Holiday houses in Lake Jennings

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 kitchen with 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 s 240 sq. ft. private deck with fire pit, adirondack chairs and BBQ. Level 1 EV Charger.

Location · Family · Decor

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.

Location · Family · Layout

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Value · Location · Barbecue

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.

Location · Family · Indoor spaces

Family Fun Oasis Pool Spa and Game Room

Exceptional home w/heated pool and spa in a quiet neighborhood; kitchen has everything you need and more! Perfect for families with kids of various ages or multiple families. What to Expect: - Heated pool w/safety cover - Hot tub - Game Room - Trampoline - Jungle gym - Baby/toddler supplies (pack N play/High Chair) - Spacious master suite. - 20 mins to the beach, the San Diego Zoo, Balboa Park, Sea World, Little Italy and downtown San Diego and all that it has to offer!

Family · Location · Kitchen

4 Bedrooms | Pool | Views | Games | Gym |

🏜️ Western Ranch in the Lakeside Hills A renovated home for 10 where everyone ends up out back 🏊 The Backyard: A private pool with incredible views Lawn games all afternoon, the fire pit once it cools off 🎮 Nobody Gets Bored: Pool table and a stand-up arcade off the kitchen Ping-pong by the pool, cornhole on the lawn, a full gym 🛏️ Everyone Sleeps Well: A king suite, a bunk room the kids will love, two king rooms 🌄 Quiet hills, but San Diego is 25 minutes down the 8

Family · Value · Indoor spaces

Luxury Escape | Heated Pool/Spa • Views + Events

Escape to El Rancho in Alpine – Your Private Mountain Oasis+ Tucked in the scenic foothills near San Diego and Julian, this secluded luxury estate offers panoramic views, total privacy, and serene comfort. Enjoy a year-round heated pool (kept at 85°F), a premium Cantabria hot tub, and sun-filled interiors designed for relaxation. Just minutes from top dining and shopping. Perfect for unforgettable getaways—and approved intimate events. Book your stay today!

Family · Value · Wi-Fi

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. Master bedroom features an amazing Steam Shower!

Value · Family · Comfort

Quiet Country Home

Extremely clean home. Fenced private yard with Webber Genesis BBQ & Tables. Outdoor smoking. 25 minutes to beach or downtown. Rural area with animals “talking”. Horse visits and carrots included. Seasonal Fruits & Vegetables. 1st bedroom: king/full bath. 2nd bedroom: queen/work desk. 3rd bedroom: full & 2 twin trundle. All dishes/appliances. Crib & Highchair available Host lives in a separate complete 1 bedroom studio with a shared laundry room.

Value · Location · Pets

Spacious & Fun | 5br, 4.5ba | Hot Tub | Views

Experience sunny San Diego from this 5 bedroom, 4.5 bathroom foothill home. Wake up to panoramic views of the surrounding hillsides and gather in the spacious living and dining rooms. The home is conveniently located just 15-20 minutes from San Diego's famous beaches and top attractions. After a day of exploration, unwind in the backyard area featuring a hot tub, fire pit, pool table, and life-sized chessboard.

Value · Location · Air conditioning

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!

Location · Value · Long stay

Villa Del Sole

Escape to this European-style retreat in the rolling hills of Lakeside, CA. Perfect for families and groups, this peaceful home offers stunning mountain views and a quiet setting. Enjoy easy access to San Diego’s best—29 min to La Jolla beaches, 25 min to downtown, and 25 min to the world-famous Zoo. Relax, reconnect, and make lasting memories at your mountaintop getaway.

Value · Location · Accuracy