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Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

Family-friendly holiday home in Chilmark

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2 bedrooms, iron/ironing board, WiFi, bed sheets - Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches (Chilmark)
TV, books - Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches (Chilmark)
2 bedrooms, iron/ironing board, WiFi, bed sheets - Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches (Chilmark)
TV, books - Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches (Chilmark)
Exterior - Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches (Chilmark)
Tucked away on three secluded acres in a private glen, Chilmark Guest House is Martha's Vineyard at its most peaceful. Enjoy beach passes to Menemsha, Lucy Vincent Beach and Squibnocket Beach within minutes. Sip coffee outside on the deck or cook dinner using the gas grill while watching kids play outside.

Reviews

9.2 out of 10
Wonderful

Entire home

2 bedrooms1 bathroomSleeps 4800 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning
  • Outdoor space

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

Family-friendly holiday home in Chilmark
This smoke-free holiday home features laundry facilities, a garden and gas grills. The holiday home provides a kitchen with a fridge, an oven, a stovetop and a microwave. Guests can appreciate conveniences, such as a washing machine and a dining area, and other amenities include a patio and a TV.
Air-conditioned accommodation at this holiday home offers coffee/tea makers and a hairdryer. Rooms open to patios. Kitchens offer fridges, stovetops, microwaves and separate dining areas.
The recreational activities listed below are available either on-site or nearby; fees may apply.

Property amenities

Internet

  • Available in the house: WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Towels provided

Living spaces

  • Living room
  • Separate dining area

Entertainment

  • Books
  • Games
  • TV

Outdoor areas

  • Garden
  • Gas grill
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property
  • Note from host: Smoking is not permitted anywhere on the premises.

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby
  • Whale watching nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Garden
  • Unit size: 800 square feet

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  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
8.4 out of 10, Very good, 6 reviews
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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Note from host: Dogs only. Max of 1. Weight limit: 70 lbs each.

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted
Smoking is not permitted anywhere on the premises.

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 and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number C0474870620

Property is also known as

118915

About the area

Map
Chilmark, MA

What's nearby

  • Waskosim's Rock Reservation - 18 min walk - 1.5 km
  • The Yard - 5 min drive - 2.1 km
  • Middle Road Sanctuary - 5 min drive - 2.1 km
  • Oak Bluffs Town Beach - 29 min drive - 26.2 km
  • Inkwell Beach - 30 min drive - 26.5 km

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 16 min drive

Restaurants

  • ‪State Road - ‬11 min drive
  • ‪Menemsha Galley - ‬8 min drive
  • ‪Chilmark Tavern - ‬8 min drive
  • ‪7aFoods - ‬13 min drive
  • ‪Home Port Restaurant - ‬7 min drive

Frequently asked questions

Is Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches?

On-site parking is available at the property.

What time is check-in at Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches?

Check-in begins at 4:00 PM.

What time is check-out at Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches?

Checkout is at 10:00 AM.

Where is Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches located?

This family-friendly Chilmark holiday home is located by the sea, within 2 mi (3 km) of Waskosim's Rock Reservation, Middle Road Sanctuary and The Yard. Fulling Mill Brook Preserve and Edys Island are also within 3 miles (5 km).

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Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches Reviews

Reviews

Wonderful

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 13 out of 17 reviews
Rating 8 - Good. 2 out of 17 reviews
Rating 6 - Okay. 1 out of 17 reviews
Rating 4 - Poor. 0 out of 17 reviews
Rating 2 - Terrible. 1 out of 17 reviews

9.0

Cleanliness

8.8

Location

Reviews

10/10 Excellent

Glenn M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My experience was simply amazing. Nestled in Chilmark in the woods was just an wonderful experience. However we all felt safe and the home was just right. I would sit on the deck for hours and no mosquitos.
Stayed 5 nights in Aug 2025

10/10 Excellent

Eve G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place. A bit hard to find at first but once we got there, read the house guide and told of better route to North Rd. Very happy with property and communication. Thank you!
Stayed 8 nights in Jul 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Ellen L.

