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Glorious Sunsets and Fun on Private Waterfront in Beautiful, Comfortable Home.

Photo gallery for Glorious Sunsets and Fun on Private Waterfront in Beautiful, Comfortable Home.

Beach
Ahhh relax...
Back of house facing the lagoon
Stairs down to yard from entry level deck.
View from private beach

Reviews

10 out of 10
Exceptional
5 bedrooms3+ bathroomsSleeps 12297.3 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Outdoor space

Explore the area

View map
Oak Bluffs, MA
  • Place, Oak Bluffs Harbor
    ‪2 min drive‬
  • Place, Circuit Avenue
    ‪3 min drive‬
  • Place, Inkwell Beach
    ‪4 min drive‬
  • Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪16 min drive‬

Rooms & beds

5 bedrooms (sleeps 12)

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Single Bed, 1 Double Bed and 1 Single Bunk Bed

Lower level Suite

1 Double Futon and 1 King Bed

Master bedrrom

1 King Bed

Office 1

3 Cribs

3 bathrooms, 1 half bathroom

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet

Bathroom 4

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Balcony
Separate dining area
Outdoor play area
Garden

About this property

Glorious Sunsets and Fun on Private Waterfront in Beautiful, Comfortable Home.

Free SSA auto reservation with 6/20-27, 7/4-11 or 8/22-29 booking.
Ask about Discounts if 8 or fewer guests. 3200 sq. ft., waterfront, highly energy efficient, 4 bedroom plus flex room (sleeps 8-9 adults plus 3-4 children) 3.5 bath, central air-conditioned home, flooded with fabulous sunsets on and over the water! Private Lagoon (saltwater) beachfront. EV charger. 1200 Mbps Wi-Fi. Located in a quiet neighborhood, a 15-20 minute walk to and through the Gingerbread Cottages of the Camp Meeting Association and on into Oak Bluffs Center; an easy walk or bike ride into town.

Swim, kayak, paddleboard, windsurf, sail or fish right from the beach on the Lagoon or out onto Vineyard Sound (under the drawbridge).....with the sun rising or setting all around you. The water views include glorious sunsets, the ferries and sailboats coming and going in the Lagoon, the harbor and Vineyard Sound. Bring or rent a boat- tie up at our mooring and enjoy beautiful, relaxing days on the water. (Advance notice required for mooring use). BBQ on the sunset-facing upper deck or cook in the fully equipped kitchen. Includes 46 kayaks and 4 paddle boards for your use.

This 5 bedroom, 3 1/2 bath home has an upside-down living orientation featuring a sunset flooded cathedral ceiling living/dining room and fully equipped kitchen, a lav designed in glass and a Master Bed/Bath located on the upper level. The over-sized glass windows on the Lagoon/water-view side nurture beautiful, natural light all day and the awesome colors of sunset as the day gradually draws to a close.

The entry level has 3 bedrooms (2 w/ Queen and a 3 child bunk-room), double-sink full bathroom, laundry, media room and a kitchenette; which is provided for easy entertaining in the back yard or on the private beach. As well as an H/C outdoor shower on the porch.

On the lower level, a 2nd, 700 sq ft, master with en-suite bath and a king bed and sectional (w/ pull-out Full) walks out to the backyard/Lagoon beach.

**Need To Know - Neighborhood quiet hours are strictly observed from 9 p.m. to 8:00 a.m. Large parties and other events are not permitted at the property.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 30
Check out before 9:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
Event and # of guest must be pre-approved by owner
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Firm
Respect town ordinance of quiet enjoyment by 10 pm. No additional guests without owners’s approval

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
Note from host: Event and # of guest must be pre-approved by owner
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 C0036562210

About the area

Oak Bluffs

Located in Oak Bluffs, this holiday home is on the beach. The area's natural beauty can be seen at Inkwell Beach and Cape Cod Beaches. Travelling with kids? Consider Flying Horses Carousel and Island Cove Adventures. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and cycling nearby.
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Map
Oak Bluffs, MA

What's nearby

  • Martha's Vineyard Hospital - 18 min walk - 1.5 km
  • Oak Bluffs Harbor - 2 min drive - 1.8 km
  • Circuit Avenue - 3 min drive - 2.5 km
  • Oak Bluffs Town Beach - 4 min drive - 3.2 km
  • Inkwell Beach - 4 min drive - 3.6 km

Getting around

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

Restaurants

  • ‪The Barn Bowl & Bistro - ‬4 min drive
  • ‪Black Dog - ‬4 min drive
  • ‪Cumberland Farms - ‬5 min drive
  • ‪Mo's Lunch - ‬8 min walk
  • ‪Porto Pizza - ‬5 min drive

Frequently asked questions

Is Glorious Sunsets and Fun on Private Waterfront in Beautiful, Comfortable Home. pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Glorious Sunsets and Fun on Private Waterfront in Beautiful, Comfortable Home.?

As of 11 Apr 2026, prices found for a 1-night stay for 2 adults at Glorious Sunsets and Fun on Private Waterfront in Beautiful, Comfortable Home. on 4 July 2026 start from AU$2,831, 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 Glorious Sunsets and Fun on Private Waterfront in Beautiful, Comfortable Home.?

