Vacation rentals in Lakeside

Little Cozy Guesthouse in Lakeside

This Airbnb offers a complimentary meal at a local diner nearby and a 15% coupon at the nearest liquor store! Hours of diner: Tuesday- Sunday:6am- 2 pm (Holiday hours may differ) Full disclosure: This Airbnb is located in a rural area, surrounded by dust. Therefore you may run into an occasional critter or two outside the Airbnb! We DO NOT recommend this Airbnb for longer stays. Since this Airbnb is recommended for shorter stays, there is limited space for clothes and no closet is available.

Modern mountain guest house. Incredible views

Neighboring San Diego, quaint country living with incredible views minutes from everything, breathtaking sunsets, 20 mins to beach, close by hiking trails, and only 3 minutes hop on the freeway. Full Kitchen, Laundry, and Living area and with beautiful furnishings, a perfect home away from home. Whether traveling for work or play we have had guests stay for a conference in San Diego or just to visit friends and hit the beach a few days, we look forward to you loving our home as much as we do.

Casa Grotto, Romantic Stone Cottage w/ Ocean Views

Perched 800ft above sea level with panoramic ocean views from La Jolla to Catalina Island, Casa Grotto is a unique stone studio carved into the ocean view hillside of Lake San Marcos . Built in the 80's using stone from the mountain, the space was updated in 2025 with modern touches—featuring a rock shower, full kitchen, AC, and gym. Just 20 minutes from the beach, it’s a dreamy escape for surfers, hikers, and couples looking for a romantic getaway. No pets—our two friendly boxers live on-site

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.

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.

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 😕)

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.

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

Resort Backyard • Pool & Spa • Game Room •Sleeps 8

☀️ Summer Special: FREE Pool Heating Through September 30! 🌴Relax in your private pool & spa at The Birdhouse SD—a family-friendly retreat featuring a resort-style backyard, game room, and direct access to beautiful Lindo Lake Park, just 20-25 minutes from San Diego’s beaches, zoo, and downtown. Perfect for families and small groups, featuring 5 beds, a game room, BBQ, fire pit lounge, fully equipped kitchen, fast Wi-Fi, smart TVs, and plenty of space to unwind.

Luxury Private Suite w/ Kitchen & Patio

Unwind in your private luxury suite designed for comfort, relaxation, and a peaceful stay — the perfect retreat after exploring San Diego. Enjoy a fully equipped kitchen, cozy living space, private patio, and a private washer and dryer for added convenience. You’ll have your own private entrance with no shared living spaces, and sound-insulated walls for a quiet, restful experience. To maintain a peaceful environment, quiet hours begin at 9 PM.

Farmhouse on Sunny Outdoor Dining area 20min to SD

20-25 mins to San Diego's major attractions: Beaches, Downtown, Zoo, Seaworld, Balboa Park! Have fun with the whole family at this uniquely stylish place! Built with love from the ground up, completed in Dec 2024, this home was thoughtfully curated to give you a peaceful getaway so you can make wonderful memories in a beautiful, relaxing space. Don't hesitate to book this BRAND new, one-of-a-kind place!

Lakeside Hilltop Retreat w/Amazing Pool & Spa

Welcome to San Diego Luxury Retreats. Beautiful private living, spectacular sunrises & mood-altering sunsets. This stunning home sits directly on top of a hill offering BREATHTAKING 300° VIEWS from floor to ceiling windows. The luxury kitchen features high end appliances, limestone flooring and leather finished granite counters! Outside you can enjoy the view from the sunken fire pit, pool, or hot tub.