Villas in Lakeside

Find vacation rentals that suit your style

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Lakeside villas

A two-story house with a garage, surrounded by palm trees and other vegetation.

1. 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, (17 reviews)
"Amazing property, host is very attentive, and overall a good experience !"
United States
Anthony S.
$1,471 nightly
The price is $1,613
Nov 11 - Nov 12
Total with taxes and fees
Sleeps 50+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker
A swimming pool with inflatable flamingos and a covered area with string lights.

2. Luxury•PickleBall•Golf•Pool•HotTub•Grill•Arcades•6 TV’s•Playground• .5 Acre

Luxury•PickleBall•Golf•Pool•HotTub•Grill•Arcades•6 TV’s•Playground• .5 Acre
El Cajon
10.0 out of 10, Exceptional, (10 reviews)
"This place is an awesome vacation spot! The home is comfortable and the outdoor area is spectacular…even for a large group! Alvin is incredible to work with!"
United States
Sherri B.
$1,127 nightly
The price is $1,189
Nov 17 - Nov 18
Total with taxes and fees
Luxury•PickleBall•Golf•Pool•HotTub•Grill•Arcades•6 TV’s•Playground• .5 Acre
A landscaped garden with a central fountain, stone benches, and a paved walkway leading to a green lawn.

3. Jamul's Jewel: 10ACRES,Hilltop,Heated*Salt Pool,Spa*,City & Mtn.Views,B-Ball Court*,Grill,Horseshoes

Jamul's Jewel: 10ACRES,Hilltop,Heated*Salt Pool,Spa*,City & Mtn.Views,B-Ball Court*,Grill,Horseshoes
Jamul
9.6 out of 10, Exceptional, (60 reviews)
"Great stay"
United States
Carson M.
$414 nightly
The price is $457
Nov 15 - Nov 16
Total with taxes and fees
Jamul's Jewel: 10ACRES,Hilltop,Heated*Salt Pool,Spa*,City & Mtn.Views,B-Ball Court*,Grill,Horseshoes
An outdoor pool area with a slide, seating, and umbrellas.

4. Resort-Style Villa with Pool & Spa

Resort-Style Villa with Pool & Spa
Rancho Bernardo
$466 nightly
The price is $466
Nov 24 - Nov 25
Total with taxes and fees
Resort-Style Villa with Pool & Spa
An outdoor patio area with seating, a grill, and a decorative fence.

5. Bridge|Pool/Spa |Downtown|Freeways|Airport

Bridge|Pool/Spa |Downtown|Freeways|Airport
Grant Hill
10.0 out of 10, Exceptional, (3 reviews)
"The host was very helpful and accommodating. The place was excellent, and very close to downtown and the beaches that we wanted to visit.We will definitely stay at this place again next time we are in town."
United States
J C.
$405 nightly
The price is $440
Nov 17 - Nov 18
Total with taxes and fees
Bridge|Pool/Spa |Downtown|Freeways|Airport
An outdoor patio with a seating area, a grill, and a green wall.

6. Leyla| Pool/Spa|Downtown|Freeways|Beaches

Leyla| Pool/Spa|Downtown|Freeways|Beaches
Grant Hill
10.0 out of 10, Exceptional, (3 reviews)
"Everything was good, pool, spa, proximity to food and local frequent areas"
United States
Rob M.
$394 nightly
The price is $428
Nov 11 - Nov 12
Total with taxes and fees
Leyla| Pool/Spa|Downtown|Freeways|Beaches
A modern house with a front entrance, a number '2552' on the wall, and a staircase leading up to the door.

7. 5-Units/26 guests/Heated Pool Option/Spa

5-Units/26 guests/Heated Pool Option/Spa
Grant Hill
$2,036 nightly
The price is $2,224
Nov 17 - Nov 18
Total with taxes and fees
5-Units/26 guests/Heated Pool Option/Spa
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.
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Learn more about Lakeside

Nestled in the hills, this charming town offers a blend of natural beauty and entertainment. Visitors can explore the Barona Casino complex, then unwind with fishing or hiking at scenic Lake Jennings.

See all hotels in Lakeside
A bridge over a calm river with autumn-colored trees reflecting in the water, surrounded by hills.

Top reviews in Lakeside

A hotel with a stone facade, a covered entrance, and a sign that reads "AYRES."
Ayres Lodge Alpine

Ayres Lodge Alpine

Ayres Lodge Alpine
Alpine

10/10 Excellent

We stayed one night because i needed to attend a meeting. I booked last minute and Checkin was very easy. Shower pressure was nice and bed was comfortable and i love that the TV had regular cable.
United States
Alyssa
Reviewed June 12, 2025
Ayres Lodge Alpine

Frequently Asked Questions

Why book your villa in Lakeside with Expedia?

Use Expedia to find your ideal villa in Lakeside. Vacationing with the kids? Use our handy filters to search for stays with perks like a pool. If you need to stick to a budget, decide on how much you're willing to spend and your preferred star rating. We'll help you find the right place in tune with your style and taste.

How can I find cheap villas in Lakeside?

Expedia can help you easily source cheap villas in Lakeside. Use the filter tool to choose star rating, amenities and budget to refine your search and find the best place to stay in a couple of quick clicks.

What is there to do near my villa in Lakeside?

The best travel accessory is a well-planned itinerary. Barona Casino is a good spot to begin your adventures in Lakeside.

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