Family-friendly holiday rentals in Chula Vista

4.94 out of 5 average rating, 108 reviews

A cozy living area is featured with soft carpeting and a ceiling fan overhead. A dining table is positioned by a window with views of the exterior yard. Nearby, a seating area is provided with a dog bed and an arcade game in the corner.

Farm in Bonita

Cozy 1 Bedroom Guesthouse/ Ranch Experience

Get away from it all when you stay on this family run boarding and training horse ranch. 20 min from SD. Perfect for family and kids. Pet friendly. Downstairs of two story house, self contained with family games and entertainment: foosball, air hockey, pool table,arcade game,darts and more. Entertainment room w/large tv. Air mattress avail. Full Kitchen and bath. Come visit our adorable animal family: chickens, dogs, rabbits, geese, pig and kid friendly horses. Must love animals and ranch life.

An open concept living area features a blue sofa and a dark couch, complemented by a geometric area rug. A modern kitchen showcases a marble-topped island with bar seating. Natural light fills the space through large windows adorned with white blinds.

4.92 out of 5 average rating, 290 reviews

Ocean BreezePlay Room, Short Drive Gaylord resort

Remodeled home, beautiful backyard -Covered deck with outdoor furniture and patio lounge area. -Open concept floor plan for indoor entertaining -Separate detached bonus playroom for kids and people of all ages to enjoy. -Fully stocked kitchen. -High speed WiFi -Beach equipment -12 Minutes to Downtown San Diego and Airport -13 Minutes to San Diego Zoo -5 Minutes to In-N-Out burger -6 Minutes to Gaylord Pacific Resort and Convention Center: 4.25-acre water park, 10+ restaurants and bars. .

An aerial view of Zen House reveals a glass solarium and inviting outdoor spaces illuminated by soft lighting. The lush garden features various plants and cozy seating. A sleek dining area is visible, all set against the backdrop of distant city lights and a twilight sky.

4.99 out of 5 average rating, 236 reviews

Zen Retreat with Solarium & Spa Tub

A Zen-like Airbnb, combining High Design with Leisure and Resort amenities. Self-Managed : details matter. Distant Ocean View. Close to SD landmarks; within a quiet neighborhood surrounded by canyons & parks. A blissful escape. A design that provokes a unique experience; Interior-sparkling clean. Each room unique to allow you to relax in the moment. A 2nd floor solarium offers amazing views; soak in the jacuzzi tub in an exquisite bathroom; a boutique kitchen & dining open to a sensory garden.

The exterior of a recently renovated home is visible, featuring a light-colored facade and traditional roof tiles. Lush greenery surrounds the property, with neatly manicured shrubs and grass. Sunlight brightens the scene, creating a serene atmosphere within a peaceful neighborhood.

4.91 out of 5 average rating, 111 reviews

Charming 3-bedroom home with huge backyard

Recently renovated 3-bedroom home with extra-large backyard. Great indoor/outdoor living spaces. Awesome neighborhood, very peaceful and serene, yet with lots of businesses close by (Costco, Wal-Mart, Starbucks, etc.) Great location, easy access to everything! 20-minute drive to the San Diego Airport, Coronado Beach and other main attractions in downtown San Diego (San Diego Zoo, Balboa Park, Gaslamp District, Little Italy, etc.) Just a 10-minute drive to the International Border with Tijuana.

4.98 out of 5 average rating, 150 reviews

Home in Normal Heights

Family-friendly fun in the sun

You will be close to everything San Diego has to offer in our cozy 2 bedroom 1 bathroom home. Family-friendly fully-gated yard with playset, mini putting green, games and seating area. Crib, changing pad, pack and play, 2 high chairs, child baths and dinnerware. Have a relaxing and fun time with multiple indoor games, large living room and bedroom smart TVs. Fast wifi, separate office space with desk, central heat/AC for comfort, W/D, 2 car driveway, lux bathroom and fully-equipped kitchen.

