14 Shurtleff Way

14 Shurtleff Way, Edgartown MA 02539
4 Beds
2.5 Baths

Edgartown Oasis with Saltwater Pool and Cabana

Vacation in comfort and style at this quintessential shingle-style Edgartown property. Ideally located, this immaculately maintained five-bedroom home is just a 5-minute walk from Edgartown Village, giving you easy access to local shops, dining, Edgartown Harbor and boating.

Property Highlights:

  • 4 Spacious Bedrooms: Plenty of room for family or friends. Sleeps 8. 
  • Saltwater Pool & Cabana: Perfect for entertaining or relaxing. The charming pool house doubles as a great spot for poolside fun or a remote work office.
  • Newly Renovated Kitchen: Fully stocked and ready for hosting and preparing meals.
  • Perfect for Entertaining: With a comfortable welcoming layout and all the amenities you need for a seamless getaway.

This Edgartown gem offers both the charm of a quiet retreat and the convenience of being just steps from the heart of town. Whether you’re looking to relax by the pool, host a gathering, or explore the island, this home has it all

Overview


Edgartown – Downtown
Reduced Rates:
July 12 – Aug 2 $19,500 / week
Aug 2 – 24 $22,500 / week
………………………….
4 bedrooms
2.5 bathrooms
Sleeps 8
…………………………
Saltwater Pool + Cabana


View Gallery

2025 availability and rates are being updated. Please call (508) 221-1139 or email us to confirm.

ROOMS & BEDS

GENERAL INFO ROOMS + BED AMENITIES

July 12 – Aug 2
$19,500 / wk.
Aug 2 – 24
$22,500 / wk.

Check-in after 4:00 PM
Check out before 10:00 AM
Turnover day: Saturday

…………………………………

Bedrooms (sleeps 8)
#1 – Main, King
#2 – Two twins (2nd Floor)
#3 – Two twins (2nd Floor)
#4 – Queen (2nd Floor)

Bathrooms
Hall bath with shower stall
(1st Floor)
Hall bath with tub/shower
(2nd Floor)
Half bath (1st Floor)

Entertainment

  • Cable/Satellite
  • Television-HDTV
  • DVD Player
  • Game Room
  • Computer Printer
  • Internet/WIFI and Ethernet
  • Board Games
  • Home Sound System
  • Streaming Service
  • Heated Pool
  • Enclosed Outdoor Shower
  • Patio
  • Washer/Dryer
  • Iron + Ironing Board
  • Outdoor Fire Pit
  • Deck + Deck furniture
  • Phone Line
  • Vacuum
  • Outdoor Fire Pit
  • Gas Grill

    Kitchen Amenities
  • Microwave
  • Blender
  • Coffee Maker- drip & single serve
  • Food Processor
  • Toaster Oven
  • Dishwasher
  • Lobster Pot

    …………………………………
  • No Smoking
  • No Pets allowed


    Inquire About This Property

    CAROL MCMANUS

    (508) 221-1139

    [email protected]

     








    391 Barnes Road

    391 Barnes Road, Oak Bluffs MA 02557
    $1,800 / night
    3 Beds
    3.5 Baths

    Lagoon Waterfront 3 Bedroom Private Sandy Beach Oak Bluffs Martha’s Vineyard

    Adding 2 new bedrooms, a cozy sitting room, and stunning bathrooms with breathtaking views of the lagoon IN 2025!

    This three-bedroom idyllic vacation home offers the perfect escape for a truly memorable summer vacation on Martha’s Vineyard. Nestled on the shores of Lagoon Pond in Oak Bluffs, the house provides a summer recreational setting with its private sandy beach and unobstructed panoramic views of the tranquil Lagoon. Fishing, clamming and two kayaks provided. The newly updated in 2024 property sparkles with beautiful and comfortable furnishings. Lower level adds bonus tv and playroom for kids replete with Ms. Pacman and large screen tv. Sleeps 8. Saturday to Saturday Rentals with a few exceptions for first season bookings.

