Search Winter Gardens Cottage Rentals from CA $338

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Check prices for these dates

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Aug 29 - Aug 31
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Browse Select Winter Gardens Cottages

Charming 1-bedroom cottage with WiFi and AC in Ramona
Private kitchen

Charming 1-bedroom cottage with WiFi and AC in Ramona

The price is CA $166
CA $423 total
includes taxes & fees
Aug 27 - Aug 28
Charming 1-bedroom cottage with WiFi and AC in Ramona
Newly Renovated Serene San Diego Retreat: Hot Tub
House (5 Bedrooms) | Interior

Newly Renovated Serene San Diego Retreat: Hot Tub

3.0 star property
The price is CA $511
CA $873 total
includes taxes & fees
Aug 24 - Aug 25
Newly Renovated Serene San Diego Retreat: Hot Tub
Canyon Views w/ Outdoor Seating & Parking
Outdoor dining

Canyon Views w/ Outdoor Seating & Parking

2.0 star property
The price is CA $201
CA $366 total
includes taxes & fees
Sep 7 - Sep 8
Canyon Views w/ Outdoor Seating & Parking
The North Park Bungalow
Interior

The North Park Bungalow

10.0 out of 10, Exceptional, (10)
"Amazing casita! Perfect for my weekend trip. Host was phenomenal, would absolutely book this again!"
The price is CA $181
CA $352 total
includes taxes & fees
Aug 29 - Aug 30
The North Park Bungalow
1 block from ocean - stylish & cozy beach cottage in funky Ocean Beach!
Sun loungers, beach towels

1 block from ocean - stylish & cozy beach cottage in funky Ocean Beach!

9.6 out of 10, Exceptional, (32)
"Location was perfect. The rental was clean and perfectly sized for the two of us."
The price is CA $174
CA $535 total
includes taxes & fees
Sep 15 - Sep 16
1 block from ocean - stylish & cozy beach cottage in funky Ocean Beach!
Cozy Pacific Beach Cottage w/Bikes, Private Yard & Entrance
Terrace/patio

Cozy Pacific Beach Cottage w/Bikes, Private Yard & Entrance

9.6 out of 10, Exceptional, (54)
"Nice, cute cottage. Would definitely stay again. "
The price is CA $221
CA $410 total
includes taxes & fees
Sep 10 - Sep 11
Cozy Pacific Beach Cottage w/Bikes, Private Yard & Entrance
Adorable 1 bd cottage, heart of Old Town-- WE LOVE PETS! Insta @oldtownvacay
Property grounds

Adorable 1 bd cottage, heart of Old Town-- WE LOVE PETS! Insta @oldtownvacay

10.0 out of 10, Exceptional, (264)
"The property is beautiful, and conveniently located right next to old town. Host went above and beyond to accommodate last minute requests, and has every amenity you would need for your household. Definitely plan on booking again for future visits."
The price is CA $248
CA $315 total
includes taxes & fees
Aug 25 - Aug 26
Adorable 1 bd cottage, heart of Old Town-- WE LOVE PETS! Insta @oldtownvacay
Air Concierge Old Town Charming Cottages 3
Terrace/patio

Air Concierge Old Town Charming Cottages 3

10.0 out of 10, Exceptional, (4)
"Great little condo just a couple of blocks from Old Town. Perfect and priced right."
The price is CA $179
CA $501 total
includes taxes & fees
Aug 28 - Aug 29
Air Concierge Old Town Charming Cottages 3
2 BED/1 BA Coastal Haven in SD
Terrace/patio

2 BED/1 BA Coastal Haven in SD

8.0 out of 10, Very good, (4)
"It’s a very cute house, very clean, and was perfect for our girl’s get away. Great location. Close to beaches, and walk distance to places to eat. It’s on a street that is busy at certain times of the day but when you go inside the property’s fencing, it is like your own special place. "
The price is CA $338
CA $814 total
includes taxes & fees
Aug 25 - Aug 26
2 BED/1 BA Coastal Haven in SD
Charming OB Cottage. Walk to Beach, Private Garage & W/D!
Beach

Charming OB Cottage. Walk to Beach, Private Garage & W/D!

9.6 out of 10, Exceptional, (5)
"Clean, quiet, great location blocks from the beach and restaurants! We will stay here again!"
The price is CA $412
CA $734 total
includes taxes & fees
Aug 22 - Aug 23
Charming OB Cottage. Walk to Beach, Private Garage & W/D!
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

Handlery Hotel

Handlery Hotel

10/10 Excellent
"This was my first time staying at the Handlery Hotel and it definitely won't be my last. By far, my best stay in San Diego, and Ive stayed in San Diego many times.. The hotel itself is super central to all the San Diego attractions, 8 minute drive to the beach, right off the freeway, but tucked away safe and private from the main street.The staff was super nice and helpful, gated and ample parking and entrances to front desk, pool, etc., my room was beautiful, with a big balcony facing the pool, but with some privacy, comfy bed, and super clean! I also loved the different options of places to eat within a few feet from my room! The Reef Lounge was my favorite. Great food & drink and vibes! Looking forward to my stay next year!"
alessandra 2-night trip
Posted 13 hours ago
Handlery Hotel