
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 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.

Come Rest at Our Hobby Farm | Family/Pet Friendly
Escape to the peaceful charm of the Mariposa Farmhouse, beautifully remodeled for your comfort. From the moment you arrive, you’ll feel relaxed, welcomed, and at home. Families and pets are always invited! Start your day with coffee from our complimentary bar, soaking in desert and mountain views from the master balcony—or set out on scenic hikes right outside the front door. In the evening, cozy up by the fire under a sky full of stars. All this just 30 minutes from downtown and the beach.

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!

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.

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.

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.

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!

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.
Popular amenities for Lakeside house rentals
House rentals with a pool

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

The Queen House

San Diego Pool | Fire Pit | Sunshine | Sleeps 10

Bright and spacious home with views, pool & spa.

The Dell, a relaxing country estate in Ramona.

ModernCoastal I View I Pool ITub

Upscale Resort House /Views, Saltwater Pool/Spa !

Lux Casita with Pickleball & Resort Amenities
Weekly house rentals

Luxury Retreat w/ Panoramic Views & Private Yard

Zen House

Cozy 4bd Family Home near all SD Attractions!

Farmhouse on Sunny Outdoor Dining area 20min to SD

Villa Del Sole

Classic Mid-Century Mount Helix Home with Views

Sunnyside Resort Spa, Beach, Zoo, Arcade

Gated Estate-Guest House-Private Backyard-Hot Tub!
Private house rentals

Relax in Lakeside.

Modern Peaceful Retreat| 4 BR| Soaking Tub

The Bunny’s Burrow | Jamul Mountain Getaway

Home In Santee

Serene Lakeside Getaway-Sleeps 8

Stunning Mountains view

Lakeside Haven | Mountain Views, Private Pool

The Emerald Vista
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
- San Diego Vacation rentals
- Los Angeles Vacation rentals
- Phoenix Vacation rentals
- Las Vegas Vacation rentals
- Scottsdale Vacation rentals
- Palm Springs Vacation rentals
- Big Bear Lake Vacation rentals
- Tijuana Vacation rentals
- Joshua Tree Vacation rentals
- Long Beach Vacation rentals
- Santa Barbara Vacation rentals
- West Hollywood Vacation rentals
- SeaWorld San Diego
- Coronado Beach
- Rosarito Beach
- LEGOLAND California
- University of California-San Diego
- San Diego Zoo
- Petco Park
- San Diego Zoo Safari Park
- San Diego Convention Center E Ent
- Pacific Beach
- Balboa Park
- Tijuana Beach
- Pechanga Resort Casino
- San Diego State University
- Torrey Pines State Beach
- Mission Beach
- Oceanside City Beach
- Ocean Front Walk
- Anza-Borrego Desert State Park
- Las Olas Resort & Spa
- Moonlight State Beach
- Belmont Park
- Sesame Place San Diego
- South Mission Beach, San Diego