    Overview


    Oak Bluffs
    $1,800 avg/night

    ………………………….
    3 bedrooms
    3.5 bathrooms
    Sleeps 8
    …………………………
    BBQ Grill
    Air Conditioning
    Washer/Dryer


    View Gallery

    2025 availability and rates are being updated. Please call (508) 221-1139 or email us to confirm.

    ROOMS & BEDS

    GENERAL INFO ROOMS + BEDS AMENITIES

    $1,800 avg/night

    Check-in after 3:00 PM
    Check out before 9:00 AM

    …………………………………

    3 bedrooms
    3.5 bathrooms
    Sleeps 8

    3 bedrooms (sleeps 8)
    • Primary 1st Floor (1 King Bed)
    • 2nd Floor Guest Bed Water Side
    (1 Queen Bed)
    • 2nd Floor Guest
    (1 Queen Bed)
    • Den
    (1 Queen Sofa Bed)

    3 bathrooms, 1 half bath

    2nd Floor-2 full en suite
    Powder bath
    Primary en suite bath

    SPACES

    • Deck or patio
    • Porch or lanai
    • Garden

    • Kitchen
    • Washer
    • Dryer

    …………………………………


    No Smoking
    No Pets allowed
    Children allowed: ages 0-17
    No events allowed


      Inquire About This Property

      CAROL MCMANUS

      (508) 221-1139

      [email protected]

       








      2 Nonamessett Road

      2 Nonamessett Road, Edgartown MA 02539
      $1,700 / night
      4 Beds
      4 Baths

      Architect Designed Oasis in Exclusive Oyster Pond -Pool, Kayaks & Beach!

      Escape to a private paradise nestled in Edgartown’s exclusive Oyster Pond with this beautiful, modern-style custom home offering a unique blend of tranquility and recreation. Immerse yourself in the serenity of 7 acres of private meadow with private pond access to a stunning beach. This gem is enhanced by a beautiful heated inground pool and hot tub. The use of kayaks and the ability to rent a boat for your stay add a ton of summer fun and recreation to this secluded retreat! The fully equipped kitchen has all the ingredients to staycation in or plan a wonderful evening out at one of Edgartown’s finest restaurants. There is so much to do you will wish you stayed longer! Whether you’re seeking relaxation, adventure, or a bit of both, this architect-designed home provides the perfect canvas for a memorable vacation. *The owners are in process of building a pickleball court for 2024, stay tuned!

      Overview


      Edgartown
      $1700 avg/night

      ………………………….
      4 bedrooms
      4 bathrooms
      Sleeps 8
      …………………………
      Pool
      Hot Tub


      View Gallery

      2025 availability and rates are being updated. Please call (508) 221-1139 or email us to confirm.

      MORE DETAILS

      GENERAL INFO ROOMS + BEDS AMENITIES

      $1700 avg/night

      Check-in after 4:00 PM
      Check out before 10:00 AM

      …………………………………

      4 bedrooms
      4 bathrooms
      Sleeps 8

      4 bedrooms (sleeps 8)
      Bedroom #1 Guest Bed
      2 Twin Beds
      Bedroom #2 Primary
      1 King Bed
      Bedroom #3 Guest Bed
      En Suite
      1 King Bed
      Bedroom #4 Carriage House
      1 King Bed

      Office 1
      1 Double Sofa Bed
      ………………………………..

      4 bathrooms

      Carriage House
      Toilet · Shower only

      Guest Bath #3
      Bathtub or shower · Toilet · Hair dryer

      Powder Room /Common Bath
      Soap · Towels provided · Toilet · Shower only

      Primary Bath
      Soap · Towels provided · Toilet · Shower only · Hair dryer

      SPACES

      • Deck or patio
      • Kitchen
      • Separate dining area
      • Outdoor play area
      • Garden
      • Dining Area

      • Pool
      • Hot Tub
      • Kitchen
      • Washer
      • Dryer
      • Pet friendl

      …………………………………


      No Smoking
      No Pets allowed
      Children allowed: ages 0-17
      No events allowed


        Inquire About This Property

        CAROL MCMANUS

        (508) 221-1139

        [email protected]

         








        29 Meshacket Wood Road

        29 Meshacket Wood Road, Edgartown MA 02539
        $2,022 / night
        5 Beds
        4.5 Baths

        A New Beautifully Designed House in Katama with Pool and Hottub!

