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Orleans Vacation Rental home in Cape Cod MA, 0.3 mi to Little Pleasant Bay Beach | ID 41705
4 BR
2 baths
Sleeps 8
Beds: 1 king, 2 queens, 2 twins
Beach: 0.3 mi to Little Pleasant Bay Beach
Daily
Weekly
Monthly
Off-season 2025/26
$430 - $988
Summer 2026
$588 - $1,181
Off-season 2026/27
$432 - $697
Off-season 2025/26
$3,352 - $6,571
Summer 2026
$4,733 - $8,660
Off-season 2026/27
$3,360 - $4,587
Off-season 2025/26
 
Summer 2026
 
Off-season 2026/27
 
State and local taxes of 14.45% will apply
Listed by Pretty Picky Properties
Active
Less than a month
Property ID 41705
Description

Description

This home is Professionally Managed by Pretty Picky Properties
Spectacular Pleasant Bay Views, Beach Access, Kayaks Available
Rents Friday - Friday in Peak Summer
Sleeps Eight
Linens Included, Beds Made
Pets Considered
Location
If you've ever driven on Route 28 between Chatham and Orleans, you were no doubt struck by the stretch of that road that runs right by beautiful Pleasant Bay. That's the view you get from this property, definitely one of the most scenic water views on all of Cape Cod. Based here, you are only a short drive from the village center of either Orleans or Chatham, each with a wealth of outstanding restaurants, shops and fun activities such band concerts, Cape League baseball, and much, much more. Even closer are the top-notch eateries at Wequassett Resort, including the signature Twenty-Eight Atlantic Restaurant with a Forbes 5-Star rating. If beach time is your idea of a good time, it's only a 1.3-mile drive to sandy Jackknife Cove Beach.<br />But to take advantage of this location's unique appeal, you don't have to drive anywhere. You're right next door to Pleasant Bay Community Boating (locally known as “PBCB”), where boating is king. There are programs and lessons for beginners as well as rentals for sailing veterans. You'll also find programs in marine science education, part of PBCB's community mission. <br />Outside Living Space<br />Given the stunning view from here, you'll no doubt choose to spend most of your time on this cottage's oversized deck where the entire panorama of Pleasant Bay is on display for you. Besides the outdoor seating, you'll find the gas grill out here, as well as the enclosed outdoor shower. The patio offers another attractive outdoor gathering place. Just steps from the cottage, you also have access to a small private beach and an extra-long dock, each of which is shared with PBCB.<br />Inside Living Space<br />The home's main level presents an appealing, open concept floorplan which flows from the fully equipped, updated kitchen with a big gas range into the spacious living room and dining area. This entire space is open, bright and cheery, thanks to a virtual wall of glass showcasing that breathtaking water view. A handsome beamed ceiling adds to the cottage charm. There's a second lounge area here as well. The main level is home to one of the cottage's two full baths, as well as the laundry/pantry, including a full-size spare fridge.<br />Sleeping Accommodations<br />There's one main level bedroom, which has a queen size bed and its own private full bath en suite. The rest of the sleeping is provided on the second level. You'll find a king bedroom, another queen and a third bedroom with a pair of twins. The king and queen bedrooms on the second level have commanding, elevated water views. <br />Sailing Opportunities<br />Offered from mid-June through late August is one private sailing experience. Instruction is offered in your choice of a Catboat or Flying Scot and will be skippered by an experienced sailor. This is an opportunity to enjoy Pleasant Bay while getting an introduction to the basics of sailing. With your stay at Pleasant Bay Community Boating, we would like to offer this at a discounted rate of $115.00.<br />Book now to lock in preferred dates<br />Please enter your travel dates in the top right corner of this page for up-to-date pricing. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $215.00 In addition, there are state and local taxes applied to all reservations of 31 days or less that total 14.45%.<br />Be sure to search this site for your best selection of prime vacation homes available for summer rental on Cape Cod.<br />It's your vacation. Get Picky! ® read more show less

