Holiday houses in Bostonia

4.96 out of 5 average rating, 82 reviews

A modern two-story guest house is set amidst lush natural surroundings, featuring a sloped roof and charming design. The property is accessed via a dirt pathway, with greenery and mountain views framing the scene, highlighting the tranquil rural setting.

Farm stay in El Cajon

Modern Farmhouse Hideaway near San Diego

Welcome to our guest house. Enjoy the peace and tranquility of this modern farmhouse sitting on the edge of nature. Hiking trails are nearby or just relax and enjoy the beautiful sunset on your private deck. This guest house is perfect for two adults who want to escape from the city. Relax in the newly renovated indoor space by enjoying a quiet dinner for two or a movie on the big screen. This can also be a winter escape for Snowbirds as we offer a long term rental discount (30d) James & Zdenka

ValueFamilyLayout

4.93 out of 5 average rating, 147 reviews

A contemporary casita is set against a vibrant sunset, showcasing large windows that reflect the warm colors of the sky. The entrance features a clear path leading to a well-lit doorway, surrounded by natural landscaping and scenic hillside views.

Home in Lakeside

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.

ValueLocationNearby

4.98 out of 5 average rating, 126 reviews

A bright living area is visible, featuring a mix of modern furnishings including a cozy sofa, a smart TV, and a circular dining table with wooden chairs. Large windows allow natural light to fill the space, highlighting the warm wooden flooring and inviting decor.

Guesthouse in La Mesa

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!

ValueLocationLong stay

An inviting pool area is shown with a clear blue pool surrounded by tan decking. Lounge chairs are placed nearby, and a pergola offers shaded seating. Lush greenery and distant hillside views enhance the outdoor space under a bright blue sky.

4.96 out of 5 average rating, 46 reviews

Sunset house

Casa sunset Modern 2BR/1BA in quiet Fletcher Hills with hillside views, shared pool, and in-unit laundry. Fully remodeled with stylish decor, full kitchen, coffee machine, fast Wi-Fi, A/C, and free parking. Enjoy sunset views, outdoor seating area for morning coffee or glass of wine sunset, cozy bedrooms, and a bright living space perfect for couples, families, or business trips. Just 20 mins to downtown San Diego and beaches. Clean, comfortable, and move-in ready — your perfect SoCal retreat!

FamilyLocationAir conditioning

4.96 out of 5 average rating, 72 reviews

A welcoming kitchen space is highlighted by a decorative sign announcing 'Welcome to the Blue Door.' A blue candle and a small vase with greenery are placed on the countertop, next to a modern gas stove fitted into the light-colored granite surface.

Home in El Cajon

Cozy 4 BDR Family Home!

Relax with the whole family at this peaceful place to stay while you enjoy the amenities and weather of beautiful San Diego! This home has raised two families, and we are excited to now share it with yours. It is located on a nice, quiet street next to a community park and a Catholic Church, both of which can be walked to in less than 5 minutes. In the area for a vacation? The San Diego Zoo, Sea World, Balboa Park, Coronado, La Jolla, Gaslamp Quarter and more are all within 20-45 minutes.

FamilyLocationCheckout

An outdoor balcony features a gas fire pit at its center, surrounded by stylish seating arrangements. A large umbrella provides shade, while vibrant plants add a touch of greenery. The sky is painted with soft hues of pink and purple, creating a serene atmosphere.

4.97 out of 5 average rating, 63 reviews

The Coral House - Gorgeous Apt.+Grill+Fire pit +EV

The Coral House is a gorgeous & spacious 1BR, 1BA apt. w/ 10' ceilings, lots of natural light, a comfy queen bed, a sophisticated kitchen, Smart TV, fiber WiFi, dual-zone AC, W/D, a queen sofa-bed & balcony w/a fire pit. Plus free EV charging. This retreat is only 10 min. from Snapdragon Stadium, 20 min. from Balboa Park, Zoo, SeaWorld, Downtown, Beaches, Airport, Convention Ctr., La Jolla. This apartment is also great for remote work. The Coral House is a perfect for short or long stays!

FamilyLocationCheck-in

4.95 out of 5 average rating, 147 reviews

An open living area features a comfortable sofa and a sleek glass coffee table. Natural light fills the space through large windows, complemented by soft curtains. Nearby, a dining area with seating and a well-equipped kitchen area is visible, enhancing the overall spacious feel.

Cottage in Lakeside

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

FamilyLocationKitchen

4.99 out of 5 average rating, 210 reviews

A six-person hot tub is set against a backdrop of rolling mountains and valleys, providing expansive views of the landscape. The water is inviting, with bubbles rising gently. The area surrounding the hot tub is accented by natural stones and vegetation, enhancing the serene environment.

Home in Julian

Private Getaway - Breathtaking Views

Discover the Julian Ridgetop Retreat, a private haven with breathtaking panoramic views. 🔸Wake to stunning Salton Sea sunrises from your bed 🔸Unwind in the hot tub under starry skies. 🔸Immerse yourself in nature with nearby trails and adventures 🔸Enjoying year-round comfort with central AC/heat. 🔸Explore historic Julian's charms—apple orchards, wineries, and quaint shops—just minutes away. 🔸Book now and receive our exclusive local guide for an unforgettable mountain escape.

LocationFamilyGetting around

A spacious living area is equipped with a plush sofa and light-colored chairs, accented by decorative pillows. A wooden coffee table rests on a colorful area rug. Natural light fills the room through two windows, highlighting a work desk and welcoming artwork on the wall.

4.98 out of 5 average rating, 254 reviews

Fletcher Hills - modern 1 BR.Easy, no step access.

** 36 hours between check-ins. Thorough cleaning and sanitizing.. Four night minimum stay. Dogs ONLY are welcomed on a case by case basis. They must be house trained and are not permitted on any furniture. If you instant book, you must contact me about your pet within 24 hours. Smoking is permitted in the outside areas - patio, gazebo, yard. Easy freeway access helps any commute to downtown and area attractions. Having your own vehicle is the best way to get around..

FamilyValueHospitality

5.0 out of 5 average rating, 33 reviews

Home in Descanso

Infinity Pool & Spa-Private-Endless Views-Luxury

Discover private luxury mountain living with complete privacy on 40 acres in at aLuna 🔸Infinity edge pool & spa with amazing views of San Diego and Viejas Valley 🔸Unmatched sunsets and stargazing 🔸Perfect escape for couples and families looking for revitalization 🔸Spacious viewing decks and patios throughout the property 🔸Just 15-20 minutes from freeway and Viejas Casino amenities 🔸Year-round comfort with whole house AC/heat 🔸Complete remodel completed in 2025

LocationFamilyQuiet

5.0 out of 5 average rating, 12 reviews

The rest stop, petite retreat.

Relax and recharge in this peaceful 1-bedroom, 1-bath retreat in El Cajon. Enjoy access to a shared pool, dedicated yoga and meditation area, high-speed Wi-Fi, and free parking. Perfect for couples, solo travelers, or remote workers seeking a quiet getaway. Optional massage services are available for an additional fee. Conveniently located near San Diego attractions while offering a serene wellness-focused atmosphere.

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