        This newly built luxurious contemporary home offers indoor-outdoor Vineyard Living! A well-known local architect designed this beautiful house that has an open concept inside and outside with a heated pool with a hot tub, a large stone patio, and a screened porch for outdoor living. The living area is all glass windows with a stone fireplace, sliding doors both to a deck and a pool area, and a screened porch with a fireplace. The Chef’s kitchen has a large center island for prep and also a breakfast bar, commercial stainless appliances, and quartz counters. The kitchen opens to a lovely dining area.
        There is a luxury first-floor Master Bedroom suite with a private bath and sliders out to the pool, and a private living room with a TV. The other three bedrooms are upstairs with each bedroom ensuite. There is another sitting area as well. 
        There is a large freshwater pool and spa with room for 6 people. This house is in a quiet area close to Edgartown South Beach and Morning Glory Farm.

        Overview


        Edgartown
        $2,022 avg/night

        ………………………….
        5 Bedrooms
        sleeps 9

        4 Bathrooms / 1 full bath

        View Gallery

        2025 availability and rates are being updated. Please call (508) 221-1139 or email us to confirm.

        MORE DETAILS

        GENERAL INFO ROOMS + BEDS AMENITIES

        $2,022 avg/night

        Check-in after 4:00 PM
        Check out before 10:00 AM

        …………………………………

        Bedroom1: 1 King Bed
        Bedroom2: 1 King Bed
        Bedroom3: 1 Queen Bed
        Bedroom4: 2 Twin Beds
        Bedroom5: 1 Twin Bed

        Bathrooms 1: Soap · Towels provided · Shower only · Hair dryer

        Bathrooms 2: Soap · Towels provided

        Bathrooms 3: Toilet · Shower only

        Bathrooms 4: Soap · Towels provided · Bathtub or shower · Toilet · Hair dryer

        Bathrooms 5: Toilet · Shower only
        …………………………………

        SPACES

        • Kitchen
        • Deck/Patio

        • Washer & Dryer
          Iron & board
        • Air conditioning
        • Wireless internet
        • WiFi
        • Towels provided
        • Linens provided

        …………………………………


        No Smoking
        No Pets allowed
        Children allowed: ages 0-17
        No events allowed


          Inquire About This Property

          CAROL MCMANUS

          (508) 221-1139

          [email protected]

           








          16 Hiawatha Avenue

          A Great Cozy House Walkable to Town and to Inkwell Beach1

A lovely renovated house walkable to Circuit Ave and Inkwell Beach, still has weeks available to rent in June, July, September and October.
          16 Hiawatha Avenue, Oak Bluffs MA 02557
          $543 / night
          6 Beds
          4 Baths

          A Great Cozy House Walkable to Town and to Inkwell Beach1

          A lovely renovated house walkable to Circuit Ave and Inkwell Beach, still has weeks available to rent in June, July, September and October. What a wonderful vacation you will have with your family or friends in this charming house in a quiet neighborhood. But you will be close to all the restaurants, shops and Vineyard’s wonderful beaches. A new outside shower is being installed, and the yard is perfect for grilling, and having a glass of wine under the stars. The summer on the Vineyard is packed with different events every week, so after a day at the beach, you can take in a movie or a play, or take an evening stroll around the harbor! Please book soon, before all the weeks are taken.

          Overview


          $543 avg/night
          4 bedrooms
          3+ bathrooms
          Sleeps 5


          .

          View Gallery

          2025 availability and rates are being updated. Please call (508) 221-1139 or email us to confirm.

