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, 457 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!

4.99 out of 5 average rating, 221 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

Neighboring San Diego, quaint country living with incredible views minutes from everything, breathtaking sunsets, 20 mins to beach, close by hiking trails, and only 3 minutes hop on the freeway. Full Kitchen, Laundry, and Living area and with beautiful furnishings, a perfect home away from home. Whether traveling for work or play we have had guests stay for a conference in San Diego or just to visit friends and hit the beach a few days, we look forward to you loving our home as much as we do.

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

Welcome to your peaceful getaway! Perfect for 2 guests. We live onsite, but you will have privacy plus a friendly vibe. Enjoy a king bed, steam room, jacuzzi, and pool. Relax by the fire pit, fully stocked kitchen, premium TV channels. Wireless internet. Quiet, secure, and secluded. Close to Rancho Santa Fe Village, Del Mar Fairgrounds and Race Track, shopping, beaches, golf, and more! No parties or loud gatherings. We welcome mature, polite guests who appreciate a calm stay. Limit 2 guests.

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, 168 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.

4.95 out of 5 average rating, 239 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

4.98 out of 5 average rating, 435 reviews

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

Nestled in a quiet hillside canyon only 20 min from Downtown San Diego, CA, this is a one-of-a-kind glamping retreat! ✦Private Hot Soaking Tub under the stars ✦Panoramic city/sunset views ✦Exclusive amenities ✦Custom wood-fired sauna ✦Golf chipping tee ✦Fast Wi-Fi ✦AC & Heat ✦Gated parking Cozy up by the fire as the city sparkles below or try your swing at the golf tee. Reconnect & recharge in your outdoor hot soaking tub, rain shower & wood-fired sauna - the perfect retreat for nature lovers!

4.98 out of 5 average rating, 107 reviews

A functional kitchen space is showcased with cream-colored cabinetry and a farmhouse sink beneath a window. A VIKING wine fridge is positioned beside the sink, complementing the modern appliances. The counter features a variety of utensils and a plant, adding a touch of greenery.

Guesthouse in San Diego

Private 400sf iFULL KITCHENi beautiful cozy 2bed

Welcome to your cozy city cottage! @JOY_AirBB Conveniently located just outside downtown San Diego tucked into a serene garden setting. Enjoy a fresh, sun filled space with plenty of places to sink in and relax. A secluded private patio, built in reading/TV nook, and comfy bedroom with blackout shades. Fully equipped to spend a weekend solo, entertain a partner, or bring your kiddo to explore the city. 5 min➡️ South Park 10 min➡️ Downtown 15 min➡️ Airport 30 min➡️ La Jolla Traffic varies

4.97 out of 5 average rating, 207 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.

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.

4.96 out of 5 average rating, 165 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.

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, 228 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.

Guesthouse in Pacific Beach

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.

4.96 out of 5 average rating, 112 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 futon couch (suitable for only one adult or two kids). 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

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, 152 reviews

Pool Side Safari Cabin-On the backend of our Home

4.9 out of 5 average rating, 249 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

Guesthouse in Pacific Beach

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, 233 reviews

Cozy Detached Casita w/AC & heat

4.99 out of 5 average rating, 195 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, 171 reviews

Private 1 BR Paradise Retreat

4.97 out of 5 average rating, 108 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.

Guesthouse in Bay Park

Baywatch Bungalow-Spacious, Beachy Loft w/Bay View

Guesthouse in Sunset Cliffs

A scenic view of the ocean is visible from a balcony. Lush greenery and palm trees frame the coastline, while rooftops and solar panels from nearby homes are seen below. The clear blue sky reflects the tranquil ambiance of the surroundings.

4.96 out of 5 average rating, 114 reviews

Guest house with ocean views and private deck.

4.98 out of 5 average rating, 108 reviews

The vibrant sunset sky is filled with hues of pink, orange, and purple, reflecting beautifully in the calm water of the pool. Palm trees stand in silhouette, framing the picturesque view of the surrounding mountains and valleys.

Guesthouse in Jamul

San Diego Mountain Retreat

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, 259 reviews

Santorini-Inspired Cottage w/ Hot Tub + Views

4.99 out of 5 average rating, 151 reviews

An outdoor area features a private bathtub surrounded by greenery, with a wooden deck illuminated by string lights. The space includes potted plants and artistic wall decor, creating a serene environment for relaxation. A nearby BBQ area is visible, enhancing the inviting atmosphere.

Guesthouse in Vista

Spa Tub for 2 | Private Lux Oasis | 20 min 2 Beach

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

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, 358 reviews

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

4.87 out of 5 average rating, 232 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, 221 reviews

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

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.

4.95 out of 5 average rating, 187 reviews

San Diego Newly Built Private Guesthouse (Sleep 4)

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, 401 reviews

La Mesa Suite

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, 345 reviews

Private beach guesthouse w/ private parking

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, 343 reviews

Charming Modern Apartment with private terrace

4.94 out of 5 average rating, 108 reviews

A private patio area is showcased, featuring a well-maintained outdoor seating arrangement. A round table is surrounded by woven chairs, and a barbecue grill is positioned nearby. Lush greenery and decorative plants add to the serene outdoor environment.

Guesthouse in La Jolla

Fay Cottage

Guesthouse 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, 551 reviews

The Golden Hill mosaic "casita"

4.97 out of 5 average rating, 206 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, 842 reviews

South Mission Beach Zen-Like Studio

Guesthouse in Sunset Cliffs

A spacious garden studio features a vaulted ceiling and bright natural light. A large bed is adorned with a colorful quilt, while a round dining table is accompanied by two black chairs. A wooden wardrobe and a piece of wall art contribute to the room's inviting ambiance.

4.89 out of 5 average rating, 169 reviews

Sunset Cliffs Garden Studio