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 private yard showcases a small seating area with blue chairs under a large umbrella. Colorful flower beds line the space, with vibrant pink bougainvillea blooming nearby. Circular stepping stones lead through the natural ground, enhancing the outdoor setting.
Home in Emerald Hills
4.9 out of 5 average rating, 298 reviews

Snazzy Spot with yard near beaches and downtown

Welcome to this modern get-away that is as bright and cheerful as a sunny day! You'll be sure to be rejuvenated here after your trips to the nearest beach (only a 15 minute drive) and outings on the town (only 10 minutes by car to downtown). This spot includes a private parking spot and a private yard. Yours to enjoy are a very comfortable queen bed, TV in bedroom, Fast WiFi, and a well stocked kitchenette. There are also two canyon hikes within a 2 minute walk with views of downtown for sunset.

Top Guest favourite
An aerial view of Zen House reveals a glass solarium and inviting outdoor spaces illuminated by soft lighting. The lush garden features various plants and cozy seating. A sleek dining area is visible, all set against the backdrop of distant city lights and a twilight sky.
Home in Chula Vista
4.99 out of 5 average rating, 210 reviews

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.

Top Guest favourite
Home in Ramona
4.97 out of 5 average rating, 314 reviews

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!

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
4.94 out of 5 average rating, 118 reviews

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 a kitchen with a 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 the large 240 sq. ft. private deck featuring a fire pit, adirondack chairs and BBQ.

Top 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, 886 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.

Top Guest favourite
A spacious studio features a purple sofa and a queen bed, both adorned with soft blankets and decorative pillows. Vibrant area rugs cover the wooden floor. Natural light floods the room through glass doors, leading to a private patio surrounded by greenery.
Home in San Diego
4.99 out of 5 average rating, 103 reviews

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*

Guest favourite
The kitchen area features modern black cabinetry and stainless steel appliances, including a microwave and compact refrigerator. A smart TV is mounted on the wall, complementing the wooden counter workspace equipped with essential cooking utensils. A dining table with two chairs is positioned nearby.
Home in La Mesa
4.85 out of 5 average rating, 246 reviews

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.

Top 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
4.94 out of 5 average rating, 234 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!

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, 306 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
Home in Rolando
5 out of 5 average rating, 111 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

Top Guest favourite
The inviting entrance features a covered porch adorned with a vibrant yellow door. Succulents and greenery enhance the landscape, complemented by a palm tree nearby. The porch area includes seating, providing a welcoming atmosphere for relaxation.
Home in San Diego
4.96 out of 5 average rating, 141 reviews

The Cozy Craftsman

Escape to this serene, stylish retreat. Built in 1935, this Craftsman-style home exudes timeless San Diego charm. Perfectly situated in University Heights, bordering Hillcrest and North Park, you’ll be close to restaurants, cafés, grocery stores, public transportation, the San Diego Zoo, and Balboa Park. This 650 sq ft home has been renovated inside and out, and equipped with everything you need for a comfortable stay!

Top Guest favourite
Home in Encinitas
4.98 out of 5 average rating, 487 reviews

Lux Casita with Pickleball & Resort Amenities

Escape to this inviting Casita, where bright white walls and French doors fill each room with light and warmth. Thoughtfully furnished and full of charm, it offers a serene retreat with private resort-style amenities, including a tennis court, pool, and lush gardens. Step outside to hiking and biking trails, then return to cozy comfort. An optional second suite provides extra space for a relaxed, luxurious stay.

Popular amenities for Lakeside house rentals

When is the best time to visit Lakeside?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$337 NZD$380 NZD$428 NZD$395 NZD$418 NZD$532 NZD$532 NZD$436 NZD$347 NZD$398 NZD$387 NZD$436 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 $165 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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