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Family-friendly vacation rentals in Lakeside

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Lakeside family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
The beautifully illuminated pool area features a saltwater pool and hot tub under a starry sky. Lush tropical plants surround the space, enhancing the ambiance. A bottle of champagne and flutes are ready for celebration, while cozy seating is visible in the background.
Guesthouse in Talmadge
4.98 out of 5 average rating, 209 reviews

Lovely Guesthouse in garden setting

RamonaRating, 5 stars7 months ago
We are so grateful to have been able to stay at Gwynn's place, it is so peaceful and lovely. Like a secret garden getaway. We loved all the small touches, and beauty of the space. Gwynn made us feel very welcome and comfortable! The pool is amazing and the outdoor spaces are delightful. Can't wait to stay here again.
Superhost
Double glass doors provide access to the patio, revealing views of a kidney-shaped pool surrounded by a deck. Lush greenery and hills are visible in the background, creating a serene outdoor setting.
Home in La Mesa
4.76 out of 5 average rating, 122 reviews

Views - Quiet Mt. Helix Home - Pool -Sleeps 11

StephanRating, 5 stars1 month ago
I really enjoyed my time spent there. Not only the scenery was nice, but it was also quiet and peaceful. I also especially appreciated Jeffery’s hospitality and kindness and I would definitely recommend going back!
Guest favorite
The exterior of a charming blue home is showcased, featuring a private swimming pool surrounded by lush greenery. Comfortable outdoor seating is positioned near the entrance, with a barbecue grill visible nearby, inviting relaxation in a serene environment.
Guest suite in La Mesa
4.9 out of 5 average rating, 182 reviews

Charming Suite in Historic Home

EmilyRating, 5 stars3 days ago
I cannot even begin to describe how wonderful our stay was! Greg and Leslie made us feel right at home, and it was such a treat to stay in such a historical home!! the tub was wonderful, the views were beautiful to wake up to, the home was well stocked with treats and coffee, i could go on and on! we were able to walk to restaurants that were just a few blocks away (i am 7 months pregnant and the walk was a breeze). parking is great, the pool was amazing and relaxing. everything was amazing. would highly recommend
Guest favorite
An inviting spa tub is situated under a shaded canopy, surrounded by lush greenery and soft outdoor lighting. The tub's water glows in tranquil blue hues, reflecting the calming atmosphere. Nearby, a stone counter area complements the serene outdoor space.
Apartment in Hillcrest
4.93 out of 5 average rating, 632 reviews

Stunning SD Zen Villa 3Tubs Parking AC Rain Shower

AnthonyRating, 5 stars2 days ago
This Airbnb was just like we pictured. Host was kind and very responsive by giving clear and easy instructions to access the place. Felt right at home and had no problems whatsoever. Airbnb was nearby many places one would come to San Diego for. Would definitely return in the near future!
Guest favorite
A hot tub with illuminated jets is positioned in the foreground, offering a relaxing view of the cottage. The charming white exterior of the cottage can be seen in the background, with warm light spilling from the windows onto the surrounding natural landscape.
Cottage in Julian
4.98 out of 5 average rating, 709 reviews

Cottage on the Rock | Hot Tub · King Bed · Bikes

PaulRating, 5 stars1 week ago
Place and location were awesome. Highly recommended. Well done!
Guest favorite
A panoramic view of the ocean is framed by palm trees, showcasing the tranquil water at sunset. The horizon is painted with soft hues of orange and purple, reflecting on the calm surface. Coastal vegetation is visible in the foreground, adding to the serene atmosphere.
Guest suite in La Jolla
4.84 out of 5 average rating, 350 reviews

