Family-friendly holiday rentals in Chula Vista

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, 296 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. .

FamilyKitchenCheckout

4.95 out of 5 average rating, 110 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.

Indoor spacesFamilyParks

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, 243 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.

FamilyKitchenBathroom

A two-story home is softly illuminated at night, showcasing a welcoming front porch with seating. The warm light spills from the windows, highlighting the architectural details of the exterior. Shadows of nearby trees are cast against the facade, adding depth to the scene.

4.9 out of 5 average rating, 222 reviews

Private Suite. San Diego / Chula Vista

Great place to stay in a beautiful neighborhood! It’s like having private two rooms for the price of one. Keyless entry and close to everything san diego has to offer. A short drive to downtown San diego, and the San Diego zoo , 10 minutes to the Tijuana border, 10 minutes to Imperial Beach, 20 minutes to Pacific Beach , every place you want to be is close by, big enough for a family getaway and cozy enough for a couple, also great if you are by yourself for work! No pets, parties or drugs

Indoor spacesFamilyDecor

A modern living area features a sectional sofa facing a stylish fireplace, with a patterned rug underneath. The high ceiling is supported by dark beams, while a dining area is visible in the background, showcasing a large table surrounded by chairs. Natural light enters through windows.

4.95 out of 5 average rating, 102 reviews

Coastal Modern Lodge Jacuzzi/Game Room 8 beds

Remodeled spacious 3bd 2ba centrally located within 2 miles to downtown Chula Vista and 4 miles to the Bayfront. 15 mins to Downtown San Diego, Beaches, Sea World, and Zoo. Quick access to HWY 5 and 805, mins to Sesame Place and Legoland. Free driveway/street parking ft from front door of the home. Convenient when carrying belongings or coming from a long day of sightseeing. Cozy home with quality beds/ bedding. Balcony, private furnished patio and backyard w/comfy patio furniture and fire pit.

Indoor spacesFamilyComfort

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.

4.93 out of 5 average rating, 149 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.

KitchenFamilyCheck-in

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, 146 reviews

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

Welcome home to this gorgeous remodeled and upgraded single story 3-bedroom, 2 bath panoramic view property in the heart of Chula Vista. This home is absolutely perfect to soak up the sun, relax or stay pool side and work remotely. As you walk up to the home you will notice a stunning manicured palm tree and a beautiful landscaping. Warmth and light welcome you into the spacious Living Room which offers a wall-to-wall sliding door that overlooks the back yard and the pool.

KitchenIndoor spacesGetting around

The exterior of a two-story cottage is shown, featuring a light-colored façade with an arched window on the upper floor. Lush greenery surrounds the entrance, where a pathway leads to an inviting front door. A balcony is visible above, complemented by palm trees in the background.

4.95 out of 5 average rating, 110 reviews

Cozy Comfort Near Gaylord Pacific & Local Hotspots

Whether you’re in town for business, a convention, or just soaking up San Diego sunshine 🌴, this spot checks all the boxes: ✅ Only 5 minutes from the Gaylord Pacific Convention Center – perfect for conference guests and event-goers. ✅ Close to major freeways (I-5 & I-805) for easy trips to Downtown San Diego, Coronado Beach, or Mexico. ✅ Nestled in a quiet neighborhood while still close to restaurants, shops, and entertainment. Looking forward to hosting you!

Indoor spacesFamilyWi-Fi

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, 166 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.

KitchenFamilyBarbecue

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, 287 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.

FamilyKitchenAmenities

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, 660 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.

KitchenIndoor spacesLong stay

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, 112 reviews

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

Discover our modern oasis, perfect for your ultimate getaway. Enjoy a private pool, a cozy fire pit, a BBQ and bar area for outdoor fun, and a game room packed with entertainment options. The contemporary design creates a stylish and bright atmosphere. Experience luxury and comfort redefined at our Airbnb, where relaxation and enjoyment await.

KitchenFamilySleep quality

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

4.92 out of 5 average rating, 228 reviews

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.

Home in Bonita

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

KitchenIndoor spacesPool

4.91 out of 5 average rating, 391 reviews

An open living area features a large wooden dining table surrounded by six white chairs. A cozy sofa, adorned with neutral pillows and a blanket, overlooks expansive glass windows showcasing hillside views. A Christmas tree stands in the corner, adding a festive touch.

