Guest house holiday rentals in San Diego Bay

A curving staircase is visible, flanked by white walls and adorned with vibrant blue tiles. Handrails provide support along the ascent, leading to a bright upper space. A potted plant enhances the serene ambiance at the top of the stairs.

5 out of 5 average rating, 262 reviews

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!

4.9 out of 5 average rating, 460 reviews

The exterior of a historic stone cottage showcases a rounded structure with large, circular windows. Native plants and decorative rocks surround the entrance, highlighting the natural landscape. The name 'Anna' is displayed on a rustic wooden sign, further enhancing the cottage's character.

Guest house in La Mesa

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!

Guest house in Spring Valley

4.98 out of 5 average rating, 436 reviews

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

A functional kitchen space is showcased with cream-colored cabinetry and a farmhouse sink beneath a window. A VIKING wine fridge is positioned beside the sink, complementing the modern appliances. The counter features a variety of utensils and a plant, adding a touch of greenery.

4.98 out of 5 average rating, 111 reviews

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

The living area features a grey sofa complemented by two pink chairs arranged around a low coffee table. An ornate area rug anchors the space, while framed botanical art adorns the wall. A large mirror reflects the light from stylish floor lamps and greenery.

4.93 out of 5 average rating, 242 reviews

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!

The poolside area features a well-maintained saltwater pool reflecting the colors of the sunset. Comfortable seating arrangements, including lounge chairs and a cozy fire pit, are visible. Large umbrellas provide shade, and lush greenery adds to the serene ambiance.

4.96 out of 5 average rating, 167 reviews

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.

The well-appointed bedroom features a spacious bed complemented by bedside tables with lamps. Natural light enters through multiple windows adorned with blinds. A wooden armoire stands against one wall, while a round table with a woven basket filled with snacks is positioned in the foreground.

5 out of 5 average rating, 201 reviews

Private Bankers Hill Hide-Away. Perfect for 2

Enjoy your relaxing stay in a premiere Banker's Hill location. Walking distance to Balboa Park, Hillcrest and restaurants; remodeled studio has it all. Privacy, bay view and open canyon with cool breezes. Five minute drive to Downtown, Little Italy, Beaches, Old Town, The Zoo and the Airport. Spa like shower, luxury mattress and bedding, flat screen TV w/ cable, Wi-Fi and fully equipped kitchen. Being foodies, we are happy to share info on local restaurants, bars, breweries and wineries.

A spacious living area features a large sectional sofa adorned with decorative pillows, complemented by a wooden coffee table. A vibrant wall art piece with colorful surfboards is displayed above the couch, while natural light fills the room through expansive windows.

4.97 out of 5 average rating, 293 reviews

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.

4.92 out of 5 average rating, 491 reviews

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.

Guest house in National City

A spacious sleeping area features a queen bed with a patterned throw blanket. Natural light enters through sliding glass doors that lead to the fenced yard. A modern entertainment center displays a flat-screen TV, while a ceiling fan enhances air circulation.

4.86 out of 5 average rating, 202 reviews

Private Pet-Friendly Studio w/Fenced Yard +Parking

Private, pet-friendly studio perfect for couples or travelers with a dog. Enjoy easy parking, a private side-gate entrance, self check-in, and a fenced yard for pets to play safely. The studio is fully separate from the main house for added privacy. Located just 4 miles from the Gaslamp District, with easy access to downtown, Coronado, nearby dog-friendly beaches, restaurants, and bars, it’s a quiet and convenient home base for your San Diego stay.

The open studio loft features a spacious queen bed draped with light fabric. A small blue sofa with decorative cushions sits opposite a wooden coffee table. Natural light streams in through a well-placed window, illuminating the soft carpet and simple decor.

4.98 out of 5 average rating, 212 reviews

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.

A bright studio space features a spacious bed adorned with a neutral-colored blanket, positioned beside a sleek black leather sofa. A wooden coffee table sits in the center, while soft natural light filters through two windows, illuminating the lightly colored walls.