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Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel

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Outdoor dining
Outdoor dining
Living area
Private kitchen
Living area

Reviews

7.2 out of 10
Good
4 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space
  • Parking available

Explore the area

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

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Double Bed

Bedroom 4

2 Single Beds

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Deck or patio
Kitchen
Garden

About this property

Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel

Oak Leaf Cape Cottage

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

Located walking distance to the center of Oak Bluffs, this 4BR/2BA home offers a relaxing retreat close to all the action, with plenty of room to spread out and get comfortable.

Stroll to Inkwell Beach or an array of local eateries. Walk to the ferry dock and set off on a scenic day trip to Nantucket.

Dine alfresco at a shaded patio table in the yard. You’ll love the charming feel of this warmly decorated home.

LIVING AREA

The inviting living area features a variety of seating and a TV.

KITCHEN & DINING

Prepare tasty meals in the kitchen, outfitted with a full suite of appliances.

The dining table seats eight.

BED & BATH

This home sleeps eight guests between four bedrooms.

The primary bedroom is furnished with a queen bed. The en-suite bathroom has a tub/shower combination.

The second bedroom is equipped with a queen bed. The third bedroom is appointed with a full-size bed. The fourth bedroom includes two twin beds.

The guest bathroom has a walk-in shower.

OUTDOOR AREA & AMENITIES

The front lawn provides a dining table with an umbrella.

EXTRA PERKS & MORE DETAILS

Extra perks include complimentary Wi-Fi, cable TV, and a washer/dryer.

Parking is available for three cars in the driveway. Street parking is not available.

This home has a two-story layout. The living room fireplace is not operational. The property does not have air-conditioning.

LOCATION

Stroll 18 minutes to Inkwell Beach or 11 minutes to Ocean Park and the Flying Horses Carousel, the oldest-operating platform carousel in the country! Walk 8-10 minutes to local eateries and essentials shopping.

Hit the links at Farm Neck Golf Club. Board the ferry and take a day trip to beautiful Nantucket Island.

Parking notes: There is free parking available for 3 vehicles.



Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Smoking is not permitted anywhere on the premises.
For information about quiet hours, please refer to the listing description.

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
Property Registration Number C0118092210

About the area

Oak Bluffs

Located in Oak Bluffs, this holiday home is by the sea. The area's natural beauty can be seen at Inkwell Beach and Cape Cod Beaches. Flying Horses Carousel and Island Cove Adventures are also worth visiting. Discover the area's water adventures with jet skiing and waterskiing nearby, or enjoy the great outdoors with horse riding and cycling.
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Map
Oak Bluffs, MA

What's nearby

  • Oak Bluffs Harbor - 6 min walk - 0.6 km
  • Circuit Avenue - 8 min walk - 0.7 km
  • Oak Bluffs Town Beach - 13 min walk - 1.1 km
  • Oak Bluffs Ferry Terminal - 13 min walk - 1.1 km
  • Inkwell Beach - 16 min walk - 1.4 km

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 15 min drive

Restaurants

  • ‪Lookout Tavern - ‬14 min walk
  • ‪The Barn Bowl & Bistro - ‬13 min walk
  • ‪Offshore Ale Co. - ‬13 min walk
  • ‪Nancy's - ‬11 min walk
  • ‪Portuguese-American Club - ‬13 min walk

Frequently asked questions

Is Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel?

As of 26 Mar, 2026, prices found for a 1-night stay for 2 adults at Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel on 21 Jun, 2026 start from S$744, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel?

On-site parking is available at the property.

What time is check-in at Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel?

Check-in begins at 4:00 PM.

What time is check-out at Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel?

Checkout is at 10:00 AM.

Where is Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel located?

Situated by the sea, this holiday home is within 1 mi (2 km) of Oak Bluffs Public Library and Inkwell Beach. Oak Bluffs Harbor and Martha's Vineyard Hospital Development are also within 10 minutes.

Reviews

7.2

Good

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 3 out of 19 reviews
Rating 8 - Good. 9 out of 19 reviews
Rating 6 - Okay. 4 out of 19 reviews
Rating 4 - Poor. 2 out of 19 reviews
Rating 2 - Terrible. 1 out of 19 reviews

8.8/10

Cleanliness

7.2/10

Check-in

8.6/10

Communication

9.6/10

Location

8.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Rebecca M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cute place to stay while working on the island
Stayed 4 nights in Sep 2025
From a partner site

8/10 Good

Samantha R.

