Guesthouse vacation rentals 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, 451 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!

Superhost

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

4.94 out of 5 average rating, 166 reviews

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 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, 117 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!

4.95 out of 5 average rating, 237 reviews

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.

Guesthouse in San Diego

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, 220 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"!

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, 272 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, 161 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.

Guesthouse 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, 292 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.

4.94 out of 5 average rating, 101 reviews

A modern kitchen and living area features comfortable seating with a yellow sofa across from a rustic wooden coffee table. Barstool seating is available at an island, with kitchen appliances and decorative artwork adorning the walls, creating a cozy and functional space.

Guesthouse in Bay Park

Casa de Estilo - Rooftop Views and Tranquility

Welcome to your stylish home in Bay Park, San Diego! This modern 1-bedroom is the perfect blend of comfort and coastal charm. Step into a thoughtfully designed living space with a cozy living room, bedroom, and charming outdoor patio. With the bay just a short distance away, local cafes, restaurants within reach, this Bay Park retreat is a wonderful place to stay. Discover the laid-back neighborhood, explore the nearby parks, or venture into San Diego's vibrant attractions.

Guesthouse in Spring Valley

4.98 out of 5 average rating, 430 reviews

Airstream•Sauna•SoakTub• Views•Firepit+Zoo add-on

Nestled in a quiet hillside canyon above San Diego, this one of a kind glamping retreat offers: ✦Private Hot Soaking Tub under the stars ✦Panoramic city/sunset views ✦Custom wood-fired sauna ✦Golf chipping tee ✦Fast Wi-Fi ✦AC & Heat ✦Gated, off street parking Cozy up by the fire as the city sparkles below or try your swing at the golf tee. Reconnect & recharge in your own outdoor hot soaking tub, rain shower & wood-fired sauna - the perfect retreat for nature lovers!

4.99 out of 5 average rating, 431 reviews

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

*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, 109 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).

Popular amenities for San Diego guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

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

4.99 out of 5 average rating, 193 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!

Guesthouse in Mission Hills

4.92 out of 5 average rating, 486 reviews

La Casita - Fully Updated Casita in Mission Hills

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, 170 reviews

Private 1 BR Paradise Retreat

Guesthouse in Ocean Beach

A metal fence marked with 'OCEAN BEACH' stands against a sunset backdrop, where the sun is dipping below the horizon. The ocean waves gently lap at the shore, and a bird can be seen soaring in the sky.

4.93 out of 5 average rating, 416 reviews

Cozy Ocean Beach Casita

A cozy living area features a leather sectional sofa adorned with blue and white cushions, complemented by a light wooden coffee table. A smooth media console holds a television displaying ocean imagery. Natural light floods in through large windows, highlighting the tastefully arranged shelves with decorative items.

4.96 out of 5 average rating, 309 reviews

Cozy Beach Cottage 5 Blocks to the Ocean w/AC!

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

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.

4.92 out of 5 average rating, 660 reviews

Quaint Craftsman#2- Walkable, Parking, EV Charging

Guest house rentals with a patio

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, 110 reviews

Mt. Helix Casita private petite home

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

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, 355 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

4.89 out of 5 average rating, 268 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.

Guesthouse 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.

4.93 out of 5 average rating, 399 reviews

La Mesa Suite

Superhost

A welcoming front porch features two chairs facing a lush green lawn. The vibrant sunset sky adds a warm glow, while surrounding greenery provides a touch of privacy. The entrance is enhanced by a bright green door and decorative elements above.

Guesthouse in Ocean Beach

4.9 out of 5 average rating, 126 reviews

OB Casita

4.98 out of 5 average rating, 120 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.

Guesthouse in Escondido

Casita in the Vineyard. Privacy & Beauty combine.

Guest house rentals with a washer and dryer

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

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, 341 reviews

Charming Modern Apartment with private terrace

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, 841 reviews

South Mission Beach Zen-Like Studio

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.

4.96 out of 5 average rating, 217 reviews

New Guest House - North Park

4.98 out of 5 average rating, 272 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

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

4.98 out of 5 average rating, 250 reviews

A spacious living area is equipped with a plush sofa and light-colored chairs, accented by decorative pillows. A wooden coffee table rests on a colorful area rug. Natural light fills the room through two windows, highlighting a work desk and welcoming artwork on the wall.

Guesthouse in El Cajon

Fletcher Hills - modern 1 BR.Easy, no step access.

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.