See all properties

Madison Inn

2.5 star property
Guest house near Inkwell Beach in Oak Bluffs

Choose dates to view prices

Photo gallery for Madison Inn

Traditional home with a charming front porch and balcony, featuring a central entrance and potted plants.
Standard Double Room | Individually decorated, individually furnished, iron/ironing board
Guests can enjoy a serene waterfront view from the pier.
Lobby lounge
Enjoy al fresco dining on the patio surrounded by lush greenery and comfortable seating.

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Housekeeping
  • Air conditioning
  • Free WiFi

Explore the area

Map
18 Kennebeck Avenue, Oak Bluffs, MA, 02557
  • Oak Bluffs Ferry Terminal
    ‪3 min walk‬
  • Oak Bluffs Town Beach
    ‪5 min walk‬
  • Inkwell Beach
    ‪8 min walk‬
  • Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪16 min drive‬

Room options

View all photos for Standard Room

Standard Room | Individually decorated, individually furnished, iron/ironing board

Standard Room

  • 190 sq ft
  • Sleeps 2
  • 1 Queen Bed

View all photos for Standard Double Room

Standard Double Room | Individually decorated, individually furnished, iron/ironing board

Standard Double Room

  • 248 sq ft
  • Sleeps 4
  • 2 Queen Beds

About the neighborhood

Oak Bluffs

Oceanside stay.Stay at this Oak Bluffs guesthouse and you'll be within half a mile (1 km) of Inkwell Beach and 9 miles (15 km) of Edgartown Lighthouse. Also within 9 miles (15 km) are South Beach and Katama Beach.
View more Guest Houses in Oak BluffsOpens in a new window

What's nearby

  • Circuit Avenue - 1 min walk - 0.0 miles
  • Oak Bluffs Harbor - 2 min walk - 0.1 miles
  • Oak Bluffs Ferry Terminal - 3 min walk - 0.2 miles
  • Oak Bluffs Town Beach - 5 min walk - 0.3 miles
  • Inkwell Beach - 8 min walk - 0.5 miles

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 15 min drive

Restaurants

  • ‪Lookout Tavern - ‬4 min walk
  • ‪Back Door Donuts - ‬1 min walk
  • ‪Portuguese American Club - ‬3 min drive
  • ‪Nomans - ‬2 min drive
  • ‪Offshore Ale Co. - ‬1 min walk

About this property

Madison Inn

Guest house near Inkwell Beach in Oak Bluffs
There's a snack bar/deli on site. Public spaces have free WiFi. A library, a terrace, and coffee/tea in a common area are also featured at Madison Inn.

This Oak Bluffs guesthouse is smoke free.

  • 15 guestrooms or units
  • 2 levels
  • Built in 1890
  • Deli
  • Beach lounge chairs
  • Towels for the beach
  • Umbrellas for the beach
  • Coffee in lobby
  • Front desk (limited hours)
  • Storage area for luggage
  • Library
  • Terrace
  • Fireplace in lobby
  • No smoking on site
  • Microwave in a common area
  • Refrigerator in a common area
Madison Inn offers 15 air-conditioned accommodations with iPod docking stations and complimentary bottled water. Each accommodation is individually furnished and decorated. Flat-screen televisions come with cable channels.

Bathrooms include complimentary toiletries and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Housekeeping is offered daily and irons/ironing boards can be requested.

Similar properties

Sit and enjoy the sea view from this outdoor seating area with a picnic table and comfortable chairs.

Vineyard Harbor Motel - Private Beach

  • On private beach
  • Parking included
  • Free WiFi
  • Business services
4.5 out of 5, Wonderful, 452 reviews
$291 nightly
The price is $325
Jul 30 - Jul 31
Total includes taxes and fees
Vineyard Harbor Motel - Private Beach

Property amenities

Family friendly

  • Snack bar/deli

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free offsite parking

Food and drink

  • Coffee and tea in common areas
  • Snack bar/deli

Things to do

  • Library

Accessibility

  • No elevator

Room amenities

Entertainment

  • Flat-screen TV with cable channels
  • iPod dock

Bathroom

  • Free toiletries
  • Hair dryer
  • Towels provided

Food and drink

  • Free bottled water

More

  • Air conditioning
  • Individual decor
  • Individual furnishings
  • Iron/ironing board on request

Policies

Check-in

Check-in start time: 3:00 PM; Check-in end time: 9:00 PM
Late check-in subject to availability
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM

Special check-in instructions

The front desk is open daily from 8:00 AM - 9:00 PM
Front desk staffed during limited hours
If you are planning to arrive after 9:00 PM please contact the property in advance using the information on the booking confirmation

Access methods

Front desk (limited hours)

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are not available.
  • Cribs (infant beds) are not available.

