Guesthouse vacation rentals in San Diego

Guesthouse in Ocean Beach

A bright and open kitchen area features modern cabinets and a white countertop. A dining table for four is visible nearby, alongside a cozy living space with a wood-burning stove. Natural light pours in from a sliding door leading to a private outdoor area.

4.98 out of 5 average rating, 233 reviews

Cozy Casita Luisa Walk to Beach, Shops & Dining.

Escape to this cozy small cottage tucked away in vibrant Ocean Beach, walking distance to local restaurants, and more We are two blocks from the Ocean Cliffs The space is for 4 guests The entrance and parking to the Casita is only accessible through the alleyway Most be 25 years old to rent ID verification required prior to arrival NO 3rd party booking Only bathroom is accessible through one of the bedrooms Sorry NO pets NO W/D on premises The airport is close to Ocean Beach & other communities

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.

4.9 out of 5 average rating, 447 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!

4.94 out of 5 average rating, 165 reviews

A private outdoor patio features a circular seating area arranged around a fire pit. Bamboo fencing encloses the space, with tropical plants and trees providing greenery. A decorative water fountain is visible, contributing to a serene setting ideal for relaxation.

Guesthouse in Bay Park

Upscale Studio

Stay just minutes from the sun-soaked shores, vibrant downtown San Diego, SeaWorld, and the world-famous San Diego Zoo. This thoughtfully designed retreat offers a seamless blend of comfort & convenience. ✨ Luxury Features Include: A massage bed with adjustable head and foot settings for ultimate relaxation A spacious, spa-inspired bathroom with a premium Toto toilet and oversized shower A kitchen equipped with a sink, fridge, toaster oven RIGHT CLICK ON MY PICTURE TO SEE ALL OF OUR PROPERTIES.

A cozy bedroom is highlighted by a spacious bed adorned with a bright yellow knit blanket. Framed photographs of palm trees and cityscapes decorate the walls, while bedside lamps provide soft illumination on either side of the bed.

4.95 out of 5 average rating, 234 reviews

Central Guest House with Private yard

Enjoy a private, fully equipped guesthouse for two in central San Diego — professionally cleaned, thoughtfully hosted & designed for a comfortable stay. Full kitchen, washer/dryer, filtered RO water & a fenced backyard with ambient lighting. Keyless entry keeps arrival simple & secure. Quick access to freeways. Within 15 minutes of the airport, Gaslamp District, Balboa Park, the Zoo, Petco Park, Seaport Village, the Convention Center, and beaches; tucked into a quiet residential neighborhood…

Guesthouse in Spring Valley

The tiny cabin is illuminated by soft lighting, showcasing its wooden exterior and welcoming design. Surrounding cacti and plants enhance the natural setting, while steps lead up to a private deck. The evening sky provides a serene backdrop, highlighting the cabin's cozy atmosphere.

4.98 out of 5 average rating, 218 reviews

Loft Cabin•SoakTub•FirePit• Cinema•View+Zoo add-on

Tucked into a quiet hillside canyon above the city, this very private, nature-immersed retreat is just a short drive outside of downtown San Diego. Features include: ✦Private Hot Soaking Tub under the stars ✦Panoramic City views ✦Custom outdoor theatre ✦Queen bed - always white sheets ✦Fast Wi-Fi ✦New quiet AC/Heat ✦Gated, off street prkg Relax on your private patio, unwind in the outdoor hot soaking tub or rain shower and end the night with a movie at your very own "Cinema Under the Stars"!

Guesthouse in Greater North Park

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.

4.96 out of 5 average rating, 271 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.

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.

4.97 out of 5 average rating, 159 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 open living area features a modern dining table with four white chairs, accompanied by a small black side table. Light wood tile flooring creates a warm atmosphere. Large windows provide natural light and a view of the outdoors, while soft curtains frame the space.

4.98 out of 5 average rating, 340 reviews

Charming Modern Apartment with private terrace

The apartment is above our home with its own private entry with a nice ocean view terrace. Plenty of street parking, tile Floors throughout. 15 mins walking to the beach or 5 mins bike ride (2 bikes free to use). Walking distance to Garnet Ave, restaurants, bar, grocery stores. 1 King size bedroom with 45" smart TV, dvd , WIFI free, Netflix free, 2 full baths with bidet and shower, full kitchen, living room with a queen bed sleeper sofa and smart TV Blackout cellular shades.

