Vacation rentals in Lakeside

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Lakeside

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite
Guesthouse in La Mesa
Da Hui Hut-Beachy home/La Mesa’s best view and spa
Da Hui Hut is a very private oasis uniquely situated at the top of San Diego county's magnificent Mt. Helix. At roughly 1,300 feet above sea level, Mt. Helix is the crown jewel of natural landmarks in the area. The landscape provides bountiful views, and the large deck is positioned perfectly to see it all. It feels like you're on top of the city! Inside, guests will encounter Californian and Hawaiian inspired decor as they collide with wooden walls to compose a symphony of color and good vibes.
Sep 1 – 8
$148 per night
4.98 out of 5 average rating, 124 reviews
Guest favorite
Guesthouse in El Cajon
Modern mountain guest house. Incredible views
Neighboring San Diego, quaint country living with incredible views minutes from everything, breathtaking sunsets, 20 mins to beach, close by hiking trails, and only 3 minutes hop on the freeway. Full Kitchen, Laundry, and Living area and with beautiful furnishings, a perfect home away from home. Whether traveling for work or play we have had guests stay for a conference in San Diego or just to visit friends and hit the beach a few days, we look forward to you loving our home as much as we do.
Feb 4 – 11
$155 per night
5.0 out of 5 average rating, 147 reviews
Guest favorite
Guest suite in Santee
Spacious 1 bedroom unit w/ king bed & parking
Come relax in this bright & spacious 1 bedroom detached unit with private entrance. This room has a king bed, full bathroom, table & chairs, mini fridge/freezer, microwave, closet w/ hangers, dresser, Tv and beautiful mountain views. La Jolla Beaches, downtown San Diego, the Zoo, and Sea World are 25 minutes away. Santee Lakes is just a short drive away where you can enjoy fishing, paddle boating, splash park, biking and picnic area. Mission Gorge Trails is also located just 5 minutes away.
May 17 – 24
$72 per night
4.95 out of 5 average rating, 245 reviews

Popular amenities for Lakeside vacation rentals

Stay near Lakeside's top sights

Lake Jennings6 locals recommend
Lindo Lake Lakeside County Park3 locals recommend
Eastbound Bar & Grill12 locals recommend
Ottavio's Italian Restaurant8 locals recommend
Lakeside Rodeo Arena7 locals recommend
Willowbrook Country Club3 locals recommend

Other great vacation rentals in Lakeside

Guest favorite
Guest suite in Lakeside
Cozy, secure, and quiet studio in Lakeside
Feb 1 – 8
$97 per night
5.0 out of 5 average rating, 73 reviews
Guest favorite
Guest suite in Lakeside
Noonan's Nest
Sep 5 – 12
$120 per night
4.96 out of 5 average rating, 71 reviews
Guest favorite
Home in Lakeside
Beautiful Ranch House and Garden
Oct 25 – Nov 1
$81 per night
4.85 out of 5 average rating, 34 reviews
Guest favorite
Guest suite in Lakeside
Hillside Retreat with Views
Jan 16 – 23
$134 per night
5.0 out of 5 average rating, 51 reviews
Guest favorite
Home in Lakeside
Anna’s Happy Place
Aug 7 – 14
$153 per night
4.9 out of 5 average rating, 48 reviews
Guest favorite
Guesthouse in Lakeside
Guest House
Jan 15 – 22
$115 per night
4.99 out of 5 average rating, 69 reviews
Guest favorite
Guesthouse in Lakeside
Cute Tiny House in Lakeside
Jun 8 – 15
$105 per night
4.86 out of 5 average rating, 29 reviews
Guest favorite
Guesthouse in Lakeside
Quiet & Privacy 1.5 acres gated A+ views & A/C
Oct 9 – 16
$112 per night
4.91 out of 5 average rating, 34 reviews
Guest favorite
Cottage in El Cajon
Cedar Cottage Retreat with Mountain View’s
Jul 28 – Aug 4
$142 per night
4.99 out of 5 average rating, 89 reviews
Guest favorite
Home in Lakeside
Lakeside Hilltop Retreat
Sep 19 – 26
$447 per night
5.0 out of 5 average rating, 15 reviews
Guest favorite
Farm stay in El Cajon
Modern Farmhouse Hideaway near San Diego
Jul 30 – Aug 6
$128 per night
4.97 out of 5 average rating, 39 reviews
Guest favorite
Home in Lakeside
Vibey😎Pool House🏡 ModernFarmhouse 1700sqft + View🌄
Jan 4 – 11
$467 per night
4.94 out of 5 average rating, 87 reviews

Quick stats about vacation rentals in Lakeside

Total rentals

50 properties

Rentals with a pool

30 properties have a pool

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

30 properties are a good fit for families

Total number of reviews

1.5K reviews

Nightly prices starting at

$30 before taxes and fees

Frequently Asked Questions

  • Are there Lakeside vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 30 vacation homes with pools in Lakeside, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Lakeside have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Lakeside. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Lakeside?

    Yes! Work meets play with ease at over 30 vacation rentals in Lakeside featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in house rentals in Lakeside?

    Experience the best of Lakeside with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Lakeside?

    Lakeside has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Lakeside have a kitchen?

    Absolutely! We offer over 30 house rentals with a kitchen in Lakeside. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Lakeside?

    Four-legged friends are welcome in Lakeside. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Do house rentals in Lakeside have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Lakeside. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Lakeside?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with wifi, over 30 homes with a kitchen, over 30 homes with free parking, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Lakeside have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Lakeside. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

  1. Airbnb
  2. United States
  3. California
  4. San Diego County
  5. Lakeside