• Sleeps: 17
  • Bedrooms: 8
  • Bathrooms: 5.5
  • Pets: 1
(6 reviews )
Private, Updated 4+ Acre Family Compound, Pool, Water Views, Sunsets


Sleeps 14 - 17
Peak summer weekly rates: $9,500-$12,900 plus tax
Rents Sunday to Sunday during peak season; off-season partial weeks and weekends available

Linens Included, Beds Made

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Welcome to Over the Bridge, an enchanting 4-acre private estate.  The home embodies quintessential New England charm and offers fascinating architectural details, complete with modern accommodations and amenities for up to 17 guests with more than 5,500 square feet of air conditioned living space. Situated in the idyllic Sesuit Neck neighborhood of East Dennis, the closest bay beach is less than 1 mile away, with several other popular beaches not much farther. Walk the beach flats for miles at low tide, enjoy the fully fenced in-ground heated pool, or do both – this is your sanctuary for the perfect Cape Cod vacation. The kid-friendly yard is perfect for playing or just spreading out to enjoy the private, professionally designed and maintained grounds and gardens.  With multiple outdoor grills and dining tables this home makes it easy to entertain with space for everyone.  After dinner you can take in the beautiful sunsets over Sesuit Neck from one of the several, comfortably furnished patios and decks. Don’t feel like cooking?  The popular Marshside Restaurant is only steps away, with plenty of other fantastic local restaurants and shops all along Route 6A in East Dennis.

The estate consists of two separate but connected dwellings, each with its own fully-equipped kitchen, lounge areas, bedrooms and baths.  There is even a game room for playing cards or table tennis.  In total, the home offers eight bedrooms and six bathrooms, two that are half along with an outside shower. In the original section of the home, circa 1775, you have sleeping for 7 in four bedrooms: one bedroom is equipped with a king, one bedroom with a twin and a full that connects to a room with two twins.  Downstairs, you’ll find the fourth bedroom that has a single twin bed. In the newer section of the property, you’ll find the additional 3 bedrooms: two master suites with king beds, one additional king bedroom, plus a bunk room with a twin and a double. There is a sleeping area that will fit 2. The home is outfitted with high-speed WiFi and cable TV.

If you have a multi-generational or multi-family group and are hoping to find a vacation headquarters where you can all stay comfortably together, you’ll want to consider this one-of-a-kind resort style property in East Dennis.

Please enter in your travel dates in top right corner of this page for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include $125 reservation fee and an $80 non-refundable Accidental Damage Protection (ADP) fee. In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%.

This property offers a three night minimum stay during select weeks in May–June and September–October. Guests are charged a cleaning fee for all stays less than seven nights. Stay seven nights or more and the cleaning fee is waived.

Be sure to search the Pretty Picky site for your best selection of prime vacation homes available for summer rental on Cape Cod. 

  • Air Conditioning (In-wall units)
  • Beach Chairs
  • Beach Towels
  • Beach Umbrella
  • Blender
  • Board Games
  • Books
  • Cable TV
  • Ceiling Fans
  • Coffee Maker (2)
  • Coffee Maker--Keurig
  • Deck
  • Dishwasher
  • Fire Place
  • Fully Equipped Kitchen
  • Grill (Gas)
  • Grocery Provisioning (for a fee)
  • Hair Dryer
  • Ice Maker
  • Iron/Board
  • Linens Included (beds made)
  • Lobster Pot
  • Microwave
  • Near Bike Trails
  • Non-Smoking Home
  • Outdoor eating area
  • Outdoor Fire Pit
  • Outdoor Shower (enclosed)
  • Pets Considered
  • Private Chef Available
  • Private Lot
  • Private Pool
  • Rents Sunday to Sunday during peak weeks
  • Resort/Reunion Property
  • Smart TV/Apple TV
  • Toaster/Toaster Oven
  • Umbrella For Porch/Deck
  • Updated Interior
  • Updated Kitchen
  • Walk to Salt Water
  • Washer/Dryer
  • Water View
  • Wine Bottle Opener
  • Wireless Internet (WiFi)
  • Checkin Available
  • Checkout Available
  • Not Available

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Room Bedroom Details Baths TVs Comments
Bedroom #1 (Master Suite)
  • Private Full Bath
  • King Bed
  • Step-in Shower
  • Full Bath
TV Second Floor
Bedroom #2 (Bunk Room)
  • Twin Bed (1)
  • Full Bed
    TV First Floor
    Bedroom #3 King Bed
      TV First Floor
      Sleeping Area Queen Bed
        TV First Floor
        Bedroom #5 (Master) King Bed
        • Step-in Shower
        • Full Bath
        TV First Floor
        Bedroom #6 Twin Bed (1)
            First Floor
            Bedroom #7 King Bed
            • Full Bath
            • Tub/Shower Combination
            TV Second Floor
            Bedroom #8
            • Twin Bed (1)
            • Full Bed
              TV Second Floor
              Bedroom #9 Twin Bed (2) Half Bath TV Second Floor

              including taxes and fees
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