Vacation rentals in Lakeside

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Popular amenities for Lakeside vacation rentals

Stay near Lakeside's top sights

Eastbound Bar & Grill12 locals recommend
Ottavio's Italian Restaurant8 locals recommend
Lakeside Rodeo Arena7 locals recommend
Santee Drive In Theatre7 locals recommend
Lake Jennings6 locals recommend
Willowbrook Country Club3 locals recommend

House rentals in Lakeside

Guest favorite
Home in Vista
4.87 out of 5 average rating, 127 reviews

Luxury New 2BR Home +Parking +Gated

KenRating, 5 stars1 month ago
Thank you Jack, we will keep you in mind for future rentals
Superhost
Home in Bay Ho
4.88 out of 5 average rating, 187 reviews

Palisades by the Bay Whole House Rental!

LynnRating, 5 stars3 weeks ago
Andrea’s place was wonderful. We came into town for a family memorial service and she was so accommodating to all our needs. It was very warm and welcoming and the pool and hot tube was so relaxing after our long stressful days! Wish we had more time to play and explore, but that just means we will need to come back and stay again! We had everything we needed and more! Thank you so much for a wonderful trip! Lynn & Family Pa
Superhost
Home in La Mesa
4.92 out of 5 average rating, 120 reviews

(Relist!) Relax at a Stunning 1931 Historic Tudor!

ColetteRating, 5 stars3 weeks ago
The Tudor is a great find and perfect for SDSU families with a central location. The house is very comfortable with great amenities. Thank you for hosting!
Superhost
Home in Chula Vista
4.97 out of 5 average rating, 170 reviews

Superhost Private Craftsman Home with Ocean Breeze

KevinRating, 5 stars8 months ago
Great house in Chula Vista, relatively close to DTSD. Chris was a phenomenal host, with ice cold drinks to great us as we arrived. The house was fun and perfect for our group of 9 guys, we all had a place to sleep and hang out. The house had everything we needed, plus a whole lot more (sun block, ear plugs, bug spray, cold glasses, cooler, etc). The only complaint from one of the guys, was softer toilet paper, lol. Thank you again!
Superhost
Home in Oceanside
4.86 out of 5 average rating, 104 reviews

Private Getaway w Pool/BBQ/Firepit Large Backyard

AprilRating, 5 stars1 month ago
Really enjoyed our stay at this house. It was set up perfectly and had great amenities. Would absolutely stay again!
Top guest favorite
Home in Pacific Beach
4.94 out of 5 average rating, 145 reviews

Pacific Beach House 2 Blocks to Beach

MelissaRating, 5 stars3 days ago
I have been travelling to San Diego once a month for work and family vacations. Jeff's place is where I will ALWAYS stay from now on. The house is perfect, and it is hard to find such reasonable accommodations in PB. Not only do you have all the necessary amenities, the house is fully stocked and in the perfect location. Jeff's unit might not be the most remodeled space on the block, but it has everything you need for a staycation, work trip, or family vacation. The beds were comfortable, the yard was large, there was a three car drive way for parking. This is a no brainer and highly recommend!!
Guest favorite
Home in Bay Park
4.9 out of 5 average rating, 111 reviews

Contemporary San Diego Home

TonyRating, 5 stars1 month ago
Barry’s place was perfect for our weekend get away. Clean, quiet, and under 20 minutes from everything.(walking and driving). Solid recommendations on coffee and food spots made it super easy on us. Highly recommend this property.
Superhost
Home in Pacific Beach
4.82 out of 5 average rating, 183 reviews

13+ guests required to get 4 bedrooms

JeffRating, 5 stars5 months ago
This was a super awesome place to stay. My family was very pleased. Huge place to stay in.

