Guest house holiday rentals in San Diego

Guest house 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, 245 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!

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, 433 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!

A bright living area is visible, featuring a mix of modern furnishings including a cozy sofa, a smart TV, and a circular dining table with wooden chairs. Large windows allow natural light to fill the space, highlighting the warm wooden flooring and inviting decor.

4.97 out of 5 average rating, 104 reviews

East Watch- a private getaway

East Watch is a 740 sq ft, 1 bedroom private retreat that provides the comforts and amenities of home with the style of a high-end hotel. All 5 to 15 min from shopping, downtown, and the beach. It's a short walk from Mt. Helix Park which offers a 360* view, weekday yoga, and stunning sunrises and sunsets. We have EV high speed car charging, a full kitchen with all appliances, workspace with dedicated fast WIFI, a spa shower, and super comfortable beds and pillows. Stay and let us charm you!

Guest house 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, 265 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.

4.97 out of 5 average rating, 190 reviews

A light-filled living area features two comfortable sofas facing a modern entertainment unit. A large screen television is mounted on the wall. Sunlight streams through windows, illuminating decorative plants and a neutral-colored coffee table, enhancing the serene ambiance.

Guest house in La Jolla

Free Bikes. 5 min walk to Windensea Beach La Jolla

Charming one-bedroom guesthouse in La Jolla, California. Just a 6 minute walk from windensea beach. Private entrance with self check in. Newly renovated living, dinning and kitchenette. The bedroom features a plush California king-size bed. sleeper sofa pulls out to a comfortable full-size bed. The modern bathroom is spacious, clean and inviting. Amenities for the beach will be ready for you. Chairs, umbrellas, cooler, beach toys and boogie boards and 2 bikes Relax on your private porch.

Guest house in Mission Hills

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, 279 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.

Guest house in Pacific Beach

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, 334 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.

4.94 out of 5 average rating, 218 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.

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, 148 reviews

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

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

Guest house 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, 822 reviews

South Mission Beach Zen-Like Studio

This fully furnished second story South Mission bayside studio offers relaxed beach living. This studio sleeps 2 (Queen Bed) & 2 Boogie Boards are provided; private off street parking on premise. Bbq grill on small balcony. The unit is steps to the bay and short three minute stroll to the beach. Two beach cruiser bicycles provided which is one great way to get around the area. Please note, access to the second story is via an outdoor spiral staircase.

5 out of 5 average rating, 134 reviews

A private outdoor seating area is showcased on a rooftop terrace, featuring two armchairs and a spacious couch, all adorned with decorative cushions. A wooden coffee table sits in the center, surrounded by lush greenery and palm trees. The sunset casts a warm glow over the scene.

Guest house in Hillcrest

Rooftop views 10min walk to Balboa Park/Zoo/Bars

Enjoy this peaceful second-story new guesthouse overlooking the treetops! A perfect day might be a morning stroll through Balboa Park, the cultural center of San Diego, surrounded by 58 miles of walking and running trails, followed by a short walk to the super fun bars and restaurants of Hillcrest, North Park, and University Heights. We LOVE this neighborhood and we are so excited to share the beauty, culture, and welcoming vibe of it with our guests!

4.97 out of 5 average rating, 111 reviews

The exterior of a charming casita is highlighted with a terracotta tile roof and earthy stucco walls. Lush greenery surrounds the property, with stone pathways leading to the entry. A tall palm tree stands prominently against the clear blue sky.

Guest house in Escondido

Casita in the Vineyard. Privacy & Beauty combine.

Take it easy at the Art House, our unique and tranquil getaway. With a full kitchen, bath and laundry facilities you'll only need to enjoy your privacy. Only 7 minutes from the San Diego Safari Park. Numerous vineyards in the popular “Highland Valley Wine Country” some with live music and food within a 2 mile radius. Only 4 miles from Highway 15. See the stars, hear nature and relax.

Popular amenities for guest house rentals in San Diego

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

4.92 out of 5 average rating, 118 reviews

An open kitchen and living area is presented with modern furnishings. A large island with four bar stools centers the space, complemented by pendant lighting. A round mirror and a plant add decor, while a living area with a cozy sofa invites relaxation.

Guest house in Encinitas

Coastal Casita - Your Rad Cali Getaway

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, 104 reviews

Mt. Helix Casita private petite home

4.98 out of 5 average rating, 224 reviews

The beautifully illuminated pool area features a saltwater pool and hot tub under a starry sky. Lush tropical plants surround the space, enhancing the ambiance. A bottle of champagne and flutes are ready for celebration, while cozy seating is visible in the background.

Guest house in Talmadge

Lovely Guesthouse in garden setting

4.95 out of 5 average rating, 137 reviews

A bright living area features a cozy sofa paired with a stylish coffee table, surrounded by large windows that allow natural light. A round mirror hangs above the seating, while indoor plants add a touch of greenery, creating a serene atmosphere.

