Winter Gardens Holiday Rentals

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Our top choices for Winter Gardens holiday rentals

Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside

Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside
Lakeside
9.0 out of 10, Wonderful, (4 reviews)
"As a San Diego local of 25 years staying here during a home transition, I can say this home is a wonderful find for families and remote workers. The house is exceptionally clean, I did the 'white sock test' with my kids for several days and the floors were spotless!The kitchen is a dream for those who actually cook; it's huge, with plenty of counter space and every appliance you could need (Keurig, indoor grill, rice maker). I especially appreciated the stainless steel cookware options. For my...
United States
Sithean L.
The price is AU$733
includes taxes & fees
28 Apr - 29 Apr
Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside

Harley Davidson Ranch Glampling & Kids Play Area

Harley Davidson Ranch Glampling & Kids Play Area
Ramona
10.0 out of 10, Exceptional, (11 reviews)
"It was a pleasure staying here! the place clean and cozy and we hope to return soon!"
United States
Flor R.
The price is AU$341
includes taxes & fees
30 Apr - 1 May
Harley Davidson Ranch Glampling & Kids Play Area

'Ted' 2-bedroom cozy house in central location! 10 minutes to Balboa!

'Ted' 2-bedroom cozy house in central location! 10 minutes to Balboa!
Encanto
8.8 out of 10, Excellent, (32 reviews)
"This was a good central location and convenient to all of San Diego, both in and out of town."
United States
Samuel B.
The price is AU$343
includes taxes & fees
28 Apr - 29 Apr
'Ted' 2-bedroom cozy house in central location! 10 minutes to Balboa!

Adorable 1 bedroom house 8 min from La Jolla!

Adorable 1 bedroom house 8 min from La Jolla!
Bay Ho
10.0 out of 10, Exceptional, (51 reviews)
"Sparkling clean, friendly host and thoughtful layout"
United States
Griff V.
The price is AU$365
includes taxes & fees
28 Apr - 29 Apr
Adorable 1 bedroom house 8 min from La Jolla!

Luxury Studio with Lake Views and Spacious Balcony

Luxury Studio with Lake Views and Spacious Balcony
Spring Valley
7.4 out of 10, Good, (6 reviews)
"It was beautiful and very modern. We loved it and hope to come back again!! "
United States
Ronette B.
The price is AU$271
includes taxes & fees
10 May - 11 May
Luxury Studio with Lake Views and Spacious Balcony

Cozy Private Studio in El Cajon

Cozy Private Studio in El Cajon
Mount Helix
8.6 out of 10, Excellent, (20 reviews)
"Everything was great, Sergio was a great host. "
United States
Michael L.
The price is AU$138
includes taxes & fees
28 Apr - 29 Apr
Cozy Private Studio in El Cajon

Cozy 2-Bedroom Cottage Near Balboa Park

Cozy 2-Bedroom Cottage Near Balboa Park
Mid-City
9.8 out of 10, Exceptional, (6 reviews)
The price is AU$426
includes taxes & fees
28 Apr - 29 Apr
Cozy 2-Bedroom Cottage Near Balboa Park

La Casita Guest House, private fenced yard & with heat and AC, pet friendly

La Casita Guest House, private fenced yard & with heat and AC, pet friendly
Mount Helix
9.6 out of 10, Exceptional, (10 reviews)
"Host and amenities were both very nice. "
United States
Juergen S.
The price is AU$424
includes taxes & fees
8 May - 9 May
La Casita Guest House, private fenced yard & with heat and AC, pet friendly

Wine Country Cabin Near San Diego - on private 9 acres

Wine Country Cabin Near San Diego - on private 9 acres
Ramona
9.4 out of 10, Exceptional, (24 reviews)
"Adorable house, gorgeous view! Bed was comfortable, water was hot, towels smelled clean! Loved our stay, wish we could have stayed longer. Only issue was it took a bit to figure out the rain shower head… but owner responded quickly and we got it to work. Our dog loved it too. Will return. "
United States
Jaclyn E.
Wine Country Cabin Near San Diego - on private 9 acres

Art Gallery Family Home - Southern California Style - Excellent Location

Art Gallery Family Home - Southern California Style - Excellent Location
Linda Vista
9.8 out of 10, Exceptional, (28 reviews)
"Location and the views! The house is an easy drive to everything in San Diego. The backyard was perfect for our kids and you couldn’t beat the views. The host was very communicative and welcoming also. "
United States
Dustin B.
The price is AU$699
includes taxes & fees
28 Apr - 29 Apr
Art Gallery Family Home - Southern California Style - Excellent Location

Private Casita located near San Diego attractions with free onsite laundry

Private Casita located near San Diego attractions with free onsite laundry
Lakeside
9.8 out of 10, Exceptional, (6 reviews)
"We had an amazing stay! Beautiful home with a beautiful view. Brent and Carla were very responsive to any questions. My wife and 12 month old stayed for 3 nights and we had everything we needed. The house is also very baby friendly!"
United States
Daniel C.
The price is AU$446
includes taxes & fees
11 May - 12 May
Private Casita located near San Diego attractions with free onsite laundry

Private 2 bedroom apt in new craftsman ranch!

