Lakeside Vacation Rentals

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Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Lakeside vacation rentals

Property grounds

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, (6 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 ￥27,711
￥55,378 total
includes taxes & fees
Jun 8 - Jun 9
Private Casita located near San Diego attractions with free onsite laundry
Terrace/patio

Secluded Oasis: Pickleball, Jacuzzi, Pool, & Views

Secluded Oasis: Pickleball, Jacuzzi, Pool, & Views
San Diego County
10.0 out of 10, Exceptional, (3 reviews)
"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.
The price is ￥30,267
￥74,860 total
includes taxes & fees
Jun 1 - Jun 2
Secluded Oasis: Pickleball, Jacuzzi, Pool, & Views
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
9.2 out of 10, Wonderful, (5 reviews)
"As a San Diego local of 25 years staying here during a home transition, I can say this home is a wonderful find for families and remote workers. The house is exceptionally clean, I did the 'white sock test' with my kids for several days and the floors were spotless!The kitchen is a dream for those who actually cook; it's huge, with plenty of counter space and every appliance you could need (Keurig, indoor grill, rice maker). I especially appreciated the stainless steel cookware options. For my...
United States
Sithean L.
The price is ￥28,226
￥88,139 total
includes taxes & fees
Jun 4 - Jun 5
Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside
Pool

Villa Paradiso

Villa Paradiso
El Cajon
9.6 out of 10, Exceptional, (23 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
Outdoor pool, a heated pool

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, (15 reviews)
"Amazing stay the owner was amazing and very helpful 10/10 service"
United States
Jackson S.
The price is ￥95,239
￥236,750 total
includes taxes & fees
May 31 - Jun 1
Sleeps 50+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker
Terrace/patio

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.
The price is ￥77,510
￥142,956 total
includes taxes & fees
May 28 - May 29
PVT Pool & Spa 3BR Sleeps 8 Retreat Near San Diego
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, (37 reviews)
"Very comfy great experience will definitely go again "
United States
Stephanie F.
The price is ￥22,886
￥36,872 total
includes taxes & fees
Jun 3 - Jun 4
Vintage Airstream Trailer in the Hills of San Marcos!
Outdoor dining

VCT#1 The Real Teal - Vintage Camper -Glamping W/Lake Views

VCT#1 The Real Teal - Vintage Camper -Glamping W/Lake Views
San Diego County
9.6 out of 10, Exceptional, (5 reviews)
"I liked the location and the room was comfortable!! Very quiet and Steven was great!"
United States
Cathy
The price is ￥19,446
￥32,946 total
includes taxes & fees
May 28 - May 29
VCT#1 The Real Teal - Vintage Camper -Glamping W/Lake 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, (35 reviews)
"Loved our stay… wish we could of stayed longer. Time flew by! They also do rent out another cabin below. Hopefully maybe one day we can try that one as well ☺️"
United States
Ashley
The price is ￥21,070
￥30,785 total
includes taxes & fees
May 28 - May 29
Hilltop cabin with panoramic lake & mountain views
Outdoor dining

# 3. Howling Wolf's Lair - Studio W/ Fireplace (Pet Free)

# 3. Howling Wolf's Lair - Studio W/ Fireplace (Pet Free)
Santa Ysabel
9.0 out of 10, Wonderful, (7 reviews)
"Fun little getaway"
United States
Kürsten C.
The price is ￥17,800
￥30,985 total
includes taxes & fees
May 28 - May 29
# 3. Howling Wolf's Lair - Studio W/ Fireplace (Pet Free)
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
9.8 out of 10, Exceptional, (156 reviews)
"Beautiful fully appointed rooms and excellent location."
United States
Michelle
The price is ￥22,575
￥30,868 total
includes taxes & fees
Jun 17 - Jun 18
City24 Hotel Little Italy Mission Hills
1 bedroom, in-room safe, WiFi, bed sheets

Cozy and Quiet Tiny House Cottage with Skylight 2 Minutes from Main Street

Cozy and Quiet Tiny House Cottage with Skylight 2 Minutes from Main Street
Julian
9.6 out of 10, Exceptional, (20 reviews)
"Nice clean, comfortable quiet little place in a good area close to Julian center. "
United States
Gerardo A.
The price is ￥16,449
￥27,574 total
includes taxes & fees
May 29 - May 30
Cozy and Quiet Tiny House Cottage with Skylight 2 Minutes from Main Street
Interior

Pheasant Hill Cabin. A cozy cabin and dog friendly.

