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Contemporary Pet-Friendly Year-round Retreat. In the Woods, Walk to Town.

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Welcome to Blue Hollow
266 Greenwood Avenue. The view from the street and top of the driveway
Upper and lower decks and screened dining porch
The awning provides shade from summer sun.
The outdoor shower tucked under the deck.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
3 bedrooms2 bathroomsSleeps 6125.6 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning

Explore the area

View map
Vineyard Haven, MA
  • Place, Tisbury Town Beach
    ‪10 min walk‬
  • Place, Martha's Vineyard Chamber of Commerce
    ‪13 min walk‬
  • Place, Martha's Vineyard Museum
    ‪3 min drive‬
  • Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪14 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 2

3 Single Beds

Bedroom 3

1 Double Bed

Bedroom (Master)

1 Queen Bed

2 bathrooms

Bathroom

Bathtub or shower · Toilet

Bathroom

Outdoor shower

Bathroom

Toilet · Shower only

Spaces

Outdoor shower
Garden

About this property

Contemporary Pet-Friendly Year-round Retreat. In the Woods, Walk to Town.

Contemporary with open living/dining area, cathedral ceilings, and air conditioning throughout. Sliding and French doors lead to wrap-around decks and a screened-in porch adjacent to the dining room. Outdoor shower.

Walking distance from Lake Tashmoo and Vineyard Haven. A mile and a half to beautiful Tashmoo Town Beach. Lots of amenities including fully stocked kitchen, linens, gas grill, digital piano. Located on very quiet, dead-end street surrounded by woods. Wireless, high speed Internet. Smart TV. Washer and dryer.

Green features include solar panels for electricity generation, EV charging, and mini-splits for AC and efficient room-based heating.

Beds: Queen in master bedroom, twin and trundle (sleeps 3) in second bedroom, full in third bedroom. Master bedroom has private bath with luxurious walk-in shower, .and sliding doors leading out to lower deck.

Kitchen and bathrooms all updated.

Pet-friendly.

High speed, wireless Internet access.

Note that peak period rentals (late May/early June through September) have a one-week minimum with Saturday turnovers. Sorry we can't accommodate other arrival or departure days. Three-night minimum the rest of the year.

Add dates for prices

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House Rules

Check in after 4:00 PM
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

Pets allowed
Notify us in advance & flea/tick treatment
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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
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Property Registration Number C0091432960

About the area

Vineyard Haven

Located in Vineyard Haven, this holiday home is by the sea. The area's natural beauty can be seen at Cape Cod Beaches and Felix Neck Wildlife Sanctuary, while Martha's Vineyard Film Center and Martha's Vineyard Museum are cultural highlights. Island Cove Adventures and Flying Horses Carousel are also worth visiting. Waterskiing and windsurfing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and hiking/biking trails nearby.
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Map
Vineyard Haven, MA

What's nearby

  • Tisbury Town Beach - 10 min walk - 0.9 km
  • Martha's Vineyard Chamber of Commerce - 13 min walk - 1.1 km
  • Vineyard Haven Terminal - 13 min walk - 1.1 km
  • Martha's Vineyard Film Center - 16 min walk - 1.4 km
  • Martha's Vineyard Museum - 3 min drive - 1.8 km

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 12 min drive

Restaurants

  • ‪The Barn Bowl & Bistro - ‬7 min drive
  • ‪Cumberland Farms - ‬14 min walk
  • ‪Porto Pizza - ‬13 min walk
  • ‪The Black Dog Tavern - ‬15 min walk
  • ‪Waterside Market - ‬10 min walk

Frequently asked questions

Is Contemporary Pet-Friendly Year-round Retreat. In the Woods, Walk to Town. pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Contemporary Pet-Friendly Year-round Retreat. In the Woods, Walk to Town.?

As of 18 Mar 2026, prices found for a 1-night stay for 2 adults at Contemporary Pet-Friendly Year-round Retreat. In the Woods, Walk to Town. on 9 May 2026 start from AU$281, 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 Contemporary Pet-Friendly Year-round Retreat. In the Woods, Walk to Town.?

On-site parking is available at the property.

What time is check-in at Contemporary Pet-Friendly Year-round Retreat. In the Woods, Walk to Town.?

Check-in begins at 4:00 PM.

What time is check-out at Contemporary Pet-Friendly Year-round Retreat. In the Woods, Walk to Town.?

Checkout is at 10:00 AM.

Where is Contemporary Pet-Friendly Year-round Retreat. In the Woods, Walk to Town. located?

