Vacation rentals in Lakeside

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Top-rated vacation rentals in Lakeside

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Guest favorite

Guest suite in Lakeside

5.0 out of 5 average rating, 74 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.

Oct 6 – 13

€ 118 per night

Guest favorite

Guesthouse in El Cajon

4.99 out of 5 average rating, 151 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.

Jan 3 – 10

€ 181 per night

Guest favorite

Guest suite in Santee

4.95 out of 5 average rating, 250 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 28 – Jul 5

€ 87 per night

Guest favorite

Guesthouse in La Mesa

4.92 out of 5 average rating, 204 reviews

Fig Tree Bungalow

Enjoy your stay in San Diego in this newly renovated guesthouse. Centrally located about a mile from Hwy 8, Hwy 125, and the Grossmont Trolley Station & Transit Center. Only a 15-20 minute drive to downtown, the airport, the beaches, and most of San Diego's other popular tourist attractions. This cozy, two-story, detached unit is located behind my home, and has its own private entrance and partitioned yard for your enjoyment. There's plenty of street parking directly in front of the house.

Aug 13 – 20

€ 133 per night

Guest favorite

Home in Lakeside

5.0 out of 5 average rating, 29 reviews

Terra Mesa - Charming Retreat

Welcome to TerraMesa! This charming studio boasts a thoughtfully designed space, blending modern comfort with a touch of rustic elegance. With a fully equipped kitchenette, a plush queen bed, and a stylish sitting area, it’s perfect for couples seeking a romantic getaway or solo travelers exploring the San Diego area. Sip a cup of coffee or glass of wine in your private little patio. Centrally located in scenic Lakeside, you’ll have easy access to downtown, beaches or our local mountain towns.

Aug 20 – 27

€ 104 per night

Guest favorite

Home in Alpine

4.99 out of 5 average rating, 142 reviews

Fully Fenced Alpine Property with Guest House

Our guest house is located in the back of our personal property & kept private by fencing. Our property is fully fenced & guests have access in & out by using a keypad. We have laundry facilities, a queen size bed in the master bedroom, a sofa sleeper in the living room/kitchen area and a private patio with bbq. We occupy the main home on the property. We have 2 dogs on the property so other animals are not recommended at this location. Children play equipment is not included with Airbnb.

Mar 6 – 13

€ 104 per night

Guest favorite

Farm stay in Lakeside

4.96 out of 5 average rating, 283 reviews

The Outside Inn at The Tipsy Goat Ranch

Nestled near Iron Mountain, a popular hiking destination, and less than 16 miles from San Diego's pristine beaches and local attractions, enjoy all SD has to offer in a one-of-kind farm-to-beach experience. Immerse yourself in a rarely seen side of San Diego you won't find anywhere else. Based on adventure, wrapped in luxury, a deep love for nature and the creatures it inhabits (mini goats, alpacas, babydoll sheep, lop bunnies, and chickens), it'll be a tranquil getaway you'll never forget.

Sep 9 – 16

€ 280 per night

Guest favorite

Guesthouse in El Cajon

4.98 out of 5 average rating, 190 reviews

Fletcher Hills - modern 1 BR.Easy, no step access.

** 48 hours between check-ins. Thorough cleaning and sanitizing.. Four night minimum stay. Dogs ONLY are welcomed on a case by case basis. They must be house trained and are not permitted on any furniture. If you instant book, you must contact me about your pet within 24 hours. Smoking is permitted in the outside areas - patio, gazebo, yard. Easy freeway access helps any commute to downtown and area attractions. Having your own vehicle is the best way to get around..

Mar 28 – Apr 4

€ 122 per night

Superhost

Tiny home in Ramona

4.93 out of 5 average rating, 333 reviews

Gnomewood: Rock Tiny House

Nestled in a canyon in the backcountry of San Diego County lies Gnome Wood. These 120 acres of oak woodland and mountain terrain provide habitat for multiple species... Enjoy a quiet nature retreat: a hike up the mountain, watch and hear the incredible bird activity from the front porch or read in the hammock. No visitors of guests are permitted. The Canyon Getaway, Hershey Bar, Bunk House, and others available for retreats...

