Your browser's security settings have disabled Javascript, which is required to use this web site effectively.
Please alter your security settings. Click here to see how.
Oak Bluffs Vacation Rental home in Martha's Vineyard MA | ID 38181
4 BR
2 baths
Sleeps 8
Beds: 1 king, 1 queen, 1 double, 4 twins, (Including 2 sets of bunk beds)
Beach: 0.6 mi to The Jetty Beach
Daily
Weekly
Monthly
Summer 2026
$875
Off-season 2026/27
$875
Summer 2027
 
Summer 2026
$5,500 - $7,000
Off-season 2026/27
$4,500 - $5,500
Summer 2027
$6,000 - $7,500
Summer 2026
 
Off-season 2026/27
 
Summer 2027
 
State and local taxes of 11.7% will apply
Listed by Dee Dee
Active
2+ years
Property ID 38181
Description

Description

Some evenings you'll mean to go out, and then the lights come on under the garden arbor and nobody moves.

This has been our family's cottage on East Chop since 2023, and it's the kind of house that quietly rearranges a vacation around itself — the screened porch at 7am with coffee, the outdoor shower after the beach, dinner under the arbor that runs long because nobody's in a hurry.

The house

Four bedrooms, two full baths, sleeps eight. On a quiet, tree-lined street.

The first floor holds the kitchen, dining room, family room, sitting room, laundry, and a newly renovated full bath with a shower. All four bedrooms and the second full bath are upstairs: a king, a queen, a double, and a bunk room with four twins that kids tend to claim immediately.

Air conditioning throughout, which matters more here than people expect — a lot of cottages this age don't have it.

Where you are

East Chop is the quiet side of Oak Bluffs: historic cottages, water views, and streets made for walking. From the door it's minutes to Jetty Beach, East Chop Lighthouse, and Oak Bluffs harbor, Circuit Avenue, Ocean Park, and the Flying Horses. The walk or ride along the bluff to the lighthouse is the best on this end of the island.<br /> <br /> Who it suits<br /> <br /> A single family, two families sharing, or three generations under one roof. The bed configuration and the split between upstairs bedrooms and downstairs living space were made for exactly that.<br /> <br /> The details<br /> <br /> A/C throughout<br /> Screened porch — the most-used room in the house<br /> Outdoor shower<br /> Patio and garden arbor with string lights<br /> Private yard with room for lawn games<br /> Fully equipped kitchen, dishwasher, gas grill<br /> Washer and dryer<br /> All linens and towels provided, beds made for arrival<br /> High-speed Wi-Fi and smart TVs<br /> Parking <br /> <br /> Good to know<br /> <br /> Both full baths serve the whole house — one upstairs, one down — and the outdoor shower takes a lot of the morning pressure off. No pets, no smoking. Saturday to Saturday, in season 7-day minimum stay. There are stairs to all four bedrooms, so guests who can't manage stairs should know that going in.<br /> <br /> We're a phone call away all week, and we'd rather you ask than wonder. read more show less

Location

Location - Oak Bluffs

Nearest beach: 0.6 mi to The Jetty Beach

41.4675263 -70.5671750 0
Photos

Photos

Pricing & Availability

Pricing & Availability

1
Minimum Stay Requirements:
  • Summer 2026
    3 nights
  • Off-season 2026/27
    3 nights
  • Summer 2027
    7 nights
  • Off-season 2027/28
    3 nights
Available
Unavailable
Check-in Only
Check-out Only
Unknown

