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Holiday rentals 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 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.
Guest house in El Cajon
4.99 out of 5 average rating, 230 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.

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, 74 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
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.
Guest house in La Mesa
4.97 out of 5 average rating, 177 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.

Guest favourite
A dining area is highlighted by a round wooden table surrounded by six wooden chairs. A cozy blue sofa is positioned nearby, with large glass doors opening to a pool area. Natural light enhances the space, complemented by a modern pendant light overhead.
Home in San Diego
4.92 out of 5 average rating, 100 reviews

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!

Top guest favourite
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 favourite
Home in El Cajon
4.98 out of 5 average rating, 122 reviews

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.

Top guest favourite
Guest house in El Cajon
5.0 out of 5 average rating, 14 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
An open-concept living area is highlighted by vaulted ceilings and natural light from large windows. A spacious L-shaped sofa is positioned around a coffee table, facing a wall-mounted TV above a modern fireplace. Nearby, a dining area can be seen through an archway.
Home in El Cajon
4.99 out of 5 average rating, 132 reviews

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.

Top guest favourite
Home in Lakeside
5.0 out of 5 average rating, 49 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.

Superhost
Home in El Cajon
4.74 out of 5 average rating, 77 reviews

Arboleda Home Retreat – Peaceful Stay San Diego

Relax in a bright, private home just 20 minutes from downtown San Diego! This spacious 3 bedroom, 3-bath retreat in east San Diego offers comfort, style, and convenience — perfect for families, couples, or business travelers. Enjoy free parking, fast Wi-Fi, full kitchen, and quick access to SeaWorld, the Zoo, beaches, and Petco Park. Your perfect San Diego base awaits!

Top guest favourite
A softly lit wooden pathway meanders through a lush garden, framed by greenery. Warm lights illuminate the edges, creating a serene ambiance as the path leads deeper into the vibrant landscape.
Home in El Cajon
5.0 out of 5 average rating, 136 reviews

Shadow House Mt. Helix

Shadow House is a 1-bedroom 1-bathroom sanctuary nestled on an exclusive road, yet, oh so close to the vibrant heart of San Diego. This charming retreat is your perfect base camp as it's only 15 minutes away from sun-kissed beaches or downtown. With boutique hotel amenities and lush outdoor spaces, we’ve practically invented outdoor comfort with a side of charm.

Guest favourite
Home in El Cajon
4.92 out of 5 average rating, 101 reviews

San Diego Pool Retreat | Game Room • Sleeps 14

Welcome to your San Diego getaway with a private pool, game room, and space for your group to relax and recharge. Perfect for family vacations, group trips, and relaxing getaways. Guests who appreciate a peaceful residential setting tend to enjoy the home the most. Lounge poolside, gather around the firepit, and unwind with games and movies inside.

Popular amenities for Bostonia holiday rentals