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

Search Vacation Homes in Lakeside

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Lakeside vacation homes

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 ¥29,833
¥57,828 total
includes taxes & fees
Jul 19 - Jul 20
Private Casita located near San Diego attractions with free onsite laundry

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)
"I had a wonderful stay it was quite spacious and the host was very friendly!"
United States
Alexander C.
The price is ¥32,252
¥94,821 total
includes taxes & fees
Jul 8 - Jul 9
Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside

Private Pool & Spa 3BR Sleeps 8 Resort-style Retreat Near San Diego

Private Pool & Spa 3BR Sleeps 8 Resort-style 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 ¥78,445
¥144,710 total
includes taxes & fees
Jul 5 - Jul 6
Private Pool & Spa 3BR Sleeps 8 Resort-style Retreat Near San Diego

Hideaway in the heart of San Diego!

Hideaway in the heart of San Diego!
Mid-City
10.0 out of 10, Exceptional, (8 reviews)
"Welcoming, clean, and helpful suggestions from host. Would stay here again."
United States
Mathew W.
The price is ¥25,458
¥52,208 total
includes taxes & fees
Jul 5 - Jul 6
Hideaway in the heart of San Diego!

Luxe Loft Retreat – Patio, High Ceilings & Parking

Luxe Loft Retreat – Patio, High Ceilings & Parking
Tierrasanta
10.0 out of 10, Exceptional, (1 review)
"No complaints about the property, except the following comments, which were not the fault of the host, as explained below--hence the 5 stars. I booked this for my family, who was in town for an event. I am a San Diego resident. I didn't realize a few things until after I had booked the property, albeit it was still within the cancellation window. First, that this is similar to an ADU attached to a different main house. Once the host sent the address, I googled the property, which led to...
United States
Shital T.
The price is ¥25,398
¥32,345 total
includes taxes & fees
Jul 8 - Jul 9
Luxe Loft Retreat – Patio, High Ceilings & Parking

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, (54 reviews)
"What a great place for one or two people to stay. As an older single woman, the house and neighborhood felt safe which is important to me. I spent a week here this time. I'll prefer to stay here again next time I come to visit my grandkids. "
United States
Terry S.
The price is ¥30,639
¥50,616 total
includes taxes & fees
Aug 3 - Aug 4
Adorable 1 bedroom house 8 min from La Jolla!

2 B/R Most Popular! "Time Traveler Retreat" (Pets Welcome)

2 B/R Most Popular! "Time Traveler Retreat" (Pets Welcome)
Julian
9.8 out of 10, Exceptional, (65 reviews)
"Great experience! Welcoming host, great location for our adventures, comfy beds. Already planning our next trip!"
United States
Adrienne G.
The price is ¥26,124
¥39,825 total
includes taxes & fees
Jul 8 - Jul 9
2 B/R Most Popular! "Time Traveler Retreat" (Pets Welcome)

Cozy Tiny House Retreat - 4 Minutes from Village

Cozy Tiny House Retreat - 4 Minutes from Village
Julian
9.0 out of 10, Wonderful, (32 reviews)
"Clean and great location. "
United States
Katie S.
The price is ¥21,125
¥24,350 total
includes taxes & fees
Jul 6 - Jul 7
Cozy Tiny House Retreat - 4 Minutes from Village

Stargazer Cottage - Beautiful,Peaceful,Modern

Stargazer Cottage - Beautiful,Peaceful,Modern
Julian
10.0 out of 10, Exceptional, (1 review)
"We liked the location set in the outdoors, and being able to take nature hikes !"
United States
Rob
The price is ¥25,802
¥31,414 total
includes taxes & fees
Jul 9 - Jul 10
Stargazer Cottage - Beautiful,Peaceful,Modern

Tiny House Retreat: Pet-Friendly Haven with Fantastic Lake Views in Henshaw, CA

Tiny House Retreat: Pet-Friendly Haven with Fantastic Lake Views in Henshaw, CA
San Diego Country Estates
The price is ¥30,233
¥36,200 total
includes taxes & fees
Jul 5 - Jul 6
Tiny House Retreat: Pet-Friendly Haven with Fantastic Lake Views in Henshaw, CA

'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, (35 reviews)
"Great for the price"
United States
Audra O.
The price is ¥16,932
¥42,537 total
includes taxes & fees
Jul 27 - Jul 28
'Ted' 2-bedroom cozy house in central location! 10 minutes to Balboa!

Pine Ridge View – Mountain Hideaway Close to Town, Private, Gated, VIEWS, PetsOK

Pine Ridge View – Mountain Hideaway Close to Town, Private, Gated, VIEWS, PetsOK
julian
10.0 out of 10, Exceptional, (51 reviews)
"Beautiful cabin, great experience!! "
United States
Juan O.
The price is ¥42,815
¥89,716 total
includes taxes & fees
Jul 14 - Jul 15
Pine Ridge View – Mountain Hideaway Close to Town, Private, Gated, VIEWS, PetsOK

Tranquil Private North San Diego Cottage/Guest 1 House

Tranquil Private North San Diego Cottage/Guest 1 House
Poway
9.0 out of 10, Wonderful, (34 reviews)
"Everything was wonderful. Beautiful property and hosts were great people."
United States
John K.
The price is ¥30,478
¥69,664 total
includes taxes & fees
Jul 12 - Jul 13
Tranquil Private North San Diego Cottage/Guest 1 House

La Casita Guest House, private fenced yard & with heat and AC, pet friendly

La Casita Guest House, private fenced yard & with heat and AC, pet friendly
Mount Helix
9.8 out of 10, Exceptional, (11 reviews)
"Host and amenities were both very nice. "
United States
Juergen S.
The price is ¥20,964
¥52,261 total
includes taxes & fees
Jul 27 - Jul 28
La Casita Guest House, private fenced yard & with heat and AC, pet friendly

Private 2 bedroom apt in new craftsman ranch!

Private 2 bedroom apt in new craftsman ranch!
Escondido
10.0 out of 10, Exceptional, (23 reviews)
"Great place. Very clean and had everything we needed. We enjoyed our stay very much."
United States
Debbie C.
The price is ¥29,752
¥51,709 total
includes taxes & fees
Jul 12 - Jul 13
Private 2 bedroom apt in new craftsman ranch!

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 ¥31,784
¥57,424 total
includes taxes & fees
Jul 6 - Jul 7
The White Barn

Beautiful Normal Heights Living

Beautiful Normal Heights Living
Mid-City
10.0 out of 10, Exceptional, (99 reviews)
"Amazing stay overall!"
United States
Imany G.
The price is ¥40,315
¥51,261 total
includes taxes & fees
Jul 19 - Jul 20
Beautiful Normal Heights Living

Luxury 3-Bedroom House in Marvelous San Diego

Luxury 3-Bedroom House in Marvelous San Diego
Mid-City
9.6 out of 10, Exceptional, (17 reviews)
"Lovely cozy place! "
United States
Madison N.
The price is ¥39,010
¥80,576 total
includes taxes & fees
Jul 9 - Jul 10
Luxury 3-Bedroom House in Marvelous San Diego

Rustic Elegance by the Lake: Duplex Cabin Rental in Santa Ysabel

Rustic Elegance by the Lake: Duplex Cabin Rental in Santa Ysabel
Santa Ysabel
The price is ¥31,463
¥38,012 total
includes taxes & fees
Jul 5 - Jul 6
Rustic Elegance by the Lake: Duplex Cabin Rental in Santa Ysabel
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Lakeside Hotel Reviews