Entire home

Modern 4 bed/3.5 bath Farmhouse, private HEATED POOL and AC on bike path

Family-friendly holiday home in Oak Bluffs with an outdoor pool

Photo gallery for Modern 4 bed/3.5 bath Farmhouse, private HEATED POOL and AC on bike path

Pool
Keep cool in a large pool that is 7 feet in the deep end
The farmhouse has several areas to play in front and behind the home.
Exterior
Enjoy privacy as the house sits back from the street

Reviews

10 out of 10
Exceptional
4 bedrooms3+ bathroomsSleeps 10278.7 sq m

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Barbecue grill
  • Kitchen

Explore the area

View map
  • Place, Oak Bluffs Harbor
  • Place, Oak Bluffs Town Beach
  • Place, Inkwell Beach
  • Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)

Rooms & beds

4 bedrooms (sleeps 10)

2nd floor bedroom 3

2 Double Beds

2nd floor Bedroom 2

1 Queen Bed

Family Room

1 Double Futon

Living Room

1 Double Futon

Lower level bedroom

2 Single Beds

Master Bedroon

1 King Bed

3 bathrooms, 1 half bathroom

2nd floor bathroom

Bathtub or shower · Toilet

Lower Level Bathroom

Toilet · Shower only

Master Bathroom

Toilet · Shower only

Powder Room

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Balcony
Separate dining area
Garden

About this property

Modern 4 bed/3.5 bath Farmhouse, private HEATED POOL and AC on bike path

Enjoy everything the island has to offer in a spacious, custom-built, fully-stocked modern farmhouse and backyard oasis with a private pool and outdoor kitchen that enable a relaxing and serene retreat. This picturesque home, The Felicity, has brand-new furnishings and is ideally situated on the bike path and walking distance or a short drive to Oak Bluffs village, several beaches, Farmneck Golf and Tennis Club, downtown Vineyard Haven and both ferries.

The Felicity is an immaculate home with designer touches throughout and contains multiple sitting areas for families and friends to gather after a day at the heated pool or beach. The sitting areas include a large great room with a flatscreen TV for movie nights and an open concept and spacious living area. Additionally, the lower level family and game room has a flatscreen TV and a pool/ping-pong/hockey table for rainy days and late nights. And, finally, catch up on email or read a book while lounging in the cozy loft sitting area on the 2nd floor.

This large, 3,000 square foot, 3-level, home has 4 bedrooms and can accommodate 10 guests. Bedroom #1 is on the 2nd floor and has a King-sized bed, ensuite bathroom and private deck. Bedroom #2 is on the 2nd floor, overlooks the backyard, and has a queen-sized bed. Bedroom #3 is also on the 2nd floor and comfortably provides 2 full-sized beds. Bedroom #4 is on the lower level and is perfect for both adults and young children as it contains two twin beds, books, toys, and a mini-couch for reading to little ones. Guests who prefer to not share beds can sleep on one of the two queen-sized sofa beds in the living room or family room. Likewise, a pack ’n play is available for a little one.

The stylish gourmet cook's kitchen is equipped with commercial appliances, granite countertops, a large island/breakfast bar with seating for 3, and all the cookware needed for entertaining or family dinners. The dining room is just off the kitchen and has seating for 10 — not including the high chair for a little one. The lower level includes an overflow kitchen with an extra fridge and sink.

No need to schedule shower-time as the house contains 3 1/2 bathrooms. Bathroom #1 is a conveniently located powder room on the 1st floor. Bathroom #2 is part of the ensuite master bedroom on the 2nd floor and contains dual sinks and a large shower with full-body faucets and a sitting bench. Bathroom #3, on the 2nd floor, has a combo tub/shower. Bathroom #4 is on the lower level and contains a shower.

The Felicity has a professionally landscaped yard on a large, wooded private lot that boasts mature trees, a well groomed lawn, an array of colorful flowers and plenty of space for outdoor games. This outside oasis contains a private, in-ground 24’x16’ pool with a child-safety fence, an outdoor shower, a basketball hoop, a front porch with rocking chairs for quiet contemplation, a deck for outdoor meals, and a bluestone custom kitchen with a gas grille, sink and counter.

The Felicity was meticulously and thoughtfully designed and furnished to include all of the amenities you would want in a vacation home: central AC, Wi-Fi, Digital Cable, washer/dryer, linens, towels, ample parking, and even some family games.

