
House holiday rentals in Lakeside
Find and book unique houses on Airbnb
Top-rated house rentals in Lakeside
Guests agree: these houses are highly rated for location, cleanliness and more.

Luxury Julian Home w/ Cedar Tub, View, Horse Stall
Welcome to our stunning Julian retreat, Sierra Jean just 5 minutes from the famous Pie Town! This gorgeous home offers panoramic views from all rooms! Designed by a local interior designer, it's not your average Julian home. Enjoy Sonos sounds, a wood-burning fireplace & a fully stocked kitchen. Step onto the expansive deck with cantina doors for seamless indoor/outdoor living, complete with a fire pit & custom cedar soaking tub & 2 horse stalls. With 3 bedrooms 2 baths it's the perfect getaway!

Family Fun! Game Garage + Big Yard + Free Parking
Embodying the epitome of cool! This home has the perfect blend of a vintage feel with a modern touch. Stepping inside, you’re greeted by an atmosphere of fun & creativity. A large private serene retreat in the backyard w/abundant seating and fire pit. Huge 3-car garage bonus space with games. Located just minutes from downtown La Mesa, many dining options & conveniences. Everything you need & more! Distance to: San Diego Zoo: 18 min Sea World: 23 min SDSU: 13 min Airport: 19 min Gaslamp: 18 min

San Diego Casita for 6 Morey de Prieto Surf Ranch
The Morey de Prieto Surf Ranch is truly awesome! Reserve your stay in this 2 Bed/1 Bath 650 sq. ft. casita for six. Home includes a kitchen with a GE electric cooktop, refrigerator, microwave/air fryer, rice cooker, mixer for drinks, sink with prep trays, Moen faucet fixtures, gorgeous shower, Krups coffee maker, 50" smart TV equipped with WiFi and NetFlix, mountain views, workspace and a sofa bed. Relax on the large 240 sq. ft. private deck featuring a fire pit, adirondack chairs and BBQ.

The Glass House - A Nature Retreat
Enjoy a unique retreat; 180 degrees of views from inside the home. Nestled at the end of a private road, our place is nearby great hiking and countryside wineries. The Glass House provides a magical space and nature retreat where individuals, couples, families and friends can gather together to re-connect with nature, each other, and themselves. The breathtaking mountain top views, the huge deck, hot tub, fireplace, and the open concept living space is unbeatable for the perfect getaway.

Classic Mid-Century Mount Helix Home with Views
Located in the exclusive Mount Helix neighborhood of La Mesa, this property is conveniently located near the 8 and 94 freeways for easy access to explore the greater San Diego area. Attractions like the historic Balboa Park with the San Diego Zoo or Sea World are a 15-25 minute drive away. With spacious interior and exterior spaces at the property, though, you may not want to leave. The property includes 4 bedrooms and 2.5 bathrooms with furnished living room, family room and kitchen.

Cottage in the Garden! New! Modern!
COTTAGE IN THE GARDEN - New! Modern! Find beauty and serenity in this special guest house in one of San Diego's most desirable areas! Flowering bushes, plants, olive tree and fruit trees seen from all windows. All amenities: WiFi, Cable, serving dishes and tableware, full coffee bar, Ninja Blender, Flat screen TVs, 100% Egyptian Cotton Sheets or Boll and Branch Sheets (used by 3 Presidents), Japanese Toilette and more. 15 minutes to Downtown San Diego and 20 minutes to the beach!

Private Getaway - Breathtaking Views
Discover the Julian Ridgetop Retreat, a private haven with breathtaking panoramic views. 🔸Wake to stunning Salton Sea sunrises from your bed 🔸Unwind in the hot tub under starry skies. 🔸Immerse yourself in nature with nearby trails and adventures 🔸Enjoying year-round comfort with central AC/heat. 🔸Explore historic Julian's charms—apple orchards, wineries, and quaint shops—just minutes away. 🔸Book now and receive our exclusive local guide for an unforgettable mountain escape.

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!

Palm Cottage San Diego
Palm Cottage sits in the heart of La Mesa Village, San Diego. Enjoy the charm of a historic home with a fully remodeled and stylish interior featuring both Dutch & French doors letting in plenty of sunshine. A large private yard w/ covered outdoor living area creates the ultimate indoor/outdoor lifestyle. You're steps from the local grocery store, village shopping, coffee shops, restaurants, bars and the trolley. You could not ask for a better location!

