
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.

SDSU Beach Cottage
Welcome to our stunning SDSU Beach Cottage. Our home is 10 minutes away from everything amazing in San Diego! Our home is Centrally located in San Diego and in a desirable neighborhood. We are steps away from a Local favorite Eatery, Wine Bar, Beer Pub, Natural-Holistic Market, Pizza shop, Liquor Store, Nail shop, and Einstein's Bagels. Play in San Diego or stay and relax in our tropical yard that is set up to entertain you and your family with outside games and Ping Pong. 25 Yr's of age req'd

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!

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 from 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.

XLarge Artist's Retreat w/private patio/parking
*Forget your worries in this beautiful 700sq/ft spacious and serene space. *Come soak up in the artsy feel of this newly renovated large guest suite, ideally located in the middle of town close to SDSU. Roll out of bed and Enjoy a cup of coffee in the private patio then explore ALL of the city’s top attractions a short drive away. This beautiful space is clean, crisp and fully decorated with great style uniquely curated with original art by one of SD’s most established artists. * Enjoy*

Newer "Manor Studio"
Centrally located in San Diego County this newer studio style unit has a private entrance, private patio area and street parking. Furnished with a queen size bed, love seat, full bathroom and kitchen area. One large drawer to accommodate personal items, and a wall rack to hang clothing. There is a smart TV with WiFi streaming capabilities and lots of USB plugs to charge your devices. On street parking in front of unit (no parking in driveway). No Pets allowed. No Hair Dying allowed.

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

Cozy Modern house
Quiet one bedroom house located behind the main house. Completely separate and private structure with 720 square feet of newly renovated space. There is fully loaded kitchen has ample space for cooking , the backyard has plenty of room for enjoyment and 3 full parking spacing in the alley access gated driveway. The bedroom has a memory foam queen mattress and sleeps 2, the new couch can sleep another and a queen air mattress in the closet. There is also a full bed folding couch

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 Cottage | Walk to SDSU | Free Laundry
Perfect Space for a Couples Staycation! ☀ Spacious, modern, and beautifully designed property ☀ Prime location near public transportation, top restaurants, shops, and attractions ☀ Fully furnished with all the essentials for ultimate comfort ☀ Enjoy year-round comfort with air conditioning and heating ☀ Stay connected with high-speed internet, perfect for work or streaming ☀ Only 25 minutes from San Diego International Airport!
Popular amenities for Lakeside house rentals
House rentals with a pool

3BR Urban Oasis with Pool and Hot Tub in San Diego

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

The Queen House

Entertainers Dream Pool Home

Bright and spacious home with views, pool & spa.

Mid-Century Modern and Contemporary House

Luxe Home w. Serene Backyard Spa

Upscale Resort House /Views, Saltwater Pool/Spa !
Weekly house rentals

Santee Gem: Luxe Modern Home, Spacious Backyard

Full Home sleeps 8 with Spa and Views

A Perfect Pet Friendly Getaway.

Jamul Hacienda | Couples Retreat | Pool & Views!

Farmhouse on Sunny Outdoor Dining area 20min to SD

Lakeside Deluxe 1-Bedroom

Garden Retreat in North Park.

Studio In Home with Private Entry
Private house rentals

Tiny Home with a View

Bright & Modern OB Getaway

Relax in Lakeside.

Cozy, Single Bedroom, Detached Guest House

The Manor cottage

Discover La Mesa: Your Perfect Cozy Base

Helix Haven

Luxury Escape | Heated Pool/Spa • Views + Events
When is the best time to visit Lakeside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $355 NZD | $400 NZD | $451 NZD | $416 NZD | $441 NZD | $561 NZD | $561 NZD | $460 NZD | $366 NZD | $587 NZD | $453 NZD | $411 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 $174 NZD per night before taxes and fees

Verified guest reviews
Over 950 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
10 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 washing machine and dryer Lakeside
- Rentals with a patio Lakeside
- Family-friendly rentals Lakeside
- Beachfront rentals Lakeside
- Rentals with a fire pit Lakeside
- Rentals with a fireplace Lakeside
- Pet-friendly rentals Lakeside
- Cottage rentals Lakeside
- Rentals with a hot tub Lakeside
- Rentals with outdoor seating Lakeside
- Fitness-friendly rentals Lakeside
- Rentals with pools Lakeside
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