
House vacation rentals in Lakeside
Find and book unique houses on Airbnb
Quick stats about house rentals in Lakeside

Total vacation rentals
Explore 20 vacation rentals in Lakeside

Nightly prices starting at
Lakeside vacation rentals start at ﺩ.ﺇ 367 per night before taxes and fees

Verified guest reviews
Over 1,040 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Lakeside vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Lakeside rentals

4.9 Average rating
Lakeside stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Lakeside
Guests agree: these houses are highly rated for location, cleanliness, and more.

Luxury Julian Home w/ Cedar Tub, View, Horse Stall
Welcome to our stunning Julian retreat, Sierra Jean just 5 minutes from the famous Pie Town! This gorgeous home offers panoramic views from all rooms! Designed by a local interior designer, it's not your average Julian home. Enjoy Sonos sounds, a wood-burning fireplace & a fully stocked kitchen. Step onto the expansive deck with cantina doors for seamless indoor/outdoor living, complete with a fire pit & custom cedar soaking tub & 2 horse stalls. With 3 bedrooms 2 baths it's the perfect getaway!

San Diego Casita for 6 Morey de Prieto Surf Ranch
The Morey de Prieto Surf Ranch is truly awesome! Reserve your stay in this 2 Bed/1 Bath 650 sq. ft. casita for six. Home includes a kitchen with a GE electric cooktop, refrigerator, microwave/air fryer, rice cooker, mixer for drinks, sink with prep trays, Moen faucet fixtures, gorgeous shower, Krups coffee maker, 50" smart TV equipped with WiFi and NetFlix, mountain views, workspace and a sofa bed. Relax on the large 240 sq. ft. private deck featuring a fire pit, adirondack chairs and BBQ.

5 Min > Convoy | King Bed | Parking | Private Yard
Experience the beauty of San Diego at prime location, and inviting home 5 min → All freeways 9 mins → Balboa Park 13 mins → Petco Park / Gaslamp Quarter 14 mins → Airport 15 mins → La Jolla Shores Park 16 mins → USS Midway Museum 18 mins → Beach / Coronado 25 mins → Lagoon Trails ⭐️ "One of the best stays in SD" ⭐️ • Extreme Privacy & Fully Fenced • 2 Vehicles Private Parking • Large Patio + BBQ • Stocked Kitchen • Washer + Dryer Add to your wishlist - click ❤️ in the upper-right corner

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.

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!

Jamul Hacienda | Couples Retreat | Pool & Views!
The Casita retreat is a guesthouse situated among a private 20 acre oasis surrounded by majestic mountain views and a citrus grove 30-40 minutes from San Diego. The space is designed for nature enthusiasts to retreat from the daily hustle and bustle and find peace and slowness. Come take a pause, relax poolside, pick citrus (when in season), enjoy nearby trails, and wineries. The sunsets and starry skies are breathtaking. We hope you get to experience their magic for yourself.

Hot Tub | Disney Train Track | Secluded 20 acres
Secluded on 20 private acres in a California oak grove with mountain views Cedar hot tub under the stars, perfect for stargazing Historic railroad trestle with genuine Disney history Julian Historic Townsite & hiking trails just minutes away Three separate bedrooms with very comfy beds Fully stocked kitchen Thoughtful, minimal quality design throughout Record player with records, plus a curated mountain playlist **Available for photo shoots and video shoots through PeerSpace

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.

Wine Country Retreat - Tranquility Hottub/Views
Take the back roads scenic drive 50mins up the hill from San Diego and enjoy some much needed quiet and comfy tranquility. Right in the heart of San Diego Wine Country, it’s a rather well appointed place situated on 10 private acres that overlooks expansive green space. With few neighbors in any direction, you can either sleep with the windows open and wake early to roosters crowing, or close the windows and sleep til Noon!

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.

Suite Charles Way: A Cozy Fletcher Hills Studio
This newly remodeled spacious studio retreat features a private courtyard with barbecue, kitchenette, a brand-new California King bed, and a reclining love seat with charging ports. Enjoy a relaxed cabana vibe, a charming neighborhood and treetop views with easy access to all your favorite San Diego destinations. Within minutes from Grossmont Sharp Hospital, Grossmont Center, the trolley and Grossmont College.

The Queen House
Welcome to Endless Summer, your ideal family retreat! This beautiful 4-bedroom, 2.5-bath home is just 15 minutes from Downtown San Diego, near attractions like Petco Park, the San Diego Zoo, and local beaches. Located in Mount Helix, La Mesa, enjoy stunning canyon views and a refreshing swimming pool with a waterfall. Experience a unique stay at a home that has it all!
Popular amenities for Lakeside house rentals
House rentals with a pool

Lux Casita with Pickleball & Resort Amenities

Mid-Century Style Family House with Spa

The Dell, a relaxing country estate in Ramona.

Luxury Four Bedroom Home with pool and game room!

San Diego Pool | Fire Pit | Sunshine | Sleeps 10

Tropical Oasis: spa, solar heated pool, waterslide

Fletcher Hills luxury, Sunset View, 4 BR, Pool/Spa

Modern Hilltop Home: Roomy, Views, Family-Friendly
Weekly house rentals

Sunnyside Resort Spa, Beach, Zoo, Arcade

Palm Cottage San Diego

Luxury Retreat w/ Panoramic Views & Private Yard

Villa Del Sole

Farmhouse on Sunny Outdoor Dining area 20min to SD

4 Bedrooms | Pool | Views | Games | Gym |

Lakeside Hilltop Retreat w/Amazing Pool & Spa

The Sand House-Gorgeous 3BR-2B HotTub+FirePit+Turf
Private house rentals

Modern Peaceful Retreat| 4 BR| Soaking Tub

The Emerald Vista

Stunning Mountains view

Studio In Home with Private Entry

Private Mountaintop Retreat

Nature/Zen retreat - 30 Min to SD/near Casino

The Bunny’s Burrow | Jamul Mountain Getaway

Infinity Pool & Spa-Private-Endless Views-Luxury
When is the best time to visit Lakeside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,028 | ﺩ.ﺇ 834 | ﺩ.ﺇ 914 | ﺩ.ﺇ 878 | ﺩ.ﺇ 929 | ﺩ.ﺇ 1,183 | ﺩ.ﺇ 1,183 | ﺩ.ﺇ 970 | ﺩ.ﺇ 771 | ﺩ.ﺇ 885 | ﺩ.ﺇ 859 | ﺩ.ﺇ 970 |
| Avg. temp | 15°C | 15°C | 16°C | 17°C | 18°C | 20°C | 21°C | 22°C | 22°C | 20°C | 17°C | 14°C |
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- Beachfront rentals Lakeside
- Rentals with a patio Lakeside
- Rentals with a fire pit Lakeside
- Rentals with a fireplace Lakeside
- Rentals with a washer and dryer Lakeside
- Family-friendly rentals Lakeside
- Villa rentals Lakeside
- Pet-friendly rentals Lakeside
- Rentals with a hot tub Lakeside
- Rentals with outdoor seating Lakeside
- Rentals with pools Lakeside
- Cottage rentals Lakeside
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- SeaWorld San Diego
- Coronado Beach
- Rosarito Beach
- University of California-San Diego
- LEGOLAND California
- San Diego Zoo
- San Diego Zoo Safari Park
- Petco Park
- San Diego Convention Center E Ent
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- San Diego State University
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- Liberty Station





