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OB Watrfront 4+ BR. Quiet/Walk to Town. Beachy, classic, great ocean/pond views.

Photo gallery for OB Watrfront 4+ BR. Quiet/Walk to Town. Beachy, classic, great ocean/pond views.

The huge wraparound porch overlooks Farm Pond and Nantucket Sound.
Living area
Farm Pond House, on Farm Pond with view of Nantucket Sound and Chappaquiddick.
Sunrise from the sofa.
Living area

Reviews

9.6 out of 10
Exceptional
4 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Dryer
  • Washer
  • Fireplace
  • Pet-friendly
  • Parking available
  • Kitchen

Explore the area

Map
oak bluffs, ma
  • Inkwell Beach
    ‪6 min walk‬
  • Oak Bluffs Ferry Terminal
    ‪13 min walk‬
  • Oak Bluffs Town Beach
    ‪15 min walk‬
  • Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪14 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Double Bed

Bedroom 3

1 Double Bed

Bedroom 4

1 Queen Bed

Office 1

1 Double Bed

2 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Office
Separate dining area
Outdoor play area
Garden
Dining area

About this property

OB Watrfront 4+ BR. Quiet/Walk to Town. Beachy, classic, great ocean/pond views.

Best of everything: We are located on the back side of Farm Pond, which overlooks Harthaven, Nantucket Sound, and Chappaquiddick beyond. Window air-conditioners in each room. House is quiet and private, but an easy walk to playgrounds, town, beach, fishing, shopping, bowling, bike paths. OB Arts district is nearby, as is a deli/ wine store, and great soul food restaurant.

Head out the door to bike paths and hiking trails, or paddle to great fishing across the pond.

Huge wrap-around porch/deck, big yard, hammock, use of canoe/kayak (row across the pond to the beach and a great fishing spot). Four bedrooms, all with water views, great mattresses and bedding, high cathedral ceilings. Nice napping spot in downstairs double daybed cubby; basement playroom is rustic but has painted floors and walls and enclosed ceiling with a pullout queen bed and dance floor/lights. Great place for teenagers to hang out.

House is a beachy cottage with painted wood floors, beaded board walls and ceiling rafters but also has all modern conveniences: w/d, kitchen with brand new KitchenAid gas range and lots of counter space. Two full baths plus huge outdoor shower. Nice big laundry/mud room for storing stuff out of the way.

Keywords: House, Cottage, Beachy, Private, Near town, dog-friendly, roomy, Islandy, waterfront, near beach, playroom, office, views, fireplace, big yard, near bike paths, woods, classic Vineyard, history, cozy, year-round, well-insulated, great beds.

Property manager

Jamie Kageleiry
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet-friendly
Air conditioning
Gym

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  • Kitchen
  • Washer
  • Dryer
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10.0 out of 10, (34 reviews)
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House Rules

Check in after 3:00 PM
Minimum age to rent: 30
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed: family gatherings
Please discuss with homeowner first.
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Pets

Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
Dogs only- please ask homeowner first
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Smoking

Smoking is not permitted
Outside ok. put cigs in a can, not ground/deck

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
Parties and events (including family gatherings) are allowed on site. Maximum attendees: 20
Note from host: Please discuss with homeowner first.
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 C0189842210

We should mention

A car is not required for transport to and from this property

About the area

Oak Bluffs

Located in Oak Bluffs, this holiday home is on the waterfront. Cottage Museum and Trinity Park Tabernacle are local landmarks, and some of the area's attractions include Oak Bluffs Fishing Pier and Flying Horses Carousel. Island Cove Adventures and Chilmark Chocolates are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
oak bluffs, ma

What's nearby

  • Inkwell Beach - 6 min walk - 0.6 km
  • Circuit Avenue - 8 min walk - 0.7 km
  • Oak Bluffs Ferry Terminal - 13 min walk - 1.2 km
  • Oak Bluffs Harbor - 14 min walk - 1.2 km
  • Oak Bluffs Town Beach - 15 min walk - 1.3 km

Getting around

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

Restaurants

  • ‪Lookout Tavern - ‬14 min walk
  • ‪Back Door Donuts - ‬11 min walk
  • ‪Portuguese American Club - ‬4 min drive
  • ‪Nomans - ‬2 min drive
  • ‪Offshore Ale Co. - ‬11 min walk

Frequently asked questions

Is OB Watrfront 4+ BR. Quiet/Walk to Town. Beachy, classic, great ocean/pond views. pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.

