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Watchmere, Martha’s Vineyard
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Starting At
$2,500.00 / Nt
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  1. Luxury Rentals
  2. Martha’s Vineyard Villas
  3. Watchmere

Watchmere

Edgartown, Martha’s Vineyard
4 BEDROOMS
2 King
2 Queen
5 BATHROOMS
4 En-suite
1 Shared
7 GUESTS
Children Welcome
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Discover the charm of a classic Martha’s Vineyard house with sweeping views of Katama. Set on over 15 acres of untouched conservation land, this private 1.6-acre retreat offers unmatched seclusion.

Villa Watchmere features a spacious second-floor kitchen, living, and dining area designed with an open-concept layout, drenched in natural light, and offering panoramic views of the surrounding landscape. The chic loft office comes with a private deck, a cozy lounge, and a high-top bar table for five, perfect for sipping morning coffee or enjoying sunset cocktails. This seamless integration of indoor sophistication and outdoor serenity creates the perfect atmosphere for both relaxation and entertainment.

The home’s layout includes a generous master bedroom with French double doors that open directly to the inviting pool area. Two additional guest bedrooms ensure comfort and privacy for family and friends. Above the carriage house and three-car garage, the private second master suite offers air conditioning, a luxurious bathroom, a second laundry area, and an expansive cedar walk-in closet—offering guests the ultimate in both luxury and convenience.

Outside, enjoy a true oasis at this Martha’s Vineyard luxury rental. The Gunite saltwater pool, complemented by a hot tub, is set within meticulously landscaped grounds dotted with vibrant hydrangeas. Relax by the fire pit on the stone patio, or challenge friends to a friendly game of ping pong or bocce. The brand-new, two-story pool house features a game room with a pool table, air hockey, and comfortable seating, plus a half bath for added convenience. On the other side of the pool, the outdoor entertainment area boasts a large grill, sink, refrigerator, wine fridge, pizza oven, and a SunBrite outdoor TV—ideal for alfresco gatherings.

A short stroll brings you to South Beach and Katama Bay, while downtown Edgartown's shops and dining are just a quick drive away. Your perfect Martha’s Vineyard retreat awaits!

Lot Size: 1.6 acre
Expand Description
VILLA REVIEWS Expand
There are currently no reviews available.

BEDROOM DESCRIPTION Expand

Bedroom 1: Master Bedroom with a king-size bed, A/C, WiFi, TV, access to the terrace, and en-suite bathroom with shower, double vanity and WC. 2 guests maximum.

Bedroom 2: Bedroom with a king-size bed, A/C, WiFi, and en-suite bathroom with shower, vanity and WC. 2 guests maximum.

Bedroom 3: Bedroom with a queen-size bed, A/C, WiFi, and en-suite bathroom with shower, vanity and WC. 2 guests maximum.

Bedroom 4: Bedroom with one single bed, A/C, WiFi, and en-suite bathroom with shower, vanity and WC. 1 guests maximum.



 

