Lakeside holiday homes

We found 567 holiday rentals — enter your dates for availability
Discover a selection of 13 homes and other holiday rentals in Lakeside that are perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for hanging out with the people that matter most, such as parking and air conditioning. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Lakeside

Showing deals for:11 Dec - 18 Dec

Room
Interior
Terrace/patio
Property grounds
Exceptional
(7 reviews)

George Gardens

Ramona

8% off
NZ$1,504
for 7 nights, 1 room
NZ$215 per night
includes taxes & fees
George Gardens
Dining
Pool
Private kitchen
Living area
Exceptional
(24 reviews)

Luxury Agua de Sol - Views/Pool/Spa/Sauna/Gym/EV In the heart of San Diego

San Diego

8% off
NZ$8,860
for 7 nights, 1 home
NZ$1,266 per night
includes taxes & fees
Luxury Agua de Sol - Views/Pool/Spa/Sauna/Gym/EV In the heart of San Diego
Living area
Dining
Private kitchen
Living area
Wonderful
(12 reviews)

Spacious Home with Large Yard and Mountain Views

El Cajon

8% off
NZ$3,226
for 7 nights, 1 home
NZ$461 per night
includes taxes & fees
Spacious Home with Large Yard and Mountain Views
Dining
Living area
Private kitchen
Living area
Exceptional
(13 reviews)

Close to Beaches, Spectacular Views w/hot tub

El Cajon

8% off
NZ$6,106
for 7 nights, 1 home
NZ$872 per night
includes taxes & fees
Close to Beaches, Spectacular Views w/hot tub
Terrace/patio
Pool
Exterior
Games room
Exceptional
(56 reviews)

Luxury Mountain Retreat-Pool/Hottub/Gameroom&More!

Ramona

11% off
NZ$5,846
for 7 nights, 1 home
NZ$835 per night
includes taxes & fees
Luxury Mountain Retreat-Pool/Hottub/Gameroom&More!
Outdoor dining
Take a look at the beautiful garden
We are ready for you to enjoy a fantastic experience!
The kitchen is fully equipped!
Exceptional
(36 reviews)

Cottage in the Garden. New! Modern!

La Mesa

6% off
NZ$1,965
for 7 nights, 1 room
NZ$281 per night
includes taxes & fees
Cottage in the Garden. New! Modern!
Outdoor dining
Living area
Interior
Private kitchen
Exceptional
(5 reviews)

SD Central Hub! 20 min from Everything! WFH + Pet Friendly

San Diego

12% off
NZ$6,100
for 7 nights, 1 home
NZ$871 per night
includes taxes & fees
SD Central Hub! 20 min from Everything! WFH + Pet Friendly
Games room
Pool
Pool
Interior
Exceptional
(6 reviews)

Elegant Pool Villa In Mount Helix, close to DT!

La Mesa

11% off
NZ$6,201
for 7 nights, 1 home
NZ$886 per night
includes taxes & fees
Elegant Pool Villa In Mount Helix, close to DT!
Interior
Pool
Games room
Dining
Exceptional
(16 reviews)

San Diego Lux: 5Bedroom/Remodeled/Solar Heated Pool/Spa/GameRoom/Grill/Workspace

San Diego

9% off
NZ$6,787
for 7 nights, 1 home
NZ$970 per night
includes taxes & fees
San Diego Lux: 5Bedroom/Remodeled/Solar Heated Pool/Spa/GameRoom/Grill/Workspace
Living area
Pool
Outdoor dining
Exterior
Exceptional
(6 reviews)

Hiker’s Paradise! Heated Pool, fire pits, and views

Santee

8% off
NZ$9,398
for 7 nights, 1 home
NZ$1,343 per night
includes taxes & fees
Hiker’s Paradise! Heated Pool, fire pits, and views
Interior
Interior
Terrace/patio
Mesmerizing Lake Poway
Exceptional
(34 reviews)

Private Guesthouse With Amazing Views

Poway

8% off
NZ$2,087
for 7 nights, 1 home
NZ$298 per night
includes taxes & fees
Private Guesthouse With Amazing Views
Living area
Pool
Exterior
Living area
Very good
(7 reviews)

