Historic & Air-Conditioned Oak Bluffs Cottage

Entire home in Oak Bluffs, Massachusetts

  1. 8 guests
  2. 3 bedrooms
  3. 5 beds
  4. 2 baths
Hosted by Caitlin
  1. Superhost
  2. 3 years hosting

Listing highlights

In East Chop, steps from the beach

About a 5-min walk to Jetty Beach, with ferries and Circuit Avenue a short walk across the harbor

Wraparound porch for every mood

A wraparound porch with hammocks, outdoor dining, and views over Wesley Park

Thoughtfully stocked throughout

Guests highlight the thoughtful details, from beach gear to a well-stocked kitchen to blankets on the porch
This East Chop cottage is for adults seeking quiet relaxation in the charm of an historic home. It’s for lovers of special old places with corners and crevices.

We welcome reservations only from guests with 5-star reviews. Users without reviews, or with negative reviews, will be declined.

The space
The house is in the East Chop neighborhood of Oak Bluffs, a short walk to the beach, and a 15-minute walk to the ferries and Circuit Avenue.

Though East Chop is typically a quiet and respectful area, our proximity to other cottages and downtown Oak Bluffs comes with the understanding that guests will hear neighborhood and boat/harbor noise, particularly in the summer.

The wraparound porch overlooks Wesley Park, which is public (i.e. it’s not our lawn) and runs the length of the avenue. The formal gardens and side yard are our property.

First Floor: A well-stocked kitchen, dining room, family room with streaming services, a formal sitting room with a board game area (that can also serve as an office space), a full bath, and laundry. The wraparound porch has ample seating, hammocks, and an outdoor dining area. A small rear side deck hosts the grill space and outdoor shower.

Second floor: Three bedrooms and a second full bath. All bedrooms are private (i.e. no “pass-through” rooms). There are two narrow staircases with handrails to access the second floor. The primary bedroom has a private deck for two overlooking Wesley Park. The primary and middle room access the bathroom via a hallway. The rear queen room does not have direct access to the second floor bathroom, so guests in that room can use the rear stairs to use the first floor bathroom, or must walk through the middle bedroom.

Guest access
The cottage is entirely available for our guests (excluding three private/locked storage closets).

The “driveway” is an easement across Wesley Park, which is all of the public land in front of the house from the road up to the front porch. Anyone has the right to walk through the woods and across the Wesley Park, though this is rare based on our corner location.

Other things to note
Please treat our home like you are friends and family. Damages and/or violations of our rules are taken seriously.

Because of the age and layout of the house, it's not suitable for children and individuals with mobility issues.

We never accept pets.

Our calendar is limited because we use the house for several weeks ourselves, and have regular returning renters for weekly stays in the high season, July–August. We typically do not rent in May or October, and have limited availability in June and September.

The cottage is seasonal, meaning it’s not insulated; water service is turned off November through April.

You will experience insects outside and likely inside; we are fastidiously clean; it’s just that bugs like the house as much as we do!

Where you’ll sleep

1 of 2 pages

What this place offers

Park view
Shared beach access
Kitchen
Wifi
Free driveway parking on premises – 2 spaces

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Rated 5.0 out of 5 from 13 reviews.

Guest favorite
This home is a guest favorite based on ratings, reviews, and reliability

Overall rating

  1. 5 stars, 100% of reviews
  2. 4 stars, 0% of reviews
  3. 3 stars, 0% of reviews
  4. 2 stars, 0% of reviews
  5. 1 stars, 0% of reviews

Rated 5.0 out of 5 stars for cleanliness

Rated 5.0 out of 5 stars for accuracy

Rated 5.0 out of 5 stars for check-in

Rated 5.0 out of 5 stars for communication

Rated 4.9 out of 5 stars for location

Rated 4.9 out of 5 stars for value

Guest reviews mention

Where you’ll be

Oak Bluffs, Massachusetts, United States
Exact location will be provided after booking.

Neighborhood highlights

East Chop is the "highlands" of the town of Oak Bluffs, and is the highest point in the area. East Chop is an historic area, with many houses built in the late 1800s as part of the Methodist campground extension from town. It is a quiet and peaceful neighborhood, with a balance of year-round residents and summertime visitors. This is an area for people looking for relaxation and easy access to town amenities.

Meet your host

Superhost
77 reviews
4.99 out of 5 average rating
3 years of hosting
Born in the 80s
My work: Photographer
From a young age, I learned the importance of loving and respecting my living space, and also of exploring the world – traveling makes me value my home even more. I have great appreciation for interior design and architecture, as well as new experiences and food. I'm organized, clean, and quiet. As a host, I do my best to create a comfortable and beautiful space for my guests.

Caitlin is a Superhost

Superhosts are experienced, highly rated hosts who are committed to providing great stays for guests.

Co-hosts

  • Tim

Host details

Response rate: 100%
Responds within an hour
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Things to know