Interior Access Bedrooms: 4

AMENITIES Expand
  • Air Conditioning - Bedrooms
  • Air Conditioning - Kitchen
  • Air Conditioning - Living Area
  • Alfresco Dining Area
  • Balcony
  • Beach Chairs
  • Beach Towels
  • Bed and Bath Linens
  • Bicycle
  • Blender
  • Bocce Ball Court
  • Cable TV
  • Children Welcome
  • Coffee Grinder
  • Coffee Maker (drip)
  • Coffee Maker (Espresso/Nespresso)
  • Dishwasher
  • Dryer
  • DVD Player
  • Fire Pit
  • Fireplace
  • Fitness Room - Private
  • Games room
  • Gazebo
  • Hair Dryer
  • Interior Bedrooms
  • Internet
  • Iron
  • Kayak
  • Kettle
  • Microwave
  • Office
  • On site parking
  • Outdoor Fireplace
  • Outdoor Grill
  • Patio/Terrace
  • Peloton Bike
  • Pizza Oven
  • Pool Table
  • Short Walk to Beach
  • Smart TV
  • Sound System
  • Table Tennis
  • Toaster
  • Tub
  • TV - Flat-Screen
  • View - Ocean/Sea
  • View - Sunset
  • Washer
  • WiFi
  • Wine Cooler
STAFF Expand
  • Gardener
  • Pool Person
  • Property Manager on Call
Housekeeping: End of stay cleaning
POOL Expand
  • Heated - additional cost
  • Outdoor
  • Private
  • Saline
USD CAD EUR GBP CHF
AUD NZD MXN
SEASON BEDROOMS DAILY WEEKLY
2025 May 1 to Jun 1 May 1, 2025 - June 1, 2025 (7 night minimum)
4 $2,800.00 $19,600.00
2025 Jun 1 to Jul 1 June 1, 2025 - July 1, 2025 (7 night minimum)
4 $3,500.00 $24,500.00
2025 Jul 1 to Sep 8 July 1, 2025 - September 8, 2025 (7 night minimum)
4 $4,600.00 $32,200.00
2025 Sep 8 to Oct 1 September 8, 2025 - October 1, 2025 (7 night minimum)
4 $2,870.00 $20,090.00
2025 Oct 1 to 2026 May 1 October 1, 2025 - May 1, 2026 (7 night minimum)
4 $2,500.00 $17,500.00
2025 May 1 to Jun 1 May 1, 2025 - June 1, 2025 (7 night minimum)
Bedrooms: 4
Daily: $2,800.00
Weekly: $19,600.00
2025 Jun 1 to Jul 1 June 1, 2025 - July 1, 2025 (7 night minimum)
Bedrooms: 4
Daily: $3,500.00
Weekly: $24,500.00
2025 Jul 1 to Sep 8 July 1, 2025 - September 8, 2025 (7 night minimum)
Bedrooms: 4
Daily: $4,600.00
Weekly: $32,200.00
2025 Sep 8 to Oct 1 September 8, 2025 - October 1, 2025 (7 night minimum)
Bedrooms: 4
Daily: $2,870.00
Weekly: $20,090.00
2025 Oct 1 to 2026 May 1 October 1, 2025 - May 1, 2026 (7 night minimum)
Bedrooms: 4
Daily: $2,500.00
Weekly: $17,500.00

Rates based on 7 guests.

Note: The rates above are subject to 8.4% Tax/Service Charge.
Payments accepted in US Dollars, Canadian Dollars, Euros, British Pound, Swiss Franc, Australian Dollars, New Zealand Dollars.
Major credit cards accepted in US Dollars.
Rates are subject to change without prior notice.

POLICIES, PAYMENT & CANCELLATION Expand
  • Reservation deposit is 50%. Full balance is due 90 days prior to arrival.
  • Cancellation Policy: All payments are non-refundable
  • Check In / Check Out: 4pm / 11am
  • Damage Deposit: US$ 2000
  • Children Welcome (all ages)
  • Pets allowed with permission
  • No Smoking
  • Pet Policy: Only approved pets are allowed. An additional pet deposit is required via US bank check or wire.
  • Pool heating at extra cost
  • Rates are set in US Dollars. Prices in other currencies may fluctuate.
  • Utilities included
  • Cleaning fee - $1000
COMPLIMENTARY CONCIERGE SERVICE Expand

Once a vacation home is selected, the pampered adventure begins. Our concierge team will assist with creating a magical and immersive vacation experience. Our services include

* at select destinations

While available for advanced requests, the concierge team connects with guests 30 days prior to arrival to coordinate arrivals and to reserve desired services and experiences. Guests with scheduled Christmas/New Year stays will be contacted 90 days prior to arrival.