NOTE: The pool is open each year from mid-May through the end of October and is heated to 80 degrees fahrenheit.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 28
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Booking is not confirmed until guest electronically signs rental agreement that is sent via Sign Now. See attached sample for the terms.
Liquidated damage charge of $1000 is automatically assessed for violating rental agreement including parties and more than 10 people anytime

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 deadlock
Property Registration Number C0053272210

About the area

Oak Bluffs

Located in Oak Bluffs, this holiday home is in the city centre and near the beach. While the natural beauty of Inkwell Beach and Cape Cod Beaches can be enjoyed by anyone, those looking for an activity can explore Woods Hole Ferry Terminal. Travelling with kids? Consider Flying Horses Carousel and Oak Bluffs Fishing Pier.
Map
Oak Bluffs, MA

What's nearby

  • Oak Bluffs Harbor - 18 min walk - 1.5 km
  • Circuit Avenue - 18 min walk - 1.5 km
  • Oak Bluffs Town Beach - 3 min drive - 2.9 km
  • Oak Bluffs Ferry Terminal - 3 min drive - 2.9 km
  • Inkwell Beach - 3 min drive - 3.2 km

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 13 min drive

Restaurants

  • ‪The Barn Bowl & Bistro - ‬18 min walk
  • ‪Nancy's - ‬3 min drive
  • ‪Portuguese-American Club - ‬2 min walk
  • ‪Giordano's Restaurant - ‬3 min drive
  • ‪Sharky's Cantina - ‬3 min drive

Frequently asked questions

Does Modern 4 bed/3.5 bath Farmhouse, private HEATED POOL and AC on bike path have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Modern 4 bed/3.5 bath Farmhouse, private HEATED POOL and AC on bike path pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Modern 4 bed/3.5 bath Farmhouse, private HEATED POOL and AC on bike path?

Check-in begins at 4:00 PM.

What time is check-out at Modern 4 bed/3.5 bath Farmhouse, private HEATED POOL and AC on bike path?

Checkout is at 10:00 AM.

Where is Modern 4 bed/3.5 bath Farmhouse, private HEATED POOL and AC on bike path located?

This family-friendly Oak Bluffs holiday home is located by the sea, within a 15-minute walk of Oak Bluffs Public Library and Martha's Vineyard Hospital. Eastville Beach and Circuit Avenue are also within 1 mile (2 km).

Reviews

10

Exceptional

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy
Rating 10 - Excellent. 69 out of 71 reviews
Rating 8 - Good. 1 out of 71 reviews
Rating 6 - Okay. 1 out of 71 reviews
Rating 4 - Poor. 0 out of 71 reviews
Rating 2 - Terrible. 0 out of 71 reviews

Reviews

10/10 Excellent

William S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic Stay!What a perfect property for family of all ages to reconnect! So spacious and comfortable, amenities galore (of course we loved the pool), and centrally located within a 5 minute drive to everywhere in OB. The owner was extremely responsive and gracious to us - definitely recommend if you have a large group!
Stayed 7 nights in Aug 2025

10/10 Excellent

Mark A.

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

Family and Friends Vacation

Great week at this wonderful property with great hosts. Highly recommend!
Stayed 7 nights in Jul 2024

10/10 Excellent

Patrick L.

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

Couldn’t ask for more

Beautiful property, host was very attentive to needs, perfect location
Stayed 2 nights in May 2022

10/10 Excellent

Catherine L.

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

Everything is there!

Jill is a wonderful host, and the house is beautiful. We fully enjoyed our stay, and were so appreciative of all of the little details that were thought through and provided by the host, Jill. Couldn’t recommend enough!
Stayed 7 nights in Jun 2024

10/10 Excellent

Cheryl R.

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

Ladies Investment Club's 25th Anniversary celebration.

Our group of 9 women started planning this trip a year in advance. Our host, Jill was very helpful in so many ways with guidance and information about the area. This property was everything we could have asked for. Cozy, relaxing, a dip in the pool, great back drop of group photos and so much more. It was well stocked with all of your basic needs. A great place to create lifetime memories.
Stayed 4 nights in Sep 2024

10/10 Excellent

Jessie S.

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

Perfect Vacation House!

The Felicity MV is the perfect vacation house - clean, comfortable, well stocked and extremely well organized! There was plenty of room for our family of five to spread out or gather together for dinner and games (the house has tons!). The heated pool and outdoor spaces were lovely. Thank you so much for having us - we will definitely be back!
Stayed 2 nights in May 2023

10/10 Excellent

Kylie G.

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

Fantastic!

Gorgeous home with plenty of space for gathering and hosting 10 guests!! Would absolutely stay again. Jill provided us with plenty of recommendations and information and was super responsive.
Stayed 3 nights in Sep 2022

10/10 Excellent

Jason B.

