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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 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
4.96 out of 5 average rating, 80 reviews

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

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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.
Guesthouse in El Cajon
4.99 out of 5 average rating, 219 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.

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Top Guest favourite
An aerial view captures the A-frame cabin surrounded by lush greenery. Warm light spills from large windows, illuminating the interior. The expansive deck is equipped with loungers, inviting seating areas, and a built-in BBQ, showcasing a welcoming outdoor space for relaxation.
Cabin in Julian
4.99 out of 5 average rating, 349 reviews

Mid-Century Modern A-Frame Secluded with Hot Tub

Secluded mid-century modern A-Frame cabin located in the Pine Hills community of historic Julian, CA. Built in 1969, the cabin completed a 2.5 year renovation in 2023 to meet modern tastes and amenities but keeps the original 60's groovy vibe. This unique family retreat offers a 900 sq ft deck, hot tub, firepits, and stunning views. Julian, a 1.5 hours drive east from San Diego, is a small town with big activities: hiking, biking, fishing, winery/breweries, winter sledding, apple pie eating.

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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, 106 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

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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.
Guesthouse in El Cajon
5 out of 5 average rating, 37 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!

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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
4.95 out of 5 average rating, 65 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.

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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.
Guesthouse in La Mesa
4.97 out of 5 average rating, 162 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.

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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, 141 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

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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, 204 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.

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Top Guest favourite
A spacious log cabin features a green roof and an expansive porch. Surrounding the cabin are grazing animals, including mini highlands and alpacas. Rolling hills and trees provide a natural backdrop, with mountains visible in the distance under a cloudy sky.
Cabin in Ramona
5 out of 5 average rating, 181 reviews

Red Tail Ranch

A custom Log Cabin, perched on top of 15 acres located just outside of Ramona.You have an open-air experience while still having all necessary amenities to feel at home.Step outside and be surrounded by green, rolling hills and tall trees.Interact with animals, and enjoy the outdoors.Evenings you can retreat inside, sit by the cozy fireplace, play a game of pool, or go sit under the stars . Come fall in love with animals like mini highlands, alpaca, emu, mini donkeys, and more .

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Top Guest favourite
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, 111 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!

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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.
Campervan/RV 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.

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Popular amenities for Bostonia holiday rentals

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