Pheasant Hill Cabin. A cozy cabin and dog friendly.
Julian
9.4 out of 10, Exceptional, (180 reviews)
"Great stay"
United States
Daniel G.
The price is ￥23,650
￥41,546 total
includes taxes & fees
Jun 8 - Jun 9
Pheasant Hill Cabin. A cozy cabin and dog friendly.
Beach nearby, beach towels

Adorable 1 bedroom house 8 min from La Jolla!

Adorable 1 bedroom house 8 min from La Jolla!
Bay Ho
10.0 out of 10, Exceptional, (53 reviews)
"Everything was in great shape."
United States
emma c.
The price is ￥22,933
￥40,772 total
includes taxes & fees
May 28 - May 29
Adorable 1 bedroom house 8 min from La Jolla!
Interior

Serenity in the Woods - Beautiful Log Cabin on 2 acres with AC & WiFi & Xbox

Serenity in the Woods - Beautiful Log Cabin on 2 acres with AC & WiFi & Xbox
Julian
9.2 out of 10, Wonderful, (58 reviews)
"Beautiful property great price will definitely visit again "
United States
Robin E.
The price is ￥37,267
￥69,756 total
includes taxes & fees
Jun 1 - Jun 2
Serenity in the Woods - Beautiful Log Cabin on 2 acres with AC & WiFi & Xbox
Terrace/patio

# 4. Falcon's Chalet - Studio W/ Fireplace & Amazing View

# 4. Falcon's Chalet - Studio W/ Fireplace & Amazing View
Santa Ysabel
9.2 out of 10, Wonderful, (10 reviews)
"Very cute and cozy. Fireplace was nice!!"
United States
Cora S.
The price is ￥19,580
￥33,067 total
includes taxes & fees
May 28 - May 29
# 4. Falcon's Chalet - Studio W/ Fireplace & Amazing View
Terrace/patio

Wine Country Cabin Near San Diego - on private 9 acres

Wine Country Cabin Near San Diego - on private 9 acres
Ramona
9.4 out of 10, Exceptional, (26 reviews)
" This is a great place to stay if you're looking for a quiet retreat. The setting is beautiful and private, which makes it a great weekend getaway. The only issue was that I couldn't get the TV to work. "
United States
Wendy S.
Wine Country Cabin Near San Diego - on private 9 acres
Private kitchen

The White Barn

The White Barn
Julian
10.0 out of 10, Exceptional, (33 reviews)
"Wonderful home and location in Julian! Truly could not have asked for a better home for our family of 5’s vacation. We wish we could have stayed for longer! "
United States
Jennifer B.
The price is ￥31,325
￥56,118 total
includes taxes & fees
Jun 3 - Jun 4
The White Barn
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, (373 reviews)
"The hotel was clean and staff was very nice. I would stay here again."
United States
Cenaida
The price is ￥16,363
￥18,450 total
includes taxes & fees
Jun 2 - Jun 3
Uptown Inn by Vantaggio - Limited Service Apart-Hotel
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, (25 reviews)
"Easy check in, perfect weekend get away. "
United States
Kianna W.
The price is ￥21,503
￥36,318 total
includes taxes & fees
May 28 - May 29
# 9. The Zen Den - Modern Cabin W/ Large Porch in Woods
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

10/10 Excellent
"Great location! Rooms were very nice."
Lisa 1-night trip
Posted 1 hour ago
The Sofia Hotel

Find out more about Lakeside

Search for holiday rentals in Lakeside on Expedia! You can easily find your home rentals, villas, holiday apartments in Lakeside using one of the methods below:

  • View our selection of featured holiday rentals in Lakeside
  • Use the map to find apartments and other holiday homes in the Lakeside neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Lakeside while they last

Look no further and take a look at our great range of rental properties in Lakeside!

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 has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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.