Guesthouse vacation rentals in San Diego Bay

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!

Central Guest House with Private yard

Enjoy a private, fully equipped guesthouse for two in central San Diego — professionally cleaned, thoughtfully hosted & designed for a comfortable stay. Full kitchen, washer/dryer, filtered RO water & a fenced backyard with ambient lighting. Keyless entry keeps arrival simple & secure. Quick access to freeways. Within 15 minutes of the airport, Gaslamp District, Balboa Park, the Zoo, Petco Park, Seaport Village, the Convention Center, and beaches; tucked into a quiet residential neighborhood.

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

Nestled in a quiet hillside canyon only 20 min from Downtown San Diego, CA, this is a one-of-a-kind glamping retreat! ✦Private Hot Soaking Tub under the stars ✦Panoramic city/sunset views ✦Exclusive amenities ✦Custom wood-fired sauna ✦Golf chipping tee ✦Fast Wi-Fi ✦AC & Heat ✦Gated parking Cozy up by the fire as the city sparkles below or try your swing at the golf tee. Reconnect & recharge in your outdoor hot soaking tub, rain shower & wood-fired sauna - the perfect retreat for nature lovers!

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.

Beautiful Historic Home and Gardens Near Downtown!

Location, Location, Location...Welcome to Union Street Gardens. We are dedicated to providing a peaceful, serene atmosphere in which our guests can relax after a long day of exploring beautiful, sunny San Diego. This unique historic craftsman bungalow is just minutes from downtown, Balboa Park, the Zoo, beaches, and includes a Chef's kitchen, outdoor deck, gardens, fire pit and spa! Perfect for a family of 4 or two couples. Sorry no parties or large groups and no external guests please.

*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!

Peaceful Garden Getaway-Near Downtown & Beaches

Welcome to your private San Diego escape—a stylish, designer guesthouse set in a peaceful garden in the heart of walkable, centrally-located Kensington. With its relaxed coastal vibe, this cozy casita is perfect for couples, solo travelers, or remote work stays. Enjoy your own lush patio—perfect for morning coffee or evening wine—and walk just minutes to Kensington’s cafés, restaurants, and shops. ⭑ CONTACT US FOR SEASONAL DISCOUNTS ⭑

Beach views for 2! Jacuzzi, fire pit

This mid-century modern jewel offers one of the best views in San Diego while still being walking distance (9 blocks) to the beach. You'll get a 1 bedroom with queen bed, full kitchen, living room with a futon couch (suitable for only one adult or two kids). I live upstairs and have a deck so you get your own private deck below me with a firepit and jacuzzi. Perfect place for a couple (or possibly a family with 2 small children).

Mission Hills: Private Studio • Walk to Hillcrest

Experience 'The Lark Nest,' a stylish San Diego studio loft in Mission Hills. This private detached guest house offers panoramic bay, Coronado, and ocean views from the property, perfect for sunset watching. Featuring a comfortable queen bed and a small futon, it comfortably fits 2 guests, with space for 3. Enjoy a well-equipped kitchenette and proximity to top city attractions and dining for a unique San Diego escape.

Frida House - Cozy cottage minutes from downtown

Welcome to your secret hideaway in San Diego! The Frida House has a private entrance so you can easily come and go and is located in quiet, family-oriented neighborhood in the Sherman Heights historic district just a few blocks from downtown San Diego. The Frida House is just minutes away from the convention center, Petco Park, the Gaslamp District, the Coronado bridge, Balboa Park, and the San Diego Zoo.

Oceanview serenity in Sunset Cliffs

You won't want to leave this bright and modern guesthouse located just a short walk from iconic Sunset Cliffs. Spacious and fully renovated studio with amazing ocean views. Four blocks to private Bermuda Beach and less than a mile into fun and funky Ocean Beach. Less than 15 minutes drive to Sea World, the San Diego Zoo, shopping centers and downtown.