          MORE DETAILS

          GENERAL INFO

          $543 avg/night

          Check-in after 4:00 PM
          Minimum age to rent: 21
          Check out before 11:00 AM

          ……………………………

          AMENITIES

          • Pool
          • Hot Tub
          • Kitchen
          • Washer
          • Dryer
          • Free WiFi

          Rooms & beds

          4 bedrooms (sleeps 5)
          Bedroom 1:  1 King Bed
          Bedroom 2: 1 Queen Bed
          and 1 Double Sofa Bed
          Office 1: 1 Queen Bed

          3 bathrooms, 3 half bathrooms
          Bathroom 1
          Soap · Towels provided
          Bathtub or shower · Toilet
          Bathroom 2
          Soap · Towels provided · Toilet
          ……………………………………..

          Children allowed: ages 0-17
          No pets allowed
          Smoking is not permitted

          ……………………………………..

          Essentials
          Internet
          Towels provided
          Air conditioning

          Basic
          soaps

          Entertainment
          Television

          Suitability
          Minimum age limit for renters



            Inquire About This Property

            CAROL MCMANUS

            (508) 221-1139

            [email protected]

             








            11 Peter Williamson Boulevard, Oak Bluffs

            Beautiful Custom Built House with a Pool and Hot Tub!

A gorgeous builder's house; this hidden pearl is elegant, private and relaxing.
            11 Peter Williamson Boulevard, Oak Bluffs MA 02557
            $2,643 / night
            6 Beds
            4 Baths

            Beautiful Custom Built House with a Pool and Hot Tub!

            A gorgeous builder’s house; this hidden pearl is elegant, private and relaxing. Conveniently located 3 miles from the Triangle in Edgartown and 4 miles from downtown Oak Bluffs with bike paths in both directions, situated off a main road in a very quiet dead-end neighborhood with plenty of opportunities for biking in the woods and walking around neighborhood ponds, and very close to many of the Town’s beaches. The 4200 square feet contemporary house has a main floor with am open cathedral ceiling great room that overlooks the heated pool. Sliding glass doors lead to beautifully Zen landscaped exterior space with areas for dining under an umbrella, sitting on a couch next to the pool, playing bean bag toss, grilling a steak, or sitting in the hot tub. Outdoor lighting allows ultimate enjoyment of this magical oasis.
            There is an amazing gourmet kitchen to satisfy any cook or chef’s desire to whip up a quick lunch or a lovely dinner. Remarkably, this is not only an amazing place to gather,
            it is a wonderful place to find reflection, Recharge, have adventures, inspire.

            Overview


            Oak Bluffs
            $2,643 avg/night

            ………………………….
            6 Bedrooms
            4 Bathrooms
            Sleeps 10
            Pool + Hot tub


            .

            View Gallery

            2025 availability and rates are being updated. Please call (508) 221-1139 or email us to confirm.

            MORE DETAILS

            GENERAL INFO

            $2,643 avg/night

            Check-in after 3:00 PM
            Minimum age to rent: 25
            Check out before 10:00 AM
            No Pets
            No Smoking

            ……………………………

            Rooms & beds
            Bedroom 1: Queen Bed
            Master: King Bed
            Bedroom 3: King Bed
            guest 1: Queen Bed
            Bedroom 6: 1 Twin Murphy Bed
            Bedroom 5: 1 Twin Bed

            4 bathrooms, 1 half bathroom
            Bedroom1: toilet
            Bedroom2: Toilet · Shower only
            Bedroom4: Toilet · Shower only
            Master: Bathtub · Toilet · Shower only

            ……………………………………..

            Spaces
            Deck or patio
            Kitchen
            Separate dining area
            Outdoor play area
            Garden
            Dining Area

            AMENITIES

            • Pool
            • Hot Tub
            • Kitchen
            • Washer
            • Dryer
            • Free WiFi

            ……………………………………..



