
Guesthouse holiday rentals in San Diego County
Find and book unique guesthouse rentals on Airbnb
Top-rated Guesthouses in San Diego County
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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!

Anna's Historic Stone Cottage w/panoramic View!
Welcome to Anna's Historic Stone Cottage! The 110 year old cottage has been transformed into the perfect combination of romantic and rustic for a dream-worthy getaway. The 280sq ft cottage features stunning, panoramic views of the San Diego skyline while offering rooftop seating for sunrise and sunset viewing. The Cottage is conveniently located 20 minutes from the world famous San Diego zoo and most other must-see, tourist spots. Amenities for special occasions offered too. Check out our menu!

Upscale Studio
Stay just minutes from the sun-soaked shores, vibrant downtown San Diego, SeaWorld, and the world-famous San Diego Zoo. This thoughtfully designed retreat offers a seamless blend of comfort & convenience. ✨ Luxury Features Include: A massage bed with adjustable head and foot settings for ultimate relaxation A spacious, spa-inspired bathroom with a premium Toto toilet and oversized shower A kitchen equipped with a sink, fridge, toaster oven RIGHT CLICK ON MY PICTURE TO SEE ALL OF OUR PROPERTIES.

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!

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!

Private 2 bedroom apt in new craftsman ranch!
This 2 bedroom apartment has two queen beds, a full kitchen and laundry! With beautiful views all around, it is very close to the San Diego Safari Park, wine tasting (walking distance to 4 wineries) and several wedding venues. You’ll love the privacy and spaciousness, the fresh fruit and farm animals, and the tranquility of the place, while being only 4.5 miles off the freeway. This space is excellent for couples, business travelers, small groups, solo adventurers, and families.

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV
This is your perfect Guest House with a salt & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to beaches, Downtown, La Jolla, Zoo, Stadiums, Sea World, Convention Center + more. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes and furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Retreat house. Nature, Hot Tub, Views!
Expansive spaces, ocean views, birds singing, and larger than life granite boulders all come together to offer something that feels like magic. More like a national park than a home, we've found that guests enjoy the pace and peaceful surroundings and spend most of their visit without leaving. That being said, if you're feeling more exploratory, there are many options within a short drive including hiking, wine tasting, horseback riding, fishing, and even sky-diving.

New Tranquil Barn Retreat on a Peaceful Half Acre
The Buena Vista barn is a clean, quiet, and upgraded detached barn in Vista with everything you need for a peaceful and comfortable stay! Only 10 minutes to downtown Vista, you'll find great restaurants, breweries, shops, and a movie theater. Points of interest: • Downtown Vista: 10 minutes • Cal State San Marcos: 15-17 minutes • Beach: 20 minutes • Legoland: 22 minutes • Temecula and Wine Tasting: 30-40 minutes • Sea World: 47 minutes

Casita in the Vineyard. Privacy & Beauty combine.
Take it easy at the Art House, our unique and tranquil getaway. With a full kitchen, bath and laundry facilities you'll only need to enjoy your privacy. Only 7 minutes from the San Diego Safari Park. Numerous vineyards in the popular “Highland Valley Wine Country” some with live music and food within a 2 mile radius. Only 4 miles from Highway 15. See the stars, hear nature and relax.

La Mesa Suite
Mi mesa es su mesa, a beautiful newly built home in sunny La Mesa. Easy access to centrally located shopping center, SDSU and up and coming downtown La Mesa. Short drive down the 8 freeway to the mission beach and downtown SD. Includes everything you need in your home away from home while also providing comfort, security and privacy.

Hawks nest
Beautiful views of hills in Mt Helix area near LA Mesa Ca. Hawks nest is a private space apart from the main house. Dedicated parking for 2 cars. If you like quiet privacy this is your spot. Internet provided through T-Mobile 5G with max download speed 200 mbs and upload speed of max 10 mbps.
Popular amenities for San Diego County guesthouses
Family-Friendly guesthouses

Mt. Helix Casita private petite home

Pool Side Safari Cabin-On the backend of our Home

Charming Guest House in Poway - Kid friendly

The Happy Family * 2 playhouses near SDSU!

Adorable cottage in Talmadge

Private 1 BR Paradise Retreat

"Inn Bloom" on Fire Mountain

Adorable Hawaiian themed Guest House
Guesthouses with a patio

Coastal Casita - Your Rad Cali Getaway

el Castillo - spanish-inspired getaway in SD mtns

Private casita in the country. Casita dos Robles

Spacious 1BD Casita - Sleeps 6 - Kitchen - Laundry

Adorable 1 bedroom house 8 min from La Jolla

Secluded Casita in Wine Region

Private Julian Cottage• Sunrises•Starry Skies

Loft Cabin •SoakTub•Cinema•View +Zoo add-on
Guest house rentals with a washing machine and dryer

Carrie’s North Park Casita, in Heart of San Diego

Charming Modern Apartment with private terrace

South Mission Beach Zen-Like Studio

BEAUTIFUL Private Studio

New Guest House - North Park

Cardiff by the Sea Beach Bungalow

Luxury Casita • Pool, Hot Tub & Gardens

Quaint Craftsman#2- Walkable, Parking, EV Charging
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- LEGOLAND California
- SeaWorld San Diego
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- San Diego State University
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