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

June Getaway

The house and property are perfect as described in the listing. Everything you could possibly need has been provided by Jill the owner. The house is very clean, orderly and tastefully decorated. We look forward to future stays.
Stayed 5 nights in Jun 2023

10/10 Excellent

claudia n.

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

Fabulous

The house was absolutely perfect. Comfy, clean, and well maintained. I would rent it again. Thank you!
Stayed 7 nights in Jul 2023

10/10 Excellent

Emily M.

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

Wonderful house

We had a great time, the house was wonderful. Plenty of space for 10 adult guests. The decor and style of the home is beautiful. Location is good for short drives to town. The only drawback is the hot water; it only lasted for about 3 people to shower and when you have a house with 10 people that’s a lot of freezing cold showers.
Stayed 3 nights in Jun 2022

10/10 Excellent

Joshua K.

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

Highly Recommend

The Felicity was even better than advertised. The house was clean and welcoming with everything you need to feel right at home. The backyard is rare to find that close to downtown OB & Vineyard Haven with the beautiful saltwater pool and games to entertain your family / friends. I recommend anyone looking for at staying in MV to book The Felicity. Jill was super responsive and a pleasure to work with.
Stayed 3 nights in Sep 2022

10/10 Excellent

April M.

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

Best House and Host Ever!!!

From start to finish this house was everything you would dream of. Walking in we were all blown away by how beautiful the house was and super clean. I absolutely loved the beautiful decor. This was the first house we didn’t have to bring any extras to like towels, blankets, cloths, etc. Everything was marked with printed slips to show you where everything was and exactly how to use appliances etc. Our host Jill was phenomenal. Best host we ever had as well. Any questions we had she answered them. Our young adults loved the heated pool and all the games, pool table and movies. I can’t rave enough about our stay. Even though the weather was not that nice Jill gave us some fun ideas to do and we ended up playing pool and eating dinner at the barn bowl. We loved it there and you definitely have to check it out. The carousel in OB was awesome and only a 3 min drive. We loved everything! FYI Don’t bring anything besides some seasonings and your clothes. This house has everything for all ages including beach balls, chairs, umbrellas I literally mean this house has it all. The beds were super soft and blankets were so comfy. Tons of sheets, pillows, etc. The ocean was a 3 min walk. Small but nice. We took a ride to Aquinnah and seen the cliffs and lighthouse. Be sure to check out Edgartown for the day. Great place. While we were in OB the replica Jaws boat was there which was super cool. So many things to do! Thanks again Jill for sharing your beautiful home with us! We loved it!
Walk in OB
Edgartown
Edgartown
Barn Bowl
Stayed 3 nights in Jun 2025

10/10 Excellent

Maura W.

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

Beautiful, cozy, and spacious vacation house on the Vineyard!

I have have been going to the Vineyard with my family for over two decades, and the Felicity was the best house we have rented so far! We just wrapped up a wonderful week there. I traveled with my husband, young daughter, and my sister and her family (husband and three sons), and we all fit comfortably - plenty of bathrooms, bedrooms, and beds. It is spacious, well maintained, well stocked, beautifully decorated, clean, and cozy. It is exactly as described and has so many great amenities, especially the heated pool! The kitchen had everything we needed. There were lots of games of all types for the kids and a wonderful patio, grilling station, and yard. It is centrally located - easy to get to the beaches and all the major towns. And most importantly, Jill was an amazing host! A month before we went, she sent me the most helpful packet of info on the house and MV that we have ever received from an owner, as well as a welcome email the night before with even more information. Everything was well-labeled so we knew where to find things and how to use things. She was very responsive and gracious during our stay. I would highly recommend this house, and we hope to return in a future summer!
Stayed 7 nights in Jul 2023

10/10 Excellent

Corey W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was clean, well laid out, stylish, and had everything you need for an easy and enjoyable stay. The property is beautiful and close to town. The owner is responsive if you need her. We had an incredible time and would rent again in a heartbeat.
Stayed 7 nights in Jul 2025

10/10 Excellent

Ryan F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house and outside property were amazing!!!There’s lots of room to move around the rooms flow very well together. The outside patio is the perfect spot to relax reading a book or enjoying a cold drink. The pool is steps away from the house and such a nice part of the overall residence. The downstairs is a great spot for kids, with two twin beds, TV, couch and pool table!!!
Stayed 7 nights in Jul 2025

10/10 Excellent

Patricia

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

75th Birthday with family

Beautiful home and property. The hydrangeas were in full bloom adding to the beauty of the property. My granddaughters loved, loved, loved having a pool to themselves instead of sharing with other guests at a hotel. We fully intend to return.
Stayed 5 nights in Jun 2025

10/10 Excellent

Jordan R.

