See all properties
Entire home

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

Photo gallery for 3 Bedroom House with Guest Cottage on 3 Acres off Middle Road

Living area
Terrace/patio
Property grounds
Private kitchen
Private kitchen

Reviews

9.8 out of 10

Exceptional

4 bedrooms4 bathroomsSleeps 10

Popular amenities

  • Hot tub
    Hot tub
  • Parking available
    Parking available
  • Washer
    Washer
  • Pet-friendly
    Pet-friendly
  • Barbecue grill
    Barbecue grill
  • Outdoor space
    Outdoor space

Explore the area

Map
Chilmark, MA
  • Fulling Mill Brook Preserve
    8 min walk
  • The Yard
    15 min walk
  • 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

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

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

Amenities

Hot tub
Kitchen
Washer
Dryer
Pet-friendly
Air conditioning

Similar properties

front
Classic, upscale Chilmark Captain's House and PRIVATE BEACH KEY
Kitchen
Washer
Dryer
Pet-friendly
10.0 out of 10, (74 reviews)
Classic, upscale Chilmark Captain's House and PRIVATE BEACH KEY

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

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. Island Cove Miniature Golf and Island Cove Adventures are also worth visiting.
Map
Chilmark, MA

What's nearby

  • The Yard - 15 min walk
  • Menemsha Beach - 11 min drive
  • Lucy Vincent Beach - 13 min drive
  • Aquinnah Cliffs - 17 min drive
  • Woods Hole Ferry Terminal - 97 min drive

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
  • ‪State Road Restaurant - ‬11 min drive
  • ‪Plane View - ‬15 min drive
  • ‪The Fish House - ‬14 min drive

Frequently asked questions

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

Yes, pets are allowed at this property.

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).

Reviews

9.8

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. 8 out of 9 reviews" "
Rating 8 - Good. 1 out of 9 reviews" "
Rating 6 - Okay. 0 out of 9 reviews" "
Rating 4 - Poor. 0 out of 9 reviews" "
Rating 2 - Terrible. 0 out of 9 reviews" "

10/10

Cleanliness

9.6/10

Check-in

9.8/10

Communication

9.6/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Peter H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Jul 2024

10/10 Excellent

Rachel B.

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.

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.

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.

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

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.

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.

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.

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

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback

More Holiday Rentals ideas

Broken Hill Holiday Rentals
Standard Link for Broken Hill
Devonport Holiday Rentals
Standard Link for Devonport
Ulverstone Holiday Rentals
Standard Link for Ulverstone
Victor Harbor Holiday Rentals
Standard Link for Victor Harbor
Boston (and vicinity) Holiday Rentals
Standard Link for Boston (and vicinity)
Crown Casino Holiday Rentals
Standard Link for Crown Casino
Monbulk Holiday Rentals
Standard Link for Monbulk
Grampians National Park Holiday Rentals
Standard Link for Grampians National Park
Merewether Beach Holiday Rentals
Standard Link for Merewether Beach
Kettering Holiday Rentals
Standard Link for Kettering
Dublin Holiday Rentals
Standard Link for Dublin
Sydney Holiday Rentals
Standard Link for Sydney
Newstead Holiday Rentals
Standard Link for Newstead
Wallan Holiday Rentals
Standard Link for Wallan
Yandina Creek Holiday Rentals
Standard Link for Yandina Creek
Coomba Bay Holiday Rentals
Standard Link for Coomba Bay
Scarborough Holiday Rentals
Standard Link for Scarborough
City Of Albany Holiday Rentals
Standard Link for City Of Albany
Hepburn Springs Holiday Rentals
Standard Link for Hepburn Springs
Yea Holiday Rentals
Standard Link for Yea
Carlton North Holiday Rentals
Standard Link for Carlton North
Clayton Holiday Rentals
Standard Link for Clayton

People also search for

Kiama Cabin Rentals
Standard Link for Kiama
Leura Cottages
Standard Link for Leura
Beach holiday rentals in Sorrento
Standard Link for Sorrento
Pet-friendly holiday rentals in Port Lincoln
Standard Link for Port Lincoln
Cairns Holiday Homes
Standard Link for Cairns
Pet-friendly holiday rentals in Daylesford
Standard Link for Daylesford
Berry Holiday Homes
Standard Link for Berry
St Leonards Holiday Homes
Standard Link for St Leonards