Guesthouse vacation rentals in Rancho San Diego

4.99 out of 5 average rating, 185 reviews

An inviting pathway leads through a landscaped garden featuring a mix of colorful plants, boulders, and decorative stones. Wood stairs provide access, while gentle curves of concrete walkways connect to the surrounding natural scenery.

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.

A modern flat-screen TV is mounted on the light gray wall, providing entertainment options. Below, a small black table is paired with two sleek, black chairs. The flooring is tiled in a light gray tone, enhancing the clean design of the space.

4.93 out of 5 average rating, 237 reviews

Fig Tree Bungalow

Enjoy your stay in San Diego in this newly renovated guesthouse. Centrally located about a mile from Hwy 8, Hwy 125, and the Grossmont Trolley Station & Transit Center. Only a 15-20 minute drive to downtown, the airport, the beaches, and most of San Diego's other popular tourist attractions. This cozy, two-story, detached unit is located behind my home, and has its own private entrance and partitioned yard for your enjoyment. There's plenty of street parking directly in front of the house.

4.97 out of 5 average rating, 165 reviews

Large windows frame expansive views of the mountains and surrounding greenery. A compact kitchenette with modern appliances is visible, complemented by white cabinetry and countertop space. Natural light illuminates the streamlined layout, enhancing the comfort of the open concept design.

Guesthouse in El Cajon

Mt Helix Studio Loft with Mountain Views

Mountain Views: Freshly renovated, quiet and spacious studio loft in private neighborhood. Close to coffee shops, grocery stores, and quick access to major highways. 500 sqft open concept. Laundry, Fast Internet, Cable TV and streaming services. Additionally, if you like oranges and avocados we grow them on the property (Seasonal of course). We also have a chicken coop and fresh eggs on request. Security Deposit Hold and Signed Short-term Rental Agreement Required as we live on the property.

A covered patio area is surrounded by greenery, featuring a combination of seating options including chairs and loungers. The brick flooring adds a charming touch, while the shaded structure provides a comfortable space for relaxation outdoors.

4.93 out of 5 average rating, 163 reviews

Granny Flat with Bedroom/Bathroom/Kitchen

My place is family friendly, close to comic con, , restaurants and dining, , the beach, , family-friendly activities , public transportation (trolley). You’ll love my place because of the peace and quiet. It's very quiet and private. PLEASE DO NOT BOOK IF YOU ARE PLANNING ON PARTYING. THIS IS NOT APPROPRIATE FOR MORE THAN 2 PEOPLE. There is a private entrance that you may use once you meet us.. We like to meet all our guests first and then you may come and go as needed. NO SMOKING NO PETS

Superhost

4.76 out of 5 average rating, 245 reviews

San Diego/Mt. Helix Two Bedroom

This private two-bedroom studio is in the lovely area of Mount Helix of San Diego. It is close to the city, beaches, parks, art and culture, casinos, great views, restaurants and dining. This is a great place for couples, solo adventurers, business travelers, families (with kids). Bathrooms and bedrooms are spacious, clean, bright and comfortable. Coming this June 2025; living room and kitchen area with full sofa bed to sleep an additional two (extra room or living/dining area). Photos soon.

Guesthouse in Spring Valley

An outdoor kitchen area is illuminated by string lights, providing a warm atmosphere for cooking under the evening sky. The wooden structure features a countertop and sink, while the tiny cabin is visible in the background, nestled among the surrounding greenery.

4.98 out of 5 average rating, 166 reviews

Loft Cabin-Night Cinema+Hot Soaking Tub+Views!

Tucked away in one of San Diego’s scenic canyons, this private and cozy tiny cabin offers the best of both worlds—immersed in nature, yet just 13 miles from Downtown, the Zoo, and the Airport. From your private patio, take in sweeping city and sunset views while listening to the sounds of quail, hummingbirds, hawks, and coyotes Unplug and unwind in the Outdoor Hot Soaking Tub or Rain Shower, and cap off the evening with your own outdoor movie experience at “Cinema Under the Stars”

A spacious loft features a cozy sleeping area with a plush bed adorned with grey bedding. Natural light fills the room through large windows, illuminating wooden accents and polished floors. A staircase leads to a lofted space, while a modern kitchen area is visible in the background.

4.95 out of 5 average rating, 177 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.

4.98 out of 5 average rating, 220 reviews

A serene landscape showcases a vibrant sunset with soft pink and orange hues above a blanket of fog, which covers the rolling hills and mountains in the distance. Lush greenery can be seen in the foreground, creating a tranquil setting.

