
Holiday rentals with a pool in Lakeside
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Lakeside

Total holiday rentals
Explore 30 holiday rentals in Lakeside

Nightly prices starting at
Lakeside holiday rentals start at ₹4,799 per night before taxes and fees

Verified guest reviews
Over 1,470 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Lakeside holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Lakeside rentals

4.9 Average rating
Lakeside stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with a pool in Lakeside
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Retreat:GameRoom/PuttGreen/Volleyball/Pool/HotTub
Located high on the mountain and surrounded by the best trails & wineries, this house offers something for everyone to enjoy their vacations at its best. See SD hot spots - Little Italy, Sea world, Balboa park, Lego land, Beaches, 30-40 mins away, SD safari zoo in 20 mins. Once you enter the house, you might not want to go out. A fully stocked kitchen, all kinds of games you can dream of from indoor to outdoor. When everyone is tired, just relax in the pool & enjoy sunset at the pool side bar.
LocationValueTV
4.98 out of 5 average rating, 124 reviews
Tropical Oasis: spa, solar heated pool, waterslide
This home is ideal for FAMILY trips and QUIET friend groups Hours of entertainment in the private backyard that includes heated pool, waterslide, grotto, spa, gazebo, half bath, BBQ, and more. Clean and spacious home with over 2,100 sqft of living space. Minutes from everything San Diego has to offer. Distance to main attractions: SDSU- 5 mi Downtown/PetcoPark park-11 mi SD Zoo/balboa park-12 mi SD Airport- 13 mi Old town- 14 mi Coronado-15 mi Belmont park/Mission beach-18mi Sea world- 18mi
FamilyValueLaundry
4.98 out of 5 average rating, 137 reviews
San Diego Pool | Fire Pit | Sunshine | Sleeps 10
Escape to a fresh 4-bedroom retreat for family and friends (10 ppl max). Updated in January of 2024 with new furniture, and fixtures. Bask in the sun on the deck, take a dip in the pool. Enjoy the private and fenced backyard, BBQ, or the recently renovated and modern Kitchen. This home is perfect for vacations or remote work. Explore San Diego beaches and all the area has to offer, the most popular tourist destinations are all within a 20-30 minute drive. 20 minutes to the beach! Book with us!
ValueFamilyAccuracy
4.85 out of 5 average rating, 263 reviews
San Diego Mountain Retreat
3 bedroom 1 bathroom loft (2 separate sides) open concept guest house. Very peaceful East San Diego getaway. Enjoy beautiful ocean and Mountain Views during the day then relax in the jacuzzi with breath taking sunsets and the city lights at night. Best views in San Diego! Only 25 minutes from the SD airport and beaches. Minutes away from 2 local wineries and casinos. House sleeps 6 but you can invite guests up for the day for a fee. Event prices will be discussed per event. We live in main home
FamilyLocationAccess
4.98 out of 5 average rating, 115 reviews
Montecito Cottage - Tuscan Farmhouse, Pool, Views
Welcome to The Montecito Cottage in Alpine, Ca. where Tuscan whimsy meets farmhouse charm amidst breathtaking mountain views. Perfect for a serene getaway, this idyllic vintage 2-bedroom, 2.25-bathroom abode sleeps up to 4 guests in the main house, we also have a guest cottage . We welcome your furry friends, ensuring a memorable stay for all. With several gardens, 5 fountains, an outside kitchen, and a sprawling yard, immerse yourself in nature's embrace while enjoying the comfort of the home