What time is check-in at OB Watrfront 4+ BR. Quiet/Walk to Town. Beachy, classic, great ocean/pond views.?

Check-in begins at 3:00 PM.

What time is check-out at OB Watrfront 4+ BR. Quiet/Walk to Town. Beachy, classic, great ocean/pond views.?

Checkout is at 10:00 AM.

Where is OB Watrfront 4+ BR. Quiet/Walk to Town. Beachy, classic, great ocean/pond views. located?

Situated on the waterfront, this holiday home is within a 10-minute walk of Inkwell Beach, Circuit Avenue and Ocean Park. Seaview Beach and Trinity Park Tabernacle are also within 15 minutes.

Reviews

9.6

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. 29 out of 35 reviews
Rating 8 - Good. 4 out of 35 reviews
Rating 6 - Okay. 1 out of 35 reviews
Rating 4 - Poor. 0 out of 35 reviews
Rating 2 - Terrible. 1 out of 35 reviews

8.6/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

10/10 Excellent

Kevin M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Eclectic place in a great location
This place was very clean and within walking distance to all the restaurants in Oak Bluffs. The pond is excellent for kayaking on. Modern appliances including washer/dryer and a very responsive host.
Stayed 3 nights in Aug 2024

10/10 Excellent

Karin M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Farm House delight
We were so happy with the location in OB and the view from that porch was just mesmerizing, I think we could have just sat right there the entire time and been happy. The nooks and crannies of the house...so incredible. We definitely would stay again.
Stayed 3 nights in Sep 2024

10/10 Excellent

Cecilia F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Serene, beautiful and close to everything
We had a truly wonderful stay in Oak Bluffs. The house is an easy walk to all that Oak Bluffs has to offer, but feels a world away because of its peaceful location over looking the pond. Also a very short drive to Edgartown. The house is beautifully decorated and cared for. It is also equipped with everything. We did quite a bit of cooking. There was everything we needed in terms of equipment, basic ingredients and there was even a really good selection of cook books. Jamie was very easy to get in touch with and was extremely responsive with tips about the area. We loved our stay and plan to come back!
Stayed 7 nights in Sep 2024

10/10 Excellent

Elizabeth L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Anniversary weekend
Great location near town and a charming property
Stayed 3 nights in Sep 2023

10/10 Excellent

Kristen C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The perfect spot!
We had an amazing stay at this lovely beach house in Oak Bluffs. The location was absolutely perfect – just a short walk to the beach, the town, and a fantastic playground for the kids. The house itself was incredibly comfortable, with everything we needed for a relaxing vacation. The beautiful porch was definitely a highlight, offering a great spot to unwind and enjoy the beautiful view of the pond. Jamie was wonderful – flexible, accommodating, generous and beyond helpful. We couldn’t have asked for a better place to stay and highly recommend this property! We'll definitely be back!
Stayed 3 nights in Jun 2024

8/10 Good

Connie S.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness
MV Oak Bluffs cottage
located on pond with the ocean just beyond the pond. The location was absolutely perfect. We easily walked to inkwell Beach. The wrap around porch was so relaxing. The house itself had a lot of charm & character. My suggestion would be to to upgrade the bed linens. I had wished the beach chairs were better quality and more of them. We had 6 people in our party and there was only 2 beach chairs that we could use. The cushions & porch furniture need an upgrade as well. Overall a cute place to spend the weekend on the Vineyard. .
Stayed 2 nights in Aug 2024

10/10 Excellent

Sherri C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A great girls' trip and a great host!
My sisters and I recently stayed at this house. It provided great accommodations. We enjoyed our morning coffee and evening wine on the porch, while taking in the beautiful view, birds, and weather. We could walk to town. What made this visit even more special was the friendly and informative host. She provided so much information on the history and operations of the house and places to visit and eat. We felt like we had a personal concierge. She was quick to respond to questions. It was one of my better rental experiences!
Stayed 4 nights in Jun 2024

8/10 Good

Sandra C., Boston, USA

Liked: Cleanliness, check-in, communication, location, listing accuracy
Quirky comfortable home in Oak Bluffs
Stayed for a week in this home which was perfectly adequate for our needs but with a few tweaks would be perfect.
Stayed 7 nights in Aug 2021

10/10 Excellent

Lorna F., White Plains, NY

Liked: Cleanliness, check-in, communication, location, listing accuracy
Felt Like Home
The house was very comfortable and felt like home. Jamie was a great host. She was very kind and understanding.
Stayed 7 nights in Jun 2022

6/10 Okay

Sarah C.