Guest suite in Chula Vista

A compact sleeping area features a neatly made single bed with a light quilt and decorative pillows. An artwork depicting coastal waves is hung on the wall above the bed, and natural light filters through the window adorned with horizontal blinds.

4.93 out of 5 average rating, 136 reviews

Serenity by the lake I Beautiful quite location

Settle in for a relaxing stay at this stylish retreat in the beautiful suburbs of San Diego, you will find one of San Diego’s gem’s Eastlake. A few steps from the mountains and lake, amazing hiking trails and only a short drive to the beautiful beaches. Only 20 minutes from San Diego International Airport, downtown San Diego and Santa Fe Amtrack station. Our convenient location is across from Eastlake Enagic Country Golf Club, 5 min drive to Otay ranch mall, Aquatica and the amphitheater

Guest suite in Chula Vista

The spacious studio includes a queen-size bed, a comfortable convertible sofa, and a wall-mounted television. A modern kitchen area is visible, featuring black cabinetry and bar seating. Natural light fills the space through large windows, with a decorative American flag adding a touch of character.

4.89 out of 5 average rating, 131 reviews

Spacious and clean studio

Studio with your own entrance. Stay in a clean, quiet, and safe neighborhood near downtown Chula Vista. This spacious studio features: • Private entrance, dedicated bathroom, and a queen-size bed. • Full-size fridge and reserved parking. Convenient Location •0.7 miles to the trolley for easy transit. •5-10 minutes to restaurants, shopping, groceries, and a casino. •15 minutes to Downtown San Diego, Balboa Park, and the Zoo. Perfect for a comfortable stay near San Diego’s best.

A modern living room features a light wooden floor and white walls, complemented by a pink accent wall. A flat-screen TV is mounted above a stylish cabinet, with two potted plants on top. A comfortable seating area includes a rattan chair and a coffee table.

4.94 out of 5 average rating, 142 reviews

Casa Bahia Beautiful San Diego Home with Pool

Welcome to Casa Bahia! Our home has been completely upgraded and is ready to host your perfect getaway. Conveniently located close to the Chula Vista Bayfront and 10 minutes to downtown San Diego or the beach. Our home features a kitchen with top of the line appliances, brand new furniture, 4 bedrooms, 2 full bathrooms, a large pool, a yard with a lounge area, BBQ, and a clean peaceful feel. In addition, our stylish and minimalist place to stay is perfect for group or family trips.

An outdoor fire pit is surrounded by four black wooden Adirondack chairs, creating a cozy seating area. Lush greenery and a tree provide shade, while a spacious yard is visible in the background, featuring lounge furniture and a view of the home.

4.99 out of 5 average rating, 162 reviews

Hot Tub Getaway by the Coast

Enjoy quality time with your entire family at this well-equipped home featuring a hot tub and tons of kids amenities! We cater to families. High-speed wifi, toys, and an outdoor wood-burning fire pit. Situated within walking distance to the Marina, downtown 3rd Ave, a 5 min drive to Sesame Place, a 15 min drive to the Zoo, downtown San Diego, liberty station, sea world, beaches, and more! This property is equipped with external security cameras for added safety.

A bright living space features a stylish gray sectional sofa facing a white coffee table, with natural light filtering through nearby windows. The open kitchen is visible, equipped with modern appliances and bar seating for four. A ceiling fan enhances airflow in the room.

4.91 out of 5 average rating, 104 reviews

Modern Bay Retreat - 1 Mile to Gaylord & Near DT!

Renovated 2-bed, 1-bath home with modern appliances, stylish finishes, and a backyard. Just 1 mile from the new Gaylord Hotel and Chula Vista Bayfront, and 10 minutes to Downtown San Diego. Includes 2 parking spots, washer/dryer, fire pit, patio set, fully furnished, mini split A/C in living room, ceiling fans, and a stocked kitchen—perfect for your San Diego vacation! Please refer to Property Details and Neighborhood Highlights for more info.

