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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% based on
3 bedrooms2 bathroomsSleeps 8130.1 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

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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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 1 total)
One dog is allowed. No cats
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Wash and return to shelves any used towels. Recc to start night before.
Place used sheets into plastic rental bag, place bag on front porch.
Failure to complete these may result in a negative review from the host.
No use of candles inside
No sitting on porch railings
Please inform owner if bringing a dog. Owner must follow town leash laws and dispose of dog feces appropriately on property and dog walks.

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
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
Property Registration Number C0046212210

We should mention

This property does not have any lifts
A car is not required for transport to and from this property

About the area

Oak Bluffs

Located in Oak Bluffs, this holiday home is by the sea. Oak Bluffs Harbor and Oak Bluffs Ferry Terminal 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.
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Map
Oak Bluffs, MA

What's nearby

  • Oak Bluffs Harbor - 5 min walk - 0.4 km
  • Martha's Vineyard Hospital Development - 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 - 2.9 km

Getting around

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

Restaurants

  • ‪Lookout Tavern - ‬20 min walk
  • ‪The Barn Bowl & Bistro - ‬3 min drive
  • ‪Offshore Ale Co. - ‬19 min walk
  • ‪Nancy's - ‬17 min walk
  • ‪Portuguese-American Club - ‬4 min drive

Frequently asked questions

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

Yes, this property allows dogs (limit 1 total). Some restrictions may apply, so please contact the property for more details.

How much does it cost to stay at Family & dog friendly; walk to beach, cliff, town, ferries, all bedrooms w/AC?

As of 27 March 2026, prices found for a 1-night stay for 2 adults at Family & dog friendly; walk to beach, cliff, town, ferries, all bedrooms w/AC on 22 June 2026 start from NZ$746, 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 Family & dog friendly; walk to beach, cliff, town, ferries, all bedrooms w/AC?

On-site parking is available at the property.

What time is check-in at Family & dog friendly; walk to beach, cliff, town, ferries, all bedrooms w/AC?

Check-in begins at 4:00 PM.

What time is check-out at Family & dog friendly; walk to beach, cliff, town, ferries, all bedrooms w/AC?

Checkout is at 11:00 AM.

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

This family-friendly Oak Bluffs holiday home is located by the sea, within a 15-minute walk of Oak Bluffs Harbor, East Chop Light and Martha's Vineyard Hospital Development. Flying Horses Carousel and Oak Bluffs Town Beach are also within 1 mile (2 km).

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
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

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

Leesha B.

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

lovely cottage!

Great location, lots of charm!
Stayed 6 nights in Jul 2023
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

Great location

Best sunrise and sunsets!
Stayed 7 nights in Jul 2022
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
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

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
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
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
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
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
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
Verified

10/10 Excellent

Carol L.

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

Love it

Love it
Stayed 7 nights in Jul 2020
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
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
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
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
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

About the host

Hosted by Anne Rounseville

Host profile image
In 1962 my parents bought this 1905 house and it is now co-owned by myself and my 3 siblings. We all love bringing our families here and our special memories keep growing. These now include 3 weddings and now fun with grandkids.
All of the rental income earned goes towards the costs of the house. Even though the house dates way back, renovations have been made over the years.
We hope you will come, make your own memories here and enjoy our home away from home!

Why they chose this property

Although it is close to the bustle of OB, it feels quiet with all the woods around. We love the walk along the cliff to the East Chop Lighthouse and beyond. Much of that road is closed off to traffic so it is very peaceful. Our front porch is a great place to hang out! We especially love the quiet of the woods for dinners outside, games, reading, and visiting. And swims at Jetty Beach which is only a few minutes away. This location allows for walks to Oak Bluff's harbor, restaurants and shopping.

What makes this property unique

Location! There is so much to do that is walkable. Teens especially can enjoy the freedom this location provides.
Charm! The house was originally built in 1905. We even have an old photo on the wall showing it in a pasture before the pines and oaks filled in. Although vintage, it has had several additions made over the years, (building out onto the porch, opening up the dining room and kitchen to the living area. Also a laundry, small kitchen and first floor bath added).

Languages:

English

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