Vacation rentals in Lakeside

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Top-rated vacation rentals in Lakeside

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

Guest favorite

Guest suite in Lakeside

5.0 out of 5 average rating, 73 reviews

Cozy, secure, and quiet studio in Lakeside

Studio granny flat with full bath and kitchen, outfitted with top of the line electronics and internet. Large windows front and back create a wonderful sense of space at the end of a dead-end private drive. The 420 sq ft space includes a 65" HD TV with DirectTV service, high speed wireless and wired internet, kitchenette with convection cook microwave, fridge/freezer, w/many other extras. Unit was recently remodeled and all new furniture added. 1 Queen bed, reclining sofa, lots of storage spc.

Mar 18 – 25

G$23,516 GYD per night
Guest favorite

Guesthouse in El Cajon

5.0 out of 5 average rating, 148 reviews

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.

Dec 31 – Jan 7

G$37,019 GYD per night
Guest favorite

Guest suite in Santee

4.95 out of 5 average rating, 247 reviews

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.

Jun 7 – 14

G$17,365 GYD per night

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

4.96 out of 5 average rating, 71 reviews

Noonan's Nest

Sep 16 – 23

G$28,885 GYD per night
Guest favorite

Home in Lakeside

4.9 out of 5 average rating, 49 reviews

Anna’s Happy Place

May 20 – 27

G$29,738 GYD per night
Guest favorite

Guesthouse in Lakeside

4.86 out of 5 average rating, 29 reviews

Cute Tiny House in Lakeside

Aug 7 – 14

G$25,962 GYD per night
Guest favorite

Guest suite in Lakeside

5.0 out of 5 average rating, 52 reviews

Hillside Retreat with Views

Mar 21 – 28

G$34,336 GYD per night
Guest favorite

Guesthouse in Lakeside

4.91 out of 5 average rating, 34 reviews

Quiet & Privacy 1.5 acres gated A+ views & A/C

Oct 20 – 27

G$23,544 GYD per night
Guest favorite

Farm stay in El Cajon

4.97 out of 5 average rating, 39 reviews

Modern Farmhouse Hideaway near San Diego

Nov 21 – 28

G$30,961 GYD per night
Guest favorite

Guesthouse in El Cajon

4.95 out of 5 average rating, 62 reviews

Luxury *Private Studio Apartment

May 8 – 15

G$21,582 GYD per night
Guest favorite

Guesthouse in El Cajon

4.96 out of 5 average rating, 91 reviews

Farmhouse Cottage Retreat with Mountain View’s

Apr 29 – May 6

G$27,235 GYD per night
Guest favorite

Home in Lakeside

5.0 out of 5 average rating, 15 reviews

Lakeside Hilltop Retreat

Feb 8 – 15

G$130,075 GYD per night
Guest favorite

Guesthouse in La Mesa

5.0 out of 5 average rating, 37 reviews

Beautiful Bright Mt. Helix Studio

Aug 23 – 30

G$28,379 GYD per night
Guest favorite

Guesthouse in La Mesa

5.0 out of 5 average rating, 58 reviews

Private 1 BR Paradise retreat

Dec 9 – 16

G$26,705 GYD per night
Guest favorite

Ranch in Lakeside

4.95 out of 5 average rating, 20 reviews

1 Bedroom Barn Apt at Joan Embery’s Ranch

May 26 – Jun 2

G$28,794 GYD per night

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

G$6,282 GYD 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 free parking, over 30 homes with air conditioning, over 30 homes with a kitchen, 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