Cottage vacation rentals in Pleasure Point

Booked last minute- was very pleasantly surprised! Even better than photos! Location was easy to find (drive in late at night) very easy to check in. Very walkable to everything- beach was a few blocks! Great location to get to the middle of town in no time at all. The private patio space with the hot tub was so amazing after a beach day. I will for sure be booking this place again! Also Liza was super helpful and easy to reach if I had any questions. Book here - it’ll exceed expectations!

Ellen's place is a very nice quiet place to stay and enjoy a cozy day/night. The views outside are great and there are a lot of places to just relax on a cold day. the only inconvenience is the area around the property. To get there can be tricky, especially at night, and when it's rainy. And parking, especially with a large car is very hard especially if you have to reverse your way out, or reverse in, especially with the steep driveway. Other than that the property was perfect, and everything felt right, Ellen is a very nice host.

The Sea otter Cottage was such a dream! It was beautiful, cozy and was everything we wanted for a relaxing family vacation. it was very family friendly-the backyard was my toddlers dream. Would recommend 100% and definitely will book again!

Annie was a great host and the place was exactly as described and just what we needed for a relaxing beach getaway. We loved the hot tub in the backyard and the beach cottage feel of the place. Thank you for hosting us!

A magical sanctuary! We loved every minute of our stay and the only negative part was that we had to leave. The location is epic- walk anywhere, restaurants, beach, UCSC, downtown, coffee shops. The hot tub is totally private and the place has a very homey feel. The lot is beautiful. Would stay here again.

Annie was a great host and the place was exactly as described and just what we needed for a relaxing beach getaway. We loved the hot tub in the backyard and the beach cottage feel of the place. Thank you for hosting us!

Had a fabulous weekend trip for my birthday and was accommodating for my mother in a wheelchair. Great views with an awesome parklet across the street. Lots of local foot traffic due to the beautiful views but gave us tons of free entertainment. Sunsets were spectacular! Also dog friendly which was a major plus! Look forward to our next visit!

We loved our stay at Gabriel’s cottage! It was perfect for a long weekend with our kiddo. Fully stocked kitchen and laundry room really helped make everything run smoothly for us. Beds were comfy, neighborhood was calm and welcoming, and just a quick walk down to the beach. It was exactly what we needed! We would love to stay again on our next trip down.

Booked last minute- was very pleasantly surprised! Even better than photos! Location was easy to find (drive in late at night) very easy to check in. Very walkable to everything- beach was a few blocks! Great location to get to the middle of town in no time at all. The private patio space with the hot tub was so amazing after a beach day. I will for sure be booking this place again! Also Liza was super helpful and easy to reach if I had any questions. Book here - it’ll exceed expectations!

What a gem! We thoroughly enjoyed our stay at the cottage. The surrounding redwoods are beautiful! The home was very cozy with attractive decor. It was both comfortable and clean. The location was great and close to State Parks, Roaring Camp redwood forest steam train and a shopping center. SC is about 20 minutes away, so convenient as well. The host Lynn was courteous and friendly which added to our positive experience. Hope to be back again sometime! Thank you!

A magical sanctuary! We loved every minute of our stay and the only negative part was that we had to leave. The location is epic- walk anywhere, restaurants, beach, UCSC, downtown, coffee shops. The hot tub is totally private and the place has a very homey feel. The lot is beautiful. Would stay here again.

Great place to stay. Walking distance to shops and the beach. Spacious house that is well kept. Amazing host. Gia put out dog friendly supplies for our stay. She also had a high chair for our one year old. The space also came with many beach accessories. We would love to come back in the future. I would recommend this place for a larger group or family with children.

We very much enjoyed staying at Tamara’s place. Surrounded by trees and with a great patio deck to relax outside, it was a great alternative to a hotel. Tamara’s instructions were super clear and she was very responsive when we had a question. I’d definitely recommend this house and would stay again if our family was in the area.

The Sea otter Cottage was such a dream! It was beautiful, cozy and was everything we wanted for a relaxing family vacation. it was very family friendly-the backyard was my toddlers dream. Would recommend 100% and definitely will book again!

The cottage was a great little cozy spot for our family while we explored the surrounding area. We had a great time and especially loved having a place to cook our own meals. The house had everything we needed and it was clean and tidy.

Annie was a great host and the place was exactly as described and just what we needed for a relaxing beach getaway. We loved the hot tub in the backyard and the beach cottage feel of the place. Thank you for hosting us!

Ellen's place is a very nice quiet place to stay and enjoy a cozy day/night. The views outside are great and there are a lot of places to just relax on a cold day. the only inconvenience is the area around the property. To get there can be tricky, especially at night, and when it's rainy. And parking, especially with a large car is very hard especially if you have to reverse your way out, or reverse in, especially with the steep driveway. Other than that the property was perfect, and everything felt right, Ellen is a very nice host.

Linda’s place was perfect for our anniversary getaway. The creek outside the front door and all the surrounding trees made for a very peaceful setting. The inside of the cottage had everything we needed and was extremely clean. There were thoughtful touches throughout the cottage. We’d be happy to return!

We loved staying in your beautiful home. It was a wonderful time and a beautiful place.

Although the cottage is nestled within a tight residential/business area of the village, it feels very private and safe. The furnishings are cozy and uncluttered with enough space to spread out a bit to relax. I really appreciated the bright natural light (even with the blinds closed) as well as the ability to open windows for fresh air. We did not cook in the kitchen, but there was plenty of equipment (knives, pots, pans, etc). to make entire meals. Instead we walked to restaurants and the beach - both are just a couple of minutes from the cottage. Parking requires patience and persistence, but we always found a spot pretty quickly (even on a busy weekend). We’ll be back someday. Thank you!

My family and I enjoyed staying here. Everything was as described in the listing. Wish we could have taken advantage of the nice outdoor space but we were but only here for 2 days. Liked the instructions that came with all the appliances and enjoyed the nespresso and the record player!