Madison Inn

Guesthouse in Oak Bluffs, a quick walk to Inkwell Beach

Choose dates to view prices

Where to?

Dates

July 2025

August 2025

Traditional home with a charming front porch and balcony, featuring a central entrance and potted plants.

Guests can enjoy a serene waterfront view from the pier.

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

Enjoy al fresco dining on the patio surrounded by lush greenery and comfortable seating.

Overview
Rooms
Location
Policies

Exceptional

Popular amenities

Housekeeping
Air conditioning
Free WiFi

Explore the area

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

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Room options

Standard Room

190 sq ft
Sleeps 2
1 Queen Bed

Standard Double Room

248 sq ft
Sleeps 4
2 Queen Beds

About the neighborhood

Oak Bluffs

Inkwell Beach is a short stroll from Madison Inn, and other popular attractions like Edgartown Lighthouse are within a 15-minute drive. This 15-room guesthouse welcomes guests with conveniences like free in-room WiFi, coffee/tea in a common area, and a library.

View more Guest Houses in Oak Bluffs

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

Guesthouse in Oak Bluffs, a quick walk to Inkwell Beach

Guests of Madison Inn enjoy access to free WiFi in public areas, coffee in a common area, and microwave in a common area. You can put free offsite parking to good use if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Additional amenities include a refrigerator in a common area, a library, and a terrace.

Guests can expect free WiFi and flat-screen TVs with cable channels. Bathrooms offer hair dryers and free toiletries. IPod docks are also included.

The recreational activities listed below are available either on site or nearby; fees may apply.

Similar properties

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

On private beach
Parking included
Free WiFi
Business services

$299 nightly

Jul 31 - Aug 1

Total includes taxes and fees

Property amenities

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

Family friendly

Snack bar/deli

Conveniences

Limited-hour front desk
Luggage storage
Shared microwave
Shared refrigerator

Guest services

Housekeeping (daily)

Outdoors

Beach loungers
Beach towels
Beach umbrellas
Terrace

Accessibility

No elevator

2 floors
Built in 1890
Fireplace in lobby
Smoking not allowed

Room amenities

Bathroom

Free toiletries
Hair dryer
Towels provided

Entertainment

Flat-screen TV with cable channels
iPod dock

Food and drink

Free bottled water

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

This property doesn't allow pets

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

Check-in: 3:00 PM
Check-out: 11:00 AM
Minimum check-in age: 21

The front desk is available during limited hours. Driving? This property offers free nearby parking.

We should mention

Details about charges, deposits, or other important information:

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
This property accepts credit cards. Cash is not accepted.
Onsite safety features include a smoke detector.

Additional information about polices, regulations, and more:

The guesthouse can refuse certain bookings for the purpose of group events or parties, which include pre-wedding stag/bachelor and hen/bachelorette parties.
There are no elevators.
No cribs or infant beds are available.
No rollaway or extra beds are available.

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

What is there to do close to Madison Inn?

This guesthouse is located in Oak Bluffs, just steps from Circuit Avenue and Oak Bluffs Ferry Terminal, and within a short walk of Inkwell Beach. You'll also find Oak Bluffs Harbor and Oak Bluffs Town Beach less than a mile away.

Is there parking available at Madison Inn?

No, there isn't parking at the guesthouse but you'll find free parking nearby.

Does Madison Inn include a casino on the premises?

No, Madison Inn doesn't have a casino.

Is there an indoor pool at Madison Inn?

No, there is no indoor pool at this guesthouse.

What amenities will couples enjoy at Madison Inn?

Amenities at this guesthouse that appeal to couples include a terrace and a library.

Are there hot tubs at Madison Inn?

No, there isn't a spa tub at this guesthouse.

Does Madison Inn have a restaurant that serves breakfast?

No, Madison Inn doesn't have a restaurant that serves breakfast.

Does Madison Inn allow pets to stay free of charge?

No, pets aren't allowed at Madison Inn.

Does Madison Inn have connecting rooms?

No, there aren't connecting guestrooms at this guesthouse.

How close is the airport from Madison Inn?

The closest major airport to Madison Inn is Vineyard Haven, MA (MVY-Martha's Vineyard), which is 7.3 mi away (15 minutes by car). Another top airport is Hyannis, MA (HYA-Barnstable Municipal), which is around 20.2 mi away.

Are there rooms with balconies at Madison Inn?

No, you won't find accommodations with balconies at Madison Inn.

Madison Inn Reviews

9.8

Exceptional

10/10

Cleanliness

10/10

Staff & service

9.2/10

Amenities

9.6/10

Property conditions & facilities

9.4/10

Eco-friendliness

10/10 Excellent

Verified traveler

Traveled with family

Jun 21, 2021

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Great location! Very clean rooms and friendly staff.

Stayed 2 nights in Jun 2021

10/10 Excellent

Verified traveler

Business traveler

Jun 18, 2021

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

Oct 17, 2020

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

Oct 11, 2020

Stayed 1 night in Oct 2020

10/10 Excellent

Verified traveler

Oct 8, 2020

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

Sep 26, 2020

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

Sep 15, 2020

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

Sep 11, 2020

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

Aug 31, 2020

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

Stayed 3 nights in Aug 2020

10/10 Excellent

Verified traveler

Traveled with family

Aug 28, 2020

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

Dec 2, 2019

Stayed 2 nights in Nov 2019

10/10 Excellent

Verified traveler

Nov 30, 2019

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

Stayed 2 nights in Nov 2019

10/10 Excellent

Verified traveler

Oct 29, 2019

Stayed 3 nights in Oct 2019

10/10 Excellent

Mary

Oct 22, 2019

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

Oct 12, 2019

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

Oct 10, 2019

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

Sep 30, 2019

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

Sep 29, 2019

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

Sep 27, 2019

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

Sep 27, 2019

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

Sep 25, 2019

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

Sep 23, 2019

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

Sep 10, 2019

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

Stayed 1 night in Sep 2019

10/10 Excellent

JOYCE

Sep 6, 2019

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

Jul 27, 2019

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