Guesthouse vacation rentals in Rancho San Diego

Guesthouse in Rancho Bernardo

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.

4.91 out of 5 average rating, 781 reviews

Hilltop cabin retreat with lake & mountain views

Rustic hilltop cabin overlooking Lake Hodges. Surrounded by open canyons & mountains, you will feel like you're a million miles away from everything as you take in the views from the cabin, deck or the outside shower, swim in the saltwater pool, or relax by the fire bowl. A short walk to lake with boating, fishing & miles of hiking/mountain biking trails. Property offers swimming pool, fire bowl, and shaded arbor. SD Zoo Safari Park, wineries, breweries, & ocean beaches all within easy reach.

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, 383 reviews

Nature Escape View•Sauna•SoakTub•Zoo pkg add-on

Nestled in a quiet canyon just a short drive outside the city, this Airstream glamping retreat offers incredible panoramic city skyline, sunset & nature views. Modern comforts include A/C, a full kitchen, fast Wi-Fi, and convenient off-street parking on a gated estate Cozy up by the firepit as the city sparkles below or try your swing at the golf tee. Reconnect & recharge with your own outdoor hot soaking tub, open-air rain shower, and wood-fired sauna - the perfect retreat for nature lovers!

4.97 out of 5 average rating, 171 reviews

An open concept studio loft is depicted, featuring a light-filled living space. A comfortable sofa is positioned in the foreground, with a sliding barn door leading to a kitchenette and laundry area. Natural light streams through a large window, brightening the entire room.

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 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, 193 reviews

Stunning Guest House 15 min. from Zoo, Downtown

Stunning guest house that's 15 minutes to San Diego Zoo + downtown San Diego. The cottage is decorated with mid-century and one-of-a kind furniture in a comfy living space overlooking a gorgeous garden. Enjoy the the garden on your private deck, watch TV while relaxing in the handcrafted Nicaraguan rocker or 1950s Danish slipper chair. The cottage also has a comfy queen-sized bed and a full kitchen that's stocked with what you'd need. Oh, and all guests arrive to a homemade loaf of bread.

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, 189 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, 229 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.

** 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..

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, 120 reviews

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

This is the perfect Guest House with a salted & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to Downtown, La Jolla, Beaches, Zoo, Sea World & Convention Center. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes await you inside. Everything you need for memorable vacation! No smoking or vaping on the property.

4.99 out of 5 average rating, 408 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 Talmadge

*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!

A cozy interior features wooden paneling and a comfortable grey sofa with a decorative pillow. A small kitchenette is equipped with cabinets and appliances. A dining table is set for two, and a guitar is displayed on the wall, adding a touch of creativity to the space.

4.91 out of 5 average rating, 191 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.

A spacious studio room features a queen-sized bed with a blue comforter, enhanced by wooden beams overhead. A comfortable seating area includes a sofa and coffee table. Large glass doors open to a patio, allowing natural light to fill the space.

4.99 out of 5 average rating, 280 reviews

Spacious, private Mt. Helix country style studio

Located in a quiet and lush neighborhood, in hills of La Mesa. This private studio has everything you need to relax and experience the California life: comfy queen size bed, full kitchen, patio, bbq, and fire pit. Within walking distance to Mt. Helix Historic Park for a spectacular 365-degree view of San Diego. You are 20 minutes from the beach, airport, and mountains.

4.99 out of 5 average rating, 157 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!

Our allergy-friendly detached guesthouse (no pets, no smoke) and has a full kitchen, patio area & two playhouses. It accommodates two adults and 1-3 (younger) kids, is in a safe, upscale neighborhood, and is within 10-15 minutes of all of San Diego's major attractions and is perfect for a couple or for a family. Guests love our location, amenities and hosting style.

A private balcony is visible, showcasing a comfortable chair and a railing with sweeping views of rolling hills and distant mountains. The bright sunlight reflects off the glass, adding a warm touch to the serene landscape.

4.98 out of 5 average rating, 423 reviews

Private Home with Sweeping Views!

Enjoy sweeping panoramic views from your own private 600 square feet guest house in the San Diego countryside! This is the ideal place to escape... If you're looking for quiet, serenity, and peace you've found it here! If you're looking to party or hold an event, this is NOT the place. Please read through the rules before booking. Thank you!

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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, 214 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, 143 reviews

Pool Side Safari Cabin (On Backside of our Home)

The exterior of a two-story guesthouse is showcased, featuring a combination of wood paneling and painted walls. A bright white door and two small windows add contrast. The area is complemented by a compact patio set with two chairs and a table on a stone surface.

4.93 out of 5 average rating, 245 reviews

Fig Tree Bungalow

Guesthouse in Lemon Grove

A modern living area features a large flat-screen TV mounted on a sleek white media console, complemented by wooden accents. One wall is adorned with vibrant green faux grass, while exposed wooden beams add character to the ceiling. A rustic door leads to another room.

