Lakeside Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Lakeside vacation rentals

A hotel with a large building, a pond with rocks and plants, and a bridge.

1. 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, (7 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 CA $276
CA $499 total
includes taxes & fees
Nov 10 - Nov 11
Private Casita located near San Diego attractions with free onsite laundry
Private kitchen

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

Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside
Lakeside
9.6 out of 10, Exceptional, (7 reviews)
"From the check in process to the stay it was a great experience . The house was clean and well stocked with everything needed to enjoy our stay"
United States
Timothy C.
The price is CA $307
CA $817 total
includes taxes & fees
Dec 8 - Dec 9
Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside
A pool with a waterfall feature, surrounded by lounge chairs and a patio area.

3. The Outside Inn at The Tipsy Goat Ranch

The Outside Inn at The Tipsy Goat Ranch
Lakeside
10.0 out of 10, Exceptional, (31 reviews)
"Wonderful stay! Beautiful property and awesome staff! We would love to come back!"
United States
Angela
The price is CA $245
CA $402 total
includes taxes & fees
Nov 10 - Nov 11
The Outside Inn at The Tipsy Goat Ranch
A two-story house with a swimming pool, lounge chairs, and a hot tub.

4. Entire Private House with 7 Beds, Pool, Hot Tub, Garage, Gated Yard, Arcade

Entire Private House with 7 Beds, Pool, Hot Tub, Garage, Gated Yard, Arcade
Lakeside
The price is CA $318
CA $709 total
includes taxes & fees
Nov 10 - Nov 11
Entire Private House with 7 Beds, Pool, Hot Tub, Garage, Gated Yard, Arcade
A modern living room with a sofa set, a dining table, and a potted plant.

5. Spacious 4-bedroom house in tranquil Lakeside with AC

Spacious 4-bedroom house in tranquil Lakeside with AC
Lakeside
The price is CA $572
CA $817 total
includes taxes & fees
Nov 10 - Nov 11
Spacious 4-bedroom house in tranquil Lakeside with AC
A pool with a waterfall feature, surrounded by palm trees and a thatched-roof structure.

6. Villa Paradiso

Villa Paradiso
El Cajon
9.6 out of 10, Exceptional, (25 reviews)
"Beautiful home, spacious, clean and everything we needed was right there. Swimming pool, hot tub,slide and BBQ area were off the hook. We had a great time and will definitely look into getting this place again next time we comeback down here."
United States
Todd U.
The price is CA $472
CA $1,248 total
includes taxes & fees
Nov 11 - Nov 12
Villa Paradiso
A swimming pool with a swan float and a flamingo float, surrounded by stone walls and palm trees.

7. 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.
The price is CA $1,074
CA $2,265 total
includes taxes & fees
Nov 10 - Nov 11
Sleeps 50+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker
A spacious lounge area with a sofa, a coffee table, and a bar with stools.

8. Marriott Vacation Club®, San Diego

Marriott Vacation Club®, San Diego
3.5 star property
Downtown San Diego
9.4 out of 10, Exceptional, (1,262 reviews)
"Amazing stay! Would definitely come back!"
United States
Dirosia
The price is CA $203
CA $236 total
includes taxes & fees
Nov 22 - Nov 23
Marriott Vacation Club®, San Diego
Lobby

9. Riviera Oaks Resort by Coolvacay

Riviera Oaks Resort by Coolvacay
3.0 star property
San Diego Country Estates
9.6 out of 10, Exceptional, (1,114 reviews)
"Beautiful and cozy property!"
United States
Kristin
The price is CA $136
CA $169 total
includes taxes & fees
Nov 25 - Nov 26
Riviera Oaks Resort by Coolvacay
A room with a dining table, chairs, a fan, and a closed door.

10. Cozy Private Studio in El Cajon

Cozy Private Studio in El Cajon
Mount Helix
8.8 out of 10, Excellent, (29 reviews)
"The host was very helpful"
United States
Bri S.
The price is CA $160
CA $177 total
includes taxes & fees
Nov 10 - Nov 11
Cozy Private Studio in El Cajon
A narrow, enclosed walkway with wooden railings and a metal grid barrier, leading to a building entrance.

11. City24 Hotel Little Italy Mission Hills

City24 Hotel Little Italy Mission Hills
4.5 star property
Middletown
9.6 out of 10, Exceptional, (242 reviews)
"Location is great because it is so close to the airport and you won’t even be able to hear the planes. The room is so roomy and has every utility you need !"
United States
Stephanie
The price is CA $164
CA $233 total
includes taxes & fees
Dec 2 - Dec 3
City24 Hotel Little Italy Mission Hills
A modern lobby with a green sofa, a wooden accent wall, and a large plant.

12. Little Italy Inn - Limited Service Apart Hotel

Little Italy Inn - Limited Service Apart Hotel
2.5 star property
Downtown San Diego
8.4 out of 10, Very good, (411 reviews)
"clean, affordable, safe, such a great stay!"
United States
Beatriz
The price is CA $138
CA $160 total
includes taxes & fees
Nov 10 - Nov 11
Little Italy Inn - Limited Service Apart Hotel
A well-maintained garden with various plants and a lawn, surrounded by multi-story buildings with balconies.