Lakefront house rentals in Lakeside

Guest favorite
Home in Spring Valley
5 out of 5 average rating, 25 reviews

SD Lux Oasis: Theatre, Spa, 14Beds, AC, Sleeps 20+

SalvadorRating, 5 stars2 days ago
Chris was very accommodating and helpful! Great house, couldn’t recommend more!
Superhost
Home in Mission Beach
4.6 out of 5 average rating, 225 reviews

MissionBeach/OCEAN&BAYFront/HOTub/Sunrise/SETViews

AbhinavRating, 5 stars9 months ago
What an amazing location for this property for a great price!! We were a family of 3, stayed here for a couple of nights. The place is super cozy, has a view from every window. My toddler loved the near by park and the beach. Laura was very responsive, suggested us with great local kayak rentals. This property comes with a dedicated garage, parking was a breeze. We did use the beach chairs, canopy and sand toys (my toddler loved it) that were available in the garage. Our family did enjoy watching a pod of dolphins from the family room while enjoying the morning coffee. This property has good local restaurants located within a mile. We would love to come back to this place again ❤️ Thank you Laura for having us!
Top guest favorite
Home in Mission Beach
4.98 out of 5 average rating, 56 reviews

Steps to Beach, Family Home, Bikes, Boards & Games

BrianRating, 5 stars4 months ago
Douglas’s house was perfect. The house was beautiful and the location is perfect. My family will definitely stay there again.
Guest favorite
Home in Oceanside
5 out of 5 average rating, 10 reviews

Seaview 1135A

TaraRating, 5 stars4 months ago
This beach house is everything and more. You won’t want to leave! We came out to celebrate my birthday and just relax for the holiday with local family. We had a great time. It was a bit chilly so we didn’t get to use the backyard as much as we would’ve liked but sitting in the living room with the door open and listening to the waves was priceless. Heather was so friendly and easy to communicate with. We had everything we needed. Dolphin and surfer watching every day and we even saw a whale. We will definitely be back!!! One tip: try to have a compact car so you can park in the driveway spot. Although, we never had trouble with street parking. My hiccup was the street sweep is early am and I was scared to get a ticket! Easy to work around though and well worth it for the location.
Top guest favorite
Home in Vista
4.98 out of 5 average rating, 264 reviews

Bamboo Lake House-Tropical paradise & LOTS OF FUN

EricRating, 5 stars2 weeks ago
This is an amazing spot! I highly recommend staying here. There’s so much to do nearby and at the property itself. During our stay we all kept commenting on how beautiful the property is, it’s like a private little oasis. We really enjoyed the little lake on the property. When visiting we spent most of our time at the Airbnb because of all it had to offer. If you’re looking for a place to stay in this general area look no further, this is the spot! Cody is a great host and I guarantee you’ll enjoy your time here.
Superhost
Home in Ramona
4.82 out of 5 average rating, 181 reviews

ENJOY A REAL FARM EXPERIENCE!

StarRating, 5 stars2 months ago
My family and I had a wonderful stay! The kids loved feeding all the animals, and the animals were so calming and wonderful to wake up to in the morning. The hosts were very responsive to any questions we had. The kids can’t wait to come back and feed the animals again. We will definitely be back to stay on this amazing property!
Guest favorite
Home in Julian
4.92 out of 5 average rating, 293 reviews

A Living Canvas! (Lake & ocean views) Jacuzzi #1

PaolaRating, 5 stars2 days ago
Getting to the cabin was a bit tricky, but that was definitely my gps’s fault. The cabin was really beautiful and spacious! Each room basically had their own bathroom. We wish we could have used more of the amenities, but the weather was weathering and it was beautiful. I would recommend to stay!
Top guest favorite
Home in Lakeside
5 out of 5 average rating, 18 reviews

Lakeside Retreat: King Beds, Pool, Spa & Firepit

ConnieRating, 5 stars1 day ago
Highly recommend Ryan’s place! The home was perfect for 2 families, with thoughtful touches for kids (and adults!) such as bathroom amenities, books and games, pool and water toys, even a lovely welcome snack! I also cannot emphasize how squeaky clean the home is, and the pictures do not do it justice at all! The neighborhood is quiet and we saw plenty of birds and wildlife, it was also an easy drive to Legoland, San Diego and the Safari Park. Staying here reminded me of a time when Airbnb was full of properties that were managed by local hosts/owners, spotlessly clean and full of personal touches vs. the mixed experiences you get when a property is managed by a large agency. Cannot wait to stay here again during my next visit to SD!