4.94 out of 5 average rating, 106 reviews

Modern Chula Vista 1BD Home Relaxing Outdoor Space

2 total guest. Escape to your private, fully remodeled 1-bedroom retreat in Chula Vista! This stylish base for your San Diego adventures comfortably sleeps 2. Enjoy a contemporary design, a large private yard with a pergola and lawn games, and a chic, modern aesthetic. Perfect for travelers seeking a convenient getaway with easy freeway access and dedicated parking. Your perfect SoCal home-away-from-home awaits! Sorry no outside visitors.

Guest suite in Otay Ranch

An entrance reveals a cozy sleeping area with a queen-size bed dressed in white linens. A kitchenette is visible to the right, and a small dining area with two chairs is included. Natural light floods the space through an open doorway.

4.9 out of 5 average rating, 281 reviews

Eastlake Otay Ranch studio in Chula Vista CA

Includes a work/eating area, a comfy queen-size bed & (recently added) memory foam topper, a full bathroom, a kitchenette, vinyl wood flooring, and ample lighting. Includes a private entrance from the side of the property with street parking. A short 8-minute walk to over 20 restaurants and tons of stores, including Baron's market. Just two blocks from the Santa Venita station, which takes you directly to Downtown San Diego.

Popular amenities for Chula Vista family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A charming exterior view of the villa, showcasing a landscaped pathway lined with smooth stones. The structure features large windows, and the sky is painted in soft hues of orange and pink, creating a serene backdrop against the surrounding trees.

4.92 out of 5 average rating, 110 reviews

Villa Amarone-San Diego-View, HotTub, Pet friendly

A spacious outdoor area features a swim spa and a hot tub, both surrounded by a wooden privacy fence. The surface is composed of natural stone, and lush greenery is visible, creating a relaxing atmosphere for outdoor enjoyment.

4.88 out of 5 average rating, 283 reviews

South Bay cozy retreat with jacuzzi!

Guesthouse in Spring Valley

4.98 out of 5 average rating, 436 reviews

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

A spacious two-story home is depicted, featuring a swimming pool surrounded by a safety fence. The exterior showcases large windows and a well-maintained patio area with comfortable seating. The landscape includes lush greenery and decorative features, providing a serene atmosphere for outdoor relaxation.

4.99 out of 5 average rating, 109 reviews

Beautiful Scenic Views of Coronado Bridge!

A spacious outdoor area features a large wooden table surrounded by woven furniture. A red umbrella provides shade over a lounge seating arrangement. The backyard showcases palm trees, a well-maintained lawn, and a swimming pool in the background.

4.91 out of 5 average rating, 177 reviews

Private Oasis • Pool •Spa • Near Attractions

A private pool is surrounded by natural stone and lush greenery. Palm trees provide shade, while a bamboo privacy fence enhances the secluded atmosphere. The clear blue water invites relaxation, showcasing gentle ripples under the sunlight.

4.91 out of 5 average rating, 223 reviews

Oasis with ocean views/Pool/Hot tub! Sleeps 10!

A spacious living room features a plush sectional sofa with an assortment of decorative pillows. A modern coffee table made from natural wood sits on a patterned area rug. Large sliding doors allow light to enter and provide views of the outdoor pool area.

4.91 out of 5 average rating, 142 reviews

An Oasis,Heated Pool, JQZ,Grill,Ocean&MTN View

An open-plan living area features large glass doors that merge indoor and outdoor spaces. Soft natural light fills the room, highlighting a cozy sofa and modern kitchen with minimalist design. Outside, views of rolling hills can be seen through the expansive windows.

4.91 out of 5 average rating, 167 reviews

A modern light-filled home with views of the woods

Family- and pet-friendly home rentals

4.83 out of 5 average rating, 185 reviews

An outdoor seating area is featured under a covered patio, furnished with a table and four red chairs. A circular stone fire pit is positioned on the ground, surrounded by grass. A wooden swing chair adds charm to the space, while strings of lights enhance the ambiance.

Home in San Diego

Beautiful and Spacious San Diego Home.

4.98 out of 5 average rating, 121 reviews

A serene pool area features a cascading waterfall illuminated in soft purple hues. The water flows gently into the heated pool, adding a calming effect to the ambiance. Wood paneling surrounds the pool, creating a private and tranquil atmosphere.