Calendar Last Updated: August 23, 2026

next
  • Price AUGUST 2026
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $7,000  1 2 3 4 5 6 7
     $7,000  8 9 10 11 12 13 14
     $7,000  15 16 17 18 19 20 21
     $6,500  22 23 24 25 26 27 28
     $5,500  29 30 31        
  • Price SEPTEMBER 2026
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $5,500        1 2 3 4
     $4,700  5 6 7 8 9 10 11
     $4,700  12 13 14 15 16 17 18
     $4,700  19 20 21 22 23 24 25
     $4,700  26 27 28 29 30    
  • Price OCTOBER 2026
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $4,700            1 2
     $4,500  3 4 5 6 7 8 9
        10 11 12 13 14 15 16
        17 18 19 20 21 22 23
        24 25 26 27 28 29 30
        31            
  • Price NOVEMBER 2026
      Sa
    Su
    M
    Tu
    W
    Th
    F
          1 2 3 4 5 6
        7 8 9 10 11 12 13
        14 15 16 17 18 19 20
        21 22 23 24 25 26 27
        28 29 30        
  • Price DECEMBER 2026
      Sa
    Su
    M
    Tu
    W
    Th
    F
              1 2 3 4
        5 6 7 8 9 10 11
        12 13 14 15 16 17 18
        19 20 21 22 23 24 25
        26 27 28 29 30 31  
  • Price JANUARY 2027
      Sa
    Su
    M
    Tu
    W
    Th
    F
                    1
        2 3 4 5 6 7 8
        9 10 11 12 13 14 15
        16 17 18 19 20 21 22
        23 24 25 26 27 28 29
        30 31          
  • Price FEBRUARY 2027
      Sa
    Su
    M
    Tu
    W
    Th
    F
            1 2 3 4 5
        6 7 8 9 10 11 12
        13 14 15 16 17 18 19
        20 21 22 23 24 25 26
        27 28          
  • Price MARCH 2027
      Sa
    Su
    M
    Tu
    W
    Th
    F
            1 2 3 4 5
        6 7 8 9 10 11 12
        13 14 15 16 17 18 19
        20 21 22 23 24 25 26
        27 28 29 30 31    
  • Price APRIL 2027
      Sa
    Su
    M
    Tu
    W
    Th
    F
                  1 2
        3 4 5 6 7 8 9
        10 11 12 13 14 15 16
        17 18 19 20 21 22 23
        24 25 26 27 28 29 30
  • Price MAY 2027
      Sa
    Su
    M
    Tu
    W
    Th
    F
        1 2 3 4 5 6 7
        8 9 10 11 12 13 14
        15 16 17 18 19 20 21
     $4,500  22 23 24 25 26 27 28
     $4,750  29 30 31        
  • Price JUNE 2027
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $4,750        1 2 3 4
     $5,000  5 6 7 8 9 10 11
     $5,250  12 13 14 15 16 17 18
     $5,500  19 20 21 22 23 24 25
     $6,250  26 27 28 29 30    
  • Price JULY 2027
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $6,250            1 2
     $6,750  3 4 5 6 7 8 9
     $6,750  10 11 12 13 14 15 16
     $7,000  17 18 19 20 21 22 23
     $7,250  24 25 26 27 28 29 30
     $7,500  31            
  • Price AUGUST 2027
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $7,500    1 2 3 4 5 6
     $7,500  7 8 9 10 11 12 13
     $7,500  14 15 16 17 18 19 20
     $7,000  21 22 23 24 25 26 27
     $6,000  28 29 30 31      
  • Price SEPTEMBER 2027
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $6,000          1 2 3
     $5,750  4 5 6 7 8 9 10
     $5,000  11 12 13 14 15 16 17
     $4,700  18 19 20 21 22 23 24
     $4,700  25 26 27 28 29 30  
  • Price OCTOBER 2027
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $4,700              1
     $4,500  2 3 4 5 6 7 8
        9 10 11 12 13 14 15
        16 17 18 19 20 21 22
        23 24 25 26 27 28 29
        30 31          
  • Price NOVEMBER 2027
      Sa
    Su
    M
    Tu
    W
    Th
    F
            1 2 3 4 5
        6 7 8 9 10 11 12
        13 14 15 16 17 18 19
        20 21 22 23 24 25 26
        27 28 29 30      
  • Price DECEMBER 2027
      Sa
    Su
    M
    Tu
    W
    Th
    F
                1 2 3
        4 5 6 7 8 9 10
        11 12 13 14 15 16 17
        18 19 20 21 22 23 24
        25 26 27 28 29 30 31
  • Price JANUARY 2028
      Sa
    Su
    M
    Tu
    W
    Th
    F
        1 2 3 4 5 6 7
        8 9 10 11 12 13 14
        15 16 17 18 19 20 21
        22 23 24 25 26 27 28
        29 30 31        
  • Price FEBRUARY 2028
      Sa
    Su
    M
    Tu
    W
    Th
    F
              1 2 3 4
        5 6 7 8 9 10 11
        12 13 14 15 16 17 18
        19 20 21 22 23 24 25
        26 27 28 29      
  • Price MARCH 2028
      Sa
    Su
    M
    Tu
    W
    Th
    F
                1 2 3
        4 5 6 7 8 9 10
        11 12 13 14 15 16 17
        18 19 20 21 22 23 24
        25 26 27 28 29 30 31
  • Price APRIL 2028
      Sa
    Su
    M
    Tu
    W
    Th
    F
        1 2 3 4 5 6 7
        8 9 10 11 12 13 14
        15 16 17 18 19 20 21
        22 23 24 25 26 27 28
        29 30          
  • Price MAY 2028
      Sa
    Su
    M
    Tu
    W
    Th
    F
            1 2 3 4 5
        6 7 8 9 10 11 12
        13 14 15 16 17 18 19
        20 21 22 23 24 25 26
        27 28 29 30 31    
  • Price JUNE 2028
      Sa
    Su
    M
    Tu
    W
    Th
    F
                  1 2
        3 4 5 6 7 8 9
        10 11 12 13 14 15 16
        17 18 19 20 21 22 23
        24 25 26 27 28 29 30
next

Additional availability info: This is a Saturday to Saturday vacation rental.