Sunset and waves from your private patio

AlexRating, 5 stars3 weeks ago
The VIEWS!!! Absolutely breathtaking. We could’ve spent the entire trip just soaking in that ocean view—it was seriously next-level. From sunrise to sunset, it was pure magic. We absolutely loved Kate’s place and Kate herself! She was the best host we’ve ever had. The property was beautiful, peaceful, and had such a fun, quirky charm that made it feel like a hidden gem. The bed was insanely comfortable, the robes were perfectly cozy, and the coffee? Delicious. The art supplies and hot tub facing the ocean were truly to die for—I didn’t even want to leave to explore San Diego because I was so content right there. We slept with the back door open to hear the waves crash all night long and let the ocean breeze in. The neighborhood felt super safe and had such a great vibe. We already know we’ll be back to see Kate every year. No doubt about it.
Guest favorite
A closet is pictured, featuring a variety of beach toys neatly organized, including pool noodles, buckets, and nets. A large fan is visible at the bottom. Light-colored walls and a door with glass panels enhance the overall brightness of the space.
Condo in Pacific Beach
4.96 out of 5 average rating, 170 reviews

Beautifully remodeled 10th floor oceanfront condo

MaanRating, 5 stars2 weeks ago
Amazing stay and very well decorated unit with beautiful view. The place feels very cozy and homey and it has everything that you need. Will definitely stay there again
Top guest favorite
An outdoor gazebo features a hot tub beside a small table and chairs. Lush greenery and plants surround the space, creating a private atmosphere. The patio is laid with pavers, enhancing the inviting environment for relaxation.
Home in Escondido
4.98 out of 5 average rating, 210 reviews

Gated Estate-Guest House-Private Backyard-Hot Tub!

AndreRating, 5 stars4 weeks ago
Had a great time, beautiful setting and so serene! Love the backyard setup and high ceilings. Great hosts too, 5 stars!

Family- and pet-friendly home rentals

Guest favorite
A peaceful outdoor seating area is presented with a round table and several chairs. Silhouetted palm trees create a backdrop against the gradient sky, transitioning from dark blue to orange. A gentle light source adds warmth to the tranquil setting during twilight.
Guesthouse in La Jolla
4.79 out of 5 average rating, 194 reviews

San Diego Shangri La

EricRating, 5 stars1 month ago
I really enjoyed staying here. It's on a canyon, which provided a great view and a nice breeze and was very quiet. We had our little dog with us and he loved being able to explore the yard. It's a great location in La Jolla / North PB. It's at the top of my list for my next trip to San Diego.
Superhost
A private patio space features a well-maintained artificial lawn surrounded by palm trees. A cozy seating area includes lounge chairs and a picnic table made of wood. A gas grill is covered, and a golden retriever can be seen relaxing on the grass.
Cottage in La Jolla
4.8 out of 5 average rating, 316 reviews

Private Beach Getaway w/ Ocean Views!

TrevorRating, 5 stars3 weeks ago
Our stay in Bird Rock was amazing. This rental was exactly what we were looking for. Super accessible to everything we needed. Short drive to beaches and restaurants (if you want to go further into La Jolla). Plentiful coffee, pastries, açaí bowls all around. It was great spending mornings on the roof top patio drinking our coffee and planning the day. 10/10 would stay again. Thanks Matt!
Guest favorite
A food prep area is displayed with a white microwave and a glass bowl containing various fruits, including bananas, apples, and citrus. Natural light filters through a nearby window, illuminating the warm-toned tile floor and textured walls.
Tiny home in Cardiff
4.91 out of 5 average rating, 365 reviews

Encinitas Cottage/Lanai-Close2Beach

AlbertRating, 5 stars2 weeks ago
Vivian and John‘s cottage was a perfect place for a three day stay. Very peaceful and calm with beautiful surroundings and close to everything I needed to get to. I would love to come back at some point.
Superhost
A bright and modern kitchen area is visible, featuring sleek cabinetry and a countertop with built-in appliances such as a microwave and fridge. A small dining table is set for two, accompanied by clear chairs. The space is complemented by large windows leading to the enclosed patio.
Apartment in Bay Park
4.84 out of 5 average rating, 119 reviews