FAQs & HELP ARTICLES Expand
Advice, Answers and Tips
Explore our support articles for answers to your questions
Common Questions
Do we share the villa? click to close
No. You will not share the villa with another party. The villa is exclusively yours. If a larger villa offers a lower bedroom rate category, the villa will remain exclusively yours but the unrented bedrooms will be locked off.
For example, a 5 bedroom villa that offers a 3 bedroom rate will be the exclusive use of the guest but two bedrooms and their en-suite bathrooms will be locked off. Capacity is capped at 2 guests per bedroom.
Are we protected from fraud? click to open
Yes. Isle Blue stands behind you throughout your entire vacation. Unlike other companies, each property we offer has been hand picked to ensure that our standards are met. All property managers are vetted and payments are required to be held in escrow. Our primary obligation is to ensure your satisfaction and to have an exceptionally memorable vacation.
Can you explain the reservation process? click to open
Once a reservation request is received, Isle Blue will request a contract from the property manager for your dates of interest. Once the dates are confirmed and contract is received from the property manager, a payment will be required to confirm your reservation.
Once a reservation is confirmed, a concierge will welcome you to the planning stages of your vacation to assist with arrival logistics, rental cars, transfers, and a host of concierge services.
Can we arrange an early check in? click to open
Early check in may be possible but is at the sole discretion of the property manager. Early check in permission may not be granted until 24 hours prior to arrival.
Can we arrange a late check out? click to open
A late check out is rarely granted due to the turnover needs of a villa. A late check out may only be granted 24 hours prior to your departure from the property and only when there is no check in scheduled on the day of your check out. If a late check out is urgently needed please contact us.
Are transfers to the property included? click to open
Select villas may include a one way or roundtrip airport transfer while others may provide an escort or meeting point. Arrival logistics will be handled by your dedicated concierge as well as other concierge needs. The property's transfer policy will be listed under the Policies section.
What to expect upon arrival? click to open
In general, a villa orientation will be provided along with a key turnover. During the orientation, information and instructions for the property will be provided. Emergency contact information will be provided. We are available 7 days a week to assist with any urgent needs.
The arrival procedures vary from villa to villa, select villas may include welcome provisioning while other properties will provide basic arrival information.
What is the cancellation policy? click to open
Since these vacation homes are one of a kind properties, the cancellation policy is strict. We highly recommend considering trip/travel insurance to protect against any unexpected cancellations or issues that may arise.
For more details, please visit Travel Protection
What happens if the property becomes unavailable after I reserve? click to open
In the unlikely event, the rented property becomes unavailable due to a major issue that may affect a guest's experience or a transfer of ownership, Isle Blue will coordinate with the property manager to find an alternate property of equal or superior standard that is subject to the guest's approval. If an alternate property is not acceptable to the guest, the guest will receive a full refund.
Do you accept credit cards (American Express, Mastercard, or Visa)? click to open
Yes, we accept all major credit cards. American Express, Visa, Mastercard and Discover are accepted. Please note that credit card charges may be subject to additional fees. There are no fees with payment by wire transfer or check.
In the near future, we expect to accept a greater variety of payment methods and currencies via Stripe.
Is housekeeping included? click to open
Housekeeping tends to be a standard among vacation homes but the frequency may vary greatly depending on the property manager’s standards. Most properties will offer daily housekeeping (except Sunday and holidays) while other villas may only provide a mid-week cleaning. Please refer to the Staff section to learn about the housekeeping frequency of the property.
Are towels and linens provided? click to open
Yes. The property will provide bath and pool towels along with linens. Towels and linens will be refreshed as needed.
Are toiletries and tissues provided? click to open
A property may supply an initial supply of soap, shampoo, toilet paper and paper towels but replenishment of supplies once exhausted may be the responsibility of the guest. Each property varies in their handling of toiletries and paper products.
Is a hair dryer available? click to open
A hair dryer should be available at the property. Upon arrival, please check the bathrooms or closet. Typically, a hair dryer is included in each bathroom.
Is an iron included? click to open
Typically yes, irons tend to be standard equipment for vacation homes. Please ask the property representative upon orientation for the location of the iron.
AVAILABILITY Expand
(Updated Daily)
View 12 Month Calendar
Date Unavailable Availability calendar may not reflect up to date reservation information.
Availability subject to change.

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WHAT OUR GUESTS ARE SAYING

"Isle Blue is everything they say they are. They were a pleasure to deal with and were very responsive and informative. The pictures on their website are exactly what you end up getting and they provide full concierge service throughout your stay. My family and I had an amazing time and before we even returned home, we went to the Isle Blue website to check out their inventory for our next vacation. They really are just that good!"
Marc W.
Emvie
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