Charming and comfortable cottage

Charming cottage in a nice, quiet part of the island. Very close to nearby beaches and fish markets, as well as the Chilmark General Store that was super cute. Bed was so comfortable and water pressure/water temperature was great too. Only downside is that the last day, a bunch of giant ants kept crawling into the house - not sure why as we didn't have any food out. Perhaps because it was really hot outside?
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kevin D.

Great stay

Private with beach access minutes away.
Stayed 7 nights in Aug 2024

10/10 Excellent

MARIA A.

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

It was relaxing

Very good
Stayed 4 nights in Apr 2025

6/10 Okay

Judy l.

Liked: Cleanliness, check-in, listing accuracy
Disliked: Communication
We had large carpenter ants from the beginning. We got in touch with Nicole who said we were on a list to treat them. Contacted her three times. We bought ant traps and sprayed with Raid. See picture below. Thermostat didn’t work after day one. More phone calls but still on a list. Never repaired. Had no AC the whole week. See photos below. Otherwise bed was super comfortable and shower good, kitchen was well stocked
Stayed 7 nights in Aug 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Danielle V.

Great, quiet, pup friendly house

Had a lovely stay for a week in September with our dog! House is clean, well stocked and in a very private location. The house is perfect for a couple or small family. We could not have asked for a better stay! Highly recommend!
Stayed 8 nights in Sep 2024
This review comes from a trusted partner site and has not been verified.

8/10 Good

ed m.

Quaint home in the woods

Very clean. Bed was incredibly comfortable
Stayed 3 nights in Sep 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Richard G.

COTTAGE in the woods

A perfect cottage in the woods with all the amenities you could desire.
Stayed 2 nights in Sep 2024
This review comes from a trusted partner site and has not been verified.

8/10 Good

Dave D.

Quaint cottage in the woods

The surrounding woods with trails were peaceful and a joy to walk on. The cottage was clean and tidy. Would highly recommend.
Stayed 6 nights in Sep 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

arianne s.

Wonderful stay!

Close to Menemsha, and not too far from the Lucy Vincent and Squibnocket beaches. Nice yard and deck with privacy. North Tabor Farm was just down the street where we found great food to stock our kitchen. Kids loved their room and the play structure. We had a great family vacation and would definitely return.

10/10 Excellent

Monika C.

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

Wonderful stay in Chilmark

We had such a lovely time staying at this house. It was absolutely immaculate inside and appointed with everything we could need and more. The house is light and airy inside, which helped when we had a few days of rain. The location is secluded in the woods (be careful, we did find ticks on us) but a short drive away from the beaches. We will definitely be back
Stayed 8 nights in Jul 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Adam P.

So comfortable, great location.

This was an amazing house to stay in. The kitchen is well equipped, the bathroom has no issues, the kids' bedroom has a few toys, our bedroom had a huge comfortable bed, and the living area offers a fantastic view. The BBQ is working well—it is brand new. The swing and slide outside were a great hit. I wish to come again. The location worked perfectly for us.

2/10 Terrible

Julia L.

Liked: Location
Disliked: Check-in, communication, listing accuracy

Could have been nice if it had hot water

This is a nice small place. The neighbor yelled at me for walking my dog on the road that you are told to drive in on. There was NO hot water and requests to fix it were met with lots and lots of text messages from vacasa who after 8 hours on day 2 sent a local vacasa person (not a plumber or electrician or hvac person) to the property who accessed the locked cellar and the water heater to learn that it was unplugged. After plugging it in and checking the pilot he was very polite but left. I was told it would take an hour but it was never restored and there was no way to check or get someone to fix. It also begs two questions- did you not clean with hot water? And how would the dishes have gotten clean? Gross. And why would it be unplugged? The vineyard in early June with no hot water is rough when you go to fish in a fishing tournament. Or to the beach. Or want to be clean. The house was unlocked when I arrived and the slider door was wide open and so a bird had taken up residence and we know what birds do… so that was unsafe and also gross. I spent some time getting the bird to leave. Over all I didn’t spend my time the way I had planned. Vacasa now dominates the management market on the vineyard. After having rented homes there for 20 years it is now very challenging to find one not managed by this company that clearly has nice people on island trying to manage but they can’t actually get it done. Requests for a refund have been met with more text messages no action.
Stayed 2 nights in May 2024

10/10 Excellent

James R.

Stayed 4 nights in Mar 2025