Guesthouse in El Cajon

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

** 36 hours between check-ins. Thorough cleaning and sanitizing.. Four night minimum stay. Dogs ONLY are welcomed on a case by case basis. They must be house trained and are not permitted on any furniture. If you instant book, you must contact me about your pet within 24 hours. Smoking is permitted in the outside areas - patio, gazebo, yard. Easy freeway access helps any commute to downtown and area attractions. Having your own vehicle is the best way to get around..

4.95 out of 5 average rating, 219 reviews

A person sitting on a large granite boulder overlooks a picturesque landscape at sunset. Soft clouds blanket the horizon, and vibrant colors fill the sky as the sun sets. The scene captures the tranquil beauty of nature, inviting reflection and peaceful contemplation.

Guesthouse in Jamul

Retreat house. Nature, Hot Tub, Views!

Expansive spaces, ocean views, birds singing, and larger than life granite boulders all come together to offer something that feels like magic. More like a national park than a home, we've found that guests enjoy the pace and peaceful surroundings and spend most of their visit without leaving. That being said, if you're feeling more exploratory, there are many options within a short drive including hiking, wine tasting, horseback riding, fishing, and even sky-diving.

A rustic interior is featured, highlighting a stone fireplace with an attached flat-screen TV. Wood-paneled walls and exposed beams are visible, adding to the charm of the space. A large mirror reflects natural light, while a stylish basket and chair complete the inviting atmosphere.

4.91 out of 5 average rating, 176 reviews

La Cabana

Perfect getaway for the wandering individual, couple, or young family. This rustic casita is surrounded by beautiful mountain and ocean views! Enjoy swimming in the pool, stargazing, lounging, or casual day trips around San Diego (All the amenities are shared with the main house) . The casita has one queen bed and a sofa bed, small kitchenette. Plenty of parking in driveway. Please read entire listing for details.

Guesthouse in Chula Vista

The exterior of a two-story building is surrounded by lush tropical plants, including tall palms and vibrant greenery. A paved walkway leads to a private entrance, which is framed by a low wall and several ornamental plants, creating an inviting and serene environment.

4.95 out of 5 average rating, 556 reviews

Private Casita in Great Eastlake Neighborhood

This room is a "casita" (seperate living space) away from the house. It has a private entrance with a cypher lock on the door. The room has new carpet, new tile, and queen size bed. The Eastlake neighborhood is very safe and very quiet. We are located about 20 mins from the beach, downtown San Diego, and San Diego international airport. This location is only 2 miles from the Otay Ranch Mall.

4.95 out of 5 average rating, 170 reviews

A charming cottage is situated atop a landscaped hill, featuring steps leading up to its entrance. The exterior is a blend of natural materials, with large windows and a covered patio area offering shade. The surrounding landscape is well-maintained, contributing to a welcoming atmosphere.

Guesthouse in Lakeside

Sky Mesa-Adorable Cottage on the Hill

SkyMesa is a lovely space to unwind and relax after a busy day. Awake refreshed and ready for a day of exploring San Diego County in this quaint, sunny cottage with impressive views. Head out and wander east to the mountains and desert, or west to the many beautiful beaches. After a day of fun, grab a glass of wine, soak in the hot tub, and look out over the Cuyamaca Mountains.

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Popular amenities for Rancho San Diego guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

4.98 out of 5 average rating, 209 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

4.92 out of 5 average rating, 139 reviews

A vibrant sunset paints the sky in shades of orange, pink, and purple. Silhouettes of distant mountains create a serene backdrop, with trees and a rooftop visible in the foreground. The scene suggests a peaceful and scenic atmosphere.

Guesthouse in Poway

Private Family Friendly Casita/Guesthouse

4.95 out of 5 average rating, 106 reviews

A private entryway is seen, featuring a light blue exterior wall and a white door. Two surfboards are propped against the wall alongside two bicycles. A bench is positioned nearby, with a potted plant adding a touch of greenery to the inviting space.

Guesthouse in Cardiff

Cozy Cottage in Encinitas Highlands

4.98 out of 5 average rating, 165 reviews

A well-appointed sitting area features patterned seating and decorative tables set on a vibrant area rug. A door opens to an outdoor patio with a small dining table and chairs, allowing for seamless indoor-outdoor access. Walls are adorned with various framed artwork.

Guesthouse in Hillcrest

Hidden Casita with Private Deck & Patio

Guesthouse in Pacific Beach

An outdoor fire pit is surrounded by a circular stone seating area, featuring several adirondack chairs on a grassy lawn. A multi-level structure is visible in the background, along with a cozy garden space, adding to the serene ambiance.

