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, 240 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, 426 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!

4.96 out of 5 average rating, 141 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.

4.97 out of 5 average rating, 182 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.

4.91 out of 5 average rating, 840 reviews

A scenic view captures lush hillsides and a calm lake under a clear sky, with a rainbow arching gracefully over the landscape. Green vegetation sprawls across the area, adding vibrancy to the tranquil scene.

Guesthouse in Escondido

Hilltop cabin retreat with lake & mountain views

Rustic hilltop cabin overlooking Lake Hodges. Surrounded by open canyons & mountains, you'll feel a million miles away as you take in the stunning views, enjoy morning coffee on the deck, refresh in the saltwater pool, indulge in a moonlit outdoor shower, relax & recharge with a poolside massage, or sip wine by the fire bowl. A short walk to lake w/boating, fishing & miles of hiking & biking trails. Great restaurants, SD Zoo Safari Park, wineries, breweries, & ocean beaches all nearby.

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, 209 reviews

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

Tucked into a quiet hillside canyon, 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 ✦Custom outdoor theatre ✦Queen bed - always white sheets ✦Fast Wi-Fi ✦New quiet AC & Heat ✦Gated, off street parking Relax on your private patio with panoramic views, 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"!

4.96 out of 5 average rating, 404 reviews

An outdoor dining area features a large wooden table set with decorative dishes and neatly folded napkins. An umbrella provides shade above the table. Surrounding greenery and hanging hammocks create a tranquil atmosphere, while a pergola frames the space, enhancing the inviting outdoor setting.

Guesthouse in San Diego

Betty- Guesthouse near CBX & San Ysidro border

This comfy studio located in San Diego is the perfect spot for a quiet & cozy weekend retreat. Inside is bright & inviting with stylish spacious studio, private entrance from side gate, private patio with bbq & hanging hammocks; driveway parking spot & plenty of street parking! The view from the patio is very relaxing, making it the perfect weekend get away. Centrally located in a quiet & peaceful area within 5 minutes away from Plaza Las Americas & 10 minutes away from the CBX.

Guesthouse in Del Mar Heights

A private roof deck is equipped with four comfortable wicker chairs surrounded by vibrant cushions. A fire pit is set in the center, with a gas grill positioned nearby. Tranquil views of the surroundings and distant greenery are visible under clear blue skies.

4.95 out of 5 average rating, 106 reviews

Guest Studio, Ocean & Lagoon Views, Walk to Beach

Beautiful, spacious, quiet studio with private view deck, close to beach, Torrey Pines Reserve, and restaurants. Downtown Del Mar, and Racetrack approximately 3 miles away. An exceptional property at end of a quiet cul-de-sac next to Nature Reserve. Fully furnished and stocked with convenience items including luxurious bedding. Washer and dryer available. See our other garden view unit too at airbnb.com/h/gardenviewstudioclosetoocean Both are wonderful couple's retreats.

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, 213 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, 145 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.

4.97 out of 5 average rating, 749 reviews

A spacious sleeping area features a bed adorned with floral-patterned bedding. Two lamps are positioned on bedside tables, providing soft light. A wooden bench sits at the foot of the bed. Large glass doors lead to a lush garden, enhancing natural light in the room.

Guesthouse in Encinitas

Beach City Bungalow

Detached 400 sf studio with full kitchen, private redwood deck, and own entrance/parking. Just a mile to the coast, the house is a 15-20 minute walk to the beach and a 25-minute walk into Encinitas, a classic beach surf town. Restaurants, live music, and quaint shops line nearby Highway 101. The large tropical garden has walking paths and seating areas perfect to relax in. The property is a true oasis! City of Encinitas business license #RNTL-007530-2017.

4.96 out of 5 average rating, 304 reviews

The exterior of the guest house features two large glass doors framed by greenery, providing a view of the lush, well-maintained lawn. The surrounding area includes a patio space with seating, enhancing the outdoor appeal. Bright sunlight illuminates the scene.

Guesthouse in Kensington

Your Kensington Bungalow

Large Guest House in historic Kensington. Our neighborhood is lined with palm trees giving you a true Southern California vibe. Your Guest House is just a 5 minute walk to our town center. Just off the freeway, 20 minutes door to door to the airport, 10 downtown, 15 to Gaslamp and convention center. Uber is perfect for this location, no need to rent a car. 25MPH keeps the cars slow and the walkability high! Off Street Parking...

