Lakeside Vacation Rentals

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Check prices for these dates

In two weeks
Feb 20 - Feb 22
In two months
Apr 3 - Apr 5
In three months
May 1 - May 3
In four months
May 29 - May 31

Our top choices for Lakeside vacation rentals

Exterior

Cute Tiny House in Lakeside

Cute Tiny House in Lakeside
Lakeside
8.8 out of 10, Excellent, (20 reviews)
"This was a very comfortable, safe and relaxing place to stay. The only areas of concern were the gate and the shower. The hosts were very friendly and accommodating. I would definitely consider staying there again. "
United States
Sherry E.
$166 nightly
The price is $166
Mar 1 - Mar 2
Total with taxes and fees
Cute Tiny House in Lakeside
Property grounds

Private Casita on Surf Ranch is centrally located. to all San Diego attractions

Private Casita on Surf Ranch is centrally located. to all San Diego attractions
Lakeside
9.8 out of 10, Exceptional, (6 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.
$340 nightly
The price is $364
Feb 7 - Feb 8
Total with taxes and fees
Private Casita on Surf Ranch is centrally located. to all San Diego attractions
Terrace/patio

Secluded Oasis: Pickleball, Jacuzzi, Pool, & Views

Secluded Oasis: Pickleball, Jacuzzi, Pool, & Views
San Diego County
10.0 out of 10, Exceptional, (1 review)
"Place was super cool and the owner was really chill about things and very kind. Loved the stay it was awesome!"
United States
Jacob L.
$532 nightly
The price is $532
Feb 10 - Feb 11
Total with taxes and fees
Secluded Oasis: Pickleball, Jacuzzi, Pool, & Views
Outdoor pool, a heated pool

Sleeps 40+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker

Sleeps 40+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker
Lakeside
10.0 out of 10, Exceptional, (14 reviews)
"If I could give this place 10 stars I would! The host, Alvin, is wonderful and responds quickly to any questions. The place is a great home and the amenities are wonderful. It’s easy to travel to the beach or to other fun outings. We enjoyed our time immensely."
United States
Sherri B.
$1,650 nightly
The price is $1,802
Feb 9 - Feb 10
Total with taxes and fees
Sleeps 40+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker
Fridge, microwave, oven, stovetop

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

Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside
Lakeside
8.0 out of 10, Very Good, (2 reviews)
"My family stayed here when we were in town for my daughter’s SDSU graduation.The good: Pillows seem washed. Towels were hotel quality. There were more towels than we needed. Host seem new to renting out properties. Construction / renovation doesn’t seem complete (photo attached). Also, they should hire out the cleaning (hosts do the cleaning themselves) as there are areas that could use more cleaning (eg. cabinets around stove). Pots and pans were not usable / Teflon. There are no towel racks...
United States
Leilani A.
$634 nightly
The price is $657
Feb 23 - Feb 24
Total with taxes and fees
Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside
Pool

Villa Paradiso

Villa Paradiso
El Cajon
9.6 out of 10, Exceptional, (22 reviews)
"Great set-up for large groups with kids. "
United States
Christina G.
$1,450 nightly
The price is $1,583
Feb 13 - Feb 14
Total with taxes and fees
Villa Paradiso
Property grounds

Stay in a Retro Camper | A Tiny Adventure Awaits

Stay in a Retro Camper | A Tiny Adventure Awaits
El Cajon
9.8 out of 10, Exceptional, (16 reviews)
"We came down to Cali to get away from the Canadian cold and this little place was perfect for our family of three. Great location , cozy comfy Christmas for us :) "
Canada
Niki P.
$175 nightly
The price is $190
Mar 2 - Mar 3
Total with taxes and fees
Stay in a Retro Camper | A Tiny Adventure Awaits
Terrace/patio

Vintage Airstream Trailer in the Hills of San Marcos!

Vintage Airstream Trailer in the Hills of San Marcos!
San Marcos
9.8 out of 10, Exceptional, (35 reviews)
"Beautiful location, cozy and quite an experience"
United States
RAFAEL
$219 nightly
The price is $219
Feb 6 - Feb 7
Total with taxes and fees
Vintage Airstream Trailer in the Hills of San Marcos!
Rooftop terrace

Sentral Gaslamp Quarter

Sentral Gaslamp Quarter
4.0 star property
Downtown San Diego
9.4 out of 10, Exceptional, (662 reviews)
"Great place to stay "
United States
KELLY
$143 nightly
The price is $166
Feb 12 - Feb 13
Total with taxes and fees
Sentral Gaslamp Quarter
Exterior

San Diego Country Estates

San Diego Country Estates
2.5 star property
San Diego Country Estates
9.4 out of 10, Exceptional, (253 reviews)
"Wonderful stay!"
United States
ARNAB
$90 nightly
The price is $95
Feb 22 - Feb 23
Total with taxes and fees
San Diego Country Estates
Lobby sitting area

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, (287 reviews)
"The room was very small but very clean. Great place to stay for the short amount of time we needed it. "
United States
Debra
$100 nightly
The price is $113
Feb 8 - Feb 9
Total with taxes and fees
Uptown Inn by Vantaggio - Limited Service Apart-Hotel
Interior

