Chilmark Guest House | House in Chilmark

Q: How much does it cost per night to stay in Chilmark Guest House?

Best-rates for the Chilmark Guest House starts from $749 per night with includes View, Fireplace/Heating, Air Conditioner, Balcony/Terrace, Security/Safety, Sports/Activities, Child Friendly, Internet, Pet Friendly StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

| 8.6 (6 Reviews) | Pet Friendly 2 Bedrooms 1 Bathroom 4 Guests Long-Stay Friendly

2 Bedroom House in Chilmark

Featuring a garden, Chilmark Guest House features accommodations in Chilmark. The air-conditioned accommodation is 15 miles from Edgartown Lighthouse. Outdoor seating is also available at the vacation home. Chilmark Guest House features 2 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 1 bathroom with a hair dryer. A TV is offered. For added privacy, the accommodation features a private entrance. Martha's Vineyard Airport is 8.7 miles from the property.

Chilmark Guest House is located in Chilmark.

This 2 Bedrooms House is suitable for tourists and travelers. It has several amenities that would guarantee your comfort. These amenities include: Pet Friendly, View, Fireplace/Heating, and several others. This is a 4 star rated property and has over 6 reviews with the average score of 8.6 . Coming to Chilmark and needing a place to stay? Be it for work or for leisure, consider staying at this House for your next visit, you will surely love it.

You can check the reviews and description of this 2 Bedrooms House if you want to learn more about this StayAndPlay.com place in Chilmark. These details are authentic, as they are provided by our partner, booking.com.

This Chilmark Guest House in Chilmark is well equipped and has all facilities that have been listed below. Please note that these details were shared to us by booking.com for the listed “Chilmark Guest House”. We solely rely on their shared details and are regarded as “accurate”. If you have any concerns about the information or accuracy describing this House, please let us know.

Unique Amenities

Air Conditioner
Pet Friendly
View
Balcony/Terrace
Security/Safety
Sports/Activities
Fireplace/Heating
Child Friendly
Internet

Policies

Check-in The minimum age for check-in is 25

Cancellation policy Free cancellation

Payment Policy Credit card required

Pet Policy Pets are allowed and free.

Other Policy Guests will receive a rental agreement, which must be signed and returned directly to the property prior to arrival. if the agreement is not received, the guest should contact the property management company at the number on the booking confirmation, please note that only registered guests are allowed at the property, guests shall abide by the property's policy. quiet hours are from 22:00 to 8:00.guests are required to show a photo id and credit card upon check-in. please note that all special requests are subject to availability and additional charges may apply, please inform of your expected arrival time in advance. you can use the special requests box when booking, or contact the property directly using the contact details in your confirmation, this property does not accommodate bachelor(ette) or similar parties.

Chilmark, 02535, USA

What Our Guests say 500 + Reviews

Jan 20, 2026 08:00:00 AM

Reviewer Type: Family With Children

Travel Purpose: leisure

Positive: Hello About our stay! Even though the property was in a comfortable setting, it was a horrifying experience for my daughter and me. We couldn't have prepared enough; it didn't matter how much we read the reviews. Hey, we wanted a place where we could bring the family during the off-peak seasons just to spend family time. I’m sure it would have been a different stay had we not been alone. We even thought the trees could have been highlighted, or that some landmarks could have been placed along the pathway. I had to call several times because I couldn't find the property

Negative: Maybe if we were told not to travel at NIGHT would have been helpful

Summary: I really don't want to place any bad reviews in the site

Christine, USA

Aug 6, 2025 07:00:00 AM

Reviewer Type: Extended Group

Travel Purpose: business

Carol, USA

Jun 28, 2025 07:00:00 AM

Reviewer Type: Family With Children

Travel Purpose: leisure

Positive: Very clean, nice layout, nice deck, great central AC and washer/dryer, and the king bed was comfortable.

Negative: Our older kids were uncomfortable in the bunk beds, better for younger children. The road in and out was very rustic, dirt/grass/wood chips/ruts. Ok for our car, but some might like to know ahead of time, depending on what they drive. Could have used more toilet paper and tissues. Also, they had a salt delivery planned during our stay, which ultimately didn’t bother us, but the communication leading up to it was frustrating, with three different Vacasa staff involved.

Summary: We really enjoyed the house and it was very clean, quiet, and relaxing.

Aimee, USA

Jun 25, 2025 07:00:00 AM

Reviewer Type: Family With Children

Travel Purpose: leisure

Positive: Everything was great. Perfectly fit what we had in mind for a short stay on Martha's Vineyard. Was easy enough to locate using gps maps, made a few little goofs navigating the driveway through the woods that go to other properties, but no big deal. It was neatly hidden away in the quiet woods, complete with the occasional cute woodland creatures. It was clean and the layout is really neat. The kitchen was very useful and complete. The washing machine got the job done fine. The bathroom's a little small, but worked good. The shower water pressure is much stronger than I'd expected it would on the island. And the provided detergents/soaps were handy. It's interesting how few bugs there are in the area, as very few would gather around the porch light compared to places we're used to. And the night sky's very clear. Anyway, just a great spot we hope we could return to some day, if we're lucky. Thanks!

Negative: Really no dislikes to speak of.

Summary: Highly recommended, would gladly come again!

Jeff, USA

May 25, 2024 07:00:00 AM

Reviewer Type: Solo Traveller

Travel Purpose: business

Positive: It was very clean. The property is private with a yard surrounded by woods. We especially liked the paths around the woods to walk our dog unleashed. The property is situated close to hiking trails and the fishing town of Menemsha for fresh seafood. The bed was comfortable and the linens appeared to be new and of good quality. It was nice to have a grill. The cottage was stocked with basic pantry items… tea, rice , oils, spices, sugar, baking items. There was a nice selection of children's books, toys and games for young and old.

Negative: I was happy with the quality of the cookware, but a little disappointed with the amount of cookware since we were cooking in all of our meals. I made it work with what was there and all was well. A basting brush would be helpful for the grill. Although secluded, you can hear the traffic on North Rd.

Summary: This property is clean, comfortable, private and relaxing.

Vicki, USA

May 23, 2024 07:00:00 AM

Reviewer Type: Solo Traveller

Travel Purpose: business

Positive: The house itself is lovely.

Negative: There was no sign at the driveway and on the many confusing roads. The roads were extremely confusing. The lack of cellular access made the mapping of the system of roads impossible. A physical simple map of the island on PAPER would have been extremely helpful

Theodora, USA

FAQ's

Is this Chilmark Guest House pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

What time is check-in & check-out at Chilmark Guest House?

Check-in time for Chilmark Guest House starts counting from 4:00 PM and check-out is until 10:00 AM. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

Does the Chilmark Guest House have a swimming pool?

No, this Chilmark Guest House does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Chilmark Guest House?

Best-rates for the Chilmark Guest House starts from $749 per night with includes View, Fireplace/Heating, Air Conditioner, Balcony/Terrace, Security/Safety, Sports/Activities, Child Friendly, Internet, Pet Friendly StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Chilmark Guest House a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house 4 stars or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Chilmark Guest House wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Chilmark Guest House has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Chilmark Guest House?

Based on the information reported by the owner or manager, the Chilmark Guest House indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Chilmark Guest House?

Based on the information reported by the owner or manager, details for the cancellation policy for the Chilmark Guest House are as follows: Free cancellation Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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Nightly rates from:

US $749