A lake surrounded by hills with dense forests and a clear sky.

Lakeside Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Lakeside vacation rentals

A modern living room with a sofa set, a dining table, and a potted plant.

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

Spacious 4-bedroom house in tranquil Lakeside with AC
Lakeside
$573 nightly
The price is $605
Nov 1 - Nov 2
Total with taxes and fees
Spacious 4-bedroom house in tranquil Lakeside with AC
A residential driveway with a lawn, a tree, and string lights.

2. Lakeside Cottage Near 4 Lakes & Reservoirs, 30 Min to San Diego or the Beach.

Lakeside Cottage Near 4 Lakes & Reservoirs, 30 Min to San Diego or the Beach.
Lakeside
Lakeside Cottage Near 4 Lakes & Reservoirs, 30 Min to San Diego or the Beach.
Private kitchen

3. 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.
$588 nightly
The price is $610
Nov 15 - Nov 16
Total with taxes and fees
Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside
A hotel with a large building, a pond with rocks and plants, and a bridge.

4. 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.
$316 nightly
The price is $340
Nov 1 - Nov 2
Total with taxes and fees
Private Casita located near San Diego attractions with free onsite laundry
A two-story house with a swimming pool, lounge chairs, and a hot tub.

5. 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
$497 nightly
The price is $534
Nov 4 - Nov 5
Total with taxes and fees
Entire Private House with 7 Beds, Pool, Hot Tub, Garage, Gated Yard, Arcade
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.
$907 nightly
The price is $944
Nov 11 - Nov 12
Total with taxes and fees
Villa Paradiso
A pool with a waterfall feature, surrounded by lounge chairs and a patio area.

7. 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
$285 nightly
The price is $285
Nov 3 - Nov 4
Total with taxes and fees
The Outside Inn at The Tipsy Goat Ranch
A swimming pool with a swan float and a flamingo float, surrounded by stone walls and palm trees.

8. 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.
$1,534 nightly
The price is $1,690
Nov 1 - Nov 2
Total with taxes and fees
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.

9. Marriott Vacation Club®, San Diego

Marriott Vacation Club®, San Diego
3.5 star property
Downtown San Diego
9.4 out of 10, Exceptional, (1,257 reviews)
"Great for traveling families."
United States
Veronica Dangerfield
$144 nightly
The price is $167
Nov 16 - Nov 17
Total with taxes and fees
Marriott Vacation Club®, San Diego
Lobby

10. Riviera Oaks Resort by Coolvacay

Riviera Oaks Resort by Coolvacay
3.0 star property
San Diego Country Estates
9.6 out of 10, Exceptional, (1,111 reviews)
"Beautiful and cozy property!"
United States
Kristin
$107 nightly
The price is $121
Nov 1 - Nov 2
Total with taxes and fees
Riviera Oaks Resort by Coolvacay
A beach with a hotel in the background.

11. Coronado Beach Resort

Coronado Beach Resort
3.0 star property
Historic Downtown Coronado
9.2 out of 10, Wonderful, (840 reviews)
"Amazing location, amenities, staff"
United States
Javier
$170 nightly
The price is $187
Dec 1 - Dec 2
Total with taxes and fees
Coronado Beach Resort
A modern building with a well-lit entrance, surrounded by palm trees and a landscaped garden.

12. 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, (422 reviews)
"Would stay again. Great room, pool, and location close to the beach."
United States
Shelly
$162 nightly
The price is $184
Nov 30 - Dec 1
Total with taxes and fees
Winners Circle Solana Beach Del Mar Resort
A narrow, enclosed walkway with wooden railings and a metal grid barrier, leading to a building entrance.

13. City24 Hotel Little Italy Mission Hills

City24 Hotel Little Italy Mission Hills
4.5 star property
Middletown
9.6 out of 10, Exceptional, (236 reviews)
"Friendly staff!"
United States
Donavin
$157 nightly
The price is $177
Nov 4 - Nov 5
Total with taxes and fees
City24 Hotel Little Italy Mission Hills
A modern lobby with a green sofa, a wooden accent wall, and a large plant.

14. 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, (391 reviews)
"Great stay nice staff"
United States
Olivia
$108 nightly
The price is $124
Nov 2 - Nov 3
Total with taxes and fees
Little Italy Inn - Limited Service Apart Hotel
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, (503 reviews)
"It was super clean and smooth easy check in and out process!"
United States
Aviana
$102 nightly
The price is $115
Nov 1 - Nov 2
Total with taxes and fees
Uptown Inn by Vantaggio - Limited Service Apart-Hotel
A rooftop pool with lounge chairs and a city skyline in the background.

16. Kasa Little Italy San Diego

Kasa Little Italy San Diego
4.5 star property
Downtown San Diego
9.6 out of 10, Exceptional, (559 reviews)
"Super nice amenities - would stay again. Great location"
United States
Nirmeen
$289 nightly
The price is $318
Nov 15 - Nov 16
Total with taxes and fees
Kasa Little Italy San Diego
A well-maintained garden with various plants and a lawn, surrounded by multi-story buildings with balconies.

17. San Diego Country Estates

San Diego Country Estates
2.5 star property
San Diego Country Estates
9.4 out of 10, Exceptional, (315 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
$118 nightly
The price is $131
Nov 1 - Nov 2
Total with taxes and fees
San Diego Country Estates
A coastal residential area with houses, a well-maintained lawn, and a view of the ocean.

18. Wave Crest Resort

Wave Crest Resort
3.0 star property
Del Mar
9.2 out of 10, Wonderful, (163 reviews)
"wow, this is the best place ever. I had an amazing vacation. The staff was most hospitable. easy parking. I could hear the ocean at night while I slept. makes for a heavenly sleep only a 5-minute walk to the beach, but you could see the ocean from the room."
United States
Erik
$240 nightly
The price is $266
Nov 4 - Nov 5
Total with taxes and fees
Wave Crest Resort
A room with a dining table, chairs, a fan, and a closed door.

19. 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.
$117 nightly
The price is $117
Nov 1 - Nov 2
Total with taxes and fees
Cozy Private Studio in El Cajon
View from shower

20. Hilltop cabin with panoramic lake & mountain views

Hilltop cabin with panoramic lake & mountain views
Del Dios
9.6 out of 10, Exceptional, (61 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.
$186 nightly
The price is $186
Nov 2 - Nov 3
Total with taxes and fees
Hilltop cabin with panoramic lake & mountain views
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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Top Lakeside Hotel Reviews

Legacy Resort Hotel & Spa

Legacy Resort Hotel & Spa

10/10 Excellent
"Very nice place to stay"
Lynne 2-night trip
Posted 3 hours ago
Legacy Resort Hotel & Spa

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Lakeside in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $115 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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.