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Holiday houses in Bostonia

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Bostonia

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
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
4.98 out of 5 average rating, 125 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!

Guest favourite
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.
Guesthouse in El Cajon
4.96 out of 5 average rating, 45 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!

Guest favourite
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
4.94 out of 5 average rating, 146 reviews

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.

Top Guest favourite
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
4.96 out of 5 average rating, 71 reviews

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.

Top Guest favourite
A spacious bedroom features a king bed dressed with a patterned duvet. A stone fireplace adds warmth, while a dresser and TV are positioned nearby. Natural light filters through large windows, highlighting the vaulted wooden ceiling and creating an inviting atmosphere.
Guest suite in Santee
4.95 out of 5 average rating, 419 reviews

Spacious 1 Bdrm Unit: king bed, fireplace, parking

Come relax in this bright & spacious 1 bedroom/1 bath detached unit with private entrance. This unit has a king bed, fireplace, full bathroom, table & chairs, mini fridge/freezer, microwave, closet ,dresser, Tv & beautiful mountain views. La Jolla Beaches, downtown San Diego, the Zoo, & Sea World are 25 minutes away. Santee Lakes is 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.

Guest favourite
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.
Guesthouse in El Cajon
4.97 out of 5 average rating, 62 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!

Guest favourite
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
4.95 out of 5 average rating, 146 reviews

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

Top Guest favourite
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
4.99 out of 5 average rating, 210 reviews

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.

Top Guest favourite
A newly remodeled studio is showcased, featuring a private entrance and a black door, framed by potted plants. A spacious deck area extends below, with stairs leading down. An umbrella provides shade for outdoor seating, while lush greenery is visible in the background.
Guesthouse in La Mesa
5 out of 5 average rating, 106 reviews

Beautiful Bright Mt. Helix Studio

This beautiful newly remodeled studio is in the heart of Mt Helix, a unique community in San Diego close to freeways, shopping, dining and more. Mt. Helix is called the lungs of San Diego because of it's lush surroundings and unique lots. We are surrounded by citrus orchards and are on a mountain giving you beautifully fantastic views. We are located in a private and quiet community just minutes from everything SD is so famous for.

Top Guest favourite
Guesthouse in El Cajon
5 out of 5 average rating, 10 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.

Top Guest favourite
The studio features a spacious bed adorned with a plush white quilt. A decorative basket with a bottle and glass rests on the bed. A cozy love seat is positioned nearby, complemented by soft grey curtains that frame the window, allowing natural light to illuminate the room.
Home in El Cajon
4.97 out of 5 average rating, 156 reviews

Suite Charles Way: A Cozy Fletcher Hills Studio

This newly remodeled spacious studio retreat features a private courtyard with barbecue, kitchenette, a brand-new California King bed, and a reclining love seat with charging ports. Enjoy a relaxed cabana vibe, a charming neighborhood and treetop views with easy access to all your favorite San Diego destinations. Within minutes from Grossmont Sharp Hospital, Grossmont Center, the trolley and Grossmont College.

Superhost
Home in El Cajon
4.81 out of 5 average rating, 36 reviews

The Manor Cottage

"Stylish modern studio with a comfy queen bed, lounge, with bed sofa leathers .smart TVs and full kitchen, plus a private outdoor oasis with a glowing walkway, gazebo, heater, turf, and hot tub, massage chair ,Sauna and popcorn machine —perfect for relaxing getaways, romantic escapes, or hosting small parties and celebrations with friends (EXTRA CHARGE FOR PARTY AND EVENTS)"

Popular amenities for Bostonia holiday rentals