Aug 27 – Sep 3

€ 107 per night

Guest favorite

Apartment in La Mesa

4.97 out of 5 average rating, 139 reviews

Mt. Helix apartment with panoramic views

Mt. Helix apartment with great views from private balcony located centrally in La Mesa on quiet street. Apartment is on 2nd floor of private home on an acre lot. PLEASE NOTE: Apartment is on 2nd floor and an outside staircase is required to enter the apartment. 1 parking space is designated in driveway. Quiet Hours are 10:00pm - 7:00am. No smoking/vaping anywhere on the property.

Jun 4 – 11

€ 105 per night

Guest favorite

Guesthouse in Lakeside

4.88 out of 5 average rating, 32 reviews

Cute Tiny House in Lakeside

Welcome to our Tiny Home in the rural area of Lakeside. Vacation in the small town with yummy foods, great people, and enjoy the beautiful sunrise and sunsets. Our tiny home is the perfect place to disconnect from the hustle and bustle of city life however only a quick 20 minute drive to beaches, San Diego Zoo, Seaworld, and Down Town San Diego.

Jul 28 – Aug 4

€ 127 per night

Guest favorite

Home in San Diego

4.98 out of 5 average rating, 399 reviews

Private Home with Sweeping Views!

Enjoy sweeping panoramic views from your own private 600 square feet guest house in the San Diego countryside! This is the ideal place to escape... If you're looking for quiet, serenity, and peace you've found it here! If you're looking to party or hold an event, this is NOT the place. Please read through the rules before booking. Thank you!

Feb 3 – 10

€ 147 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Lakeside vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

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

Home in Lakeside

5.0 out of 5 average rating, 12 reviews

The Morey de Prieto Surf Ranch

Dec 18 – 25

€ 183 per night

Guest favorite

Guest suite in Lakeside

5.0 out of 5 average rating, 54 reviews

Hillside Retreat with Views

Mar 9 – 16

€ 175 per night

Guest favorite

Home in Lakeside

5.0 out of 5 average rating, 15 reviews

Not Quite Perfect

Jul 4 – 11

€ 177 per night

Guest favorite

Ranch in Lakeside

4.95 out of 5 average rating, 21 reviews

1 Bedroom Barn Apt at Joan Embery’s Ranch

Jun 16 – 23

€ 143 per night

Guest favorite

Guesthouse in El Cajon

4.97 out of 5 average rating, 32 reviews

Studio on 2 ACRES

May 4 – 11

€ 114 per night

Guest favorite

Cottage in El Cajon

4.99 out of 5 average rating, 94 reviews

Cedar Cottage Retreat with Mountain View’s

Oct 7 – 14

€ 173 per night

Guest favorite

Guesthouse in Alpine

4.92 out of 5 average rating, 37 reviews

Charming cottage with kitchenette.

Jan 12 – 19

€ 117 per night

Guest favorite

Farm stay in El Cajon

5.0 out of 5 average rating, 29 reviews

Farmstay Gem near San Diego

May 24 – 31

€ 147 per night

Show all

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
20 properties are a good fit for families
Total number of reviews
1.7K reviews
Nightly prices starting at
€ 28 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 20 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 20 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 20 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 20 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 20 homes with wifi, over 20 homes with a kitchen, over 20 homes with air conditioning, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Lakeside have wifi?
Absolutely! We offer over 20 house rentals with wifi in Lakeside. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Lakeside

Top-rated vacation rentals in Lakeside

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Lakeside vacation rentals

Stay near Lakeside's top sights

Other great vacation rentals in Lakeside

Home in Lakeside

Guest suite in Lakeside

Home in Lakeside

Ranch in Lakeside

Guesthouse in El Cajon

Cottage in El Cajon

Guesthouse in Alpine

Farm stay in El Cajon

Quick stats about vacation rentals in Lakeside

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there Lakeside vacation rentals on Airbnb with pools?

Do house rentals in Lakeside have air conditioning?

Are there vacation rentals with a dedicated workspace in Lakeside?

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

Are there family-friendly vacation rentals in Lakeside?

Do house rentals in Lakeside have a kitchen?

Are there pet-friendly vacation rentals in Lakeside?

Do house rentals in Lakeside have free parking?

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

Do house rentals in Lakeside have wifi?

Destinations to explore