Private 2 bedroom apt in new craftsman ranch!
Escondido
10.0 out of 10, Exceptional, (16 reviews)
"We really enjoyed our stay! The amenities were great, the view and scenery were beautiful, and the property was very family-friendly. Would definitely recommend and stay again!"
United States
Joshua D.
The price is AU$420
includes taxes & fees
4 May - 5 May
Private 2 bedroom apt in new craftsman ranch!

Breathtaking retreat in the wine country on the ranch with goats you can pet!

Breathtaking retreat in the wine country on the ranch with goats you can pet!
Escondido
10.0 out of 10, Exceptional, (13 reviews)
"Our host was enthusiastic, warm, and helpful"
United States
Tracy G.
The price is AU$469
includes taxes & fees
4 May - 5 May
Breathtaking retreat in the wine country on the ranch with goats you can pet!

Grand Studio with exclusive resort amenities.

Grand Studio with exclusive resort amenities.
Alpine
10.0 out of 10, Exceptional, (3 reviews)
"This was such a beautiful and peaceful spot — quiet, super adorable, and truly a must-stay when coming into town! The host was incredibly helpful and responsive, which made everything feel effortless. The room itself was quaint, very clean, and had such a cozy charm that made it easy to relax and unwind.I would absolutely stay here again and highly recommend it to anyone looking for a comfortable and delightful place to stay!"
United States
Heather S.
The price is AU$396
includes taxes & fees
28 Apr - 29 Apr
Grand Studio with exclusive resort amenities.

Sentral Gaslamp Quarter

Sentral Gaslamp Quarter
4.0 star property
Downtown San Diego
9.4 out of 10, Exceptional, (854 reviews)
"The staff was awesome!"
United States
Frank
The price is AU$273
includes taxes & fees
10 May - 11 May
Sentral Gaslamp Quarter

Hilltop cabin with panoramic lake & mountain views

Hilltop cabin with panoramic lake & mountain views
Del Dios
9.6 out of 10, Exceptional, (32 reviews)
"Beautiful property, comfy cabin"
United States
Robert S.
The price is AU$278
includes taxes & fees
10 May - 11 May
Hilltop cabin with panoramic lake & mountain views

Cozy Private Home, 10-min From DT, Beach & Parks

Cozy Private Home, 10-min From DT, Beach & Parks
Mid-City
8.2 out of 10, Very good, (14 reviews)
"Our family stayed for spring break. We found that the location was perfect to be able to get anywhere we needed to go quite conveniently. The house was perfect for what we needed and we were always able to find a parking spot. "
United States
Leah S.
The price is AU$376
includes taxes & fees
28 Apr - 29 Apr
Cozy Private Home, 10-min From DT, Beach & Parks

Casita Sol - Bright Modern Private 10 mins to downtown

Casita Sol - Bright Modern Private 10 mins to downtown
National City
9.8 out of 10, Exceptional, (9 reviews)
"Very cute home, I definitely enjoyed the stay"
United States
Lena _.
The price is AU$282
includes taxes & fees
28 Apr - 29 Apr
Casita Sol - Bright Modern Private 10 mins to downtown

Private Resort "La Casita" Spa and Mini Golf Course

Private Resort "La Casita" Spa and Mini Golf Course
ALPINE
10.0 out of 10, Exceptional, (27 reviews)
"Awesome Ola Vibe of Magnificent Lush Property Oasis!!!"
United States
Marcy
The price is AU$433
includes taxes & fees
28 Apr - 29 Apr
Private Resort "La Casita" Spa and Mini Golf Course

Cozy & romantic tiny house w/magnificent views, hillside pool, & adorable goats

Cozy & romantic tiny house w/magnificent views, hillside pool, & adorable goats
Del Dios
10.0 out of 10, Exceptional, (2 reviews)
"Stayed here for a quick getaway for my birthday and LOVED the property. Favorite VRBO I’ve stayed in so far. Even though it is on the owners property it is tucked away where you still feel like there is privacy. "
United States
Courtney N.
The price is AU$408
includes taxes & fees
4 May - 5 May
Cozy & romantic tiny house w/magnificent views, hillside pool, & adorable goats
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winter Gardens Hotel Reviews

Find out more about Winter Gardens

Everything you need to know about Winter Gardens holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Gardens holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winter Gardens holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winter Gardens holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winter Gardens. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winter Gardens holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winter Gardens holiday rentals we have selected for you start as low as AU$143 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winter Gardens rentals

At Expedia, we put the best Winter Gardens holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winter Gardens rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winter Gardens holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winter Gardens. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Winter Gardens?

Yes, we give you a choice of holiday rentals where you'll be just 14.3 mi (22.9 km) from San Diego Zoo, offering you a more secluded option to escape the hustle and bustle.

What are some of the best holiday rentals that Winter Gardens has to offer?

3 Story Spanish Style House, Best Location in SD. Views of North Park, With AC: This holiday home rental outside of Winter Gardens has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Winter Gardens?

Choose from 8 Expedia holiday rentals in Winter Gardens for a memorable holiday.

What can I see and do in Winter Gardens?

Explore the area and family-friendly sights such as San Diego Zoo, or get out into nature at a spot like Balboa Park. Petco Park and The Magnolia are a couple of places you'll find in the wider area.

What are holiday rentals like in Winter Gardens?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winter Gardens. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for small groups.