Gracious Landmark Home ~ Fabulous Water Views ~ 2 Private Beaches

Beach nearby, beach towels
Dining
Fridge, microwave, oven, stovetop
Terrace/patio
Exterior
9.8 / 10.0
Outstanding(22 Ratings)

House in Menemsha, MA

10 guests · 5 bedrooms · 4 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Includes essentialsGarden, Pets allowed, Kitchen or Kitchenette and more

About this house rental

Sunrises, sunsets and all-day sunlight grace this welcoming, elegant and beautifully-kept hilltop home. Its glorious wrap-around views extend over fields, meadows, ponds, far-islands and many miles of ocean -- rare indeed for the Vineyard.
Linger over breakfast in the bright, eat-in kitchen, or savor the panorama first-hand from the large dining table on the spacious, sunny deck, where lounge chairs also encourage lingering. Relax in 2 well-furnished and comfortable living rooms (one casual).

Catch frisbee on the expansive lawns, or savor the sunset from deep seating on the front porch. Seafood meals get merry around the gracious dining table, followed by drinks or cards in the tower living room. Your master bedroom is upstairs in the same lovely tower, or choose the 1st floor master with joining handicap-accessible bathroom. Each bedroom has ocean views, art, and comfortable beds.
Accessible daily: just down the hill is our intimate, private Beach #1, perfect for young and old (no surf), where you can also secure your kayak or small sailboat. Visit 2 local town beaches, or access our pristine, key-member Beach #2 for surf -- or quieter pursuits in the big adjacent pond.

A stand-out home, with an outstanding history, the house is an up-island landmark for its yellow-painted Queen Anne main house with red roof, and ball-topped tower. The grounds include a meadow-sized lawn beyond the main house, perfect for weddings and large, tented parties or celebrations. The Tower House estate property has changed hands only once since beginning as a multi-acre farm in the early 1800's. It has been our family's summer home for over 50 years (note: without central heat or AC, fans are provided in summer; space-heaters in shoulder seasons).
Our family's third generation now provides the property's responsive, active care.
Adding to this property's special character: access to two private, unspoiled Chilmark beaches. One of these is below the house (5 minutes by car), the other off South Road (15 minutes by car, key entry).

A wealth of activities nearby...: Countless memorable enjoyments are within close reach of the Tower House -- besides our lovely beaches! Sample wonderful restaurants, good casual eateries, an active community center, public library, and lively grocery store within 3 miles. Menemsha village is just across the pond, with charming shops, fishing charters, and just-caught seafood arriving off traditional trawlers as they dock. A brisk bike-ride from the house takes you to Lobsterville for 'insider' shoreline fishing, or to Aquinnah's beaches and magnificently colored cliffs. Farmer's markets, art galleries, craft and antique fairs start at West Tisbury mid-island, with exceptional shopping boutiques, good live theater, bookstores and ever-changing movies just beyond in 3 bustling towns. Nature walks and bike trails criss-cross the island, 3 golf courses offer tee-times, and history comes alive in charming byways and museums. Or simply relax at home, with ball games on the lawn, internet, good books, puzzles & games, shady nap-spots!

WEDDINGS.
September is the month of weddings at the property. During this month, weekly rentals of the Tower House run Wed. to Wed., allowing for wedding event set-up/breakdown and a wonderful weekend celebration in-between! The 5-bedroom Tower House allows up to 10 people to easily stay on-site for all or part of the wedding week. This Victorian-era summer house with its ample gathering rooms and decks is without central heat or AC, so fans and space heaters are provided for weather that's extra-hot or -cold.
The expansive and level field adjoining the Tower House accommodates large dining, dancing and kitchen tents as well as additional bar stations, lounge areas, etc. The marriage ceremony most often takes place overlooking the water-and-islands view, on a side lawn with ample space for guest seating. The property's vine-trimmed stone walls, planting beds, arched garden arbor and gingerbread-trimmed porches add further areas for exceptional family and wedding party photography.
Our guest book attests to our many wedding families' joyful memories made here!

