Vacation rentals in Bostonia

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Top-rated vacation rentals in Bostonia

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

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Top guest favorite
A welcoming entrance features a textured walkway leading to a front door, framed by a wooden railing. Colorful flowers bloom along the sloped landscape, enhancing the natural appeal of the surroundings. Clear skies and distant homes provide a serene backdrop.
Guesthouse in El Cajon
4.99 out of 5 average rating, 229 reviews

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.

Guest favorite
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, 49 reviews

Casa sunset

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!

Top guest favorite
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, 73 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 favorite
The poolside area features a well-maintained saltwater pool reflecting the colors of the sunset. Comfortable seating arrangements, including lounge chairs and a cozy fire pit, are visible. Large umbrellas provide shade, and lush greenery adds to the serene ambiance.
Guesthouse in La Mesa
4.97 out of 5 average rating, 176 reviews

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.

Top guest favorite
An outdoor patio area features cushioned, wooden seating arranged around a gas fire pit. In the background, mountains and rolling hills are visible, complemented by a clear sky. A grill is seen in the corner, enhancing the outdoor living experience.
Guest suite in Lakeside
4.98 out of 5 average rating, 127 reviews

Hillside Retreat with Views

Escape to the mountains of San Diego and into a peaceful, well-furnished, private living space with plenty of room to spread out and enjoy the California lifestyle. Take in the panoramic views of El Capitan and the Cuyamaca mountain range as you enjoy your favorite beverage around the firepit. California awaits as you can wander east to the mountains and desert, or west to the beaches and shopping centers. Legoland, Seaworld, and the Sesame Place waterpark are all within a short drive.

Top guest favorite
Home in El Cajon
4.94 out of 5 average rating, 88 reviews

@Stunning European Villa with amazing view, slide

Experience the Modern European-style ESTON Villa. You won't find a more beautiful house anywhere. Enjoy stunning 360-degree sunset views from this hilltop location, perfect for family gatherings, and celebrations. The villa features two event spaces, gorgeous pool/large jacuzzi with 20-ft slide, Indoor sauna, golf, a movie theater, karaoke, gym, pool table, foosball, ping pong, Nintendo game and a projector. This truly one-of-a-kind property is not to be missed! (TOT #COSD-00778)

Top guest favorite
An outdoor seating area is equipped with a sectional couch surrounding a stone fire pit, with flames flickering invitingly. A large dining table offers ample seating. The heated pool glistens in the background, surrounded by lounge chairs and shaded umbrellas.
Home in El Cajon
4.96 out of 5 average rating, 121 reviews

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!

Top guest favorite
A spacious living area features comfortable reclining chairs and a neutral-colored rug. A wooden bookshelf filled with books and decorative items is visible to the right. A kitchen island with modern appliances is located in the background, illuminated by natural light from multiple windows.
Guest suite in Santee
4.95 out of 5 average rating, 102 reviews

Hidden Gem 2 bedroom sleeps 8 family friendly

Enjoy our centrally-located place. 1700 sq ft 2 story, 2 bed 2.5-ba, gated, Secluded, Less than a mile walk/drive to the trolley station 25 min to Beaches. Living/dining area with 48”TV, Fully equipped kitchen, laundry/bathroom, luxurious master bedroom suite, has private entrance, large on-suite bath with extra-large soaking tub. Upstairs spacious room; has a full bath - dual purpose- Entertainment sleeping area includes 75" TV, 2 queen bed, single bunk, & work space

Top guest favorite
Guesthouse in El Cajon
5.0 out of 5 average rating, 13 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.

Superhost
An open living space is depicted, featuring a light-colored sofa adorned with decorative cushions. A patterned area rug lies on the hardwood floor, with a modern coffee table placed centrally. A flat-screen TV is mounted on the wall, while a dining area can be seen in the background.
Home in Lakeside
4.76 out of 5 average rating, 68 reviews

Serene Lakeside Getaway-Sleeps 8

Welcome to Serene Lakeside Getaway!! Discover our fully remodeled, spacious home in Lakeside, CA. Modern comfort meets style in this inviting retreat with chic furnishings to modern fixtures. Explore Lindo Lake, Lake Jennings or hike El Capitan Preserve. Close distance to El Cajon city. Relax in open living spaces providing ample room for spending quality time, a well-equipped kitchen, and cozy bedrooms.

Superhost
Home in El Cajon
4.82 out of 5 average rating, 38 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)"

Top guest favorite
Home in Lakeside
5.0 out of 5 average rating, 47 reviews

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.

Popular amenities for Bostonia vacation rentals