Entire home

Family & dog friendly; walk to beach, cliff, town, ferries, all bedrooms w/AC

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Exterior detail
Exterior
Exterior detail
Ready for a wedding!
Outdoor dining

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
3 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Porch or lanai
  • Kitchenette
  • Dog-friendly
  • Barbecue grill
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View in a map
Oak Bluffs, MA
  • Place, Oak Bluffs Harbor
    ‪5 min walk‬
  • Place, Circuit Avenue
    ‪19 min walk‬
  • Place, Oak Bluffs Town Beach
    ‪4 min drive‬
  • Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪21 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

First bedroom

1 Single Bed and 1 Double Bed

Master bedroom

1 King Bed

Second bedroom

1 Queen Bed and 1 Single Bed

2 bathrooms

1st floor bathroom

Soap · Bathtub or shower · Bathtub · Toilet

2nd floor bathroom

Soap · Bathtub or shower · Bathtub · Toilet · Hair dryer

Spaces

Porch or lanai
Kitchen
Kitchenette
Garden
Dining area

About this property

Family & dog friendly; walk to beach, cliff, town, ferries, all bedrooms w/AC

Our location is the best of both worlds! The house is quietly situated among pine trees with few neighbors, plus it is walking distance to Jetty Beach (5 mins)! And it's only 2 houses from the ocean and scenic East Chop Drive. Take in the sights as you walk, run or bike along the cliffs to the lighthouse. A 15-20 minute walk brings you to the harbor, then to the bustling stores, restaurants, bike rental shops, the gingerbread houses, and the carousel. The large, breezy front porch is perfect for reading, visiting, or eating meals. The house is quaint and like a step back in time. It is not fully air conditioned but has AC where it counts: in the 3 upstairs bedrooms and in 1st floor family room. The main kitchen/dining room/living room area has fans. 1st floor has additional galley kitchen, family room w/ TV, laundry and full bath. 2nd floor has 3 bedrooms (1w/king, 1 w/double & twin, 1 w/queen & twin) and a full bathroom. All bedrooms have their own entrance off the top floor landing. There’s an enclosed outside shower. The large front porch has 2 rockers, several deck chairs, 2 round tables to eat at, and railings to block off stairs (for kids or a dog). There's a hammock on back porch and a charcoal grill out back. Includes Wi-Fi, smart TV w/cable channels & Blue Ray player. Kitchen is fully stocked! Dishwasher & electric stove, microwave, electric coffee maker, lobster pot, plus a full range of cooking supplies. ***SHEETS are provided thru rental & located in plastic bag in front porch***TOWELS (bath, beach in 2nd floor bathroom, kitchen in kitchen closet) are available at the house, but must be washed, dried, and put away upon departure. Vinyl record player with jazz and classical music. There’s also an assortment of games in the family room. Outdoor games include bocce, ladder toss, and badminton. Beach chairs and an umbrella are available. No smoking or candles are allowed in the house. ***ONE DOG is allowed (but no cats due to family allergies). Please let us know if you are bringing a dog. A dog crate and bowls are available. Dog must be kept on a leash and dog waste must be picked up!!! Parking for 2 cars available. Our house is a 7 day rental from Sunday to Sunday during summer.
(If you are interested in booking 2 consecutive weeks, book them at the same time to possibly avoid some repeated fees to Vrbo.)

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About the area

Oak Bluffs

Located in Oak Bluffs, this holiday home is by the sea. Woods Hole Ferry Terminal and Oak Bluffs Harbor are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Inkwell Beach and Cape Cod Beaches. Travelling with kids? Consider Flying Horses Carousel and Island Cove Adventures. Looking to get your feet wet? Kayaking and swimming adventures can be found near the property.
Map
Oak Bluffs, MA

What's nearby

  • Oak Bluffs Harbor - 5 min walk - 0.4 km
  • East Chop Light - 13 min walk - 1.1 km
  • Circuit Avenue - 19 min walk - 1.6 km
  • Oak Bluffs Town Beach - 4 min drive - 2.5 km
  • Inkwell Beach - 4 min drive - 2.5 km

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 17 min drive

Restaurants

  • ‪Offshore Ale Co. - ‬19 min walk
  • ‪The Barn Bowl & Bistro - ‬3 min drive
  • ‪Lookout Tavern - ‬20 min walk
  • ‪Mo's Lunch - ‬4 min drive
  • ‪Portuguese-American Club - ‬4 min drive

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 33 out of 33 reviews
Rating 8 - Good. 0 out of 33 reviews
Rating 6 - Okay. 0 out of 33 reviews
Rating 4 - Poor. 0 out of 33 reviews
Rating 2 - Terrible. 0 out of 33 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Carol L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great access to beaches and town
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Mindy M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything about our stay was great. House is in an easy location; very comfortable beds; well-stocked; very restful front porch. Host was very helpful and communicated quickly. Thoroughly enjoyed our stay and highly recommend
Stayed 5 nights in Sep 2025
Response from VrboOwner on 17 Sept, 2025
Thank you for your great review! I’m glad you had such a nice visit and appreciate your responsiveness as our guest!
Verified

10/10 Excellent

Leesha B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely house, best location, awesome owner!
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Carol L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Property as described. Comfy beds. Old vineyard feel.
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Leesha B.

