Family-friendly holiday rentals in Chula Vista

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, 204 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

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, 227 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.

4.92 out of 5 average rating, 106 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.

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.

4.94 out of 5 average rating, 101 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. 1 bedroom with queen size bed, full kitchen and full bath.

Guesthouse in Lake Murray

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, 156 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 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.

4.95 out of 5 average rating, 128 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

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, 119 reviews

Dream Vacation! Sunny 3 Bedroom Home!

Beautiful family vacation retreat! Amazing backyard includes your own private heated pool, a spacious deck for relaxing with lounge chairs, dining spaces, and fire table. Fenced for privacy. Inside enjoy the game room and arcade, smart TVs located throughout the house, and air conditioning. Strong Wi-Fi signal, including the outdoor deck area. Amazing location close to all SD has to offer: within 20 minutes of the zoo, beaches, Sea World, downtown, and the airport! Private parking.

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, 138 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, 157 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.

The kitchen features modern cabinetry in soft gray, accented by sleek stainless steel appliances. A white island countertop with bar seating for three is illuminated by pendant lights, enhancing the spacious layout. Natural light is invited through multiple windows, creating a bright and functional cooking space.

4.82 out of 5 average rating, 320 reviews

House #A Short Walking Distance To Gaylord Resorts

-Peaceful, central neighborhood -Remodeled home surrounded by some of the most iconic sights of San Diego. -Costco, Target, Walmart all within a 5 minute drive away. -Walking distance to newly opened The Gaylord Pacific Resort and Convention Center: enjoy its 4.25-acre water park, 10+ restaurants and bars. Our property is the one of closest property to the Gaylord Hotel and can be reached on foot -Living Coast Discovery Center

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, 269 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.

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, 218 reviews

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

Enjoy this stunning family friendly home with beautiful views! From the front deck you have beautiful ocean views and bay views. You can also have views of Coronado bridge and downtown. This large family friendly home is well-appointed with 3 bedrooms, 2 baths, and two living rooms that has an air mattress to comfortably sleep 10 guests. There are spacious areas for gathering, private poolside oasis with beautiful views.

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

4.96 out of 5 average rating, 104 reviews

A spacious backyard is illuminated by string lights, featuring a cozy fire pit surrounded by Adirondack chairs. A putting green and lawn games, including bean bag toss, enhance the outdoor space, while a modern seating area is visible through sliding glass doors.

Home in San Diego

Hot Tub + Game Room + Fire Pit | Seabreeze Home

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, 278 reviews

South Bay cozy retreat with jacuzzi!

4.99 out of 5 average rating, 105 reviews

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.

Home in Bonita

Beautiful Scenic Views of Coronado Bridge!

4.99 out of 5 average rating, 100 reviews

A serene outdoor space showcases a sparkling pool adjacent to a jetted hot tub, with canyon views stretching in the background. A glass fence enhances the vista, and the surrounding landscape features palm trees and gentle hills under a clear blue sky.

Home in San Carlos

ModernCoastal I View I Pool ITub

4.94 out of 5 average rating, 231 reviews

An outdoor patio is shown, featuring a jacuzzi with bubbling water in the foreground. Cozy seating arrangements are visible, with a dark sectional sofa and two wire chairs. A well-maintained lawn and distant hillside homes are seen in the background, bathed in soft evening light.

Home in Paradise Hills

Luxury House • Awesome Views • 15m from DT + beach

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, 172 reviews

Private Oasis • Pool •Spa • Near Attractions

4.94 out of 5 average rating, 186 reviews

Home in San Diego

Luxe Point Loma Oasis w/ Pool, Spa & Fire Pit

4.98 out of 5 average rating, 261 reviews

A bright and inviting living area features a mustard-yellow sofa complemented by patterned cushions. Two armchairs in light grey are positioned around a wooden coffee table, while an acoustic guitar is mounted on the wall. A television is mounted beside large windows that allow natural light to stream in.

Bungalow in La Mesa

Townhouse - Hot Tub, Fire Pit La Mesa Village

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 205 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

4.85 out of 5 average rating, 177 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.

Apartment in Imperial Beach

4.91 out of 5 average rating, 169 reviews

Oceanfront Penthouse with Private Deck & Grill

A modern kitchenette features wood cabinetry accented by a dark countertop. Appliances include a large refrigerator and a small trash bin. Natural light enters from a connecting room, illuminating the space. The flooring is bamboo, complementing the overall design.

4.86 out of 5 average rating, 273 reviews

Rancho del Rey is exclusive& safe neighboor

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, 239 reviews

South San Diego Home!

4.93 out of 5 average rating, 123 reviews

A shaded outdoor seating area is furnished with a comfortable arrangement of dark wicker sofas and a coffee table. Lush greenery and vibrant flowers surround the space, providing a serene atmosphere. An umbrella offers additional shade, enhancing the inviting outdoor experience.

Condo in Chula Vista

Giraffe House

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.

4.89 out of 5 average rating, 111 reviews

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

4.97 out of 5 average rating, 116 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

4.89 out of 5 average rating, 114 reviews

An open-concept living space features a modern kitchen with a large island and bar seating for four. A light-colored sofa is positioned nearby, with a stone fireplace adding warmth to the room. Natural light streams through the skylight and windows, enhancing the airy feel.

Home in La Mesa

Bright Contemporary 5-Bedroom Oasis, Pool and Yard

Home in University Heights

A well-lit bedroom features a spacious bed with neutral bedding and striped pillows. Natural light enters through glass doors leading to a semi-private patio. A textured area rug and a potted plant add subtle warmth to the wood flooring.

4.87 out of 5 average rating, 113 reviews

Cozy University Heights Cottage

4.99 out of 5 average rating, 164 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

4.93 out of 5 average rating, 101 reviews

Home in La Mesa

San Diego Oasis: Private Pool & Sunny Escape!

4.88 out of 5 average rating, 224 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 Lake Murray

Bright and spacious home with views, pool & spa.

4.93 out of 5 average rating, 138 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

4.97 out of 5 average rating, 130 reviews

A serene backyard oasis features a small spa surrounded by lush greenery and decorative plants. The space is framed by an open wooden structure with a sloped roof, providing a cozy seating area with soft cushions. Unique pendant lights hang above, adding a touch of elegance.

Home in Normal Heights

Luxe Home w. Serene Backyard Spa