Lakeside Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Lakeside holiday rentals

Private Casita located near San Diego attractions with free onsite laundry

Private Casita located near San Diego attractions with free onsite laundry
Lakeside
9.8 out of 10, Exceptional, (6 reviews)
"This place is so perfect. Stayed for my sons Wedding in Alpine. It has everything you need. The beds are grrat !"
United States
Robin S.
The price is NZ$518
includes taxes & fees
26 Feb - 27 Feb
Private Casita located near San Diego attractions with free onsite laundry

PVT Pool & Spa 3BR Sleeps 8 Retreat Near San Diego

PVT Pool & Spa 3BR Sleeps 8 Retreat Near San Diego
Lakeside
10.0 out of 10, Exceptional, (11 reviews)
"Extremely efficiently run property. We were very happy with our stay."
United States
Michael B.
The price is NZ$1,032
includes taxes & fees
23 Feb - 24 Feb
PVT Pool & Spa 3BR Sleeps 8 Retreat Near San Diego

Secluded Oasis: Pickleball, Jacuzzi, Pool, & Views

Secluded Oasis: Pickleball, Jacuzzi, Pool, & Views
San Diego County
10.0 out of 10, Exceptional, (1 review)
"Place was super cool and the owner was really chill about things and very kind. Loved the stay it was awesome!"
United States
Jacob L.
The price is NZ$905
includes taxes & fees
22 Feb - 23 Feb
Secluded Oasis: Pickleball, Jacuzzi, Pool, & Views

Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside

Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside
Lakeside
9.0 out of 10, Wonderful, (4 reviews)
"As a San Diego local of 25 years staying here during a home transition, I can say this home is a wonderful find for families and remote workers. The house is exceptionally clean, I did the 'white sock test' with my kids for several days and the floors were spotless!The kitchen is a dream for those who actually cook; it's huge, with plenty of counter space and every appliance you could need (Keurig, indoor grill, rice maker). I especially appreciated the stainless steel cookware options. For my...
United States
Sithean L.
The price is NZ$843
includes taxes & fees
23 Feb - 24 Feb
Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside

Luxury Escape & Panoramic Views

Luxury Escape & Panoramic Views
Lakeside
The price is NZ$1,171
includes taxes & fees
11 Mar - 12 Mar
Luxury Escape & Panoramic Views

Sleeps 50+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker

Sleeps 50+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker
Lakeside
10.0 out of 10, Exceptional, (14 reviews)
"If I could give this place 10 stars I would! The host, Alvin, is wonderful and responds quickly to any questions. The place is a great home and the amenities are wonderful. It’s easy to travel to the beach or to other fun outings. We enjoyed our time immensely."
United States
Sherri B.
The price is NZ$2,891
includes taxes & fees
22 Feb - 23 Feb
Sleeps 50+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker

Spring Sale in Bettie Blue RV fun!

Spring Sale in Bettie Blue RV fun!
El Cajon
9.8 out of 10, Exceptional, (16 reviews)
"We came down to Cali to get away from the Canadian cold and this little place was perfect for our family of three. Great location , cozy comfy Christmas for us :) "
Canada
Niki P.
The price is NZ$308
includes taxes & fees
1 Mar - 2 Mar
Spring Sale in Bettie Blue RV fun!

Vintage Airstream Trailer in the Hills of San Marcos!

Vintage Airstream Trailer in the Hills of San Marcos!
San Marcos
9.8 out of 10, Exceptional, (36 reviews)
"Beautiful location, cozy and quite an experience"
United States
RAFAEL
The price is NZ$388
includes taxes & fees
25 Feb - 26 Feb
Vintage Airstream Trailer in the Hills of San Marcos!

Tiny Farmhouse Cottage with Loft - Drift Asleep by Stargazing through Skylight

Tiny Farmhouse Cottage with Loft - Drift Asleep by Stargazing through Skylight
Julian
10.0 out of 10, Exceptional, (11 reviews)
"I had an amazing stay!"
United States
Melanie M.
The price is NZ$309
includes taxes & fees
25 Feb - 26 Feb
Tiny Farmhouse Cottage with Loft - Drift Asleep by Stargazing through Skylight

Pheasant Hill Cabin. A cozy cabin and dog friendly.

Pheasant Hill Cabin. A cozy cabin and dog friendly.
Julian
9.4 out of 10, Exceptional, (171 reviews)
"Great stay"
United States
Daniel G.
The price is NZ$443
includes taxes & fees
2 Mar - 3 Mar
Pheasant Hill Cabin. A cozy cabin and dog friendly.

