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

Lakeside Vacation Rentals

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Lakeside vacation rentals

Room

1. 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
$197 nightly
The price is $197
Nov 1 - Nov 2
Total with taxes and fees
Lakeside Cottage Near 4 Lakes & Reservoirs, 30 Min to San Diego or the Beach.
A hotel with a large building, a pond with rocks and plants, and a bridge.

2. 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.
$349 nightly
The price is $373
Oct 12 - Oct 13
Total with taxes and fees
Private Casita located near San Diego attractions with free onsite laundry
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.
$544 nightly
The price is $560
Oct 12 - Oct 13
Total with taxes and fees
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.

4. The Outside Inn at The Tipsy Goat Ranch

The Outside Inn at The Tipsy Goat Ranch
Lakeside
10.0 out of 10, Exceptional, (29 reviews)
"Wonderful stay! Beautiful property and awesome staff! We would love to come back!"
United States
Angela
$298 nightly
The price is $298
Oct 18 - Oct 19
Total with taxes and fees
The Outside Inn at The Tipsy Goat Ranch
An outdoor patio with a sectional sofa, a coffee table, and string lights.

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
$494 nightly
The price is $530
Oct 12 - Oct 13
Total with taxes and fees
Entire Private House with 7 Beds, Pool, Hot Tub, Garage, Gated Yard, Arcade
A modern bedroom with a large bed, a walk-in closet, and a full-length mirror.

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

Spacious 4-bedroom house in tranquil Lakeside with AC
Lakeside
$577 nightly
The price is $609
Oct 12 - Oct 13
Total with taxes and fees
Spacious 4-bedroom house in tranquil Lakeside with AC
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.
$1,650 nightly
The price is $1,802
Oct 12 - Oct 13
Total with taxes and fees
Sleeps 50+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker
Lobby

8. Riviera Oaks Resort by Coolvacay

Riviera Oaks Resort by Coolvacay
3.0 star property
San Diego Country Estates
9.6 out of 10, Exceptional, (1,092 reviews)
"Beautiful and cozy property!"
United States
Kristin
$111 nightly
The price is $120
Oct 12 - Oct 13
Total with taxes and fees
Riviera Oaks Resort by Coolvacay
A well-maintained garden with various plants and a lawn, surrounded by multi-story buildings with balconies.

9. San Diego Country Estates

San Diego Country Estates
2.5 star property
San Diego Country Estates
9.4 out of 10, Exceptional, (308 reviews)
"Clean, comfy bed, kitchen a plus, helpful staff"
United States
MARQIA
$114 nightly
The price is $121
Oct 13 - Oct 14
Total with taxes and fees
San Diego Country Estates
A narrow, enclosed walkway with wooden railings and a metal grid barrier, leading to a building entrance.

10. City24 Hotel Little Italy Mission Hills

City24 Hotel Little Italy Mission Hills
4.5 star property
Middletown
9.6 out of 10, Exceptional, (223 reviews)
"Friendly staff!"
United States
Donavin
$157 nightly
The price is $177
Oct 26 - Oct 27
Total with taxes and fees
City24 Hotel Little Italy Mission Hills
A room with a dining table, chairs, a fan, and a closed door.

11. 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.
$146 nightly
The price is $146
Oct 18 - Oct 19
Total with taxes and fees
Cozy Private Studio in El Cajon
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, (348 reviews)
"Great area"
United States
Andrew
$108 nightly
The price is $124
Oct 20 - Oct 21
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.

13. 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, (486 reviews)
"We had a great stay! The room had a charming Parisian feel—compact and studio-style, but completely modern and spotlessly clean."
United States
Josh
$102 nightly
The price is $115
Oct 26 - Oct 27
Total with taxes and fees
Uptown Inn by Vantaggio - Limited Service Apart-Hotel
View from shower

14. Hilltop cabin with panoramic lake & mountain views

Hilltop cabin with panoramic lake & mountain views
Del Dios
9.6 out of 10, Exceptional, (57 reviews)
"I loved how unique and cute this stay was"
United States
Kayla
$196 nightly
The price is $196
Oct 18 - Oct 19
Total with taxes and fees
Hilltop cabin with panoramic lake & mountain views
A spacious living area with a blue sofa, a glass coffee table, and a staircase leading to an upper level.

