3 Bedroom House with Guest Cottage on 3 Acres off Middle Road

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Entire home

Overview
Amenities
Policies
Location
Host

Exceptional

4 bedrooms4 bathroomsSleeps 10

Popular amenities

Hot tub
Dryer
Pet-friendly
Parking available
Washer
Fireplace

Explore the area

Chilmark, MA

The Yard
‪15 min walk‬
Menemsha Beach
‪11 min drive‬
Lucy Vincent Beach
‪13 min drive‬
Vineyard Haven, MA (MVY-Martha's Vineyard)
‪15 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Downstairs Twin

3 Single Beds

Guest House

1 Queen Bed

Master Bedroom

1 King Bed

Upstairs Bedroom

1 King Bed

4 bathrooms

Bathroom 2

Toilet · Shower only · Outdoor shower

Downstairs Bath

Toilet · Shower only · Outdoor shower

Master Bath

Bathtub · Toilet · Shower only · Outdoor shower

Upstairs Bath

Toilet · Shower only · Outdoor shower

Spaces

Deck or patio

Porch or lanai

Outdoor shower

Kitchen

Kitchenette

Office

Outdoor play area

Garden

About this property

Well located off beloved Middle Road, property embodies all of the natural beauty of Chilmark: old stone walls, perennial plantings & mature trees. Property abuts 100 acres of Sheriff's Meadow Conservation land. Main house has three bedrooms each w ensuite baths. A separate private guest cottage w a bedroom, full bath, covered porch, kitchenette & back deck with outdoor shower. Main and guest house have air conditioning. Guest house & little summer bunkhouse meant for summer use. Main house is winterized and available for year round use. Each bedroom and the dining room has it own split air conditioning unit. Upstairs 2 bedrooms each with king beds, downstairs bedroom has 2 twin beds. The guest house also has a split AC unit, but is not winterized. The guest house will not be available for use from October through April. The sweet little bunkhouse does not have air conditioning nor it is winterized.

Property manager

Sam Sullivan

Premier Host

Languages

English

Add dates for prices

Amenities

Hot tub

Kitchen

Washer

Dryer

Pet-friendly

Air conditioning

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Kitchen
Washer
Dryer
Pet-friendly

House Rules

Check in after 4:00 PM

Minimum age to rent: 26

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets allowed: limit 1 total

Smoking

Smoking is not permitted

Guest is required to answer a series of questions via inbox within 24 hours of booking being accepted

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

Property Registration Number C0295430620

About the area

Chilmark

Located in Chilmark, this holiday home is near the beach. Cape Cod Beaches and Middle Road Sanctuary reflect the area's natural beauty and area attractions include Fulling Mill Brook Preserve and Chilmark Chocolates. The Grey Barn and Farm and Polly Hill Arboretum are also worth visiting.

Chilmark, MA

What's nearby

The Yard - 15 min walk - 1.3 km
Menemsha Beach - 11 min drive - 6.5 km
Lucy Vincent Beach - 13 min drive - 6.6 km
Aquinnah Cliffs - 17 min drive - 13.7 km
Woods Hole Ferry Terminal - 97 min drive - 30.6 km

Getting around

Vineyard Haven, MA (MVY-Martha's Vineyard) - 15 min drive

Restaurants

‪Kitchen Porch - ‬16 min drive
‪Larsen's Fish Market - ‬11 min drive
‪The Fish House - ‬14 min drive
‪State Road - ‬11 min drive
‪Plane View - ‬15 min drive

Frequently asked questions

Is 3 Bedroom House with Guest Cottage on 3 Acres off Middle Road pet-friendly?

Yes, this property allows pets (limit 1 total).

What time is check-in at 3 Bedroom House with Guest Cottage on 3 Acres off Middle Road?

Check-in begins at 4:00 PM.

What time is check-out at 3 Bedroom House with Guest Cottage on 3 Acres off Middle Road?

Checkout is at 10:00 AM.

Where is 3 Bedroom House with Guest Cottage on 3 Acres off Middle Road located?

Situated near the beach, this holiday home is within a 10-minute walk of Middle Road Sanctuary and Fulling Mill Brook Preserve. The Yard and Waskosim's Rock Reservation are also within 2 miles (3 km).

9.8

Exceptional

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

Learn more

10/10

Cleanliness

9.6/10

Check-in

9.8/10

Communication

9.6/10

Location

10/10

Listing accuracy

10/10 Excellent

Cynthia C.

