Entire home

Unwind in Guest House overlooking Menemsha Pond. Dogs ok+ Lv-2 EV charger.

Photo gallery for Unwind in Guest House overlooking Menemsha Pond. Dogs ok+ Lv-2 EV charger.

A modern deck with two lounge chairs and a glass-enclosed room.
A modern kitchen with a large island, wooden cabinets, and a view of the outdoors.
A modern interior with a sofa, a small table, a TV, and a kitchen area.
A bedroom with a bed, a chair, a nightstand with a lamp, and a window with a view.
A modern wooden cabin with a deck, large windows, and a view of the surrounding trees.

Reviews

10 out of 10, Loved by Guests
Top 1% of guest reviews in this area

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Patio
  • Dog-friendly
  • Barbecue
  • Electric vehicle charging point
  • Air-conditioning
  • Refrigerator

Explore the area

View map
Chilmark, MA
  • Place, Menemsha Beach
    ‪4 min drive‬
  • Place, Oak Bluffs Harbor
    ‪38 min drive‬
  • Place, Inkwell Beach
    ‪40 min drive‬
  • Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪26 min drive‬

Rooms & beds

2 bedrooms (sleeps 3)

Bedroom 1

1 Double Bed

Bedroom 2

1 Double Bed and 1 Single Bunk Bed

1 bathroom

Bathroom 1

Bathtub or shower · Toilet · Outdoor shower

Spaces

Deck or patio
Outdoor shower
Kitchen
Garden

Add dates for prices

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About the area

Chilmark

Located in Chilmark, this holiday home is in a rural area and on the waterfront. Tisbury Town Hall & Katharine Cornell Memorial Theater and Vineyard Playhouse are cultural highlights, and some of the area's landmarks include Gay Head Lighthouse and Martha's Vineyard Preservation Trust Historic Buildings. Chilmark Chocolates and Fulling Mill Brook Preserve are also worth visiting. Kayaking and waterskiing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and mountain biking nearby.
View more Holiday homes in ChilmarkOpens in a new window
Map
Chilmark, MA

What's nearby

  • Menemsha Beach - 4 min drive - 3.2 km
  • Lucy Vincent Beach - 7 min drive - 4.6 km
  • Oak Bluffs Harbor - 38 min drive - 32.0 km
  • Oak Bluffs Town Beach - 39 min drive - 32.7 km
  • Inkwell Beach - 40 min drive - 32.7 km

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 19 min drive

Restaurants

  • ‪State Road - ‬13 min drive
  • ‪Chilmark Tavern - ‬4 min drive
  • ‪Menemsha Galley - ‬13 min walk
  • ‪7aFoods - ‬12 min drive
  • ‪North Tisbury Farm & Market - ‬13 min drive

Frequently asked questions

Is Unwind in Guest House overlooking Menemsha Pond. Dogs ok+ Lv-2 EV charger. pet-friendly?

Yes, this property allows dogs (limit 2 total). Some restrictions may apply, so please contact the property for more details.

How much does it cost to stay at Unwind in Guest House overlooking Menemsha Pond. Dogs ok+ Lv-2 EV charger.?

As of 29 October 2026, prices found for a 1-night stay for 2 adults at Unwind in Guest House overlooking Menemsha Pond. Dogs ok+ Lv-2 EV charger. on 10 November 2026 start from NZ$2,335, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Unwind in Guest House overlooking Menemsha Pond. Dogs ok+ Lv-2 EV charger.?

On-site parking is available at the property.

What time is check-in at Unwind in Guest House overlooking Menemsha Pond. Dogs ok+ Lv-2 EV charger.?

Check-in begins at 4:00 PM.

What time is check-out at Unwind in Guest House overlooking Menemsha Pond. Dogs ok+ Lv-2 EV charger.?

Checkout is at 10:00 AM.

Where is Unwind in Guest House overlooking Menemsha Pond. Dogs ok+ Lv-2 EV charger. located?