Popular amenities for San Diego guesthouses

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

4.99 out of 5 average rating, 178 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, 237 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

4.95 out of 5 average rating, 108 reviews

Guesthouse in Bay Ho

Adorable 1 bedroom house 8 min from La Jolla

Guesthouse in Cherokee Point

4.96 out of 5 average rating, 448 reviews

Central San Diego! Your home away from home!

Guesthouse in Spring Valley

An Airstream is positioned on a hillside, surrounded by lush greenery and desert plants. Lounge chairs and a shaded patio area are visible, providing a space for relaxation. The backdrop features rolling hills under a clear sky, highlighting a peaceful and private setting.

4.98 out of 5 average rating, 412 reviews

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

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, 211 reviews

Trendy 1 BR Guesthouse. Great views, no chores.

Guesthouse in Ocean Beach

A bright patio area features a yellow cottage entrance and a large, striped umbrella providing shade. Two chairs and a small table sit on vibrant green artificial turf, accompanied by a cooler and a beach chair, creating an inviting outdoor relaxation space.

4.84 out of 5 average rating, 417 reviews

Beach Cabin Guesthouse with Patio Deck

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, 276 reviews

Beautiful Historic Home and Gardens Near Downtown!

Guesthouses with a patio

4.98 out of 5 average rating, 255 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.

Guesthouse in La Jolla

La Jolla Oasis: Ocean, City and Fire Works Views

4.96 out of 5 average rating, 146 reviews

A private patio area is presented with a round dining table and four chairs, shaded by a large umbrella. Lush greenery surrounds the space, and sunlight filters through, creating a serene outdoor setting ideal for relaxation or dining.

Guesthouse in San Diego

SDSU Central Cozy Casita | Fast WiFi | Walkable

4.95 out of 5 average rating, 130 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.

Guesthouse in Mt. Hope

*KING BED* Colorful Guesthouse by Downtown

4.97 out of 5 average rating, 204 reviews

A modern bedroom features a queen bed with neutral-toned bedding and a blue accent pillow. Two bedside lamps provide soft lighting. Artwork hangs on light walls, and a mirrored wardrobe reflects the space. Light wood flooring complements the overall design.

Guesthouse in Vista

Ocean Blue Vista One-Bedroom Private Guest House

4.9 out of 5 average rating, 123 reviews

The kitchen area features a blend of natural stone walls and modern cabinetry. A small dining table with woven placemats is set for two. Essential appliances, including a refrigerator and coffee maker, are visible, alongside dishware neatly organized on the shelf.

Guesthouse in Escondido

Secluded Casita in Wine Region

An open layout studio is presented, featuring a cozy seating area with a grey couch and a rustic wooden coffee table. A dining space with a round table and chairs is visible. The kitchen area, equipped with modern appliances, is complemented by a ceiling fan with decorative light fixtures.

4.98 out of 5 average rating, 118 reviews

NEW construction - Studio by Village of La Mesa

A vibrant sunset casts shades of orange and pink across the sky, viewed from a residential street. Palm fronds frame the scene, while neighboring homes and trees are softly silhouetted against the colorful backdrop.

4.94 out of 5 average rating, 176 reviews

San Diego Newly Built Private Guesthouse (Sleep 4)

4.89 out of 5 average rating, 254 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

Guest house rentals with a washing machine 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.

4.96 out of 5 average rating, 328 reviews

Private beach guesthouse w/ private parking

Guesthouse in Swan Canyon

A studio layout features a spacious bed with a brown coverlet, complemented by two bedside lamps on wooden nightstands. A wall-mounted TV is visible, along with a small desk and refrigerator. A ceiling fan and air conditioning unit provide comfort.

4.96 out of 5 average rating, 165 reviews

Private Guest House for 2 with Kitchen + Laundry

4.98 out of 5 average rating, 442 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, 183 reviews

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

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, 330 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.

4.9 out of 5 average rating, 816 reviews

South Mission Beach Zen-Like Studio

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.

4.97 out of 5 average rating, 206 reviews

New Guest House - North Park