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Charming Oak Bluffs Retreat – Walk to Town, Harbor & More

Photo gallery for Charming Oak Bluffs Retreat – Walk to Town, Harbor & More

Terrace/patio
Private kitchen
Private kitchen
Living area
Interior

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
3 bedrooms2+ bathroomsSleeps 6

Popular amenities

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

Explore the area

View in a map
Oak Bluffs, MA

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Double Bed

Living Room 1

1 Double Sofa Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Towels provided · Bathtub or shower · Toilet · Hair dryer

Bathroom 2

Towels provided · Bathtub or shower · Toilet · Hair dryer

Bathroom 3

Towels provided · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Dining area

About this property

Charming Oak Bluffs Retreat – Walk to Town, Harbor & More

Just outside downtown Oak Bluffs, this 3-bedroom, 2.5-bath home features Central AC and an open layout ideal for gathering. Enjoy mornings on the covered front porch or dine al fresco on the private back deck. With shops, restaurants, the harbor, and ferry all just a short stroll away, comfort and convenience meet in this perfect Vineyard retreat.

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  • Washing machine
  • Dryer
  • Air-conditioning
10.0 out of 10, Exceptional, (17 reviews)
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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

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
Property Registration Number C0423142210

About the area

Oak Bluffs

Oak Bluffs is home to this holiday home. Trinity Park Tabernacle and Cottage Museum are local landmarks, and some of the area's attractions include Flying Horses Carousel and Polly Hill Arboretum. The Grey Barn and Farm and Chilmark Chocolates are also worth visiting. Looking to get your feet wet? Jet skiing, water tubing and parasailing adventures can be found near the property.
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Map
Oak Bluffs, MA

What's nearby

  • Oak Bluffs Public Library - 2 min walk - 0.2 km
  • Oak Bluffs Harbor - 8 min walk - 0.7 km
  • Circuit Avenue - 8 min walk - 0.7 km
  • Oak Bluffs Town Beach - 14 min walk - 1.3 km
  • Inkwell Beach - 14 min walk - 1.3 km

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 14 min drive

Restaurants

  • ‪Lookout Tavern - ‬14 min walk
  • ‪The Barn Bowl & Bistro - ‬10 min walk
  • ‪Offshore Ale Co. - ‬11 min walk
  • ‪Nancy's - ‬11 min walk
  • ‪Portuguese-American Club - ‬11 min walk

Frequently asked questions

Is Charming Oak Bluffs Retreat – Walk to Town, Harbor & More pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Charming Oak Bluffs Retreat – Walk to Town, Harbor & More?

As of 18 Mar, 2026, prices found for a 1-night stay for 2 adults at Charming Oak Bluffs Retreat – Walk to Town, Harbor & More on 31 Mar, 2026 start from S$830, 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 Charming Oak Bluffs Retreat – Walk to Town, Harbor & More?

On-site parking is available at the property.

What time is check-in at Charming Oak Bluffs Retreat – Walk to Town, Harbor & More?

Check-in begins at 4:00 PM.

What time is check-out at Charming Oak Bluffs Retreat – Walk to Town, Harbor & More?

Checkout is at 10:00 AM.

Where is Charming Oak Bluffs Retreat – Walk to Town, Harbor & More located?

Situated in Oak Bluffs, this holiday home is within a 10-minute walk of Oak Bluffs Public Library, Trinity Park Tabernacle and Cottage Museum. Circuit Avenue and Oak Bluffs Harbor are also within 15 minutes.

Reviews

10

Exceptional

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. 13 out of 13 reviews
Rating 8 - Good. 0 out of 13 reviews
Rating 6 - Okay. 0 out of 13 reviews
Rating 4 - Poor. 0 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Alexandra M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was beautiful place to stay with great amenities, especially all the beach items! Highly recommend this as a great place to stay for families.
Stayed 6 nights in Jul 2025
Verified

10/10 Excellent

Jordan G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property in a perfect location!
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Kristi G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean and cute place. Loved the decor and we found everything we needed.
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Monique M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was beautiful! We so enjoyed our stay and would come (and will) back.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Sean P. K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was very clean and in the perfect location, just a quick 5–10 minute walk to town. I’d highly recommend staying here if you’re looking for a nice, quiet place to relax while still being just a short walk from downtown.
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

James B.

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

Excellent house and location

Great house well furnished and stocked! The location was an easy walk to harbor and Circuit Street. We really enjoyed our stay and look forward to returning!
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Nicole C.

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

First visit to the island.

We enjoyed our first stay on Martha’s Vineyard. The house was conveniently located to all points of the island. It was very quaint with updated kitchen. Beds were very comfortable. It was very clean. I would definitely stay there again!
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Jessica W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home in a wonderful spot! Easy walk to oak bluffs town, perfect house for a family. We enjoyed sitting outside on the front porch and sitting on the rocking chairs! Very accommodating, wonderful communication, and extremely clean. Would recommend in a heartbeat!
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Matthew K.

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

Oak Bluffs Home

Short walk to shops, removed enough to be quiet and relaxing. Very clean, well-kept and spacious, relaxing for a week getaway.
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Barbara W.

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

Quiet charm

This charming house has everything you need for a comfortable stay! The owners have thought of everything! house is well-appointed, immaculate, and located on a quiet street. The perfect Martha’s Vineyard getaway!
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Sheila C.

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

Beautiful home.

Clean comfortable cozy pretty
Stayed 2 nights in Oct 2024
Verified

10/10 Excellent

Baarb K.

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

Family home

Great house with a homey feel! Love the outdoor shower and great front porch in a very quiet little neighborhood. Beds very comfortable Bike or walk to oak bluffs easily.
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

Kathy R.

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

Great location.

The house was very clean and updated. It was so nice not to have to bring beach chairs and umbrellas from Pennsylvania. We brought our car on the ferry, but we were able to walk many places.
Stayed 7 nights in Jun 2024

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