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Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.

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Aerial view
Terrace/patio
Smart TV
Fridge, microwave, oven, stovetop
Exterior

Reviews

10 out of 10
Exceptional

Entire home

2 bedroomsSleeps 3480 sq ft

Popular amenities

  • Hot Tub
  • Dryer
  • Pet friendly
  • Parking available
  • Washer
  • Barbecue grill

Explore the area

Map
Chilmark, MA
  • Menemsha Beach
    ‪17 min walk‬
  • Lucy Vincent Beach
    ‪9 min drive‬
  • Aquinnah Cliffs
    ‪12 min drive‬
  • Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪19 min drive‬

Room options

About the neighborhood

Chilmark

Within a short walk of Edys Island, this vacation home is within a mile (2 km) of Menemsha Beach. The vacation home includes a kitchen, a patio, and a refrigerator.
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What's nearby

  • Menemsha Beach - 17 min walk - 0.9 miles
  • Chilmark Chocolates - 4 min drive - 1.7 miles
  • Lucy Vincent Beach - 9 min drive - 2.6 miles
  • Aquinnah Cliffs - 12 min drive - 6.5 miles
  • Gay Head Lighthouse - 12 min drive - 6.5 miles

Getting around

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

Restaurants

  • ‪Larsen's Fish Market - ‬16 min walk
  • ‪State Road - ‬13 min drive
  • ‪7a Foods - ‬12 min drive
  • ‪Chilmark Tavern - ‬4 min drive
  • ‪Menemsha Galley - ‬13 min walk

About this property

Entire place

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

Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.

Petite Guest house is private with its own driveway, yard, and easy walk to Menemsha Pond. Amazing location; walk to Menemsha harbor, beach, Galley restaurant & ice cream, fish markets. Views of Pond, Vineyard sound, Aquinnah. 2 bedrooms, galley kitchen, living room wrapped in sliding glass doors out to deck. Beach pass to Lucy Vincent & Squibnocket avail. Well behaved dogs welcome, streaming TV, Wifi, A/C, heat, laundry + level-2 EV charger. Outdoor furniture included upholstered couch with small table, lounge chairs with giant umbrella. Enjoy Weber gas BBQ. Close to Chilmark Store, Chilmark Community Center. Nestled in nature with a small lily pond onsite & ideal for disconnecting. .4 miles (7 mins) walk to Pond boat launch - great for paddle boarding or fishing. Close to Menemsha Inn & Beach Plum Inn. Great dirt roads for running or walking. Loads of hiking trails nearby. Enjoy incredible light + sunsets from the deck.

Recently renovated with reclaimed barn door, translucent panels, new kitchen +bath. Simple Menemsha living with amenities. This cozy home is ideal for a single person, couple, or 3 close friends. A previous guest have compared it to a small houseboat as it's cozy inside. Enjoy outdoor shower, professionally manicured grounds, and bubbling brook next to house to add to chill ambiance. Kitchen has all the modern amenities, microwave, dishwasher and is fully stocked.

NOTE - Our Main house just across a gentle stream via bridge is double the size of this home and may be rented together (if both available). Search VRBO # 2604149.

2026 bookings open October 2025. Reach out if interested.
The vacation home is air-conditioned and features a kitchen and a patio, and there's space to spread out with 2 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Property manager

Christian Iantosca

Languages

English, German, Hungarian, Spanish

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  • Washer
  • Dryer
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8.8 out of 10, Excellent, 9 reviews
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Pool/Spa

  • Hot tub

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • Bathtub or shower
  • Hair dryer
  • Outdoor shower
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Smart TV

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location
  • Near the bay
  • Near the marina
  • On the waterfront

Things to do

  • Water sports equipment
  • Fishing nearby
  • Hiking/biking trails nearby
  • Kayaking nearby
  • Mountain biking nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Windsurfing 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

  • At least 80% lighting from LEDs
  • Eco-friendly cleaning products used
  • Eco-friendly toiletries
  • Electric car charging station
  • Garden
  • Recycling
  • Solar energy
  • Unit size: 480 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 30

Check-out

Check-out before 10:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • This property welcomes pets
  • Dogs only
  • 2 total pets
  • Restrictions apply
  • For more information, guests can reach out to the property at the number on the booking confirmation
  • Service animals exempt from fees
  • Note from host: Pets must be well behaved.