Charming Private Mission Bay Studio 1

AnakarenRating, 5 stars3 weeks ago
I had a great stay at this apartment in San Diego near the bay. The location was perfect — it was easy to get around both by car and on foot, with lots of places to explore nearby. The apartment itself was clean, comfortable, and exactly as described. The host was friendly, responsive, and made everything super smooth. I would definitely stay here again!
Guest favorite
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
4.95 out of 5 average rating, 492 reviews

Departamento Sol

ArabellaRating, 5 stars2 weeks ago
very nice place, welcoming environment, quiet and very beautifully decorated
Top guest favorite
The exterior of a two-story house is displayed, featuring a concrete patio area and large glass doors that open to the backyard. Lush greenery surrounds the space, providing a natural setting, while a shaded lounge area with chairs is visible under a patio umbrella.
Home in Rancho Penasquitos
4.91 out of 5 average rating, 161 reviews

West of Rancho Peñasquitos,easy access to freeway

JackRating, 5 stars1 week ago
We were very happy with our stay. Everything was nice, clean, and nicely decorated. Parking was easy and the area was nice and safe. Natalya was always responsive and friendly. Check in and check out was very easy.
Guest favorite
A cozy living area features a red sofa adorned with decorative pillows. A rustic coffee table is positioned in front of a white brick fireplace, accompanied by artwork and a decorative mirror on the wall. Large windows offer natural light and views of the surrounding space.
Home in Julian
4.79 out of 5 average rating, 288 reviews

Pine Suite

YadiraRating, 5 stars2 weeks ago
My daughters and I had a lovely time during our stay. We enjoyed the private location and quaint town nearby. We are looking forward to getting away for a vacation and coming back. We would love to explore the trails nearby and more of Julian. Renee was amazing and attentive. We stayed in the cabin below her and her cute dog, Feathers, and the sound was minimal and did not bother us at all. She dropped off extra blankets for my girls and left them at the front porch, without our request. I really appreciated that! Thank you for your great hospitality! I recommend this location as it feels right at home.
Guest favorite
A bright, airy space is illuminated by natural light streaming through large windows. The room features a spacious bed with light linens, a rustic table and chairs positioned by the window, and French doors leading outside. Soft curtains gently frame the windows.
Farm stay in Oceanside
4.94 out of 5 average rating, 488 reviews

Lake View Modern Farm House Retreat

ZenaliRating, 5 stars2 weeks ago
This little farm was so cute. Danielle and her mom were great hosts and the animals were very friendly and fun to be around. If you’re considering this place, definitely do it!

Family-friendly home rentals with a pool

Guest favorite
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
4.88 out of 5 average rating, 453 reviews

Studio Condo at Wave Crest Resort

ChristianRating, 5 stars5 days ago
Great place if you are looking for a beach setting. Clean linens and towels, clean room. Kitchen has nice plates, glasses, utensils, etc.
Superhost
A spacious living area features large windows allowing natural light to illuminate the room. A comfortable couch is positioned next to a dining table, and a wall-mounted TV provides entertainment. Light-colored walls and natural wood flooring contribute to a bright interior ambiance.
Condo in Carlsbad
4.77 out of 5 average rating, 265 reviews

Relaxing La Costa Condo

LizethRating, 5 stars1 month ago
Very pleased with our staying there. Place was really clean and comfortable I like how secure it was I would definitely stay there again 💜
Superhost
A serene bedroom features a queen bed with a light-colored quilt. Two bedside tables with lamps are positioned on either side. The walls are adorned with various framed artworks and a large mirror, reflecting natural light from the windows.
Apartment in Greater North Park
4.78 out of 5 average rating, 452 reviews

