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!

We had the most wonderful stay for my husband's 40th birthday! Everything was absolutely perfect from start to finish. The serene yard was a true highlight — we loved relaxing in the jacuzzi, enjoying the outdoor shower, and spending cozy evenings by the fire pit. It was the ideal getaway for parents needing a peaceful, quiet retreat. We truly appreciated all the thoughtful touches throughout the property. Highly recommend, and we would absolutely stay again!

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!

We absolutely loved the location, the balcony and front porch looked directly at the ocean. The kitchen was fully stocked and loved having the laundry available. The backyard was closed in to let our dog out in the early morning. We will definitely be back.

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.

Tamara's place was a great home base to explore the Redwood and the boardwalk area. Lovely place and host!

Denise's place is a spacious cottage in a creekside, vineyard setting. The location on the more rural section of Watsonville Road is very convenient to all the wineries around Morgan Hill & Gilroy. The location is also an easy location to drive over beautiful Mt Madonna to the Santa Cruz area (about an hour), or an easy drive up the 101, Monterey Rd or Santa Teresa Blvd to the San Jose area (about 30 mins in light traffic). Denise is a responsive, friendly host who has done a good job of remodeling the cottage. Although the cottage includes amenities such as a fireplace, laundry facilities, and parking right outside the front door, the real selling point here is the very nice deck at the back of the cottage that looks out to the trees, the hillside, and Uvas Creek - which was flowing quite nicely while we were there.

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!

We had the most wonderful stay for my husband's 40th birthday! Everything was absolutely perfect from start to finish. The serene yard was a true highlight — we loved relaxing in the jacuzzi, enjoying the outdoor shower, and spending cozy evenings by the fire pit. It was the ideal getaway for parents needing a peaceful, quiet retreat. We truly appreciated all the thoughtful touches throughout the property. Highly recommend, and we would absolutely stay again!

Grace's cottage in the Seabright neighborhood is a bright, clean, new space that is a perfect nest for a stay in the area. Isobel, the host, is attentive and extremely communicative with details. I loved the sunny abode, King sized bed with generous linens, warm heat for winter months, books (!), and very clean, new furniture. Thank you both Grace and Isobel for making my stay delightful.

This place is beautiful and a great peaceful getaway. It is just far enough away where you can't hear any street noises or people, but it isn't far from a few restaurants. We hope to revisit soon!

James’s place in Capitola was really lovely. It was so nice to have a washer and dryer! He offered a lot of special touches that made it feel like home and you can tell he cares very much about his guests experience. Except for the shampoo, I really enjoyed my stay. Wonderful location (took me a minute to find it), very unique and right where you can access all the lovely things that Capitola has to offer. I defintely recommend this lovely cottage to anyone wanting to stay in this area.