Amenities

Air conditioner
Pets allowed
Kitchen or Kitchenette
Internet / Wifi
Parking
Laundry
Balcony or Patio
Dishwasher
TV
Wheelchair accessible
Garden
Family friendly

Map of Menemsha, MA

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Ratings and reviews

9.8 / 10.0
Outstanding(22 Ratings)
10.0 / 10.0
Aug 2024
Beautiful house with the BEST view and amazing yard! We had an excellent stay. Absolutely incredible- loved it so much!! One thing to note for others inquiring is that the guest house is very close to main house and was rented by a different group while we were there. If this is a consideration for you, then likely would check in with owners as to whether it will be occupied.
10.0 / 10.0
Aug 2024
This charming Vineyard icon was perfect for a large family gathering. Plenty of room to spread out, sweeping lawns for children to play, and lots of nooks and crannies for a rainy day.
8.0 / 10.0
Aug 2024
We enjoyed our stay at Tower House, certainly enough room for our family, ages ranging from 10 months to 94. The views from the back patio out to Menemsha Pond and Vineyard Sound beyond were spectacular, just a wonderful spot for a morning coffee or evening cocktail when the weather is right. The house was well stocked with towels, dishes, cookware and glassware and we even made use of the lobster pot. Access to the private ocean beach was great.
10.0 / 10.0
Aug 2023
We had a wonderful visit! Such a great family house that wonderful memories were made at. We will definitely return!
10.0 / 10.0
Aug 2023
We had an awesome week at the Tower House in Chilmark. The house itself housed our two families (4 adults and 6 2nd grade to baby boys) with ease. Everyone had space both inside and out. The kids ran through the grass, played in the hammock and ate dinner watching deer and boats in the distance. We enjoyed the porch, kitchen and back deck. Bob was in close contact and Charlie the caretaker was a fast and lovely resource. The gem of this property is the key to Hancock Beach. We’ll never forget our time there and will look to rent again from owners that over the spectacular bonus. Thank you for granting us such beautiful memories.
10.0 / 10.0
Jul 2023
This is our second summer stay at this house, and it was as perfect as it was the last time. The water views from the back of the house, particularly from the fabulous deck, are unmatched on the rest of the island. The house is perched high on land that connects Chilmark to Aquinnah so offers an amazing bucolic vista of pastures and meadows ringed by stone walls, down to Menemsha Pond and Vineyard Sound in the distance. The feeling is very rural and relaxing. There are lots of beaches to explore, many of them noticeably less populated than those on the rest of the island. There is no air conditioning, but you don’t need it because, being at a high point geographically, it has nice breezes all the time.
10.0 / 10.0
Jul 2023
Our extended family had a great time, thank you
10.0 / 10.0
Sep 2022
This was our second visit to Lovey's cottage, and our first stay at the Tower House. Robert is a great host and his property is outstanding. We were hosting our daughter and son-in-law's dream wedding. The views, the grounds, the location, the tasteful attention to detail, and the quality of accommodations are all first rate. The house is filled with light, art, and character. Space for large meals around a beautiful table, a porch for morning coffee and afternoon drinks. I was very pleased with the overall condition of this much loved and enjoyed property. All communications were smooth. I cannot imagine a better week, still basking in the glow. We have been renters on the island for 30 years, and this stay exceeded our expectations. Thank you Bob for sharing the Tower House with us all, we have created memories for a lifetime. And we hope to come back for a visit real soon.

FAQs

How much does this house cost compared to others in Menemsha?

The average price for a rental in Menemsha is $717 per night. This rental is $851 above the average.

Is parking included with this house?

Yes, parking is listed as an amenity at Gracious Landmark Home ~ Fabulous Water Views ~ 2 Private Beaches. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Gracious Landmark Home ~ Fabulous Water Views ~ 2 Private Beaches pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Gracious Landmark Home ~ Fabulous Water Views ~ 2 Private Beaches?

We found 12 amenities for this rental. This includes air conditioner, pets allowed, kitchen or kitchenette, internet / wifi, and parking.

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