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
Onsite parties or group events are strictly prohibited
This property uses solar energy, plus eco-friendly cleaning products
Host has indicated there is a carbon monoxide detector on the property
Host has indicated 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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 30
Property Registration Number C0854987968

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • This property uses solar energy, plus eco-friendly cleaning products.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit.

Frequently asked questions

What's there to do near this vacation home?

This vacation home is located in Chilmark, a short 17-minute walk from Menemsha Beach and also 14 minutes on foot from Edys Island. You'll also find Lucy Vincent Beach and Chilmark Chocolates within a short drive.

Is parking available on site at this vacation home?

Yes, there is electric car charging available.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, this vacation home doesn't have an indoor pool; however, there is a hot tub.

Is Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger. a good place to stay for couples?

Amenities that appeal to couples at this waterfront vacation home include a kitchen and a smart TV in each accommodation with some featuring ocean views.

Are there hot tubs at Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.?

Yes, this vacation home has a spa tub.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay for free?

Although dogs can't stay for free, they are welcome at this vacation home.

Does this vacation home have connecting rooms?

No, this vacation home doesn't feature connecting guestrooms.

How close is the airport from this vacation home?

The closest major airport to this vacation home is Vineyard Haven, MA (MVY-Martha's Vineyard), which is 10.4 mi away (19 minutes by car). Another top airport is New Bedford, MA (EWB-New Bedford Regional), which is around 24.7 mi away.

Can I book a room with a balcony at Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.?

Yes, every accommodation at Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger. comes with a deck with some featuring ocean views.

Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger. Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 42 out of 45 reviews
Rating 8 - Good. 3 out of 45 reviews
Rating 6 - Okay. 0 out of 45 reviews
Rating 4 - Poor. 0 out of 45 reviews
Rating 2 - Terrible. 0 out of 45 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

John L.

Liked: Cleanliness
Stayed 5 nights in Oct 2024

10/10 Excellent

Erin L.

Liked: Cleanliness

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

10/10 Excellent

Linda P.

Liked: Cleanliness

Our stay at The Guest House

Perfect location. Clean and cozy. Private yard. A bit small, but was great for two adults and our dog! Christian was always available for any questions. He's a great host. Beautiful sunsets looking west across Menemsha pond, and a short walk to beach.
Stayed 5 nights in Sep 2024

10/10 Excellent

katherine M.

Liked: Cleanliness

Wonderful secluded spot to appreciate nature

The cottage has been very thoughtfully updated without losing its simple beach charm. Wonderful walls of windows flow into the open landscape and water on the horizon. It’s a cozy space perfect for a couple or a small young family - although we visited in the fall, can imagine it would feel like true indoor/outdoor living during the summer months when the weather allows. A quiet dirt road on the sleepy side of the island was perfect for long walks with the dog each morning with our coffee. Would very happily stay again.
Stayed 8 nights in Sep 2024

10/10 Excellent

brian b.

Liked: Cleanliness

Perfect MV getaway

Beautiful and peaceful
Stayed 7 nights in Aug 2024

8/10 Good

Robert D.

Liked: Cleanliness

Beautiful & peaceful nature preserve cottage

This could not be more of a relaxing spot, located in a nature preserve area on the quiet side of MV. We were welcomed by many types of birds and a family of bunnies during our stay. It is very quiet and peaceful, with a few great spots for dining and access to resident only beaches which are never crowded. The deck is huge and the wrap around windows in the living room were really special. My only suggestion to other vacationers is to be aware the cottage is small, and the main bedroom is tight with only a full size matress, so it is a bit challenging if you’re used to a larger bed & bedroom. Overall my wife and I had a really nice & relaxing time.
Stayed 6 nights in Jul 2024

10/10 Excellent

Lincoln R.