Sentral Gaslamp Quarter

Sentral Gaslamp Quarter
4.0 star property
Downtown San Diego
9.4 out of 10, Exceptional, (702 reviews)
"Great place to stay "
United States
KELLY
The price is NZ$294
includes taxes & fees
22 Feb - 23 Feb
Sentral Gaslamp Quarter

Studio near San Diego attraction with amazing view

Studio near San Diego attraction with amazing view
Country Club
9.4 out of 10, Exceptional, (12 reviews)
"Was a very nice place to stay! 10/10 will be staying again sometime in the future! Felt very safe. "
United States
Kimberly g.
The price is NZ$270
includes taxes & fees
1 Mar - 2 Mar
Studio near San Diego attraction with amazing view

Breathtaking retreat in the wine country on the ranch with goats you can pet!

Breathtaking retreat in the wine country on the ranch with goats you can pet!
Escondido
10.0 out of 10, Exceptional, (11 reviews)
"Gorgeous view, very responsive host. We enjoyed our stay and would recommend "
United States
Carol
The price is NZ$535
includes taxes & fees
22 Feb - 23 Feb
Breathtaking retreat in the wine country on the ranch with goats you can pet!

Hilltop cabin with panoramic lake & mountain views

Hilltop cabin with panoramic lake & mountain views
Del Dios
9.6 out of 10, Exceptional, (28 reviews)
"Loved this property. Pool and outside patio area with kitchen was great! The view from the cabin was wonderful under the stars at night and beautiful to wake up to."
United States
Leslie F.
The price is NZ$322
includes taxes & fees
1 Mar - 2 Mar
Hilltop cabin with panoramic lake & mountain views

Julian, CA Historic Apple & Gold Mine Town A-Frame 1-Bed, Pets Okay

Julian, CA Historic Apple & Gold Mine Town A-Frame 1-Bed, Pets Okay
Julian
9.8 out of 10, Exceptional, (420 reviews)
"Absolutely loved this cute little place just minutes from down town Julian and all the shopping I can't wait to come back again..."
United States
Nicole S.
The price is NZ$281
includes taxes & fees
23 Feb - 24 Feb
Julian, CA Historic Apple & Gold Mine Town A-Frame 1-Bed, Pets Okay

Adorable 1 bedroom house 8 min from La Jolla!

Adorable 1 bedroom house 8 min from La Jolla!
Bay Ho
10.0 out of 10, Exceptional, (47 reviews)
"The home is beautiful, everything was fantastic! The hosts were very helpful and accommodating. The location was convenient and quiet. "
United States
Paulina B.
The price is NZ$415
includes taxes & fees
23 Feb - 24 Feb
Adorable 1 bedroom house 8 min from La Jolla!

Private 2 bedroom apt in new craftsman ranch!

Private 2 bedroom apt in new craftsman ranch!
Escondido
10.0 out of 10, Exceptional, (14 reviews)
"We really enjoyed our stay! The amenities were great, the view and scenery were beautiful, and the property was very family-friendly. Would definitely recommend and stay again!"
United States
Joshua D.
The price is NZ$501
includes taxes & fees
23 Feb - 24 Feb
Private 2 bedroom apt in new craftsman ranch!

Casita Vino - Dog-Friendly Vineyard Retreat & Stay

Casita Vino - Dog-Friendly Vineyard Retreat & Stay
West Ridge
9.6 out of 10, Exceptional, (19 reviews)
"Beautiful, peaceful property and very helpful host. Definitely recommend and would love to stay there again! My dog loved it, too!"
United States
Hunter P.
The price is NZ$351
includes taxes & fees
24 Feb - 25 Feb
Casita Vino - Dog-Friendly Vineyard Retreat & Stay

Stargazer Cottage - Beautiful,Peaceful,Modern

Stargazer Cottage - Beautiful,Peaceful,Modern
Julian
10.0 out of 10, Exceptional, (1 review)
"We liked the location set in the outdoors, and being able to take nature hikes !"
United States
Rob
The price is NZ$323
includes taxes & fees
22 Feb - 23 Feb
Stargazer Cottage - Beautiful,Peaceful,Modern
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Lakeside Hotel Reviews

Find out more about Lakeside

Everything you need to know about Lakeside holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Lakeside holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lakeside holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Lakeside holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lakeside. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Lakeside holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Lakeside holiday rentals we have selected for you start as low as NZ$184 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Lakeside rentals

At Expedia, we put the best Lakeside holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Lakeside rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lakeside holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lakeside. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Lakeside?

Yes, there are holiday rentals close to the most popular sights in Lakeside, or you can select a more secluded option if you're looking for a relaxing stay. Lakeside is known for its restaurants and football games. Make sure you have time to check out the lake views while you're in the area.

What are some of the best holiday rentals that Lakeside has to offer?

1 House to Beach! 3 Levels + Panoramic Sky View Deck: This holiday home rental outside of Lakeside is located near the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Lakeside?

With 15 Expedia holiday rentals, you're guaranteed to find just the right place for your Lakeside stay.

What can I see and do in Lakeside?

Lake Jennings and San Vicente Reservoir are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find popular places such as San Diego Zoo and Mission Bay.

What are holiday rentals like in Lakeside?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Lakeside. Holiday rentals provide amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family trip.