Guesthouse holiday rentals in San Diego Bay

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Top-rated Guesthouses in San Diego Bay

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite

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, 147 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.

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Guest favourite

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, 474 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!

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Top Guest favourite

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.

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Guest favourite

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.

Guesthouse in Golden Hill

4.87 out of 5 average rating, 568 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.

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Top Guest favourite

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, 179 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.

FamilyValueHiking

Top Guest favourite

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, 300 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.

ValueFamilyHot tub

Guest favourite

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.

Guesthouse in San Diego

4.87 out of 5 average rating, 220 reviews

Downtown Cottage Walkable 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.

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Top Guest favourite

Guesthouse in Mission Hills

4.92 out of 5 average rating, 501 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.

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Top Guest favourite

A view of downtown San Diego is captured from the balcony, framed by lush palm trees and residential rooftops. City skyscrapers rise in the distance, under a clear blue sky, creating a vibrant urban landscape complemented by greenery.

Guesthouse in Golden Hill

4.89 out of 5 average rating, 487 reviews

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.

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Top Guest favourite

Guesthouse in South Park

4.9 out of 5 average rating, 672 reviews

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 minute drive to 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.

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Guest favourite

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, 215 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.

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Top Guest favourite

Guesthouse in San Diego

4.97 out of 5 average rating, 119 reviews

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.

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