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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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.

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, 263 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.

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.

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.

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, 124 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
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 .

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.

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.

Top Guest favourite
A modern, two-story beach house is displayed, featuring a light-colored exterior and a welcoming front porch. Two white chairs sit on a small patio, surrounded by landscaped gardens with green shrubs and flowering plants. The blue front door adds a vibrant touch.
Home in Ocean Beach
4.98 out of 5 average rating, 130 reviews

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!

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.

Top Guest favourite
A serene outdoor seating area features two cushioned chairs and a small table, overlooking a panoramic view of the landscape. Lush greenery is framed by palm trees, enhancing the tranquil atmosphere under a clear blue sky.
Home in Del Cerro
4.98 out of 5 average rating, 103 reviews

The Home with The View

In town for vacation, a Tour of San Diego State University, need a home during relocation or need a replacement home from Insurance due to flooding or repair? This home is spacious and the view is breathtaking. The home is conveniently located on Interstate -8 close to Alvarado Hospital( now called UCSD) f and near SDSU . Open concept floor plan, with a full outdoor dinning and living area. Kid Friendly.

Guest favourite
A spacious living area features large windows that fill the room with natural light. A plush white sofa and bright red chairs provide seating, while a round coffee table sits centrally on a red carpet. A wall-mounted TV is visible for entertainment.
Apartment in Downtown San Diego
4.88 out of 5 average rating, 1898 reviews

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.

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