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Lakeside, CA vacation rentals
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Best Vacation rentals and Airbnb offers in Lakeside, CA

Discover Family-Friendly Vacation Rentals in Lakeside, CA

The right family vacation rental in Lakeside, CA makes all the difference, keeping you close to top city attractions.

Luxurypickleballgolfpoolhottubgrillarcades6 Tvsplayground .5 Acre - Lakeside, CA
10 1 review
Lakeside, CA
08/14 – 08/19
$1226/nighttotal: $6130 (5 )

Luxurypickleballgolfpoolhottubgrillarcades6 Tvsplayground .5 Acre

5 2
house , Lakeside
This Lakeside villa, near Lake Jennings, is conveniently located within six miles of Boomers El Cajon and Parkway Plaza.
This 2,700-square-foot vacation home boasts five bedrooms, four bathrooms, and accommodates up to 44 guests with amenities including a private pool, hot tub, game room, and barbecue grills.
Sleeps 50+ New Luxury Private Resort With Pool Golf Arcade Spa Playground Poker - Lakeside, CA
10 15 reviews
Lakeside, CA
08/14 – 08/19
$1463/nighttotal: $7315 (5 )

Sleeps 50+ New Luxury Private Resort With Pool Golf Arcade Spa Playground Poker

6 2
house , Lakeside
This Lakeside, California villa, part of the "Sleeps 40+ New Luxury Private Resort With Pool Golf Arcade Spa Playground Poker" offer, is conveniently located within six miles of Lake Jennings, Lakeside Baseball Park, and the Creation and Earth History Museum.
The 4,000-square-foot estate boasts six bedrooms, seven bathrooms, and accommodates up to 40 guests, featuring a private pool, game room, fitness center, and spa, plus easy access to local attractions.
Hilltop Villa 5br & Loft,  4.5ba Sleep16+,  360 Panoramic Mountain View - Lakeside, CA
10 4 reviews
Lakeside, CA
07/03 – 07/07
$1589/nighttotal: $6356 (4 )

Hilltop Villa 5br & Loft, 4.5ba Sleep16+, 360 Panoramic Mountain View

6 2
house , Eucalyptus Hills
This 6000 square foot villa in Lakeside, California, is situated on an 11-acre secluded hilltop property offering 360-degree mountain views and is a short drive to Barona Creek Golf Club and Taylor Guitars. This luxurious estate accommodates up to 19 guests with 6 bedrooms and 4.5 bathrooms, featuring a gourmet kitchen with two refrigerators and dishwashers, an indoor game room, a garden, and a terrace, making it ideal for large gatherings and company retreats.
San Diego Family Oasis: Pool, Spa, Game & Fire Pit - Lakeside, CA
10 74 reviews
Lakeside, CA
07/03 – 07/07
$951/nighttotal: $3804 (4 )

San Diego Family Oasis: Pool, Spa, Game & Fire Pit

1 2
apartment , Lakeside
The Birdhouse is a historic cottage in Lakeside, California, located directly on the park and within walking distance of a grocery store and restaurants. Guests consistently rate the cottage excellent for location, cleanliness, and overall experience.
This 3-bedroom, 2-bathroom vacation rental comfortably sleeps 8 guests. Enjoy a saltwater pool, waterfall, jacuzzi, fire pit, two BBQs, a Tiki Palapa, multiple living spaces, a chef's kitchen, a game room, RV and boat parking, and more.

Best Lakeside, CA vacation rentals with parking

Entire Private Home With 2 Bedrooms 1 Bathroom, Grand View, King Bed, Spacious, Parking, Available Now - Lakeside, CA
10 3 reviews
Lakeside, CA
08/14 – 08/19
$916/nighttotal: $4580 (5 )

Entire Private Home With 2 Bedrooms 1 Bathroom, Grand View, King Bed, Spacious, Parking, Available Now

2 2
house , El Cajon
This El Cajon vacation home is located 9.2 miles from San Diego State University and within 16 miles of the San Diego Zoo and USS Midway Museum.
This 2000 square foot, 2-bedroom residence accommodates up to 31 guests and features a private pool, sun terrace, on-site water park, and full-day security.
Birdies Bungalow | Peaceful Private Getaway - Lakeside, CA
10 1 review
Lakeside, CA
07/03 – 07/07
$171/nighttotal: $684 (4 )

Birdies Bungalow | Peaceful Private Getaway

1 2
apartment , El Cajon
This San Diego mountainside apartment rental is conveniently located within 3 miles of Shadow Mountain Community Church, Art World Western Heritage Gallery, and Wells Dog Park, and within 6 miles of the Superior Court East County Division and The Magnolia.
This one-bedroom, one-bathroom unit sleeps three guests and includes free Wi-Fi, a smart TV, in-unit laundry, a microwave, and on-site parking, plus access to a spa.
Newly Remodeled Apartment 1 - Lakeside, CA
Lakeside, CA
08/14 – 08/19
$167/nighttotal: $835 (5 )