Liked: Cleanliness

Great week on MV !!

Beautiful spot for a couple, quiet except for songbirds and the Menemsha Harbor bell a mile or so distant. Big beautiful view, including Gay Head Lighthouse light. Private and peaceful.
Stayed 7 nights in Jun 2024

10/10 Excellent

Richard S.

Liked: Cleanliness

A perfect escape

This beautiful little cottage with a view of the harbor was a perfect escape from our City life. The space is smartly laid out and the living room with glass walls on three sides is the perfect spot to relax with a book -- it was equally beautiful to watch a storm approach as it was to watch the sun set.
Stayed 4 nights in May 2024

10/10 Excellent

Amanda A.

Liked: Cleanliness

Up Island Vacation

This spot was wonderful- even better than we anticipated from the online advertising. The yard is very private, with a spectacular view and walkable go various spots. Everything is clean and the kitchen essentials are well stocked. The host is very organized, great communication and everything went smoothly.
Stayed 4 nights in May 2024

10/10 Excellent

Molly M.

Liked: Cleanliness

Change of scenery

Went here in May 2024 for my husband's 50th & a change of scenerty. Have been to MV many times but never stayed in Menemsha. This home was lovely - clean, serene, great yard for our mutt to run around. A few things to note for guests: it is in a very remote part of the island, so there is a lot of drive time (was fine for us); there are blackout curtains / shades, so you wake up with the sun (bring an eye mask); make sure you load up on groceries before you get to the house (especially ice); Chilmark is a dry town, so if you head to Chilmark Tavern (delightful place + 5 min drive from the house!) be sure to bring your favorite adult bev. Christian was very communicative the entire stay - super helpful. All in all, it was a really nice getaway.
Stayed 5 nights in May 2024

10/10 Excellent

Jeffry Z.

Liked: Cleanliness

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

10/10 Excellent

Sara Anne B., Gettysburg

Liked: Cleanliness

Perfect Hideaway

We had a wonderful relaxing stay with our pup! The property was exactly as described. Tidy. Amazing views. The host was wonderful. We were close to all our favorite haunts in the Chilmark/Menemsha area. We loved it!
Stayed 3 nights in May 2024

10/10 Excellent

Verified traveler

Liked: Cleanliness

Lovely getaway

Christian was a terrific host. Very accommodating and quick to respond. The location was private, serene, with beautiful views. The house was clean, simply designed, and everything I needed was available. Perfect all around. Thank you, Christian!
Stayed 4 nights in Apr 2024

10/10 Excellent

Tess A.

Liked: Cleanliness

Amazing place!

Beautiful and so clean.
Stayed 3 nights in May 2024

10/10 Excellent

Ronnie C., Rhinebeck, USA

Liked: Cleanliness

Fall Getaway

Everything about this house was perfect for our visit with family on MV. It was clean, comfortable, and had all the amenities we needed for a lovely fall week on MV. The location is private and peaceful, with beautiful views. Communication with Christian was easy and accommodating. A little gem!
Stayed 7 nights in Oct 2023

10/10 Excellent

John D.

Liked: Cleanliness

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

8/10 Good

Verified traveler

Liked: Cleanliness

Little Oasis

Property was clean, comfortable, and the spot where it was located was it just outstanding. We did have our two labrador retrievers with us and found it to be a very safe area for them. The views out the window were pretty special though some of the sliders were a little tricky because they’re old. They was a couple glitches with the water in the outside shower, but the owner assured us he would repair the issue. It’s out of t huddle and bustle & very peaceful!
Stayed 4 nights in Oct 2023

10/10 Excellent

Monica H.

Liked: Cleanliness

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

10/10 Excellent

Dawn M.

Liked: Cleanliness

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

10/10 Excellent

Katie O.

