Holiday rentals in Rancho San Diego

4.95 out of 5 average rating, 124 reviews

Guest suite in La Mesa

Relaxing guest studio in La Mesa

Relax with the whole family at this peaceful place to stay. Forget your worries in this spacious and serene space. This is a fully furnished suite with: -2 Off-street parking spots -1 King-size bed -1 Pull-out Queen-size sofa bed -Smart-TV (Use your app log-ins for services) -295 Mbps Wifi -Fully equipped kitchen -Dining area with hidden leaf table to eat or work comfortably. !!! Very Important !!! -NO SMOKING -NO PETS -NO EXTRA GUESTS **There will be some construction noise during the day.**

4.96 out of 5 average rating, 28 reviews

Guest suite in El Cajon

Little Italian Getaway- LongerTerm Discounts!

City close but country quiet, safe studio apartment located in a large house with a separate entrance. In addition to all the amenities already listed, completely stocked with linens, bedding, pillows, towels, dishes, glasses, utensils, kitchen tools, pots, pans, individual coffee maker (takes both pods & ground coffee), storage bins, blender, toaster, Crock-pot, hot water kettle, microwave, ceiling fan, alarm & wall clock, white noise machine, sewing kit, ironing board, iron & clothes hangers.

4.97 out of 5 average rating, 66 reviews

East Watch- a private getaway

East Watch is a 740 sq ft, 1 bedroom private retreat that provides the comforts and amenities of home with the style of a high-end hotel. All 5 to 15 min from shopping, downtown, and the beach. It's a short walk from Mt. Helix Park which offers a 360* view, weekday yoga, and stunning sunrises and sunsets. We have EV high speed car charging, a full kitchen with all appliances, workspace with dedicated fast WIFI, a spa shower, and super comfortable beds and pillows. Stay and let us charm you!

4.92 out of 5 average rating, 49 reviews

Flat in El Cajon

Quaint Apt with International decor

Minutes from all San Diego has to offer, this lovely 600 sq. ft. apt is newly redecorated, secluded, bright, with a skylight, 2 sliding glass doors, large private patio & designed with mementos and photos from your hosts travels around the world! Fully equipped kitchen & full bath. Shopping, dining, & attractions located within a 5 to 30 minute drive. Your hosts, Janet and Bill, are on site for support and to make your stay a great experience, but won’t initiate interaction. Welcome!

4.97 out of 5 average rating, 168 reviews

Guest house in El Cajon

Mt Helix Studio Loft with Mountain Views

Mountain Views: Freshly renovated, quiet and spacious studio loft in private neighborhood. Close to coffee shops, grocery stores, and quick access to major highways. 500 sqft open concept. Laundry, Fast Internet, Cable TV and streaming services. Additionally, if you like oranges and avocados we grow them on the property (Seasonal of course). We also have a chicken coop and fresh eggs on request. Security Deposit Hold and Signed Short-term Rental Agreement Required as we live on the property.

4.91 out of 5 average rating, 88 reviews

Guest house in El Cajon

Hilltop Casita Mount Helix

View the sunrise and sunset from this panoramic hilltop casita. Enjoy a charming getaway with sweeping views of the mountains and valleys. Enjoy refreshments on private patio while taking in the sights of palm trees and endless hills. Located 15 miles from the beach and 20 minutes from many major San Diego attractions. Please note: we currently have an outdoor renovation project in process behind the casita. There may be days during your stay in which outdoor work is being performed.

5 out of 5 average rating, 44 reviews

Stylish San Diego Guesthouse - Walk to the Lake!

Our vibrant guest house in La Mesa is located minutes from SDSU, Lake Murray, La Mesa Village, and central San Diego! This colorful retreat combines modern comforts with serene, expertly curated charm. Enjoy tall ceilings throughout, a bright living area with a queen-sized pullout couch, a useful kitchen with basic amenities, a serene private patio, and a tranquil primary suite with a plush king bed & blackout curtains. Enjoy amenities like fast WiFi, air conditioning, & washer/dryer!

Guest suite in Spring Valley

4.91 out of 5 average rating, 157 reviews

🤲🏼 Handmade hideaway Mt. Helix - AC/Laundry/Parking

Tucked away in the foothills of beautiful Mt. Helix, the Hand-made Hideaway has everything you need. - Pet friendly - 450 sf ground level apartment. - Private entrance with outdoor seating - Designated parking - Fully stocked kitchen and dining area - Safe, quite neighborhood - 20 minute drive to beaches, downtown, hiking areas - Ride-shares and delivery services readily available “The Hide-away is gorgeous! The pictures don’t do it justice - a lot of crafty considerations”

4.96 out of 5 average rating, 183 reviews

Mountain top view getaway loft

This loft is completely sound proof! VIEWS, VIEWS, VIEWS!! Do not miss this stunning contemporary loft, located in the highly desired Mt. Helix community. The guest house faces west, giving you phenomenal 270-degree views of the ocean, Downtown, Point Loma, Coronado islands, Coronado bridge, and more! Designed and built by an acclaimed San Diego home designer, this property was featured in Dream Homes Magazine and is well known for its incredible design and construction.

4.91 out of 5 average rating, 183 reviews

La Cabana

Perfect getaway for the wandering individual, couple, or young family. This rustic casita is surrounded by beautiful mountain and ocean views! Enjoy swimming in the pool, stargazing, lounging, or casual day trips around San Diego (All the amenities are shared with the main house) . The casita has one queen bed and a sofa bed, small kitchenette. Plenty of parking in driveway. Please read entire listing for details.

4.86 out of 5 average rating, 106 reviews

Bungalow in El Cajon

Stylish Relaxation-Panoramic Views-Private OASIS!

~BRAND NEW DRIVEWAY~Perched high on granite hills, our comfy, stylish bungalow is perfect for a quiet getaway in San Diego. Brew your morning coffee and stroll to the pool to let the expansive views of the city fuel your daily adventures. Host a barbeque in the spacious, private backyard after your day at the beach. Cozy up in the recliner loveseat and enjoy the big screen 4k smart TV (with cable). 420 Friendly!