Family-friendly vacation rentals in Lakeside

4.95 out of 5 average rating, 374 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.

4.94 out of 5 average rating, 110 reviews

A contemporary casita is set against a vibrant sunset, showcasing large windows that reflect the warm colors of the sky. The entrance features a clear path leading to a well-lit doorway, surrounded by natural landscaping and scenic hillside views.

Home in Lakeside

San Diego Casita at The 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, 112 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 😕)

4.93 out of 5 average rating, 542 reviews

Two brown horses are seen standing closely together in a natural setting. Their manes are slightly tousled, and the sunlight filters through the surrounding trees, creating dappled shadows on the ground.

Farm stay in Escondido

Family friendly Mini-Ranch in Elfin Forest

Newly updated studio flat nestled in the enchanted Elfin Forest of San Diego County, a short drive from Encinitas and Carlsbad beaches. This cozy flat offers easy access to miles of scenic trails perfect for hiking and mountain biking. Enjoy stunning views from every window in this large studio flat, featuring a kitchen, bathroom with stall shower, Amazon Fire TV, WiFi, and convenient parking. Step outside to see friendly farm animals—horses, goats, and chickens—adding to the rustic charm.

4.96 out of 5 average rating, 380 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.

4.97 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 get cozy with heated blanket, heater and flannel sheets. Please note there is construction across street Mon-Fri only, not on weekends or holidays.

4.98 out of 5 average rating, 133 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

4.99 out of 5 average rating, 110 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.

4.94 out of 5 average rating, 320 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.

4.88 out of 5 average rating, 249 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.

Guest suite in Ocean Beach

A sunset is captured over the ocean, with shades of orange, pink, and yellow in the sky. Silhouettes of palm trees frame the scene, while the distant pier is visible along the coastline. The tranquil atmosphere reflects a peaceful end to the day.

4.95 out of 5 average rating, 758 reviews

Place to Stay with Private Entrance near Beach

The room has a private entrance. It's ideally located in a residential area of Ocean Beach. 5 blocks to the beach, OB pier, and 2 blocks to village life, shops & restaurants. It has a queen bed, a small private bathroom with a shower, a fridge, TV, Wifi, microwave, etc. Guests will love the location and privacy! Beach chairs, towels, umbrellas, etc. are available for your enjoyment. Enjoy the great ocean view from the backyard.

Popular amenities for Lakeside family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 204 reviews

An open-concept living space features a spacious bed draped with a light gray blanket, a comfortable sofa with bright red accents, and a dining area with a table. Light flows through large windows, illuminating the cozy atmosphere.

Home in Felicita

Spacious Gated Home: Spa & Mountain View

4.99 out of 5 average rating, 308 reviews

An aerial view captures the A-frame cabin surrounded by lush greenery. Warm light spills from large windows, illuminating the interior. The expansive deck is equipped with loungers, inviting seating areas, and a built-in BBQ, showcasing a welcoming outdoor space for relaxation.

Cabin in Julian

4.98 out of 5 average rating, 130 reviews

An outdoor hot tub is shown, set on a wooden deck, with views of rolling hills and vineyards in the distance. Trees frame the scene, while the sky displays soft pastel colors as the sun begins to set. A shaded seating area is visible nearby.

Camper/RV in Ramona

CitrusDream - Jacuzzi / Views

4.96 out of 5 average rating, 228 reviews

A spacious deck is visible, furnished with a table and four wicker chairs. A decorative bowl sits at the center of the table. The panoramic view of the surrounding landscape and city skyline stretches into the distance under a clear blue sky.

Guesthouse in La Mesa

Da Hui Hut - La Mesa’s best view and spa

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, 402 reviews

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

4.93 out of 5 average rating, 395 reviews

A spacious studio is shown with warm wood flooring and white walls. A large window offers garden views, while a queen bed and a fold-down sofa bed provide sleeping options. A cozy workspace is positioned nearby, with a desk and chair, enhancing the room's functionality.

Guest suite in Escondido

Cozy Hilltop Garden Studio w/ City Views & Jacuzzi

The outdoor pool area features a clear, inviting pool surrounded by a stone deck. Tall palm trees sway gently in the background, which is complemented by lush greenery. A shade sail is stretched overhead, providing comfort on sunny days.

4.94 out of 5 average rating, 135 reviews

Birdsong Suite | Family-friendly getaway

4.88 out of 5 average rating, 144 reviews

A vibrant camper is positioned on a grassy area with a sunset backdrop. A retractable awning provides shade over a picnic table. Nearby, outdoor seating and a BBQ grill are arranged, creating an inviting space for gatherings surrounded by nature.

Camper/RV in Ramona

Harley Glampling/Hot Tub/Kids Play/Privacy Fence

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 136 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, 551 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

4.86 out of 5 average rating, 190 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

4.91 out of 5 average rating, 467 reviews

A cozy living area features a wood-burning stove as the focal point, surrounded by string lights that add warmth. A round coffee table sits at the center, with a sofa and side chairs arranged for comfort. The walls are adorned with wooden panels, enhancing the rustic charm.

Cabin in Descanso

The High Country Hobo Preserve: Rustic Cabin

4.98 out of 5 average rating, 239 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.

4.95 out of 5 average rating, 509 reviews

A charming house is shown with a terracotta tiled roof and decorative sun emblem above the entrance. Lush palm trees and manicured shrubs frame the property, while a gated entry provides access. The facade is painted in warm colors, contributing to a welcoming appearance.

Apartment in Tecate

Sun Department

5 out of 5 average rating, 113 reviews

A luxury RV is shown nestled among lush greenery, featuring a spacious wooden deck and a retractable awning. Colorful flowering plants are arranged in planters at the base, complementing the natural landscape. The sky above displays soft clouds drifting across a bright blue backdrop.

Camper/RV in Ramona

Luxury RV- Edge of the Cleveland Nat’l Forest

Guest suite in Kensington

The exterior of a historic home features a charming Tudor-style architecture with a steep roof and decorative brick chimney. Lush green grass and colorful flowers surround a small tree in the well-maintained front yard, complementing the overall classical design.

4.98 out of 5 average rating, 274 reviews

Kensington Classic/Historic Tudor - Fully Licensed

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

4.82 out of 5 average rating, 154 reviews

One Bedroom Condo in San Diego Country Estates

4.89 out of 5 average rating, 492 reviews

A circular pool is surrounded by lounge chairs and vibrant green umbrellas, offering shade and comfort. In the background, the Pacific Ocean is visible, with a clear blue sky above and a few birds flying. Lush landscaping enhances the outdoor space.

Condo in Del Mar

Studio Condo at Wave Crest Resort

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, 189 reviews

Mountain Retreat Ocean View-Great for Staycation

4.98 out of 5 average rating, 202 reviews

Guesthouse in Vista

Gorgeous guesthouse with tranquility spa.

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, 426 reviews

The BEST NEST Clean, peaceful, private, affordable

5 out of 5 average rating, 413 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

Superhost

An aerial view of the outdoor space showcases a well-maintained yard, featuring a pool, seating areas, and vibrant foliage. A stone path meanders through the garden, leading to a fire pit and a shared spa, surrounded by flora and inviting umbrellas.

Guest suite in Spring Valley

4.78 out of 5 average rating, 116 reviews

Former ManCave with 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.