Liked: Cleanliness

Great place for our family

We had a great vacation! Communication with Christian was clear, fast and he was always available. Place was clean, updated, very well equipped and accurately described in the listing. Abundant natural light! Great location, a little removed from the hustle and bustle which we loved. Very pet friendly. Beach umbrella and chairs were in great condition. All of the outdoor furniture was of nice quality. Would definitely come back!
Stayed 7 nights in Jul 2023

10/10 Excellent

Janelle D.

Liked: Cleanliness

Peaceful Escape

Menemsha is our favorite location on the island and this charming guest house was simply perfect in every regard. We enjoyed the sunsets from the deck, watching the 4 bunnies enjoy the lush grass on the sweeping lawn, long walks on backroads, and quick trips to Larsen's for fresh seafood. The house is well equipped with everything we needed, and the owners have paid attention to every detail to make our stay very comfortable and easy.
Stayed 10 nights in Jul 2023

10/10 Excellent

stacy c.

Liked: Cleanliness

Best Hideaway in Chilmark, Martha's Vineyard

From the moment, you arrive, you're smiling at this well appointed mid-century home by the water. Its sweeping grassy field looks over Mememsha Pond and the views from the deck at night are second to none. We enjoyed a bottle of champagne and seared scallops as we watched the sun set in the west. The property is lush and full of darling baby bunnies, catbirds, and the occasional frog. The house is the epitome of efficiency but it feels cool, hip and laid back. The kitchen is expertly clean and spacious. The bedroom has a sliding wood door for privacy if there are kids or family in the second bedroom. The showers (both indoor and outdoor) are perfect - great water pressure and everything you need is provided. We stayed for a week, making daily trips to the beaches, fairs, farm stands and restaurants. We feel that Chilmark - along with its neighbor, West Tisbury - are the crown jewels of the Island. Cool, fun, easygoing and serene. So many wonderful places to eat nearby! Book this jewel box if you can and enjoy! Great communication too! Stacy and Steve
Stayed 7 nights in Jul 2023

10/10 Excellent

Corey Z.

Liked: Cleanliness

A little slice of heaven

We had a wonderful stay. The house is very accurately described- small but well designed with everything you need. Everything was clean or new. We brought bikes and bikes to the beach. It was also a great way to explore the area. We loved everything about the place.
Stayed 4 nights in Jul 2023

10/10 Excellent

9L3faho8yzWdPKNpD9To7iRkL0Kq+g9gFER5OcUUtOUUASykwLs3e+AAAAcDBuBgkqhkiG9w0BBwagYTBfAgEAMFoGCSqGSIb3DQ L.

Liked: Cleanliness

Chillin in chilmark

Super nice owners and the place was wonderful
Stayed 7 nights in Jun 2023

10/10 Excellent

Elizabeth B.

Liked: Cleanliness

Immaculate secluded cottage with lovely view

We love Up Island and found this wonderful rental in Chilmark - Menemsha area. The owners have gone above and beyond to set-up this cozy small cottage to have everything you could want in a rental and then some. It is a rarity to find rentals like this that come with a working super-clean grill; outdoor amenities (sun loungers, large deck umbrella, picnic table) a fully equipped kitchen, great wifi, and an immaculate bathroom. Also provided were thoughtful extras of a beach umbrella, beach chairs, and beach towels (which we did not use as it was chilly when we were there). Communication with the owners was timely and thorough. Pre-rental information and communication as well as detailed house info available upon arrival ensured we had no questions left unanswered. This is a very small cottage which is, for the most part, thoughtfully laid out. The current configuration of the main bedroom is awkward especially for the person sleeping on the right side (as you are lying down) of the bed. It's right-sized for a couple and would be even more perfect if the "spare bedroom" was instead opened to kitchen living area and a small dining table and/or a comfortable chair put in that area. We would rent this cottage again. Thank you again Christian and Sara!
Stayed 7 nights in May 2023