Family-friendly vacation 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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Guest favorite

Guest suite in Spring Valley

4.97 out of 5 average rating, 112 reviews

Modern Mountain Top Studio Along Nature Reserve

Come enjoy and relax with mountain top views out every window. Your private lodging with modern amenities throughout has keyless entry & cozy electric fireplace. There's no fence between you and the nature reserve just outside your back door. Near by hiking trails will take you through San Diego's native habitat to 360 views of ocean, downtown, Coronado Island and surrounding mountains. Short drive just outside city for a charming & unique stay that is exceptional quality. Come enjoy your stay!

Guest favorite

Guesthouse in La Mesa

4.93 out of 5 average rating, 229 reviews

Fig Tree Bungalow

Enjoy your stay in San Diego in this newly renovated guesthouse. Centrally located about a mile from Hwy 8, Hwy 125, and the Grossmont Trolley Station & Transit Center. Only a 15-20 minute drive to downtown, the airport, the beaches, and most of San Diego's other popular tourist attractions. This cozy, two-story, detached unit is located behind my home, and has its own private entrance and partitioned yard for your enjoyment. There's plenty of street parking directly in front of the house.

Guest favorite

Guest suite in San Diego

4.98 out of 5 average rating, 450 reviews

Super clean & private studio retreat.

We call our place Casita Pacifica (Peaceful Little House) as this suite is a mellow and relaxing retreat, yet in a San Diego suburb only 10-20 minutes from everything. Sadly, we no longer host peacocks, but our space is decorated in memory of their majestic energy. Our standards are high when we travel, so we created a suite that we'd love to stay in ourselves: stocked with goodies, things to do, recommendations, privacy, comfort & above all - cleanliness. WE FOLLOW CDC CLEANING GUIDELINES.

Guest favorite

Home in Ramona

4.98 out of 5 average rating, 788 reviews

The Glass House - A Nature Retreat

Enjoy a unique retreat; 180 degrees of views from inside the home. Nestled at the end of a private road, our place is nearby great hiking and countryside wineries. The Glass House provides a magical space and nature retreat where individuals, couples, families and friends can gather together to re-connect with nature, each other, and themselves. The breathtaking mountain top views, the huge deck, hot tub, fireplace, and the open concept living space is unbeatable for the perfect getaway.

Guest favorite

Farm stay in Elfin Forest

4.89 out of 5 average rating, 298 reviews

Cozy Retreat on Cherimoya Grove

Relax and unwind on a small family farm and cherimoya grove of over 100 cherimoya fruit trees. Interact with, feed, and hold the resident chickens, and bring treats for the two pigs! The room’s balcony overlooks the cherimoya grove and paddock. Located just outside of San Elijo Hills, the property is a close drive to Encinitas downtown and beaches, LEGOLAND, and San Diego Zoo’s Safari Park. While the farm feels far away, about a mile away are a grocery store, coffee shop, and wine bar.

Guest favorite

Yurt in El Cajon

4.97 out of 5 average rating, 315 reviews

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.

Guest favorite

Rental unit in Serra Mesa

4.98 out of 5 average rating, 427 reviews

Lovely spacious upstairs studio with private entry

You’ll love our place as its spacious, quiet, private, comfortable in a residential neighborhood. The king-size bed is extremely comfortable and we have big relaxing patio chairs on our large balcony overlooking a beautiful landscaped garden. We are centrally located to most all of San Diego's attractions and close to freeways. The famous Gaslamp, Zoo, downtown and beaches are all within 13 to 20 minute drive. The kitchen is stocked with goodies, coffee and an assortment of teas.

Guest favorite

Guesthouse in El Cajon

4.98 out of 5 average rating, 206 reviews

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

** 48 hours between check-ins. Thorough cleaning and sanitizing.. Four night minimum stay. Dogs ONLY are welcomed on a case by case basis. They must be house trained and are not permitted on any furniture. If you instant book, you must contact me about your pet within 24 hours. Smoking is permitted in the outside areas - patio, gazebo, yard. Easy freeway access helps any commute to downtown and area attractions. Having your own vehicle is the best way to get around..

Guest favorite

Guesthouse in Jamul

4.95 out of 5 average rating, 187 reviews

Retreat house. Nature, Hot Tub, Views!

Expansive spaces, ocean views, birds singing, and larger than life granite boulders all come together to offer something that feels like magic. More like a national park than a home, we've found that guests enjoy the pace and peaceful surroundings and spend most of their visit without leaving. That being said, if you're feeling more exploratory, there are many options within a short drive including hiking, wine tasting, horseback riding, fishing, and even sky-diving.

Guest favorite

Guesthouse in Dulzura

4.97 out of 5 average rating, 607 reviews

Vineyard & Winery Guest House

A hidden gem! Get away and stay at the historic pioneer era Clark Ranch established in 1885. Our guest house sits above our winery tasting room and has its own private entrance and driveway. It's clean, cozy, and self-contained . Make it a weekend 'getaway' stay and sample our fine wines , and Estate Olive Oil. There is a tower in the vineyard where you can enjoy a glass of wine and watch the sun set. Balcony overlooks Dulzura Creek.

Guest favorite

Cottage in La Mesa

4.96 out of 5 average rating, 299 reviews

La Mesa House On a Hill With Mountain Views!

SUNRISE PERCH - A standalone guest house, perfect spot for your San Diego stay! Enjoy inspiring sunrise views from the deck or relax indoors with super fast WiFi and a 43" TV. Enjoy a full kitchen! The king bed is super comfy and the bathroom is stocked. The space is only for those looking for quiet. No partying/loud socializing. Families welcome! Located 20 min from downtown San Diego and 25 min from the nearest beach (Ocean Beach).

Guest favorite

Guest suite in Allied Gardens

4.97 out of 5 average rating, 323 reviews

Comfy, cozy updated Guest Home (patio, views, a/c)

Retreat to our peaceful guest home, only a short 20-minute drive from lively beaches. Relax in comfortable spaces filled with sunlight, perfect for enjoying your morning coffee or evening wine as you watch the sunset. After exploring the nearby shores and indulging in endless adventures, come back to unwind on the secluded patio or gaze at the stars while sipping cocktails.