Guesthouse vacation rentals in San Diego Bay

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Top-rated guesthouse rentals in San Diego Bay

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
Double French doors open to a private balcony featuring two comfortable chairs alongside a small table. Soft natural light spills into the spacious bedroom, illuminating the inviting bedding and wooden flooring.
Guesthouse in La Jolla
4.99 out of 5 average rating, 534 reviews

Lovely La Jolla Cottage Minutes from the Beach

Awesome location! Right in the heart of Bird Rock/La Jolla close to some of Southern California's best beaches! The Beach Cottage is detached and located towards the rear of our property. You will have your own private entrance with key-less entry. To access The Cottage, walk down the drive way, up the stairs to your suite. The Cottage was custom built with luxury in mind. This one-of-a-kind space provides the ultimate beach getaway! Custom doors and lighting, private balcony off your bedroom, black-out curtains, amazing shower with heated tile flooring, new super-comfortable Eastern King bed with luxury memory foam topper, remote controlled A/C and heating unit, bar sink and mini fridge, Nespresso coffee maker, tea kettle, Direct TV, closet, beach chairs and towels, and more. Unrestricted street parking. Local surf board and bike rental around the corner and if traveling with your four-legged friend, check out online sites for in-home doggie care within blocks. Walk to Bird Rock Coffee Roasters in the morning, Wayfarer Bakery and around the corner for amazing sunsets at the ocean. We are available to help with any questions or concerns during your stay. We look forward to having you! The cottage is a 4-minute walk from the ocean that has a lovely park and benches to enjoy the view, the sunrise and sunset, and clean ocean air. Just steps away from some of the best coffee shops, bakery and cuisine in the Bird Rock, LaJolla neighborhood. Enjoy great bars, shops and casual dining. It’s within a very short ride to Wind n'Sea Beach as well as the sand and surf of Pacific Beach and Mission Bay. LaJolla Cove is an 8-minute car ride. Walking is the BEST way to see La Jolla! Explore the neighborhood and its architecture, see the sea lions in the Cove, shop downtown La Jolla or just hang by the beach! If you want to explore more, Uber is the best way to get around! Pacific beach is 5-min away, Mission beach is 8-min away and downtown San Diego is only 15-min away! Access to The Cottage is down the driveway, and up the stairs. No smoking on property, including private balcony and deck. Southern California is known for being especially dry and fires can spread easily. Thanks for understanding!

Guest favorite
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.
Guesthouse in La Mesa
4.91 out of 5 average rating, 471 reviews

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!

Top guest favorite
A stylish living area features a tan leather sofa adorned with decorative pillows. A round mirror hangs above the sofa, reflecting light in the space. A tall, modern floor lamp stands beside a potted plant, with a macramé wall decoration accentuating the textured brick backdrop.
Guesthouse in Greater North Park
4.96 out of 5 average rating, 142 reviews

Charming Studio in The Heart of South Park

Welcome to the beautifully designed furnished studio in the heart of South Park. Featuring high-end furniture & thoughtful details, this space blends comfort & style. Enjoy a restful night on the ultra-comfortable queen sleeper sofa by American Leather & stay cool year-round with a mini-split AC. It has a private relaxing outdoor space. Located just a few blocks from South Park’s cafés, boutiques, & top restaurants, you’ll enjoy the neighborhood like a local. Ideal for short & extended stays.

Top guest favorite
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.
Guesthouse in Mission Hills
5.0 out of 5 average rating, 268 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!

Top guest favorite
A private patio space surrounded by lush greenery features seating areas with wooden chairs and potted plants. Soft lighting is provided by outdoor string lights, and a cozy rug adds warmth. In the distance, a shaded area with an umbrella can be seen, enhancing the tranquil setting.
Guesthouse in Greater North Park
4.96 out of 5 average rating, 280 reviews

Sunny garden casita in vibrant North Park

Enjoy peaceful, sunny San Diego days as palms sway above this private garden retreat tucked behind a 1925 Craftsman. Designed with a love of nature and simple beauty, the guest house opens onto lush greenery and dappled light — a calm, creative hideaway in the heart of one of San Diego’s most charming neighborhoods. Just a short stroll brings you to great restaurants, world-class breweries, and cozy coffee shops, while Balboa Park, the Zoo, the beaches, and downtown are all only minutes away.

Guest favorite
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.
Guesthouse in La Mesa
4.97 out of 5 average rating, 175 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.

Top guest favorite
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.
Guesthouse in Mission Hills
4.97 out of 5 average rating, 299 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.

Top guest favorite
An outdoor seating area features a covered gazebo with warm lighting, creating a welcoming ambiance. Surrounding the space are well-maintained grassy areas and neatly arranged stone pathways. Palm trees add a tropical touch against a backdrop of evening clouds and distant city lights.
Guesthouse in National City
4.95 out of 5 average rating, 242 reviews

Trendy 1 BR Guesthouse. Great views, no chores.

This is a beautiful 1 bedroom guest house with a new Queen size bed (4/13/2026)and full-size sofa bed. It is close to everything, making it easy to plan your visit. AirPort, Downtown, Coronado, Balboa Park, local beaches, Mexico, and Navy bases are just a few minutes' drive. Private on-site parking. Charge your EV on site. 110v or 220V Don't waste precious time on charging stations. Public transportation as well as plenty of shopping and restaurants within walking distance.

Top guest favorite
Guesthouse in Mission Hills
4.92 out of 5 average rating, 497 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.

Top guest favorite
A spacious outdoor deck features comfortable seating arrangements with light-colored cushions, providing a relaxed space for guests. A wooden coffee table sits in the center, surrounded by potted plants and the entrance to the guest house visible in the background.
Guesthouse in San Diego
4.98 out of 5 average rating, 441 reviews

*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!

Guest favorite
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.
Guesthouse in Mission Hills
4.98 out of 5 average rating, 214 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.

Top guest favorite
A private upper deck is shown, featuring a striped umbrella and colorful garden furniture. The deck is surrounded by vibrant flowering plants and provides access to a cozy studio with a light blue door and large windows, allowing natural light to enter.
Guesthouse in Greater North Park
4.91 out of 5 average rating, 1107 reviews

Safe Private Sanctuary - TOWER STUDIO/ Northpark

Come to a sanctuary and enjoy the sun! Check-in is contactless. Enjoy your cozy and quiet tower studio with a private entrance, private full bathroom, and private upper deck. The studio house is in a large garden adjoining a craftsman-style house in the historic Northpark Morley Field District. Minutes away from coffee shops, breweries, Zoo, Balboa Park.

Popular amenities for San Diego Bay guesthouse rentals

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