4.95 out of 5 average rating, 171 reviews

Pacific Beach!! New, Private Guest House with Loft

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, 185 reviews

New Guest House - North Park

4.96 out of 5 average rating, 159 reviews

A panoramic view captures the surrounding landscape, featuring rolling hills and a mix of residential buildings nestled among greenery. The sky is filled with clouds, allowing for ample natural light over the scene, highlighting the area's tranquil charm.

Guesthouse in Talmadge

Private Guesthouse with Amazing Views

4.93 out of 5 average rating, 195 reviews

A vibrant wall art piece features two alpacas, one with a light-colored fleece and the other with dark fur. They are depicted against a backdrop of green foliage, adding a touch of nature and whimsy to the space.

Guesthouse in San Diego

Cosy quiet Guesthouse near SDSU

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Guest house rentals with a patio

Superhost

A bright studio loft features a spacious bed with a neutral-colored comforter and decorative pillows. A cozy seating area with a dark sofa is visible, alongside a plant and a well-lit window with glass blocks, creating a warm and inviting space.

Guesthouse in Tijuana

4.78 out of 5 average rating, 107 reviews

Studio Neidhart, Adorable 1BR w/pvt. patio & bath.

4.99 out of 5 average rating, 206 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

4.98 out of 5 average rating, 104 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.

Guesthouse in Poway

Gorgeous Guesthouse Poway w/Private Yard

4.98 out of 5 average rating, 205 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, 168 reviews

A spacious living area is equipped with a comfortable sofa and armchair, providing a relaxed seating arrangement. A coffee table is centered on a plush area rug. Natural light filters through the windows, creating a warm ambiance, complemented by a modern television mounted on the wall.

Guesthouse in San Marcos

Private Garden Guesthouse 9 Miles from LegoLand

5 out of 5 average rating, 104 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 Wi-Fi | Walkable

Guesthouse in Greater North Park

The living space is shown with a seating area featuring a dark futon couch paired with decorative cushions. A round coffee table sits on a natural fiber rug. Natural light pours in through expansive glass doors, connecting the indoor area to the outdoor patio.

4.98 out of 5 average rating, 125 reviews

New (2022) North Park Abode w/ Roof Deck

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.

4.96 out of 5 average rating, 163 reviews

Trendy 1 BR Guesthouse. Great views, no chores.

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Guest house rentals with a washer and dryer

Guesthouse in Point Loma Peninsula

4.98 out of 5 average rating, 102 reviews

Casita at the Cliffs

Guesthouse in Ocean Beach

The exterior of a guesthouse is captured, featuring a side entrance door framed by a small window above it. Light plays on the concrete surface, and shadows from nearby palm trees are visible. A wooden fence adds privacy, enhancing the tranquil surroundings.

4.96 out of 5 average rating, 284 reviews

Private beach guesthouse w/ private parking

4.98 out of 5 average rating, 418 reviews

A serene beach scene captures an individual sitting on smooth rocks at sunset, with gentle waves lapping at the shore. A gradient sky transitions from deep blue to warm hues of orange and pink, while a crescent moon is visible in the evening sky above.

Guesthouse in La Jolla

Beautiful Private Villa walk to beach

Guesthouse in City Heights

A friendly orange tabby cat is seated beside a gray planter wall, surrounded by a variety of drought-resistant plants. The garden features succulents and cacti in diverse colors, creating a vibrant and lively environment that enhances the outdoor setting.

4.98 out of 5 average rating, 135 reviews

Private Guest House for 2 with Kitchen + Laundry

4.82 out of 5 average rating, 126 reviews

A vibrant sunset paints the sky in shades of orange, pink, and purple, creating a dramatic backdrop. Palms and trees frame the scene, while a well-maintained landscape featuring shrubs and rocks adds texture to the foreground.

Guesthouse in Poway

- Cozy & Private Guesthouse - ADA Compliant

Superhost

Guesthouse in Alpine

4.96 out of 5 average rating, 327 reviews

La Casita Private Resort Spa and Mini Golf Course

Guesthouse in Rancho Santa Fe

An outdoor dining area is surrounded by lush tropical landscaping. A stone patio features a built-in grill along with a circular table and two comfortable chairs. Towering palm trees create a serene atmosphere, enhancing the space for relaxation and meals.

4.99 out of 5 average rating, 165 reviews

Rancho Relaxo / Spacious Detached Guest House