Holiday rentals in Bostonia

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.

Location · Family · Getting around

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!

Family · Location · Hospitality

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.

Family · Value · Condition

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.

Value · Location · Comfort

@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)

Value · Location · Grill

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!

Location · Value · Back garden

4 Bedrooms | Pool | Views | Games | Gym |

🏜️ Western Ranch in the Lakeside Hills A renovated home for 10 where everyone ends up out back 🏊 The Backyard: A private pool with incredible views Lawn games all afternoon, the fire pit once it cools off 🎮 Nobody Gets Bored: Pool table and a stand-up arcade off the kitchen Ping-pong by the pool, cornhole on the lawn, a full gym 🛏️ Everyone Sleeps Well: A king suite, a bunk room the kids will love, two king rooms 🌄 Quiet hills, but San Diego is 25 minutes down the 8

Family · Value · Hospitality

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

Value · Location · Grill

Paradise Lagoon Resort Style Pool Getaway

A unique one-of-a-kind poolside oasis with a tiki bar and spacious 4-bedroom house Welcome to Paradise Lagoon! This stunning home is the perfect place to relax and unwind with your family and friends. With its private pool (*best in San Diego), tiki bar, game room, and roomy 4-bedroom layout fit for multiple families, you'll never want to leave. Come make some magical memories with family and friends in your own resort style vacation home.

Location · Value · Check-in

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.

Value · Location · Hospitality

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)"

Value · Family · Sleep quality

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.

Location · Family · Kitchen