Guest house in Poway

Charming Guest House in Poway - Kid friendly

4.99 out of 5 average rating, 183 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.

Guest house in Del Cerro

The Happy Family * 2 playhouses near SDSU!

4.99 out of 5 average rating, 214 reviews

A welcoming entrance features a textured walkway leading to a front door, framed by a wooden railing. Colorful flowers bloom along the sloped landscape, enhancing the natural appeal of the surroundings. Clear skies and distant homes provide a serene backdrop.

Guest house in El Cajon

Modern mountain guest house. Incredible views

Guest house in Ocean Beach

A spacious studio bed is centered in the room, featuring a neutral-toned bedspread and decorative pillows. Natural light enters through a small window. A light-colored wooden nightstand holds a lamp. The open door reveals a lush outdoor area with blooming plants.

4.92 out of 5 average rating, 173 reviews

Detached Guest Suite · Private · Walk to Beach

4.97 out of 5 average rating, 103 reviews

A welcoming living area features two comfortable sofas adorned with decorative pillows. A central coffee table rests on a striped area rug. A wall-mounted television is visible, alongside art pieces and a nautical-themed decor element, creating a relaxed and beach-inspired environment.

Guest house in Bay Park

Baywatch Bungalow-Spacious, Beachy Loft w/Bay View

Guest house rentals with a patio

4.98 out of 5 average rating, 133 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.

Guest house in Poway

Gorgeous Guesthouse Poway w/Private Yard

4.98 out of 5 average rating, 261 reviews

A broad view captures the coastal landscape of La Jolla, featuring the shimmering ocean, serene bay, and city lights under a clear sky. The horizon displays the iconic pier, with the vibrant residential area blended into the backdrop of rolling hills.

Guest house in La Jolla

La Jolla Oasis: Ocean, City and Fire Works Views

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, 337 reviews

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

4.95 out of 5 average rating, 135 reviews

A living area features a cozy orange sofa adorned with colorful pillows. A desk with a green chair is situated near a window covered with vertical blinds, allowing natural light to illuminate the space. An air conditioning unit is mounted on the wall.

Guest house in San Diego

*KING BED* Colorful Guesthouse by Downtown

Guest house 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, 211 reviews

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

4.89 out of 5 average rating, 257 reviews

The studio features a cozy sleeping area with a stylish four-poster bed dressed in crisp linens. A comfortable seating area is adjacent, complete with plush cushions and a small side table. Natural light filters through the window, highlighting the serene atmosphere.

Guest house in San Diego

Central studio w/ private outdoor space & parking

Superhost

A modern kitchen is visible, featuring sleek black cabinets and white countertops. Stainless steel appliances, including a gas stove, are present. A small dining area with a black table and checkered tablecloth complements a cozy seating area, illuminated by natural light from large windows.

4.94 out of 5 average rating, 387 reviews

La Mesa Suite

4.95 out of 5 average rating, 132 reviews

A comfortably arranged bedroom features a spacious bed adorned with a floral-patterned quilt. Flanking the bed, two bedside tables hold stylish lamps. Natural light filters in through window shades, decorated with subtle bird motifs, enhancing the room's serene atmosphere.

Guest house in Escondido

Craftsman style 1-BR in Historic Old Escondido

Guest house rentals with a washing machine and dryer

4.9 out of 5 average rating, 234 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.

Guest house in Hillcrest

Relaxing Oasis - short walk to shops & recreation

4.98 out of 5 average rating, 447 reviews

An outdoor living space is featured, showcasing a stone fireplace with a flickering fire. A cozy seating arrangement is present nearby, and a television is visible through a glass door, contributing to a relaxed atmosphere perfect for gathering.

Guest house in La Jolla

Beautiful Private Villa walk to beach

Guest house in Greater North Park

The exterior of a renovated guesthouse is presented, featuring a white stucco facade with decorative tiles along the steps. A green door, large windows, and a charming walkway leading to the stairs enhance the inviting appearance of the property.

4.99 out of 5 average rating, 185 reviews

Carrie’s North Park Casita, in Heart of San Diego

Guest house in Pacific Beach

A welcoming living area features a futon and coffee table set on polished hardwood floors. Bright natural light fills the room through the window. A dining area with a table for four is visible, along with kitchen access through an open doorway.

4.83 out of 5 average rating, 398 reviews

Pacific Beach Guest House With Garage and A/C

Guest house in Golden Hill

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, 540 reviews

The Golden Hill mosaic "casita"

4.96 out of 5 average rating, 405 reviews

Guest house in Cardiff

Cardiff by the Sea Beach Bungalow

Guest house 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, 643 reviews

Early 1900's Carriage House w/Views