Entire home

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

Vacation home near Inkwell Beach in Oak Bluffs

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

Exterior
Desk, iron/ironing board, WiFi, bed sheets
Terrace/patio
Fridge, microwave, oven, stovetop
Interior

Entire home

864 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

Seaside stay .Within a 10-minute walk of the vacation home, you'll find Oak Bluffs Harbor and Cottage Museum. Martha's Vineyard Hospital Development and Trinity Park Tabernacle are also within half a mile (1 km).

What's nearby

  • Oak Bluffs Harbor - 2 min walk - 0.1 miles
  • Circuit Avenue - 8 min walk - 0.5 miles
  • Flying Horses Carousel - 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

  • ‪Offshore Ale Co. - ‬9 min walk
  • ‪The Barn Bowl & Bistro - ‬12 min walk
  • ‪Lookout Tavern - ‬10 min walk
  • ‪Mo's Lunch - ‬18 min walk
  • ‪Portuguese-American Club - ‬18 min walk

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.

Similar properties

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the house: WiFi

Kitchen

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

Bedrooms

  • Bedsheets provided

Bathroom

  • 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

  • Pets are welcome
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a smoke detector, and a first aid kit in each accommodation.

Property Registration Number C0576542210

Property is also known as

69d79586ca0ef40012be3c6d

Frequently asked questions

How close is Historic cottage with patio, games, walk to beach & dog-friendly fenced yard to the airport?

This vacation home is 7.6 mi (17-min drive) away from the Vineyard Haven, MA (MVY-Martha's Vineyard) airport, the closest popular airport to the property.

Does Historic cottage with patio, games, walk to beach & dog-friendly fenced yard have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Historic cottage with patio, games, walk to beach & dog-friendly fenced yard to the beach?

This vacation home is a short 11-minute walk from Oak Bluffs Town Beach and 15-minute walk from Seaview Beach. Don't forget your sunscreen!

Does Historic cottage with patio, games, walk to beach & dog-friendly fenced yard offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Historic cottage with patio, games, walk to beach & dog-friendly fenced yard?

No, there is no casino at this vacation home.

What time is check-in at Historic cottage with patio, games, walk to beach & dog-friendly fenced yard?

Check-in begins at 4:00 PM.

Is there free parking at Historic cottage with patio, games, walk to beach & dog-friendly fenced yard?

Free parking is not available at this vacation home.

Does Historic cottage with patio, games, walk to beach & dog-friendly fenced yard have a pool?

This vacation home does not have a pool.

Does Historic cottage with patio, games, walk to beach & dog-friendly fenced yard have a spa?

There are no spa services available at this vacation home.

How close is Historic cottage with patio, games, walk to beach & dog-friendly fenced yard to downtown Oak Bluffs?

This vacation home is 0.3 mi away from Oak Bluffs.

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