Liked: Check-in, communication, location
Unique home with nice porch
This is a unique home In a very pretty spot. Sitting on the porch with a view of the pond and ocean beyond is a high point. I would not recommend going here with infants or young children given many stairs and dank basement The host was extremely responsive.
Stayed 7 nights in Jul 2022

2/10 Terrible

Alice G.

Dirty, damp, and dangerous
Our stay on Martha’s Vineyard was a family get-away to celebrate my husband’s retirement. Extremely disappointed! The property is advertised as a large home with occupancy for up to 10 people. False! Only two rooms had air conditioning and mattressed beds. Other two tiny bedrooms had stained futon pads as beds. The unfinished basement was included as a bedroom but the mattress pad was on the damp cement floor surrounded by boxes, cobwebs and debris. It was evident that the house had not been deep cleaned in a very long time as layers of dust covered lampshades, curtains, and the multitude of Knick knacks. There were numerous areas of disrepair: windows didn’t close and had holes, doorknobs fell off, tv remotes needed batteries, window shades and furniture cushions were stained, torn, and frayed. The most disturbing of all was at the end of our trip, we had a smoke detector alarm go off. We notified the owner of this fact at once. Looking around the house, we saw that ALL the smoke detectors had been disconnected! I paid a lot for this vacation celebration and realized it could have been a tragedy. Do not stay here. The pictures do not reveal the true nature of this home. Although the view from the porch is true to the pictures, the rest of the home and it’s furnishings needs to be cleaned out and started from scratch. It is evident the owner has not been in the home in a very long time and is using this property to cash in on the Vineyard tourist trade. I feel as if my family was put in harms way and I was duped by this property owner and VRBO. I don’t understand why there are no other reviews that reveal this home’s true appearance and lack of upkeep.
Stayed 7 nights in Jul 2018

10/10 Excellent

Page K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful spot
Absolutely lovely spot on Farm Pond. Easy walk to the beach. House has lots of character, beautiful furnishings, and Jamie was a great host. Very peaceful and lovely at the house but easy walk to town. Loved it!
Stayed 5 nights in Aug 2022

10/10 Excellent

Brian M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely spot!
Really an idyllic location with a wonderful porch, plenty of room and features and the perfect island vibe! Not a new house but exactly what you want for a quiet vacation with time to think, relax and wander. Close to the action but not IN it. Highly recommend.
Stayed 3 nights in Aug 2021

10/10 Excellent

Elizabeth M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing view!
Sitting on the front porch with coffee and watching the pond is pretty incredible. The location is perfect-- quiet but close enough to town for kids to walk to arcade. Jamie is an incredible host and very responsive. The house is an older cottage-- lots of space for everyone but expect smaller bedrooms and bathrooms. The kitchen is very well-equipped and the living room was very comfortable for watching a movie with the family.
Stayed 7 nights in Jun 2021

10/10 Excellent

kim s.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Storybook house and setting
Two favorites: savouring constant breezes on front porch overlooking two bodies of water, and lying in master bed in treehouse-like setting watching the motion of leaves outside the screened door. Heavenly.
Stayed 5 nights in Jun 2021

10/10 Excellent

Harvey K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Oak Bluffs Memorial Day weekend.
We had terrible weather and a great time. It was great walking around Oak Bluffs and just being out and the house provided great views of the pond and ocean. It was also close enough to town that we could walk in easily, but far enough away that when we were there, we had a lot of privacy.
Stayed 3 nights in May 2021

10/10 Excellent

Adam A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Views
The home has beautiful views and lots of character. Our kids deemed it a Harry Potter house with the trap door in one room. Taking outdoor showers was a delight. Listing was accurate and the host was responsive for any questions. Location was close enough to downtown Oakbluffs to walk but far enough to not hear nightlife. Would definitely recommend!
Stayed 7 nights in Aug 2020

10/10 Excellent

Tracey M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Heavenly porch
Never really thought about staying in OB because it’s such in the thick of things, but I have never been more relaxed on the Vineyard. The owner was attentive and responsive. The property is quite wonderful and peaceful. We will be back!
Stayed 10 nights in Aug 2019

10/10 Excellent

Kelly S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Love this spot!
This is quintessential OB! The location is incredible with sea breezes on the shady front porch. The beds are comfy and the outdoor shower is great. Jamie - the landlord is incredible to work with and truly cares about your stay.

