
Cottage holiday rentals in Hillcrest, San Diego
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Top-rated cottage rentals in Hillcrest, San Diego
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Popular amenities for Hillcrest, San Diego cottage rentals
Cottage rentals with a hot tub

2 BED/1 BA Coastal Haven in SD
A true coastal haven indeed! This place was the perfect weekend getaway! Just a short walk to the beach with tons of great shops and cafes nearby—everything in Ocean Beach is so accessible. Having overnight parking made it easy to explore more of San Diego, from paddle boarding in the bay with super convenient gear rentals to quick trips to SeaWorld and downtown for the nightlife. The house had everything we needed for a relaxing stay with friends. The spa was a highlight—clean, cozy, and perfect for winding down after a full day. Plus, our pup loved the private patio with a pet relief area and had a blast at the nearby dog park and dog beach. Highly recommend for couples, families, or friends looking to enjoy the beach life with all the comforts of home. We’d absolutely come back—and don’t miss grabbing some Hoagies while you’re here!

Prime location in La Jolla Cove
This location is by far my favorite during my many visits to SD. Cutest cottage with the perfect location. Walkable to some amazing coffee shops and to the beach! Although the street has a lot of foot traffic, the cottage was very peaceful. It was never noisy and parking was never an issue for myself and guests that visited. Kristine and Clint were very responsive and gave simple instructions for us. This is a great place to relax and unplug! Thank you for an amazing time!

The Avocado Hut- Private Guesthouse, HOT TUB!
Really enjoyed our stay. Lovely neighborhood. ( neighbor cut me one of her roses)Easy to get around. Ocean Beach so close. I would like to recommend that some safety bars placed in the shower. It was slippery Also, microwave was difficult to get at on top of the fridge for us short er folks. But the stay was wonderful. Would recommend it to others!

Crown Point Gem with Salt Water Pool
This place is incredible! The beds are so comfy, the location is ideal to the bay and an area restaurants etc! The outdoor space is lovely. And the pool and hot tub are awesome! We did not want to leave! Aurrora is a wonderful host too. You can’t go wrong with this place!

Beachfront Bliss: Sunset paradise from jacuzzi!
We loved our stay here, the location was perfect and there were so many extra beach items for us to use. It’s a cute, cozy and safe home in walking distance to so many great places. Andrea and Larry were great, we would love to come stay again sometime!

La Jolla Shores redwood beach cottage
What a perfect place to stay for pur family vacation in La Jolla Shores! Walking distance to the beach, shops, restaurants. Peaceful neighborhood, quaint cottage. We'll be back!

Summer at Safari Bay Hideaway-pet friendly yard!
If you have a pet, expect a few extra hundred bucks. Also, the garage is pretty small if you drive anything bigger than a small sedan. Otherwise, great location and nice look. Theme was cute and very comfortable space.
Pet-friendly cottage rentals

Family and Pet Friendly Beach Bungalow
We fully enjoyed our stay at Russell's bungalow. He was very welcoming, responsive to our needs, and always available. The place was well represented by the description and in the photos. The bungalow is in a very nice and quite neighborhood and close to the beach and restaurants.

Peaceful & Cheerful 3bd in Sunny Pacific Beach, CA
Perfect spot for our needs. Comfortable beds, quiet neighborhood, and had everything we needed! We would love to stay again.

Charming coastal cottage Dogs free, 3 blocks ocean
Was fabulous. Far more noisy than expected & was uneasy about the gate not being secured. But these things are so minor compared to the accommodations. We loved it.

Ocean Beach ~ Your dream vacation!
We had a great time in Ocean Beach, his place is super close to the beach and all kinds of restaurants and target. it is not loud at all at night time. the guy next door at the cycle shop is nice. I felt safe being there with my kids. I read reviews so brought my own toaster, no big deal. Smelled and felt clean. my kids liked the pull out couch. The only suggestion I would make for the owner is clean up the outside area where we park it's realy dumpy looking. But will definitely stay again.

Stylish beach cottage
Exactly as advertised. PB is a lively area and being less than a block from the beach/boardwalk was perfect.

