
House vacation rentals in Lakeside
Find and book unique houses on Airbnb
Quick stats about house rentals in Lakeside

Total vacation rentals
Explore 30 vacation rentals in Lakeside

Nightly prices starting at
Lakeside vacation rentals start at G$20,921 GYD per night before taxes and fees

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

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Lakeside vacation rentals include wi-fi 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 house rentals in Lakeside
Guests agree: these houses are highly rated for location, cleanliness, and more.

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

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

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.

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.

The Dell, a relaxing country estate in Ramona.
The Dell in Ramona offers a 4 bedroom 2 1/2 bath single story house with a deck with two fire pits, a swim spa/jacuzzi and the most peaceful, serene place to enjoy a sunset. We are set up to handle your next event what ever it may be, We also offer the Pacific Room that's connected to the house and can sleep up to 6. Perfect for a girls weekend or couples that want to gather for wine tasting, hiking or visiting Antiques stores.

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.

Spacious & Fun | 5br, 4.5ba | Hot Tub | Views
Experience sunny San Diego from this 5 bedroom, 4.5 bathroom foothill home. Wake up to panoramic views of the surrounding hillsides and gather in the spacious living and dining rooms. The home is conveniently located just 15-20 minutes from San Diego's famous beaches and top attractions. After a day of exploration, unwind in the backyard area featuring a hot tub, fire pit, pool table, and life-sized chessboard.

Sunny & Spacious 3BR Retreat w/ Parking & A/C
Discover your La Mesa retreat! This newly refurbished home offers a perfect blend of comfort and convenience. Enjoy a gourmet kitchen, stylish dining, three bedrooms, two modern bathrooms, and an expansive yard. Explore nearby attractions like the Grossman Center (10-min walk) with shopping and dining, or venture to San Diego's heart (20-min drive). Perfect for families and groups seeking a relaxing getaway.

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.)

Hot Tub | Disney Train Track | Secluded 20 acres
Cedar Hot Tub under the stars Railroad Trestle with Disney history Nestled in a California Oak Grove w/ Mountain Views Julian Historic Townsite & Hiking Trails minutes away Secluded on 20 private acres Three separate Bedrooms Very Comfy Beds Fully Stocked Kitchen Thoughtful, Minimal Quality Design Record Player w/ Records Playlist created for a mountain feel (QR code)
Popular amenities for Lakeside house rentals
House rentals with a pool

BIG Modern Mt Helix Home with Pool

Travelers Oasis w/ Private Pool + Hot Tub

The Agave House | Mountain Views & Pool

San Diego Pool | Fire Pit | Sunshine | Sleeps 10

Mid-Century Modern and Contemporary House

Lakeside Haven | Mountain Views, Private Pool

Retreat:GameRoom/PuttGreen/Volleyball/Pool/HotTub

Oasis with ocean views/Pool/Hot tub! Sleeps 10!
Weekly house rentals

Relax in Lakeside.

Jamul Hacienda | Couples Retreat | Pool & Views!

Luxury Escape | Heated Pool/Spa • Views + Events

Cozy 4 BDR Family Home!

Jamul Luxurious Estate-Playground-Private-Spacious

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

Studio In Home with Private Entry

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

Cozy SoCal Oasis

Oasis In The Hills

A Perfect Pet Friendly Getaway.

Luxury 4 BR w/ Serene Lake Views

The Manor Cottage

Maderas Retreat Ranch

The Bunny’s Burrow | Jamul Mountain Getaway

2026 Discounts! Sleeps 14+ Heated Pool + Jacuzzi
When is the best time to visit Lakeside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$42,678 GYD | G$48,117 GYD | G$54,184 GYD | G$50,000 GYD | G$52,929 GYD | G$67,364 GYD | G$67,364 GYD | G$55,230 GYD | G$43,933 GYD | G$50,419 GYD | G$48,954 GYD | G$55,230 GYD |
| 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 |
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- Rentals with a fire pit Lakeside
- Rentals with a washer and dryer Lakeside
- Rentals with a patio Lakeside
- Rentals with pools Lakeside
- Beachfront rentals Lakeside
- Rentals with a fireplace Lakeside
- Cottage rentals Lakeside
- Family-friendly rentals Lakeside
- Rentals with a hot tub Lakeside
- Rentals with outdoor seating Lakeside
- Pet-friendly rentals Lakeside
- Fitness-friendly rentals Lakeside
- Villa rentals Lakeside
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- Rosarito Beach
- LEGOLAND California
- SeaWorld San Diego
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- San Diego State University
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- Sesame Place San Diego
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- Black's Beach