4.89 out of 5 average rating, 238 reviews

"Glam Farmhouse dream cottage"🏠🌠

Guesthouse in Chula Vista

The modern kitchen features sleek white cabinetry and stainless steel appliances, complemented by a cozy seating area with a light-colored sofa adorned with decorative pillows. A round dining table surrounded by woven chairs sits on a textured area rug, enhancing the inviting atmosphere.

4.93 out of 5 average rating, 152 reviews

New! Beautiful Private Casita- King Bed & Office

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.

4.93 out of 5 average rating, 198 reviews

Cosy quiet Guesthouse near SDSU

A spacious studio room encompasses a relaxed seating area and a large bed. Natural light enters through multiple windows, and a decorative rug anchors the space. A coffee table sits in the center, and a television is positioned near the seating arrangement.

4.91 out of 5 average rating, 402 reviews

Mid Century Studio Bungalow Near SDSU

Guesthouse in Pine Valley

A charming red retreat with a welcoming front porch is flanked by floral gardens and natural rock landscaping. Stone steps lead to the entrance, while cozy seating is positioned nearby, surrounded by greenery and decorative elements that enhance the natural setting.

5 out of 5 average rating, 138 reviews

Back Country Retreat

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Guest house rentals with a patio

4.98 out of 5 average rating, 148 reviews

The entrance to the casita features a dark door with a decorative glass panel, framed by rustic wooden accents. An orange awning provides shade above. Flower boxes with vibrant blooms are seen under a window, while a welcoming doormat lies on the wooden steps.

Guesthouse in Escondido

Garden Casita

4.98 out of 5 average rating, 115 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, 218 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, 119 reviews

The two-story cottage is framed by lush greenery, showcasing a spacious deck with seating for two. A flower-laden trellis adds charm, while stone landscaping complements the natural surroundings. The front entrance is marked by a cozy table arrangement, inviting relaxation amidst the serene landscape.

Guesthouse in Julian

Oak Perch Cottage • Fire Pit • Apple Trees

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, 132 reviews

New (2022) North Park Abode w/ Roof Deck

4.94 out of 5 average rating, 261 reviews

The landscape is illuminated by a vibrant sunset, casting warm hues of orange and pink across the sky. Rolling hills and distant valleys are visible, with patches of greenery and scattered trees dotting the foreground, creating a peaceful natural setting.

Guesthouse in Julian

Cozy Country Cottage with increíble veiws

A bright bedroom features a spacious bed with a textured blanket, flanked by wooden nightstands with reading lamps. Large windows provide natural light and scenic views, while a colorful artwork hangs above the bed. A cozy rug lies beneath, enhancing the comfort of the space.

4.86 out of 5 average rating, 185 reviews

Private Studio with a Panoramic View

4.94 out of 5 average rating, 160 reviews

San Diego Newly Built Private Guesthouse (Sleep 4)

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Guest house rentals with a washer and dryer

Guesthouse in City Heights

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.

4.97 out of 5 average rating, 145 reviews

Private Guest House for 2 with Kitchen + Laundry

Guesthouse in Golden Hill

A bright bedroom is furnished with a gold metal bed, adorned with white linens and decorative pillows. Large windows allow natural light to fill the room, and a green plant adds a touch of nature. A comfortable chair and a small bedside table complete the decor.

4.94 out of 5 average rating, 373 reviews

*BEAUTIFUL* Sunny Home in Golden Hill

Guesthouse in Greater North Park

A bright and airy sleeping area is highlighted by a spacious bed with a striped duvet. Built-in shelving lines one wall, displaying books and decorative items. A ceiling fan and large window provide light and airflow, while a TV is mounted on the opposite wall.

4.96 out of 5 average rating, 709 reviews

BEAUTIFUL Private Studio

4.99 out of 5 average rating, 193 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

4.98 out of 5 average rating, 160 reviews

A bright living area is viewed from the entrance, featuring a gray sofa, a wooden side table, and a striped area rug. Large sliding glass doors provide a view of a private outdoor space with lounge chairs. Modern decor and ceiling fan contribute to the airy ambiance.

Guesthouse in Encinitas

Beach Rock Retreat - Private Encinitas Guesthouse

4.98 out of 5 average rating, 341 reviews

The entrance to the apartment is framed by a charming pathway, leading to a welcoming front door. Two light-colored chairs sit on the porch, surrounded by landscaped greenery and decorative stones. The overall design features a blend of stone and wood, creating an inviting entry.

Guesthouse in Escondido

Private 2 bedroom apt in new craftsman ranch!

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.

4.94 out of 5 average rating, 161 reviews

Clean Cozy Private Guesthouse - Central San Diego