Newly Remodeled Apartment 1

1 2
apartment , El Cajon
This El Cajon studio apartment, near major freeways for easy access to San Diego attractions like Balboa Park and Mission Trails Regional Park, offers convenient proximity to local landmarks such as the San Diego Voice & Viewpoint and Mission Basilica San Diego de Alcalá.
This 250-square-foot studio features a queen bed, a twin pull-out couch accommodating up to three guests, a full kitchen with an induction stove, a full bathroom, on-site parking, and a smart TV.
Colorful El Cajon Gem: Deck, Garden & Valley Views - Lakeside, CA
Lakeside, CA
07/03 – 07/07
$833/nighttotal: $3332 (4 )

Colorful El Cajon Gem: Deck, Garden & Valley Views

1 2
, El Cajon
This El Cajon cottage is located near the city center, offering convenient access to Mount Helix Park and Mission Basilica San Diego de Alcala.
This accommodation features a fridge, microwave, dishwasher, air conditioning, a terrace, garden, and parking for up to two guests, with complimentary Wi-Fi and a barbecue area.

Frequently Asked Questions about vacation rentals in Lakeside, CA

  • What are the top family-friendly attractions in Lakeside?

    The Lakeside Rodeo Grounds is a great place for kids, with events like bull riding and barrel racing. You can also visit the Lakeside Community Park, which has a playground, picnic areas, and a large lake. The San Diego Zoo Safari Park is also nearby, with lots of animals to see.
  • What are the best Airbnb and vacation rentals in Lakeside, CA?

    Private Poolside Cabana, Private Vineyard Estate W/ Guest House & Hot Tub and Hawks Nest are the most popular Airbnb and vacation rentals in Lakeside, CA among travelers.

  • When is the best time to book a vacation rental in Lakeside?

    The best time to book a vacation rental in Lakeside is during the spring or fall, when the weather is mild and there are fewer crowds. You can also find some good deals during the off-season.
  • What are the most popular Airbnbs in Lakeside, CA?

    Among the Airbnbs in Lakeside, CA, Private Poolside Cabana, Private Vineyard Estate W/ Guest House & Hot Tub and Mt - Helix Garden Guesthouse are the most popular ones.

  • What events or festivals should visitors check out in and around Lakeside?

    The Lakeside Rodeo is a big event that happens every year in the spring. There's also the Lakeside Summerfest, which features live music, food, and activities. You can also check out the San Diego County Fair, which is held in nearby Del Mar.
  • What are the best vacation rentals with a pool in Lakeside, CA?

  • What are the best budget-friendly activities in Lakeside?

    The Lakeside Riverwalk is a great place to go for a walk or bike ride, and it's free. You can also visit the Lakeside Community Park, which has a playground, picnic areas, and a large lake. The San Diego Zoo Safari Park is also nearby, and they offer discounted tickets for seniors and children.
  • What are the best rentals for families and kids in Lakeside, CA?

  • What are the best restaurants with local dishes in Lakeside?

    There are a few good places to get Mexican food in Lakeside, like El Torito and Casa de Bandini. You can also find some good American food at places like the Lakeside Inn and the Lakeside Grill.
  • What are the best rentals or Airbnbs with a jacuzzi in Lakeside, CA?

  • What are the best walking or cycling routes in Lakeside?

    The Lakeside Riverwalk is a great place to go for a walk or bike ride. It's a paved trail that runs along the San Diego River, and it's about 3 miles long. You can also check out the El Capitan Reservoir Trail, which is a 5-mile loop around the reservoir.
  • Are there pet-friendly attractions in Lakeside?

    The Lakeside Riverwalk is pet-friendly, and there are also a few dog parks in the area. The San Diego Zoo Safari Park is also pet-friendly, but you need to keep your pet on a leash.
  • What are the benefits of choosing a vacation rental in Lakeside?

    Vacation rentals can be a great option for families or groups of friends, as they offer more space and privacy than a hotel. You can also find vacation rentals that are pet-friendly.
  • What are the top sports attractions and facilities in Lakeside?

    The Lakeside Rodeo Grounds hosts events year-round, including bull riding and barrel racing. You can also find several golf courses in the area, including the El Capitan Golf Course.

Destinations nearby

Top Vacation Rentals with Balconies in Lakeside, CA

Start your morning right with a vacation rental in Lakeside, CA featuring a private balcony and stunning views.

Casa Kubanda - Jacuzzi, King Bed, Ev Charger, Parking - Lakeside, CA
Lakeside, CA
08/14 – 08/19
$934/nighttotal: $4670 (5 )

Casa Kubanda - Jacuzzi, King Bed, Ev Charger, Parking

4 2
house , Rancho San Diego
Casa Kubanda, a 4-bedroom, 3-bathroom vacation house, is situated in La Mesa, offering convenient access to San Diego State University at 7.9 miles and the San Diego Zoo at 13 miles.
This 2000 square foot residence accommodates up to 11 guests with amenities including air conditioning, a Jacuzzi, a terrace, a balcony, and complimentary Wi-Fi, plus an EV charging station and private parking.
Mountain Villa In San Diego - Pool & Waterslide, Spa, Pickle Ball, Game Room - Lakeside, CA
10 1 review
Lakeside, CA
08/14 – 08/19
$1059/nighttotal: $5295 (5 )

