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Family-friendly holiday rentals in Lakeside

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Lakeside

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
The studio features exposed wooden beams and a spacious layout. A queen bed is positioned against the wall, while two comfortable chairs are set nearby. A well-equipped kitchen area with appliances and a counter is visible, alongside a door leading to the patio.
Tiny home in La Mesa
4.99 out of 5 average rating, 191 reviews

Townhouse - Private Yard, La Mesa Village

Enjoy a stylish experience at this centrally-located studio. Walking distance to La Mesa Village, where you can enjoy restaurants, coffee shops, boutiques, & more. With all the things you need in a kitchen to whip up any meal, and a patio to enjoy the San Diego sun. Hop on the trolley to get to anywhere. Bringing more friends or family along with you? We also have another listing, Casa de Pueblo at the same property. 20 min drive to the Beach or Downtown 15 min drive to Balboa Park or Old Town

Guest favourite
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
4.95 out of 5 average rating, 390 reviews

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.

Guest favourite
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
4.93 out of 5 average rating, 122 reviews

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 a GE electric cooktop, refrigerator, microwave/air fryer, rice cooker, 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 sofa bed. Relax on the large 240 sq. ft. private deck featuring a fire pit, adirondack chairs and BBQ.

Top guest favourite
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
5 out of 5 average rating, 118 reviews

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 😕)

Top guest favourite
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
4.96 out of 5 average rating, 390 reviews

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.

Top guest favourite
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 home in Lakeside
4.99 out of 5 average rating, 145 reviews

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.

Guest favourite
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
4.96 out of 5 average rating, 135 reviews

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

Top guest favourite
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
4.99 out of 5 average rating, 117 reviews

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.

Top guest favourite
Lavender plants are prominently displayed in the foreground, with tall, slender purple blooms reaching towards a clear blue sky. In the background, a lush green lawn and trees are visible, enhancing the garden's serene setting.
Farm stay in El Cajon
4.97 out of 5 average rating, 106 reviews

Sycamore Creek cottage with Mountain View’s

Welcome to Sycamore Creek Cottage. A unique retreat in the foothills of San Diego county. A Delightfully decorated, fully furnished 2 room studio cottage . Sleeps 1 or 2 in a comfortable Queen bed. 1 full bathrooms, Fully fenced private patio, BBQ , firepit area with beautiful garden and mountain views. Pet friendly. close to Alpine & Sycuan Resort & golf. Ideal for business travelers, work remotely, visiting family or friends . I look forward to hosting you.

Top guest favourite
A private balcony is visible, showcasing a comfortable chair and a railing with sweeping views of rolling hills and distant mountains. The bright sunlight reflects off the glass, adding a warm touch to the serene landscape.
Guest suite in San Diego
4.98 out of 5 average rating, 438 reviews

Private Guesthouse with Sweeping Views!

Enjoy sweeping panoramic views from your own private 600 square feet guest suite in the San Diego countryside! This is a secondary suite separate from our main home. This is the ideal place to escape... If you're looking for quiet, serenity, and peace you've found it here! If you're looking to party or hold an event, this is NOT the place. Please read through the rules before booking. Thank you!

Top guest favourite
A bright living area is characterized by large windows that invite natural light and provide views of greenery outside. A wall-mounted TV is positioned opposite a comfortable sofa, while a colorful dining chair adds a playful touch to the space.
Guest house in Del Cerro
4.99 out of 5 average rating, 178 reviews

The Happy Family * 2 playhouses near SDSU!

- Fun design for 1-2 adults plus 1-3 (younger) kids - 2 playhouses, patio - 15 min. to airport - 14 min. to Sea World - 13 min. to the Zoo - 12 min. to the beach - Free parking - Safe, upscale neighborhood - Allergy-friendly: no pets, no smoking - Indoor washer/dryer - Short walk to natural grocery store, wine bar, pilates, restaurants, nail salon.

Top guest favourite
A clear pool is framed by a spacious patio, featuring lounge chairs and a shaded gazebo. Lush greenery surrounds the area, complemented by nearby covered seating. The inviting blue water reflects the sky and provides a relaxing outdoor space.
Guest suite in Lakeside
4.94 out of 5 average rating, 124 reviews

Noonan's Nest

Take it easy at this unique and tranquil getaway. 1 bedroom, full bathroom and kitchen. Private entrance, newly remodeled, nicely furnished. No contact entrance. Host available 24-7. Host does have a friendly Golden Retriever. Close to hiking, horseback riding, fishing, trails and 25 minutes from beaches. No parties, no pets

Popular amenities for Lakeside family-friendly rentals

When is the best time to visit Lakeside?

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Avg. price£209£227£233£230£241£281£260£294£248£233£273£242
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Quick stats about holiday rentals that are family-friendly in Lakeside

  • Total holiday rentals

    Explore 30 holiday rentals in Lakeside

  • Nightly prices starting at

    Lakeside holiday rentals start at £112 per night before taxes and fees

  • Verified guest reviews

    Over 1,220 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Lakeside holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Lakeside rentals

  • 4.9 Average rating

    Lakeside stays are highly rated by guests – averaging 4.9 out of 5!