Villa in San Diego

Lux Villa: Heated Pool, Sauna, & Gym

A private yard features a sandy play area adorned with children's toys and colorful sand molds. Adjacent to the sand area, a patio is set up with a table and chairs under a blue umbrella. A grill is positioned nearby, enhancing the outdoor space.

4.86 out of 5 average rating, 240 reviews

South San Diego Home!

A serene outdoor space is showcased at twilight, featuring a modern pool surrounded by green grass. Cozy seating areas, including hanging chairs, are visible. The adjacent bar area is illuminated, enhancing the inviting atmosphere of the private backyard.

4.96 out of 5 average rating, 105 reviews

Traveler's Dream:Outdoor Bar, Cabana, Arcade, Pool

4.93 out of 5 average rating, 124 reviews

An outdoor seating area features soft seating arranged around a gas fire pit set on a stone surface. String lights illuminate the space among palm trees. A small, lawn-like area with soft ground cover is visible, surrounded by a wooden fence.

Home in National City

Oasis - mins from airport, zoo, Balboa Park + more

The spacious living room features a large, dark leather couch and a round woven coffee table at its center. A substantial smart TV is mounted on a wooden console, and natural light fills the room through multiple large windows. Greenery is provided by a potted plant in the corner.

4.86 out of 5 average rating, 257 reviews

Spectacular Views and Comfort-Book Now! King Bed!

Guest suite in Chula Vista

A living area is featured with a comfortable seating arrangement, including a spacious dark sofa and a coordinating armchair. A light fixture is mounted on the ceiling, and a wall-mounted TV is visible. Glass doors open to the outdoor patio, enhancing natural light in the space.

4.9 out of 5 average rating, 117 reviews

Cozy 1 Bedroom Unit! Patio, Fenced Yard + Fire Pit

4.98 out of 5 average rating, 123 reviews

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

East Watch- a private getaway

Family-friendly home rentals with a pool

Guest suite in Spring Valley

A spacious pool area is surrounded by palm trees, featuring a clear swimming pool with a gentle slope and a water slide. A decorative mural with tropical motifs can be seen on the adjacent wall, enhancing the outdoor recreational space.

4.97 out of 5 average rating, 255 reviews

2 Bdrm, Kid-Friendly, Yard, Pool, Play, & Spa!

4.89 out of 5 average rating, 209 reviews

A view of the inviting swimming pool surrounded by a spacious patio. Natural rock elements and vibrant landscaping enhance the outdoor area. The multi-level deck is visible, offering seating options and picturesque canyon surroundings under a clear blue sky.

Home in La Mesa

The Queen House

4.99 out of 5 average rating, 173 reviews

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.

Guesthouse in La Mesa

Private 1 BR Paradise Retreat

4.98 out of 5 average rating, 111 reviews

A serene pool area is framed by vibrant green foliage and terracotta walls, with lounge chairs positioned nearby. Majestic mountains rise in the background under a clear blue sky. A shaded picnic table is visible, inviting relaxation in a tranquil outdoor setting.

Home in Jamul

Jamul Hacienda | Couples Retreat | Pool & Views!

4.94 out of 5 average rating, 112 reviews

Home in La Mesa

San Diego Oasis: Private Pool & Sunny Escape!

An inviting outdoor space is presented with a private heated pool and a spacious deck. Comfortable lounge chairs face the pool, while a dining table with red umbrellas offers shade. Lush greenery surrounds the area, enhancing the sense of privacy.

4.88 out of 5 average rating, 121 reviews

Dream Vacation! Sunny 3 Bedroom Home!

4.89 out of 5 average rating, 404 reviews

A solar-heated pool glimmers in the sunlight, surrounded by inviting lounge chairs and a shaded umbrella. A cozy outdoor dining area with a table is visible in the background, framed by lush greenery and large eucalyptus trees.

Guest suite in Bonita

Resort-Style Living, Pool, Close to All San Diego