
Guesthouse holiday rentals in Oceanside
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Top-rated Guesthouses in Oceanside
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Oceanside guesthouses
Family-Friendly guesthouses

Lovely Guesthouse in garden setting
We are so grateful to have been able to stay at Gwynn's place, it is so peaceful and lovely. Like a secret garden getaway. We loved all the small touches, and beauty of the space. Gwynn made us feel very welcome and comfortable! The pool is amazing and the outdoor spaces are delightful. Can't wait to stay here again.

Fig Tree Bungalow
This place was great for our quick weekend trip. Definitely worth the price.

Private Family Friendly Casita/Guesthouse
The casita was perfect for my family! It was bigger and even nicer in person. Robert was responsive and friendly. It was very clean, and had everything you need. We would love to stay there again!

Cozy Cottage in Encinitas Highlands
Carol and Tony provided everything we needed for a lovely family vacation- they accommodated our needs while traveling with a toddler and their guest house felt like a home away from home! Their backyard is heavenly and was the perfect place to relax in between all our outings. They are the nicest couple and I would recommend their lovely cottage to anyone looking for a peaceful retreat with easy access to all SoCal has to offer.

Pool Side Guesthouse
Three Oaks was a lovely getaway! It was nice being a bit outside of town, very quiet & peaceful. The host was friendly, attentive & very welcoming. The bed was comfortable, something I have a problem with at most hotels I stay in. Will definitely come back on future visits to the area!

Château de Condé Vintage Suite
Located perfectly to enjoy all that wine country has to offer. It is very spacious, with lots of windows and natural light. Beds were very comfortable and rooms were spacious as well.

"Inn Bloom" on Fire Mountain
Wonderful and comfortable stay with generous amenities. Loved the outdoor area, the charming decor and complete kitchen. Leanne and Jim are both responsive and personable and we really enjoyed chatting with them. We will definitely stay there again ♥️👌🧡

Cosy quiet Guesthouse near SDSU
I think this place was well worth what it was advertised. Great location host was very responsive and I will book again if I’m in the area..
Guesthouses with a patio

Adorable cottage in Talmadge
I absolutely loved my stay in the cottage! Everything was clean and the space felt roomy, with lots of storage. I appreciated all of the recommendations Carlos provided for attractions/dining. I will definitely be back!

La Jolla Oasis: Ocean, City and Fire Works Views
This Airbnb was beautiful! Not much view of the sea bc of the buildings but overall the place was really clean and overall a great stay! Close to lots of things!

Private Garden Guesthouse 9 Miles from LegoLand
Very quiet and cozy place to stay at! Erin answers fast and is really nice! I highly recommend

SDCannaBnB #1 *420 *parking *dog-friendly *hot tub
My family had a lovely stay at Zina and Craig’s place for a long weekend. They made them feel right at home with great communication as well!

Ocean Blue Vista One-Bedroom Private Guest House
Enjoyed our stay at Ewa’s. The bedroom was cozy and quiet - slept great. Really liked the living room with those tall angled ceilings. Kitchen had everything we needed and the smart TV with Netflix was convenient. Nice peaceful neighborhood, just keep in mind it's about a 15-minute drive to either Carlsbad or Oceanside beaches. Good spot if you don't mind being a short drive from the ocean. I even could use the surfboard!

Cottage Overlooking Wineries-Panoramic Views
Had a wonderful stay at Paige’s property. The home was exactly as described and just what we needed for our overnight stay. The place was clean, the bed was comfy and everything was tastefully decorated, with wonderful touches from fresh milk and eggs in the fridge to the fluffy large towels in the bathroom. Paige’s instructions for finding the location and check in were super clear. Dirt roads led up to the property adding to the nice, secluded feel, but we were never out of cell phone reception and were less than 10 mins from where we needed to go. Waking up to the beautiful views, sinking into the comfy outdoor lounge chair with a cuppa, watching hot air balloons floating in the distance and a visit from a bunny and a kitty made for a perfect morning! Thanks to Paige and Joseph for being so warm and welcoming. All the best and would recommend anyone to stay here while in the area - no doubt it’ll only get better as they continue to make the most of their lovely home.

