
House holiday rentals in Lakeside
Find and book unique houses on Airbnb
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.

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!

Zen Retreat with Solarium & Spa Tub
A Zen-like Airbnb, combining Haute Design with Leisure and Resort amenities. Self Managed : details matter. Distant Ocean View. Close to SD landmarks; within a quiet neighborhood surrounded by canyons & parks. A blissful escape. A design that provokes a unique experience; Interior-sparkling clean. Each room unique to allow you to relax in the moment. A 2nd story solarium offers amazing views; soak in the jacuzzi tub in an exquisite bathroom; a boutique kitchen & dining open to a sensory garden.

Wine Country Retreat - Tranquility Hottub/Views
Our famed Wine Country Retreat is back online! (LTR for the last year) 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!

Golden Hill Tree House
The Golden Hill Tree House is an urban oasis hiding in the branches of two mature trees in the heart of San Diego. While you enjoy elevated privacy you can also treat yourself to a soaker tub with double shower heads or settle down in a cozy reading nook to enjoy a good book! You'll also be walking distance to some amazing restaurants and super close to the best of San Diego, including downtown, the beach and the zoo! It's a perfect place to recharge after a long day of business or pleasure!

4bd 3ba, Family Home Close To All SD Attractions!
Great SD location for families vacations & business trips! Centrally located with easy freeway access & grocery stores etc. Sunny 4bd. home on private cul de sac in Mt Helix area. Comfortably furnished, fully equipped kitchen. Great for work trips and family vacation! We have beach toys & pac-n-play for the kids! Fast WFI, smart TV’s. Quiet, private fenced back yard with trees, & room for kids to play, covered patios & BBQ! We don’t allow any parties, or events. Primary Guest must be 30.

SD Casita Sleeps 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 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?

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!

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

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

Cozy Mid Century Modern
Cozy Mid-Century Modern | Central, Family-Friendly & Inviting Inside you’ll find a bright, open-concept layout with natural light and cozy. Whether you’re relaxing in the living room, cooking in the fully equipped kitchen, or enjoying meals together in the dining area, the home is designed to make every moment comfortable and effortless. My goal is simple: you arrive as guests and leave feeling like family. I’m here to make your stay easy, relaxing, and memorable.
Popular amenities for Lakeside house rentals
House rentals with a pool

Bright Contemporary 5-Bedroom Oasis, Pool and Yard

La Mesa

Lionhead - Private Boutique Home

University Heights Oasis Getaway

Flamingo Sunset House: Sleeps 10: Pool + Hot Tub

Custom Guesthouse, Balboa Park/Zoo/Hillcrest& pool

Updated TownHome, Great Location, Fantastic Views

Stunning 3 bedroom w/Views! Game Room/Pool/Hot Tub
Weekly house rentals

Airbnb Luxe: Designer Pool, Fitness and Office

Helix Haven

Jamul Hacienda | Couples Retreat | Pool & Views!

Lakeside Deluxe 1-Bedroom

Farmhouse on Sunny Outdoor Dining area 20min to SD

Luxury Escape | Heated Pool/Spa • Views + Events

Lakeside Haven | Mountain Views, Private Pool

Studio In Home with Private Entry
Private house rentals

Tiny Home with a View

Bright & Modern OB Getaway

Santee Gem: Luxe Modern Home, Spacious Backyard

Modern, Private, & Stylish Home

HUGE 5BR Family Retreat! Backyard & Patio Lounge

Hilltop Family Retreat | Heated Pool & Ocean Views

Quiet Country Home

Charming Cozy Studio Centrally Located
When is the best time to visit Lakeside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $354 NZD | $399 NZD | $449 NZD | $414 NZD | $439 NZD | $558 NZD | $558 NZD | $458 NZD | $364 NZD | $584 NZD | $451 NZD | $409 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 $104 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!
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- Rentals with a patio Lakeside
- Pet-friendly rentals Lakeside
- Fitness-friendly rentals Lakeside
- Rentals with pools Lakeside
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- Rentals with a hot tub Lakeside
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- Rentals with a fireplace Lakeside
- Rentals with a fire pit Lakeside
- Cottage rentals Lakeside
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- Family-friendly rentals Lakeside
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