Entire home

Contemporary Pet-friendly Retreat. Just one 2025 summer week left: Aug 30-Sep 6

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.

Overview
Amenities
Policies
Location
Host

Exceptional

3 bedrooms2 bathroomsSleeps 61352 sq ft

Popular amenities

Dryer
Washer
Barbecue grill

Explore the area

Vineyard Haven, MA

Martha's Vineyard Chamber of Commerce
‪13 min walk‬
Martha's Vineyard Film Center
‪16 min walk‬
Martha's Vineyard Museum
‪3 min drive‬
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

Deck or patio

Porch or lanai

Outdoor shower

Kitchen

Balcony

Separate dining area

Garden

About this property

Contemporary Pet-friendly Retreat. Just one 2025 summer week left: Aug 30-Sep 6

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.

The week of Aug 30-Sep 6, 2025 is available at discounted rates, and ferry spots are available for the Saturdays too. We also have a partial week open from June 14-18, 2025 -- come spend four wonderful nights and days on the Vineyard!

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, and 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.

Property manager

Barry & Roberta Finkelstein

Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen

Washer

Dryer

Pet-friendly

Free WiFi

Air conditioning

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Kitchen
Washer
Dryer
Pet-friendly

House Rules

Check in after 4:00 PM

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets allowed

Notify us in advance & flea/tick treatment

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

Property Registration Number C0091432960

About the area

Vineyard Haven

Located in Vineyard Haven, this holiday home is by the sea. While the natural beauty of Inkwell Beach and Cape Cod Beaches can be enjoyed by anyone, those looking for an activity can explore Woods Hole Ferry Terminal. Island Cove Adventures and Flying Horses Carousel are also worth visiting. Discover the area's water adventures with waterskiing and windsurfing nearby, or enjoy the great outdoors with hiking/biking trails and cycling.

Vineyard Haven, MA

What's nearby

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 - 1.4 km
Inkwell Beach - 8 min drive - 6.4 km

Getting around

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

Restaurants

‪Portuguese American Club - ‬5 min drive
‪The Black Dog Tavern - ‬15 min walk
‪VFW Hall - ‬5 min drive
‪Nancy's Restaurant - ‬6 min drive
‪The Barn Bowl & Bistro - ‬7 min drive

Frequently asked questions

Is Contemporary Pet-friendly Retreat. Just one 2025 summer week left: Aug 30-Sep 6 pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Contemporary Pet-friendly Retreat. Just one 2025 summer week left: Aug 30-Sep 6?

Check-in begins at 4:00 PM.

What time is check-out at Contemporary Pet-friendly Retreat. Just one 2025 summer week left: Aug 30-Sep 6?

Checkout is at 10:00 AM.

Where is Contemporary Pet-friendly Retreat. Just one 2025 summer week left: Aug 30-Sep 6 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).

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

10/10 Excellent

Daniel W.

24 May, 2025

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

Fantastic

Wonderful stay, quiet, peaceful, easy drive to everything.

Stayed 7 nights in May 2025

10/10 Excellent

Amanda H.

5 May, 2025

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

10/10 Excellent

Carole L.

17 Nov, 2023

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

10/10 Excellent

Daniel W.

1 Jul, 2024

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

8/10 Good

Karen H.

7 Sept, 2024

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

10/10 Excellent

Heidi M., Millis

15 Jan, 2024

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

10/10 Excellent

Gladys J.

27 Apr, 2024

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

Excellent House and Landlord

Happy Barry allows cats.

Stayed 4 nights in Apr 2024

10/10 Excellent

Deborah B.

6 Apr, 2024

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

10/10 Excellent

Stan and Susan M.

16 Jan, 2023

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

10/10 Excellent

Colleen C.

14 Sept, 2024

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

10/10 Excellent

Joseph M.

26 Jun, 2023

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

10/10 Excellent

Stephanie V.

2 May, 2023

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

10/10 Excellent

Kuan Yin K.

4 Sept, 2024

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

10/10 Excellent

Verified traveller

30 Jul, 2023

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

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Kurt d., Belleair Beach, FL

5 Dec, 2010

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.

10/10 Excellent

gene001 O.

14 May, 2025

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

10/10 Excellent

Matthew D.

26 Apr, 2025

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

10/10 Excellent

Joseph M.

1 Sept, 2024

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

10/10 Excellent

Brynna W.

9 Jun, 2023

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

10/10 Excellent

betsy b., Niantic, CT

8 May, 2023

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

10/10 Excellent

Irit R.

14 Nov, 2022

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

Fantastic house in West Tisbury!

This was a great find! Big spacious house, fully stocked kitchen, everything was clean and comfortable. Minutes from Main Street and the ferry. Barry was a wonderful host. We will definitely come back!

Stayed 3 nights in Nov 2022

10/10 Excellent

Paul F.

4 Sept, 2022

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

Great rental for beach road weekend!

This was a great find within walking distance to downtown. The host was great, accommodating a couple of requests and a great communicator. The beach with a pass for is beautiful and his parking spot is required and convenient, a short road walk to the beach. It is an older home and has a great cottage feel.

Stayed 7 nights in Aug 2022

10/10 Excellent

SUSAN A.

6 Aug, 2022

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

great location

We had a great stay! Property exactly as described.It is a short walk from Vineyard Haven and a short ride to Lake Tashmoo! Five adults fit comfortably.

Stayed 7 nights in Jul 2022

10/10 Excellent

Kate D., Weymouth MA

30 Jul, 2022

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

We love this house!

The house is clean and bright. It’s a great rental for our growing family. Both times we stayed we had a great week! Great location and very friendly owners make it even better. Would love to come back again.

Stayed 7 nights in Jul 2022

10/10 Excellent

Deborah S.

9 Jul, 2022

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

Pleasant stay

We stayed here in early May. It’s an upside-down house with bedrooms on the ground floor. I quite liked that. Unfortunately, we had to leave the island early, due to weather and ferry cancellations, but the home was lovely and comfortable and the host was very pleasant in his communications. Get the insurance if you’re going in off-season! It paid for the night we lost.

Stayed 3 nights in May 2022

About the host

Hosted by Barry & Roberta Finkelstein

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.