Private Casita on 6-Acres with VIEWS
Jolene and Dane's rental stood out for us. We have lived In Europe and traveled extensively renting all over the world during our journey. Their casita was decorated classy and stylishly...with comfort and convenience in mind. The kitchen was sweet and small w/everything we needed (mainly breakfast.). The TV was like watching our own at home. They thought of every detail to make guests feel ever so comfortable..and ohhh that view. If their calendar allows, we will return. We will return. Seniors from Palm Desert April 2025

Moonrise Cottage at Buena Terra Lavender Farm
We were so grateful to Heidi accommodating our new family of 4 (2 month old baby) on our first trip, especially as our request was last minute. We found the local recommendations very helpful as well as her thoughtful call to make sure the GPS took us the right way. The place was gorgeous and so thoughtfully furnished- every need was anticipated and we were very comfortable. We are sure to return when we're in the area! Thank you Heidi!
Guest house rentals with a washing machine and dryer

Peaceful, Private, Coastal Retreat
Just recently stayed here with my wife and two small kids for a weekend in North County to go to Legoland. The location is perfect with a short drive to Legoland or Carlsbad Village or the beach. The ADU was very private with all the necessary amenities and a private patio to enjoy the wonderful weather.

Beautiful Private Villa walk to beach
I cannot say enough great things about Kim’s Villa! It is in a perfect location and I felt right at home from the moment I stepped inside. The surroundings are absolutely stunning and the bedroom especially is very cozy. Kim herself was incredibly accommodating and kind - I was enjoying my stay so much that I decided to book for another week, and Kim went above and beyond to help make that happen for me! If you’re looking for the perfect stay in La Jolla - look no further than this Villa!

San Diego Shangri-La
This apartment is great for 2 people to enjoy the San Diego / La Jolla area. We stayed here for a full month. The apartment is very cozy and the hosts are absolutely fantastic! They have an office set up downstairs (in the garage) and work there most weekdays and occasionally on weekends, so you're not in a totally private house (you have your own entrance and space upstairs), but they are close by for questions. As is prevalent in the area our small dog was very welcome in this apartment. If you have a small dog be wary of coyotes that roam the area.

Gorgeous, Quiet, Clean Guest House, Near It All
We absolutely loved the place and loved our stay. Host was super easy to work with and will absolutely stay there again.

Pacific Beach Guest House With Garage and A/C
Great location! Easy walk to beach. Nearby restaurants within short drive.

Private 2 bedroom apt in new craftsman ranch!
Decided to do a stay-cation for my best friend's birthday and Jackie's home was absolutely perfect for it. The location is amazing, the property is extremely beautiful and well maintained. We did a wine tour for my friends birthday and all the wineries we went to were just minutes from the Airbnb. The home was clean, the beds were comfortable, the front porch chairs were perfect to sit in and enjoy a glass of wine. The best part was that you feel completely safe. I personally didn't even feel the need to take the house keys when we left. We left the door unlocked which I would never normally do. I really appreciate Jackie's quick responses and also allowing us to drop off one of the cars early so we didn't have to drive multiple cars around to each winery. - if you stay I recommend cordiano winery for a sunset dinner. Thank you again, Jackie! I can't wait to be back.

❤ Cozy Private Studio w/ WD 2 Minutes from Freeway
Wonderful stay! Home away from home! had everything I needed for an extended stay. Will be back for sure!

Ocean/Lagoon View/New Luxury Casita /Walk To Beach
Joe and Dee Dee were friendly, proactive and communicative hosts. The casita was replete with high end finishes, tastefully decorated and had all the amenities that we could want. It is well located within Carlsbad and we would recommend this to anyone planning a visit to the area.
Quick stats about guesthouse rentals in Oceanside
Total rentals
70 properties
Total number of reviews
5.1K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Oceanside City Beach
- Tijuana Beach
- Torrey Pines State Beach
- Pacific Beach
- Coronado Beach
- San Clemente State Beach
- Coronado Shores Beach
- Oceanside Harbor
- San Onofre Beach
- South Coronado Beach
- Huntington Beach, California
- Black's Beach
- SeaWorld San Diego
- Windansea Beach
- Huntington Beach International Surfing Museum
- Trestles Beach
- Salt Creek Beach
- Surf Beach
- University of California San Diego
- LEGOLAND California
- Balboa Park
- San Diego Zoo Safari Park
- Belmont Park
- Pechanga Resort Casino