House vacation rentals in Lakeside

Find and book unique houses on Airbnb

Top-rated house rentals in Lakeside

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Julian

4.99 out of 5 average rating, 106 reviews

Maison Zen

Nestled high on the hill, this private, cozy mountain sanctuary offers breathtaking views of Lake Cuyamaca and majestic Stonewall Peak. Enter the door of our serene and peaceful zen home and feel your entire body relax in the calming space. The floor-to-ceiling sliding glass doors open to a deck where you can enjoy a morning coffee, an evening glass of wine or a restorative yoga session. Maison Zen is ideal for a couple's getaway or an individual's "escape." Not suitable for children or infants.

Guest favorite

Home in La Mesa

4.99 out of 5 average rating, 147 reviews

Mid-Century Style Family House with Spa

Beautiful Mt. Helix mid-century modern family home with incredible views, designed by architect of original Las Vegas, Desert Inn 3/4 acre.Less than 20 minute drive to beaches/Zoo/Sea World/Downtown, 40 minutes to Legoland. With a swimming pool/hot tub, huge lawn surrounded by California Oak/orange/lemonpomegranate trees and herb garden, this home is the epitome of 1950’s luxury. A perfect family oasis, you won’t even want to leave the property. No loud parties please, this is a quite community.

Guest favorite

Home in Alpine

4.94 out of 5 average rating, 156 reviews

Modern 2BR Farmhouse Retreat Family Friendly Stay

Welcome to the serene Mariposa Farmhouse, thoughtfully remodeled for your comfort. The moment you step inside, our aim is to make you feel at ease and right at home. Pets and families are always welcome! Start your mornings with a cup of coffee from our complimentary coffee bar, taking in the stunning mountain and desert views of the Cleveland National Forest from the master balcony. As night falls, unwind by the fire beneath a blanket of stars. We’re just 30 minutes to downtown and beaches.

Guest favorite

Home in La Mesa

4.86 out of 5 average rating, 206 reviews

Newer "Manor Studio"

Centrally located in San Diego County this brand new studio style unit has a private entrance, private patio area and street parking. Furnished with a queen size bed, love seat, full bathroom and kitchen area. One large drawer to accommodate personal items, and a wall rack to hang clothing. There is a smart TV with WiFi streaming capabilities and lots of USB plugs to charge your devices. On street parking in front of unit (no parking in driveway). No Pets allowed. No Hair Dying allowed.

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

Home in Lakeside

4.95 out of 5 average rating, 111 reviews

Vibey😎Pool House🏡 ModernFarmhouse 1700sqft + View🌄

Come and relax as this home gives you the open concept, views, and coziness we all desire when you're on vacation. It is the perfect location, right off of San Diego's main freeway with options to drive to the beach, mountains, or desert. The backyard is an oasis that you can enjoy during the day and at night with our splash pool that easily heats into an extra large jetted hot tub with waterfall. Enjoy the view from inside with floor to ceiling windows or outside with plenty of seating.

Guest favorite

Home in La Mesa

4.93 out of 5 average rating, 203 reviews

Cottage in the Garden! New! Modern!

COTTAGE IN THE GARDEN - New! Modern! Find beauty and serenity in this special guest house in one of San Diego's most desirable areas! Flowering bushes, plants, olive tree and fruit trees seen from all windows. All amenities: WiFi, Cable, serving dishes and tableware, full coffee bar, Ninja Blender, Flat screen TVs, 100% Egyptian Cotton Sheets or Boll and Branch Sheets (used by 3 Presidents), Japanese Toilette and more. 15 minutes to Downtown San Diego and 20 minutes to the beach!

Guest favorite

Home in La Mesa

4.99 out of 5 average rating, 188 reviews

SDCannaBnB #2 *420 *parking *dog-friendly *hot tub

Welcome to SDCannaBnB - San Diego's premier cannabis-friendly rental! Our studio is newly remodeled with luxury ammenities. We proudly cater to the cannabis community and non-users alike. Our studio has HEPA air purifiers, is fully ventilated and receives deep cleanings between each guest. This ensures that every guest checks into a clean, fresh-smelling place that feels like home. Our studio is located in our quiet, fully fenced in backyard, close to San Diego's attractions

Guest favorite

Home in Alpine

4.99 out of 5 average rating, 174 reviews

Fully Fenced Alpine Property with Guest House

Our guest house is located in the back of our personal property & kept private by fencing. Our property is fully fenced & guests have access in & out by using a keypad. We have laundry facilities, a queen size bed in the master bedroom, a sofa sleeper in the living room/kitchen area and a private patio with bbq. We occupy the main home on the property. We have 2 dogs on the property so other animals are not recommended at this location. Children trampoline not included with Airbnb.

Guest favorite

Home in Lakeside

4.93 out of 5 average rating, 133 reviews

The Hills Oasis Pool, Jacuzzi & Pickleball

SEND US A MESSAGE FOR SPECIAL OFFER! Imagine booking the most memorable experience with your party! Kick back and relax in a safe stylish, family and friend oriented experience! Check in contactless and enjoy! Cozy, modern and includes an outdoor fire pit, spa, and pickle ball! With the whole house comes parking up to 6 cars, 2 bathrooms (1 is ADA compliant), and an alluring kitchen. The entire house is 30 minutes from the beach, 45 to the snow, and 30 minutes from downtown San Diego.

Guest favorite

Home in Alpine

5 out of 5 average rating, 110 reviews

New Country House - Self Check In & Dog Friendly

Come and enjoy tranquility with all the comforts of home in our new country style house. Relax with all the luxuries of home. Private, quiet and yet only 5 minutes from the freeway. Enjoy hiking, biking, shopping, great restaurants even gambling within minutes away. Also enjoy being 30 minutes from Sea World, The San Diego Zoo and beaches. We are also close to Julian and Cuyamaca Lake. Great for small families or a small group of friends to just get away from it all and relax.

Guest favorite

Home in El Cajon

4.97 out of 5 average rating, 117 reviews

Suite Charles Way: A Cozy Fletcher Hills Studio

This newly remodeled spacious studio retreat features a private courtyard with barbecue, kitchenette, a brand-new California King bed, and a reclining love seat with charging ports. Enjoy a relaxed cabana vibe, a charming neighborhood and treetop views with easy access to all your favorite San Diego destinations. Within minutes from Grossmont Sharp Hospital, Grossmont Center, the trolley and Grossmont College.