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Orleans Vacation Rental home in Cape Cod MA | ID 37150
4 BR
3 ½ baths
Sleeps 10
Beds: 1 king, 1 queen, 2 doubles, 2 twins, 2 Pack & Play's, Side rail for Kids
Beach: 0.7 mi to Little Pleasant Bay Beach and 7 minute drive Skaket Beach
Daily
Weekly
Monthly
Off-season 2025/26
$250 - $479
Summer 2026
 
Off-season 2026/27
$250 - $479
Off-season 2025/26
$1,850 - $2,150
Summer 2026
$2,450 - $4,450
Off-season 2026/27
$1,850 - $2,150
Off-season 2025/26
 
Summer 2026
$16,000 - $17,000
Off-season 2026/27
 
State and local taxes of 14.45% will apply
Listed by Michelle & John Walsh
Active
2+ years
Property ID 37150
2
Description

Description

Endless Summer is a year round escape conveniently located 7 minutes from downtown Orleans and 8 minutes from picturesque Main Street Chatham, both have their own unique charm including shops and restaurants.
Located in small neighborhood made up of seasonal and full time residents that take pride in our little community. The home was built in the 70"s, you will see we have made many updates with more to come.

This spacious two floor cape is perfect for two families. The first floor features a master bedroom with a king size bed, 55 inch flat screen tv, walk-in closet and private bath featuring a stone floor walk in shower, a second bedroom with two twin beds and an additional full bath with a soaking tub. The main living space includes a fully stocked kitchen, dining room, large living room with a sectional sofa and a small sitting room perfect for watching TV or reading a book.

The second floor features two bedrooms, one with a queen bed and flat screen TV, the second with two full beds and a flat screen. The second floor is on the opposite side of the first floor sleeping rooms, making it a perfect set-up for more than one family to gather together during the day and still have privacy at night. <br /> <br /> The private yard offers a great space for relaxing, gathering on the back deck with string lighting that creates a perfect ambiance for a summer dinner with children running free, enjoying the outdoor shower or the s"mores by the firepit.<br /> <br /> The basement features a washer and dryer as well as a second refrigerator for overflow. Additional items include beach chairs, beach umbrellas, children"s toys, 2 kids" kayaks, bikes and yard games! <br /> <br /> We take pride in our home and take care to ensure our retreat is ready to share! <br /> read more show less

Location

Location - Orleans

Nearest beach: 0.7 mi to Little Pleasant Bay Beach and 7 minute drive Skaket Beach

41.7370848 -69.9995714 0
Photos

Photos

Pricing & Availability

Pricing & Availability

1
Minimum Stay Requirements:
  • Off-season 2025/26
    2 nights
  • Summer 2026
    7 nights
  • Off-season 2026/27
    2 nights
Available
Unavailable
Unknown