LocationFamilyPets
4.81 out of 5 average rating, 98 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.
ValueLocationTV
4.96 out of 5 average rating, 421 reviews
Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV
Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.
FamilyLocationCheck-in
4.97 out of 5 average rating, 179 reviews
San Diego Oasis- A Retro Retreat w/ King Size Bed!
Welcome to San Diego Oasis, a retro retreat--a mid-century modern oasis in sunny San Diego! This stylish home combines classic charm with all the modern upgrades you desire. Unwind by the sparkling pool, enjoy a friendly game of air hockey or corn hole, board games or enjoy s'mores around the gas fire pit . The retro retreat is the perfect blend of comfort, convenience, and timeless design. SD's most popular attractions are all within a 20-30 minute drive. Only 20 minutes to the beach!
FamilyLocationBeach
4.92 out of 5 average rating, 102 reviews
Mt. Helix Resort+ Pool/Spa, Pickleball, Amenities!
NEWLY REMODELED/RENOVATED! Amazing resort sitting on almost 1 acre with approx. 3000 sqft of living space (plus 2000 sqft of entertainment rooms) in Central SD County, perched up in prestigious Mt Helix with a huge private driveway, privacy and more amenities than any other in the area. Brand new heated pool, Jacuzzi, pickle-ball court, fire-pit, playground, indoor movie theater, game room, putting green, granny flat, and more Furnished brand new top to bottom with high end furniture
ValueLocationIndoor spaces
4.99 out of 5 average rating, 103 reviews
Mid-Century Style Family House with Spa
This home is the epitome of 1950’s luxury. A perfect family oasis, you won’t even want to leave the property. Beautiful Mt. Helix mid-century modern family home with incredible views, designed by architect of original Las Vegas Desert Inn situated on nearly an acre. Less than 20 minute drive to beaches/Zoo/Sea World/Downtown. With a swimming pool, jacuzzi, and AC. Surrounded by orange, lemon, pomegranate trees and herb garden. No loud parties please, this is a quiet community.
ValueLocationNearby
4.99 out of 5 average rating, 205 reviews
Family Fun Oasis Pool Spa and Game Room
Exceptional home w/heated pool and spa in a quiet neighborhood; kitchen has everything you need and more! Perfect for families with kids of various ages or multiple families. What to Expect: - Heated pool w/safety cover - Hot tub - Game Room - Trampoline - Jungle gym - Baby/toddler supplies (pack N play/High Chair) - Spacious master suite. - 20 mins to the beach, the San Diego Zoo, Balboa Park, Sea World, Little Italy and downtown San Diego and all that it has to offer!
ValueLocationCheckout
4.96 out of 5 average rating, 126 reviews
Upscale Resort House /Views, Saltwater Pool/Spa !
This home offers Saltwater pool and Spa. Saltwater pools and Spa produce softer-feeling water. breathtaking views from its location high in the hills overlooking Rancho San Diego. In the backyard you can enjoy the sunrise from the private pool or deck or practice your putting on our putting green. The House is a mid-century modern home perched above the City. It's great for groups seeking easy access to San Diego's highlights (15 to 20 minutes to Beaches and Downtown)
FamilyValueHospitality
4.96 out of 5 average rating, 227 reviewsPopular amenities for Lakeside rentals with a pool
House rentals with a pool