Payment Methods: Zelle, PayPal, Venmo (no transaction fees)

Fee Breakdown:

INCLUDED IN WEEKLY RATE

Cleaning Fee:

$500

OPTIONAL FEES

Linen Fee:

$250

SECURITY DEPOSIT

Security Deposit:

$750

ADDITIONAL PRICING INFO

State and local taxes of 11.7% will apply

Amenities

Amenities

  • Central air Central air

  • Outdoor shower Outdoor shower

  • Washer&dryer Washer&dryer

  • No Pets No Pets

  • Internet Internet

  • Linens provided Linens provided

  • Bathtub Bathtub

  • Screened porch Screened porch

  • Deck, porch or patio Deck, porch or patio

  • BBQ-grill BBQ-grill

  • Yard Yard

  • TV TV



    Reviews

    Guest Reviews

    5.0 4 reviews
    Have you stayed here? Write a review
    Clifton Park, NY
    1 review
    18 years on WeNeedaVacation
    Sweet Spot on East Chop
    July 2025

    Located in a peaceful neighborhood with beautiful gardens featuring a natural arbor with twinkling lights for al fresco evening dining. We easily settled into this immaculate, well- appointed quintessential MV cottage with an inviting mix of history and updates. Picturesque coastal bike ride or leisurely stroll to East Chop Lighthouse, the local beach and Oak Bluffs Gazebo. Centrally located in OB with easy access to the rest of the island. DeeDee is an accommodating host with a special island retreat. Wish we were there now! show more show less

    Accuracy of listing:
    Cleanliness of home:
    Experience with homeowner:
    Return to rental or recommend to friend:
    Date of stay: July 2025
    Burlington, VT
    1 review
    3 years on WeNeedaVacation
    Spectacular getaway!
    July 2025

    Dee Dee's house was perfect for a week at the beach spent with family. The neighborhood is serene and the house is better than described with lots of space and quiet nooks. It's the perfect mix of classic cottage and modern updates. Especially loved the outdoor shower, screened in porch and patio area after a day at the beach. Dee Dee was extremely responsive and helpful during our stay. Thank you so much!

    Accuracy of listing:
    Cleanliness of home:
    Experience with homeowner:
    Return to rental or recommend to friend:
    Date of stay: June 2025
    Washington, DC
    1 review
    16 years on WeNeedaVacation
    Excellent Home
    August 2024

    Great location, perfect for two families with multiple kids. Great amenities and all of the comforts of home. Nicely renovated with combination of old and new.

    Accuracy of listing:
    Cleanliness of home:
    Experience with homeowner:
    Return to rental or recommend to friend:
    Date of stay: July 2024
    Contoocook, NH
    1 review
    6 years on WeNeedaVacation
    East Chop Cottage
    July 2024

    House was well appointed and immaculate upon our arrival. Great location, close to East Chop and downtown Oak Bluffs . Host Dee Dee was always prompt with our inquiries and made the rental process painless .

    Accuracy of listing:
    Cleanliness of home:
    Experience with homeowner:
    Return to rental or recommend to friend:
    Date of stay: July 2024
    About

    About Dee Dee

    Member since:
    9/30/2023
    Reviews:
    4 reviews
    Response Time:
    Within a day
    Response Rate:
    100%
    Our family's connection with Oak Bluffs spans three generations. Since 2023, we've been honored to care for this storied East Chop cottage. We look forward to helping our guests experience everything we love about this remarkable island.

    What is special about this property?
    The screened porch, honestly. It's our favorite room in the house and it's still where everyone ends up — morning coffee, afternoon card games, the last conversation of the night.

    Beyond that: the house is old in the ways that matter and updated in the ways that count. Air conditioning, renovated baths, a kitchen you can actually cook a week of dinners in — inside a cottage that still looks and feels like the Vineyard people picture.

    And the outdoor shower. Ask anyone who's stayed here.

    What is special about your town?
    East Chop has been one of the island's most beloved neighborhoods for well over a century — historic cottages, quiet streets, water views, and a lighthouse at the end of the bluff. It's the part of Oak Bluffs that stays calm in August.

    And you're still minutes from the rest of it: the harbor, Circuit Avenue, Ocean Park, the Flying Horses, the ice cream lines, the ferry. Walk or bike to nearly all of it.

    Contact Host
     
     
    Your Email
     
    First Name
     
    Last Name
    Your Email:
    Name:
    Check-In
    Check-Out
    Phone (optional)
    # Guests
    Adults
    Children
    Done
    Describe yourself, what you're looking for, and ask questions!
    Message
    Not from the United States?
    Country
    Send As Guest
    By using this form, you agree to our Terms & Conditions

    Clear Form
     
     
     
     
    Updating Price...