Calendar Last Updated: December 06, 2025

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  • Price DECEMBER 2025
      Sa
    Su
    M
    Tu
    W
    Th
    F
            1 2 3 4 5
     $1,850  6 7 8 9 10 11 12
     $1,850  13 14 15 16 17 18 19
     $1,850  20 21 22 23 24 25 26
     $1,850  27 28 29 30 31    
  • Price JANUARY 2026
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $1,850            1 2
     $1,850  3 4 5 6 7 8 9
     $1,850  10 11 12 13 14 15 16
     $1,850  17 18 19 20 21 22 23
     $1,850  24 25 26 27 28 29 30
     $1,850  31            
  • Price FEBRUARY 2026
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $1,850    1 2 3 4 5 6
     $1,850  7 8 9 10 11 12 13
     $1,850  14 15 16 17 18 19 20
     $1,850  21 22 23 24 25 26 27
     $1,850  28            
  • Price MARCH 2026
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $1,850    1 2 3 4 5 6
     $1,850  7 8 9 10 11 12 13
     $1,850  14 15 16 17 18 19 20
     $1,850  21 22 23 24 25 26 27
     $1,850  28 29 30 31      
  • Price APRIL 2026
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $1,850          1 2 3
     $1,850  4 5 6 7 8 9 10
     $1,850  11 12 13 14 15 16 17
     $1,850  18 19 20 21 22 23 24
     $1,850  25 26 27 28 29 30  
  • Price MAY 2026
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $1,850              1
     $1,850  2 3 4 5 6 7 8
     $1,850  9 10 11 12 13 14 15
     $1,850  16 17 18 19 20 21 22
     $1,850  23 24 25 26 27 28 29
     $1,850  30 31          
  • Price JUNE 2026
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $1,850      1 2 3 4 5
     $2,150  6 7 8 9 10 11 12
     $2,150  13 14 15 16 17 18 19
     $2,150  20 21 22 23 24 25 26
     $2,450  27 28 29 30      
  • Price JULY 2026
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $2,450          1 2 3
     $4,450  4 5 6 7 8 9 10
     $4,250  11 12 13 14 15 16 17
     $4,250  18 19 20 21 22 23 24
     $4,250  25 26 27 28 29 30 31
  • Price AUGUST 2026
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $4,250  1 2 3 4 5 6 7
     $4,250  8 9 10 11 12 13 14
     $4,250  15 16 17 18 19 20 21
     $4,250  22 23 24 25 26 27 28
     $4,250  29 30 31        
    Monthly: $16,000 - $17,000
  • Price SEPTEMBER 2026
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $4,250        1 2 3 4
     $2,150  5 6 7 8 9 10 11
     $2,150  12 13 14 15 16 17 18
     $2,150  19 20 21 22 23 24 25
     $2,150  26 27 28 29 30    
  • Price OCTOBER 2026
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $2,150            1 2
     $1,850  3 4 5 6 7 8 9
     $1,850  10 11 12 13 14 15 16
     $1,850  17 18 19 20 21 22 23
     $1,850  24 25 26 27 28 29 30
     $1,850  31            
  • Price NOVEMBER 2026
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $1,850    1 2 3 4 5 6
     $1,850  7 8 9 10 11 12 13
     $1,850  14 15 16 17 18 19 20
     $1,850  21 22 23 24 25 26 27
     $1,850  28 29 30        
  • Price DECEMBER 2026
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $1,850        1 2 3 4
     $1,850  5 6 7 8 9 10 11
     $1,850  12 13 14 15 16 17 18
     $1,850  19 20 21 22 23 24 25
     $1,850  26 27 28 29 30 31  
  • Price JANUARY 2027
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $1,850              1
     $1,850  2 3 4 5 6 7 8
     $1,850  9 10 11 12 13 14 15
     $1,850  16 17 18 19 20 21 22
     $1,850  23 24 25 26 27 28 29
     $1,850  30 31          
  • Price FEBRUARY 2027
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $1,850      1 2 3 4 5
     $1,850  6 7 8 9 10 11 12
     $1,850  13 14 15 16 17 18 19
     $1,850  20 21 22 23 24 25 26
     $1,850  27 28          
  • Price MARCH 2027
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $1,850      1 2 3 4 5
     $1,850  6 7 8 9 10 11 12
     $1,850  13 14 15 16 17 18 19
     $1,850  20 21 22 23 24 25 26
     $1,850  27 28 29 30 31    
  • Price APRIL 2027
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $1,850            1 2
     $1,850  3 4 5 6 7 8 9
     $1,850  10 11 12 13 14 15 16
     $1,850  17 18 19 20 21 22 23
     $1,850  24 25 26 27 28 29 30
  • Price MAY 2027
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $1,850  1 2 3 4 5 6 7
     $1,850  8 9 10 11 12 13 14
     $1,850  15 16 17 18 19 20 21
     $1,850  22 23 24 25 26 27 28
     $1,850  29 30 31        
  • Price JUNE 2027
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $1,850        1 2 3 4
     $1,850  5 6 7 8 9 10 11
     $1,850  12 13 14 15 16 17 18
     $1,850  19 20 21 22 23 24 25
        26 27 28 29 30    
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Additional availability info: This is a Saturday to Saturday vacation rental.

