Vacation rentals in Rancho San Diego

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Top-rated vacation rentals in Rancho San Diego

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Guest favorite

Guest suite in Spring Valley

4.89 out of 5 average rating, 119 reviews

🤲🏼 Handmade hideaway Mt. Helix - AC/Laundry/Parking

Tucked away in the foothills of beautiful Mt. Helix, the Hand-made Hideaway has everything you need. - No cleaning Fee - Pet friendly - 450 sf ground level apartment. - Private entrance with outdoor seating - Designated parking - Fully stocked kitchen and dining area - Safe, quite neighborhood - 20 minute drive to beaches, downtown, hiking areas - Ride-shares and delivery services readily available “The Hide-away is gorgeous! The pictures don’t do it justice - a lot of crafty considerations”

Jun 18 – 25

G$30,484 GYD per night

Guest favorite

Guesthouse 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.

Feb 27 – Mar 6

G$36,502 GYD per night

Guest favorite

Guesthouse in El Cajon

4.96 out of 5 average rating, 131 reviews

Mt Helix Studio Loft with Mountain Views

Mountain Views: Freshly renovated, quiet and spacious studio loft in private neighborhood. Close to coffee shops, grocery stores, and quick access to major highways. 500 sqft open concept. Laundry, Fast Internet, Cable TV and streaming services. Additionally, if you like oranges and avocados we grow them on the property (Seasonal of course). We also have a chicken coop and fresh eggs on request. Security Deposit Hold and Signed Short-term Rental Agreement Required as we live on the property.

Aug 11 – 18

G$38,969 GYD per night

Guest favorite

Apartment in El Cajon

4.85 out of 5 average rating, 26 reviews

Quaint Apt with International decor

Minutes from all San Diego has to offer, this lovely 600 sq. ft. apt is newly redecorated, secluded, bright, with a skylight, 2 sliding glass doors, large private patio & designed with mementos and photos from your hosts travels around the world! Fully equipped kitchen & full bath. Shopping, dining, & attractions located within a 5 to 30 minute drive. Your hosts, Janet and Bill, are on site for support and to make your stay a great experience, but won’t initiate interaction. Welcome!

Sep 13 – 20

G$19,701 GYD per night

Guest favorite

Guest suite in La Mesa

4.92 out of 5 average rating, 150 reviews

Cozy 1BR Guest House w/ Parking, Tranquil Retreat

Welcome to our Casita We are avid travelers and love meeting new people. Our Casita is connected to our main house, where we live upstairs. Set on a spacious one-acre, you will have exclusive access to the entire front yard. You can enter the Casita through your own set of stairs, has its own kitchen, dining area, living room, and bedroom, all for your personal use. We have feeders set up, and you can watch all kinds of birds come and go from the comfort of your own outdoor seating area.

Jun 27 – Jul 4

G$33,456 GYD per night

Guest favorite

Guesthouse in El Cajon

4.92 out of 5 average rating, 53 reviews

Hilltop Casita Mount Helix

View the sunrise and sunset from this panoramic hilltop casita. Enjoy a charming getaway with sweeping views of the mountains and valleys. Enjoy refreshments on private patio while taking in the sights of palm trees and endless hills. Located 15 miles from the beach and 20 minutes from many major San Diego attractions. Please note: we currently have an outdoor renovation project in process behind the casita. There may be days during your stay in which outdoor work is being performed.

Jul 7 – 14

G$20,478 GYD per night

Guest favorite

Guesthouse in El Cajon

4.97 out of 5 average rating, 32 reviews

Studio on 2 ACRES

Hi! Welcome to our 600sq ft studio sitting on 2 acres. This is a secondary unit detached from a main home on property. See further explanation for more info. Forget your worries and take time to relax and soak up the surrounding land. With Sycuan casino 2 minutes away and Singing hills golf course 5 minutes away this is the perfect place to stay in between activities. Or, you can just take some time to soak in living a bit off the grid. The property is completely fenced in and private.

Oct 18 – 25

G$24,306 GYD per night

Guest favorite

Barn in La Mesa

4.95 out of 5 average rating, 315 reviews

Enchanting Barn San Diego/La Mesa

DESCRIPTION: Relax and Enjoy the converted barn that is safe, cozy, and private. The unit has it's own private entrance secured with a Keyless entry lock. Inside is a Cal King therapy foam bed, TV, Blu-ray player, Bluetooth/CD stereo, and additional USB connection. Extra space has a large desk area. The unit has a private bathroom that includes a walk in shower. Freshly washed towels & linens are provided. *we have a pet goat that would love to meet you! Dedicated 5g Internet access

Sep 15 – 22

G$22,205 GYD per night

Guest favorite

Guesthouse in La Mesa

5.0 out of 5 average rating, 37 reviews

Secluded, tranquil 1-bedroom in plumeria paradise

Two acres of beautiful, serene nature await you. Tucked in the lush foothills of Mt Helix, this guest home is in a quiet neighborhood and separate from the main house. Fully-stocked coffee/tea bar. Close to hiking, horseback riding, fishing, trails, attractions, beaches, trolley, & laundromat. Smart TVs provide all streaming apps. Two free parking spots at house entrance. Quick highway access. Plumerias in bloom from June-October. No smoking, pets, extra guests - noise restrictions.

Oct 15 – 22

G$30,900 GYD per night

Guest favorite

Guesthouse in La Mesa

5.0 out of 5 average rating, 16 reviews

Guesthouse w/Outdoor Paradise

Kick back and relax in this calm, stylish Mount Helix guest-suite. Features include a swimming pool, a jacuzzi, 2 fire pits, full gym, and a tranquil backyard screened for privacy by mature landscaping. The guest-suite is detached with a private entrance and offers a full bedroom bathroom & kitchenette. Enjoy nature's serenity from the various courtyards or relaxing around the fire pit. Close to shops restaurants and hiking trails. 20 min drive from beautiful downtown San Diego.

