A lake surrounded by hills with dense forests and a clear sky.

Find Hotels with a Pool in Lakeside, CA

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Lakeside Hotels with a Pool

Tonight
Oct 23 - Oct 24
Tomorrow
Oct 24 - Oct 25
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Lakeside hotels with a pool

A pool with a waterfall feature, surrounded by lounge chairs and a patio area.
A bedroom with a tufted headboard, a wooden tray on the bed, and two wall-mounted lanterns.
An outdoor patio with a hot tub, seating, and string lights.
A coffee station with a coffee machine, two mugs, a bottle of Torani syrup, and a decorative rooster painting.

1. The Outside Inn at The Tipsy Goat Ranch

The Outside Inn at The Tipsy Goat Ranch
Lakeside
  • Rural farm stay offers bliss with water parks, outdoor pools, and private pools for all ages.
$300 nightly
$300 total
Oct 25 - Oct 26
Total with taxes and fees
The Outside Inn at The Tipsy Goat Ranch
A pool with a waterfall feature, surrounded by palm trees and a thatched-roof structure.
A spacious living room with a blue leather sofa, a white coffee table, and a ceiling fan.
An outdoor pool area with a thatched roof, lounge chairs, and a buffet table with food and drinks.
A modern bathroom with a glass-enclosed shower, a freestanding bathtub, and a walk-in shower.

2. Villa Paradiso

Villa Paradiso
El Cajon
$908 nightly
$945 total
Nov 11 - Nov 12
Total with taxes and fees
Villa Paradiso
A two-story house with a swimming pool, outdoor seating, and a covered patio area.
A dining area with a brick fireplace, green upholstered chairs, and a table set for six.
A two-story house with a garage, a covered porch, and a well-lit entrance.
A living room with a sectional sofa, a glass coffee table, a fireplace, and a large painting above it.

3. Entire Private House with 7 Beds, Pool, Hot Tub, Garage, Gated Yard, Arcade

Entire Private House with 7 Beds, Pool, Hot Tub, Garage, Gated Yard, Arcade
Lakeside
$494 nightly
$530 total
Oct 26 - Oct 27
Total with taxes and fees
Entire Private House with 7 Beds, Pool, Hot Tub, Garage, Gated Yard, Arcade
A swimming pool with a swan float and a flamingo float, surrounded by stone walls and palm trees.
A staircase with a black railing leading to a second floor.
A modern bedroom with a large bed, two ceiling fans, a small round table, a black armchair, and a potted plant.
A backyard with artificial grass, wicker furniture, and a swing set.

4. Sleeps 50+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker

Sleeps 50+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker
Lakeside
$1,650 nightly
$1,802 total
Oct 25 - Oct 26
Total with taxes and fees
Sleeps 50+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker
A swimming pool with palm trees and a mountain in the background.
A modern lounge area with leather seating, a central fire feature, and geometric patterned railings.
A modern hotel with a prominent entrance, multiple floors, and a landscaped area with palm trees and a bridge.
A modern lounge area with dark-toned seating, a central coffee table, and a stone accent wall.

5. Sycuan Casino Resort

Sycuan Casino Resort
El Cajon
  • Soak in the sun at three resort pools with a lazy river, cabanas, and swim-up bar.
$106 nightly
$115 total
Nov 24 - Nov 25
Total with taxes and fees
Sycuan Casino Resort
A swimming pool with a blue tiled border, a white chair, and a door.
A spacious lobby with a modern design, featuring a seating area with sofas and a coffee table, large windows with blinds, and a visible Coca-Cola advertisement.
A modern living room with a sofa set, coffee table, and a potted plant.
A hotel room with two beds, a large landscape painting above the beds, and a nightstand with a lamp.

6. Days Inn by Wyndham San Diego-East/El Cajon

Days Inn by Wyndham San Diego-East/El Cajon
El Cajon
  • Dive into daytime bliss and evening relaxation at this sun-kissed pool sanctuary with hot tub haven.
$85 nightly
$94 total
Nov 11 - Nov 12
Total with taxes and fees
Days Inn by Wyndham San Diego-East/El Cajon
A pool area with lounge chairs and umbrellas, a barbecue grill, and a sign for 'AYRES LODGE'.
A hotel room with a bed, a desk, a chair, a sofa, and a television.
A hotel with a covered patio area featuring outdoor seating and a fire pit.
A hotel with a stone facade, a covered entrance, and a sign that reads "AYRES."

7. Ayres Lodge Alpine

Ayres Lodge Alpine
Alpine
  • Inviting outdoor pool sanctuary in Alpine awaits with a bubbling hot tub and mountain adventure access just steps away.
$113 nightly
$122 total
Nov 23 - Nov 24
Total with taxes and fees
Ayres Lodge Alpine
A nighttime swimming pool with palm trees and a building in the background.
A modern hotel lobby with a reception area, seating, and a fireplace.
An outdoor patio area with wicker furniture, a bar, and a pool.
A modern lobby with a stone wall, a fireplace, and contemporary furniture.