Payment Methods: PayPal, Zelle, Venmo (2.89%); and personal checks

Fee Breakdown:

INCLUDED IN WEEKLY RATE

Cleaning Fee:

$250.00

SECURITY DEPOSIT

Security Deposit:

$450.00

ADDITIONAL PRICING INFO

State and local taxes of 14.45% will apply

Amenities

Amenities

  • A/C unit(s) A/C unit(s)

  • Outdoor shower Outdoor shower

  • Washer&dryer Washer&dryer

  • No Pets No Pets

  • Internet Internet

  • Bathtub Bathtub

  • Firepit Firepit

  • Deck, porch or patio Deck, porch or patio

  • BBQ-grill BBQ-grill

  • Boat, kayak, canoe Boat, kayak, canoe

  • Yard Yard

  • TV TV



    Green Amenities

    2
    • Power from renewable sources Power from renewable sources

    • Filtered water Filtered water

    Reviews

    Guest Reviews

    1 review
    Have you stayed here? Write a review
    Amy B
    Buffalo, NY
    (Homeowner Entered)

    Hi, Michelle -

    I wanted to take a moment to let you know how much we LOVED staying in your beautiful home. From the moment we walked in and were greeted with the lovely card, wine, and gorgeous flowers...that alone made us feel immediately welcome and like it was our home for the length of our stay. And then we saw the little canvas in the twin beds bedroom..."Best Cousins Ever" - that was the cherry on top. Our trip was a cousins trip!

    My sister and I come to the Cape every year during the week of Labor Day and stay in Eastham. It was nice to stay in a different part of the Cape and take a deeper dive into some areas that we previously hadn't. This was my cousin's first trip to the Cape and she can't wait to go back. We would be thrilled to stay at Endless Summer again.

    Thank you again for opening your home to us....we had an absolutely wonderful time.

    All the best,
    Amy
    show more show less

    Date of stay: June 2023
    About

    About Michelle & John Walsh

    Member since:
    2/12/2023
    Reviews:
    1 reviews
    Response Time:
    Within a day
    Response Rate:
    100%
    We are both born Bostonians who spent our childhood on the beaches of Cape Cod. As we raise our own children we want them to have the same fond memories of the cape as we did. We bought Winslow Drive as a place for our family to come together to relax, enjoy the beach and make memories year round. We hope you and your family will do the same.

    What is special about this property?
    Endless Summer is our year round escape that we want to share with our guests to enjoy all that Cape Cod has to offer! Our small neighborhood is made up of seasonal and full time residents that take pride in our little community.
    You will see we have made many updates throughout our home with more to come. The yard offers a great space for relaxing, gathering on the back deck for a meal, letting children run free, enjoying the outdoor shower or enjoying the firepit. Our home is equipped with everything you need for your vacation. The kitchen is equipped with all the essentials. If your day is planned at the beach you will find everything including beach chairs, beach toys, bikes and kayaks. For rainy days, we have a big selection of games and puzzles for all ages to enjoy. The house has Wi-Fi and cable. Amazon Alexa's are in most rooms and Window AC's are throughout the house and in each bedroom to stay comfortable on those hot days.

    What is special about your town?
    We are conveniently located 7 minutes from downtown Orleans and 8 minutes from picturesque Main Street Chatham, both towns have their own unique charm including shops and restaurants.

    You have a choice of beaches with Pleasants Bay Beach located .6 miles and Jack Knife, Skate and Nauset are all a few minute drive.

    If golfing is your thing, National is just a 3 minute drive with many other options available.

    Orleans is in close proximity to Harwich Port, Dennis, Eastham and Provincetown. Take the fast ferry to Nantucket or Martha's Vineyard. Visit a winery, brewery, take a seal tour or kayak at Crystal Lake. The opportunities for an adventurous vacation yours to be had!



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