Luxe Resort Style Home Stunning 8 Beds with Pool

El Cajon

8% off
NZ$8,144
for 7 nights, 1 home
NZ$1,163 per night
includes taxes & fees
Luxe Resort Style Home Stunning 8 Beds with Pool
Interior
Private kitchen
Interior
Interior
Exceptional
(8 reviews)

New Basement Apartment

La Mesa

16% off
NZ$1,868
for 7 nights, 1 apartment
NZ$267 per night
includes taxes & fees
New Basement Apartment
Exterior
Pool
Games room
Games room
Exceptional
(31 reviews)

Surreal Serenity Escape wIth Game Room, Pool & Spa

La Mesa

8% off
NZ$7,554
for 7 nights, 1 home
NZ$1,079 per night
includes taxes & fees
Surreal Serenity Escape wIth Game Room, Pool & Spa
Private kitchen
Outdoor dining
Living area
Private kitchen
Exceptional
(8 reviews)

Serenity - Amazing Views & Modern Charm, 1 bedrm, 1 bath, 2 beds, kitchen, deck

La Mesa

12% off
NZ$3,202
for 7 nights, 1 apartment
NZ$457 per night
includes taxes & fees
Serenity - Amazing Views & Modern Charm, 1 bedrm, 1 bath, 2 beds, kitchen, deck
Remodeled Pool
Remodeled Pool & Patio 2025
Remodeled Pool & Patio 2025
Pool
Exceptional
(70 reviews)

Canyon View Tranquil Oasis, Private Pool and Dreamy Sunsets, New Backyard

San Diego

7% off
NZ$3,768
for 7 nights, 1 home
NZ$538 per night
includes taxes & fees
Canyon View Tranquil Oasis, Private Pool and Dreamy Sunsets, New Backyard
Private kitchen
Living area
Private kitchen
Dining
Exceptional
(8 reviews)

Family Hilltop luxe retreat with breathtaking view

La Mesa

8% off
NZ$2,611
for 7 nights, 1 home
NZ$373 per night
includes taxes & fees
Family Hilltop luxe retreat with breathtaking view
Exterior detail
Private kitchen
Private kitchen
Living area
Exceptional
(16 reviews)

Lake Murray 3BR Retreat with AC and Skylight

San Diego

9% off
NZ$3,212
for 7 nights, 1 apartment
NZ$459 per night
includes taxes & fees
Lake Murray 3BR Retreat with AC and Skylight

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Delight in the lakeside landscape of Lakeside

The wildlife and lake provide a pleasant backdrop to your holiday home in Lakeside. Travellers to this romantic city praise the bird watching, restaurants and football games. San Diego Zoo and Petco Park are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Lakeside

Do you want to find attractions to see in the area? Venture out of your holiday home and experience everything that makes Lakeside a fun spot to go on holiday. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • San Diego Zoo (15.7 mi / 25.3 km)
  • San Diego Zoo Safari Park (17.2 mi / 27.6 km)
  • Carlton Oaks Country Club (5.2 mi / 8.3 km)
  • Singing Hills Country Club - Willow Glen Course (5.5 mi / 8.8 km)
  • Steele Canyon Golf Club (8.1 mi / 13 km)
  • Maderas Golf Club (13.7 mi / 22 km)

Exploring the natural landscape of Lakeside

Whether you're looking for adventure or just want to spend some time taking in the scenery, Lakeside is a great spot to appreciate mother nature. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Mission Bay (18.5 mi / 29.8 km)
  • Balboa Park (15.5 mi / 25 km)
  • Lake Jennings (2 mi / 3.2 km)
  • Sportsplex USA Santee (3.4 mi / 5.5 km)
  • Santee Lakes (4.9 mi / 7.9 km)
  • Mission Trails Regional Park (8.2 mi / 13.2 km)

Travelling to and around Lakeside

The nearest airport is in San Diego, CA (SEE-Gillespie Field), located 3.8 mi (6.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to San Diego, CA (MYF-Montgomery Field), which is 13.2 mi (21.2 km) away.