Situated on the waterfront, this holiday home is within 1 mile (2 km) of Edys Island and Menemsha Beach. Chilmark Chocolates and Chilmark Town Hall are also within 2 miles (3 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 63 out of 67 reviews
Rating 8 - Good. 4 out of 67 reviews
Rating 6 - Okay. 0 out of 67 reviews
Rating 4 - Poor. 0 out of 67 reviews
Rating 2 - Terrible. 0 out of 67 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Peaceful and scenic, a wonderful stay!
Stayed 4 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property and house are incredible in every way - very private and beautiful. Also, Chilmark/Menemsha are the best areas of the island in our opinion (very peaceful with two excellent fish markets, a new regular market, Iggy's on the weekends and so much more). The hosts were extremely responsive. We hope very much to stay there again and are so thankful for our wonderful time there.
Stayed 3 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
As advertised. Clean, quaint and quiet. All you need for a memorable vacation on the island. Thank you!
Stayed 7 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
A wonderful cottage with everything you could ever need. Every time we pulled into the driveway we were struck by the incredible view! It’s small but the outdoor decks on three sides, open to the living room makes it feel larger and quite airy. Loved it here!
Stayed 9 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely views. Everything you need for a relaxing getaway.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
In one word, Heaven! Walk to the market every morning, like a local bought my fresh fish every day for lunch and dinner.\n Couldn't be more perfect.Too many more accolades to mention. Highly recommend. Thank you Christian for sharing your magical guest house.
Stayed 5 nights in Jun 2026
Response from VrboOwner on 8 July 2026
Thanks Karen! sounds like you lived the Menemsha lifestyle to the fullest. We love walking our dog down to the dock in the morning and seeing the boats come in with fresh fish. Such a treat. Look forward to having you back.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a perfect location with much appreciated quiet, and privacy. Excellent communication, as Christian was quick to reply when we had WiFi issues.
Stayed 7 nights in May 2026
Response from VrboOwner on 8 June 2026
Thanks Heather for your visit!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful spot with amazing views and an easy walk into Menemsha. The host offered a lot of helpful information and had everything we needed (beach towels and chairs, kitchen equipment, comfortable beds, coffee maker & more). We loved visiting farmers markets, taking our dog to Lucy Vincent beach, hiking Menemsha Hills, and the scenic drive into Edgartown which was only 25 min away. Perfect place to relax.
Stayed 3 nights in May 2026
Response from VrboOwner on 8 June 2026
Thanks, great photos of your Pup!
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
This darling home is perfect for those who want to get away from the hustle and bustle of the city. It is quiet, tranquil and has the most beautiful sunsets. We really enjoyed waking up to the birds singing, deer in the backyard and the pretty Menemsha Pond in the distance.Being so close to Larsen's Fish Market was also nice! I would highly recommend this home if you're looking for a quiet retreat.
Stayed 5 nights in May 2026
Response from VrboOwner on 8 June 2026
Thank you Coleen, and sorry about the washing machine snafu. It's all fixed.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything about this property is elegantly designed and considered. The location and privacy is wonderful. The electric car charger initially attracted us to this property as there are still no public powerful Tesla level chargers on Martha’s Vineyard and this one worked like a charm. The kitchen is beautifully designed and well stocked. We cooked every meal naturally seafood and so appreciated the dishwasher and washing machine. The light throughout the house is full while each window including marvelously functional and lovely shades including 3 mitsubishi wall heaters for individual temperature control with screened doors and windows. Christian’s digital house guide is extremely comprehensive and was able to provide us with every answer. We truly appreciate the overall care provided by the owners.
Stayed 7 nights in Aug 2026
Response from VrboOwner on 23 August 2026
Thanks Lili, so glad you had a great stay in Menemsha & were able to take advantage of our EV charger.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
A very special place—we loved the location, walking to Menemsha, the access to the pond for paddle boarding, the sunset views—everything!
Stayed 7 nights in Sep 2025
Response from VrboOwner on 29 October 2025
Hi Kathryn, amazing that you got to paddle board on the pond. Thanks for visiting and we'd love to have you back next season.
Verified review

10/10 Excellent

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

Great stay!

We were in town for a wedding in Chilmark and the property was exactly what we needed!
Stayed 5 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful home! Perfect size, stunning views, and everything you could possibly need for a stay in Chilmark!
Stayed 4 nights in Aug 2025
Response from VrboOwner on 13 August 2025
Thanks Ellen, exactly how we feel. So glad you enjoyed your stay.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Incredible location-vistas, nature sounds, secluded, but walkable into Menemsha Harbor. Chris was super responsive and the house had everything we needed!
Stayed 7 nights in Sep 2025
Verified review

10/10 Excellent

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

Great all around - will be back

Perfect escape to explore the island - it has water views in two directions and is extremely quiet.
Stayed 3 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
yes climate control worked perfect. Very Pet friendly great safe yard for dogs too play.
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

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

Amazing place!

Beautiful and so clean.
Stayed 3 nights in May 2024
Response from VrboOwner on 4 June 2024
Thanks Tess, we are lucky to have such a great cleaning crew.
Verified review

10/10 Excellent

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

Perfect MV getaway

Beautiful and peaceful
Stayed 7 nights in Aug 2024
Verified review

10/10 Excellent

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

perfect location

Private, quiet, gorgeous view, cozy modern petite house, just right for two (plus even a couple of easy kids), we and our poodle had a great time.
Stayed 7 nights in Sep 2023
Response from VrboOwner on 18 October 2023
So glad to hear it Monica! Thanks again for visiting.
Verified review

10/10 Excellent

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

Chillin in chilmark

Super nice owners and the place was wonderful
Stayed 7 nights in Jun 2023
Response from VrboOwner on 18 October 2023
So glad to hear it Dennis.
Verified review

10/10 Excellent

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

Cozy cottage

Great location. Lovely view.
Stayed 4 nights in May 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved loved this house and location! Absolutely beautiful setting and fantastic home. Small and quaint and easy to manage, especially with the dogs. Clean, and extremely well-maintained. We absolutely loved it and would definitely come back again and again!
Stayed 5 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Christian thought of everything. Extremely comfortable and livable space. One of the most stunning locations on the island for sure.
Stayed 7 nights in Aug 2025
Verified review

10/10 Excellent

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

Amazing

This cottage was so much better than I imagined. The views are incredible and it has everything you need. Literally around the corner from the beach! Loved it
Stayed 5 nights in Aug 2023
Response from VrboOwner on 6 September 2023
So glad to hear it Dawn. Look forward to having you next year. Thanks!
Verified review

10/10 Excellent

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

Relaxation to the Max

Enjoyed the property completely. Loved the fact that we could walk to The dock and get fresh seafood and prepare it and dine on the deck with incredible views!
Stayed 3 nights in May 2024
Response from VrboOwner on 4 June 2024
Jeffry, that sounds like an amazing meal. Glad you got to experience the freshest seafood in MV.
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