15. 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, (400 reviews)
"Clean room, friendly staff and easy walk to the beach"
United States
Shreerekha
$135 nightly
The price is $153
Oct 25 - Oct 26
Total with taxes and fees
Winners Circle Solana Beach Del Mar Resort
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

16. Splendid 1-bedroom apartment in delightful La Mesa with AC and Laundry

Splendid 1-bedroom apartment in delightful La Mesa with AC and Laundry
Mid-City
10.0 out of 10, Exceptional, (7 reviews)
"Great place! Easy to find and access. Good communication from the host. Spacious and had everything we needed. Would visit again!"
United States
Athena M.
$157 nightly
The price is $157
Oct 13 - Oct 14
Total with taxes and fees
Splendid 1-bedroom apartment in delightful La Mesa with AC and Laundry
A living room with a beige sofa, two armchairs, a coffee table, and a rug. There are two lamps, a painting on the wall, and a window with a view of greenery and a blue car outside.

17. 'Ted' 2-bedroom cozy house in central location! 10 minutes to Balboa!

'Ted' 2-bedroom cozy house in central location! 10 minutes to Balboa!
Encanto
8.8 out of 10, Excellent, (40 reviews)
"Beds were very comfortable."
United States
Paula
$231 nightly
The price is $257
Oct 25 - Oct 26
Total with taxes and fees
'Ted' 2-bedroom cozy house in central location! 10 minutes to Balboa!
A beach with a hotel in the background.

18. Coronado Beach Resort

Coronado Beach Resort
3.0 star property
Historic Downtown Coronado
9.2 out of 10, Wonderful, (831 reviews)
"Amazing location, amenities, staff"
United States
Javier
$199 nightly
The price is $219
Oct 25 - Oct 26
Total with taxes and fees
Coronado Beach Resort
A gravel path leading to a covered seating area with a swing chair and a table, surrounded by trees and a sunset in the background.

19. Stationary RV in No. San Diego County Working garden.mini farm vibe WiFi, view

Stationary RV in No. San Diego County Working garden.mini farm vibe WiFi, view
West Ridge
9.6 out of 10, Exceptional, (25 reviews)
"I had a delightful stay in the rv. The hosts are very responsive and helpful, and the property is lovely and creative. It was a perfect place to stay on my solo-trip. Highly recommend!"
United States
Anne D.
$150 nightly
The price is $150
Oct 12 - Oct 13
Total with taxes and fees
Stationary RV in No. San Diego County Working garden.mini farm vibe WiFi, view
A cozy living area with a wooden table, a potted plant, and a red door leading to a bathroom.

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

Tiny Farmhouse Cottage with Loft - Drift Asleep by Stargazing through Skylight
Julian
9.2 out of 10, Wonderful, (15 reviews)
"Beautiful place to stay, such a cozy place and loved being able to see the stars while laying in bed :D"
United States
William C.
$186 nightly
The price is $186
Oct 13 - Oct 14
Total with taxes and fees
Tiny Farmhouse Cottage with Loft - Drift Asleep by Stargazing through Skylight
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

Sheraton San Diego Resort

Sheraton San Diego Resort

10/10 Excellent
"I love this hotel. As someone who lives in the area, it’s the best place to stay if you’re looking for something next to the airport but also close to the best of San Diego. Liberty Station and Downtown/Little Italy are SO CLOSE. I’ve stayed here before and the rooms are always clean and the beds are COMFY! Could not recommend more."
Kat 1-night trip
Posted less than an hour ago
Sheraton San Diego 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, 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.