Guesthouse holiday rentals in San Diego County

Fallbrook Treehouse on quiet Bluff. Wifi & Parking

This quiet, peaceful 1 bedroom studio located in Rural Fallbrook is situated near the mountains of De Luz just 1/2 mile from Downtown. Located about a 1/2 hour from the beach as well as central to the vineyards here in North County SD and Riverside County. Great place to stay for location weddings in the area, work, yoga or leisure. Provides spacious setting w/ murphy bed and deck on 2 sides. * No Pets!! Please no service animals! * Early checkin/out are common and can be accommodated for $20

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!

Loft Cabin•SoakTub•FirePit• Cinema•View+Zoo add-on

Tucked into a quiet hillside canyon above the city, this very private, nature-immersed retreat is just a short drive outside of downtown San Diego. Features include: ✦Private Hot Soaking Tub under the stars ✦Panoramic City views ✦Custom outdoor theatre ✦Queen bed - always white sheets ✦Fast Wi-Fi ✦New quiet AC/Heat ✦Gated, off street prkg Relax on your private patio, unwind in the outdoor hot soaking tub or rain shower and end the night with a movie at your very own "Cinema Under the Stars"!

Private 400sf iFULL KITCHENi beautiful cozy 2bed

Welcome to your cozy city cottage! @JOY_AirBB Conveniently located just outside downtown San Diego tucked into a serene garden setting. Enjoy a fresh, sun filled space with plenty of places to sink in and relax. A secluded private patio, built in reading/TV nook, and comfy bedroom with blackout shades. Fully equipped to spend a weekend solo, entertain a partner, or bring your kiddo to explore the city. 5 min➡️ South Park 10 min➡️ Downtown 15 min➡️ Airport 30 min➡️ La Jolla Traffic varies

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.

Casa de Estilo - Rooftop Views and Tranquility

Welcome to your stylish home in Bay Park, San Diego! This modern 1-bedroom is the perfect blend of comfort and coastal charm. Step into a thoughtfully designed living space with a cozy living room, bedroom, and charming outdoor patio. With the bay just a short distance away, local cafes, restaurants within reach, this Bay Park retreat is a wonderful place to stay. Discover the laid-back neighborhood, explore the nearby parks, or venture into San Diego's vibrant attractions.

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

Nestled in a quiet hillside canyon above San Diego, this one of a kind glamping retreat offers: ✦Private Hot Soaking Tub under the stars ✦Panoramic city/sunset views ✦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 Canyon Retreat: Your Own Guesthouse*

An airy 1BD guest house at the end of a quiet dead-end street that overlooks a tranquil canyon....and an owner that works hard to create a fabulous experience for each guest; not just “another average rental”. With private entrance, full kitchen & bath, and double french doors opening onto a 400 sq ft deck with canyon views, it's the ideal retreat to come back to after exploring San Diego. Come fall in love with your next home away from home!

Heart of SD | Zoo Nearby | Private Patio | Central

✨Welcome to your perfect San Diego getaway! This cozy, stylish 1BR retreat is ideally located in one of the city’s most sought-after neighborhoods—just minutes from the Zoo, Downtown, beaches, and top dining spots. ✨Whether you're here for a romantic escape, weekend trip, or extended stay, you’ll love the comfort, convenience, and charm. Relax after a day of exploring and enjoy a peaceful space that truly feels like home.

Private Casita on 6-Acres with VIEWS

Amazing views! Get away from it all. Private guest house on a 6-acre avocado grove with a separate driveway and access. Enjoy being surrounded by nature. Gaze at the breathtaking views while sipping on your morning coffee or evening wine. BBQ in the afternoons and sit around the firepit table on the deck for the ultimate relaxing getaway. Have fun with family and friends playing ping-pong, air hockey, cornhole and more!