Beautiful Historic Hilltop Haven -Walk to Town & Water

Top rated by guests
Street view of Hilltop Haven, facing the breezy and sunny front 3 season porch
Private kitchen
Large sunny kitchen for group meal prep, grilling, gathering!
Interior
New spacious mahogany deck with grill. Our guests favorite place to be
review stars
9.4Outstanding
(34 Ratings)
Hilltop Haven is a perfect retreat with a bright, clean, and well-appointed home, plenty of room, and a lovely Vineyard vibe. Great location and a wonderful property manager make it highly recommended.
From real guest reviews summarized by AI
Don't miss out! Price and availability may change
9.4 / 10
Outstanding(34 Ratings)

House in Vineyard Haven, MA

12 guests · 4 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area

About this house rental

JULY AND AUGUST: turnover day is Monday
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Gorgeous and spacious (2800 sq. ft.) 4 bedroom historic house on a hill near town. Great, elegant and open spaces for entertaining, enjoying. Lovely living and dining areas with 10 foot ceilings and fabulous breezes through large windows. Delightful 3 season porch, large deck, and a small fenced in side yard with a low fence for small pups. Large and beautifully appointed master bedroom upstairs. Beautiful furniture throughout.

Enter this gorgeous and spacious (2800 sq. ft.) 4 bedroom, 3 bathroom, historic house and feel your worries dissolve. Located on a lovely hilltop just outside the town of Vineyard Haven, the home features elegant and open spaces for entertaining, relaxing and enjoyment.

Lovely living room and sunny book nook feature 10 foot ceilings and fabulous breezes through large windows. The dining room will fit a large group and really feels like home. Sink into our amazingly comfortable furniture with a book, or enjoy a movie or a game with your family and friends. The flat screen TV in the living room has streaming options and has YouTube TV for the channels. There is air conditioning in all rooms for the hot summer days, and heat once it gets cooler.

There's a delightful very sunny 3 season room - extra space for games, work, and just relaxing. The kitchen is large and FULLY stocked with all of the accoutrements you'll need to cook amazing meals. The mudroom/laundry room has full size washer/dryer, utility closet, and more.

The bedroom layout is as follows:

FIRST FLOOR:
- Double bedroom off the book nook, with full ensuite shower room. ** NOTE: This 'shower room' is a novelty! It's like a wet room on a boat, with the shower and toilet sharing a space. Some people (who love boats) love it! Some people think it's odd and choose to bathe in the family bath. It is beautifully designed by an architect, and was the ONLY way we could fit a shower in there for our guests.

SECOND FLOOR:
- Large King bedroom with 2 closets and sitting area
- Queen bedroom with wardrobe and en-suite bathroom
- 'Kids' room - bunk bed with full bed below and twin up top.
- Full family bathroom on 2nd floor serving King and Kids room.

Additional Sleeping Options:
- Full sofa bed in the living room
- Queen sofa bed in the 3 season room

Amenities include: Streaming Channels only in King BR; Streaming and YouTube TV channels in LR; fully loaded kitchen; W/D; hair dryers; A/C; iron and ironing board; high-speed internet; several heating options including pellet stove and central. Linens and towels not included.

** If you have more than 8 guests please note: The house is certainly large enough to host your group comfortably, as we've had many large families stay- quite a few returning year-after-year. We simply want to make sure you fully understand the sleeping layout, so that you can decide, prior to booking, whether or not this house is a perfect fit for your size group.

The exterior features a large deck with plenty of seating, a Weber propane grill, a nice side yard with grass, an outdoor shower, fenced in area for pups, and a brand new fire pit with Adirondack chairs surrounding it.

Quiet hours are 9pm to 9am.

The home is situated high on a hilltop and is close proximity to everything- town, shops & restaurants, playground, sports fields, beaches. The wonderful Martha's Vineyard Museum is literally a 2 minute walk! A 7 minute walk down the hill to the Lagoon and boat rentals where you can rent kayaks, and another 10 min farther to learn to windsurf! Only 1 mile to Owen Little Park Beach, and 1 1/2 miles to Eastville Beach. A true pleasure.

For children, walk to the park and play ball, swing or fly a kite. For the adults, walk to the lagoon and kayak, or walk downtown to great shops and restaurants and stroll the historic homes.

There is an additional vacation rental on the property. It is a small tastefully renovated 1 bedroom cottage with well equipped kitchen, concrete counter tops, washer and dryer and its own yard with outdoor shower, grill, and fire pit. 1 single bed/couch in small office, 1 double bedroom, and 1 queen sleep sofa.

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PUPS
All my properties are selectively pet friendly. :) Please let us know if you would like to bring your pet, so we can make sure you agree with our pet policy before booking!

Amenities at Beautiful Historic Hilltop Haven -Walk to Town & Water

Non-smoking
Pets allowed
Family friendly

Map of Vineyard Haven, MA


Ratings and reviews

9.4 / 10
Outstanding(34 Ratings)
review starsSummary of reviews
Hilltop Haven is a perfect retreat with a bright, clean, and well-appointed home, plenty of room, and a lovely Vineyard vibe. Great location and a wonderful property manager make it highly recommended.
From real guest reviews summarized by AI
10 / 10Outstanding·Oct 2025
Fantastic location! Extremely well equipped kitchen. Comfortable beds. Everything was as described and as promised. Excellent hosts - who quick to respond and very gracious.
10 / 10Outstanding·Sep 2025
Very peaceful home walking distance from the everything in Vineyard Haven. This is a great spot for multiple friends - there are plenty of bedroom options with separate bathrooms and tons of storage. We loved cooking in the kitchen, eating on the back porch, and listening to the crickets outside at night. A comfortable and cute stay with zero complaints :)
10 / 10Outstanding·Jun 2025
My stay was very excellent. I was celebrating a milestone birthday, and the atmosphere made it perfect for me and my family.
10 / 10Outstanding·Jun 2025
This house was beautiful and spacious. Very clean. Central location and walking distance to Vineyard Haven. The owner was very responsive to any questions we had and provided helpful information. Would highly recommend this property to families vacationing on Martha's vineyard!

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Beautiful Historic Hilltop Haven -Walk to Town & Water. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Beautiful Historic Hilltop Haven -Walk to Town & Water pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Beautiful Historic Hilltop Haven -Walk to Town & Water?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.