A modern loft space features warm wood flooring and a plush area rug. A gray sofa faces a sleek entertainment center. A desk and stool are situated by a window, offering views of the surrounding landscape. Natural light fills the room through large windows.

4.95 out of 5 average rating, 226 reviews

Mountain top view getaway loft

This loft is completely sound proof! VIEWS, VIEWS, VIEWS!! Do not miss this stunning contemporary loft, located in the highly desired Mt. Helix community. The guest house faces west, giving you phenomenal 270-degree views of the ocean, Downtown, Point Loma, Coronado islands, Coronado bridge, and more! Designed and built by an acclaimed San Diego home designer, this property was featured in Dream Homes Magazine and is well known for its incredible design and construction.

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.

4.99 out of 5 average rating, 429 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!

An outdoor terrace features a spacious seating area with plush cushions, a central firepit, and lounge chairs overlooking a panoramic view of the landscape and ocean in the distance. The setting invites relaxation and enjoyment in a serene environment.

4.95 out of 5 average rating, 107 reviews

Beach views for 2! Jacuzzi, fire pit

This mid-century modern jewel offers one of the best views in San Diego while still being walking distance (9 blocks) to the beach. You'll get a 1 bedroom with queen bed, full kitchen, living room with a convertible couch. I live upstairs and have a deck so you get your own private deck below me with a firepit and jacuzzi. Perfect place for a couple (or possibly a family with 2 small children).

The modern guesthouse is framed by lush greenery and a landscaped entrance. A series of steps lead up to a spacious deck with seating and an umbrella, while large windows provide natural light and ocean views. The exterior showcases a combination of siding textures in warm tones.

4.96 out of 5 average rating, 103 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.

Popular amenities for San Diego guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

A charming exterior of a white house is framed by vibrant green plants and orange flowers. A stone pathway leads to an inviting front door, flanked by decorative lanterns. A small dog stands on the path, adding a sense of welcoming to the scene.

4.98 out of 5 average rating, 109 reviews

Mt. Helix Casita private petite home

4.9 out of 5 average rating, 245 reviews

An outdoor patio is surrounded by lush greenery, featuring vibrant flowers and ferns. A rustic wooden feature stands to one side, complementing the warm-toned brick flooring. A large glass door provides access to the interior, inviting natural light into the space.

Guesthouse in Hillcrest

Relaxing Oasis - short walk to shops & recreation

A private outdoor space features two wooden lounge chairs, adorned with striped cushions. The area is surrounded by a wooden fence, with a grill positioned nearby. Soft, artificial grass adds a green touch, and the sky above is bright and open, enhancing the outdoor ambiance.

4.91 out of 5 average rating, 232 reviews

Cozy Detached Casita w/AC & heat

4.99 out of 5 average rating, 190 reviews

A bright living area is characterized by large windows that invite natural light and provide views of greenery outside. A wall-mounted TV is positioned opposite a comfortable sofa, while a colorful dining chair adds a playful touch to the space.

Guesthouse in Del Cerro

The Happy Family * 2 playhouses near SDSU!

Two red Adirondack chairs are positioned under a covered patio, facing a serene backyard with a pool. Lush greenery surrounds the area, creating a tranquil atmosphere. A BBQ room and various seating arrangements are visible beyond the pool, enhancing the outdoor retreat experience.

4.99 out of 5 average rating, 169 reviews

Private 1 BR Paradise Retreat

Guesthouse in Greater North Park

A cozy living area is presented with a plush couch and a reading chair, accompanied by a coffee table. A cushioned bed rests within an alcove, framed by soft curtains. Natural light filters through nearby windows, illuminating the warm wooden flooring.

4.91 out of 5 average rating, 658 reviews

Quaint Craftsman#2- Walkable, Parking, EV Charging

A private entrance is surrounded by lush green foliage, providing a sense of seclusion. The entrance door, painted in a calm blue, leads to the interior space. A paved walkway extends toward the pool area, enhancing the overall tranquil setting.

4.79 out of 5 average rating, 445 reviews

Law Street Retreat

Guesthouse in National City

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.

4.95 out of 5 average rating, 224 reviews

Trendy 1 BR Guesthouse. Great views, no chores.