Oak Leaf cottage

Spacious cottage within walking distance to town. Plenty of sleeping and gathering space.
From a partner site

8/10 Good

Mindy M.

Spacious and beautiful home!

House was clean, spacious, and a great location! Air conditioning was great!
Verified

8/10 Good

William D.

Liked: Cleanliness, check-in, location, listing accuracy

Great cottage

Very clean and excellent location.
Stayed 3 nights in Sep 2023
Verified

8/10 Good

Troy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot

House was very clean and a short walk to town.
Stayed 3 nights in Jul 2023
Verified

6/10 Okay

Renee S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a pleasant stay overall — the house was clean and well-maintained, which we really appreciated. However, the mattresses were quite hard and uncomfortable, which made it difficult to get a good night’s sleep. It also would have been helpful to have extra blankets available. Also ants in the kitchen. With a few small improvements, this place could be even more comfortable for future guests.
Stayed 2 nights in Jul 2025
From a partner site

8/10 Good

Linda L.

Loved it!

The space, cleanliness and location were all terrific.
Stayed 4 nights in Jul 2023
Verified

10/10 Excellent

Frances T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Home away from home!

We greatly enjoyed our stay. The house was clean and linen was provided. The living room is comfortably furnished and a the large kitchen provided space for early morning breakfast and late night converstions. Very cozy!
Stayed 3 nights in Jul 2024
From a partner site

6/10 Okay

John T.

It was an experience

Outdoor shower is a Martha's Vineyard thing and the kids got a kick out of it.
Stayed 4 nights in Jun 2024
From a partner site

8/10 Good

Maria C.

Clean rooms and bathrooms/great location

Overall the stay was good. The house is very nice. Rooms were clean, so were the bathrooms. However the washing machine did not work, the common spaces were dusty with cobwebs. The first 24 hours kicked up some asthma but with opening the windows and dusting, it got better. The listing should have a picture of the front of the house. Vacasa said they were going to send someone to clean the house but no one ever came. Also the window nearest the door did not have any blinds at all so we had to make a cover out of one of the already broken closet doors. Over all though, these inconveniences were minor. The location was great, everything about a 10 minute walk away
From a partner site

4/10 Poor

Rebecca S.

Great location but buggy and musty

The best part was the location to Oak Bluffs center. Otherwise almost every window in the house had a broken crank case. There were holes in screens and other parts of windows allowing bugs to come into the house. Most items in the kitchen were not very clean and the floor was not clean as it left our feet black. The worst parts were the beds which were so bad between the stiffness and cardboard sheets and one of the rooms had a board under the bed which ultimately cut someone in our party. Overall safety was also a question given we were a party of women and we had to leave all the windows open for air and the door could be (and had been) pushed in. Also at first bleach from cleaning covered the mildew smell however that emerged and a toilet wasn’t cleaned and a dirty cleaning rag was left.
Stayed 4 nights in Jul 2022
From a partner site

8/10 Good

Diane S.

Oak Leaf Home

We enjoyed our time at Oak Leaf. The home has all of the essentials, and we were satisfied. It is not a luxury home, but that was not what we were seeking. Upon our arrival, we found the home to be clean and had all of the essential equipment, kitchenware, and supplies needed for a comfortable stay. The beds were clean and comfortable. It was nice having four bedrooms so each could have our own room. Linens clean, fresh and sufficient. One small bathroom and one larger with the primary bedroom. The location was centrally located, and we were able to access all of the places we wanted to visit. It was a quiet neighborhood in late September. Restful. We would recommend a change in flow for kitchenware and the layout of furniture. We were unable to use fireplace, but that was not essential for us. The television was in an awkward place and we needed to move furniture around so we could all see it at the same time. (Note: we did not plan on spending much time watching TV and we did not. We would recommend this home to someone who plans on spending much time enjoying Martha's Vineyard and not seeking a luxurious hangout. We would return to Oak Leaf for future vacation accommodations.
Stayed 5 nights in Sep 2024
From a partner site

2/10 Terrible

Michael P.

