
House holiday rentals in Lakeside
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Top-rated house rentals in Lakeside
Guests agree: These houses are highly rated for location, cleanliness and more.

Maison Zen
Nestled high on the hill, this private, cozy mountain sanctuary offers breathtaking views of Lake Cuyamaca and majestic Stonewall Peak. Enter the door of our serene and peaceful zen home and feel your entire body relax in the calming space. The floor-to-ceiling sliding glass doors open to a deck where you can enjoy a morning coffee, an evening glass of wine or a restorative yoga session. Maison Zen is ideal for a couple's getaway or an individual's "escape." Not suitable for children or infants.
Private- Near Coronado, Balboa Park and Airport!
Come enjoy San Diego in this private room w/ a loft, kitchenette & private entrance. Located in Golden Hill and walkable to several coffee shops, restaurants, bars, etc. Just one mile from downtown, San Diego Zoo, the charming neighborhood of South Park (also full of unique local spots), Balboa Park & more. The room is about 200 square feet plus a loft, kitchenette and has a private patio. It shares a wall to the main house but provides complete privacy as you come and go. It’s a true gem!

Morey de Prieto Surf Ranch Sleeps 6 House
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 many amenities including a GE electric cooktop, refrigerator, microwave and air fryer, rice cooker, Kitchenaid mixer, 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 sofabed. How about a large deck with fire pit and BBQ?

Clean 1BR/1BA Guest House Peaceful Private Casita
Discover the perfect home away from home in San Diego! Our cozy and tranquil guest house is located just a short drive from the city's top attractions, including the San Diego Zoo and beautiful beaches. Relax and unwind in the comfortable living room and enjoy all the amenities you need for a peaceful stay. With a comfortable queen-sized bed, full kitchen, and fresh towels, you'll have everything you need to feel at home. Book your stay with us today and experience the best of San Diego!

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!

Zen Retreat: 3-Bedroom Oasis near La Mesa Village
Relax in this charming 3-bedroom, 1-bathroom home located just 1 mile from the heart of Historic Downtown La Mesa Village. Nestled in a quiet, central neighborhood, this cozy retreat offers easy access to major freeways, top-rated restaurants, and the local trolley line making it a breeze to explore the best of San Diego. Within 10 to 15 miles, you’ll find yourself in iconic destinations like Downtown San Diego, Balboa Park, Coronado Island, scenic beaches, and beautiful mountain trails.

Private Studio
Enjoy a cozy studio all to yourself, just minutes from University Ave, walking distance to shopping and food like Denny's Jamba Juice and Starbucks. Less than 15 min to Gaslamp (Downtownthe San Diego zoo, North Park, the 805, 15, and other great places nearby. This is a unit with a private entrance and black out shades and a gated driveway for security. California King with plush top Serta mattress. check in can be earlier. Please ask PLEASE READ INFO to ensure it's a fit for you.

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

Mid-Century Style Family House with Spa
Beautiful Mt. Helix mid-century modern family home with incredible views, designed by architect of original Las Vegas, Desert Inn 3/4 acre.Less than 20 minute drive to beaches/Zoo/Sea World/Downtown, . With a swimming pool/hot tub, whole House have AC to. surrounded by California Oak/orange/lemonpomegranate trees and herb garden this home is the epitome of 1950’s luxury. A perfect family oasis, you won’t even want to leave the property. No loud parties please, this is a quite community.

Peaceful Casita | Firepit • Near SDSU
Welcome to our cozy home, perfect for couples visiting the area. It's also a great spot for SDSU parents visiting their kids. Conveniently close to the campus but far enough to enjoy some peace and quiet. If you enjoy this listing, click the heart icon ❤ in the top-right corner to bookmark it for easy access! Minutes from key attractions: ★ 6 min to SDSU/Viejas Arena ★ 14 min to Balboa Park ★ 17 min to Downtown SD (Gaslamp) ★ 19 min to San Diego Zoo ★ 21 min to the Airport

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

The Queen House

La Jolla Beach House-Family Focused-3min to Beach

The Board

Bright and spacious home with views, pool & spa.

Resort Living: Hoops, Outdoor Bar, Views, Pool+Spa

Mid-Century Modern and Contemporary House

Custom Guesthouse, Balboa Park/Zoo/Hillcrest& pool

Updated TownHome, Great Location, Fantastic Views
Weekly house rentals

Santee Gem: Luxe Modern Home, Spacious Backyard

Discover La Mesa: Your Perfect Cozy Base

Helix Haven

Jamul Hacienda | Couples Retreat | Pool & Views!

Garden Retreat in North Park.

Lakeside Haven | Mountain Views, Private Pool

HUGE 5BR Family Retreat! Backyard & Patio Lounge

Luxury Hilltop Getaway • Scenic Views
Private house rentals

Modern Peaceful Retreat| 4 BR| Soaking Tub

Luxury 4 BR w/ Serene Lake Views

Serenity in San Diego

Peaceful Modern 8 Bed Home With Pool

Luxury Escape | Heated Pool/Spa • Views + Events

Modern Studio in the Hills

Mountaintop Estate: The Best Backyard In San Diego

Entire house, fenced yard, and driveway
When is the best time to visit Lakeside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $363 NZD | $409 NZD | $460 NZD | $425 NZD | $450 NZD | $572 NZD | $572 NZD | $469 NZD | $373 NZD | $599 NZD | $462 NZD | $419 NZD |
| 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 |
Quick stats about house rentals in Lakeside

Total holiday rentals
Explore 30 holiday rentals in Lakeside

Nightly prices starting at
Lakeside holiday rentals start at $107 NZD per night before taxes and fees

Verified guest reviews
Over 920 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Lakeside holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Lakeside rentals

4.9 Average rating
Lakeside stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
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- Rentals with a patio Lakeside
- Villa rentals Lakeside
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- Beachfront rentals Lakeside
- Rentals with a fire pit Lakeside
- Rentals with pools Lakeside
- Pet-friendly rentals Lakeside
- Rentals with a fireplace Lakeside
- Family-friendly rentals Lakeside
- Cottage rentals Lakeside
- Rentals with a washing machine and dryer Lakeside
- Rentals with a hot tub Lakeside
- Rentals with outdoor seating Lakeside
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