Your browser's security settings have disabled Javascript, which is required to use this web site effectively.
Please alter your security settings. Click here to see how.
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 - $3,029
Summer 2026
$2,037 - $3,418
Off-season 2026/27
$1,032 - $2,686
Off-season 2025/26
$7,742 - $20,939
Summer 2026
$16,903 - $22,911
Off-season 2026/27
$8,043 - $13,527
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
6 months
Property ID 29928
Description

Description

Stunning 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 </span><span><span>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><br><span><span>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.</span></span><br><br><span><span>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><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><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. </span></span></span></span></p><br><p><span><span><span><span>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.</span></span><br><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.</span></span></p><br><p><span><span><span>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. </span></span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span><span>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.</span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span></span><span><span><span> </span>In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%.</span></span></span></p><br><p><span><span><span>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.</span></span></span></p><br><p><span><span><span><span>Be sure to search the Pretty Picky site for your best selection of prime vacation homes available for summer rental on Cape Cod.<br><br>It’s your vacation. Get Picky! ?</span></span><br><br>Town of Chatham Registration #155</span></span></p> 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
    3 nights
  • Off-season 2026/27
    3 nights
Available
Unavailable
Unknown

Calendar Last Updated: January 15, 2026

next
  • Price JANUARY 2026
      F
    Sa
    Su
    M
    Tu
    W
    Th
     $8,884              1
     $7,742  2 3 4 5 6 7 8
     $7,742  9 10 11 12 13 14 15
     $7,758  16 17 18 19 20 21 22
     $7,758  23 24 25 26 27 28 29
     $7,758  30 31          
  • Price FEBRUARY 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
     $7,758  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
     $7,961  27 28 29 30 31    
  • Price APRIL 2026
      F
    Sa
    Su
    M
    Tu
    W
    Th
     $7,961            1 2
     $8,177  3 4 5 6 7 8 9
     $7,796  10 11 12 13 14 15 16
     $8,725  17 18 19 20 21 22 23
     $9,032  24 25 26 27 28 29 30
  • Price MAY 2026
      F
    Sa
    Su
    M
    Tu
    W
    Th
     $9,256  1 2 3 4 5 6 7
     $9,521  8 9 10 11 12 13 14
     $10,043  15 16 17 18 19 20 21
     $10,310  22 23 24 25 26 27 28
     $9,726  29 30 31        
  • Price JUNE 2026
      F
    Sa
    Su
    M
    Tu
    W
    Th
     $9,726        1 2 3 4
     $11,430  5 6 7 8 9 10 11
     $12,657  12 13 14 15 16 17 18
     $20,939  19 20 21 22 23 24 25
     $22,911  26 27 28 29 30    
  • Price JULY 2026
      F
    Sa
    Su
    M
    Tu
    W
    Th
     $22,911            1 2
     $19,391  3 4 5 6 7 8 9
     $19,391  10 11 12 13 14 15 16
     $19,391  17 18 19 20 21 22 23
     $19,477  24 25 26 27 28 29 30
     $21,321  31            
  • Price AUGUST 2026
      F
    Sa
    Su
    M
    Tu
    W
    Th
     $21,321    1 2 3 4 5 6
     $19,737  7 8 9 10 11 12 13
     $19,180  14 15 16 17 18 19 20
     $17,634  21 22 23 24 25 26 27
     $16,903  28 29 30 31      
  • Price SEPTEMBER 2026
      F
    Sa
    Su
    M
    Tu
    W
    Th
     $16,903          1 2 3
     $13,527  4 5 6 7 8 9 10
     $13,358  11 12 13 14 15 16 17
     $11,570  18 19 20 21 22 23 24
     $9,816  25 26 27 28 29 30  
  • Price OCTOBER 2026
      F
    Sa
    Su
    M
    Tu
    W
    Th
     $9,816              1
     $9,921  2 3 4 5 6 7 8
     $11,596  9 10 11 12 13 14 15
     $10,231  16 17 18 19 20 21 22
     $9,492  23 24 25 26 27 28 29
     $8,337  30 31          
  • Price NOVEMBER 2026
      F
    Sa
    Su
    M
    Tu
    W
    Th
     $8,337      1 2 3 4 5
     $8,043  6 7 8 9 10 11 12
     $8,123  13 14 15 16 17 18 19
     $10,932  20 21 22 23 24 25 26
     $9,220  27 28 29 30      
  • Price DECEMBER 2026
      F
    Sa
    Su
    M
    Tu
    W
    Th
     $9,220          1 2 3
     $8,213  4 5 6 7 8 9 10
     $8,273  11 12 13 14 15 16 17
     $10,440  18 19 20 21 22 23 24
        25 26 27 28 29 30 31
  • Price JANUARY 2027
      F
    Sa
    Su
    M
    Tu
    W
    Th
        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 FEBRUARY 2027
      F
    Sa
    Su
    M
    Tu
    W
    Th
              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        
  • Price MARCH 2027
      F
    Sa
    Su
    M
    Tu
    W
    Th
              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 APRIL 2027
      F
    Sa
    Su
    M
    Tu
    W
    Th
                    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
    Sa
    Su
    M
    Tu
    W
    Th
          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
      F
    Sa
    Su
    M
    Tu
    W
    Th
                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  
next

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



    Reviews

    Guest Reviews

    This property does not currently have any guest reviews.

    Have you stayed at this property? Be the first to write a review

    About

    About Pretty Picky Properties

    Member since:
    2/27/2003
    Response Time:
    Within a day
    Response Rate:
    100%
    Contact Host
     
     
    Your Email
     
    First Name
     
    Last Name
    Your Email:
    Name:
    Check-In
    Check-Out
    Phone (optional)
    # Guests
    Adults
    Children
    Done
    Describe yourself, what you're looking for, and ask questions!
    Message
    Not from the United States?
    Country
    Send As Guest
    By using this form, you agree to our Terms & Conditions

    Clear Form
     
     
     
     
    Updating Price...