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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, 221 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 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.
Guest house in La Mesa
4.98 out of 5 average rating, 120 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!

Top guest favourite
The exterior of a stone studio is seen at dusk, featuring an arched entrance framed by natural stone walls. Steps lead to a small patio area, with expansive views of the surrounding landscape, including distant city lights and the twilight sky.
Cave in Lake San Marcos
5 out of 5 average rating, 109 reviews

Casa Grotto, Romantic Stone Cottage w/ Ocean Views

Perched 800ft above sea level with panoramic ocean views from La Jolla to Catalina Island, Casa Grotto is a unique stone studio carved into the ocean view hillside of Lake San Marcos . Built in the 80's using stone from the mountain, the space was updated in 2025 with modern touches—featuring a rock shower, full kitchen, AC, and gym. Just 20 minutes from the beach, it’s a dreamy escape for surfers, hikers, and couples looking for a romantic getaway. No pets—our two friendly boxers live on-site

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, 412 reviews

Spacious 1 Bdrm Unit: king bed, fireplace, parking

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

Top guest favourite
The welcoming entrance of Cedar Cottage is framed by lush greenery and decorative potted plants. A wooden porch, adorned with comfortable seating, leads to glass-paned doors. Elements such as a bubbling fountain and seasonal pumpkins add charm to the rustic facade.
Cottage in El Cajon
4.99 out of 5 average rating, 160 reviews

Cedar Cottage Retreat with Mountain View’s

Welcome to the Cedar Cottage Retreat- a serene countryside escape set on a former horse & cattle ranch, where wide open skies, rolling pastures, and quiet vintage luxury come together. Tucked away in a peaceful valley, this thoughtfully designed cottage invites you to slow down and reconnect-with nature, with loved ones, and with yourself. Once home to horses and grazing cattle, the land still carries that grounding , pastoral beauty. The Cottage sleeps 3. 1 Queen bed, one twin bed. Pets OK

Top 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.
Guest house in El Cajon
5 out of 5 average rating, 38 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!

Top guest favourite
A bright and inviting living area features a mustard-yellow sofa complemented by patterned cushions. Two armchairs in light grey are positioned around a wooden coffee table, while an acoustic guitar is mounted on the wall. A television is mounted beside large windows that allow natural light to stream in.
Bungalow in La Mesa
4.98 out of 5 average rating, 266 reviews

Townhouse - Hot Tub, Fire Pit La Mesa Village

Enjoy a stylish experience at this centrally-located bungalow. Just a short walk to La Mesa Village, where you can enjoy restaurants, coffee shops, boutiques, & more. The outdoor space has a hot tub, fire pit, yard games, & bbq. Hop on the trolley to get anywhere. Traveling with additional friends and family? We have the Casita de Pueblo located at the same location. Check it out under our other listings where you can book both. 20 min drive to the Beach, Downtown, Balboa Park, or Old Town

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
4.96 out of 5 average rating, 165 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
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, 142 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

Guest favourite
The retro-style trailer is set against a green lawn, featuring turquoise and white stripes. Two white chairs with floral cushions are positioned beside a fire pit, creating a cozy outdoor seating area. Pink flamingo decorations add a playful touch to the surroundings.
Camper van/Motorhome in El Cajon
4.94 out of 5 average rating, 328 reviews

Summer Fun in Miss Bettie Blue!

Get cozy at Bettie Blue Retro Retreat, a charming vintage-style camper perfect for a unique glamping getaway. Tucked into a lush East County hillside, this colorful hideaway blends playful retro flair with modern comforts inside a 2019 Retro Riverside trailer inspired by classic mid-century teardrop design. With big personality in a small, stylish space, Bettie is the perfect escape for travelers seeking something fun, cozy, and truly one-of-a-kind.

Superhost
Home in El Cajon
5 out of 5 average rating, 4 reviews

Bright Modern Studio • Full Kitchen • Washer/Dryer

Modern cozy studio retreat with stylish finishes and a bright open layout. Features a comfortable Queen bed, sleeper sofa, smart TV, fast WiFi, in-unit washer/dryer, AC, and a spa-inspired bathroom with walk-in shower. Enjoy a fully equipped kitchen with stainless steel appliances, coffee maker, and quartz countertops. Thoughtfully designed with warm modern touches, natural light, and cordless roller shades for a relaxing and comfortable stay.

Superhost
Home in El Cajon
4.69 out of 5 average rating, 61 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!

Popular amenities for Bostonia holiday rentals

  1. Airbnb
  2. United States
  3. California
  4. San Diego County
  5. Bostonia