
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!
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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 kitchen with 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 s 240 sq. ft. private deck with fire pit, adirondack chairs and BBQ. Level 1 EV Charger.
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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.
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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!
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Mid-Century Style Family House with Spa
This home is the epitome of 1950’s luxury. A perfect family oasis, you won’t even want to leave the property. Beautiful Mt. Helix mid-century modern family home with incredible views, designed by architect of original Las Vegas Desert Inn situated on nearly an acre. Less than 20 minute drive to beaches/Zoo/Sea World/Downtown. With a swimming pool, jacuzzi, and AC. Surrounded by orange, lemon, pomegranate trees and herb garden. No loud parties please, this is a quiet community.
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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.
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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
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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.
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The Dell, a relaxing country estate in Ramona.
The Dell in Ramona offers a 4 bedroom 2 1/2 bath single story house with a deck with two fire pits, a swim spa/jacuzzi and the most peaceful, serene place to enjoy a sunset. We are set up to handle your next event what ever it may be, We also offer the Pacific Room that's connected to the house and can sleep up to 6. Perfect for a girls weekend or couples that want to gather for wine tasting, hiking or visiting Antiques stores.
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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!
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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.
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Sunny & Spacious 3BR Retreat w/ Parking & A/C
Discover your La Mesa retreat! This newly refurbished home offers a perfect blend of comfort and convenience. Enjoy a gourmet kitchen, stylish dining, three bedrooms, two modern bathrooms, and an expansive yard. Explore nearby attractions like the Grossman Center (10-min walk) with shopping and dining, or venture to San Diego's heart (20-min drive). Perfect for families and groups seeking a relaxing getaway.
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Popular amenities for Lakeside house rentals
House rentals with a pool

Fletcher Hills luxury, Sunset View, 4 BR, Pool/Spa
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The Agave House | Mountain Views & Pool
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The Queen House
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San Diego Pool | Fire Pit | Sunshine | Sleeps 10
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Bright and spacious home with views, pool & spa.
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Casa de Adobe - Large home, pool/spa & yard!
LocationFamilyQuiet

ModernCoastal I View I Pool ITub
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Upscale Resort House /Views, Saltwater Pool/Spa !
ValueFamilyLong stay
Weekly house rentals

Luxury Retreat w/ Panoramic Views & Private Yard
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Zen House
FamilyLocationQuiet

Cozy 4bd Family Home near all SD Attractions!
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Farmhouse on Sunny Outdoor Dining area 20min to SD
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Villa Del Sole
FamilyLocationKitchen

Classic Mid-Century Mount Helix Home with Views
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Sunnyside Resort Spa, Beach, Zoo, Arcade
ValueFamilyCondition

Resort Backyard • Pool & Spa • Game Room •Sleeps 8
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Private house rentals

Relax in Lakeside.
ValueFamilyQuiet

Modern Peaceful Retreat| 4 BR| Soaking Tub
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The Bunny’s Burrow | Jamul Mountain Getaway
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Home In Santee
LocationFamilyNearby

Serene Lakeside Getaway-Sleeps 8
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Stunning Mountains view
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Lakeside Haven | Mountain Views, Private Pool
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Private Mountaintop Retreat
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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 1,083 | ﺩ.ﺇ 1,194 | ﺩ.ﺇ 1,410 | 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 |
Destinations to explore
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- San Diego State University
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- Sesame Place San Diego
- South Mission Beach, San Diego





