Guesthouse vacation rentals in Chula Vista

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, 450 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!

4.97 out of 5 average rating, 117 reviews

East Watch- a private getaway

East Watch is a 740 sq ft, 1 bedroom private retreat that provides the comforts and amenities of home with the style of a high-end hotel. All 5 to 15 min from shopping, downtown, and the beach. It's a short walk from Mt. Helix Park which offers a 360* view, weekday yoga, and stunning sunrises and sunsets. We have EV high speed car charging, a full kitchen with all appliances, workspace with dedicated fast WIFI, a spa shower, and super comfortable beds and pillows. Stay and let us charm you!

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.

4.95 out of 5 average rating, 237 reviews

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…

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, 161 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 Chula Vista

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.

4.85 out of 5 average rating, 125 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 covered patio features a table and four chairs, providing a shaded space for relaxation. Lush greenery is visible in the background, and a serene sunset glow illuminates the area, enhancing the tranquil atmosphere.

4.95 out of 5 average rating, 117 reviews

Secluded Guesthouse in Central San Diego

Very private guesthouse w/ full kitchen and bathroom. Quiet space perfect for anyone who wants to work or relax in the heart of San Diego. Plenty of FREE on-street parking. Location ⁃ 5 min to 94 and 805 freeways ⁃ 10 min from Downtown ⁃ 15 min from beaches and SeaWorld ⁃ 10 min walk to trolley ⁃ Restaurants/supermarkets within walking distance Amenities ⁃ Brand new mini-splits ⁃ Smart TV w/ Roku (BYOP) ⁃ Queen bed - Tempur-Pedic ⁃ Full kitchen ⁃ Air purifier ⁃ Free on-site laundry

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, 423 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.

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, 227 reviews

Trendy 1 BR Guesthouse. Great views, no chores.

This is a beautiful 1 bedroom guest house with a new Queen size bed (4/13/2026)and full-size sofa bed. It is close to everything, making it easy to plan your visit. AirPort, Downtown, Coronado, Balboa Park, local beaches, Mexico, and Navy bases are just a few minutes' drive. Private on-site parking. Charge your EV on site. 110v or 220V Don't waste precious time on charging stations. Public transportation as well as plenty of shopping and restaurants within walking distance.

Guesthouse in Chula Vista

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, 155 reviews

Bayside Boho Casita

Large open concept guest suite is equipped with a wet bar, mini-fridge, private bath and shower. French doors leading you to a private deck within small picket gated area. West facing room is perfect for enjoying your morning coffee and cool bay breeze. We are one block from the bay, trolley, mall, restaurants, and highway. About a 5 minute drive to the Gaylord Hotel and Convention Center The suite is privately attached to the front house also a vacation rental.

Superhost

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.

Guesthouse in Bonita

4.81 out of 5 average rating, 233 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!

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, 647 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 National City

A spacious living area features light brown walls and hardwood flooring. A mounted television is displayed on one wall, accompanied by a small coffee table. A dining table with wooden chairs is situated near a window, which is dressed in sheer curtains allowing natural light to filter in.

4.87 out of 5 average rating, 248 reviews

Open concept Guesthouse w/private entrance

Welcome Travelers! We’re thrilled to host fellow Airbnb guests, especially those who love to travel as much as we do. My husband and I have had amazing experiences with Airbnb around the world, and now we're excited to share the beauty of San Diego with you! A few things to note: We live on the property in a completely separate unit with our dog and five chickens.

Popular amenities for Chula Vista guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

A charming exterior of a white house is framed by vibrant green plants and orange flowers. A stone pathway leads to an inviting front door, flanked by decorative lanterns. A small dog stands on the path, adding a sense of welcoming to the scene.

4.98 out of 5 average rating, 109 reviews

Mt. Helix Casita private petite home

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

4.99 out of 5 average rating, 192 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, 170 reviews

Private 1 BR Paradise Retreat

Guesthouse in Spring Valley

4.98 out of 5 average rating, 429 reviews

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

Guesthouse in Greater North Park

A cozy living area is presented with a plush couch and a reading chair, accompanied by a coffee table. A cushioned bed rests within an alcove, framed by soft curtains. Natural light filters through nearby windows, illuminating the warm wooden flooring.

4.92 out of 5 average rating, 659 reviews

Quaint Craftsman#2- Walkable, Parking, EV Charging

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, 460 reviews

Mid Century Studio Bungalow Near SDSU

A spacious living area is presented with a gray sectional sofa adorned with colorful throw pillows. A round coffee table sits on a textured area rug. The kitchen features modern fixtures, while natural light fills the room through windows with a view of the patio.

4.96 out of 5 average rating, 220 reviews

Cozy Coop with a View

Guest house rentals with a patio

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.

4.95 out of 5 average rating, 108 reviews

Beach views for 2! Jacuzzi, fire pit

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, 251 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.

4.96 out of 5 average rating, 162 reviews

SDSU Central Cozy Casita | Fast WiFi | Walkable

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, 354 reviews

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

Guesthouse in City Heights

4.85 out of 5 average rating, 340 reviews

Heart of SD | Zoo Nearby | Private Patio | Central

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.

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, 137 reviews

NEW construction - Studio by Village of La Mesa

4.87 out of 5 average rating, 231 reviews

Private Studio with a Panoramic View

Guest house rentals with a washer and dryer

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.

4.98 out of 5 average rating, 229 reviews

Lovely Guesthouse in garden setting

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, 222 reviews

Stunning Guest House 15 min. from Zoo, Downtown

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, 193 reviews

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

A vibrant sunset casts warm hues over the landscape, with a glowing sun slowly descending behind the horizon. The scene is framed by lush trees, highlighting the natural beauty of the surrounding hills and distant views. The large expanse of sky transitions from orange to soft purple.

4.99 out of 5 average rating, 105 reviews

Hilltop AmazingVIEWS! Guest House with Balcony~

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.

4.96 out of 5 average rating, 217 reviews

New Guest House - North Park

4.98 out of 5 average rating, 250 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 Ocean Beach

An open indoor space features a comfortable sofa adorned with decorative pillows. A large glass garage door leads to a private outdoor lounge area with natural greenery, seating, and a dining table, creating a seamless transition between indoor and outdoor living.

4.89 out of 5 average rating, 345 reviews

Indoor/Outdoor Sanctuary in Ocean Beach

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.