Property payment types

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
This property accepts credit cards; cash is not accepted
Safety features at this property include a smoke detector
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 professional host. The provision of housing is linked to their trade, business, or profession. This property accepts Visa, Mastercard, American Express, and Discover. Cash is not accepted. For guests' safety, the property includes a smoke detector in each accommodation.

We should mention

  • Please note that this property can refuse certain bookings for the purpose of group events or parties, which include pre-wedding stag/bachelor and hen/bachelorette parties.

Property is also known as

Madison Inn Oak Bluffs
Madison Inn
Madison Oak Bluffs
Madison Hotel Oak Bluffs
Madison Inn Oak Bluffs, MA - Martha's Vineyard
Madison Inn Guesthouse
Madison Inn Oak Bluffs
Madison Inn Guesthouse Oak Bluffs

Frequently asked questions

How close is Madison Inn to the airport?

Madison Inn is 7.3 mi (15-min drive) away from the Vineyard Haven, MA (MVY-Martha's Vineyard) airport, the closest popular airport to the property.

How much does it cost to stay at Madison Inn?

As of Jul 15, 2025, prices found for a 1-night stay for 2 adults at Madison Inn on Jul 20, 2025 start from $359.0, excluding 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.

Does Madison Inn have an airport shuttle?

Airport shuttle services are not available at Madison Inn.

How close is Madison Inn to the beach?

This guesthouse is a short 8-minute walk from Inkwell Beach and 5-minute walk from Oak Bluffs Town Beach. Don't forget your sunscreen!

Does Madison Inn offer free breakfast?

Madison Inn does not offer free breakfast.

Is there a casino at Madison Inn?

No, there is no casino at this guesthouse.

What time is check-in at Madison Inn?

Check-in start time: 3:00 PM; Check-in end time: 9:00 PM.

Is there free parking at Madison Inn?

Free parking is not available at this guesthouse.

Does Madison Inn have a pool?

Madison Inn does not have a pool.

Does Madison Inn have a spa?

There are no spa services available at this guesthouse.

How close is Madison Inn to downtown Oak Bluffs?

Madison Inn is 0.3 mi away from Oak Bluffs.

Madison Inn Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 66 out of 77 reviews
Rating 8 - Good. 10 out of 77 reviews
Rating 6 - Okay. 1 out of 77 reviews
Rating 4 - Poor. 0 out of 77 reviews
Rating 2 - Terrible. 0 out of 77 reviews

10/10

Cleanliness

10/10

Staff & service

9.2/10

Amenities

9.6/10

Property conditions & facilities

9.4/10

Eco-friendliness

Reviews

10/10 Excellent

Verified traveler

Business traveler
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The Madison is in a perfect location in Oak Bluffs. Walk to anything; food, ferry, beach. The rooms are beautiful and the staff is terrific. There is no on site parking, you have to rely on timing and a bit of luck to find a spot in the municipal lots or on street parking in the area around the Oak Bluffs Police Station. But I had no problem with it at all. Once I was parked I was able to walk to anything quickly and easily. I'll be staying there again!
Stayed 2 nights in Jun 2021

10/10 Excellent

Steve, Acton, MA

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Close to everything. Easy walk from the boat. Great bike storage. No parking - not a problem in October, which is sort of off-season. May be an issue in-season.
Stayed 3 nights in Oct 2020

10/10 Excellent

Verified traveler

Stayed 1 night in Oct 2020

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Quiet, comfortable, but smaller rooms, which doesn't matter because one should be out and about. Good self serve coffee and fruit.
Stayed 2 nights in Oct 2020

10/10 Excellent

Verified traveler

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful inn. Staff was welcoming and helpful. Room was clean and comfortable. Great location in oaks bluffs
Stayed 1 night in Sep 2020

10/10 Excellent

carolyn

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Great trip!

Such a wonderful place! Felt like being at home. A great location, everything was very clean and the rooms were very quiet. Can't wait to go back!
Stayed 2 nights in Sep 2020

10/10 Excellent

Omrae

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Wonderful place!