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

lovely cottage!

Great location, lots of charm!
Stayed 6 nights in Jul 2023
Response from VrboOwner on 5 Sept, 2023
Thank you Leesha! I’m glad you enjoyed your stay!
Verified

10/10 Excellent

Andrea F.

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

Convenient Beach Cottage

The location is nice and secluded, yet within walking distance to town and the beach.
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

Diahann W.

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

Great location

Best sunrise and sunsets!
Stayed 7 nights in Jul 2022
Response from VrboOwner on 21 Jul, 2022
Glad you enjoyed them! Thank you for renting again Diahann!
Verified

10/10 Excellent

Stephen J.

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

Great location. Host was super responsive.

Enjoyed our week. Quick bike ride to town and beach.
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Diahann W.

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

East Chop

Always love our stay. It is a peaceful place but just a short walk away from all the action. Great sunsets.
Stayed 7 nights in Jul 2023
Response from VrboOwner on 27 Jul, 2023
And we always love having you!!! Thank you Diahann!
Verified

10/10 Excellent

Carla L.

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

Awesome

Anne is a great host, she responded quickly to my questions. The property was perfect for my family; the location, bed layouts, and cooling! Would definitely stay there again.
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

Stephen J.

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

Vineyard Vacation

Great house and location. Could walk to everything. Well worth the price.
Stayed 7 nights in Jul 2023
Response from VrboOwner on 5 Sept, 2023
Thank you Stephen! I’m glad you enjoyed your visit!
Verified

10/10 Excellent

Tom M.

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

Great retreat in the pines

This was our second stay at this home. It is located in an ideal, quiet spot, walking distance to Oak Bluffs and Jetty Beach, and it's a perfect starting point for long bike rides. The home is perfectly rustic and comfortable, with a welcoming front porch that's well-suited for cozy coffee or just sitting with friends and family. The kitchen is well stocked with utensils and other necessities, and there are plenty of beach chairs to bring to the shore. We love that it's dog-friendly; our pooch enjoys watching the birds and turkeys and anything else that comes by. The beds are comfortable and the rooms are spotless (with functioning A/C). This is an older home with plenty of old-world charm and family history, a perfect place to make family memories of your own.
Stayed 7 nights in Jun 2025
Response from VrboOwner on 10 Jul, 2025
Thank you Tom! You were again the perfect guest! I appreciate your responsiveness and how neat you leave our summer cottage! I hope our times align again. Anne
Verified

10/10 Excellent

Sharon T.

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

Cozy and quiet

Entirely comfortable, peaceful, beautiful spot. Well stocked, convenient house, near town and beach. Private getaway but near shopping, entertainment and restaurants. Highly recommended!
Stayed 6 nights in Oct 2023
Response from VrboOwner on 9 Oct, 2023
Thank you Sharon!
Verified

10/10 Excellent

Jane S.

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

Another wonderful stay!

We love this house and location - so comfortable and convenient to the beach, beautiful East Chop road, and plenty of restaurants and fun in Oak Bluffs. Morning coffees on the porch and in the reading nook. We rode bikes to both Vineyard Haven and Edgartown on the great bike paths. Love staying here.
Stayed 7 nights in Jul 2022
Response from VrboOwner on 18 Jul, 2022
So glad you had a good visit AND to have you come again, Jane! Thank you for your positive review!
Verified

10/10 Excellent

Susan E.

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

Charming, and the perfect location!

This was our second stay at this charming family home. The location is perfect! There’s walking access to the beach for a morning swim, and then it’s a perfect “home-base” for days of exploring the island. The outdoor shower is great for an end-of-day rinse, and the secluded porch is delightful for relaxing with family and friends. The property description is accurate, and the host is responsive and kind. Hope to return!
Stayed 7 nights in Jul 2024
Response from VrboOwner on 30 Jul, 2024
Thank you for your very positive review Susan! So glad to have you back and hope you can return too!
Verified

10/10 Excellent

Carol L.

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

will be back

everything was great as demonstrated by my star ratings will definitely be back
Stayed 2 nights in Jul 2020
Response from VrboOwner on 21 Jul, 2020
Thank you Carol! I’m so glad you enjoyed your stay!
Verified

10/10 Excellent

Carol L.

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

Love it

Love it
Stayed 7 nights in Jul 2020
Response from VrboOwner on 22 Jul, 2020
And we'd love to have you back next summer! Thanks again!
Verified

10/10 Excellent

Tom M.

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

A Gem in the Pines

The home is conveniently located for walks to town and Jetty Beach. It’s in a shady spot, which helped keep humidity at bay. The house is not new, but it is full of history, with family photos and heirlooms. The front porch is amazing and cozy. Beds are comfy, and the home is clean and tidy. We loved the puzzles and games, too. Overall, this was one of our best trips to MV, and a lot had to do with the home. Anne is a wonderful host, and always quick to reply to questions.we will be back.
Stayed 7 nights in Jul 2024
Response from VrboOwner on 30 Jul, 2024
Thank you so much for your positive and descriptive review Tom! Much appreciated and we do hope you will be back!
Verified

10/10 Excellent

Gaitre L.