Home in Bonita

Glass Home with Views, Hot Tub, FREE EV Charging!

Indoor spacesFamilyView

4.97 out of 5 average rating, 175 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 La Mesa

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

KitchenFamilyComfort

5.0 out of 5 average rating, 193 reviews

A fire pit burns brightly in the center of a stone patio, surrounded by stylish, woven chairs. A wooden gazebo with string lights provides shelter, while a green backdrop adds a natural touch to the setting, complete with views of the surrounding landscape.

Home in San Diego

Panoramic Views • Jacuzzi • Putting Green+Fire Pit

KitchenIndoor spacesCheckout

4.92 out of 5 average rating, 112 reviews

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.

Home in Bonita

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

KitchenIndoor spacesAir conditioning

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, 289 reviews

South Bay cozy retreat with jacuzzi!

FamilyKitchenValue

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, 182 reviews

Private Oasis • Pool •Spa • Near Attractions

KitchenFamilyTV

4.89 out of 5 average rating, 170 reviews

The outdoor pool glows in the evening light, revealing clear water with a unique shape. Surrounding the pool, lounge chairs and umbrellas create a tranquil space for relaxation. A gas fire pit adds warmth to the area, enhancing the captivating view of the cityscape beyond.

Home in Otay Mesa

Ocean View Private Pool & Spa Home w/Putting Green

KitchenFamilyLayout

Family- and pet-friendly home rentals

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.

4.92 out of 5 average rating, 142 reviews

Serenity by the lake I Beautiful quite location

Indoor spacesFamilyHospitality

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, 142 reviews

Spacious and clean studio

FamilyKitchenComfort

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, 122 reviews

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

KitchenIndoor spacesHospitality

A modern living area features a spacious sectional couch adorned with green and golden pillows. A small coffee table occupies the center, while a potted plant adds a touch of greenery. Natural light streams through blinds on the window, complementing the neutral walls.

4.91 out of 5 average rating, 520 reviews

South San Diego remodeled private home!

Indoor spacesFamilyLocation

4.92 out of 5 average rating, 111 reviews

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

FamilyKitchenDecor

4.88 out of 5 average rating, 146 reviews

A bright living area is highlighted by large windows and light-colored walls. A brown leather sofa is positioned adjacent to a light coffee table. A modern armchair and a floor lamp complement the space, with greenery visible outside the glass doors.

Home in National City

Modern Comfy 2B2B | Close to Downtown | Fast Wi-Fi

Indoor spacesFamilyParking

4.98 out of 5 average rating, 120 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!

FamilyKitchenLocation

4.9 out of 5 average rating, 215 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

KitchenFamilyCheckout

Family-friendly home rentals with a pool

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.

4.86 out of 5 average rating, 125 reviews

Dream Vacation! Sunny 3 Bedroom Home!

FamilyIndoor spacesLong stay

4.89 out of 5 average rating, 409 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

Indoor spacesKitchenWi-Fi

4.94 out of 5 average rating, 146 reviews

A living room features a luxury hanging chair suspended from the ceiling. Natural light filters through sheer curtains, illuminating a cozy seating area with a plush sofa and wooden coffee table. A 50” television is mounted above an elegant fireplace, enhancing the room's comfort.

Home in City Heights

Designer Luxury Rental With Pool

Indoor spacesFamilyCleanliness

4.99 out of 5 average rating, 179 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

FamilyKitchenWi-Fi

4.98 out of 5 average rating, 134 reviews

A well-appointed backyard features a heated pool with a waterfall, surrounded by palm trees and lounge chairs. An outdoor dining area is under a covered gazebo, providing a view of the landscaped space. Soft evening light hints at a serene atmosphere.

Home in Spring Valley

Tropical Oasis: spa, solar heated pool, waterslide

FamilyIndoor spacesValue

4.87 out of 5 average rating, 237 reviews

A serene outdoor space features a salt-water pool surrounded by a concrete patio and manicured grass. An umbrella provides shade over the poolside area, with lush greenery and mountains visible in the background under a partly cloudy sky.

Home in San Diego

Bright and spacious home with views, pool & spa.

KitchenIndoor spacesComfort

4.93 out of 5 average rating, 117 reviews

Home in La Mesa

San Diego Oasis: Private Pool & Sunny Escape!

FamilyKitchenLocation