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

Lakeside Vacation Rentals

Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Lakeside vacation rentals

Terrace/patio

1. PVT Pool & Spa 3BR Sleeps 8 Retreat Near San Diego

PVT Pool & Spa 3BR Sleeps 8 Retreat Near San Diego
Lakeside
10.0 out of 10, Exceptional, (11 reviews)
"Extremely efficiently run property. We were very happy with our stay."
United States
Michael B.
PVT Pool & Spa 3BR Sleeps 8 Retreat Near San Diego
Pool

2. 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.
The price is SAR 3,420
SAR 6,196 total
includes taxes & fees
21 Aug - 22 Aug
Villa Paradiso
Property grounds

3. 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.
The price is SAR 732
SAR 1,402 total
includes taxes & fees
17 Sep - 18 Sep
Private Casita located near San Diego attractions with free onsite laundry
Coffee/tea maker, fridge, microwave, oven

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

Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside
Lakeside
9.2 out of 10, Wonderful, (5 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 SAR 908
SAR 2,386 total
includes taxes & fees
19 Aug - 20 Aug
Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside
Outdoor pool

5. 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.
The price is SAR 725
SAR 1,209 total
includes taxes & fees
14 Sep - 15 Sep
The Outside Inn at The Tipsy Goat Ranch
4 bedrooms, in-room safe, iron/ironing board, WiFi (free)

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

Spacious 4-bedroom house in tranquil Lakeside with AC
Lakeside
The price is SAR 1,521
SAR 2,273 total
includes taxes & fees
19 Aug - 20 Aug
Spacious 4-bedroom house in tranquil Lakeside with AC
Interior

7. Winners Circle Solana Beach Del Mar Resort

Winners Circle Solana Beach Del Mar Resort
2.5 star property
Solana Beach
9.4 out of 10, Exceptional, (341 reviews)
"Easy parking and close to the race track, beach and restaurants"
United States
Chris
The price is SAR 581
SAR 656 total
includes taxes & fees
7 Sep - 8 Sep
Winners Circle Solana Beach Del Mar Resort
Lobby

8. Queen Bed Non-Smoking

Queen Bed Non-Smoking
San Diego CA
10.0 out of 10, Exceptional, (100 reviews)
"Just right for sleeping after sightseeing all day, glad I chose this place over others nearby based on price/availability combo!"
United States
Anonymous traveler
The price is SAR 209
SAR 270 total
includes taxes & fees
23 Aug - 24 Aug
Queen Bed Non-Smoking
Exterior

9. Marriott Vacation Club®, San Diego

Marriott Vacation Club®, San Diego
3.5 star property
Downtown San Diego
9.4 out of 10, Exceptional, (1,163 reviews)
"Place is clean and beautiful, grear location."
United States
Mabel
The price is SAR 634
SAR 736 total
includes taxes & fees
31 Aug - 1 Sep
Marriott Vacation Club®, San Diego
Exterior

10. San Diego Country Estates

San Diego Country Estates
2.5 star property
San Diego Country Estates
9.4 out of 10, Exceptional, (289 reviews)
"Clean rooms, friendly staff"
United States
James
The price is SAR 325
SAR 452 total
includes taxes & fees
20 Aug - 21 Aug
San Diego Country Estates
1 bedroom, iron/ironing board, WiFi, bed sheets

11. Cozy Private Studio in El Cajon

Cozy Private Studio in El Cajon
Mount Helix
9.0 out of 10, Wonderful, (27 reviews)
"It was a great plead to stay"
United States
Simon
The price is SAR 473
SAR 548 total
includes taxes & fees
23 Aug - 24 Aug
Cozy Private Studio in El Cajon
Outdoor dining

12. The Sky Lounge

The Sky Lounge
La Mesa
10.0 out of 10, Exceptional, (27 reviews)
"Great host, great property!"
United States
Amanda L.
The price is SAR 4,254
SAR 6,900 total
includes taxes & fees
21 Aug - 22 Aug
The Sky Lounge
Dining

