Holiday rentals in Lakeside

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Top-rated holiday rentals in Lakeside

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Guest favourite

Guest suite in Lakeside

5.0 out of 5 average rating, 74 reviews

Cozy, secure, and quiet studio in Lakeside

Studio granny flat with full bath and kitchen, outfitted with top of the line electronics and internet. Large windows front and back create a wonderful sense of space at the end of a dead-end private drive. The 420 sq ft space includes a 65" HD TV with DirectTV service, high speed wireless and wired internet, kitchenette with convection cook microwave, fridge/freezer, w/many other extras. Unit was recently remodeled and all new furniture added. 1 Queen bed, reclining sofa, lots of storage spc.

26 Feb – 5 Mar

$153 SGD per night

Guest favourite

Guest house in El Cajon

4.99 out of 5 average rating, 151 reviews

Modern mountain guest house. Incredible views

Neighboring San Diego, quaint country living with incredible views minutes from everything, breathtaking sunsets, 20 mins to beach, close by hiking trails, and only 3 minutes hop on the freeway. Full Kitchen, Laundry, and Living area and with beautiful furnishings, a perfect home away from home. Whether traveling for work or play we have had guests stay for a conference in San Diego or just to visit friends and hit the beach a few days, we look forward to you loving our home as much as we do.

27 Jan – 3 Feb

$238 SGD per night

Guest favourite

Guest suite in Santee

4.95 out of 5 average rating, 250 reviews

Spacious 1 bedroom unit w/ king bed & parking

Come relax in this bright & spacious 1 bedroom detached unit with private entrance. This room has a king bed, full bathroom, table & chairs, mini fridge/freezer, microwave, closet w/ hangers, dresser, Tv and beautiful mountain views. La Jolla Beaches, downtown San Diego, the Zoo, and Sea World are 25 minutes away. Santee Lakes is just a short drive away where you can enjoy fishing, paddle boating, splash park, biking and picnic area. Mission Gorge Trails is also located just 5 minutes away.

27 Jun – 4 Jul

$117 SGD per night

Guest favourite

Guest house in La Mesa

4.92 out of 5 average rating, 204 reviews

Fig Tree Bungalow

Enjoy your stay in San Diego in this newly renovated guesthouse. Centrally located about a mile from Hwy 8, Hwy 125, and the Grossmont Trolley Station & Transit Center. Only a 15-20 minute drive to downtown, the airport, the beaches, and most of San Diego's other popular tourist attractions. This cozy, two-story, detached unit is located behind my home, and has its own private entrance and partitioned yard for your enjoyment. There's plenty of street parking directly in front of the house.

20–27 Jun

$173 SGD per night

Guest favourite

Home in Lakeside

5.0 out of 5 average rating, 28 reviews

Terra Mesa - Charming Retreat

Welcome to TerraMesa! This charming studio boasts a thoughtfully designed space, blending modern comfort with a touch of rustic elegance. With a fully equipped kitchenette, a plush queen bed, and a stylish sitting area, it’s perfect for couples seeking a romantic getaway or solo travelers exploring the San Diego area. Sip a cup of coffee or glass of wine in your private little patio. Centrally located in scenic Lakeside, you’ll have easy access to downtown, beaches or our local mountain towns.

14–21 Dec

$136 SGD per night

Guest favourite

Home in Alpine

4.99 out of 5 average rating, 142 reviews

Fully Fenced Alpine Property with Guest House

Our guest house is located in the back of our personal property & kept private by fencing. Our property is fully fenced & guests have access in & out by using a keypad. We have laundry facilities, a queen size bed in the master bedroom, a sofa sleeper in the living room/kitchen area and a private patio with bbq. We occupy the main home on the property. We have 2 dogs on the property so other animals are not recommended at this location. Children play equipment is not included with Airbnb.

23–30 Jan

$176 SGD per night

Guest favourite

Home in Lakeside

5.0 out of 5 average rating, 12 reviews

The Morey de Prieto Surf Ranch

The Morey de Prieto Surf Ranch is truly awesome! Reserve your stay in this brand new ground up 2 Bed/1 Bath 650 sq. foot casita capable of sleeping 6 adults. This home includes a kitchen with many amenities including a GE electric cooktop, refrigerator, microwave and air fryer, rice cooker, Kitchenaid mixer, 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 sofabed.

6–13 Oct

$211 SGD per night

Guest favourite

Farm stay in Lakeside

4.96 out of 5 average rating, 283 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.

2–9 Oct

$383 SGD per night

Guest favourite

Guest suite in Lakeside

5.0 out of 5 average rating, 54 reviews

Hillside Retreat with Views

Escape to the mountains of San Diego and into a peaceful, well-furnished, private living space with plenty of room to spread out and enjoy the California lifestyle. Take in the panoramic views of El Capitan and the Cuyamaca mountain range as you enjoy your favorite beverage around the firepit. California awaits as you can wander east to the mountains and desert, or west to the beaches and shopping centers. Legoland, Seaworld, and the Sesame Place waterpark are all within a short drive.

30 Jan – 6 Feb

$221 SGD per night

Guest favourite

Guest house in El Cajon

4.98 out of 5 average rating, 190 reviews

Fletcher Hills - modern 1 BR.Easy, no step access.

** 48 hours between check-ins. Thorough cleaning and sanitizing.. Four night minimum stay. Dogs ONLY are welcomed on a case by case basis. They must be house trained and are not permitted on any furniture. If you instant book, you must contact me about your pet within 24 hours. Smoking is permitted in the outside areas - patio, gazebo, yard. Easy freeway access helps any commute to downtown and area attractions. Having your own vehicle is the best way to get around..

29 Mar – 5 Apr

$160 SGD per night

Superhost

Tiny home in Ramona

4.93 out of 5 average rating, 333 reviews

Gnomewood: Rock Tiny House

Nestled in a canyon in the backcountry of San Diego County lies Gnome Wood. These 120 acres of oak woodland and mountain terrain provide habitat for multiple species... Enjoy a quiet nature retreat: a hike up the mountain, watch and hear the incredible bird activity from the front porch or read in the hammock. No visitors of guests are permitted. The Canyon Getaway, Hershey Bar, Bunk House, and others available for retreats...

22–29 Sep

$143 SGD per night

Guest favourite

Guest house in Lakeside

4.88 out of 5 average rating, 32 reviews

Cute Tiny House in Lakeside

Welcome to our Tiny Home in the rural area of Lakeside. Vacation in the small town with yummy foods, great people, and enjoy the beautiful sunrise and sunsets. Our tiny home is the perfect place to disconnect from the hustle and bustle of city life however only a quick 20 minute drive to beaches, San Diego Zoo, Seaworld, and Down Town San Diego.

30 Jun – 7 Jul

$176 SGD per night