Guesthouse vacation 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, 216 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!

A private patio area is depicted, featuring comfortable seating and a coffee table surrounded by plants. A bright blue umbrella provides shade by the pool, while sunlight reflects off the water, enhancing the relaxed atmosphere. Colorful cushions add a touch of warmth to the seating.

4.94 out of 5 average rating, 180 reviews

Casita w/Private Pool, King Bed, Full Kitchen!

Perfect poolside retreat suitable for small families and couples! The pool house boasts a fully-equipped kitchen, a private pool, front patio and sunbathing deck! You'll enjoy a luxurious king-size bed and a convenient full-size fold-out couch, perfect for kids! Plus, all the amenities necessary for a memorable stay. Located in one of San Diego's most central neighborhoods of Mission Hills, you're just a stroll away from restaurants, Old Town, the light rail, and easy access to the I-5 highway!

A private garden area features two large orange umbrellas shading wicker seating arrangements. Lush greenery and colorful potted plants surround the space, with a stone patio leading to a warm-toned guesthouse wall. A window on the guesthouse reflects natural light, enhancing the serene atmosphere.

4.97 out of 5 average rating, 600 reviews

Central & Serene Secret Garden Guesthouse

My cozy & stylish Garden Guesthouse features colorful decor that gives a fun, relaxed vibe. Relax in style inside or outside in my peaceful garden w a cup of coffee, or glass of wine. I love to say a hi to my guests yet your privacy is #1. Reach me via Airbnb app if I can help! Kensington is a central, 1920’s historic neighborhood w shops & great local eateries. Close to downtown, Gaslamp, Zoo, airport, beaches, Balboa Park. Bus stop, & trolley nearby. Reserved off street parking space too!

A tranquil koi pond is nestled within a landscaped garden, featuring several colorful koi fish swimming gracefully near the surface. Rocks and plants frame the pond, while a small waterfall cascades gently into the water, creating a soothing ambiance.

5 out of 5 average rating, 540 reviews

Waterhaven - A Pondside Oasis

Please read house rules before booking. Located in the Hillcrest area of San Diego just blocks to Balboa Park is Waterhaven, a non smoking, adults only retreat and the perfect place to enjoy your San Diego stay. 325 square feet, a fully private retreat that includes your own living space, bathroom, and kitchen. The guesthouse has dual paned windows, no shared walls, and the yard is fully protected with a stone wall for privacy and security. Waterhaven is a quiet, peaceful, relaxing experience.

A welcoming entrance features red brick steps leading up to a solid wooden door, framed by dark wooden beams. Lush greenery and potted plants accentuate the pathway, while large windows on either side provide natural light to the area.

4.95 out of 5 average rating, 505 reviews

Modern Sweet Home Stay, Hillcrest, A/C Parking W/D

This quaint bungalow sits in a prime location of Hillcrest, a highly desirable area in San Diego. It is very quiet and private and sits directly behind our house(pictured) with a beautifully landscaped brick courtyard. You are within walking distance to "The Heart of Hillcrest" where you will discover many fabulous restaurants, coffee and boutique shops, and so much more. We are a short Uber drive to downtown and everywhere else San Diego has to offer. We hope you stay with us soon!

Superhost

A charming exterior of a boutique guesthouse is presented, featuring a vibrant yellow door and large windows. Lush greenery with various plants and flowers adorns the landscape, while a crafted stone pathway leads to the entrance. A warm, inviting atmosphere is conveyed through well-maintained landscaping.

4.86 out of 5 average rating, 518 reviews

The Golden Hill mosaic "casita"

This is a boutique guesthouse that is part of a 1913 duplex which has been extensively remodeled, and yet maintains its essence in historic Golden Hill. It is a solar-powered 1-bedroom 1-bathroom featuring custom Mexican furniture, french doors, a view of the San Diego Skyline, and a private patio area. Feel the cool breeze on top of Golden hill, a centrally located up and coming neighborhood with lots of walkable destinations. The home is exquisitely decorated with custom Chilean mosaics.

A modern kitchen space is integrated with a living area, featuring a sleek stove and a bar counter with two stools. Soft lighting from pendant fixtures enhances the ambiance. A comfortable sofa and a round mirror are visible, contributing to the open design.

4.99 out of 5 average rating, 196 reviews

New North Park Stylish Studio

This stylish studio cottage is centered in the historic, diverse and eclectic uptown neighborhood of North Park. It is set off the street and boasts a quiet private sitting area for morning coffee or evening drinks. You have a full kitchen, bathroom, living area as well as a washer/dryer. You will be near everything you may want or need to do: Airport, Balboa Park, SD Zoo, Downtown/Gas Lamp Quarter, Petco Park, dozens of restaurants and brew pubs, and near all Beaches & Coronado Island.

A cozy sleeping area is presented with a spacious bed covered in light linens. Beside it, a nightstand with a lamp provides soft lighting. A small round table with a plant adds a touch of greenery, and natural light enters through bright windows framed by soft curtains.

4.88 out of 5 average rating, 166 reviews

Downtown Cottage Minutes to Gaslamp & Petco Park

Welcome to your urban cottage just steps away from downtown San Diego! The Queen Anne Cottage combines brand-new renovations with historic charm. The Cottage 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. It is minutes away from the Convention Center, Petco Park, the Gaslamp District, the Coronado bridge, Balboa Park, and the San Diego Zoo.

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, 128 reviews

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

This is the perfect Guest House with a salted & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to Downtown, La Jolla, Beaches, Zoo, Sea World & Convention Center. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes await you inside. Everything you need for memorable vacation! No smoking or vaping on the property.

A spacious bedroom features a large king size bed with a textured blanket, complemented by a nightstand and a decorative lamp. Sliding glass doors open to a deck, allowing natural light to fill the room. A flat-screen TV and a desk are visible in the background.

4.98 out of 5 average rating, 443 reviews

Mountain View Retreat in Gated Estate (Hot Tub)

Perched above a canyon with spectacular panoramic mountain views, this private guest house is a secluded retreat in one of San Diego’s most eclectic and desirable neighborhoods less than 6 miles from the Downtown San Diego airport. Enjoy a fully equipped kitchen, luxe king size bed and dual sliding glass doors that open to an expansive deck with patio seating, private hot tub and BBQ area.

A spacious studio room features warm wooden walls and contemporary furnishings. A queen-sized bed is accompanied by accent pillows. Large double doors open to a private deck with garden views, while a work desk and chair are positioned near the entrance.

4.9 out of 5 average rating, 1,125 reviews

Safe Hip Quiet GARDEN STUDIO / Northpark

Come to a quiet and stylish studio to relax. Check-in contactless and enjoy! Cozy, hip and private garden studio with private entrance, private full bathroom, and private 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.

A spacious bedroom features a king bed with neutral bedding and decorative pillows. French doors provide natural light and open to a balcony overlooking lush greenery. A modern ceiling fan and soft lighting complement the hardwood floor and simple decor, creating a comfortable and inviting space.