
Cottage holiday rentals in Pleasure Point
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Top-rated cottage rentals in Pleasure Point
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for cottage rentals in Pleasure Point
Cottage rentals with a hot tub

Ricketts' Retreat
Liza's place was wonderful! I would happily book a stay at Rickett's retreat again. The location is ideal, and the place itself is lovely, and it is well represented by the listing. Liza's communications from booking to checkout were detailed, timely, and friendly. Would highly recommend a stay here!

Sunny redwood forest cottage
This cottage was perfect and was exactly as described. Lovely area and a very quiet and relaxing.

Central Coast; Meadow, Hot Tub, Polite Pets Welcom
Really hard to describe how wonderful the whole back yard is. Sunset here were amazing. All kinds of wildlife. The smell of the California hills in springtime always refreshes. Dogs loved it (and couldn't quite believe it). We swung on the swing, sat in the gazebo, enjoyed basking in the balcony views.

Sea Otter Cottage in Santa Cruz!
What a GEM this house is!!! You will not be disappointed staying at Shari's home! From the great communication & responsive host ... to the welcoming cookies... to the private adorable backyard and extensive amenities ... it has it ALL! Great location all around and just a short walk to the beach too! We will definitely be back!

Surf cottage Pleasure Point walk to surf/ coffee
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!

Santa Cruz, Sanctuary w/ hot tub in bamboo garden
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.
Pet-friendly cottage rentals

Beach Cottage near Sunny Cove and Santa Mo's
A lovely space for our family of four. The host, Gabriel, was very helpful and provided lots of great suggestions for things to do in the area. And he notified us that we could have a later check out time which was perfect for our short weekend stay, making it feel even longer. The beach is very accessible and beautiful and the neighbors were friendly - even helped us jump our car. A lovely space to visit. Highly recommend it!

Ricketts' Retreat
Liza's place was wonderful! I would happily book a stay at Rickett's retreat again. The location is ideal, and the place itself is lovely, and it is well represented by the listing. Liza's communications from booking to checkout were detailed, timely, and friendly. Would highly recommend a stay here!

Central Coast; Meadow, Hot Tub, Polite Pets Welcom
Really hard to describe how wonderful the whole back yard is. Sunset here were amazing. All kinds of wildlife. The smell of the California hills in springtime always refreshes. Dogs loved it (and couldn't quite believe it). We swung on the swing, sat in the gazebo, enjoyed basking in the balcony views.

California Cottage < 4 Mi to Redwood Hiking Trails
We had an awesome stay! The cabin is beautiful, with a perfect backyard for our pup to play while we enjoyed sitting around a fire. It’s the perfect little place to relax. Also, the host was very accommodating with our requests, which made our cross country road trip easy. Would recommend for sure!

Surf cottage Pleasure Point walk to surf/ coffee
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!

Santa Cruz, Sanctuary w/ hot tub in bamboo garden
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.

Coastal Architectural Gem in Capitola
We had a great stay- Gia was very nice, my family loved the house, nice walking distance from downtown. We’ll definitely be back!

Peaceful Sanctuary in the Redwoods
Great find! This home has so much to offer and perfect for families…we didn’t even turn on the TV. Plenty of space indoor and outdoor. Games, blocks, exercise mats, books, fire pit, etc. Located between Felton & Boulder Creek, plenty of good food and grocery near by. Quiet and private, but still close to everything. Tamara was very responsive and accommodating. We hope to stay again.
Private cottage rentals

Sea Otter Cottage in Santa Cruz!
What a GEM this house is!!! You will not be disappointed staying at Shari's home! From the great communication & responsive host ... to the welcoming cookies... to the private adorable backyard and extensive amenities ... it has it ALL! Great location all around and just a short walk to the beach too! We will definitely be back!
1929 Spanish Casita With Bicycles For Two
A beautiful casita on the west side of Santa Cruz. An open living space, fireplace, comfortable furniture make it warm and charming. Thoughtful extras, like flowers, wine, chocolate make this a really special place! Really appreciated the kitchen and everything that it provided. And a very comfortable bed! Gavin and Jenna were warm, friendly and proactive. I lived my stay. I highly recommended it!

Surf cottage Pleasure Point walk to surf/ coffee
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!

Sunny redwood forest cottage
This cottage was perfect and was exactly as described. Lovely area and a very quiet and relaxing.

Creekside Bliss #1 - The Santa Cruz
Wow!! A great find! Gorgeous and serene surroundings with a SPOTLESS perfectly outfitted cottage. Every part of the cabin is thoughtfully decorated and well stocked. All the decor matches and has such sweet charm to it. It smelled lightly of peppermint when I arrived and all the linens were fresh, fluffy, and clean. The property is a dream and so very calm and quiet. Linda and Duane are SO NICE! They wrote me a welcome card and even jumped my car. Would stay again in a heartbeat.

Seabright Cottage
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.

Pleasure Point Beach Cottage
You can't beat this location, with surf spots and coffee shops just a few blocks away. Not to mention Eric's place has a really nice backyard and garden that we really enjoyed!

La Casita del Mar (The Seaside Cottage) at Twin Lakes Beach
This place is in a great location and so close to the beach and other attractions. Loved that we could walk to Harbor cafe and get some breakfast. It was clean and fully stocked. Very nice place. It’s perfect for a small family that doesn’t mind sharing doors to the bathroom. It has a nice big space in the front to hang out as well as a small backyard space.
Quick stats about cottage rentals in Pleasure Point
Total rentals
10 properties
Nightly prices starting at
$256 SGD before taxes and fees
Total number of reviews
2.1K reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
Local attractions
Seabright State Beach, Verve Coffee Roasters and Taqueria Vallarta
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- Santa Cruz Beach
- Capitola Beach
- Rio Del Mar Beach
- Stanford University
- Seacliff State Beach
- Carmel Beach
- Monterey Bay Aquarium
- Carmel Beach
- Davenport Beach
- Twin Lakes State Beach
- Pescadero State Beach
- Capitola State Beach
- New Brighton State Beach
- Bonny Doon Beach
- Sumner Beach
- San Gregorio State Beach
- SAP Center
- Waddell Beach
- Big Basin Redwoods State Park
- California’S Great America
- Henry Cowell Redwoods State Park
- Asilomar State Beach
- Surfers Beach
- The Forest of Nisene Marks State Park