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Chatham Vacation Rental home in Cape Cod MA | ID 29928
5 BR
4 ½ baths
Sleeps 12
Beds: 2 kings, 2 queens, 5 twins
Beach: 1 mile to Oyster Pond Beach
Daily
Weekly
Monthly
Off-season 2025/26
$1,027 - $2,932
Summer 2026
$1,830 - $3,090
Off-season 2026/27
$1,032 - $2,346
Off-season 2025/26
$7,758 - $19,390
Summer 2026
$15,792 - $21,331
Off-season 2026/27
$8,011 - $11,973
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
7 months
Property ID 29928
Description

Description

This property is professionally managed by Pretty Picky Properties.
Spacious Custom Chatham Home w/Pool, Guest Cottage & Water Views
Sleeps 12
Heated salt-water pool, outdoor kitchen and spa!
Linens included, beds made
Rents Friday to Friday in peak season
To view a slide show with captions, click on icon in upper right corner of the photo.
Pool is open from Memorial Day through Columbus Day weekend
This immaculate custom home features three primary en suite bedrooms and is close to everything to love about Chatham. The property is centrally located just 0.75 miles from the popular restaurants, shops and live entertainment of Chatham Village. The Cape Cod Rail Trail is a scant 0.3 miles up the road. The location is close to several fan-favorite beaches as well.
Set on scenic Perch Pond, the outdoor living and dining space is superb. With a large deck, heated salt-water pool with built in spa, gas grill and outdoor kitchen all overlooking the pond for relaxing days and amazing sunsets. The deck table can seat 12 for relaxing meals while viewing the wildlife that calls Perch Pond home. The ever changing sounds and mix of birds makes for a relaxing environment. Featuring plenty of private yard area to enjoy outdoor lawn games there is even an official sized bocce court for extended outdoor fun.<br>In total, the 3,300+ sq. ft. home, plus separate cottage, has at total of five bedrooms and 4.5 baths and includes all the modern amenities including central air conditioning. The main level of the house offers a generous, bright and cheerful open-plan living space with a fully loaded kitchen, seating and dining area, breakfast room, and one of four lounge areas in the house. The main level also features a primary bedroom suite, including a comfy king size bed and a private luxury bath. There's also a cozy TV lounge area just off the kitchen as well as a half bath/laundry room.<br>On the upper level, you'll find a second primary suite with a king bed and en suite bathroom. This primary bedroom has a small adjacent room that can serve as extra sleeping space for young children or a quiet getaway for reading and relaxing. Also on the second level, there is a bedroom with a queen size bed and a bunk room with four twin size beds. Those two bedrooms share a full bath.<br>The unfinished basement includes a small workout area with exercise flooring, yoga mats, hand weights, a TV for casting your workouts and a Peleton (please bring your own shoes and subscription). You can also play a rousing game of ping pong or darts in case the weather isn't cooperating!<br>Finally, there is a bonus living area over the garage that is accessed by a separate stairway. Here you'll find a large TV with surround sound, ample lounge seating and a card/game table. <br>Just out the back door of the main house is the freestanding, very well-appointed separate guest cottage with a queen bed, TV/sitting area, coffee bar, full bath with shower and a wraparound deck overlooking the pond. The deck at the "Perch Pond Yacht Club", as the cottage is named, is a perfect place to relax with morning coffee or a glass of wine while enjoying the sunsets.<br>The house is close to Chatham Bars Inn and Wequassett for those attending events or simply eager for an extraordinary dining experience. The home is ideally suited for summer or off-season relaxation.<br>Please enter your travel dates in the 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 a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $245.00. In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%.<br>This property offers a 3-night minimum stay during select weeks in May – June & September – November. Guests are charged a cleaning fee for all stays less than 7-nights. Stay 7-nights or more and the cleaning fee is waived.<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! ®<br>Town of Chatham Registration #155 read more show less

Location

Location - Chatham

Nearest beach: 1 mile to Oyster Pond Beach

41.688341 -69.973388 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
Unknown