10/10 Excellent

Susan S.

great property
Ye, it is a quirky place and yes, it does have bedrooms that connect to other bedrooms, but it is a great location and really an amazing view. Drinks and appetizers on the porch cannot be beat and so close to town and Inkwell beach that it is well worth it. We had 7 people in the house plus two dogs and it accommodated our needs excellently. Kitchen is well stocked and we had a ball. Jamie is a great hostess. I found the hole experience heavenly!!!
Stayed 7 nights in Sep 2018

10/10 Excellent

Terry F., Muskego, WI

Great location beautiful views and the 9 adults in our family.
The location was great. We were able to walk into oak bluffs for dinner, the ferries, and any other activities. Easy access to the bike trail too. The house had 4 bedrooms up stairs that easily fit 8 of us adults and one slept in a reading nook on the first floor. Kitchen had everything needed, and the wrap around porch was great to relax on and possessed a wonderful view of the pond and beyond that, the ocean. Outdoor shower was nice even on cooler evenings. We wouldn’t hesitate for a moment to stay here again if we come out to MV with our family or friends.
Stayed 8 nights in Sep 2018

8/10 Good

Linda F.

Relaxation get away
My family of 4 enjoyed this quiet neighborhood with peaceful, relaxing views, walk to beach and center of oaks bluff, comfortable beds and wrap around porch. It was our first time on the island and Jamie was so attentive, she had many pages of any questions we may come across, not only about the house but the surrounding island-places to visit, eat and things to do. We used the bike shop she suggested and had bikes dilevered and picked up right at the house. The house is fully stocked but with older kids we really only used the house to return at night and have a quick bite in the am before heading out again. I recommend this property for others.
Stayed 7 nights in Jul 2018

10/10 Excellent

Jen G.

Big, rambling 19th century house right on Farm Pond!
We loved our stay this year at Jamie's house! What a charming, and comfortable home. We had two families the first part of the week and no one felt on top of each other. The big wrap around porch is lovely with its breezes! We were even able to watch the Edgartown fireworks from the porch! The location is perfect for a family with teens like ours--all the kids could bike or walk over to Circuit Ave for some needed independence. And if you have young kids it's great because there is a yard for them to play in. We loved our stay and hope to be back!
Stayed 7 nights in Jun 2018
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Tina H.

Heartwarming Vacation!
First time to Martha's Vineyard with my husband and this home was perfect! The back deck was a morning breakfast and Happy Hour retreat! Our adult children joined us for the last 3 days and fell in love with it too. Jamie was on duty answering all of my questions on where to get the best coffee to where to hike, bike, dine and sight see. We chose to rent bikes for a week and walk, taking Uber a few times to restaurants and it was a fantastic break from life. We highly recommend this endearing home which feels like you are in the country and a 10 minute walk/4 minute bike ride from all the action and dining.
Stayed 7 nights in Jul 2017
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Gayle H.

An idyllic spot
This is a truly idyllic spot - it couldn't have been better. We spent a week here and never tired of the views. The house is quirky (which I loved) as only an historic place can be. You'll never want to leave the front porch! Jamie made us feel very welcome - we wanted for nothing!

About the host

Hosted by Jamie Kageleiry

Host profile image
I brought my children up in this house. I am the associate publisher at The Martha's Vineyard Times, editing magazines (Edible Vineyard, Bluedot LIving) and newspaper and websites. We think Farm Pond is one of the best places in the whole world. People tell us they've never slept better than they do in our house.

Why they chose this property

It's rare in that it is close to town, but feels remote. We bought it for the amazing views, the walk to school and town, the nice neighbors and the quirky historical character.

What makes this property unique

Sitting on the big wide front stairs with coffee in the morning (or a drink in the evening), 25 feet from the water, watching the birds, the otters, being able to row across the pond to go fishing. Being far enough from town that it's quiet all the time, but close enough to walk in for anything- breakfast, or library, or groceries, or dinner out, a movie, or a warm donut from backdoor donuts late at night. Lying in the 'daybed' nook, surrounded by books, with a fire going in the fireplace, staring out at the water, while someone else makes dinner in the kitchen, which is open to all the rooms downstairs. Riding our bikes out the door to miles of bike paths.

Languages:

English

Premier Host

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