural light enhances the space, complemented by a modern pendant light overhead.

Home in San Diego

4.92 out of 5 average rating, 100 reviews

San Diego Oasis- A Retro Retreat w/ King Size Bed!

Welcome to San Diego Oasis, a retro retreat--a mid-century modern oasis in sunny San Diego! This stylish home combines classic charm with all the modern upgrades you desire. Unwind by the sparkling pool, enjoy a friendly game of air hockey or corn hole, board games or enjoy s'mores around the gas fire pit . The retro retreat is the perfect blend of comfort, convenience, and timeless design. SD's most popular attractions are all within a 20-30 minute drive. Only 20 minutes to the beach!

LocationFamilyPool

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, 125 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 .

FamilyLocationHiking

Top Guest favourite

An open-concept living space is presented with exposed wooden beams and ample natural light. A modern kitchen island features bar seating, while a dining area awaits with a long table. Cozy seating is arranged in the adjacent living room, framed by large windows overlooking greenery.

Home in San Diego

4.92 out of 5 average rating, 150 reviews

Cozy Kid Friendly Mid Century Modern

Cozy Kid Friendly Mid-Century Modern | Central, Family-Friendly & Inviting Inside you’ll find a bright, open-concept layout with natural light and cozy. Whether you’re relaxing in the living room, cooking in the fully equipped kitchen, or enjoying meals together in the dining area, the home is designed to make every moment comfortable and effortless. My goal is simple: you arrive as guests and leave feeling like family. I’m here to make your stay easy, relaxing, and memorable.

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Superhost

An open living space features a comfortable sofa facing a mounted television. A stone accent wall complements the modern design. In the background, a fully equipped kitchen and dining area are visible, with natural light streaming through large windows.

Home in Mira Mesa

4.82 out of 5 average rating, 273 reviews

Modern Kitchen Zen Backyard Putting Green with AC

Our beautiful home is located in the heart of San Diego. From the living room front door you'll see through to the kitchen, family room, and straight into the wide backyard with a putting green. Set up perfectly for family gatherings. Kitchen comes fully equipped. - Thermador stove, down vent hood, microwave, oven, and wide island Backyard perfect for a gathering: Safe and clean for the kids to run around. Has putting green, fire pit, and multiple lounge areas.

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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

Home in El Cajon

4.98 out of 5 average rating, 122 reviews

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.

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