Lakeside fishing vacation rentals

Guest favorite
Home in Ramona
4.94 out of 5 average rating, 110 reviews

Lake View Retreat in Ramona

BrentRating, 5 stars2 weeks ago
It was truly a gift to stay here. We were able to relax and the home and setting were simply amazing. She was a thoughtful host and thought of all the details to make the stay feel like being at home.
Top guest favorite
Cabin in Julian
5 out of 5 average rating, 101 reviews

Julian's- "Red Fox Retreat" 5 Acres of solitude

BrandonRating, 5 stars1 month ago
This is the real deal... As a guest you will normally walk into a confusing situation but Jason's attention to the simple things "Labels" helped us immediately become comfortable with our surroundings. The property was very private and the enclose that Jason setup allowed our dog run free without any stress to us. If you're looking to disconnect this is the place.
Superhost
Guesthouse in Rancho Bernardo
4.91 out of 5 average rating, 735 reviews

Hilltop cabin retreat with lake & mountain views

CharlizeRating, 5 starstoday
Nicholas and Mara’s listing was out of this world. I was heartbroken to leave. The trail to stay in the little cabin felt like a fairy tail, they even scattered little flowers for us. On top of the magical views, their lovely animals were so sweet. It was everything I had hoped for and more. It would be a DREAM to stay again.
Superhost
Cabin in Julian
4.82 out of 5 average rating, 167 reviews

Spectacular Views at a Serene Mountain Cabin

EsviRating, 5 stars1 month ago
We enjoyed the location . Quick access to the Lake and Julian a short drive away .
Guest favorite
Cabin in Julian
4.84 out of 5 average rating, 270 reviews

Mountain Cabin with Lake View

PedroRating, 5 stars1 month ago
We had a good time. Herve was extremely helpful throughout the process and definitely improved our experience at Julian. Our biggest regret is that we didn’t stay longer because there is so much to do.
Top guest favorite
Guesthouse in Carlsbad
5 out of 5 average rating, 208 reviews

Ocean/Lagoon View/New Luxury Casita /Walk To Beach

JulianneRating, 5 stars2 weeks ago
Joe and Dee Dees place was a beautiful and cozy place to stay! Me and my friend came from Utah for a relaxing vacation for spring break, and their place was perfect! As soon as we arrived Joe greeted us and gave us a tour of the Casita, showed us how things worked in the house, which was very helpful! Both Dee Dee and Joe checked in if needed anything which was great! I would definitely stay here again for a relaxing and inviting vacation! Thanks so much again for hosting us!!
Guest favorite
Guesthouse in Descanso
4.94 out of 5 average rating, 266 reviews

Romantic Retreat & Private Fishing near Julian

YazminRating, 5 stars3 weeks ago
The home was amazing. It had plenty to do on the property. We enjoyed fishing and being on the paddle boat. The home had everything we needed including heaters, temperatures were on the low side. Thank you for the wonderful stay!
Guest favorite
Tiny home in Escondido
4.96 out of 5 average rating, 131 reviews

Charming Cottage Retreat Steps from Lake Hodges

MatRating, 5 stars2 months ago
This was one of the best places I’ve ever stayed in! The cottage was clean and full of all the amenities you would want in a peaceful and private getaway. The decoration was well thought out for the small place, which made it super cozy and efficient. The host went above and beyond to explain everything, to give recommendations and to attend to small requests. I very much recommend this Airbnb for a couple looking for a quiet getaway that’s still close to San Diego and all the hiking and wine tasting you could ever want to do.

Quick stats about vacation rentals in Lakeside

  • Total rentals

    50 properties

  • Nightly prices starting at

    ﺩ.ﺇ184 before taxes and fees

  • Total number of reviews

    1.8K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    30 properties have a pool

Frequently Asked Questions

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

    Yes! Work meets play with ease at over 20 house 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 $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Lakeside house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Lakeside, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there pet-friendly house rentals in Lakeside?

    Four-legged friends are welcome in Lakeside. Choose from more than 10 house rentals for guests traveling with pets.

Destinations to explore

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