Guest house holiday rentals in Chula Vista

The exterior of a rustic stone cottage is framed by lush greenery and colorful plants. A seating area with chairs overlooks the surrounding garden and distant skyline. Sunlight illuminates the natural stone, highlighting the texture and structure of the cottage.

4.9 out of 5 average rating, 447 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!

4.95 out of 5 average rating, 234 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 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.

4.93 out of 5 average rating, 240 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!

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, 158 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.

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~

~PANORAMIC SUNRISE & SUNSET VIEWS~ ~PEACEFUL & PRIVATE~ ~CENTRAL LOCATION~ ~XL BALCONY~ OCEAN, Mountain, Harbor, & Valley VIEWS ~to Pt Loma & Coronado! Historic Mt Helix neighborhood. Extra large balcony to enjoy an outdoor living space! Private entrance 1 Driveway parking space NON SMOKING/VAPING of any substances on the property indoor & out Read about our limited ADD ON feature package: POOL/SPA/LOUNGE, requiring additional fees & approval terms that apply. Scroll down for details

Guest house in Lemon Grove

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.

4.9 out of 5 average rating, 229 reviews

STUNNING Casita with a View!!

If you’re reading this, we want to thank you for showing interest in our charming Casita! 🏡 Recently renovated with couples in mind, it’s a cozy, relaxing space perfect for your getaway. Features include: • 🚗 On-property parking • 🍳 Fully furnished kitchen with all appliances • 🧺 Washer and dryer in-home • 💻 High-speed internet • ✨ Clean, modern, comfortable space • 🌄 Breathtaking mountain and valley views We’d love to host you and make your San Diego stay truly memorable!

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, 115 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.

4.95 out of 5 average rating, 421 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.

Guest house 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, 224 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.

Guest house 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.

Guest house in Bonita

4.81 out of 5 average rating, 232 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!

Popular amenities for guest house rentals in Chula Vista

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

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

4.99 out of 5 average rating, 190 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.

Guest house in Del Cerro

The Happy Family * 2 playhouses near SDSU!

Guest house in Mission Beach

A modern kitchenette features a contemporary design with checkered tile backsplash and wooden shelves. Mint green walls complement the white cabinetry and gray countertop. Three pendant lights hang above, illuminating the space adorned with various kitchen essentials and decorative items.

4.97 out of 5 average rating, 353 reviews

Pvt Parking, Steps to Beach! South Mission Beach

A private garden is illuminated at night, featuring various seating areas surrounded by lush greenery and colorful plants. Lanterns provide soft light, casting a warm glow on the outdoor space. A patterned rug and dark wooden furniture complete the serene atmosphere, inviting relaxation.

4.96 out of 5 average rating, 572 reviews

Romantic Private Garden Studio Near Downtown

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, 219 reviews

Cozy Coop with a View

4.84 out of 5 average rating, 206 reviews

Rose Guest Private Suite. Central location!

Guest house rentals with a patio

Guest house 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, 256 reviews

Santorini-Inspired Cottage w/ Hot Tub + Views

A cozy sleeping area is presented with a spacious bed covered in light linens. Beside it, a nightstand with a lamp provides soft lighting. A small round table with a plant adds a touch of greenery, and natural light enters through bright windows framed by soft curtains.

4.88 out of 5 average rating, 199 reviews

Downtown Cottage Walkable to Gaslamp & Petco Park

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, 161 reviews

SDSU Central Cozy Casita | Fast Wi-Fi | Walkable

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.

4.93 out of 5 average rating, 150 reviews

*KING BED* Colorful Guesthouse by Downtown

Guest house 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, 113 reviews

Guest house with ocean views and private deck.

Superhost

Guest house in City Heights

4.85 out of 5 average rating, 339 reviews

Heart of SD | Zoo Nearby | Private Patio | Central

4.87 out of 5 average rating, 230 reviews

Private Studio with a Panoramic View

4.91 out of 5 average rating, 108 reviews

A spacious private patio features a tiled floor and comfortable seating around a square table. Potted cacti adorn the edges, while the sunset casts a vibrant pink and purple hue over the surrounding hills and valleys, creating a serene backdrop.

Guest house in El Cajon

Hilltop Casita Mount Helix

Guest house rentals with a washing machine and dryer

Guest house in Pacific Beach

4.98 out of 5 average rating, 340 reviews

Charming Modern Apartment with private terrace

Guest house in Mission Beach

A kitchen area features wooden cabinetry with visible beams overhead. A modern coffee maker and a water filtration pitcher are positioned on the dark countertop, while a stainless-steel sink is centrally placed. Natural light is streamed through the skylight, enhancing the open space.

4.91 out of 5 average rating, 838 reviews

South Mission Beach Zen-Like Studio

4.97 out of 5 average rating, 205 reviews

A sunny exterior view showcases a charming yellow building with a blue window and white accents. A wooden gate is visible, leading to the entrance, flanked by neatly arranged plants. The surrounding area highlights a serene, urban setting with trees and a hint of nearby structures.

Guest house in Hillcrest

Luxury Studio W/ Garden View in Heart of Hilcrest

4.99 out of 5 average rating, 218 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.

Guest house in El Cajon

Modern mountain guest house. Incredible views

Guest house 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

Guest house in El Cajon

Fletcher Hills - modern 1 BR.Easy, no step access.

Guest house in Greater North Park

A sunset is captured shining through trees, casting rays of light over the guest house. The structure features large windows, allowing natural light to fill the space. Palm trees and distant silhouettes of buildings are visible against the colorful sky.

4.95 out of 5 average rating, 648 reviews

Early 1900's Carriage House w/Views