Calendar Last Updated: February 05, 2026

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  • Price FEBRUARY 2026
      F
    Sa
    Su
    M
    Tu
    W
    Th
     $7,748      1 2 3 4 5
     $7,758  6 7 8 9 10 11 12
     $7,758  13 14 15 16 17 18 19
     $7,758  20 21 22 23 24 25 26
     $7,758  27 28          
  • Price MARCH 2026
      F
    Sa
    Su
    M
    Tu
    W
    Th
     $7,758      1 2 3 4 5
     $7,758  6 7 8 9 10 11 12
     $7,758  13 14 15 16 17 18 19
     $7,758  20 21 22 23 24 25 26
     $7,868  27 28 29 30 31    
  • Price APRIL 2026
      F
    Sa
    Su
    M
    Tu
    W
    Th
     $7,868            1 2
     $7,927  3 4 5 6 7 8 9
     $7,762  10 11 12 13 14 15 16
     $8,378  17 18 19 20 21 22 23
     $9,184  24 25 26 27 28 29 30
  • Price MAY 2026
      F
    Sa
    Su
    M
    Tu
    W
    Th
     $9,479  1 2 3 4 5 6 7
     $9,776  8 9 10 11 12 13 14
     $10,608  15 16 17 18 19 20 21
     $10,577  22 23 24 25 26 27 28
     $9,639  29 30 31        
  • Price JUNE 2026
      F
    Sa
    Su
    M
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    W
    Th
     $9,639        1 2 3 4
     $11,247  5 6 7 8 9 10 11
     $14,013  12 13 14 15 16 17 18
     $19,390  19 20 21 22 23 24 25
     $21,331  26 27 28 29 30    
  • Price JULY 2026
      F
    Sa
    Su
    M
    Tu
    W
    Th
     $21,331            1 2
     $19,391  3 4 5 6 7 8 9
     $19,141  10 11 12 13 14 15 16
     $19,391  17 18 19 20 21 22 23
     $19,132  24 25 26 27 28 29 30
     $20,830  31            
  • Price AUGUST 2026
      F
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    Su
    M
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    W
    Th
     $20,830    1 2 3 4 5 6
     $19,929  7 8 9 10 11 12 13
     $17,513  14 15 16 17 18 19 20
     $17,884  21 22 23 24 25 26 27
     $15,792  28 29 30 31      
  • Price SEPTEMBER 2026
      F
    Sa
    Su
    M
    Tu
    W
    Th
     $15,792          1 2 3
     $11,947  4 5 6 7 8 9 10
     $11,973  11 12 13 14 15 16 17
     $10,525  18 19 20 21 22 23 24
     $9,936  25 26 27 28 29 30  
  • Price OCTOBER 2026
      F
    Sa
    Su
    M
    Tu
    W
    Th
     $9,936              1
     $9,923  2 3 4 5 6 7 8
     $11,466  9 10 11 12 13 14 15
     $10,204  16 17 18 19 20 21 22
     $9,427  23 24 25 26 27 28 29
     $8,342  30 31          
  • Price NOVEMBER 2026
      F
    Sa
    Su
    M
    Tu
    W
    Th
     $8,342      1 2 3 4 5
     $8,011  6 7 8 9 10 11 12
     $8,129  13 14 15 16 17 18 19
     $10,873  20 21 22 23 24 25 26
     $9,119  27 28 29 30      
  • Price DECEMBER 2026
      F
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    Su
    M
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    W
    Th
     $9,119          1 2 3
     $8,146  4 5 6 7 8 9 10
     $8,147  11 12 13 14 15 16 17
     $10,328  18 19 20 21 22 23 24
        25 26 27 28 29 30 31
  • Price JANUARY 2027
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        1 2 3 4 5 6 7
        8 9 10 11 12 13 14
        15 16 17 18 19 20 21
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        29 30 31        
  • Price FEBRUARY 2027
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              1 2 3 4
        5 6 7 8 9 10 11
        12 13 14 15 16 17 18
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        26 27 28        
  • Price MARCH 2027
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        5 6 7 8 9 10 11
        12 13 14 15 16 17 18
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        26 27 28 29 30 31  
  • Price APRIL 2027
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                    1
        2 3 4 5 6 7 8
        9 10 11 12 13 14 15
        16 17 18 19 20 21 22
        23 24 25 26 27 28 29
        30            
  • Price MAY 2027
      F
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          1 2 3 4 5 6
        7 8 9 10 11 12 13
        14 15 16 17 18 19 20
        21 22 23 24 25 26 27
        28 29 30 31      
  • Price JUNE 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:

$245 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: $475, State and local taxes of 14.45% will apply

Amenities

Amenities

  • On fresh water On fresh water

  • Central air Central air

  • A/C unit(s) A/C unit(s)

  • Outdoor shower Outdoor shower

  • Washer&dryer Washer&dryer

  • Swimming pool Swimming pool

  • No Pets No Pets

  • Internet Internet

  • Linens provided Linens provided

  • Hot tub Hot tub

  • Deck, porch or patio Deck, porch or patio

  • Smart TV Smart TV



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