It’s a bit run down

Many of the fixtures and furnishings are out dated and unsafe. The shower handle literally came off when turning the knob as were window handles when simply trying to open windows. The refrigerator had broken pieces. Some wooden furniture is very old to the point where shrapnel’s of wood where peeling off. It looks like they may have recently painted the interior but did not bother to put back most of the pictures, just leaving pictures leaning on the walls on the floor. We definitely could not leave our toddler walking around without close supervision due to safety concerns. The exterior shower did not work and the entire property was covered with oversized weeds where grass should be. The property was not worth what we paid even for the July 4th holiday.
Stayed 7 nights in Jun 2022
Verified

4/10 Poor

Pat B.

Liked: Cleanliness, location, listing accuracy
Disliked: Check-in, communication

NO Support

House nice, managment sucks. Some complaints from previous renters I believe had been addressed. I felt the owner is slowly doing upgrades and being on an island with a rental property can be a little challenging. Windows had been replaced and looked great. Every bedroom had a window AC and the living room had a larger stand up unit. All worked great and kept the house cool. Kitchen does need some updating and repairs. Kitchen sink faucet was clunky, but it worked. Counters and cabinets need updating as well but was fine for a rental. Location to the town was great. The bad part was that we arrived Saturday evening about 5:00. When we got to the house the code that was emailed to us would not unlock the door. I called the management company to see why it wouldn’t work. I was on hold for 40 min. 40 mins outside the house I had paid to be in. While I was on hold one of my family members were able to get a side door to open up. I continued to hold for anther 20 min then gave up. Since we were in, figured I would call in the morning. Called and held for another hour and still no one answered. So now that we want to leave the house we have no way of getting back in. So we had to tape the door open because it couldn’t be left unlocked. The next day someone finally solved our issue. 3 days for support is wrong. If we didn’t break in we would have been stuck with no where to go and no way to get back to the main land. And a 10 digit code for the lock is awful.
Stayed 3 nights in Jul 2023
Verified

6/10 Okay

elizabeth C.

Liked: Check-in, communication, location, listing accuracy

Wedding weekend

The house was located in a very convenient spot! Able to walk to town of Oak Bluff. Very comfortable for our family to navigate to our events of the weekend. The property is in need of updates and fix ups… kitchen appliances, bathrooms, furniture. Still, our family enjoyed our stay.
Stayed 3 nights in Oct 2022
From a partner site

10/10 Excellent

Jeanie R.

Awesome vacation home! Highly recommend!!

I stayed at Oak Leaf Cottage for two nights with my adult children and young grandchildren. We had the BEST time! The lay out of the home is perfect for a family vacation! There was plenty of space and lots of features for us all to be comfortable. The home was so clean and stocked with anything and everything you could need to enjoy your time on the Vineyard. The home's location was spectacular, too. We all had bikes and could easily ride to town, the stores, the Carousel and beaches, even the young children. We plan to return next year for more nights!
Verified

8/10 Good

rhrpAEcd0Lr3O2ECPWffSl2fK29sG1pXlAFWKqaIasYpiN9+11Q0Xxn8AAAAcDBuBgkqhkiG9w0BBwagYTBfAgEAMFoGCSqGSIb3 r.

Liked: Cleanliness, communication, location, listing accuracy

Great location

Location was amazing !! Walking distance to inkwell beach, the ferry, and plenty of great restaurants and shops. The place itself is a bit outdated and has no AC which was rough in the heat but was accurately called out in the listing I just missed it so calling it out for others. There are several fans available as well. A couple of small maintenance issues and supply issues (eg not enough toilet paper) but nothing that wasn’t easily resolved. Overall good stay and would rent again!!
Stayed 2 nights in Jul 2022
Verified

6/10 Okay

Dan C.

Liked: Communication, location
Disliked: Check-in

Disrepair in a great location

We loved the location. Interior space was adequate. House is in disrepair. Furniture, windows, accessories broken. Was honestly worried that owners would charge us for the excessive existing damages. It's a great cottage if you are a sandy beachgoer. We caught a really hot weekend, so it was nice that Vacasa brought us some fans. No AC. House had adequate kitchen items. I'd bring extra trash bags and toilet paper if I was to come again.
Stayed 3 nights in Jul 2022
Verified

8/10 Good

Samantha R.

Stayed 3 nights in Jul 2025

About the host

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