Family-friendly vacation rentals in Lakeside

4.95 out of 5 average rating, 365 reviews

A spacious bedroom features a king bed dressed with a patterned duvet. A stone fireplace adds warmth, while a dresser and TV are positioned nearby. Natural light filters through large windows, highlighting the vaulted wooden ceiling and creating an inviting atmosphere.

Guest suite in Santee

Spacious 1 Bdrm Unit: king bed, fireplace, parking

Come relax in this bright & spacious 1 bedroom detached unit with private entrance. This room has a king bed, fireplace, full bathroom, table & chairs, mini fridge/freezer, microwave, closet ,dresser, Tv and beautiful mountain views. La Jolla Beaches, downtown San Diego, the Zoo, and Sea World are 25 minutes away. Santee Lakes is just a short drive away where you can enjoy fishing, paddle boating, splash park, biking and picnic area. Mission Gorge Trails is also located just 5 minutes away.

4.98 out of 5 average rating, 101 reviews

A spacious living area features a large, modern sectional sofa and a round dining table. A ceiling fan provides airflow, while a 50" smart TV displays a vibrant underwater scene. Light floods in through large windows, enhancing the inviting atmosphere, with surfboards displayed on the wall.

Home in Lakeside

San Diego Casita for 6 Morey de Prieto Surf Ranch

The Morey de Prieto Surf Ranch is truly awesome! Reserve your stay in this 2 Bed/1 Bath 650 sq. ft. casita for six. Home includes a kitchen with many amenities including a GE electric cooktop, refrigerator, microwave and air fryer, rice cooker, Kitchenaid mixer, mixer for drinks, sink with prep trays, Moen faucet fixtures, gorgeous shower, Krups coffee maker, 50" smart TV equipped with WiFi and NetFlix, mountain views, workspace and a sofabed. How about a large deck with fire pit and BBQ?

5 out of 5 average rating, 110 reviews

A studio space features a queen bed with a patterned comforter, complemented by bedside lamps. A seating area with a reclining sofa is positioned near a 65" TV, providing an inviting setup for relaxation. The kitchenette is equipped with modern appliances, contributing to functional living.

Guest suite in Lakeside

Cozy, secure, and quiet studio in Lakeside

Studio granny flat w/full bath. Large windows front & back giving great natural light. Located at the end of a dead-end private drive. The 420 sq ft space includes a 65" HD TV w/DirectTV service, high speed wireless & wired internet, kitchenette w/convection cook microwave, fridge/freezer, w/many other extras. Unit was recently remodeled with new furniture. 1 Queen bed, dbl recliners, & dinette. (Also, the picture of the front of our property is not accurate - Airbnb uses Google photos 😕)

4.96 out of 5 average rating, 374 reviews

A cozy living area showcases a modern yet rustic design, featuring a large wooden table and comfortable seating. Warm lighting from pendant fixtures complements the natural wood accents on the walls, while a decorative fireplace enhances the inviting atmosphere.

Farm stay in Lakeside

The Outside Inn at The Tipsy Goat Ranch

Nestled near Iron Mountain, a popular hiking destination, and less than 16 miles from San Diego's pristine beaches and local attractions, enjoy all SD has to offer in a one-of-kind farm-to-beach experience. Immerse yourself in a rarely seen side of San Diego you won't find anywhere else. Based on adventure, wrapped in luxury, a deep love for nature and the creatures it inhabits (mini goats, alpacas, babydoll sheep, lop bunnies, and chickens), it'll be a tranquil getaway you'll never forget.

4.98 out of 5 average rating, 129 reviews

The tiny home is nestled among vibrant flowers and lush greenery. A rainbow arcs overhead, enhancing the cheerful exterior of the home, which features large windows and a welcoming porch. The surrounding landscape showcases a peaceful rural setting with gentle hills in the background.

Tiny homes in Lakeside

Home at the Sanctuary

Welcome to our charming and eco-friendly tiny home located in between fruit orchards and an animal rescue in a serene rural setting. The perfect place to disconnect from the hustle and bustle of city life and immerse yourself in nature. Wake up to the sounds of birds chirping and the sight of our resident farm animals grazing in the pasture. Pick any of the ripe fruit from over 70 different fruit trees. Come experience sustainable living and succulent garden in our charming tiny home.