Situated by the sea, this holiday home is within a 15-minute walk of Vineyard Haven Public Library, Tisbury Town Beach and Vineyard Haven Terminal. Martha's Vineyard Chamber of Commerce and Lake Tashmoo are also within 1 mile (2 km).

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. 86 out of 90 reviews
Rating 8 - Good. 4 out of 90 reviews
Rating 6 - Okay. 0 out of 90 reviews
Rating 4 - Poor. 0 out of 90 reviews
Rating 2 - Terrible. 0 out of 90 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Shawn C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent trip.
Stayed 7 nights in Nov 2025
Verified

10/10 Excellent

Elizabeth F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place! Super clean, comfortable, convenient to everything. We had a wonderful time!
Stayed 4 nights in Oct 2025
Verified

10/10 Excellent

Carole L.

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

Great place to stay

Always a great place to stay especially with pets. Close to downtown and easy to get to the ferry.
Stayed 3 nights in Nov 2023
Verified

10/10 Excellent

Amanda H.

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

Great Stay!

Such a great house! It’s a close walk to town and has everything you need to enjoy a great vacation. Enjoyed watching the turkeys walk around and the weather was perfect to BBQ outside and eat out in the enclosed porch.
Stayed 4 nights in May 2025
Verified

10/10 Excellent

Daniel W.

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

Fantastic

Wonderful stay, quiet, peaceful, easy drive to everything.
Stayed 7 nights in May 2025
Verified

10/10 Excellent

Esther L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property. Clean and well-equipped
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Verified traveller

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

A lovely home in a an idyllic location!

This is our second time staying at this home and it has again been a terrific experience! Conveniently located to shops and restaurants but off the beaten path so that you can enjoy the quiet. Nicely appointed and managed by a wonderful team!
Stayed 7 nights in May 2025
Verified

10/10 Excellent

Daniel W.

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

A wonderful stay

Wonderful place and location to spend with our family. It had everything we could have possibly wanted or needed and was quiet. Hosts were extremely helpful in informing us of booking the ferry. Overall a great stay and would recommend!
Stayed 7 nights in May 2024
Verified

10/10 Excellent

Matthew D.

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

Peaceful Vineyard experience

Have nothing but praise and encomiums for this wonderful Vineyard house!
Stayed 14 nights in Apr 2025
Verified

8/10 Good

Karen H.

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

Great visit to MV

The house & location were perfect for us. Quiet neighborhood. The house had everything we needed.
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

Sarah H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Property is as advertised, looks exactly like the pictures, very clean. Has AC which is important in the summer. Quiet/ safe neighborhood. The place is not as stylish as other places we stayed, could have some more outdoor furniture and different living room set up BUT for the price this is an amazing deal for Martha’s Vineyard. I would recommend this place, especially if you will spending most of your time outside doing things anyways.
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Heidi M.

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

A beautiful and conveniently located property.

Just a beautiful home, well stocked, easy to get a hold of caretaker, great location, super clean. Highly recommended home! Thank you Barry!
Stayed 7 nights in Dec 2023
Verified

10/10 Excellent

Brynna W.

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

Lovely Blue House

I just love staying here! This is my 3rd or 4th stay and the accommodations have been perfect every year! The host is also great:)! Very spacious, extremely clean and modern and also a nice quiet neighborhood.
Stayed 13 nights in May 2023
Verified

10/10 Excellent

Gladys J.

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

Excellent House and Landlord

Happy Barry allows cats.
Stayed 4 nights in Apr 2024
Verified

10/10 Excellent

Stan and Susan M.

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

Christmas stay

My husband, our daughter and I stayed for 16 days. Our son and his girlfriend were there for 6 days. Perfect light snow on Christmas Day! Property is very nice. Convenient to Vineyard Haven.
Stayed 16 nights in Dec 2022
Verified

10/10 Excellent

Deborah B.

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

Always a pleasure

We’ve been coming to Blue Hollow for 4 years and always find the property well maintained and Barry very responsive and kind with any questions we have.
Stayed 3 nights in Mar 2024
Verified

10/10 Excellent

gene001 O.

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

MV wedding

The VRBO ad showed a very nice place. The reality was actually even better. Extremely neat and clean. It did need a half bath upstairs and we were told this change was being made over the next year. If we return to MV in the future we will hope to return to this property.
Stayed 8 nights in May 2025
Verified

10/10 Excellent

Joseph M.