Frequently asked questions

What is the best area to stay in Lakeside when booking a holiday rental?
When considering the best area to stay in Lakeside, California for a holiday rental, the neighbourhood of Lakeside itself stands out as a fantastic option. This charming area offers a variety of properties, from cosy cabins to spacious family homes, suiting different budgets and preferences. Lakeside is particularly known for its scenic beauty and proximity to outdoor activities.One of the top attractions in the area is the beautiful Lake Jennings, where guests can enjoy fishing, hiking, and picnicking amidst stunning views. Additionally, the nearby Cleveland National Forest provides ample opportunities for hiking and exploring nature, making it ideal for those who appreciate the great outdoors.The welcoming community atmosphere and the abundance of recreational activities make Lakeside an excellent choice for a relaxing holiday retreat.
Where are the best areas for renting a beach house in Lakeside?
For renting a beach house in Lakeside, California, the area surrounding Lake Jennings is an excellent choice. This picturesque spot offers a selection of properties with stunning views of the lake and access to various water activities. Many rentals in this vicinity come with amenities such as private docks, outdoor patios, and barbecue facilities, making them superb for families or groups wanting to enjoy the outdoors.Additionally, the nearby Lake Murray area provides further options, where you can find houses located close to the lake's shores. These homes often feature spacious backyards, fire pits, and picnic areas, ideal for enjoying sunny days by the water. The local parks, like Lake Murray Park, are within walking distance and offer walking trails, playgrounds, and opportunities for fishing and kayaking, enhancing the overall experience.The charming neighbourhoods around Lakeside also provide access to local shops and cafes, ensuring that visitors have convenient amenities nearby.
Where are the best Lakeside ski resort rentals?
For ski resort rentals near Lakeside, California, your best options are in the nearby mountain areas, particularly around the Lake Arrowhead and Big Bear Lake regions. These areas, located approximately an hour's drive from Lakeside, offer a variety of accommodations suitable for winter sports enthusiasts. In Lake Arrowhead, you'll find cosy cabins and chalets that often come with amenities such as fireplaces, fully equipped kitchens, and outdoor decks with scenic views of the surrounding pine forests. Many properties also provide easy access to local ski resorts and snowboarding areas.In the Big Bear Lake vicinity, there are numerous rental options, including spacious lodges and charming cabins that cater to families and groups. Expect amenities like hot tubs, game rooms, and proximity to both ski slopes and the lake, providing year-round recreational activities. The Big Bear Mountain Resort is a major draw, and many rentals in the area offer shuttle services to the slopes, making transportation straightforward.Moreover, both Lake Arrowhead and Big Bear Lake have vibrant communities, complete with shops, restaurants, and local attractions, ensuring that after a day on the slopes, guests can enjoy a warm meal or explore the charming town centres.
What is the most popular type of holiday rental accomodation in Lakeside?
In Lakeside, holiday houses are the most popular type of holiday rental, with about 72 available throughout the area. These houses often feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces such as patios or gardens, making them ideal for families or groups looking to enjoy the beautiful surroundings. Additionally, there are approximately 12 apartments and several villas and cottages, offering a range of options for those seeking a more compact or unique stay.
Are there any family house rentals in Lakeside?
In Lakeside, California, visitors will find a variety of family-friendly house rentals, with around 22 options available throughout the area. This charming locale offers spacious homes that cater to families, featuring amenities such as full kitchens for preparing meals, large living areas for relaxation, and outdoor spaces where children can play. Many properties also come equipped with conveniences like Wi-Fi and air conditioning, ensuring a comfortable stay.The neighbourhood is ideally situated near scenic spots such as Lake Jennings, which is superb for fishing and picnicking, and the nearby Cuyamaca Rancho State Park, where families can explore hiking trails and enjoy the natural beauty of the region.
Can I rent a holiday home with a pool or hot tub in Lakeside?
In Lakeside, California, there are several holiday homes available for rent that feature pools and hot tubs, with around 15 options to choose from. This picturesque town, situated near the scenic Lake Jennings, offers a range of properties that cater to families and groups seeking relaxation and recreation. Many rentals come equipped with private pools, outdoor spas, and spacious patios, superb for enjoying the sunny Californian weather.Travellers can also expect amenities such as fully equipped kitchens for self-catering, comfortable living areas, and sometimes even game rooms or home theatres to keep everyone entertained.
