See all properties
Save
Entire home

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

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

Aerial view
Property video
Smart TV
Terrace/patio
Smart TV

Reviews

10 out of 10
Exceptional

Entire home

2 bedroomsSleeps 345 sq m

Popular amenities

  • Hot tub
  • Dryer
  • Parking available
  • Washer

Explore the area

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

Room options

About the area

Chilmark

At this holiday home you'll be within a 20-minute stroll of Menemsha Beach and Edys Island. Highlights at this holiday home include a kitchen, a washing machine and free WiFi. .Home features a patio, a living room and a Smart TV. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A coffee/tea maker, a hairdryer and an iron/ironing board are also available. .This pet-friendly holiday home offers a garden and barbecues. Other amenities include a hot tub and laundry facilities. .Sights within a 30-minute walk of this Chilmark holiday home include Chilmark Chocolates and Chilmark Town Hall.
View more Holiday homes in ChilmarkOpens in a new window

What's nearby

  • Menemsha Beach - 19 min walk - 1.6 km
  • Chilmark Chocolates - 3 min drive - 1.8 km
  • Lucy Vincent Beach - 6 min drive - 3.9 km
  • Aquinnah Cliffs - 15 min drive - 12.7 km
  • Gay Head Lighthouse - 15 min drive - 12.7 km

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.

Property manager

Christian Iantosca

Languages

English, German, Hungarian, Spanish

Similar properties

2 bedrooms, iron/ironing board, Internet, bed sheets

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

  • Kitchen
  • Washer
  • Dryer
  • Pet-friendly
4.5 out of 5, Wonderful, 11 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 transport

  • Electric car charging station on site
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • 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 and check-out are available
Minimum check-in age - 30

Check-out

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

Special check-in instructions

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

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 2 pets
  • Restrictions apply
  • For more information, you can reach out to the property at the number on the booking confirmation
    • Service animals are exempt from fees.
  • Note from host: Pets must be well behaved.

Children and extra beds

  • Children are welcome.

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
This property uses solar energy, plus eco-friendly cleaning products
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. On-site parties or group events are strictly prohibited. This property uses solar energy, plus eco-friendly cleaning products. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and a first aid kit in all accommodation.

Property Registration Number C0854987968

We should mention

  • To make arrangements for your pet, contact the property directly using the information on your booking confirmation.

Frequently asked questions

Are there any beaches close to Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.?

Yep, Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger. is a short 17-minute walk from Menemsha Beach. Fun beach activities include waterskiing, windsurfing and body boarding. You can also find water sports equipment.

Does Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger. have a pool?

No, this holiday home doesn't have a pool.

What makes Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger. a romantic place to stay?

1 hot tub and private patios help set the scene for a sizzling getaway at Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger..

Is there a private hot tub at Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.?

Yep, there is a hot tub.

Is there a free airport shuttle available at Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.?

No, Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger. does not offer an airport shuttle service.

What time are check-in & check-out at Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 44 out of 47 reviews
Rating 8 - Good. 3 out of 47 reviews
Rating 6 - Okay. 0 out of 47 reviews
Rating 4 - Poor. 0 out of 47 reviews
Rating 2 - Terrible. 0 out of 47 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Greg D.

Liked: Cleanliness

Great hideaway

The guest house is small and quaint. Floor to ceiling glass over looking the yard and Menemsha pond make for a peaceful setting. Christian is an excellent host with great communication.
Stayed 7 nights in May 2025

10/10 Excellent

Neville A.

Liked: Cleanliness

Wonderful

The Guest House was perfectly located in a peaceful rural setting overlooking the water. The house itself was well appointed, clean and had everything we needed. The description in the listing was accurate and the communication with Christian was very prompt and helpful. In addition the weather was fantastic! We certainly hope to return. Thanks Christian for a wonderful time.
Stayed 3 nights in Apr 2025

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 traveller

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 traveller

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