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!

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!

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

Just 20 minutes from San Diego's most iconic attractions, yet seemingly a world away, this classic Airstream overlooks 30 acres of native California chapparal, wild sage and California pepper trees with sweeping city and sunset views Designed as a private nature retreat, it invites you to slow down, reconnect, and recharge. Soak beneath the stars, unwind in the handcrafted wood-fired redwood sauna, refresh under the open-air rain shower, and gather around the fire as city lights twinkle below

Farm Vibe near City with Friendly Goats & Big Deck

Charming home has spacious bedroom (king bed), full bath (tub/shower), living/dining area and stocked kitchen all with stylish touches. Relax and lounge on your back deck while saying hello to the friendly goats. Your lodging is nearby the city where you can have a touch of countryside as well as modern amenities throughout with keyless entry, WiFi and Smart TV (W/D also available). It's a perfect space for a couple, small family or group of friends looking for a bit of it all next to it all!

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.

Betty- Guesthouse near CBX & San Ysidro border

This comfy studio located in San Diego is the perfect spot for a quiet & cozy weekend retreat. Inside is bright & inviting with stylish spacious studio, private entrance from side gate, private patio with bbq & hanging hammocks; driveway parking spot & plenty of street parking! The view from the patio is very relaxing, making it the perfect weekend get away. Centrally located in a quiet & peaceful area within 5 minutes away from Plaza Las Americas & 10 minutes away from the CBX.

La Casita - Fully Updated Casita in Mission Hills

This well designed, fully updated detached studio casita is located in one of the most sought after neighborhoods in San Diego - Mission Hills. Surrounded by a serene garden courtyard with private entry and quiet patio. Close to great dining, grocery stores and shopping, and a mere 10 minutes or less to most of San Diego’s main attractions. If you are coming by car, there is plenty of free street parking - otherwise Ubers are plentiful and reasonably priced.

Golden Hill House, Gorgeous Skyline, Private Patio

Our Victorian home is nestled in San Diego’s historic neighborhood of Golden Hill and has fabulous views of downtown, as well as its own private back patio oasis. This bright and airy “home away from home” lets you unwind and relax, while providing a central location from which to take in all that San Diego has to offer. It is very close to Balboa Park, hip coffee shops, restaurants, local breweries, wine bar, yoga studio, art gallery, etc.

Private South Park Bungalow - Yard & Parking

Private South Park Bungalow – STRO License #014481 Stay in South Park, one of San Diego’s most charming, walkable neighborhoods with historic homes, tree-lined streets, cafés, craft breweries, restaurants & unique boutiques. 10 minutes from Balboa Park and the San Diego Zoo and Downtown's Gas Lamp District, the Convention Center, and Petco Park, plus 15–30 minutes to local beaches. No car? The bus stop is 2 blocks away.

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.

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.