Sep 9 – 16

G$31,659 GYD per night

Guest favorite

Guesthouse 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..

Mar 15 – 22

G$24,556 GYD per night

Guest favorite

Barn in Jamul

4.87 out of 5 average rating, 47 reviews

Light and bright Studio Hiking & Biking access!

Nestles in our small functioning horse ranch, we have 13 friendly horses, a mini donkey, chickens (we offer fresh eggs!) & a tortoise. Jamul is popular hiking & mountain biking destination, with access right out our gate. We have a common area with a BBQ, picnic table. Our two units have private back patios that are shaded & peaceful. Rancho San Diego is a 10 minutes drive with restaurants, Starbucks, target, grocery etc. We are 25 minutes to all San Diego attractions.

Sep 14 – 21

G$13,611 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Rancho San Diego vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Rancho San Diego's top sights

Steele Canyon Golf Club13 locals recommend

Regal Edwards Rancho San Diego11 locals recommend

Vons9 locals recommend

Albertsons5 locals recommend

Sahara Taste of the Middle East5 locals recommend

Hooleys Public House12 locals recommend

Other great vacation rentals in Rancho San Diego

Guest favorite

Bungalow in El Cajon

4.84 out of 5 average rating, 74 reviews

Stylish Relaxation-Panoramic Views-Private OASIS!

May 7 – 14

G$29,923 GYD per night

Superhost

Home in El Cajon

4.93 out of 5 average rating, 27 reviews

Lovely Unique Retro house with beautiful yard

Oct 28 – Nov 4

G$25,925 GYD per night

Guest favorite

Dome in El Cajon

5.0 out of 5 average rating, 50 reviews

Seclusion at The Greenhouse at Golden Rocks

Sep 25 – Oct 2

G$33,400 GYD per night

Guest favorite

Guesthouse in Spring Valley

5.0 out of 5 average rating, 35 reviews

Lush GuestHouse in Serene Mount Helix

Sep 12 – 19

G$25,141 GYD per night

Superhost

Home in El Cajon

5.0 out of 5 average rating, 6 reviews

Cozy 1BR Home with Lovely Front Yard

Nov 25 – Dec 2

G$26,975 GYD per night

Guest favorite

Home in La Mesa

5.0 out of 5 average rating, 23 reviews

Chic and Modern Luxury Private Guest House

Sep 3 – 10

G$27,382 GYD per night

Guest favorite

Guesthouse in El Cajon

4.93 out of 5 average rating, 70 reviews

Guest House & Pool in East San Diego County

Jul 4 – 11

G$28,196 GYD per night

Guest favorite

Shipping container in Jamul

4.97 out of 5 average rating, 61 reviews

FreeSpirit 2-bedroom converted shipping container

Jun 15 – 22

G$25,576 GYD per night

Show all

Quick stats about vacation rentals in Rancho San Diego

Total rentals
90 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Rentals with a pool
50 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
4.1K reviews

Frequently Asked Questions

Are there family-friendly vacation rentals in Rancho San Diego?
Rancho San Diego has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in villa rentals in Rancho San Diego?
Experience the best of Rancho San Diego with our villa rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Rancho San Diego have free parking?
Absolutely! We offer over 40 house rentals with free parking in Rancho San Diego. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Rancho San Diego have air conditioning?
Absolutely! We offer over 40 house rentals with air conditioning in Rancho San Diego. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Rancho San Diego?
Four-legged friends are welcome in Rancho San Diego. Choose from more than 30 vacation rentals for guests traveling with pets.
What are the most popular amenities for House Rentals in Rancho San Diego?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with air conditioning, over 40 homes with a kitchen, over 40 homes with wifi, over 40 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there Rancho San Diego vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Rancho San Diego, available on Airbnb. Make a splash and soak up the sun in style!
Do villa rentals in Rancho San Diego have a kitchen?
Absolutely! We offer over 10 villa rentals with a kitchen in Rancho San Diego. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Rancho San Diego?
Yes! Work meets play with ease at over 50 vacation rentals in Rancho San Diego featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do villa rentals in Rancho San Diego have wifi?
Absolutely! We offer over 10 villa rentals with wifi in Rancho San Diego. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Rancho San Diego

Top-rated vacation rentals in Rancho San Diego

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Rancho San Diego vacation rentals

Stay near Rancho San Diego's top sights

Other great vacation rentals in Rancho San Diego

Bungalow in El Cajon

Home in El Cajon

Dome in El Cajon

Guesthouse in Spring Valley

Home in El Cajon

Home in La Mesa

Guesthouse in El Cajon

Shipping container in Jamul

Quick stats about vacation rentals in Rancho San Diego

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there family-friendly vacation rentals in Rancho San Diego?

How much does it cost to stay in villa rentals in Rancho San Diego?

Do house rentals in Rancho San Diego have free parking?

Do house rentals in Rancho San Diego have air conditioning?

Are there pet-friendly vacation rentals in Rancho San Diego?

What are the most popular amenities for House Rentals in Rancho San Diego?

Are there Rancho San Diego vacation rentals on Airbnb with pools?

Do villa rentals in Rancho San Diego have a kitchen?

Are there vacation rentals with a dedicated workspace in Rancho San Diego?

Do villa rentals in Rancho San Diego have wifi?

Destinations to explore