House holiday rentals in Lakeside

4.95 out of 5 average rating, 198 reviews

XTRA 10% OFF until Aug: Heated pool, outdoor fire

Find your family's dream spot in San Diego! Our cozy house sits on a quiet hill, offering privacy and amazing sunset views. Dive into our warm pool year-round, roast marshmallows by the fire, and cook up fun meals together. With 3 bedrooms and 2 bathrooms, it’s perfect for families, accommodating up to 9 guests. Plus, we're close to all the best attractions. Want a vacation you'll always remember? Send us a message to make it happen! 🌅🏠 We have 3 comfy beds that can sleep 6. But we can provid

4.85 out of 5 average rating, 205 reviews

Sunny SD l Pool l BBQ l Pool Loungers l Sleeps 10

Escape to a fresh 4-bedroom retreat for family and friends (10 ppl max). Updated in January of 2024 with new furniture, and fixtures. Bask in the sun on the deck, take a dip in the pool. Enjoy the private and fenced backyard, BBQ, or the recently renovated and modern Kitchen. This home is perfect for vacations or remote work. Explore San Diego beaches and all the area has to offer, the most popular tourist destinations are all within a 20-30 minute drive. 20 minutes to the beach! Book with us!

4.99 out of 5 average rating, 107 reviews

Home in Lakeside

Terra Mesa - Charming Retreat

Welcome to TerraMesa! This charming studio boasts a thoughtfully designed space, blending modern comfort with a touch of rustic elegance. With a fully equipped kitchenette, a plush queen bed, and a stylish sitting area, it’s perfect for couples seeking a romantic getaway or solo travelers exploring the San Diego area. Sip a cup of coffee or glass of wine in your private little patio. Centrally located in scenic Lakeside, you’ll have easy access to downtown, beaches or our local mountain towns.

4.96 out of 5 average rating, 169 reviews

Home in Julian

Secluded Mountain Escape w/ Hot Tub & Scenic Views

Escape to this BRAND NEW renovated 1 bed/1 bath retreat in Julian, CA. Just minutes from town, enjoy local shops, wineries, and hiking trails with stunning views. Inside, relax in the cozy living room, cook in the fully equipped kitchen, work in nature and unwind! Unwind in the spacious bedroom with a plush king bed, or step onto the private deck to soak in the hot tub, stargaze, or savor your morning coffee. A perfect place to relax, recharge, reconnect & experience the magic of Julian!

4.98 out of 5 average rating, 316 reviews

Travel Writer's Pad

Hello, Bonjour, Hola, Ciao, Ni Hao! For the past two decades my career as a travel journalist has taken me around the globe. I’ve stayed at thousands of accommodations, where I learned personal touches create a comfortable home away from home. Certain places I visited offered extra special amenities, such as Green tea at a Japanese Ryokan & chardonnay infused bath salts at a Mexican posada. These kinds of touches are in the home. I welcome you, but no parties or events at the house. Thanks!

Superhost

4.88 out of 5 average rating, 230 reviews

3 Bedroom House - Fire Pit Table, BBQ - 10 Guests

Capture the essence of San Diego in our 3 bedroom house hosted by Ethos Vacation Homes. The peaceful property features elite comfort for up to 10 guests with beautiful outdoors and garden, fire pit table, BBQ grill, FREE laundry, central A/C and heating, 5 comfortable king and queen size beds, plenty of sheets and towels, 4 large HDTVs, Netflix, Max, Hulu, Disney+, Apple+, and ESPN+. This spacious San Diego vacation rental home has everything you need for your California Dreaming Vacation!

4.97 out of 5 average rating, 839 reviews

Home in Ramona

The Glass House - A Nature Retreat

Enjoy a unique retreat; 180 degrees of views from inside the home. Nestled at the end of a private road, our place is nearby great hiking and countryside wineries. The Glass House provides a magical space and nature retreat where individuals, couples, families and friends can gather together to re-connect with nature, each other, and themselves. The breathtaking mountain top views, the huge deck, hot tub, fireplace, and the open concept living space is unbeatable for the perfect getaway.

4.94 out of 5 average rating, 219 reviews

Cottage in the Garden! New! Modern!

COTTAGE IN THE GARDEN - New! Modern! Find beauty and serenity in this special guest house in one of San Diego's most desirable areas! Flowering bushes, plants, olive tree and fruit trees seen from all windows. All amenities: WiFi, Cable, serving dishes and tableware, full coffee bar, Ninja Blender, Flat screen TVs, 100% Egyptian Cotton Sheets or Boll and Branch Sheets (used by 3 Presidents), Japanese Toilette and more. 15 minutes to Downtown San Diego and 20 minutes to the beach!

4.99 out of 5 average rating, 255 reviews

SDCannaBnB #2 *420 *parking *dog-friendly *hot tub

Welcome to SDCannaBnB - San Diego's premier cannabis-friendly rental! Our studio is newly remodeled with luxury ammenities. We proudly cater to the cannabis community and non-users alike. Our studio has HEPA air purifiers, is fully ventilated and receives deep cleanings between each guest. This ensures that every guest checks into a clean, fresh-smelling place that feels like home. Our studio is located in our quiet, fully fenced in backyard, close to San Diego's attractions

4.99 out of 5 average rating, 140 reviews

Home in Julian

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.

Home in Greater North Park

4.99 out of 5 average rating, 287 reviews

Private Canyon Sanctuary

Enjoy fantastic forever views of Mission Valley in this adorable 1 bed/bath modernized 1950’s home located just 2 blocks from excellent dining and nite life. *Full size kitchen, W/D. * Strong Wi-Fi, TV’s and SonoS sound system. * New bed and always white linens. * Easy in/out with garage parking included. * Safe and private (no surveillance on property). *free fast EV charger in garage This property also comes with free beautiful radiant energy. Enjoy!