Right in the middle of Oak Bluffs and steps away from the ferry! Great spot for a MV vacation. Loved it!
Stayed 3 nights in Sep 2020

6/10 Okay

Oliver

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Aug 2020

10/10 Excellent

Verified traveler

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
I typically don't take the time to write reviews, but the owner of this Inn was so nice, helpful and definitely involved in her business in a good way that made me feel we owe her a good review. The Inn was smaller than I expected, the parking is a little issue, but the clean comfortable room, and the very helpful and pleasant staff is what stands out and are superior to any expectations. I would definitely stay there again.
Stayed 3 nights in Aug 2020

10/10 Excellent

Verified traveler

Stayed 2 nights in Nov 2019

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Nov 2019

10/10 Excellent

Mary

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

A Gem

We enjoyed sraying at the Madison Inn. It was charming and in a fabulous location. Beds were super comfortable. Will definitely stay again.
Stayed 1 night in Oct 2019

10/10 Excellent

Kevin

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Jean & Kevin's Honeymoon

It was an amazing, extended stay! The weather was less than cooperative but the hospitality was warm and everyone was beyond friendly. We will most definitely be back!
Stayed 5 nights in Oct 2019

10/10 Excellent

Verified traveler

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I love the Madison Inn. The staff is amazing. The amenities are great and the Inn and ambience is quintessential New England.
Stayed 3 nights in Oct 2019

10/10 Excellent

Stephan

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Sep 2019

10/10 Excellent

K.S.D., Texas

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Our room was the cleanest, best smelling room I’ve ever stayed in. I was not sure when I booked but it was so close to the ferry thought it was a good choice. I had low expectations, but was very happy with choice. Would highly recommend and would definitely rebook there again.
Stayed 1 night in Sep 2019

10/10 Excellent

Verified traveler

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent location, close to the fairy and to town. Good value. We had good weather, so took advantage of sitting in the nice courtyard to relax for a while between activities. The room was a reasonable size and well appointed.
Stayed 2 nights in Sep 2019

10/10 Excellent

Ginger

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Friendly staff welcomed us. A delightful beverage, fruit and snack bar was conveniently located near the lobby. Our room was was spacious and very comfortable. The location of the Madison to the downtown area was wonderful for walking to everything.
Stayed 2 nights in Sep 2019

10/10 Excellent

Lora, Rancho Cucamonga, CA

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I tremendously enjoyed my stay at the Madison Inn! My room was clean, beautiful, and well-appointed with everything I needed. The coffee bar had fruit and breakfast snack bars, as well as freshly baked pumpkin bead each morning. Staff was friendly and helpful. The location in Oak Bluffs was ideal, and it was easy to explore the town on foot from this location.
Stayed 3 nights in Sep 2019

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location, friendly staff, nice room, comfortable bed, quiet for sleeping!
Stayed 1 night in Sep 2019

10/10 Excellent

Matthew

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Sep 2019

10/10 Excellent

JOYCE

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

The photo doesn't do it justice

First off, the photo on Hotels.com is not what the Madison Inn looks like - they should get a new photo. This photo makes it look like it's a B&B in a residential area, when in fact it's in the heart of the 'downtown' core of Oak Bluffs, sort of hidden behind tall shrubs and wedged between a restaurant and another business. But.....all that aside, this place was awesome! I would absolutely stay here again. Very clean, very friendly, very accommodating, and the location can't be beat.
Stayed 1 night in Sep 2019

10/10 Excellent

Sean

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Great, cozy spot.

It was one of the nicest and coziest places we’ve stayed at. The front desk help was exceptional and the location couldn’t have been any better. We will be back soon.
Stayed 1 night in Jul 2019

10/10 Excellent

Marla

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Highly recommend!! Loved loved our stay!

I’m very happy with our stay at the Madison Inn. First of all it’s in a great location, it’s clean and a very beautiful place. Second, the hospitality was outstanding. We were treated so well by staff members. There was a place for us to leave our bikes and moped overnight! We were allowed to leave our stuff in a room near the front desk even after we checked out. This was extremely convenient for us as we wanted to enjoy our day fully without worrying about our luggage. Again I can’t stress enough how nice the staff members were and how accommodating they were. Thank you for that! It really made our trip even more amazing.
Stayed 1 night in Jul 2019

10/10 Excellent

Joseph

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Great first time stay

Very great stay. Friendly staff, and a spotless room for a reasonable rate. Just what I was looking for.
Stayed 1 night in Jul 2019