Holiday houses in Rancho San Diego

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 · Value · Decor

Weekend at Berny's

This 4 bdr, 5 bed home captures the essence of a SoCal lifestyle, blending modern amenities w/ family-friendly charm. The home is tastefully decorated to promote relaxation & togetherness. The loft area, transformed into a state-of-the-art gym, invites you to keep up w/ your fitness routine while enjoying views of the garden. Enjoy the gleaming pool perfect for morning laps or lazy afternoon floats. The well-appointed BBQ area & cozy fire pit set the stage for memorable evenings under the stars

Family · Value · Check-in

*San Diego Oasis* Sunrise Views Pool Spa Sleeps 13

Enjoy your next San Diego getaway at our spacious estate in prestigious Fuerte Hills, Uninc. El Cajon. The property accommodates 13 people, both children and adults are welcome. The private backyard entertainment spaces are surrounded by mountain views. Amenities abound with a high-end chef's kitchen. Gas BBQ +Traeger smoker. Spacious indoor and outdoor living areas, game room, smart TV’s, & fast Wi-Fi. Relax in the heated spa or splash in the sparkling pool & enjoy the family by the fire pit.

Family · Location · TV

Cozy 4bd Family Home near all SD Attractions!

This sunny, 4bd home located on a private cul de sac in Mount Helix. Perfect for both family vacations & business trips. Conveniently situated near freeways & grocery stores. It’s comfortably furnished with a fully equipped kitchen. We have new beach chairs towels & toys! Pac-n-play available, fast Wi-Fi and smart TVs. The home features a quiet, private fenced backyard, BBQ, & covered patio. There’s plenty of room for kids to play! Please note that parties and events are not allowed.

Location · Family · Getting around

San Diego Oasis- A Retro Retreat w/ King Size Bed!

Welcome to San Diego Oasis, a retro retreat--a mid-century modern oasis in sunny San Diego! This stylish home combines classic charm with all the modern upgrades you desire. Unwind by the sparkling pool, enjoy a friendly game of air hockey or corn hole, board games or enjoy s'mores around the gas fire pit . The retro retreat is the perfect blend of comfort, convenience, and timeless design. SD's most popular attractions are all within a 20-30 minute drive. Only 20 minutes to the beach!

Location · Family · Hospitality

@ Paradise villa, Top view, 4600sqrt on 10 acres

TOT #COSD-00749 Experience stunning 360-degree views from every corner of this spacious villa, which spans 4,600 square feet on 10-acre lot. This is the perfect place for family gatherings and celebrations. The house features five oversized bedrooms and four bathrooms. There is parking +25 cars. Max 50 guests. Enjoy a massive pool, deck, golf, chess, pool table, foosball, ping pong, Nintendo game, and screen projector. This truly one-of-a-kind property is not to be missed!

Location · Value · TV

Enchanted Paradise! Pool+Spa+Outdoor Kitchen

Brand New Property! Massive garden of Eden style resort home with sprawling outdoor entertainment area and spacious open concept inside, perfect for large families with kids and responsible adults. Updated top to bottom with all new outdoor and indoor furniture, modern upgrades in all bedrooms and common areas. Centrally located and 20 minutes from the beach and all of SD's top attractions! 8 person hot tub, sparkling saltwater pool and new outdoor kitchen. Don't miss out!

Location · Family · Amenities

Jamul Luxurious Estate-Playground-Private-Spacious

Bring the whole family to this serene estate with endless room for fun. 🔸Full playground 🔸Pool table and indoor/outdoor speaker system 🔸Outdoor dining and endless views 🔸Incredible design and custom designed architecture 🔸2.5 gated and private acres 🔸Chef kitchen with fully loaded amenities and coffee bar 🔸30 minutes from San Diego's beaches, zoo, and downtown attractions 🔸Perfect for families, couples, golfers, and more seeking an elevated San Diego experience.

Family · Location · Outdoor spaces

Upscale Resort House /Views, Saltwater Pool/Spa !

This home offers Saltwater pool and Spa. Saltwater pools and Spa produce softer-feeling water. breathtaking views from its location high in the hills overlooking Rancho San Diego. In the backyard you can enjoy the sunrise from the private pool or deck or practice your putting on our putting green. The House is a mid-century modern home perched above the City. It's great for groups seeking easy access to San Diego's highlights (15 to 20 minutes to Beaches and Downtown)

Family · Location · Laundry

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 · Shared spaces

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 · Family · Bathroom

Private Vineyard Estate w/ Guest House & Hot Tub

Enjoy a quiet oasis where family and friends can relax and play within the privacy of a gated 2-acre vineyard with endless on-site activities. The home layout is ideal for families or friends, with 4 bedrooms in the main house and the convenience and privacy of a separate Guest House (included in rental) with a full kitchen, living room, bathroom and bedroom. **Please no extra guests, events or gatherings**

Value · Location · Decor