13. Sunnyside Resort Spa, Beach, Zoo, Arcade

Sunnyside Resort Spa, Beach, Zoo, Arcade
La Mesa
9.6 out of 10, Exceptional, (22 reviews)
"The place is very cozy and beautiful, we stayed there for my son graduation and we had a fabulous time."
United States
Nelta P.
The price is SAR 682
SAR 1,939 total
includes taxes & fees
20 Aug - 21 Aug
Sunnyside Resort Spa, Beach, Zoo, Arcade
Interior

14. Adorable 4 Bedroom Guest House wPool + Jacuzzi

Adorable 4 Bedroom Guest House wPool + Jacuzzi
Poway
10.0 out of 10, Exceptional, (18 reviews)
"It’s is a lovely place. Very good quality and great service."
United States
ANTHONY
The price is SAR 1,408
SAR 2,790 total
includes taxes & fees
28 Aug - 29 Aug
Adorable 4 Bedroom Guest House wPool + Jacuzzi
Coffee/tea maker, fridge, microwave, oven

15. Bright Cozy 3b/2b with nice backyard & BBQ

Bright Cozy 3b/2b with nice backyard & BBQ
Mira Mesa
10.0 out of 10, Exceptional, (25 reviews)
"We stayed 2 nights here and everything went well Perfect"
United States
Cesar
Bright Cozy 3b/2b with nice backyard & BBQ
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, (434 reviews)
"Staff were wonderful. Great location."
United States
Benjamin
The price is SAR 355
SAR 401 total
includes taxes & fees
24 Aug - 25 Aug
Uptown Inn by Vantaggio - Limited Service Apart-Hotel
Coffee/tea maker, fridge, microwave, oven

17. House in San Diego #1 (Lemon Grove)

House in San Diego #1 (Lemon Grove)
Lemon Grove
10.0 out of 10, Exceptional, (23 reviews)
"Wonderful stay, as described - thank you!"
United States
Stacey L.
The price is SAR 1,316
SAR 2,716 total
includes taxes & fees
26 Aug - 27 Aug
House in San Diego #1 (Lemon Grove)
Deluxe 2 King Bedrooms, Multiple Beds, Sleeps 11ppl | Terrace/patio

18. City24 Hotel Little Italy Mission Hills

City24 Hotel Little Italy Mission Hills
4.5 star property
Middletown
9.6 out of 10, Exceptional, (191 reviews)
"Enjoyed my stay! Clean spacious room and friendly staff."
United States
omokayode
The price is SAR 501
SAR 693 total
includes taxes & fees
25 Aug - 26 Aug
City24 Hotel Little Italy Mission Hills
Beach nearby

19. Coronado Beach Resort

Coronado Beach Resort
3.0 star property
Historic Downtown Coronado
9.0 out of 10, Wonderful, (811 reviews)
"Clean and large room, friendly staff and beach equipment was great to have."
United States
Kimberlee
The price is SAR 822
SAR 904 total
includes taxes & fees
1 Sep - 2 Sep
Coronado Beach 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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Top Lakeside Hotel Reviews

Courtyard by Marriott San Diego Downtown Little Italy

Courtyard by Marriott San Diego Downtown Little Italy

8/10 Good
"I recently stayed at the Courtyard by Marriott San Diego Downtown Little Italy, and overall, it’s a great hotel with a lot of potential. The location is excellent and truly within walking distance to Little Italy, which made exploring the neighborhood incredibly convenient. The property itself was clean, safe, and visually well‑maintained. That said, my stay came with a few bumps: Check‑in was a little chaotic, likely due to a new system upgrade the hotel was rolling out. I was mistakenly billed for a room I had already paid for, which took extra time at arrival. I booked and paid for a sunset view, but ended up with a freeway view instead. Not a deal‑breaker, but definitely disappointing given the price difference and expectation. Our Wi‑Fi didn’t work during the stay. I tried calling the front desk multiple times, but no one ever answered. When I went down to the lobby, the lines were extremely long, clearly the staff was overwhelmed and juggling a lot at once. Despite the hiccups, the hotel itself is genuinely nice. It seems they had a lot going on behind the scenes, and unfortunately, I ended up with the short end of the stick during a busy or transitional period. I’d consider staying again, but hopefully once their systems are running smoothly."
Daisy 2-night trip
Posted less than an hour ago
Courtyard by Marriott San Diego Downtown Little Italy

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.