Location

Location - Orleans

Nearest beach: 0.3 mi to Little Pleasant Bay Beach

41.729453 -69.991888 0
Photos

Photos

Pricing & Availability

Pricing & Availability

1
Minimum Stay Requirements:
  • Off-season 2025/26
    3 nights
  • Summer 2026
    7 nights
  • Off-season 2026/27
    3 nights
Available
Unavailable
Check-in Only
Check-out Only
Unknown

Calendar Last Updated: May 27, 2026

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  • Price MAY 2026
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     $3,354  1 2 3 4 5 6 7
     $3,352  8 9 10 11 12 13 14
     $3,479  15 16 17 18 19 20 21
     $3,653  22 23 24 25 26 27 28
     $3,865  29 30 31        
  • Price JUNE 2026
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     $3,865        1 2 3 4
     $4,348  5 6 7 8 9 10 11
     $4,708  12 13 14 15 16 17 18
     $6,571  19 20 21 22 23 24 25
     $7,446  26 27 28 29 30    
  • Price JULY 2026
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     $7,446            1 2
     $8,248  3 4 5 6 7 8 9
     $7,891  10 11 12 13 14 15 16
     $7,895  17 18 19 20 21 22 23
     $7,709  24 25 26 27 28 29 30
     $8,384  31            
  • Price AUGUST 2026
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     $8,384    1 2 3 4 5 6
     $8,660  7 8 9 10 11 12 13
     $7,240  14 15 16 17 18 19 20
     $7,240  21 22 23 24 25 26 27
     $4,733  28 29 30 31      
  • Price SEPTEMBER 2026
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     $4,733          1 2 3
     $4,587  4 5 6 7 8 9 10
     $4,074  11 12 13 14 15 16 17
     $3,982  18 19 20 21 22 23 24
     $3,930  25 26 27 28 29 30  
  • Price OCTOBER 2026
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     $3,930              1
     $3,621  2 3 4 5 6 7 8
     $3,719  9 10 11 12 13 14 15
     $3,511  16 17 18 19 20 21 22
     $3,466  23 24 25 26 27 28 29
     $3,421  30 31          
  • Price NOVEMBER 2026
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     $3,421      1 2 3 4 5
     $3,476  6 7 8 9 10 11 12
     $3,391  13 14 15 16 17 18 19
     $4,021  20 21 22 23 24 25 26
     $3,748  27 28 29 30      
  • Price DECEMBER 2026
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     $3,748          1 2 3
     $3,360  4 5 6 7 8 9 10
     $3,360  11 12 13 14 15 16 17
     $3,803  18 19 20 21 22 23 24
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  • Price JANUARY 2027
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  • Price FEBRUARY 2027
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  • Price MARCH 2027
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  • Price APRIL 2027
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        30            
  • Price MAY 2027
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  • Price JUNE 2027
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  • Price JULY 2027
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  • Price AUGUST 2027
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  • Price SEPTEMBER 2027
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Additional availability info: This is a Friday to Friday vacation rental.

Payment Methods: ACH/EFT (no transaction fees); American Express, Visa, MasterCard (4%)

Fee Breakdown:

INCLUDED IN WEEKLY RATE

Damage Waiver:

$215 Non-refundable damage waiver in lieu of Security Deposit

Other Fees:

4% Processing Fee

ADDITIONAL PRICING INFO

Additional Pricing Info: <7 Day Stay Cleaning Fee: $400, State and local taxes of 14.45% will apply

Amenities

Amenities

  • On salt water On salt water

  • Walk to a salt water beach Walk to a salt water beach

  • Central air Central air

  • A/C unit(s) A/C unit(s)

  • Outdoor shower Outdoor shower

  • Washer&dryer Washer&dryer

  • Pets considered Pets considered

  • Internet Internet

  • Linens provided Linens provided

  • Dock for boat Dock for boat

  • Deck, porch or patio Deck, porch or patio

  • Boat, kayak, canoe Boat, kayak, canoe



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