Guesthouse vacation rentals in Chula Vista

Find and book unique guesthouse rentals on Airbnb

Quick stats about guesthouse rentals in Chula Vista

Total vacation rentals
Explore 60 vacation rentals in Chula Vista
Nightly prices starting at
Chula Vista vacation rentals start at $30 per night before taxes and fees
Verified guest reviews
Over 4,170 verified reviews to help you choose
Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 20 rentals that welcome pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wi-Fi availability
60 of Chula Vista vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chula Vista rentals
4.9 Average rating
Chula Vista stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated guesthouse rentals in Chula Vista

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

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.

Guesthouse in La Mesa

4.91 out of 5 average rating, 467 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!

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Top guest favorite

A bright living area is visible, featuring a mix of modern furnishings including a cozy sofa, a smart TV, and a circular dining table with wooden chairs. Large windows allow natural light to fill the space, highlighting the warm wooden flooring and inviting decor.

Guesthouse in La Mesa

4.98 out of 5 average rating, 129 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!

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Top guest favorite

Guesthouse in Spring Valley

4.98 out of 5 average rating, 442 reviews

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

Just 20 minutes from San Diego's most iconic attractions, yet seemingly a world away, this classic Airstream overlooks 30 acres of native California chapparal, wild sage and California pepper trees with sweeping city and sunset views Designed as a private nature retreat, it invites you to slow down, reconnect, and recharge. Soak beneath the stars, unwind in the handcrafted wood-fired redwood sauna, refresh under the open-air rain shower, and gather around the fire as city lights twinkle below

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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 San Diego

4.93 out of 5 average rating, 244 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!

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Top guest favorite

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 La Mesa

4.97 out of 5 average rating, 173 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.

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Top guest favorite

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

4.96 out of 5 average rating, 429 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.

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Top guest favorite

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.

Guesthouse in National City

4.95 out of 5 average rating, 239 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.

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Guest favorite

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

4.95 out of 5 average rating, 234 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.

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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, 239 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!

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Top guest favorite

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.

Guesthouse in Pacific Beach

4.95 out of 5 average rating, 120 reviews

Beach views for 2! Jacuzzi, fire pit

This mid-century modern jewel offers one of the best views in San Diego while still being walking distance (9 blocks) to the beach. You'll get a 1 bedroom with queen bed, full kitchen, living room with a futon couch (suitable for only one adult or two kids). I live upstairs and have a deck so you get your own private deck below me with a firepit and jacuzzi. Perfect place for a couple (or possibly a family with 2 small children).

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Top guest favorite

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.

Guesthouse in Chula Vista

4.95 out of 5 average rating, 658 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.

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Guest favorite

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.

Guesthouse in National City

4.86 out of 5 average rating, 257 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.

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