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

Lakeside Holiday Rentals

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Our top choices for Lakeside holiday rentals

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)
"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 NZ$618
includes taxes & fees
30 Aug - 31 Aug
Private Casita located near San Diego attractions with free onsite laundry

2. 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

3. 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.
The price is NZ$276
includes taxes & fees
18 Sept - 19 Sept
Cute Tiny House in Lakeside

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.
The price is NZ$490
includes taxes & fees
26 Aug - 27 Aug
The Outside Inn at The Tipsy Goat Ranch

5. 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 NZ$1,079
includes taxes & fees
25 Aug - 26 Aug
Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside

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

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

Spacious 4-bedroom house in tranquil Lakeside with AC
Lakeside
The price is NZ$1,009
includes taxes & fees
3 Sept - 4 Sept
Spacious 4-bedroom house in tranquil Lakeside with AC

8. 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

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, (1,060 reviews)
"Wonderful condo, friendly staff, great amenities. Very happy with our stay."
United States
Donna
The price is NZ$276
includes taxes & fees
25 Aug - 26 Aug
Riviera Oaks Resort by Coolvacay

10. San Diego Country Estates

San Diego Country Estates
2.5 star property
San Diego Country Estates
9.4 out of 10, Exceptional, (290 reviews)
"Clean rooms, friendly staff"
United States
James
The price is NZ$199
includes taxes & fees
26 Aug - 27 Aug
San Diego Country Estates

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 NZ$244
includes taxes & fees
6 Sept - 7 Sept
Cozy Private Studio in El Cajon

12. Marriott Vacation Club®, San Diego

Marriott Vacation Club®, San Diego
3.5 star property
Downtown San Diego
9.4 out of 10, Exceptional, (1,167 reviews)
"Place is clean and beautiful, grear location."
United States
Mabel
The price is NZ$295
includes taxes & fees
7 Sept - 8 Sept
Marriott Vacation Club®, San Diego

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, (440 reviews)
"Staff were wonderful. Great location."
United States
Benjamin
The price is NZ$179
includes taxes & fees
1 Sept - 2 Sept
Uptown Inn by Vantaggio - Limited Service Apart-Hotel

14. Queen Bed Non-Smoking

Queen Bed Non-Smoking
San Diego CA
10.0 out of 10, Exceptional, (101 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 traveller
The price is NZ$114
includes taxes & fees
31 Aug - 1 Sept
Queen Bed Non-Smoking

15. 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
The price is NZ$325
includes taxes & fees
25 Aug - 26 Aug
Hilltop cabin with panoramic lake & mountain views

16. 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, (349 reviews)
"Easy parking and close to the race track, beach and restaurants"
United States
Chris
The price is NZ$293
includes taxes & fees
8 Sept - 9 Sept
Winners Circle Solana Beach Del Mar Resort

17. Little Italy Inn - Limited Service Apart Hotel

Little Italy Inn - Limited Service Apart Hotel
2.5 star property
Downtown San Diego
8.2 out of 10, Very good, (249 reviews)
"Property is clean, reasonable price, friendly reception people and the location is great. I just needed a place to sleep and tour the area during the two days I stayed!"
United States
Afaf
The price is NZ$189
includes taxes & fees
26 Aug - 27 Aug
Little Italy Inn - Limited Service Apart Hotel

18. '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
The price is NZ$415
includes taxes & fees
25 Aug - 26 Aug
'Ted' 2-bedroom cozy house in central location! 10 minutes to Balboa!

19. Cozy 2-Bedroom Cottage Near Balboa Park

Cozy 2-Bedroom Cottage Near Balboa Park
Mid-City
8.8 out of 10, Excellent, (11 reviews)
"The place was as advertised. Comfortable and good privacy in an area that at first glance, didn’t seem like it would have any"
United States
Steve F.
The price is NZ$503
includes taxes & fees
25 Aug - 26 Aug
Cozy 2-Bedroom Cottage Near Balboa Park

20. Coronado Beach Resort

Coronado Beach Resort
3.0 star property
Historic Downtown Coronado
9.0 out of 10, Wonderful, (813 reviews)
"Clean and large room, friendly staff and beach equipment was great to have."
United States
Kimberlee
The price is NZ$403
includes taxes & fees
1 Sept - 2 Sept
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

Find out more about Lakeside

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Lakeside holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Lakeside. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Lakeside. Seeing all the best attractions is bound to make you fall in love with Lakeside. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Lakeside short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Lakeside?

Yes, there are holiday rentals close to the most popular sights in Lakeside, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Lakeside has to offer?

3 Story Spanish Style House, Best Location in SD. Views of North Park, With AC: This holiday home rental outside of Lakeside is equipped with a BBQ, 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 that you can cook with friends or family.

How many holiday rentals are there in Lakeside?

With 11 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find popular places such as San Diego Zoo and Petco Park.

What are holiday rentals like in Lakeside?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Lakeside. Holiday rentals provide amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family trip.