Guesthouse vacation rentals in Chula Vista

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, 203 reviews

Santorini-Inspired Cottage w/ Hot Tub + Views

*CHECK OUT OUR OTHER AIRBNB* Travel 16 steps up a Greek-inspired curving stairway with 2-story high walls to your tucked-away cottage built into the hillside villa of Alta Colina. With spectacular views, step onto the balcony to watch planes take off & boats sail around the harbor. End the night in front of your secluded back patio fireplace or climb the steps of your spiral staircase to the rooftop Jacuzzi. European-inspired design & details, it'll be hard to believe you’re still in San Diego!

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

Relax in this welcoming brand new casita featuring: ✓ Private side entrance with a keypad ✓ Modern kitchen fully equipped with cooking essentials ✓ Stocked coffee/tea bar with locally roasted coffee ✓ 1 bedroom with a comfy King size bed and smart TV ✓ 1 bath with essentials ✓ Separate office space, including monitor, keyboard, & fast internet, perfect for remote workers! ✓ In-unit washer/dryer, pods & dryer sheets provided ✓ Cozy outdoor living space ✓ Parking for 1 vehicle in the driveway

Superhost

The living area features a grey sofa complemented by two pink chairs arranged around a low coffee table. An ornate area rug anchors the space, while framed botanical art adorns the wall. A large mirror reflects the light from stylish floor lamps and greenery.

Guesthouse in Encanto

4.92 out of 5 average rating, 225 reviews

Farm Vibe near City with Friendly Goats & Big Deck

Charming home has spacious bedroom (king bed), full bath (tub/shower), living/dining area and stocked kitchen all with stylish touches. Relax and lounge on your back deck while saying hello to the friendly goats. Your lodging is nearby the city where you can have a touch of countryside as well as modern amenities throughout with keyless entry, WiFi and Smart TV (W/D also available). It's a perfect space for a couple, small family or group of friends looking for a bit of it all next to it all!

4.99 out of 5 average rating, 193 reviews

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.

Guesthouse in La Mesa

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.

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.

4.87 out of 5 average rating, 101 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.

Superhost

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.

4.91 out of 5 average rating, 119 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.

4.96 out of 5 average rating, 378 reviews

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.

Guesthouse in San Diego

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.

4.95 out of 5 average rating, 189 reviews

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.

Guesthouse in La Mesa

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.

4.96 out of 5 average rating, 118 reviews

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.

Guesthouse in San Diego

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!

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.

4.86 out of 5 average rating, 219 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 eight chickens, so you'll experience a peaceful, homey environment with a local touch.

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.