On-site parking is available at the property.

What time is check-in at Glorious Sunsets and Fun on Private Waterfront in Beautiful, Comfortable Home.?

Check-in begins at 4:00 PM.

What time is check-out at Glorious Sunsets and Fun on Private Waterfront in Beautiful, Comfortable Home.?

Checkout is at 9:00 AM.

Where is Glorious Sunsets and Fun on Private Waterfront in Beautiful, Comfortable Home. located?

Nestled on the beach, this Oak Bluffs holiday home is within 1 mi (2 km) of Oak Bluffs Public Library, Martha's Vineyard Hospital and Martha's Vineyard Hospital Development. Inkwell Beach and Eastville Beach are also within 2 miles (3 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. 42 out of 42 reviews
Rating 8 - Good. 0 out of 42 reviews
Rating 6 - Okay. 0 out of 42 reviews
Rating 4 - Poor. 0 out of 42 reviews
Rating 2 - Terrible. 0 out of 42 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

David S.

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

Awesome vacation!

Beautiful home and property in a great, convenient location. The home had everything we needed, and Richard was a pleasure to communicate with with.
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Vivian F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful house with gorgeous views. Richard and Pia were great hosts and were very responsive!
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Megan M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house and property was perfect for our family. Richard and Pria were wonderful and very attentive. 10/10 recommend!
Stayed 7 nights in Sep 2025
Verified

10/10 Excellent

Molly R.

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

Amazing View

Can’t wait to return. The house was perfect for a family trip!
Stayed 7 nights in Jun 2023
Verified

10/10 Excellent

Lisa G.

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

Great family home in MV!

We had a wonderful week in our rental home. There was ample space, the location was amazing, and our hosts were helpful and welcoming!
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

nathan g.

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

What an Amazing Getaway

The house was immaculate, location excellent, and trip just perfect. I would highly recommend to all!
Stayed 4 nights in Jun 2022
Verified

10/10 Excellent

Paul A.

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

Great Place!

Wonderful hosts. Very accommodating. Great communication. Lovely Location. Would love to come back!!!
Stayed 3 nights in Sep 2024
Verified

10/10 Excellent

Leah F.

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

Excellent property!

We had such a wonderful time. Plenty of space for 3 generations of family and beautiful waterfront view. Would love to come back!
Stayed 7 nights in Aug 2023
Verified

10/10 Excellent

Carol S.

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

Oak Bluffs Family Vacation

The house was wonderful! It was a comfortable fit for our three generation family of thirteen. It’s a perfect location - right on the lagoon - for young children and near to several ocean beaches for others. Richard and Pia were wonderful hosts.
Stayed 7 nights in Jun 2024
Verified

10/10 Excellent

Michelle B.

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

Wonderful vacation and hosts

We had an amazing stay at this property. The house was spotless with all the amenities needed to make our stay memorable. The yard was perfect for the kids to run around and play in and beautiful sunsets in the evening. We were unfortunate to have the end of our stay coincide with a bad storm, and Richard went above and beyond to arrange alternate accommodations for us, a wonderful and welcoming host all around. Do not hesitate to book for a great vacation!
Stayed 7 nights in Sep 2023
Verified

10/10 Excellent

Scott T.

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

Wonderful!!!

Richard and Pia were wonderful hosts and the property did not disappoint. The view from the back deck is amazing each morning, each night and all through the day! Many family memories were made on the property which offers a lot to do for all ages. We will be back!
Stayed 7 nights in Jul 2022
Verified

10/10 Excellent

Lisa S.

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

Wonderful Family Vacation

The house was clean and well equipped with everything we needed. The views from both decks were great . Richard was very responsive to our needs and questions . It’s close to town and beaches. The water in front is better for boating than swimming. I highly recommend this property.
Stayed 7 nights in Aug 2023
Verified

10/10 Excellent

Joan D.

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

OB Vacay

Had a wonderful time at Richard and Pias beautiful home. Suited all of us perfectly. The view from the deck is gorgeous and the lawn and access to the water worked out great for our grands and others who wanted to kayak. The Leonard’s were wonderful host. Hated to see it end.
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Bruce W.

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

Amazing place and hosts

This place is stunning, a recently renovated place, that sits right next to the water. Richard and Pia are the best hosts, and they’re right next door for any help you may need. The place is extremely well furnished and a beautiful kitchen to cook or brand new grill to use. Or just relax and watch the sunset on the deck overlooking the water. It fit 7 of us comfortably with plenty of room for more. Must stay!
Stayed 7 nights in Jun 2022
Verified

10/10 Excellent

David H.

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

Great Owner, Condition, and Amenities!

We had our whole family, including 3 grandchildren, = 10 total ranging from 1 year to 69 years. Each family had their own level which was especially nice for us grandparents. The house had all the toys, including kayaks and paddle-boards, even baby gates installed upon arrival. Great AC, view, beds and bathrooms. The Turners were really great and accomodating.
Stayed 14 nights in Jul 2021
Verified

10/10 Excellent

Jeremy M.