24 Dec 2024

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

Beautiful Home!

We rented this house to be close to our daughter’s in-laws. It was perfect; private, clean and spacious. The extra cottage was exactly what we needed for our family. We had a terrific week and would recommend this house to anyone looking to rent in Chilmark. Fantastic stay! Thank you

Stayed 7 nights in Jul 2024

10/10 Excellent

Peter H.

20 Aug 2024

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

Stayed 7 nights in Jul 2024

10/10 Excellent

Rachel B.

4 Aug 2024

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

Sunny, comfortable home

Our group of six loved staying here. Fantastic location and grounds, as well as luxurious bedrooms (two with en suite bathrooms). The kitchen was well stocked for cooking and was heavily used. We enjoyed the guest house as well because we needed four beds for our group and it was great (hint: use the dehumidifier). Sam was responsive and a great communicator. Highly recommend!

Stayed 7 nights in Jul 2024

10/10 Excellent

John N.

12 Sept 2022

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

Wonderful Stay

The location was perfect. The home was lovely and kitchen was very well appointed which was great for our family as we love to cook. The Guest House was a great extra space and was perfect for our son and SO. We would definitely stay here again. John

Stayed 14 nights in Aug 2022

10/10 Excellent

Moire C.

20 Aug 2022

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

Beautiful place!

The property is amazingly beautiful and fully stocked with all that you need for cooking, a day at the beach, or playing games and watching TV on a rainy day. Sam was a very attentive host and exceptional to work with. We highly recommend this property and host.

Stayed 7 nights in Aug 2022

10/10 Excellent

lori c.

30 July 2022

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

Wonderful house, property and location

This is our 20 something year with the kids and now with partners and an infant, we still love Chilmark, but this is the best house for us in numerous ways. Really comfortable, clean and updated house with guest cottage that accommodated our 7 adult family and an infant. Lots of space, great family gathering seating and the kitchen and outdoor space were perfect for meal preparation and eating together at home. Close to Lucy Vincent, and Middle Road is nice and quiet on early mornings for walking. Terrific stay with a very friendly and quick to reply owner!

Stayed 14 nights in Jul 2022

10/10 Excellent

Fran G., Wilmington, DE

16 July 2022

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

A great time was had by all!

This is a beautiful, spacious, light-filled, open-plan house. The kitchen is well-equipped and well-stocked with staple items. The beds are comfortable and the bathrooms and outdoor shower are great. There are more than enough beach towels and chairs. The separate cabin, with queen bed, kitchenette and sitting room is a plus. We have been coming to the Vineyard for many years and usually stay in the Edgartown-Katama area. This year we opted to stay in the less crowded up island area. It was a welcome change. The property is private, yet close to many preserved lands with hiking trails and also to a variety of beaches. The Farmer's Market and Artisan's Fair are also close by. Don't miss seeing the Island Folk Pottery Sculpture Trail! The back entrance is just up the road from the house. Sam was a great host - very responsive and accommodating to all our questions.

Stayed 14 nights in Jun 2022

10/10 Excellent

Marilys R.

4 Oct 2021

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

Beautiful Property in a Peaceful and Serene Location

This house is really beautiful and well furnished and has such fantastic sunlight and a great energy about it. It's located in a private and serene setting and we really enjoyed our stay there. The kitchen is also extremely well appointed with everything you could possibly need to cook and host a dinner for friends and family. The beds were comfortable, the bathrooms were new and, all in all, we really enjoyed our stay and would stay there again! Thanks, Sam!

Stayed 4 nights in Sep 2021

10/10 Excellent

Jacquelyn S.

23 Sept 2021

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

Chilmark Escape

Nice quiet area away from the busy parts of the island. Plenty of room.

Stayed 3 nights in Sep 2021

8/10 Good

Heidi H.

20 Sept 2021

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

Fun with friends

Lovely spot but a little distance from the action. All amenities at the house were great and very well supplied with everything we needed.

Stayed 4 nights in Sep 2021

About the host

Hosted by Sam Sullivan

Languages:

English

Premier Host

They consistently provide great experiences for their guests

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3 Bedroom House with Guest Cottage on 3 Acres off Middle Road

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Reviews

Popular amenities

Explore the area

Rooms & beds

4 bedrooms (sleeps 10)

Downstairs Twin

Guest House

Master Bedroom

Upstairs Bedroom

4 bathrooms

Bathroom 2

Downstairs Bath

Master Bath

Upstairs Bath

Spaces

About this property