              Inquire About This Property

              CAROL MCMANUS

              (508) 221-1139

              [email protected]

               








              70 Anthiers Way, Edgartown

              Beautiful house in Edgartown with Heated Pool. Vacations are important in your life, and you need a special house where the whole family can enjoy themselves.
              70 Anthiers Way, Edgartown MA 02539
              $3,000 / night
              4 Beds
              3 Baths

              Beautiful house in Edgartown with Heated Pool

              Vacations are important in your life, and you need a special house where the whole family can enjoy themselves. This beautiful house with a heated saltwater pool, close to the Island beaches, and downtown Edgartown, is just perfect for a family vacation. Come and enjoy a summer vacation like no other that you have ever had. This is island living at its best!!

              Overview


              Edgartown
              $3,000 avg/night

              ………………………….
              4 Bedrooms
              16 beds, sleeps 10
              3 Full Baths + 1 Half Bath
              Maximum overnight guests: 10

              View Gallery

              70 Anthiers Way, Edgartown, MA 02539, USA

              2025 availability and rates are being updated. Please call (508) 221-1139 or email us to confirm.

              MORE DETAILS

              GENERAL INFO ROOMS + BEDS HOUSE RULES

              $3,000 avg/night

              Cleaning Fee: $600
              …………………………..

              AMENITIES
              Internet
              Air Conditioning
              Swimming pool
              Satellite or cable
              TV
              No smoking

              Bedrooms:
              bedroom 1: queen
              bedroom 2: queen
              bedroom 3: king
              bedroom 4: bunk bed (6)

              Living Room 1 : queen

              Bathroom 1: Toilet / shower
              Bathroom 2: Toilet / shower
              Bathroom 3: Toilet / shower
              Bathroom 4: Toilet

              Check in after 4:00 PM
              Check out before 11:00 AM
              Maximum overnight guests: 10
              Minimum age to rent: 21

              Children allowed: ages 0-17
              No pets allowed
              No events allowed
              No smoking allowed


                Inquire About This Property

                CAROL MCMANUS

                (508) 221-1139

                [email protected]

                 








                Quail Run Road, Oak Bluffs

                Vineyard Living at it's Best!This newly renovated condo is located in the quiet Sengekontacket community which is centrally located to all the down-island towns, Oak Bluffs, Edgartown, and Vineyard Haven.
                Quail Run Road, Oak Bluffs MA 02539
                $500 / night
                2 Beds
                2.5 Baths

                Vineyard Living at it’s Best!

                This newly renovated condo is located in the quiet Sengekontacket community which is centrally located to all the down-island towns, Oak Bluffs, Edgartown, and Vineyard Haven. The 2 bedroom, 2 bath condo with a sleeping loft on the third floor, has been furnished with new coastal furniture and decor.

                The amenities include beautifully landscaped tennis/pickle-ball courts, rare private access to Sengekontacket Pond with a private boat launch, and a private dock for swimming, fishing, or kayaking. There are bike trails and wonderful areas in this community to run or take a leisurely stroll. This is Vineyard living at its best!!

                Overview


                Oak Bluffs
                $500 avg/night

                ………………………….
                2 Bedrooms
                2 beds / sleeps 5

                2 Bathrooms / 2 full baths
                Kitchen Deck/Patio

                View Gallery

                2025 availability and rates are being updated. Please call (508) 221-1139 or email us to confirm.

                MORE DETAILS

                GENERAL INFO ROOMS + BEDS AMENITIES

                $500 avg/night

                Cleaning Fee $250

                …………………………………

                Bedroom1: queen
                Bedroom2: twin/single

                Bathrooms: 2
                …………………………………

                SPACES

                • Kitchen
                • Deck/Patio

                • Internet
                • Satellite or cable
                • TV

                …………………………………


                No Smoking
                No Pets Accepted
                Children allowed: ages 0-17
                No events allowed


                  Inquire About This Property

                  CAROL MCMANUS

                  (508) 221-1139

                  [email protected]

                   