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

Perfect secluded, well-stocked spot

Cannot recommend this property more! Size was perfect for more than just the two of us - well stocked kitchen, perfectly secluded off the beaten path but close enough to town. Wrap around deck was VERY nice and high speed internet was greatly appreciated while we worked that week. 100% would stay again and am planning to book for our next trip asap! Truly a treasure!
Stayed 7 nights in Jun 2023
Verified

10/10 Excellent

Stephanie V.

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

Quiet neighborhood and fun "upside down" house

We stayed here in April for a quick little getaway and it was the perfect, nice and quiet neighborhood that we love so much at home (we're light sleepers). Tucked in the woods, with all the comforts of home, we found a perfect place to stay that was also a great jumping-off point to get to other locations on the island. Great for families, we found the walk into town manageable with a 3 and 7 year old (with some carrying of the toddler). Thanks so much for a great stay-we may make this an annual trip in the spring!
Stayed 3 nights in Apr 2023
Verified

10/10 Excellent

betsy b.

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

Clean, well appointed home in great neighborhood

Our group of 4 enjoyed this home very much- it sits in a beautifully wooded, quiet neighborhood within easy walking distance to Vineyard Haven. The home was squeaky clean, well stocked with kitchen basics and had a ton of puzzles, games and books too. The beds were comfortable, there were plenty of linens, pillows and towels. The furniture and decor were comfortable and made for a wonderful long weekend full of food, games and laughs. Well worth a revisit next time we’re in Vineyard Haven!
Stayed 3 nights in May 2023
Verified

10/10 Excellent

Colleen C.

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

Perfect for us!

Very clean, comfortable, convenient! Well furnished and equipped with everything we needed to be at home away from home! The outside shower is such a treat! Owner was very responsive! We enjoyed biking and Mytoi Japanese Garden on Chappy, The Aquinnah sunset, a show at MV Playhouse for the first time, delicious Caribbean meals from Chef Deon at the VFW in OB, many beaches and light houses and shopping. We hope to be back soon and for longer!
Stayed 7 nights in Sep 2024
Verified

10/10 Excellent

Joseph M.

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

Perfect Getaway

This is our 2nd time staying here and certainly will not be our last! It’s the perfect location especially during busy season on the vineyard because you’re able to get away and get a bit of paradise yet are close enough to everything you need. Super clean and comfortable house with a well stocked kitchen in terms of appliances. Close to our favorite fish market - it brings everything you need. This year we even forgot our chairs and found a set of 4 that were better than what we would have brought. Thanks again for the perfect getaway!
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

Verified traveller

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

As expected

No surprises. Great location. Ready to get around to wherever we wanted to go. Helpful caretaker with questions. Helpful owners with questions
Stayed 28 nights in Jul 2023
Archival

10/10 Excellent

Kurt d.

Love Blue Hollow!

We've stayed at this awesome home 3 times so far and are looking forward to our 4th stay. We always look forward to the updates that Barry and Roberta have completed. The sky lights are a really nice touch. This home is close to VH either by bike or walking. While we spend most of our time in Oak Bluffs, we have 2 kids, it's a very short bike ride to this town also. I would recommend this home to anyone and we hope to get back there this year as well.
Verified

10/10 Excellent

Kuan Yin K.

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

Feels Private Yet It Is Close to VH!!

We loved this house!! It was well equipped, clean and comfortable. Having 2 full bathrooms was wonderful and washer and dryer upstairs, fabulous! Being so close the Vinyard Haven and yet feeling secluded felt special. Having two levels of porches, with a screened-in room was just great. We could all be outside and comfortable yet find some privacy for the parents and ‘kids’ to hang. I would highly recommend this house!! If we could make it even better, we would add a powder room on the top, main floor, maybe where the big closet is. Thank you! Thank you! Thank you!!
Stayed 7 nights in Aug 2024

About the host

Hosted by Barry & Roberta Finkelstein

Host profile image
We have been coming to the Vineyard for decades and have loved it in every season. We have family on the Island, and as their families and ours expanded we decided we needed our own home.

Why they chose this property

We love the quiet, dead-end street with lots of trees. close enough to walk into town but far enough to be a true retreat with a feeling of privacy. There is lots of natural light, and the open floor plan upstairs makes it family friendly and great for entertaining. We love the wrap-around deck on the upper level and the large back yard.

What makes this property unique

Because we and our family spend so much time here ourselves we keep the home in great condition. It is well maintained, frequently updated, and furnished for comfort.

We love animals and wanted to make this property pet friendly for our renters as well.

Languages:

English

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