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

Amazing stay!

I can’t recommend this house enough! It’s exactly as described and there is plenty of space, even for a group of 10 people. Extremely clean and I’ve never been in a rental property that was so organized! Having everything labeled was very helpful especially as we cooked dinner at the house one night. Everything was more than adequately stocked as well. The communication with the owner was incredible which made the check in and check out process very easy. It’s close enough to downtown OB that you could walk if you wanted to (1 mile) but tucked away enough that it felt very private. We only stayed for a weekend but we left talking about how we all want to come back for longer! There were only adults in our group but I imagine it would be a great spot for families/kids too.
Stayed 2 nights in May 2025

10/10 Excellent

Verified traveller

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

Fabulous house and location!

We had a wonderful week at The Felicity in Oak Bluffs. The house was perfect and met all our needs, the kids swam in the pool every day, and we thoroughly enjoyed being right off the bike path. Highly recommend!
Stayed 7 nights in Aug 2024

10/10 Excellent

Susan A.

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

Wonderful rental

We had three families- six adults and four children. The kids had a great time in the pool and in their downstairs kid zone. It was wonderful to be so close to OB and to have easy access to all of the towns. We all agreed that we would rent from Jill again. She was lovely and very responsive to all of our questions.
Stayed 7 nights in Aug 2024

10/10 Excellent

Lorene S.

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

Martha’s Vineyard

Beautiful property with good location. Lots of room to spread out in the house.
Stayed 7 nights in Jul 2024

10/10 Excellent

Andrew H.

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

Great property!

The house was amazing and the owner helped with all the questions we had. The pool was enjoyable and location on the bike path was awesome. The location made a short drive to places on MV and bike rides were beautiful!
Stayed 5 nights in Jun 2024

8/10 Good

Rita R.

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

Martha's Vineyard

Beautiful property but the beds downstairs are meant for kids and the 60+ adults were not comfortable. Also there was a gorgeous kitchen aid mixer on the counter with no beaters to be found anywhere. The pool once it was cleaned was perfect. Overall, we really enjoyed our stay.
Stayed 5 nights in Jun 2024

10/10 Excellent

Clarence P., Brooklyn, NY

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

Lovely find and so convenient.

In all there were 9 of us over the course of a 2-week stay and what was great was watching the experience of the 3 folks who left after the first week be mirrored by the wonderful experience of those who came the second, Additionally, Jill the owner was so available and responsive whenever we had a question or needed anything. We're definitely thinking of booking again for 2024.
Stayed 14 nights in Aug 2023

10/10 Excellent

Laura B.

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

Even better than the photos!!

We really enjoyed our stay here! The house is spacious without feeling overwhelming, beautifully furnished and maintained, and has every amenity you can think of. The pool is an amazing bonus that elevates this property to resort-level. Jill, the owner, is very responsive and super easy to deal with. It is within walking distance to Oak Bluffs and a short drive to Vineyard Haven - super convenient no matter which port you come into. Highly recommend and would definitely stay here again!
Stayed 7 nights in Jul 2023

10/10 Excellent

Cate Z.

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

Perfect weekend getaway

The Felicity house was nothing short of amazing. Very well kept, clean, very informative, and well equipped with everything you might need on a trip. Jill was super responsive and made our stay very seamless and stress free. I would highly recommend staying at this house and will definitely be coming back!
Stayed 2 nights in Jun 2023

About the host

Hosted by Jill

Host profile image
My name is Jill. I live in Washington, DC with my husband and two young children. For the last 10 years or so, we have made an annual trek to Marthas Vineyard in the summer time -- and have found it to be our absolute favorite place to relax, "get away from it all" and enjoy one another. Over the years, we have dreamed about one day having our own "forever home" on the Island -- and were able to make that happen 4 years ago. Since then, I have furnished, decorated and renovated with careful detail and an attempt at providing everything one could want in a vacation spot

Why they chose this property

We chose this house because it is centrally located to Oak Bluffs, Vineyard Haven and Edgartown, can easily accommodate large groups of friends and families, and -- more than anything -- could imagine making incredible memories in this house for years to come. We absolutely love this house and hope you do as well.

What makes this property unique

The house has it all and is in the perfect location.

Languages:

English

Premier Host

They consistently provide great experiences for their guests