13. San Diego Country Estates

San Diego Country Estates
2.5 star property
San Diego Country Estates
9.4 out of 10, Exceptional, (318 reviews)
"This was the perfect location for me during my visit with my daughters. I will for sure be looking to stay here again in my next visits."
United States
Charles
The price is CA $116
CA $163 total
includes taxes & fees
Nov 10 - Nov 11
San Diego Country Estates
The exterior of the Coronado Beach Resort with its distinctive architecture and illuminated signage.

14. Coronado Beach Resort

Coronado Beach Resort
3.0 star property
Historic Downtown Coronado
9.2 out of 10, Wonderful, (842 reviews)
"Great property and great staff. I would recommend it to anyone."
United States
Brent
The price is CA $233
CA $256 total
includes taxes & fees
Nov 29 - Nov 30
Coronado Beach Resort
A spacious lobby with a sofa, chairs, a bookshelf, and a large window with a view of greenery.

15. Uptown Inn by Vantaggio - Limited Service Apart-Hotel

Uptown Inn by Vantaggio - Limited Service Apart-Hotel
2.5 star property
Hillcrest
8.4 out of 10, Very good, (515 reviews)
"Front desk service was amazing and love the central location to all the LGBTQ bars and restaurants."
United States
Victor
The price is CA $132
CA $149 total
includes taxes & fees
Nov 10 - Nov 11
Uptown Inn by Vantaggio - Limited Service Apart-Hotel
A neatly made bed with white and gold bedding, two bedside tables with lamps, and three wall-mounted mirrors.

16. Kasa Gaslamp Quarter San Diego

Kasa Gaslamp Quarter San Diego
3.5 star property
Downtown San Diego
7.8 out of 10, Good, (241 reviews)
"Wonderful place!"
Canada
Eric
The price is CA $132
CA $150 total
includes taxes & fees
Nov 23 - Nov 24
Kasa Gaslamp Quarter San Diego
A room with a view of a lake and mountains. There is a wooden deck outside with a chair and a table.

17. Hilltop cabin with panoramic lake & mountain views

Hilltop cabin with panoramic lake & mountain views
Del Dios
9.6 out of 10, Exceptional, (63 reviews)
"Overall great stay. Amazing views from the room, comfortable bed, great pool and grill area. Plenty of hiking trails nearby.10/10, recommend."
United States
Rick M.
The price is CA $187
CA $260 total
includes taxes & fees
Nov 11 - Nov 12
Hilltop cabin with panoramic lake & mountain views
A modern hotel room with a large bed, a bedside table, a built-in TV, and a shower area.

18. 1 King Bed | Non-Smoking, Micfridge

1 King Bed | Non-Smoking, Micfridge
La Mesa
10.0 out of 10, Exceptional, (54 reviews)
"Beds were soft but supportive, good rest every night!"
United States
Anonymous traveller
The price is CA $137
CA $151 total
includes taxes & fees
Nov 15 - Nov 16
1 King Bed | Non-Smoking, Micfridge
87810974-5f2a-4191-9890-d2a532a8539e

19. Luxury Vineyard Escape w Fireplace - Malbec

Luxury Vineyard Escape w Fireplace - Malbec
San Diego County
10.0 out of 10, Exceptional, (3 reviews)
"The property was very nice and comfy, the views were beautiful, similar to the photos, though our stay was at Christmas. Pet friendly, a great location relative to the general Ramona area. Directions to property and accessing it were clear and detailed."
United States
A B.
The price is CA $134
CA $285 total
includes taxes & fees
Nov 12 - Nov 13
Luxury Vineyard Escape w Fireplace - Malbec
A modern building with a well-lit entrance, surrounded by palm trees and a landscaped garden.

20. Winners Circle Solana Beach Del Mar Resort

Winners Circle Solana Beach Del Mar Resort
2.5 star property
Solana Beach
9.2 out of 10, Wonderful, (432 reviews)
"clean room, great location, friendly staff and great outdoor pool"
United States
Lea
The price is CA $219
CA $247 total
includes taxes & fees
Nov 10 - Nov 11
Winners Circle Solana Beach Del Mar Resort
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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Find vacation rentals that suit your style

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Top Lakeside Hotel Reviews

A swimming pool with palm trees and a mountain in the background.
Sycuan Casino Resort

Sycuan Casino Resort

Sycuan Casino Resort
El Cajon

10/10 Excellent

we was enjoy Sycuan Casion Good friendly people ..
Canada
Joseph P
Reviewed December 28, 2025
Sycuan Casino Resort

Find out more about Lakeside

Everything you need to know about Lakeside vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lakeside vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lakeside vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Lakeside vacation rentals we have selected for you start as low as CA $115 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 vacation 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 vacation.

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 vacation rental in Lakeside?

Yes, we have vacation rentals close to well known attractions in Lakeside, or you can choose a more secluded option if you're looking for relaxation. 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 vacation rentals in Lakeside?

Spacious 6 Bedroom Vacation Home with Waterslide & Heated Saltwater Pool: This vacation home rental near Lakeside is located near the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Lakeside?

With 14 Expedia vacation rentals, you're sure 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 larger area, you’ll find popular places like San Diego Zoo and Mission Bay.

What are vacation rentals like in Lakeside?

Vacation rentals are private properties you can reserve for several days or longer in Lakeside. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for small groups.