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

Amazing home in Martha's vineyard

Home was amazing. Right on the lagoon with incredible views of the sunset from either of the two decks out back. Home had no issues and was extremely comfortable for family of 4 and my wife's parents. House has a private beach area where there are kayaks/paddleboards you can go out into the lagoon on. It's a little over 20 minute walk into center of oak bluffs or about 3 minutes drive/5 minute bike. We mostly biked into town. Would definitely stay there again. A++!
Stayed 4 nights in May 2024
Verified

10/10 Excellent

Kristen F.

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

Vineyard perfection!

We stayed at Richard and Pia’s property with 8 adults and two young children for a picture perfect week on the Vineyard. The house is incredible and had everything we needed and so much more. We were constantly surprised to find so many small conveniences like beach toys, a juicer, cleaning supplies and plenty of cookware/serving-ware that you don’t see at most rental properties. The view was spectacular, the beds are comfortable, the ac is cold and the hosts are so helpful and kind. We were totally spoiled by this experience! It will be hard to rent any other Vineyard homes after this one.
Stayed 7 nights in Sep 2023
Verified

10/10 Excellent

Liz C.

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

Lap of Luxury

This property is a fabulous gem in Oak Bluffs. Located directly on the Lagoon it’s a fully equipped, wonderfully decorated and perfectly-located vacation spot. The home has three floors of luxury, each with privacy, and providing space to spread out. Our group had a fabulous time and even with all the beauty of the island at our fingertips, this home made it hard to peel ourselves away. We highly recommend this VRBO - there’s too much to expound on - the homeowners provide excellent service and a thorough and kind welcoming - the sunsets, water access, central location, private and exclusive experience are all world-class - your vacation will be a joy, and a memory maker for sure. We can’t wait to return.
Stayed 7 nights in Sep 2021
Verified

10/10 Excellent

Christine C.

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

Wonderful Family Home with Something for Everyone

We rented this home to spend the week with our two daughters and their families. The house had everything we needed and more! The layout was perfect for our group. My husband and I loved the private downstairs master suite with large sitting area, beautiful seemingly new bathroom and access outside to the backyard. Being on the lagoon was fantastic for paddle boarding, snorkeling and fishing. We didn’t catch much but we did see horseshoe crabs, live scallops, hermit crabs and other creatures which the kids loved. The view from the deck is awesome. Loved watching the ferry boats come in at night across the lagoon. Owners were very responsive to any questions we had. Would highly recommend!
Stayed 7 nights in Jul 2022
Verified

10/10 Excellent

Kate V.

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

50th Birthday

We had a wonderful stay for my husband's 50! The property is stunning and the layout/amenities of the house are perfect for a vacation home. Would absolutely recommend it to others!
Stayed 3 nights in Oct 2021
Verified

10/10 Excellent

Becky B.

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

Picture perfect October weekend with family

This property looks even better in person than in the pictures, we enjoyed some of the most breathtaking sunsets we've ever seen and the hosts could not have been more accommodating. They went above and beyond to help make our stay a memorable one. We had an amazing vacation with close family and hope to return on our next visit to Martha's Vineyard. If this property is on your list of spots to consider and is available for your planned visit - put your mind at ease and book immediately!
Stayed 3 nights in Oct 2021
Verified

10/10 Excellent

Sandy K.

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

Well appointed home with a great view

Richard and Pia were very attentive hosts. The home was well appointed and verry clean. Our guests were very comfortable and I am so glad we could share Martha’s Vineyard and your beautiful home with them!
Stayed 3 nights in Sep 2021
Verified

10/10 Excellent

robert r.

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

Idyllic retreat

Excellent attention and caretaking from owners. Home is exactly as advertised; comfortable, well appointed, and a beautiful location/view.
Stayed 14 nights in Jul 2021
Verified

10/10 Excellent

eric n.

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

Great vacation home With incredible sunsets. Enjoyed the paddle boards and kayaks provided

This is a beautiful home lead out with lots of privacy for a large family. The sunsets off the deck are incredible. The host is extremely generous with your paddleboard’s kayaks and enjoy the badminton net as well. Couldn’t ask for more
Stayed 7 nights in Jul 2021
Verified

10/10 Excellent

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

A little slice of heaven

Our stay at this VRBO was the most fun and most enjoyable week we’ve had in years. Richard and Pia are the perfect hosts- there when needed but very careful to give space. They are lovely. The property is gorgeous. We loved the huge house and views, the outdoor shower, walking steps to the beach, and the beautiful sunsets. The lawn is huge and great for kids. Richard and Pia have thought of everything- beach chairs, kayaks, paddle boards, beach chairs, etc. What a beautiful spot. It was exactly what we needed plus so much more after such a challenging pandemic year!
Stayed 7 nights in Jun 2021

About the host

Hosted by Richard Leonard, Manager 774-722-7668

Host profile image
Year-round, island native (3rd generation).
Have hosted guests in our homes for 15+ years.

Languages:

English
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