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  1. USA >
  2. Massachusetts >
  3. Oak Bluffs

Winthrop Cottage

Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard

House in Oak Bluffs, Massachusetts

Guests
6 Guests
Bedrooms
3 Bedrooms
Bathrooms
1 Bathroom

Locally Owned & Operated

Martha's Vineyard

Martha's Vineyard

Casago Franchise Owner

Locally Owned & Operated
Rating4.16

What our guests are saying...

AI-generated from guest reviews for this property

Winthrop Cottage is described as a charming, comfortable, and spacious home that feels welcoming and well suited for relaxing stays. Guests consistently praised its cleanliness, noting that the cottage was clean, neat, well maintained, and comfortable for families and groups. The property is especially valued for its quiet residential setting while still being within easy walking distance of town, shops, restaurants, the harbor, the beach, and the ferry. Guests also appreciated the convenient layout, the deck and patio spaces, and that the home had what they needed for an enjoyable stay. Overall, Winthrop Cottage is seen as a cozy and convenient home away from home in a highly accessible Oak Bluffs location.

Overview

If you are planning a family vacation to Martha's Vineyard, consider this affordable and comfortable cottage in Oak Bluffs! With a well-equipped kitchen, furnished patio, and outdoor gas grill, plus two TVs for relaxing after a day in the sun, this property has everything you might need to enjoy a fantastic stay on the Vineyard. Make your vacation a memorable one and book with us today! What's nearby: This cottage is just a short drive from the ocean and downtown Oak Bluffs. East Chop Lighthouse is an easy drive north and a fantastic choice for a day trip. Be sure to take a walk through Oak Bluffs as well as Vineyard Haven to experience the great local restaurants and adorable shops. What's included: Free WiFi Full kitchen with a dishwasher

You must be 21 years or older to rent this property.

Amenities

Beach access
Beach access
Board games
Board games
Cable
Cable
Washer/dryer
Washer/dryer
DVD player
DVD player
Heating
Heating
Internet
Internet
Microwave
Microwave
Patio
Patio
Stove
Stove
TV
TV

Sleeping Arrangements

Bedroom 1

sleeps 2

Beds
1 queen bed

Bedroom 2

sleeps 2

Beds
2 twin beds

Bedroom 3

sleeps 1

Beds
1 twin bed

Location

Oak Bluffs, Massachusetts, Home

(Exact address will be provided after booking)

Location

Rating

4.16
43 reviews
5 Star
47%
4 Star
35%
3 Star
12%
2 Star
2%
1 Star
5%
search
Rex B2025-09-19

The property had good privacy and was clean on arrival, but my stay from September 12–14, 2025, was ruined by pest issues in the master bedroom. On the first night, an insect was found in the bed, and later a spider appeared in the room, making it impossible to rest comfortably. We spent nights uneasy and even slept with the lights on, which is unacceptable for a paid stay. I reported the issue immediately; the response was polite but no real action was taken. No pest control was sent, and management failed to provide any resolution. The lack of follow-through and disregard for guest comfort and safety overshadowed the positive aspects of the property. Until these concerns are addressed, I cannot recommend staying here.

MICHAEL M2025-09-09

Clean quiet

Kevin J2025-07-27

The house was clean. It was within walking distance to downtown.

Rachel G2025-07-20

The spare bed was bug infested causing us to book a last minute hotel for the remainder of our vacation. We requested a refund immediately and havent heard a word back and it has been 2 weeks. I will update this review if they reach out and resolve this unfortunate issue.

Collins E2025-07-06

Clean, small, great for a weekend trip

Amanda B2025-06-30

We loved how the neighborhood was quiet but was still so close to downtown's shops, restaurants, beach, and the bus.

$245
avg / night
Rating4.16

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