On park. 1 bed apt.has air & small kitchen+w&d

LynneRating, 5 stars1 month ago
Anthony’s apartment was just what I needed for my adult son and me. 2 twin beds in the living room worked well as another bedroom without the cost of a 2 bedroom. The kitchen is small but had all we needed to make bfast in the mornings. Helpful to have a parking spot in back and washer dryer in unit. I really enjoyed the location next to an urban park, pretty neighborhood for walks, and short walk to restaurants and coffee shop. Anthony was super helpful when we arrived.
Top guest favorite
A clear pool is surrounded by a concrete deck, featuring a blue inflatable shark floating in the water. Nearby, a metal cart holds beach gear, and two lounge chairs are positioned around the pool area, inviting relaxation under the sun.
Guesthouse in Allied Gardens
4.95 out of 5 average rating, 401 reviews

The BEST NEST Clean, peaceful, private, affordable

AngelicRating, 5 stars2 days ago
Our stay in San Diego was truly unforgettable, and I owe so much of that to our incredible host. From the start, she was kind and flexible—working with us to adjust our booking after unexpected rain changed our plans. When we finally arrived, she went above and beyond for my daughter’s belated birthday celebration. She surprised us with beautiful decorations and even gave my daughter the sweetest birthday gift. It honestly touched my heart to see how thoughtful she was. The space was cozy, clean, and filled with good energy—perfect for making memories during a weekend that meant so much to us. If you’re thinking of booking, don’t hesitate. You’ll be in great hands with a host who truly cares. Thank you again for everything!
Superhost
Home in Scripps Miramar Ranch
4.96 out of 5 average rating, 200 reviews

Kids Paradise San Diego - Funhouse

BeccaRating, 5 stars4 months ago
If you're currently looking for a place to stay in the San Diego area and have kids, stop looking. This is the place to stay! We thoroughly enjoyed our stay at Carrie's property. Kids Paradise was ideal for our young ones, and thanks to Carrie’s thoughtful preparations, we had everything we needed for a comfortable experience. This made it possible for our children to have a wonderful vacation, while also allowing us parents to relax. I highly recommend this accommodation for families with children of all ages. We look forward to the possibility of staying at one of her other properties in the future.
Guest favorite
A serene outdoor pool area features a sparkling blue pool surrounded by natural stone. Comfortable lounge chairs are positioned nearby, with lush greenery and landscaped gardens enhancing the peaceful setting. A safety fence provides a secure boundary around the pool.
Guest suite in Santa Fe
4.94 out of 5 average rating, 158 reviews

Private Apartment - Secluded 2 Acre Estate/Orchard

BingRating, 5 stars2 weeks ago
The apartment is, well appointed, spacious & complete with everything you could want. The gardens are beyond beautiful, with lots of interesting trees and shrubbery and even a walking trail around the whole property. The pool is lovely and child safe. We felt very safe, there was an entry code for the front gate and another for our unit. The whole house is located in a beautiful, upscale area.
Guest favorite
A vibrant heated pool is surrounded by minimalistic landscaping, featuring tall cacti and a clean white fence. Soft lounge chairs are positioned nearby for relaxation. The clear water reflects the blue sky, creating a refreshing setting for leisure and enjoyment.
Home in Mission Hills
4.94 out of 5 average rating, 249 reviews

Lionhead - Private Boutique Home

CesarRating, 5 stars3 weeks ago
Great location and the house had everything we needed. beautiful home, nice decoration and really nice view from the jacuzzi.
Guest favorite
A serene outdoor area is surrounded by lush landscaping, with tall palms and vibrant plants enhancing the scenery. A spacious pool is visible, reflecting sunlight, along with a shaded seating area and a covered lounge near the water's edge.
Guesthouse in Oceanside
4.89 out of 5 average rating, 307 reviews

1,000 SF Pool House on a Spacious Quiet Oasis Lot

AngelicaRating, 5 stars6 days ago
Nicolas was a great host and has a gorgeous property where my family and I felt right at home! Not once did we feel uncomfortable, everything matched the description and then some! The one question I had he responded within minutes and was very clear and consider. Would definitely book again!

Quick stats about vacation rentals that are family-friendly in Lakeside

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ184 before taxes and fees

  • Total number of reviews

    770 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore