Title: The Best Hotels with a Pool in Lakeside from $103 in 2026 | Expedia.com [Lakeside Travel Guide](https://expedia.com/Lakeside.dx177691)[Hotels in Lakeside](https://expedia.com/Lakeside-Hotels.d177691.Travel-Guide-Hotels)[Vacation Rentals in Lakeside](https://expedia.com/Lakeside-Vacation-Rentals.d177691.Travel-Guide-VacationRentals)[Flights to Lakeside](https://expedia.com/Cheap-Flights-To-Lakeside.d177691.Travel-Guide-Flights)[Things to do in Lakeside](https://expedia.com/Things-To-Do-In-Lakeside.d177691.Travel-Guide-Activities)[Car Rentals in Lakeside](https://expedia.com/Car-Rentals-In-Lakeside.d177691.Car-Rental-Guide)[Lakeside Vacation Packages](https://expedia.com/Lakeside.d177691.Destination-Travel-Guides) ![Lake Jennings ](https://images.trvl-media.com/place/177691/f4ed5ea8-5472-4377-a132-8a3ca236c433.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Jmalvarez ![](https://images.trvl-media.com/place/177691/f4ed5ea8-5472-4377-a132-8a3ca236c433.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Lakeside Hotels with a Pool Tonight [Feb 26 - Feb 27](https://www.expedia.com/Hotel-Search?regionId=177691&startDate=2026-02-26&endDate=2026-02-27&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 27 - Feb 28](https://www.expedia.com/Hotel-Search?regionId=177691&startDate=2026-02-27&endDate=2026-02-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=177691&startDate=2026-02-27&endDate=2026-03-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=177691&startDate=2026-03-06&endDate=2026-03-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Lakeside hotels with a pool ![Outdoor pool](https://images.trvl-media.com/lodging/101000000/100230000/100220300/100220213/2985a7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/101000000/100230000/100220300/100220213/w508h683x258y0-ff88c3ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100230000/100220300/100220213/w505h683x260y0-107f409e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/101000000/100230000/100220300/100220213/w506h683x259y0-c6272671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Outside Inn at The Tipsy Goat Ranch [](https://www.expedia.com/Lakeside-Hotels-The-Outside-Inn-At-The-Tipsy-Goat-Ranch.h100220213.Hotel-Information) Lakeside 10/10 Exceptional (16 reviews) - Rural farm stay offers bliss with water parks, outdoor pools, and private pools for all ages. $298 nightly $298 total Mar 4 - Mar 5 Total with taxes and fees [](https://www.expedia.com/Lakeside-Hotels-The-Outside-Inn-At-The-Tipsy-Goat-Ranch.h100220213.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99900000/99896800/99896746/6d0eb88e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis](https://images.trvl-media.com/lodging/100000000/99900000/99896800/99896746/ca171a60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/100000000/99900000/99896800/99896746/w1020h683x0y0-d1c84f23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99900000/99896800/99896746/07ece911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secluded Oasis: Pickleball, Jacuzzi, Pool, & Views [](https://www.expedia.com/Lakeside-Hotels-The-Hills-Oasis.h99896746.Hotel-Information) San Diego County 10/10 Exceptional (1 review) $549 nightly $549 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Lakeside-Hotels-The-Hills-Oasis.h99896746.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106490000/106481100/106481064/c4814057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/107000000/106490000/106481100/106481064/64ec0fda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106490000/106481100/106481064/84c51bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, books](https://images.trvl-media.com/lodging/107000000/106490000/106481100/106481064/8cdeda7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PVT Pool & Spa 3BR Sleeps 8 Retreat Near San Diego [](https://www.expedia.com/Lakeside-Hotels-Luxe-3BR-Retreat-Pool-Spa.h106481064.Hotel-Information) Lakeside 10/10 Exceptional (11 reviews) $625 nightly $646 total Mar 4 - Mar 5 Total with taxes and fees [](https://www.expedia.com/Lakeside-Hotels-Luxe-3BR-Retreat-Pool-Spa.h106481064.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/101000000/100370000/100368400/100368367/840eba63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100370000/100368400/100368367/42961b82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100370000/100368400/100368367/f0d60702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/101000000/100370000/100368400/100368367/8ac06c84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleeps 50+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker [](https://www.expedia.com/Lakeside-Hotels-NEW-Luxury-Private-Resort-Sleeps-32-W-PoolGolfArcadeSpaPlaygroundPoker.h100368367.Hotel-Information) Lakeside 10/10 Exceptional (14 reviews) $1,629 nightly $1,781 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Lakeside-Hotels-NEW-Luxury-Private-Resort-Sleeps-32-W-PoolGolfArcadeSpaPlaygroundPoker.h100368367.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/580000/571600/571545/63c64f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/580000/571600/571545/48aa6044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/580000/571600/571545/e79ecd34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/580000/571600/571545/71485688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crowne Plaza San Diego - Mission Valley by IHG [](https://www.expedia.com/San-Diego-Hotels-Crowne-Plaza-San-Diego-Mission-Valley.h571545.Hotel-Information) Mission Valley 8.0/10 Very Good (1,001 reviews) - Sun-soaked relaxation awaits at this San Diego hotel, with a refreshing pool oasis and bubbling hot tub. $91 nightly $105 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/San-Diego-Hotels-Crowne-Plaza-San-Diego-Mission-Valley.h571545.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/60000/50100/50032/8fd57751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/60000/50100/50032/8aabd9fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/60000/50100/50032/483e1c41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/60000/50100/50032/2b0cb40b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ayres Lodge Alpine [](https://www.expedia.com/Alpine-Hotels-Ayres-Lodge-Alpine.h50032.Hotel-Information) Alpine 9.2/10 Wonderful (1,001 reviews) - Inviting outdoor pool sanctuary in Alpine awaits with a bubbling hot tub and mountain adventure access just steps away. $107 nightly $116 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Alpine-Hotels-Ayres-Lodge-Alpine.h50032.Hotel-Information) ![Outdoor pool, open 10:00 AM to 6:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/7000000/6640000/6636200/6636137/681c8bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/7000000/6640000/6636200/6636137/0c49604b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/7000000/6640000/6636200/6636137/63991bbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Casino](https://images.trvl-media.com/lodging/7000000/6640000/6636200/6636137/202bfa51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Viejas Casino & Willows Hotel [](https://www.expedia.com/Alpine-Hotels-Viejas-Casino-Willows-Hotel.h6636137.Hotel-Information) Alpine 9.2/10 Wonderful (1,000 reviews) - Dive into poolside luxury with plush cabanas, where sipping cocktails and unwinding in a hot tub create the perfect resort escape. $146 nightly $157 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Alpine-Hotels-Viejas-Casino-Willows-Hotel.h6636137.Hotel-Information) ![Outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1410000/1403700/1403686/57091a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf course views, serves lunch, dinner, and happy hour](https://images.trvl-media.com/lodging/2000000/1410000/1403700/1403686/39841cc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1410000/1403700/1403686/1700d13b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1410000/1403700/1403686/b410e418.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### San Vicente Golf Resort [](https://www.expedia.com/Ramona-Hotels-San-Vicente-Golf-Resort.h1403686.Hotel-Information) San Diego Country Estates 8.8/10 Excellent (1,000 reviews) - Splash into sun-soaked bliss at this resort's outdoor paradise with refreshing pools and umbrella-shaded relaxation. $133 nightly $144 total Feb 28 - Mar 1 Total with taxes and fees [](https://www.expedia.com/Ramona-Hotels-San-Vicente-Golf-Resort.h1403686.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445745/c8f010eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout drapes, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445745/448c5b75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445745/2262c37a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445745/e8bd879b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riviera Oaks Resort [](https://www.expedia.com/Ramona-Hotels-Riviera-Oaks-Resort.h1445745.Hotel-Information) San Diego Country Estates 9.6/10 Exceptional (1,002 reviews) - Mountain sanctuary boasts 2 sparkling pools with sun loungers, tennis courts, and a rejuvenating spa retreat. $95 nightly $103 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Ramona-Hotels-Riviera-Oaks-Resort.h1445745.Hotel-Information) ![3 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/34000000/33670000/33661500/33661441/22ecf276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 restaurants, breakfast served](https://images.trvl-media.com/lodging/34000000/33670000/33661500/33661441/700997bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33670000/33661500/33661441/3bb415c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 restaurants, breakfast served](https://images.trvl-media.com/lodging/34000000/33670000/33661500/33661441/250333ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sycuan Casino Resort [](https://www.expedia.com/El-Cajon-Hotels-Sycuan-Casino-Resort.h33661441.Hotel-Information) El Cajon 9.2/10 Wonderful (1,755 reviews) - Soak in the sun at three resort pools with a lazy river, cabanas, and swim-up bar. $118 nightly $129 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/El-Cajon-Hotels-Sycuan-Casino-Resort.h33661441.