The Palm | Poolside Lounger• Hot Tub • GameRoom
☀️Welcome to our fun, newly updated, centrally located in a quiet, secure neighborhood in La Mesa ☀️ 🌊Swim in our beautiful blue pool while enjoying an elevated view, perfect for relaxation and fun. Unwind in our fantastic game room, equipped with a pool table, arcade machines and pop-a-hoop, offering endless entertainment for guest at all age. End the day in our in-home movie theater, where you can enjoy your favorite films in ultimate comfort. ☀️

Lux Casita with Pickleball & Resort Amenities
Escape to this inviting Casita, where bright white walls and French doors fill each room with light and warmth. Thoughtfully furnished and full of charm, it offers a serene retreat with private resort-style amenities, including a tennis court, pool, and lush gardens. Step outside to hiking and biking trails, then return to cozy comfort. An optional second suite provides extra space for a relaxed, luxurious stay.

Quiet Country Home
Extremely clean home. Fenced private yard with BBQ & Tables. Outdoor smoking. 25 minutes to beach or downtown. Rural area with animals “talking”. Horses and carrots included. Seasonal Fruits & Vegetables. 1st bedroom: king/full bath. 2nd bedroom: queen/work desk. 3rd bedroom: full & 2 twin trundle. All dishes/appliances. Crib & Highchair available (Host lives in completely separate granny flat.)
Popular amenities for house rentals in Lakeside
House rentals with a pool

Views - Quiet Mt. Helix Home - Pool -Sleeps 11

The Agave House | Mountain Views & Pool

Entertainers Dream Pool Home

San Diego Pool | Fire Pit | Sunshine | Sleeps 10

Oasis with ocean views/Pool/Hot tub! Sleeps 10!

Beautiful private oasis in San Diego serene views

Luxury Four Bedroom Home with pool and game room!

Wine Country Retreat - Tranquility Hottub/Views
Weekly house rentals

A Perfect Pet Friendly Getaway.

Villa Del Sole

Lakeside Haven | Mountain Views, Private Pool

Private Mountaintop Retreat

Country Modern |5bdr w/ ADU | |Soaking Tub

Studio In Home with Private Entry

San Diego Family Oasis: Pool, Spa, Game & Fire Pit

Infinity Pool & Spa-Private-Endless Views-Luxury
Private house rentals

Relax in Lakeside.

Rancho Maderas Retreat

2026 Discounts! Sleeps 14+ Heated Pool + Jacuzzi

Jamul Hacienda | Couples Retreat | Pool & Views!

Luxury Escape | Heated Pool/Spa • Views + Events

Jamul Luxurious Estate-Playground-Private-Spacious

Hilltop Hot Tub Retreat • Arcade • 12 Guests

Picturesque Spanish Casa on Ramona Hilltop
When is the best time to visit Lakeside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £151 | £170 | £192 | £177 | £187 | £238 | £238 | £195 | £155 | £178 | £173 | £195 |
| 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 |
Quick stats about house rentals in Lakeside

Total holiday rentals
Explore 30 holiday rentals in Lakeside

Nightly prices starting at
Lakeside holiday rentals start at £74 per night before taxes and fees

Verified guest reviews
Over 1,030 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 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!
Destinations to explore
- Southern California Holiday rentals
- Los Angeles Holiday rentals
- Stanton Holiday rentals
- Channel Islands of California Holiday rentals
- Las Vegas Holiday rentals
- San Diego Holiday rentals
- Phoenix Holiday rentals
- Palm Springs Holiday rentals
- Scottsdale Holiday rentals
- San Fernando Valley Holiday rentals
- Henderson Holiday rentals
- Las Vegas Strip Holiday rentals
- Family-friendly rentals Lakeside
- Villa rentals Lakeside
- Rentals with a firepit Lakeside
- Rentals with pools Lakeside
- Rentals with a patio Lakeside
- Beachfront rentals Lakeside
- Rentals with a hot tub Lakeside
- Rentals with outdoor seating Lakeside
- Fitness-friendly rentals Lakeside
- Rentals with a washing machine and dryer Lakeside
- Rentals with a fireplace Lakeside
- Pet-friendly rentals Lakeside
- Cottage rentals Lakeside
- House rentals San Diego County
- House rentals California
- House rentals United States
- Rosarito Beach
- LEGOLAND California
- San Diego Convention Center E Ent
- SeaWorld San Diego
- University of California-San Diego
- Oceanside City Beach
- Petco Park
- San Diego Zoo Safari Park
- Ocean Front Walk
- Pacific Beach
- Tijuana Beach
- Torrey Pines State Beach
- Balboa Park
- Coronado Beach
- San Diego Zoo
- Pechanga Resort Casino
- San Diego State University
- Liberty Station
- Anza-Borrego Desert State Park
- Moonlight State Beach
- Belmont Park
- Oceanside Harbor
- Sesame Place San Diego
- Black's Beach