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

Another great week

Once again, great memories made with family in a wonderful cottage in the woods, but close to everything! Walk to beach 5 min. Walk to town in 20. It’s def our 2nd home now. Great neighbors to the left (hunter is their 2 year old pup and loved kissing my toddler. Just a wonderful week altogether. Thank you for sharing your gem with us, Anne. See you next year!
Stayed 7 nights in Jun 2023
Response from VrboOwner on 8 Jul, 2023
Thank you Gaitre! You take such good care of our house and I know it’s in good hands. I’m glad you and your family had such a great time. I also hope you can come next year!
Verified

10/10 Excellent

Gaitre L.

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

The loveliest cottage just steps from the beach!

I love this cottage, and I think I mentioned that to Anne numerous times during my stay :) This East Chop cottage is so perfect. There are so many beautiful little touches everywhere in the cottage which gave you a nice cozy feeling to be in such a well loved family place. It was super clean when we arrived and as the days went, we found that it had every single thing you would need for a lovely week on MV. Beach chairs, cooler, boogie boards for the nearby beach which is literally in walking distance. I walked to the beach most mornings with the our 15 month old while the rest of the family slept in. It was glorious. Quiet, peaceful and just beautiful. At night, you feel like you’re camping. There are so many trees around the property and it gets pretty dark allowing you you to see the fireflies so clearly. We saw a deer walk right in the path in front of the house! The roads aren’t paved so make sure you have a good enough vehicle (if bringing a car) to navigate the dirt path from the main road to the cottage which is just a very short distance. There are two spaces for cars in front of the house or on the left side of the house. We were able to borrow the sturdy stroller there which was great bc our car was already jam packed. There was also a high chair and some baby toys for the beach for our toddler to use. The kitchen was stocked with tons of dishware, cookware , utensils, and ingredients like herbs and spices. Every single thing you need will be easy to find and if it isn’t, Anne is super responsive. All appliances worked great, new stove and dishwasher were spotless and reliable, as was washer and dryer. Every bedroom has room for clothing, lots of closet space, ACs that work well to cool the room down, and lots of sunlight during the day. One important factor for us with a toddler, the floor boards don’t creak! The landing upstairs nor the wooden steps creaked and that was great so we didn’t wake the baby at night with the kids going up and down the steps. This is the closest we have ever stayed to downtown OB, I would say it’s about a 15-20 min walk into town. So very close but also far enough that you can be away from all the business of that area. Great property, great surroundings, incredibly responsive owner and an all around amazing time was had by all on the vineyard during our early summer stay this year!
Stayed 7 nights in Jun 2022
Response from VrboOwner on 13 Jul, 2022
Gaitre, I so appreciate your positive, detailed review! I also appreciated the communications we had and that our cleaners reported you had left the house so neat and tidy! I would happily rent to you again : ) Anne
Verified

10/10 Excellent

Shalyn M.

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

Great location!

We had a lovely experience at Anne’s house in East Chop. The location was incredible - we loved be able to take scenic walks along the water in the morning and be walking distance from the beach and town. The house was clean and well stocked. Anne immediately picked up when we called because we accidentally locked ourselves out and had a quick solution for us. Thanks for a great week!
Stayed 7 nights in Sep 2022
Verified

10/10 Excellent

CAROLL D.

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

Charming house rental

We found the house to be both charming and comfortable - with lots of "Vineyard" feel. The location is great. Set in the woods it is a short walk to the beach and a slightly longer walk to Oak Bluffs center. We appreciated the comforts (heat, ac, wifi, lots of towels, linens, etc), plus the extremely well-equipped kitchen, and thoroughly enjoyed the funky collectibles scattered throughout the house. The owner was easy to contact and very responsive to questions. We highly recommend this rental.
Stayed 13 nights in Sep 2021
Verified

10/10 Excellent

Dara S.

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

Wonderful time with a gracious host

This modest, spacious house was rustic and homey and beautifully positioned near a beach and great walking and biking paths. Host was gracious and generous throughout, especially when our plans had to change due to ferry cancellations during a hurricane. There was ample parking for two vehicles. Would definitely stay there again!
Stayed 6 nights in Aug 2021
Response from VrboOwner on 27 Aug, 2021
Dara was a wonderful renter. She gets an A+ for communication, leaving the house in great condition, and even helping bring in items for T.S. Henri. I would definitely welcome her staying again!
Verified

10/10 Excellent

Susan E.

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

Perfect Location

We had a wonderful stay. The house has so much character. Accurate description. Great location. We hope to stay again!
Stayed 7 nights in Jul 2021
Verified

10/10 Excellent

Diahann W.

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

MV vacation

Another great week at the Vineyard! We love the location of this rental and all the space!
Stayed 7 nights in Jul 2021
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