Holiday rentals in San Diego County

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Top-rated holiday rentals in San Diego County

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Superhost
A spacious living area is highlighted by large windows allowing natural light to fill the room. A comfortable gray sofa faces a television mounted on the wall, while a round dining table with white chairs is set nearby. Light-colored walls create a bright atmosphere.
Flat in San Diego
4.8 out of 5 average rating, 304 reviews

NEW in North Park! A Short walk or drive to all SD

Welcome to Kansas Modern, a place where luxury and adventure go hand in hand. Designed by local Architect & Developer Beri Varol, this brand new mixed-use community is located in the heart of North Park. This ground floor (walk-up) apartment features a private bedroom and semi-private sleeping loft, each with a queen bed. The apartment is in the heart of some of San Diego's most exciting new and established restaurants. The kitchen is also fully stocked if you'd rather prepare a meal at home

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
4.81 out of 5 average rating, 180 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.

Top guest favourite
Home in Ramona
4.97 out of 5 average rating, 318 reviews

Wine Country Retreat - Tranquility Hottub/Views

Our famed Wine Country Retreat is back online! (LTR for the last year) Take the back roads scenic drive 50mins up the hill from San Diego and enjoy some much needed quiet and comfy tranquility. Right in the heart of San Diego Wine Country, it’s a rather well appointed place situated on 10 private acres that overlooks expansive green space. With few neighbors in any direction, you can either sleep with the windows open and wake early to roosters crowing, or close the windows and sleep til Noon!

Top guest favourite
A bright living area is visible, featuring a mix of modern furnishings including a cozy sofa, a smart TV, and a circular dining table with wooden chairs. Large windows allow natural light to fill the space, highlighting the warm wooden flooring and inviting decor.
Guest house in La Mesa
4.97 out of 5 average rating, 102 reviews

East Watch- a private getaway

East Watch is a 740 sq ft, 1 bedroom private retreat that provides the comforts and amenities of home with the style of a high-end hotel. All 5 to 15 min from shopping, downtown, and the beach. It's a short walk from Mt. Helix Park which offers a 360* view, weekday yoga, and stunning sunrises and sunsets. We have EV high speed car charging, a full kitchen with all appliances, workspace with dedicated fast WIFI, a spa shower, and super comfortable beds and pillows. Stay and let us charm you!

Top guest favourite
An Airstream is positioned on a hillside, surrounded by lush greenery and desert plants. Lounge chairs and a shaded patio area are visible, providing a space for relaxation. The backdrop features rolling hills under a clear sky, highlighting a peaceful and private setting.
Guest house in Spring Valley
4.98 out of 5 average rating, 414 reviews

Views•Sauna•SoakTub• Firepit+Zoo add-on

Nestled in a quiet hillside canyon with panoramic city and sunset views—just a short drive outside of downtown San Diego, this glamping retreat offers: ✦Private Hot Soaking Tub under the stars ✦Custom wood-fired sauna ✦Golf chipping tee ✦Fast Wi-Fi ✦AC & Heat ✦Gated, off street parking Cozy up by the fire as the city sparkles below or try your swing at the golf tee. Reconnect & recharge in your own outdoor hot soaking tub, rain shower & wood-fired sauna - the perfect retreat for nature lovers!

Guest favourite
An A-frame structure is surrounded by snow-covered ground and tall evergreen trees. The exterior features a sloped roof with multiple angled windows and a balcony. A staircase leads to the entrance, while a wood-burning stove pipe extends from the roof, indicating warmth inside.
Cabin in Palomar Mountain
4.95 out of 5 average rating, 136 reviews

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.

Guest favourite
An outdoor area features wooden decking with a suspended swing bed and a freestanding tub, surrounded by lush greenery and wooden fencing. Soft lighting enhances the tranquil atmosphere, while palm trees provide a tropical touch. A spa area is visible in the background.
Home in San Diego
4.9 out of 5 average rating, 262 reviews

Stunning Pacific Beach Grand Villa 2TubsAC Parking

Hot tub and soaking tub, beach cruisers bikes, outdoor shower, designated parking, outdoor swing, bbq, A/C, games, posturepedic beds, soft & luxurious 100% cotton bedding and towels, working desk that with the press of a button lifts to make it standing, electric fireplace and much more, will make your experience a dream. The perfect location 10 blocks to the ocean in beautiful Pacific Beach, right next to La Jolla, within minutes from all San Diego’s best attractions.

Top guest favourite
Loft in San Diego
4.93 out of 5 average rating, 488 reviews

Cozy Loft by Petco Park - Gaslamp

Steps to Petco Park, Convention Center, restaurants, bars and shops! The Unique Loft by Petco Park is located in the heart of downtown San Diego. Built by award winning architect Jonathan Segal, FAIA, my place is modern, simple and cozy. It is within walking distance to Petco Park, Gaslamp, and Convention Center. There are nearby restaurants, shops and nightclubs. My place is good for couples, solo adventurers, and business travelers. Note: No parking space is provided.

Top guest favourite
A spacious sleeping area features a bed adorned with floral-patterned bedding. Two lamps are positioned on bedside tables, providing soft light. A wooden bench sits at the foot of the bed. Large glass doors lead to a lush garden, enhancing natural light in the room.
Guest house in Encinitas
4.97 out of 5 average rating, 753 reviews

Beach City Bungalow

Detached 400 sf studio with full kitchen, private redwood deck, and own entrance/parking. Just a mile to the coast, the house is a 15-20 minute walk to the beach and a 25-minute walk into Encinitas, a classic beach surf town. Restaurants, live music, and quaint shops line nearby Highway 101. The large tropical garden has walking paths and seating areas perfect to relax in. The property is a true oasis! City of Encinitas business license #RNTL-007530-2017.

Top guest favourite
A pathway leads toward the entrance of a contemporary beach house, framed by two mature trees. A black wooden gate opens to a well-maintained garden area, enhancing the welcoming approach to the property.
Home in Encinitas
5 out of 5 average rating, 100 reviews

Cardiff Beach House - 5 min walk to beach

Little Lotus is a new and unique contemporary and beautifully decorated Cardiff beach house. Located just a few minutes walk from everything including the beach and surf, public park, great restaurants, stores and Seaside Market. Large patio (550sf) for lounging and dining with direct access to the large lush garden with mature trees providing natural shade. The garden is fully fenced and there is an outdoor shower. Professionally cleaned after every stay.

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
4.99 out of 5 average rating, 202 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
The living room features a spacious layout with vaulted ceilings, two comfortable sofas, and a coffee table. A decorative mirror hangs above a modern fireplace, while a wine and beverage fridge adds convenience. Natural light enters through the window, enhancing the inviting ambiance.
Home in San Diego
4.96 out of 5 average rating, 109 reviews

Bright Cozy 3b/2b with nice backyard & BBQ

Relax and recharge in our cozy, family-friendly single-story home in the quiet neighborhood of Mira Mesa. Just minutes from dining, shopping, and groceries—and a short drive to San Diego’s beaches, hikes, parks, breweries, and top attractions. Enjoy a spacious living area, fully stocked kitchen, dining for 8, plush memory-foam beds, and a private turf backyard with patio seating—perfect for unwinding after a day of exploring.

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