Category Archives: Vineyard Towns

The Flying Horses on Martha’s Vineyard: a Must Do for Kids!

When people ask me to describe Oak Bluffs, I tell them about the Flying Horses because, to me, the carousel illustrates the flavor of the town perfectly. It’s colorful, historic, loud, full of laughter & fun and unlike any other place in the world.

The Oak Bluffs carousel is the nation’s oldest operating platform carousel and a National Historic Landmark cared for by the Martha’s Vineyard Preservation Trust. Built by Charles W.F. Dare in 1876, the Flying Horses arrived on Martha’s Vineyard in 1884.

Featuring small and large horses, as well as carriages to ride on, the Flying Horses challenge you to catch the brass ring as your circle round. The lucky rider who captures the brass ring wins a free ride. Rides are $1.50 and you can buy a season pass if you know you’ll be climbing aboard again and again. Around the carousel is an arcade complete with games and snacks and open windows pulling the nearby ocean breeze inside to cool the riders.

The carousel is located at the bottom of Circuit Ave – the town’s main drag featuring great shopping, movies, ice cream, fudge and restaurants ranging from pizza to oysters on the half shell – an extension of the excitement and energy of the Flying Horses.

Cool fact: check out your horse’s eyes…you’ll find a surprise!

Chappaquiddick Exclusive: Martha’s Vineyard Vacation Rental

I get excited about all of my rentals because every property on Martha’s Vineyard offers something unique and surprising. But, sometimes I list houses that truly blow me away – this is definitely one of those houses. Note: this house is available for 1-2 weeks this August 2008 only!

When you arrive at this Chappy compound, you will not want to leave – and you won’t have to because everything you need is right there. Made for big groups and surrounded by fields and ocean, it’s the ultimate getaway.

Magnitude. Perfect for entertaining or for bringing the whole family, the property includes a charming guest house, and in total offers 6 bedrooms, 3 kitchens and 6.5 bathrooms, housing up to 12 people. Set on 20 acres, this Chappy property offers total privacy and stunning views of the surrounding landscape.

Amusement. Pool, tennis court, pristine Chappy beaches nearby, Master Suite & kitchen that open on to covered patios, porches & decks surrounding the house, a private 6 hole golf course next door and 20 secluded acres to explore…need I say more?


Habitation. The house is newly remodeled and includes a family room, study and a bow window perfect for reading and relaxing. This space invites a full house and pure festivity, while offering quiet places for Vineyard escape and serenity.

For more pictures, details or rental inquiries, email me at annemayhew@gmail.com or call 508-627-6070 x27.

Martha’s Vineyard Vacation Rental: In-Town Edgartown

There are three things that really stand out about this Edgartown Rental House.
1. Location, Location, Location. Edgartown is as sweet as it is classy and as diverse as it is elegant. The old Greek Revival houses built eons ago by whaling captains, shine brightly under cover of roses, vines and old Vineyard trees. You are a stroll away from scenic Edgartown Harbor and the Edgartown Lighthouse which marks the entrance into Katama Bay.

Restaurants are plentiful and can be either fishy (The Seafood Shanty on the harbor) or divine (L’Etoile). Shopping greets you at every turn. And, the beaches, of course, the beaches – close by and splendid you can choose from Lighthouse Beach or Fuller Street Beach right downtown or drive or ride your bike out to South Beach.

2. Family-style. This is a fantastic family house. First count the bathrooms…yes, there are FIVE. FIVE BATHROOMS. The kitchen invites hanging out while the cooking happens and there are two separate living/family rooms – could be one for the kids and one for the adults! The open floor plan of the first floor keeps everyone together…with plenty of room to spread out.


3. Up-to-Date. The furnishings, style and amenities are up-to-date and fairly new allowing this house to support your vacation perfectly, with total ease. Some people like to rough it on the Island and some people don’t – this house is for those of you don’t!