Guesthouse holiday rentals in San Diego

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, 248 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!

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, 230 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, 434 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!

Guesthouse in Pacific Beach

A spacious studio unit features a large bed adorned with crisp white linens. Natural light fills the room through two windows. A kitchenette is visible to the left, and a dining area is set against the wall. A cozy area rug adds warmth to the wooden floor.

4.92 out of 5 average rating, 1,055 reviews

Beautiful Bright Coastal Gem w Patio & Free Bikes

Beautiful bright, centrally located spacious studio unit. 2 Beach Cruisers come with Unit. Smoking/420 allowed on private patio which overlooks our little zen garden. Spa like shower. Easily find safe street parking right in front of property. Fireplace use for Winter, AC for Summer. Hop on the beach cruisers head to the beach 1.3 miles away or the great bars of PB. Pillow Top Luxury Mattress. 55 inch Sony TV w Apple TV. Snacks, Water, Coffee. Beach Towels, cooler and beach chairs provided.

4.95 out of 5 average rating, 154 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.

Guesthouse in Lake Murray

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, 152 reviews

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

This is your perfect Guest House with a salt & heated pool + hot tub. Located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to the beaches, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike up Cowell Mountain next door at Mission Trails Park or around 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 Spring Valley

4.98 out of 5 average rating, 420 reviews

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

Nestled in a quiet hillside canyon with panoramic city and sunset views—just a short drive outside of downtown San Diego, this glamping retreat offers: ✦Private Hot Soaking Tub under the stars ✦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!

4.97 out of 5 average rating, 191 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.

Guesthouse 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.

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.

4.98 out of 5 average rating, 284 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.

Guesthouse 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.

The entrance to the casita is framed by lush greenery, featuring a pathway lined with stone leading to a white door. A mature tree provides shade alongside colorful shrubs and a well-maintained garden, offering a welcoming entry to the private retreat.

5 out of 5 average rating, 182 reviews

Renovated Beach Casita: AC, Lux King Bed, Patio

Escape to our newly renovated, coastal-modern beach casita on a quiet street in vibrant Ocean Beach. Just 2.5 blocks from the beach and steps to cafes, restaurants, and bars, it’s perfect for couples, families, or small groups. Relax on the private patio, enjoy a premium king bed and queen pullout, and cool off with rare AC. With a full kitchen, walk-in closet, desk, and beach gear, it’s the ideal retreat near San Diego’s top attractions for a perfect beach or city getaway.

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, 221 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.

Popular amenities for San Diego guesthouses

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

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, 106 reviews

Mt. Helix Casita private petite home

4.98 out of 5 average rating, 225 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.

Guesthouse in Talmadge

Lovely Guesthouse in garden setting

A well-maintained putting green is surrounded by lush greenery, featuring multiple flags indicating different holes. A sand trap is positioned nearby, and a winding path made of stone leads through the garden space, enhancing the serene outdoor environment.

4.94 out of 5 average rating, 150 reviews

Pool Side Safari Cabin-On the backend of our Home

Guesthouse in Mission Hills

A bright studio space features a spacious bed adorned with a neutral-colored blanket, positioned beside a sleek black leather sofa. A wooden coffee table sits in the center, while soft natural light filters through two windows, illuminating the lightly colored walls.

4.91 out of 5 average rating, 122 reviews

Charming Mission Hills Studio w/ Patio

4.99 out of 5 average rating, 184 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!

4.99 out of 5 average rating, 242 reviews

A bright bedroom features a spacious bed with white linens, complemented by a cozy sitting area with decorative pillows. Large windows with shutters allow natural light to fill the room, and a small nightstand with a lamp adds functionality. A warm color palette enhances the welcoming atmosphere.

Guesthouse in Talmadge

Adorable cottage in Talmadge

Guesthouse in Ocean Beach

A cozy studio space is highlighted by a spacious bed adorned with soft pillows. A minimalist round dining table sits beside the bed, accompanied by two chairs. Modern decor is complemented by a ceiling fan and a wall-mounted TV. Natural light fills the area through a nearby window.

4.91 out of 5 average rating, 179 reviews

Detached Guest Suite · Private · Walk to Beach

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, 160 reviews

Private 1 BR Paradise Retreat

Guesthouses with a patio

4.96 out of 5 average rating, 114 reviews

Guesthouse in Bay Ho

Adorable 1 bedroom house 8 min from La Jolla

Guesthouse in Sherman Heights

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, 192 reviews

Downtown Cottage Walkable to Gaslamp & Petco Park

A spacious deck is visible, furnished with a table and four wicker chairs. A decorative bowl sits at the center of the table. The panoramic view of the surrounding landscape and city skyline stretches into the distance under a clear blue sky.

4.96 out of 5 average rating, 241 reviews

Da Hui Hut - La Mesa’s best view and spa

4.86 out of 5 average rating, 222 reviews

Private Studio with a Panoramic View

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, 212 reviews

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

Superhost

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.

4.88 out of 5 average rating, 259 reviews

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, 392 reviews

La Mesa Suite

Guesthouse in Ocean Beach

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.

4.94 out of 5 average rating, 108 reviews

OB Casita

Guest house rentals with a washing machine and dryer

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.

4.96 out of 5 average rating, 337 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, 217 reviews

Stunning Guest House 15 min. from Zoo, Downtown

4.98 out of 5 average rating, 448 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.

Guesthouse in La Jolla

Beautiful Private Villa walk to beach

Guesthouse 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, 187 reviews

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

4.98 out of 5 average rating, 200 reviews

Guesthouse in Hillcrest

Luxury Studio W/ Garden View in Heart of Hilcrest

4.99 out of 5 average rating, 215 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.

Guesthouse in El Cajon

Modern mountain guest house. Incredible views

Guesthouse in Greater North 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.

4.96 out of 5 average rating, 210 reviews

New Guest House - North Park

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.