Guest house rentals with a patio

Guesthouse in Mission Hills

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, 256 reviews

Santorini-Inspired Cottage w/ Hot Tub + Views

4.98 out of 5 average rating, 142 reviews

A private outdoor patio presents comfortable seating with two chairs and a sofa surrounding a coffee table. An umbrella provides shade, and greenery is visible alongside the patio. The paved surface features decorative stones, creating a cozy area for relaxation.

Guesthouse in Poway

Gorgeous Guesthouse Poway w/Private Yard

A vibrant sunset casts warm hues over the landscape, with a glowing sun slowly descending behind the horizon. The scene is framed by lush trees, highlighting the natural beauty of the surrounding hills and distant views. The large expanse of sky transitions from orange to soft purple.

4.99 out of 5 average rating, 105 reviews

Hilltop AmazingVIEWS! Guest House with Balcony~

4.98 out of 5 average rating, 271 reviews

A sunset view captures the coastline with gentle waves and a curved beach extending toward the horizon. The scene features vibrant hues of orange and pink in the sky, with palm trees in the foreground and distant hills framing the landscape.

Guesthouse in La Jolla

La Jolla Oasis: Ocean, City and Fire Works Views

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.

4.89 out of 5 average rating, 200 reviews

Downtown Cottage Walkable to Gaslamp & Petco Park

A cozy living area features a sectional sofa and wooden coffee table, complemented by a television mounted on the wall. Several light sources illuminate the space, including a ceiling fan. Decorative wall art adds a personal touch, while windows allow natural light to brighten the room.

4.99 out of 5 average rating, 353 reviews

SDCannaBnB #1 *420 *parking *dog-friendly *hot tub

4.97 out of 5 average rating, 111 reviews

A private deck features a fire table with flames, surrounded by outdoor seating, including a striped lounge chair and a wicker settee. Lush greenery frames the stunning ocean view, while the sunset casts a soft glow across the sky.

Guesthouse in La Jolla

Smashing Recently-Built Ocean/Bay/City Views

4.91 out of 5 average rating, 108 reviews

A spacious private patio features a tiled floor and comfortable seating around a square table. Potted cacti adorn the edges, while the sunset casts a vibrant pink and purple hue over the surrounding hills and valleys, creating a serene backdrop.

Guesthouse in El Cajon

Hilltop Casita Mount Helix

Guest house rentals with a washer and dryer

Guesthouse in Ocean Beach

A cozy sleeping area features a spacious bed adorned with a textured blanket and decorative pillows. Natural light filters through windows with shutters. A light-colored armchair and circular wooden table complement the inviting ambiance of the room.

4.97 out of 5 average rating, 344 reviews

Private beach guesthouse w/ private parking

A private deck is shown, featuring a red umbrella over a round table with four chairs. The entrance to the guest house is framed by glass doors and accompanied by a vibrant red door. Lush greenery and flowerbeds enhance the outdoor space.

4.99 out of 5 average rating, 222 reviews

Stunning Guest House 15 min. from Zoo, Downtown

4.97 out of 5 average rating, 205 reviews

Guesthouse in Hillcrest

Luxury Studio W/ Garden View in Heart of Hilcrest

Guesthouse in Mission Beach

The living area features natural wood paneling and a warm color palette. Large windows allow ample light, framed by woven shades. A comfortable white sofa and a stylish entertainment unit with a television are visible, along with a decorative chair and a small side table.

4.91 out of 5 average rating, 838 reviews

South Mission Beach Zen-Like Studio

Guesthouse in Rancho Santa Fe

A spacious outdoor area features a pool and spa surrounded by tropical landscaping and palm trees. Sunlight reflects off the water's surface, creating a serene ambiance. Comfortable seating is arranged nearby, enhancing the inviting atmosphere of the space.

4.99 out of 5 average rating, 182 reviews

Rancho Relaxo / Spacious Detached Guest House

Guesthouse in Greater North Park

A sunset is captured shining through trees, casting rays of light over the guest house. The structure features large windows, allowing natural light to fill the space. Palm trees and distant silhouettes of buildings are visible against the colorful sky.

4.95 out of 5 average rating, 648 reviews

Early 1900's Carriage House w/Views

A private terrace showcases ocean views complemented by a round table and four chairs. A large umbrella provides shade for outdoor seating, while a lounge chair invites relaxation. The surrounding landscape includes rooftops and palm trees, enhancing the serene environment.

4.93 out of 5 average rating, 693 reviews

OB studio, ocean views, hot tub & garage parking!