8. Viejas Casino & Willows Hotel

Viejas Casino & Willows Hotel
Alpine
  • Dive into poolside luxury with plush cabanas, where sipping cocktails and unwinding in a hot tub create the perfect resort escape.
$120 nightly
$129 total
Nov 23 - Nov 24
Total with taxes and fees
Viejas Casino & Willows Hotel
A swimming pool with lounge chairs, a tennis court, and mountains in the background.
A pool table with a view of a mountainous landscape through large windows.
A reception area with a marble and wood reception desk, two hanging pendant lights, a wooden floor, a grey armchair, and a painting of a tree on the wall.
Lobby

9. Riviera Oaks Resort by Coolvacay

Riviera Oaks Resort by Coolvacay
San Diego Country Estates
  • Mountain sanctuary boasts 2 sparkling pools with sun loungers, tennis courts, and a rejuvenating spa retreat.
$104 nightly
$118 total
Oct 26 - Oct 27
Total with taxes and fees
Riviera Oaks Resort by Coolvacay
A swimming pool with a surrounding patio area, lounge chairs, and a building with multiple balconies.
A hotel with a large pool area, outdoor seating, and a well-maintained garden.
A lifeguard tower with the number 15 on it, located on a beach with the ocean in the background.
A hotel lobby with a waterfall feature, outdoor seating area, and multiple floors with balconies.

10. Crowne Plaza San Diego - Mission Valley by IHG

Crowne Plaza San Diego - Mission Valley by IHG
Mission Valley
  • Sun-soaked relaxation awaits at this San Diego hotel, with a refreshing pool oasis and bubbling hot tub.
$118 nightly
$136 total
Oct 28 - Oct 29
Total with taxes and fees
Crowne Plaza San Diego - Mission Valley by IHG
View all properties

Choose what matters most at hotels with a pool in Lakeside

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Lakeside Hotel Reviews

Sheraton San Diego Resort

Sheraton San Diego Resort

10/10 Excellent
"Maya, the Front Office Supervisor, made my weekend magical. Maya listened, hustled, solved and corrected a snafu with my dinner and did all she could do from then through check out. I spent an amazing weekend at the customer first, self-contained, a well-appointed and clean room, with a cozy balcony, beautiful view of the harbor, hand held shower wand, USB outlets on every wall and strong tasting coffee pods, The Sheraton also has the most efficient and quickest check in and check out process ever. I highly recommend and I’ll return to The Sheraton San Diego Resort."
Carolyn 2-night trip
Posted 3 hours ago
Sheraton San Diego Resort
Best Western Seven Seas

Best Western Seven Seas

10/10 Excellent
"Hotel plus b/l/d cafe in a cool tropical setting. Close to Old Town, SDSU, and trolley. Everything you need for a relaxing stay in San Diego."
Julia 2-night trip
Posted 4 hours ago
Best Western Seven Seas
The Alcala Hotel Mission Valley/Seaworld

The Alcala Hotel Mission Valley/Seaworld

10/10 Excellent
"I Checked In The Clerk Was Very Helpful And Professional. He Got Me A Room Very Close To The Elevator Like I Requested Due My Handicap Status. I Definitely Like The Handicap Parking Right By The Elevator Too. Oh Yeah Room Was Very Clean And Like That Shower Was A Walk In Shower. I Actually Like The Breakfast With Waffles, Eggs, Sausage, Cereal, Oatmeal, Fruit, Juice And Coffee. I Definitely Liked The Gym, Pool & Jacuzzi. I Seriously Recommend This Awesome Hotel 💯."
Gregg 2-night trip
Posted 4 hours ago
The Alcala Hotel Mission Valley/Seaworld
California Suites Hotel

California Suites Hotel

8/10 Good
"Good"
Nancy 1-night trip
Posted 6 hours ago
California Suites Hotel
Hotel del Coronado, Curio Collection by Hilton

Hotel del Coronado, Curio Collection by Hilton

8/10 Good
"The Views offfered extraordinary experiences in comfort and location. Situated across from an HVAC station emitting near-constant turbine-like whining noises 24/7, I recommend this place to travelers with some hearing impairment for maximum comfort at night. I also struggled with bath and bathroom access in a fight with swing doors that block access to sink and shower enclosure creating a constant tangle upon entry and exit. Still, I look forward to my next visit(s)."
Erik 5-night trip
Posted 11 hours ago
Hotel del Coronado, Curio Collection by Hilton
Ocean Beach Hotel

Ocean Beach Hotel

10/10 Excellent
"Na"
Gregory 2-night trip
Posted 15 hours ago
Ocean Beach Hotel

Frequently asked questions

What are the best hotels in Lakeside with outdoor pools?
The Outside Inn at The Tipsy Goat Ranch is an exceptional choice for travellers seeking a refreshing outdoor pool experience in Lakeside. With a great review rating of 10.0, this charming property offers a delightful blend of comfort and adventure.Guests can enjoy the inviting outdoor pool, which serves as a serene spot to unwind after a day of exploring. The hotel features well-equipped kitchens in its accommodations, making it convenient for families to prepare meals together. Additionally, the property boasts lovely patios and balconies, providing private spaces to soak up the stunning natural surroundings.For those looking to engage in outdoor activities, The Outside Inn is situated near scenic mountain biking trails, ensuring that adventure-seekers have plenty of options right at their doorstep.
How much does a hotel with outdoor pool in Lakeside cost?
Enjoy staying in a hotel in Lakeside with an outdoor pool. You can find a great deal from $115 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Lakeside that have private outdoor pools?
The Outside Inn at The Tipsy Goat Ranch is a charming option in Lakeside, California, renowned for its exceptional 10.0 traveller rating. This delightful hotel features a private outdoor pool, superb for families seeking a refreshing retreat or a relaxing afternoon under the sun.Guests appreciate the unique amenities that enhance their stay, such as fully equipped kitchens for convenient meal preparation, and inviting outdoor spaces like patios and balconies that allow for easy enjoyment of the beautiful surroundings. The property is also conveniently located near mountain biking trails, making it an ideal base for adventure-seeking families.
Is it cheaper to book flights and a Lakeside hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Lakeside for you.

Explore a world of travel with Expedia