2 Bedroom Beach Cottage - Literally Steps to Sand
We had a wonderful stay. We loved being a very short walk from the beach and only 15 minutes to the airport. The house was well-equipped and very clean. We appreciated having sufficient linens, beach accessories, and kitchen appliances, dishes and cookware. The kids loved the games and the boogie boards. The private patio and front deck were great spaces to dine and relax. The owner was very responsive and responded immediately to our messages. Next time, we will stay longer to explore the shops and restaurants nearby.

Beach Getaway Two, AC and Parking. Steps to Sand
Great place to be near all the action ! Steps away from the beach and then easy walking to the Main Street that has all the restaurants and bars . There is a little convenience store directly next door to the unit which is super awesome !

Grant's Getaway, cottage 1 block to beach w/AC
Great spot in OB. Good location, block from the beach. Inside was spacious and clean. Bed was comfy. Patio was super nice for meals and relaxing. Would stay again.
Private cottage rentals

Boho Bungalow | Cozy Hideaway | Walk Everywhere!
Such a beautiful Airbnb, we had everything we needed. Jordy was a very nice and communicative host, would recommend this place for a nice get away! Included parking was also extremely helpful, very walkable neighborhood. Thanks Jordy!

NEW Private PB Modern Cottage w/ Large Wood Deck
Great location and value! Lots to do nearby with nice cafes and restaurants a block away and the beach a short walk away. Erica and her co-hosts were very responsive. The hair dryer was missing from the bathroom and she brought a replacement over in under 10 minutes. Thanks for the amazing stay!

Historical 1920s Cottage in Heart of South Park
Cute cottage in the heart of South Park, a fabulous neighborhood in San Diego. The cottage is full of charm, and even though the cottage is located behind the main house, it is very private and quiet. There's even a great outdoor space for morning coffee or afternoon drinks. The cottage is two short blocks from the center of South Park where there are great restaurants, bars, coffee shops, boutiques, and even a gym. We stayed in the cottage for two weeks and had a wonderful time. Amy is an amazing host. She's so sweet and kind and really makes you feel at home. The only downside is that parking can sometimes be an issue, but the neighborhood is very safe and we didn't mind walking.

Kensington Sunrise Loft
I stayed at this unit for over about a month and a half while searching for a home to buy. It is EXACTLY what I was looking for: very clean, easy location, and a lovely modern feel. I would have been very happy for a more extended stay, should that have been needed/an option. An awesome Airbnb experience :)

Bay Cottage, 0.1mi to Beach, 5.5mi to Airport
Sandra’s place was perfect , perfectly located for beach activities. Perfect for our getaway. I would recommend it to everyone.

Welcome to Secret Cottage!
Had a fantastic birthday weekend at the Secret Cottage! Bill was a fantastic and hospitable host that went above and beyond in every way. It is obvious why he is considered a super host. Probably one of my best Airbnb experiences so far. I will definitely be back if I can find any availability. Thank you again!

Hilltop Cottage - Incredible views of San Diego!
Gabriel and Jenny’s place was a gem for our trip! We loved looking out at the city from all sides both at night and during the day. The kitchen had all the basic tools we needed, and the booklet they left out for our use was full of helpful instructions. We enjoyed writing in the guest book as well and overall loved our stay. Thank you for sharing your beautiful home with us!

Perfection! Steps to the Sand w/ Air Conditioning!
The cottage was as beautiful as the pictures. It was very comfortable, with ac and great hot water and an antique bath tub . It truly felt like home. We were 4 adult women and were very happy with the space; 3 bedrooms . The beds were comfy.We lacked nothing. There was even a first aid kid which came in handy. Thank you! The neighborhood location is superb; on the Bay side and a couple of blocks away from the beach. We did a lot of walking to Trader Joe’s nearby, experiencing local restaurants and shopping…and we also uber into town, La Jolla, Old Town, San Diego Zoo, Balboa Park, and The Friendship Japanese Gardens. The cottage is also nearby public transportation and has a garage which we did not use but is a rare amenity in San Diego. We had a wonderful time at Molly‘s and would love to come back! Thanks again!
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