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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Lakeside vacation rentals

Exterior

1. Cute Tiny House in Lakeside

Cute Tiny House in Lakeside
Lakeside
8.8 out of 10, Excellent, (22 reviews)
"Neat, clean, easy access to San Diego area…"
United States
David W.
$166 nightly
The price is $166
Sep 18 - Sep 19
Total with taxes and fees
Cute Tiny House in Lakeside
Property grounds

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)
"We had an amazing stay! Beautiful home with a beautiful view. Brent and Carla were very responsive to any questions. My wife and 12 month old stayed for 3 nights and we had everything we needed. The house is also very baby friendly!"
United States
Daniel C.
$349 nightly
The price is $373
Aug 30 - Aug 31
Total with taxes and fees
Private Casita located near San Diego attractions with free onsite laundry
Coffee/tea maker, fridge, microwave, oven

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

Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside
Lakeside
9.4 out of 10, Exceptional, (6 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.
$650 nightly
The price is $674
Sep 1 - Sep 2
Total with taxes and fees
Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside
Outdoor pool

4. The Outside Inn at The Tipsy Goat Ranch

The Outside Inn at The Tipsy Goat Ranch
Lakeside
10.0 out of 10, Exceptional, (26 reviews)
"The Outside Inn was absolutely what we needed....relaxing, peaceful, quality time surrounded by beautiful farm animals. The accommodations were very nice and our host, Heather, was lovely. We hope to be back very soon."
United States
Brian F.
$300 nightly
The price is $300
Sep 1 - Sep 2
Total with taxes and fees
The Outside Inn at The Tipsy Goat Ranch
4 bedrooms, in-room safe, iron/ironing board, WiFi (free)

5. 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
Aug 30 - Aug 31
Total with taxes and fees
Spacious 4-bedroom house in tranquil Lakeside with AC
Pool

6. Villa Paradiso

Villa Paradiso
El Cajon
9.6 out of 10, Exceptional, (25 reviews)
"It was a fantastic stay for our family getaway. We loved the pool and hot tub, and the house had everything we needed for our vacation. We enjoyed the ping pong table, gym in the garage, pool table, and plenty of games. We spent a lot of time out of the house enjoying the beaches and hikes in the area, but enjoyed returning to the house to spend time there. All around a fantastic stay. "
United States
Jared H.
Villa Paradiso
Terrace/patio

7. Luxury Private Estate | Pool & Pickleball Court

Luxury Private Estate | Pool & Pickleball Court
Lakeside
9.6 out of 10, Exceptional, (37 reviews)
"Beautiful house with so many fun amenities! We really enjoyed our stay here and the sun set views were amazing. "
United States
Aili W.
Luxury Private Estate | Pool & Pickleball Court
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, (1,062 reviews)
"Wonderful condo, friendly staff, great amenities. Very happy with our stay."
United States
Donna
$153 nightly
The price is $165
Aug 31 - Sep 1
Total with taxes and fees
Riviera Oaks Resort by Coolvacay
Exterior

9. San Diego Country Estates

San Diego Country Estates
2.5 star property
San Diego Country Estates
9.4 out of 10, Exceptional, (291 reviews)
"Clean rooms, friendly staff"
United States
James
$115 nightly
The price is $122
Sep 3 - Sep 4
Total with taxes and fees
San Diego Country Estates
1 bedroom, iron/ironing board, WiFi, bed sheets

10. Cozy Private Studio in El Cajon

Cozy Private Studio in El Cajon
Mount Helix
8.8 out of 10, Excellent, (28 reviews)
"It was a great plead to stay"
United States
Simon
$146 nightly
The price is $146
Aug 28 - Aug 29
Total with taxes and fees
Cozy Private Studio in El Cajon
Dining

11. La Mesa Family Retreat - 20 minutes to Beaches & More!

La Mesa Family Retreat - 20 minutes to Beaches & More!
La Mesa
9.0 out of 10, Wonderful, (9 reviews)
"The property was well located for us. "
United States
Ann D.
$569 nightly
The price is $569
Sep 1 - Sep 2
Total with taxes and fees
La Mesa Family Retreat - 20 minutes to Beaches & More!
Smart TV

12. '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, (39 reviews)
"Beds were very comfortable."
United States
Paula
$227 nightly
The price is $252
Aug 31 - Sep 1
Total with taxes and fees
'Ted' 2-bedroom cozy house in central location! 10 minutes to Balboa!
1 bedroom, WiFi (free), bed sheets

13. 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, (4 reviews)
"Our stay was lovely at Neric's place. Nice decor, clean, comfortable, & quiet. The AC worked well to keep the home at the perfect temp for us. We will stay here again!"
United States
Katherine S.
$166 nightly
The price is $166
Sep 15 - Sep 16
Total with taxes and fees
Splendid 1-bedroom apartment in delightful La Mesa with AC and Laundry
Lobby

