Guesthouse holiday rentals in Chula Vista

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, 207 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.

Guesthouse in National City

A spacious sleeping area features a queen bed with a patterned throw blanket. Natural light enters through sliding glass doors that lead to the fenced yard. A modern entertainment center displays a flat-screen TV, while a ceiling fan enhances air circulation.

4.86 out of 5 average rating, 169 reviews

Private Pet-Friendly Studio w/Parking Near Gaslamp

Escape to this cozy, private back-studio, perfect for couples! Located just 4 miles from San Diego’s lively Gaslamp District, this studio offers a peaceful retreat in a safe neighborhood. Enjoy hassle-free parking and a fenced space with a private entrance through the side gate—no face-to-face contact. Fenced yard perfect for pets to play safely, plus nearby dog-friendly beach. Whether you’re here to explore downtown, relax in comfort, or visit Coronado, this studio is your ideal getaway!

The bathroom features a modern design with double sinks set within a marble countertop. Two round mirrors reflect the sleek fixtures. A decorative box holds tissues, while a wall-mounted towel rack and a shower curtain can be seen in the background.

4.86 out of 5 average rating, 109 reviews

King Bed Studio in Chula Vista

Prime location in Chula Vista! Less than 2 miles away from the Gaylord Pacific Resort (10 min drive). Just a 20 min drive to most San Diego hot spots. Private studio with very comfortable king bed. Queen air mattress also available in unit. Modern bathroom with double-sink, standing shower, marble tile countertops. Spacious layout, a dedicated workstation and fast wifi. Prep your morning coffee and simple breakfast in the kitchenette. The mini fridge can store your favorite drinks.

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, 306 reviews

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

Welcome to SDCannaBnB - San Diego's premier cannabis-friendly rental! Our casita is newly remodeled with luxury ammenities. We proudly cater to the cannabis community and non-users alike. Our casita has HEPA air purifiers, is fully ventilated and receives deep cleanings between each guest. This ensures that every guest checks into a clean, fresh-smelling place that feels like home. Our casita is located in our quiet, fully fenced in backyard, close to San Diego's attractions

A cozy studio space is highlighted by a daybed adorned with a decorative headboard and intricate bedding. A round table with two chairs offers a dining area, while a potted plant adds a touch of greenery. Natural light illuminates the room through nearby doors.

4.88 out of 5 average rating, 129 reviews

Bayside Boho Casita

Beautifully remodeled large open concept studio unit with equipped with kitchen amenities . Includes refrigerator, 2 burner hot plate, air fryer and microwave. French doors leading you to a private deck to enjoy your morning coffee and cool bay breeze. Our unit is perfect for couples or families with small children. We are one block from the bay, trolley, mall, restaurants, and highway. Our studio is privately attached to the main house 3 bed/1 bath and is also a vacation rental.

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.

4.96 out of 5 average rating, 387 reviews

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.

A clean, modern studio features a spacious bed with light blue and white striped bedding. A kitchenette with a microwave and electric burners is equipped with essential utensils. Large sliding glass doors provide access to a private deck, allowing natural light to fill the room.

4.83 out of 5 average rating, 220 reviews

Private Modern Studio with Ocean View

Newly remodeled clean, bright, and modern private entrance studio with beautiful view of the ocean and downtown from your room. Brand new sliding glass door opening up to a newly built 240 square foot private deck attached to the studio to enjoy breakfast in the morning and sunsets in the evening. Imagine relaxing while having wonderful conversation on your ocean view deck! Just 15 minutes away from downtown San Diego and the beach!

A modern kitchen is showcased with sleek white cabinetry and stainless steel appliances. A spacious island features four high stools arranged for seating, while a large window allows natural light to illuminate the area. Cooking essentials and a coffee maker are visible on the countertop.

4.89 out of 5 average rating, 206 reviews

STUNNING Casita with a View!!

Recently renovated, this two-story Casita is just 20 minutes from Downtown San Diego. Thoughtfully designed across 500 square feet, it offers a charming and efficient layout ideal for comfort and ease. Nestled at the end of a quiet cul-de-sac, it’s the perfect place to unwind and refresh. Enjoy serene valley views right from your living room—an ideal setting for a peaceful getaway or extended stay.

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, 602 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.

Guesthouse in Normal Heights

A spacious bedroom features a large king size bed with a textured blanket, complemented by a nightstand and a decorative lamp. Sliding glass doors open to a deck, allowing natural light to fill the room. A flat-screen TV and a desk are visible in the background.