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

Tiny Farmhouse Cottage with Loft - Drift Asleep by Stargazing through Skylight
Julian
9.8 out of 10, Exceptional, (10 reviews)
"I had an amazing stay!"
United States
Melanie M.
$186 nightly
The price is $186
Feb 6 - Feb 7
Total with taxes and fees
Tiny Farmhouse Cottage with Loft - Drift Asleep by Stargazing through Skylight
Outdoor dining

#10. Fox's Hillside Hideaway - with Firepit & Fireplace

#10. Fox's Hillside Hideaway - with Firepit & Fireplace
San Diego County
9.6 out of 10, Exceptional, (26 reviews)
"House had everything necessary for a great stay!"
United States
Mike M.
$179 nightly
The price is $192
Feb 8 - Feb 9
Total with taxes and fees
#10. Fox's Hillside Hideaway - with Firepit & Fireplace
Property grounds

Studio near San Diego attraction with amazing view

Studio near San Diego attraction with amazing view
Country Club
9.8 out of 10, Exceptional, (11 reviews)
"Was a very nice place to stay! 10/10 will be staying again sometime in the future! Felt very safe. "
United States
Kimberly g.
$154 nightly
The price is $160
Feb 10 - Feb 11
Total with taxes and fees
Studio near San Diego attraction with amazing view
Front of property - evening/night

Coronado Beach Resort

Coronado Beach Resort
3.0 star property
Historic Downtown Coronado
9.0 out of 10, Wonderful, (763 reviews)
"Ideal location walkable to many restaurants and the beach. Great spot and lovely staff"
United States
Justine
$204 nightly
The price is $224
Feb 8 - Feb 9
Total with taxes and fees
Coronado Beach Resort
Terrace/patio

# 9. The Zen Den - Modern Cabin W/ Large Porch in Woods

# 9. The Zen Den - Modern Cabin W/ Large Porch in Woods
Santa Ysabel
9.2 out of 10, Wonderful, (23 reviews)
"The Zen Den was The perfect place to overnight on our way North. It's near Werner springs, the Pacific Crest trail and Lake Henshaw all fun places to go take a look around. "
United States
Milly L.
$179 nightly
The price is $192
Feb 8 - Feb 9
Total with taxes and fees
# 9. The Zen Den - Modern Cabin W/ Large Porch in Woods
Deluxe 2 King Bedrooms, Multiple Beds, Sleeps 11ppl | Terrace/patio

City24 Hotel Little Italy Mission Hills

City24 Hotel Little Italy Mission Hills
4.5 star property
Middletown
9.6 out of 10, Exceptional, (115 reviews)
"would definitely go back and stay there again "
United States
Kounwick
$178 nightly
The price is $201
Feb 6 - Feb 7
Total with taxes and fees
City24 Hotel Little Italy Mission Hills
Terrace/patio

2BR House in Central San Diego, Right Next to SDSU, Free Parking

2BR House in Central San Diego, Right Next to SDSU, Free Parking
Mid-City
9.8 out of 10, Exceptional, (11 reviews)
"Our visit was short but really enjoyed our stay. Definitely will stay here again when traveling with family or friends. Place was clean and comfortable."
United States
Michelle M.
$307 nightly
The price is $341
Feb 16 - Feb 17
Total with taxes and fees
2BR House in Central San Diego, Right Next to SDSU, Free Parking
TV, fireplace, Netflix, streaming services

# 2. Eagle's Perch - 1 Bedroom Cabin with Fireplace & Views

# 2. Eagle's Perch - 1 Bedroom Cabin with Fireplace & Views
San Diego County
9.8 out of 10, Exceptional, (14 reviews)
"Beautiful views and a cozy cabin. We loved our stay!"
United States
Hannah
$179 nightly
The price is $192
Feb 8 - Feb 9
Total with taxes and fees
# 2. Eagle's Perch - 1 Bedroom Cabin with Fireplace & Views
Property grounds

Hilltop cabin with panoramic lake & mountain views

Hilltop cabin with panoramic lake & mountain views
Del Dios
9.6 out of 10, Exceptional, (28 reviews)
"Loved this property. Pool and outside patio area with kitchen was great! The view from the cabin was wonderful under the stars at night and beautiful to wake up to."
United States
Leslie F.
$196 nightly
The price is $196
Feb 9 - Feb 10
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

Wyndham San Diego Bayside

Wyndham San Diego Bayside

10/10 Excellent
"Love the view to the bay. Room was clean and location had a lot of great restaurant options "
Chintana 4-night trip
Posted 18 hours ago
Wyndham San Diego Bayside

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 $95 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?

1 House to Beach! 3 Levels + Panoramic Sky View Deck: This vacation home 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 3 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 15 Expedia vacation rentals, you're sure to find just the right place for your Lakeside stay.

What can I see and do in Lakeside?

Explore the area and family-friendly sights such as San Diego Zoo, or get out into nature at a spot like Lake Jennings. In the larger area, you’ll find popular places like Mission Bay 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.