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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.

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Top Guest favourite
A serene view of Lake Cuyamaca is framed by lush greenery and trees. The distant Stonewall Peak rises majestically against a clear blue sky, creating a tranquil landscape that invites relaxation and reflection.
Home in Julian
4.99 out of 5 average rating, 165 reviews

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.

Superhost
A welcoming living area features a comfortable black sofa adorned with decorative pillows, complemented by a wooden coffee table and a potted plant. A cozy tan chair sits nearby, while a wooden ladder leads to the loft above. A door reveals an ensuite bathroom in the background.
Home in Golden Hill
4.89 out of 5 average rating, 348 reviews

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!

Guest favourite
A contemporary casita is set against a vibrant sunset, showcasing large windows that reflect the warm colors of the sky. The entrance features a clear path leading to a well-lit doorway, surrounded by natural landscaping and scenic hillside views.
Home in Lakeside
4.97 out of 5 average rating, 105 reviews

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?

Guest favourite
The spacious living area features a comfortable sofa, a dining table with chairs, and a full kitchen with modern appliances. A front-loading washer and dryer are visible, along with a wall-mounted air conditioning unit. Neutral tones are complemented by natural lighting.
Home in La Mesa
4.96 out of 5 average rating, 550 reviews

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!

Guest favourite
An open-concept living area is highlighted by high ceilings and large windows, offering natural light. A modern kitchen features wood cabinets and a white island, while a dining table with turquoise chairs accommodates several guests. A cozy seating area is visible in the background.
Home in Ramona
4.97 out of 5 average rating, 865 reviews

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.

Guest favourite
A view into a modern living space reveals a sleek kitchen with bar seating and a spacious dining area. Natural light floods the room through large glass doors, showcasing lush greenery outside. A cozy area is completed with a colorful rug beneath and a inviting seating arrangement.
Home in La Mesa
4.93 out of 5 average rating, 229 reviews

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!

Guest favourite
A welcoming living area features a spacious beige sectional sofa adorned with patterned throw pillows. Natural light filters through a large window, complemented by soft, flowing curtains. A dark ottoman with decorative details adds a contrasting element to the cozy space.
Home in La Mesa
4.98 out of 5 average rating, 111 reviews

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.

Guest favourite
The bathroom features a modern glass shower with black fixtures and a sliding door. Shelves hold complimentary toiletries, while neatly folded towels are arranged above. Natural light enters through a small window, enhancing the clean and functional design of the space.
Home in Teralta East
4.94 out of 5 average rating, 236 reviews

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.

Top Guest favourite
A colorful studio space features turquoise walls and a ceiling fan. A comfortable sofa with decorative pillows is paired with a coffee table. A bed with a floral-patterned comforter sits against a window, while a TV and white refrigerator complete the modern setup.
Home in La Mesa
4.98 out of 5 average rating, 288 reviews

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

Top Guest favourite
A spacious outdoor area features a swimming pool, accompanied by colorful lounge chairs and a large umbrella for shade. A unicorn float is visible in the water, with potted flowers adding a touch of vibrancy. The home's façade offers multiple windows and seating options nearby.
Home in La Mesa
4.99 out of 5 average rating, 181 reviews

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.

Top Guest favourite
Home in Rolando
5 out of 5 average rating, 101 reviews

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

Guest favourite
A refreshing pool area is surrounded by lush tropical foliage and rock formations. Waterfalls cascade from a natural stone archway into the turquoise water, creating a serene atmosphere. Smooth stone pathways lead around the pool, enhancing the space's inviting nature.
Home in La Mesa
4.98 out of 5 average rating, 112 reviews

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

When is the best time to visit Lakeside?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
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
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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!

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