14. 2 Queen Beds Non-Smoking

2 Queen Beds Non-Smoking
San Diego CA
10.0 out of 10, Exceptional, (101 reviews)
"A warm welcome from staff right at check in set a good tone for our visit!"
United States
Anonymous traveler
$78 nightly
The price is $85
Aug 30 - Aug 31
Total with taxes and fees
2 Queen Beds Non-Smoking
Private kitchen

15. Lake Murray 3BR Retreat with AC and Skylight

Lake Murray 3BR Retreat with AC and Skylight
La Mesa
10.0 out of 10, Exceptional, (15 reviews)
"Our stay was fantastic and it had everything we need for our 1 week stay. I recommend this location. "
United States
Rosa C.
$288 nightly
The price is $288
Sep 8 - Sep 9
Total with taxes and fees
Lake Murray 3BR Retreat with AC and Skylight
Lobby sitting area

16. 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, (443 reviews)
"Room was perfect for our short trip. Clean room and friendly staff."
United States
Diana
$97 nightly
The price is $110
Sep 1 - Sep 2
Total with taxes and fees
Uptown Inn by Vantaggio - Limited Service Apart-Hotel
Interior

17. Canyon View Tranquil Oasis, Private Pool and Dreamy Sunsets, New Backyard

Canyon View Tranquil Oasis, Private Pool and Dreamy Sunsets, New Backyard
San Carlos
9.4 out of 10, Exceptional, (70 reviews)
"Clean beautiful property, host was prompt and communicative, all the amenities you could want. The pool was wonderful and the property was quiet and private. Would stay again!"
United States
Kim O.
$648 nightly
The price is $720
Sep 23 - Sep 24
Total with taxes and fees
Canyon View Tranquil Oasis, Private Pool and Dreamy Sunsets, New Backyard
Terrace/patio

18. Cozy 2-Bedroom Cottage Near Balboa Park

Cozy 2-Bedroom Cottage Near Balboa Park
Mid-City
8.8 out of 10, Excellent, (11 reviews)
"This is such a charming cottage in San Diego! Loved our convenient stay and were close to everything that we needed. Thanks!"
United States
Ryne R.
$273 nightly
The price is $303
Sep 21 - Sep 22
Total with taxes and fees
Cozy 2-Bedroom Cottage Near Balboa Park
Dining

19. Private Cozy Clean, close to EVERYTHING

Private Cozy Clean, close to EVERYTHING
Mid-City
9.8 out of 10, Exceptional, (71 reviews)
"Location was perfect for daily outings in San Diego. Would stay again. "
United States
Caitlin M.
$305 nightly
The price is $341
Sep 21 - Sep 22
Total with taxes and fees
Private Cozy Clean, close to EVERYTHING
Property grounds

20. Hilltop cabin with panoramic lake & mountain views

Hilltop cabin with panoramic lake & mountain views
Del Dios
9.6 out of 10, Exceptional, (52 reviews)
"I loved how unique and cute this stay was"
United States
Kayla
$197 nightly
The price is $197
Aug 31 - Sep 1
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

The Sofia Hotel

The Sofia Hotel

8/10 Good
"Quite a notable stay! I originally booked a corner room at The Sofia as a “just in case” option, but did not see that the stay was nonrefundable. I tried all kinds of ways to appeal and get out of it, but they wouldn’t even let me sell the stay to someone else. This really isn’t the reason for my rating, but it did set the tone. The hotel staff were not very friendly in general, and sort of just did the minimum. I get the strong impression that someone bought an aging hotel and was struggling to get it up to speed. Most of the hotel is decorated in a dark gothic style, but I was pleasantly surprised to find that the entire 7th floor was remodeled in modern light colors, and our room was mostly shades of white (which did not match its pictures on the website, which still displayed the old dark style). The outer walls still have the old windows, but the room had nice quartz countertops and modern bathroom hardware. Annoyingly, the shower head did not swivel much, and not enough to get into a convenient position - it shot too high, mostly at our heads. The room was otherwise nice and quiet and pretty comfortable. There was a hydration station on our floor, which was nice. On the afternoon of the second day of our stay we ran out of hot water. I didn’t think to contact the front desk until later in the evening, and they said they were having problems all over the hotel, but would be fixed in “a few hours”. We both ended up taking cold showers as it wasn’t fixed until the next m"
Matthew 4-night trip
Posted less than an hour ago
The Sofia Hotel

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 $85 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?

3 Story Spanish Style House, Best Location in SD. Views of North Park, With AC: This vacation home rental near Lakeside is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Lakeside?

With 11 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 Petco Park.

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.