4.98 out of 5 average rating, 450 reviews

Mountain View Retreat in Gated Estate (Hot Tub)

Perched above a canyon with spectacular panoramic mountain views, this private guest house is a secluded retreat in one of San Diego’s most eclectic and desirable neighborhoods less than 6 miles from the Downtown San Diego airport. Enjoy a fully equipped kitchen, luxe king size bed and dual sliding glass doors that open to an expansive deck with patio seating, private hot tub and BBQ area.

A spacious sleeping area is created with a king bed dressed in neutral linens, complemented by a light bench against the wall. A dresser and closet are present, while a doorway leads to a bathroom area. Natural light filters through a nearby window.

4.86 out of 5 average rating, 183 reviews

#1 Ranked Upgraded Guesthouse w/ Quiet Garden

Experience tranquility in this standalone dwelling unit in San Diego County, perfect for short-term stays. Featuring a king bed, AC, and heat, it offers comfort and convenience. Relax in the quiet garden, watching hummingbirds. Enjoy privacy with the back unit to yourself, complemented by free street parking. A serene retreat in a beautiful setting.

A landscaped outdoor space is highlighted by a soothing water fountain and comfortable seating area, surrounded by lush greenery. Wooden decking provides a pathway leading through the garden, complemented by decorative plants and stones adding texture to the serene environment.

4.92 out of 5 average rating, 567 reviews

North Park Guest House

Our remodeled, modern guest house is located in a landscaped oasis in the heart of North Park. The private patio with guest studio has easy access to downtown, the San Diego Convention Center, Balboa Park, The San Diego Zoo, Hillcrest, and North Park's vibrant dining and craft beer scene.

Popular amenities for Chula Vista guesthouses

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

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, 245 reviews

"Glam Farmhouse dream cottage"🏠🌠

4.99 out of 5 average rating, 170 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!

4.98 out of 5 average rating, 239 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.

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, 401 reviews

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

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.

4.94 out of 5 average rating, 119 reviews

*KING BED* Colorful Guesthouse by Downtown

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.

4.92 out of 5 average rating, 210 reviews

Cosy quiet Guesthouse near SDSU

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.

4.96 out of 5 average rating, 356 reviews

La Mesa Suite

Guesthouse in Allied Gardens

4.86 out of 5 average rating, 116 reviews

Rose Guest Private Suite. Central location!

Guesthouses 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, 221 reviews

Santorini-Inspired Cottage w/ Hot Tub + Views

4.99 out of 5 average rating, 228 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, 235 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

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, 226 reviews

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

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.

4.97 out of 5 average rating, 133 reviews

SDSU Central Cozy Casita | Fast Wi-Fi | Walkable

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, 145 reviews

Newly built- North Park Abode w/ patio & roof deck

Guesthouse in City Heights

4.86 out of 5 average rating, 299 reviews

Heart of SD | Zoo Nearby | Private Patio | Central

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.

4.97 out of 5 average rating, 196 reviews

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

Guest house rentals with a washing machine and dryer

4.98 out of 5 average rating, 222 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

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, 181 reviews

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

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, 723 reviews

BEAUTIFUL Private Studio

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, 202 reviews

New Guest House - North Park

Guesthouse in Golden Hill

A view of downtown San Diego is captured from the balcony, framed by lush palm trees and residential rooftops. City skyscrapers rise in the distance, under a clear blue sky, creating a vibrant urban landscape complemented by greenery.

4.88 out of 5 average rating, 445 reviews

Golden Hill House, Gorgeous Skyline, Private Patio

A modern living area features a gray pullout sofa adorned with patterned cushions and a small light beside it. A black coffee table rests on a plush area rug, while a dark wood bookshelf displays various books. A striking red cabinet adds color to the room.

4.92 out of 5 average rating, 613 reviews

The Best Cottage in North Park!

Guesthouse in Linda Vista

The kitchenette features wooden cabinets and a modern gas stove. A countertop with a coffee maker and sink is visible, along with a decorative rug on the floor. An adjacent laundry unit is integrated into the space, providing convenience for guests.

4.84 out of 5 average rating, 117 reviews

PRIVATE VISTA SUITE/ CENTRAL SAN DIEGO 1BED/1BATH

A private guest home features a modern exterior with corrugated metal siding and a vibrant red door. A wooden deck is visible, surrounded by greenery, providing an inviting entrance. Two small windows are positioned on either side of the door, offering natural light.