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-13&endDate=2026-03-14®ionId=177691&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Lakeside Breakfast included Hot tub 4 stars 5 stars Ocean view ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AFFINITY_SPRING_PROMO_177691) ## Top Lakeside Hotel Reviews ![Bay Club Hotel & Marina](https://images.trvl-media.com/lodging/1000000/10000/2600/2514/8c022c3d_y.jpg) ### Bay Club Hotel & Marina 10/10 Excellent "Staff was very friendly and warm. Room was very nice." [](https://expedia.com/San-Diego-Hotels-Bay-Club-Hotel-Marina.h2514.Hotel-Information) ![Days Inn by Wyndham San Diego Hotel Circle](https://images.trvl-media.com/lodging/1000000/20000/19300/19220/3334d773_y.jpg) ### Days Inn by Wyndham San Diego Hotel Circle 10/10 Excellent "Excellent all around " [](https://expedia.com/San-Diego-Hotels-Days-Inn-By-Wyndham-San-Diego-Hotel-Circle.h19220.Hotel-Information) ![Hard Rock Hotel San Diego](https://images.trvl-media.com/lodging/2000000/1740000/1731600/1731557/fbbdfc57_y.jpg) ### Hard Rock Hotel San Diego 10/10 Excellent "Great location, hospitality " [](https://expedia.com/San-Diego-Hotels-Hard-Rock-Hotel-San-Diego.h1731557.Hotel-Information) ![Bahia Resort Hotel](https://images.trvl-media.com/lodging/1000000/20000/18300/18241/86eea647_y.jpg) ### Bahia Resort Hotel 10/10 Excellent "the room was big and spacious didn’t get the room i wanted but it was still nice overall " [](https://expedia.com/San-Diego-Hotels-Bahia-Resort-Hotel.h18241.Hotel-Information) ![Wyndham San Diego Bayside](https://images.trvl-media.com/lodging/1000000/20000/11200/11177/c44ff51d_y.jpg) ### Wyndham San Diego Bayside 10/10 Excellent "Wonderful place to stay!!!" [](https://expedia.com/San-Diego-Hotels-Wyndham-San-Diego-Bayside.h11177.Hotel-Information) ![Hampton Inn & Suites by Hilton San Diego SeaWorld](https://images.trvl-media.com/lodging/13000000/12970000/12963400/12963301/cc52443d_y.jpg) ### Hampton Inn & Suites by Hilton San Diego SeaWorld 10/10 Excellent "Everything and everyone was GREAT!" [](https://expedia.com/San-Diego-Hotels-Hampton-Inn-Suites-San-Diego-Point-Loma.h12963301.Hotel-Information) ![Paradise Point Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/3800/3731/bc1e5add_y.jpg) ### Paradise Point Resort & Spa 10/10 Excellent "Beautiful property. Will visit again. " [](https://expedia.com/San-Diego-Hotels-Paradise-Point-Resort-Spa.h3731.Hotel-Information) ![Hyatt Regency Mission Bay Spa and Marina](https://images.trvl-media.com/lodging/1000000/10000/900/858/c5325c92_y.jpg) ### Hyatt Regency Mission Bay Spa and Marina 10/10 Excellent "Room is clean. Staff are kind and help to transport to SeaWorld. Family enjoy welcome gift and happy time" [](https://expedia.com/San-Diego-Hotels-Hyatt-Regency-Mission-Bay-Spa-And-Marina.h858.Hotel-Information) ![DoubleTree by Hilton San Diego - Del Mar](https://images.trvl-media.com/lodging/1000000/20000/15300/15236/5afe6cec_y.jpg) ### DoubleTree by Hilton San Diego - Del Mar 10/10 Excellent "Clean room and breakfast was okay. The water in the shower was not hot but I managed to adapt." [](https://expedia.com/San-Diego-Hotels-DoubleTree-By-Hilton-San-Diego-Del-Mar.h15236.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Lakeside with outdoor pools? > 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? ### Are there hotels in Lakeside that have private outdoor pools? > 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? ### How can I save on a Lakeside hotel with a pool with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [San Diego County Hotels ](https://www.expedia.com/Destinations-In-San-Diego-County.d178304.Hotel-Destinations) - [Hotels near Lakeside Baseball Park ](https://www.expedia.com/Lakeside-Baseball-Park-Hotels.0-l553248635996998463-0.Travel-Guide-Filter-Hotels) - [Hotels near Lake Jennings ](https://www.expedia.com/Lake-Jennings-Hotels.0-l553248621532638458-0.Travel-Guide-Filter-Hotels) - [Winter Gardens Hotels ](https://www.expedia.com/Winter-Gardens-Hotels.d553248635975849967.Travel-Guide-Hotels) - [Hotels near Creation and Earth History Museum ](https://www.expedia.com/Creation-And-Earth-History-Museum-Hotels.0-l553248621532638454-0.Travel-Guide-Filter-Hotels) - 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