4.95 out of 5 average rating, 133 reviews

An open living area features a comfortable sofa and a sleek glass coffee table. Natural light fills the space through large windows, complemented by soft curtains. Nearby, a dining area with seating and a well-equipped kitchen area is visible, enhancing the overall spacious feel.

Cottage in Lakeside

Modern Cottage Getaway!

Welcome to your cozy getaway! This charming 1,000+ sq ft cottage offers an open-concept layout. Perfect for couples, small families, solo travelers, or anyone looking for a peaceful retreat. 🧺 Washer and dryer included for added convenience Located in a very quiet, residential neighborhood—ideal for those seeking rest and relaxation. 🚗 Parking: Guests have 1/2 reserved parking spot in the driveway. No Street Parking 🚭 No smoking 🐾 No pets or service animals due to health concerns

4.97 out of 5 average rating, 330 reviews

A spacious glamping tent is set on a wooden platform surrounded by lush greenery. Colorful bunting hangs above the entrance, while a vibrant rug adds warmth to the outdoor space. The entry features a large clear opening showcasing a cozy interior.

Yurt in El Cajon

Glamping @ Eden East

Looking for the perfect place to chill with your favorite person or just some alone time? Yome with private patio and spacious pool area. Not just a place to stay but an artsy retreat full of color, butterflies, birds and life. Hot shower and flush toilet in plant filled outdoor bathroom. We've been told the shower alone is worth the stay. Come glamping and get cozy with heated blanket, heater and flannel sheets. By reserving, we assume you've read the entire ad and agree to all rules.

4.99 out of 5 average rating, 107 reviews

An outdoor patio area features cushioned, wooden seating arranged around a gas fire pit. In the background, mountains and rolling hills are visible, complemented by a clear sky. A grill is seen in the corner, enhancing the outdoor living experience.

Guest suite in Sky Ranch

Hillside Retreat with Views

Escape to the mountains of San Diego and into a peaceful, well-furnished, private living space with plenty of room to spread out and enjoy the California lifestyle. Take in the panoramic views of El Capitan and the Cuyamaca mountain range as you enjoy your favorite beverage around the firepit. California awaits as you can wander east to the mountains and desert, or west to the beaches and shopping centers. Legoland, Seaworld, and the Sesame Place waterpark are all within a short drive.

4.99 out of 5 average rating, 144 reviews

The welcoming entrance of Cedar Cottage is framed by lush greenery and decorative potted plants. A wooden porch, adorned with comfortable seating, leads to glass-paned doors. Elements such as a bubbling fountain and seasonal pumpkins add charm to the rustic facade.

Cottage in El Cajon

Cedar Cottage Retreat with Mountain View’s

Welcome to the Cedar Cottage nestled in the foothills of San Diego county. Where Vintage/Rustic charm meets modern sophistication. The Cottage sleeps 3 in 1 Queen bed and 1 comfortable Twin bed, 1 bathroom. Pet friendly. Just 2 miles from Sycuan resort, casino & golf . Get back to nature at this delightful cabin hideaway in the hills just 3.5 miles from the quaint town of Alpine. This very special private estate has natural beauty when looking out from the cottage in any direction.

4.94 out of 5 average rating, 316 reviews

Camper/RV in El Cajon

Retro Fun, S'mores & Smiles in Bettie Blue

Your one of a kind RV adventure is centered between the Laguna Hills and the coast of San Diego, in sunny East County! Glamp in style in the new 2019 Retro Riverside trailer. This camper is set up with all the modern amenities with the quaint mid-century modern design of a teardrop trailer. The trailer sleeps 3 adults or 2 adults and 2 small children. You will have 1 designated parking spot available to you. Come have flashback fun in a Retro RV!

A serene pool area features crystal-clear water, with striped lounge floats anchored in the center. Surrounding palm trees offer shade, while natural stone accents decorate the pool's edge. The sound of a waterfall can be faintly heard, contributing to a calming atmosphere.

4.89 out of 5 average rating, 244 reviews

Tranquil Poolside Studio

Quiet Poolside Studio Suite! Perfect for visiting family in La Mesa or enjoying everything San Diego has to offer! Please note: this is not a party house. Private side entrance to a relaxing poolside studio. Very quiet with TV, and full kitchen. Comfortable queen size bed and sofa that can sleep one more person comfortably. We are 20 min to the beach, or relax and enjoy the pool! Close to SDSU and easy freeway access to anywhere in San Diego.

