
House vacation rentals in Lakeside
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Top-rated house rentals in Lakeside
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SDSU Beach Cottage
Welcome to our stunning SDSU Beach Cottage. Our home is 10 minutes away from everything amazing in San Diego! Our home is Centrally located in San Diego and in a desirable neighborhood. We are steps away from a Local favorite Eatery, Wine Bar, Beer Pub, Natural-Holistic Market, Pizza shop, Liquor Store, Nail shop, and Einstein's Bagels. Play in San Diego or stay and relax in our tropical yard that is set up to entertain you and your family with outside games and Ping Pong. 25 Yr's of age req'd

Wine Country Retreat - Tranquility Hottub/Views
Our famed Wine Country Retreat is back online! (LTR for the last year) Take the back roads scenic drive 50mins up the hill from San Diego and enjoy some much needed quiet and comfy tranquility. Right in the heart of San Diego Wine Country, it’s a rather well appointed place situated on 10 private acres that overlooks expansive green space. With few neighbors in any direction, you can either sleep with the windows open and wake early to roosters crowing, or close the windows and sleep til Noon!

Spacious Gated Home: Spa & Mountain View
This house is located in a peaceful neighborhood with mountain views, close to I-15, Escondido Mall, & Felicita Park. The guesthouse is attached to the MAIN home, but it has a private entrance with a private driveway and your own auto gate. It has an outdoor private spa, 1 closed and 1 open floor plan bedroom, patio, kitchen, walk-in closet with 1 bath. The facilities include fast WiFi, 75” 4KTV, cooktop, oven, microwave, refrigerator etc. 15 mins SD Safari & 30 mins to sea world or LEGOLAND

4bd 3ba, Family Home Close To All SD Attractions!
Great SD location for families vacations & business trips! Centrally located with easy freeway access & grocery stores etc. Sunny 4bd. home on private cul de sac in Mt Helix area. Comfortably furnished, fully equipped kitchen. Great for work trips and family vacation! We have beach toys & pac-n-play for the kids! Fast WFI, smart TV’s. Quiet, private fenced back yard with trees, & room for kids to play, covered patios & BBQ! We don’t allow any parties, or events. Primary Guest must be 30.

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.

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)

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.

Beautiful 3,000 Sq Ft Tropical Oasis
Beautiful 4 Bedroom, 2 1/2 Bath Family Home Located in Tranquil Fletcher Hills. This 3,000 sq. ft. Home is Perfect for large families who wish to Relax in a Peaceful Setting. 24-hour self check-in keypad after 4pm and check-out at 11AM. Host does not allow parties/events. This is NOT a Party House! This home is located in a quiet residential neighborhood, Guests who do not respect this will be asked to leave.

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.

The Queen House
Welcome to Endless Summer, your ideal family retreat! This beautiful 4-bedroom, 2.5-bath home is just 15 minutes from Downtown San Diego, near attractions like Petco Park, the San Diego Zoo, and local beaches. Located in Mount Helix, La Mesa, enjoy stunning canyon views and a refreshing swimming pool with a waterfall. Experience a unique stay at a home that has it all!
Popular amenities for Lakeside house rentals
House rentals with a pool

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

Bright Contemporary 5-Bedroom Oasis, Pool and Yard

Entertainers Dream Pool Home

Casa Del Oceano, Solana Beach

San Diego Pool | Fire Pit | Sunshine | Sleeps 10

Bright and spacious home with views, pool & spa.

The Dell, a relaxing country estate in Ramona.

Designer Luxury Rental With Pool
Weekly house rentals

Ashley Cottage-A French Chateau, Mountain View’s

Maderas Retreat Ranch

Jamul Hacienda | Couples Retreat | Pool & Views!

Hidden Gem! Amazing Resort Style Pool & Spa!

Studio In Home with Private Entry

San Diego retreat 4 Bd/Bath/Pool/Putting/Hot tub

Modern Stay in the Heart of El Cajon

The Sand House-Cozy 3BR 2BA-HotTub+FirePit+Yard+EV
Private house rentals

Oasis In The Hills

Modern Peaceful Retreat| 4 BR| Soaking Tub

The Manor Cottage

Luxury Escape | Heated Pool/Spa • Views + Events

Hilltop 2200sqft Oasis: Pool, Views, BBQ

Cozy 4 BDR Family Home!

Modern La Mesa Home | 2BR • 2BA • Prime Location

San Diego Oasis- A Retro Retreat w/ King Size Bed!
When is the best time to visit Lakeside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ749 | ﺩ.ﺇ845 | ﺩ.ﺇ951 | ﺩ.ﺇ878 | ﺩ.ﺇ929 | ﺩ.ﺇ1,183 | ﺩ.ﺇ1,183 | ﺩ.ﺇ970 | ﺩ.ﺇ771 | ﺩ.ﺇ885 | ﺩ.ﺇ859 | ﺩ.ﺇ970 |
| 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 vacation rentals
Explore 30 vacation rentals in Lakeside

Nightly prices starting at
Lakeside vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

Verified guest reviews
Over 950 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!
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