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Historic cottage with patio, games, walk to beach & dog-friendly fenced yard

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Photo gallery for Historic cottage with patio, games, walk to beach & dog-friendly fenced yard

A garden entrance with a wooden archway, a small shed, and lush greenery.
A garden with various plants and a wooden fence.
A backyard with a wooden deck, a grill, outdoor furniture, and flowering plants.
A kitchen with wooden cabinets and a brick backsplash, a dining area with a wooden table and chairs, and a visible door leading to another room.
A wooden interior with a dining table, chairs, a small round table, a cabinet, and a television.

Entire home

3 bedrooms2 bathrooms864 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Oak Bluffs, MA
  • Place, Oak Bluffs Harbor
    ‪2 min walk‬
  • Place, Circuit Avenue
    ‪8 min walk‬
  • Place, Oak Bluffs Town Beach
    ‪11 min walk‬
  • Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪20 min drive‬

Room options

About the neighborhood

Oak Bluffs

Located within a 5-minute walk of Oak Bluffs Harbor, this vacation home is within a 15-minute stroll of Cottage Museum. The vacation home includes a kitchen, a balcony, and a refrigerator.
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What's nearby

  • Oak Bluffs Harbor - 2 min walk - 0.1 miles
  • Circuit Avenue - 8 min walk - 0.5 miles
  • Ocean Park - 10 min walk - 0.5 miles
  • Oak Bluffs Town Beach - 11 min walk - 0.6 miles
  • Inkwell Beach - 16 min walk - 0.9 miles

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 17 min drive

Restaurants

  • ‪Lookout Tavern - ‬10 min walk
  • ‪Nancy's - ‬7 min walk
  • ‪Portuguese-American Club - ‬18 min walk
  • ‪Mo's Lunch - ‬18 min walk
  • ‪Nomans - ‬3 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Historic cottage with patio, games, walk to beach & dog-friendly fenced yard

Summary:

Pilgrim Cottage



The Space:

Welcome to Pilgrim Cottage, your cozy home base for an authentic Martha’s Vineyard getaway. Set in the very heart of Oak Bluffs, this weathered yet welcoming cottage has been part of the island’s story since 1897, first as a humble “camp” and gradually expanded through the 1940s and 50s. Today, Pilgrim Cottage remains true to its roots: relaxed, comfortable, and filled with character, perfect for guests who appreciate the charm of an unpretentious, truly lived-in home. The cottage is centrally located, making it easy to stroll to sun-soaked beaches, the vibrant Campground with its famous gingerbread houses, and the shops and restaurants along downtown Circuit Avenue. Inside, you’ll find shelves filled with books and puzzles, classic board games for all ages, and an effortlessly comfortable living area—ideal for quiet evenings or rainy afternoons. The kitchen is well equipped for meals together, and out back you’ll discover a raised herb garden with fresh herbs for guests to pick and enjoy. The backyard patio offers a quiet spot for morning coffee or outdoor dining, surrounded by the serene enclosed yard, which is especially inviting for little ones or furry friends since Pilgrim Cottage is dog-friendly. Generations of honeymooners and families have found joy here, drawn by the unassuming comfort and timeless spirit of summer. With thoughtful touches like mini-split air conditioning and WiFi, you’ll have the essentials for a carefree island stay while still enjoying the cottage’s historic soul. Come experience the magic of Oak Bluffs from Pilgrim Cottage, and make your own Martha’s Vineyard memories in this beloved island retreat. Book your stay today—we look forward to welcoming you! Things to Know Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by Vacasa’s good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises.
The vacation home is air-conditioned and features a kitchen, 1.5 bathrooms, and a balcony, and there's space to spread out with 3 bedrooms. Guests can expect to find a TV with a DVD player. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

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  • Washer
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Property amenities

Beach

  • Beach nearby

Internet

  • Available in the house: WiFi

Kitchen

  • Blender
  • Coffee/tea maker
  • Electric kettle
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 1.5 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Entertainment

  • DVD player
  • Games
  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Garden

Laundry

  • Washing machine

Work spaces

  • Desk
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • Near the sea

Things to do

  • Fishing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit

General

  • Garden
  • Unit size: 864 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • This property welcomes pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25
Property Registration Number C0576542210

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a smoke detector, and a first aid kit.

Property is also known as

69d79586ca0ef40012be3c6d

Frequently asked questions

What's there to see within easy reach of this vacation home?

Located steps from Oak Bluffs Harbor, this vacation home is in Oak Bluffs, and within a 10-minute walk of Circuit Avenue and Oak Bluffs Ferry Terminal. You'll also find Inkwell Beach and Oak Bluffs Town Beach less than a mile away.

Is parking available on site at Historic cottage with patio, games, walk to beach & dog-friendly fenced yard?

No, there isn't parking available at the vacation home.

Is this vacation home next to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What will couples enjoy most about a stay at Historic cottage with patio, games, walk to beach & dog-friendly fenced yard?

Couples staying at this vacation home will value amenities like a kitchen, a kitchen in some house, as well as a garden.

Are there hot tubs at Historic cottage with patio, games, walk to beach & dog-friendly fenced yard?

No, this vacation home doesn't have a spa tub.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay for free?

Although pets can't stay for free, they are welcome at this vacation home.

Are there connecting rooms at Historic cottage with patio, games, walk to beach & dog-friendly fenced yard?

No, this vacation home doesn't feature connecting guestrooms.

Where is the closest airport to this vacation home?

The closest major airport to this vacation home is Vineyard Haven, MA (MVY-Martha's Vineyard), which is 7.6 mi away (17 minutes by car). Another top airport is Hyannis, MA (HYA-Barnstable Municipal), which is around 20.3 mi away.

Are there rooms with balconies that I can book at Historic cottage with patio, games, walk to beach & dog-friendly fenced yard?

Yes, every house at Historic cottage with patio, games, walk to beach & dog-friendly fenced yard comes with a balcony.

Historic cottage with patio, games, walk to beach & dog-friendly fenced yard Reviews