                  7 Chapel Avenue, Edgartown

                  Newly redecorated Large 
home-compound with heated pool.Book now for Summer 2022! Newly decorated home located within walking distance of the Chappy community building on Chappaquiddick.
                  7 Chapel Avenue, Edgartown MA 02539
                  $1,143 / night
                  4 Beds
                  4 Baths
                  3,491 SQFT

                  Newly redecorated Large
                  home-compound with heated pool

                  Book now for Summer 2022! Newly decorated home located within walking distance of the Chappy community building on Chappaquiddick. Many modern amenities, including wifi and Comcast cable television, as well as central air-conditioning. The home sleeps 10 with 4 bedrooms, one of which is a master en suite, 4 bathrooms, and 4 screened-in porches! The home features a two-story stone fireplace and an open living space that has everything you and your family/friends need for a great summer vacation. Beautiful heated pool and hot tub are surrounded by granite cobblestone, with professional landscaping.

                  Brand new furniture and a large pool table in the open area space!! All linens, towels, and beach towels are included. Community tennis, basketball, arts and crafts at the Chappy community building.

                  A great place to come and relax with your family and friends! 1.6 miles from the Chappy ferry. Close to everything Edgartown has to offer including shopping and restaurants.. yet private luxury and relaxation on Chappaquiddick. Walk the many land bank trails, see many beautiful views, and enjoy almost private beaches!

                  Overview


                  Edgartown
                  $1,143 avg/night

                  ………………………….
                  4 Bedrooms
                  8 Beds
                  Sleeps 12
                  3,491 SQFT


                  .

                  View Gallery

                  2025 availability and rates are being updated. Please call (508) 221-1139 or email us to confirm.

                  MORE DETAILS

                  GENERAL INFO

                  $1,143 avg/night
                  Min Stay: 7 nights
                  SQ FT: 3,491

                  ……………………………

                  4 bedrooms
                  8 beds/ Sleeps 12

                  Bedroom1: queen
                  Bedroom2: Twin/Single (2)
                  Bedroom3: queen
                  Bedroom4: double (2)
                  Bedroom5: Twin/Single (2)

                  ……………………………………..
                  4 Bathrooms

                  Kitchen Living Room Deck/Patio

                  Spaces
                  Kitchen
                  Living Room
                  Deck/Patio
                  Dining: Seating for 8 people
                  Balcony
                  Lawn/Garden

                  AMENITIES

                  • Internet
                  • Linens provided
                  • Towels Provided
                  • Heating
                  • Hair Dryer
                  • Air conditioning
                  • Wireless Internet
                  • Fireplace
                  • Toilet Paper
                  • Telephone

                  ……………………………………..

                  Safety

                  • Smoke detector
                  • Fire extinguisher
                  • Exterior lighting
                  • Carbon monoxide detector
                  • Deadbolt lock


                  • Microwave
                  • Refrigerator
                  • Dishes & Utensils
                  • Coffee Maker
                  • Kitchen
                  • Dishwasher
                  • Stove
                  • Toaster
                  • Oven
                  • Grill
                  • Pantry Items

                  …………………………….

                  • Washing machine
                  • Clothes dryer
                  • Iron & Board

                  ……………………………….

                  Location Type

                  • Near the ocean
                  • Beach
                  • Oceanfront
                  • Resort
                  • Village

                  Pool & spa

                  • Private pool
                  • Heated Pool
                  • Spa whirlpool

                  …………………………………

                  • Television
                  • Satellite/Cable
                  • Pool Table
                  • Ping Pong Table

                  …………………………………..

                  • Parking
                  • Garage

                  …………………………………….

                  Nearby Activities

                  • Swimming
                  • Fishing
                  • Golf
                  • Cycling
                  • Hiking
                  • Bird watching
                  • Sailing
                  • Paddle boating
                  • Antiquing
                  • Snorkeling
                  • Basketball court
                  • Rafting

                    Inquire About This Property

                    CAROL MCMANUS

                    (508) 221-1139

                    [email protected]