Mountain Villa In San Diego - Pool & Waterslide, Spa, Pickle Ball, Game Room

5 2
house , La Mesa
This La Mesa villa, located 6.1 miles from San Diego State University and about 12 miles from both the San Diego Zoo and the Amtrak Station in San Diego, offers a luxurious getaway near major attractions.
Boasting 3,600 square feet, this house features one bedroom, four bathrooms, accommodates up to 23 guests, and includes a private pool with a waterslide, a spa, a pickleball court, a game room, and ample parking.
Pvt Pool & Spa 3br Sleeps 8 Retreat Near San Diego - Lakeside, CA
10 11 reviews
Lakeside, CA
07/03 – 07/07
$1184/nighttotal: $4736 (4 )

Pvt Pool & Spa 3br Sleeps 8 Retreat Near San Diego

3 2
apartment , Lakeside
This lakeside apartment is located in the countryside of Lakeside, a short drive from the Creation and Earth History Museum and Art World Western Heritage Gallery. The apartment boasts excellent user ratings, indicating a comfortable and enjoyable stay for guests.
The apartment has three bedrooms and two bathrooms, spanning 1400 square feet, comfortably accommodating up to eight guests. The apartment offers a range of amenities, including a fully equipped kitchen, a private hot tub, a swimming pool, and a laundry facility, ensuring a relaxing and enjoyable stay.
Family Fun Mountain Villa In San Diego Pool/jacuzzi, Water-slide, Pickleball - Lakeside, CA
10 6 reviews
Lakeside, CA
08/14 – 08/19
$1692/nighttotal: $8460 (5 )

Family Fun Mountain Villa In San Diego Pool/jacuzzi, Water-slide, Pickleball

5 2
house , La Mesa
This La Mesa vacation rental is located in the Mount Helix neighborhood, a 12-minute drive from Balboa Park and a 14-minute drive from Hotel Circle, offering a peaceful retreat from the city. The neighborhood is known for its beautiful scenery and relaxed atmosphere.
The apartment has 5 bedrooms and 4 bathrooms, accommodating up to 15 guests. Enjoy amenities like a heated pool, a hot tub, a garden, a tennis court, a fully equipped kitchen, and a washer and dryer.

Find the Best Dog-Friendly Vacation Rentals in Lakeside, CA

Discover dog-friendly vacation rentals in Lakeside, CA situated perfectly for city walks and nearby dog parks.

Luxury Resort•pool/spa/golf/grill/games/sleep 40+ - Lakeside, CA
Lakeside, CA
08/14 – 08/19
$1554/nighttotal: $7770 (5 )

Luxury Resort•pool/spa/golf/grill/games/sleep 40+

6 2
house , Lakeside
This Lakeside luxury villa is located 15 miles from San Diego State University and within 20-24 miles of major San Diego attractions such as the San Diego Zoo and Balboa Park.
This 4,000-square-foot estate boasts six bedrooms, seven bathrooms, and sleeps 40+, offering a resort-style pool, spa, bar, tennis court, and fitness center, plus proximity to outdoor activities like cycling and a nearby water park.
Newly Renovated Home: Welcome To Hilltop Sanctuary - Lakeside, CA
9.7 33 reviews
Lakeside, CA
07/03 – 07/07
$283/nighttotal: $1132 (4 )

Newly Renovated Home: Welcome To Hilltop Sanctuary

1 2
apartment , La Mesa
This La Mesa hilltop rental boasts stunning downtown San Diego views, a 15-minute drive from the airport and beaches, and is conveniently located near Sharp Grossmont Hospital.
The two-bedroom, one-bathroom house sleeps four, features a fully equipped kitchen with a fridge and microwave, air conditioning, a garden, parking, and offers a spacious outdoor area perfect for relaxation.
3-bedroom House In Lovely San Diego With Garage. Enjoy Your Stay - Lakeside, CA
10 3 reviews
Lakeside, CA
07/03 – 07/07
$634/nighttotal: $2536 (4 )

3-bedroom House In Lovely San Diego With Garage. Enjoy Your Stay

3 2
apartment , El Cajon
This El Cajon house rental is conveniently located near Boomers! El Cajon amusement park and the Taylor Guitars factory, offering easy access to San Diego attractions like Balboa Park and San Diego Bay. This 1100-square-foot home features three bedrooms, one bathroom, sleeps up to ten guests, and includes a fully equipped kitchen, free Wi-Fi, and air conditioning.
Summer Fun In Miss Bettie Blue! - Lakeside, CA
Lakeside, CA
07/03 – 07/07
$162/nighttotal: $648 (4 )

Summer Fun In Miss Bettie Blue!

1 2
apartment , El Cajon
The Bettie Blue Charming Retro Trailer Escape is located in El Cajon, 12 miles from San Diego State University and 17 miles from the San Diego Zoo.
This 140 square foot trailer offers 1 bedroom, 1 bathroom, a kitchenette, air conditioning, a private patio, and access to an on-site water park, with space for 3 guests.
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