Are there pet-friendly house rentals in Lakeside?
In Lakeside, California, there are several pet-friendly house rentals available, offering a welcoming environment for travellers with pets. Many of these properties come equipped with spacious living areas, fully equipped kitchens, and outdoor spaces such as patios or gardens, superb for enjoying the sunny Californian weather.The neighbourhood is known for its proximity to natural attractions, including the scenic Lakeside Park, which features walking trails and picnic areas where pets are welcome. Additionally, the nearby Lindo Lake provides opportunities for leisurely walks with your furry companions, as well as birdwatching and enjoying the beautiful lakeside scenery.
Are there any remote work holiday rentals in Lakeside?
In Lakeside, California, there are a variety of remote work holiday rentals available, with around 92 options to choose from. This picturesque area, located near the scenic shores of Lake Jennings, offers properties that cater well to remote workers. Many rentals feature dedicated office spaces or desks, ensuring a comfortable work environment. You'll also find amenities such as high-speed Wi-Fi, allowing for seamless connectivity during your stay.The rentals often include comfortable living areas, fully equipped kitchens for meal preparation, and outdoor spaces that can provide a relaxing break from work. Being near the lake, guests can enjoy recreational activities during their downtime, such as hiking, fishing, or simply enjoying the beautiful natural surroundings. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Lakeside?
In Lakeside, California, holiday rentals typically feature a variety of popular amenities that enhance the guest experience. Most properties come equipped with a kitchen, allowing travellers to prepare their own meals and enjoy home-cooked dining. Onsite parking is usually available, making it convenient for those travelling by car. Many rentals also include a coffee or tea maker for that morning brew, and a deck or patio area where guests can relax and take in the scenic surroundings.
When is the best time to visit Lakeside for a holiday rental?
The best time to visit Lakeside for a holiday rental is during the summer months, particularly in July. This vibrant period attracts numerous travellers seeking outdoor adventures, as the warm weather creates a great backdrop for activities like hiking, boating, and exploring the scenic beauty of the area. With temperatures often reaching the mid-20s to low 30s Celsius, visitors can comfortably enjoy the many lakeside parks and trails.The peak season spans from June to August, bringing a lively option to Lakeside. During this time, the community hosts various events and festivals, making it an ideal choice for those who thrive in a bustling environment filled with opportunities for socialising and entertainment. July stands out as the most popular month, where you'll find a number of activities to choose from, ensuring an exciting holiday experience.For travellers looking for a more budget-friendly option, October presents a wonderful opportunity to visit. While the summer crowds have diminished, the weather remains pleasant, with comfortable temperatures great for enjoying the area's natural beauty without the hustle and bustle of peak season. October allows for a more relaxed exploration of Lakeside's charming local attractions.
What are the top attractions in Lakeside?
In Lakeside, California, visitors can enjoy a variety of attractions that showcase the area's natural beauty and recreational opportunities. The scenic Lake Jennings is a popular spot, offering fishing, hiking trails, and picnic areas, making it great for outdoor enthusiasts. Nearby, the Lakeside Rodeo Grounds host exciting events throughout the year, providing a taste of local culture and community spirit.For those interested in wildlife, the nearby Lindo Lake Park features walking paths, birdwatching opportunities, and lovely picnic spots. This tranquil park is great for families and offers a peaceful escape from the hustle and bustle. Additionally, the surrounding hills provide ample hiking and biking trails, where visitors can take in stunning views of the landscape.In the heart of Lakeside, the vibrant downtown area features local shops, restaurants, and community events, creating a lively option for visitors to explore.
Are all fees included in the Lakeside holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Lakeside holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Lakeside with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Lakeside holiday homes?
You can find great discounts on holiday homes in Lakeside on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Lakeside holiday home booking on Bookabach?
To find Lakeside holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Lakeside?
A long-stay holiday home in Lakeside is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Lakeside holiday home?
Book your Lakeside holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Lakeside?
Prices for holiday homes in Lakeside vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Lakeside to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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