Jamul Hacienda | Couples Retreat | Pool & Views!
FamilyLocationIndoor spaces
4.98 out of 5 average rating, 127 reviews
Bright and spacious home with views, pool & spa.
FamilyValueGetting around
4.87 out of 5 average rating, 239 reviews
QUIET HOME -3 Bedroom & Den, + POOL, sleep 8 plus
FamilyLocationWalkability
4.9 out of 5 average rating, 114 reviews
Fletcher Hills luxury, Sunset View, 4 BR, Pool/Spa
ValueLocationSleep quality
4.94 out of 5 average rating, 156 reviews
Midcentury Lux 4BR home w Pool/Spa/Cabana/Firepit
FamilyValueKitchen
5.0 out of 5 average rating, 302 reviews
ModernCoastal I View I Pool ITub
FamilyLocationWalkability
4.98 out of 5 average rating, 116 reviews
San Diego Pool House with Luxury King/Queen Suites
ValueFamilyQuiet
4.95 out of 5 average rating, 110 reviews
Family Pool Retreat + Gym, Fire Pits, Views (Sleep
ValueLocationAccess
4.93 out of 5 average rating, 252 reviewsApartment rentals with a pool

Spacious 2 BR w/ Free Parking & WiFi
ValueFamilyHospitality
4.78 out of 5 average rating, 170 reviews
Sweet Little La Mesa Condo(pool+hot tub) NEAR SDSU
LocationFamilyQuiet
4.82 out of 5 average rating, 122 reviews
Cozy home central to beaches & attractions
LocationValueView
4.92 out of 5 average rating, 200 reviews
Windows to the Ocean
FamilyValueAir conditioning
4.92 out of 5 average rating, 217 reviews
Enchanted Ocean Sunsets
FamilyLocationBathroom
4.91 out of 5 average rating, 203 reviews
Studio Condo at Wave Crest Resort
ValueLocationHiking
4.89 out of 5 average rating, 568 reviews
Resort Life in La Costa
FamilyValueAmenities
4.92 out of 5 average rating, 145 reviews
Beach Front Condo - Capri by the Sea - Remodeled
FamilyValueWalkability
4.94 out of 5 average rating, 336 reviewsOther holiday rentals with a pool

Enchanted Paradise! Pool+Spa+Outdoor Kitchen
FamilyValueLayout
4.92 out of 5 average rating, 215 reviews
Bright cozy guesthouse in the hills
FamilyLocationAir conditioning
4.81 out of 5 average rating, 93 reviews
Stunning Mountains view
LocationValueTV
4.81 out of 5 average rating, 27 reviews
Family Resort Home Pool & Spa Game Room Sleeps 8
LocationFamilyGrill
4.99 out of 5 average rating, 97 reviews
Luxury Escape | Heated Pool/Spa • Views + Events
FamilyLocationCheckout
4.91 out of 5 average rating, 96 reviews
San Diego retreat 4 Bd/Bath/Pool/Putting/Hot tub
LocationFamilyLaundry
4.93 out of 5 average rating, 55 reviews
@Stunning European Villa with amazing view, slide
FamilyValueCondition
4.94 out of 5 average rating, 89 reviews
Private Mountaintop Retreat
LocationValueCleanliness
4.94 out of 5 average rating, 52 reviewsWhen is the best time to visit Lakeside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹38,103 | ₹28,697 | ₹37,047 | ₹31,193 | ₹37,911 | ₹43,094 | ₹35,512 | ₹49,812 | ₹32,057 | ₹37,239 | ₹35,896 | ₹34,360 |
| Avg. temp | 15°C | 15°C | 16°C | 17°C | 18°C | 20°C | 21°C | 22°C | 22°C | 20°C | 17°C | 14°C |
Destinations to explore
- San Diego Holiday rentals
- Los Angeles Holiday rentals
- Phoenix Holiday rentals
- Paradise Holiday rentals
- Scottsdale Holiday rentals
- Las Vegas Holiday rentals
- Big Bear Lake Holiday rentals
- Palm Springs Holiday rentals
- Tijuana Holiday rentals
- Joshua Tree Holiday rentals
- Long Beach Holiday rentals
- Santa Barbara Holiday rentals
- SeaWorld San Diego
- Coronado Beach
- Rosarito Beach
- LEGOLAND California
- University of California-San Diego
- Petco Park
- San Diego Zoo
- San Diego Convention Center E Ent
- San Diego Zoo Safari Park
- Pacific Beach
- San Diego State University
- Balboa Park
- Tijuana Beach
- Pechanga Resort Casino
- Torrey Pines State Beach
- Mission Beach
- Las Olas Resort & Spa
- Ocean Front Walk
- Anza-Borrego Desert State Park
- Oceanside City Beach
- Moonlight State Beach
- Belmont Park
- Sesame Place San Diego
- South Mission Beach, San Diego