A spacious room features a comfortable king bed with light bedding and a decorative pillow. A dining area includes a round table with four chairs. Natural light enters through a window, complemented by dark curtains. A small lamp and artwork are placed on a dresser.

4.95 out of 5 average rating, 139 reviews

Relaxing guest studio in La Mesa

Relax with the whole family at this peaceful place to stay. Forget your worries in this spacious and serene space. This is a fully furnished suite with: -2 Off-street parking spots -1 King-size bed -1 Pull-out Queen-size sofa bed -Smart-TV (Use your app log-ins for services) -295 Mbps Wifi -Fully equipped kitchen -Dining area with hidden leaf table to eat or work comfortably. !!! Very Important !!! -NO SMOKING -NO PETS -NO EXTRA GUESTS

Popular amenities for Lakeside family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 149 reviews

A well-maintained putting green is surrounded by lush greenery, featuring multiple flags indicating different holes. A sand trap is positioned nearby, and a winding path made of stone leads through the garden space, enhancing the serene outdoor environment.

Guesthouse in La Mesa

Pool Side Safari Cabin (On Backside of our Home)

Guesthouse in Spring Valley

4.99 out of 5 average rating, 388 reviews

Views! Outdoor Cinema•SoakTub +Zoo pkg add-on

4.97 out of 5 average rating, 860 reviews

An open-concept living area is highlighted by high ceilings and large windows, offering natural light. A modern kitchen features wood cabinets and a white island, while a dining table with turquoise chairs accommodates several guests. A cozy seating area is visible in the background.

Home in Ramona

The Glass House - A Nature Retreat

4.95 out of 5 average rating, 238 reviews

A stunning sunset is captured over a serene landscape, with the sun dipping below the horizon. Soft hues of orange and pink dominate the sky, reflecting on the water's surface. In the distance, the outline of an island is visible against the ocean.

Guesthouse in Jamul

Retreat house. Nature, Hot Tub, Views!

Guesthouse in Spring Valley

An Airstream is positioned on a hillside, surrounded by lush greenery and desert plants. Lounge chairs and a shaded patio area are visible, providing a space for relaxation. The backdrop features rolling hills under a clear sky, highlighting a peaceful and private setting.

4.98 out of 5 average rating, 396 reviews

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

4.99 out of 5 average rating, 134 reviews

An Airstream trailer is situated under a wooden pergola, surrounded by decorative plants and a stone path. A comfortable seating area is positioned in front, featuring a cushioned bench with vibrant green cushions. The outdoor space offers access to the private courtyard.

Camper/RV in La Mesa

Zen Airstream Experience

Guest suite in College East

4.97 out of 5 average rating, 357 reviews

Groovy canyon studio pool & spa blocks from SDSU

4.97 out of 5 average rating, 190 reviews

A sunny outdoor view showcases a vintage red and white travel trailer surrounded by tropical palm trees. A hot tub is positioned on a wooden deck, complemented by potted plants and cozy seating nearby.

Camper/RV in La Mesa

“Pineapple Express”

Family- and pet-friendly home rentals

4.83 out of 5 average rating, 217 reviews

An earthbag tiny house is shown with a circular design, featuring a pitched roof and a small solar panel. The entrance is framed by potted plants, and two dogs are seen interacting with a person on the doorstep, creating a welcoming outdoor scene.

Tiny homes in Ranchita

Secluded Earthbag Off-Grid Tiny House

4.98 out of 5 average rating, 122 reviews

An open living space is illuminated by natural light, featuring a light-colored sofa and a woven coffee table. A bed with neutral bedding is positioned beside a bright kitchenette. Decorative elements include a round mirror, a rattan light fixture, and a potted plant, enhancing the welcoming ambiance.

Guesthouse in San Diego

Insta-worthy! 1 night/many nights, no min required

4.96 out of 5 average rating, 548 reviews

The spacious living area features a comfortable sofa, a dining table with chairs, and a full kitchen with modern appliances. A front-loading washer and dryer are visible, along with a wall-mounted air conditioning unit. Neutral tones are complemented by natural lighting.

Home in La Mesa

Clean 1BR/1BA Guest House Peaceful Private Casita

4.96 out of 5 average rating, 109 reviews

A well-lit bedroom featuring a spacious bed adorned with decorative pillows and a soft bedspread. Two stylish lamps flank the bed, providing additional lighting. Natural light enters through a window, which is dressed with light curtains, emphasizing a serene and relaxing atmosphere.

Home in Spring Valley

Paradise View Staycation Q Bed, Sofa-bed *420 *

4.86 out of 5 average rating, 184 reviews

The open living area features a dark sofa with decorative pillows, a television on a low stand, and a dining table with chairs. Large windows allow natural light to fill the space, complemented by soft curtains. A kitchen area is visible in the background.

Apartment in Tecate

Modern Apartment with a View of Central Park

4.88 out of 5 average rating, 133 reviews

A spacious bedroom features a comfortable bed with a textured blanket and several decorative pillows. Soft lighting is provided by wall sconces, and a circular mirror adds visual interest. A patterned bench sits at the foot of the bed, alongside a stylish closet and a decorative basket.

Guest suite in Rolando

Spacious studio in La Mesa-near SDSU/Central 2 all

4.98 out of 5 average rating, 235 reviews

A spacious living area is equipped with a plush sofa and light-colored chairs, accented by decorative pillows. A wooden coffee table rests on a colorful area rug. Natural light fills the room through two windows, highlighting a work desk and welcoming artwork on the wall.

Guesthouse in El Cajon

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

4.93 out of 5 average rating, 199 reviews

A welcoming entrance features a white front door framed by large windows, offering natural light. Two blue chairs are positioned on a small grassy area, ideal for outdoor relaxation. Surrounding plants enhance the calm and inviting setting.

Cottage in La Mesa

Private cozy cottage

Family-friendly home rentals with a pool

Superhost

A two-story building is set among lush greenery, with well-manicured lawns and trees. Pathways lead to the entrances, while a balcony extends from the upper floor, providing outdoor space. The surrounding nature enhances the tranquil setting against a backdrop of rolling hills.

Hotel room in Ramona

4.81 out of 5 average rating, 148 reviews

One Bedroom Condo in San Diego Country Estates

The sunset illuminates the sky with vibrant hues, casting a warm glow over the swimming pool and surrounding backyard. Outdoor seating is arranged near the pool, complemented by lush greenery and a large rock. The scene evokes a sense of tranquility.

4.88 out of 5 average rating, 187 reviews

Mountain Retreat Ocean View-Great for Staycation

Guesthouse in Rancho Santa Fe

An inviting outdoor space features a swimming pool surrounded by decorative rocks and comfortable seating. A covered dining area is equipped with a large table and multiple chairs, complemented by lush greenery and palm trees in the background, providing a sense of relaxation.

4.94 out of 5 average rating, 177 reviews

Posh Guest House ~ Pool, Spa, Pickleball & Tennis

Guesthouse in Allied Gardens

A cozy bedroom is highlighted by a neatly made bed, featuring a patterned quilt and two pillows. A small tray with snacks sits attractively on the bed. Natural light pours in through a window adorned with light curtains.

4.94 out of 5 average rating, 420 reviews

The BEST NEST Clean, peaceful, private, affordable

4.99 out of 5 average rating, 103 reviews

This open concept studio features a light-filled seating area with a plush sectional sofa adorned with decorative pillows. A well-equipped kitchenette and a dining area with bar stools are present. The spacious bed is positioned in the background, complemented by soft lighting and neutral decor.

Guesthouse in La Mesa

Private Balcony! Sunset & SunriseVIEWS!

5 out of 5 average rating, 412 reviews

The pool area features a clear swimming pool surrounded by lounge chairs, palm trees, and a shaded seating space. The scenic backdrop showcases mountains under a partly cloudy sky, emphasizing the tranquil outdoor atmosphere.

Guesthouse in La Mesa

Private Poolside Cabana

4.88 out of 5 average rating, 208 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.

A swimming pool reflects sunlight under a clear blue sky, surrounded by a patio area. A colorful hammock is suspended near the pool, while potted plants add greenery. The adjoining building features large windows and a seating area.