Pleasant Chatham Cape

Your Cape Cod Getaway

Vacation Home

Chatham Shenanigans

  • 8 Guests
  • 3 Bedrooms
  • 5 Beds
  • 3 Bathrooms

Experience the beauty of Cape Cod at Chatham Shenanigans. This beautiful, well-appointed, bright home is centrally located to all that Chatham has to offer. It’s the ideal spot for discerning guests looking to be close to the hubbub of town but in a serene, private, and quiet setting.

~Just a 5 min drive or mile walk to enjoy downtown Main Street restaurants, shops, and Cape-league baseball
~Less than 5 min drive to Hardings Beach
~4 great restaurants within walking distance

The space

KEY FEATURES:
☀ 3 luxurious bedrooms; 1 king, 1 queen, 2 twins
☀ Private den/office with additional queen pull out sleeping
☀ 2 full bathrooms + 1 half bath
☀ Full kitchen stocked with all your cooking needs
☀ Cozy living room w/ indoor fireplace + flat-screen TV
☀ Lower-level living/game room w/ an additional TV, ping pong table + card game table
☀ Outdoor living area w/ a solo stove
☀ Full washer + dryer
☀ Quiet and private location only minutes from all that Chatham has to offer
☀ Free parking

☆☆ BEDROOMS + BATHROOMS ☆☆
Each of the three bedrooms is designed with guest comfort in mind.

The primary bedroom with king-sized bed and en-suite is on the main level. The second floor boasts two additional bedrooms - one queen-sized bed and another with two twin-sized beds perfect for both kiddos and adults!

The main level has one half-bath off the garage entry. There is a full-bath with walk-in shower and double sinks ensuite to the primary bedroom on the main floor. The second full bathroom is on the second floor and includes a shower/tub and is shared with the bedrooms on this level. 

NOTE: As is common on Cape Cod, Guests are responsible for providing their own linens, including sheets and towels, at this property.

☆☆ KITCHEN & DINING ☆☆
The open-concept main level of the home boasts soaring ceilings and views of the private backyard. The kitchen and dining area offer plenty of room to comfortably host family dinners and are outfitted with all the cookware, dishes, utensils, dishwasher pods, and appliances you will need to cook delicious meals. The farmhouse dining table can seat up to eight.

☆☆ LIVING SPACES ☆☆
There are three separate indoor living spaces around the home: one first floor living area, one comfortable den/office on the main floor, and one in the basement lower level. Each of the bedrooms also has a small seating nook if you’re looking for a little more privacy from the rest of the group.

The main living area boasts floor-to-ceiling windows, which allow you to enjoy the secluded and private views of the backyard from the comfort of the sofa or plush chair. There’s also a large flat-screen Smart TV for movie night.

The den/office is a relaxing space where you can fully immerse yourself into the pages of your next read or "work from anywhere" at the desk with beautiful views of the conservation land across the street.

The lower-level is a bright and open space with a big-screen TV, a quality ping pong table, and a game table with a small collection of fun games for the family.

☆☆ OUTSIDE SPACE ☆☆
While there are plenty of outdoor activities nearby, the house also provides its own outdoor sanctuary for guests to enjoy. We invite you to enjoy a competitive game of corn hole, relax on our private patio or settle in for a quiet evening by the solo stove. There are plenty of seating areas for guests to sip morning coffee in or enjoy a happy hour drink as the sun goes down. String lights provide ambient lighting and there is a large outdoor dining table for al fresco meals.

☆☆ ADDITIONAL INFO ☆☆
This home also offers first-floor laundry and a 2 car garage to store all your beach gear.

We provide many household staples to get you started – Paper Towels, Toilet Paper, Soap, Laundry Detergent, etc.  As is customary on Cape Cod, linens and towels are not provided but may be provided to guests through a third party. This is not included in the rental price. Please inquire about pricing and referrals. 

Guest access

Guest have private access to the full property with the exception of the storage room in the basement. There is free parking available in the driveway.

Important Notes

  • No pets allowed.
  • No smoking or parties allowed on the property.
  • Primary renter must be at least 25 years old to book. A valid photo ID is required prior to check-in.
  • As is common on Cape Cod, Guests are responsible for providing their own linens, including sheets and towels, at this property. Pillows, blankets and covers are provided. Guests can bring their own or we refer to Chatham Concierge for linen services where you can rent from their online store. They can deliver linens to the property on your arrival date and pick them up on your departure date. The cost for linen rentals varies depending on your needs and planned occupancy.
  • A rental contract must be agreed to during the booking process. The Guest is responsible to read and understand the rental rules prior to booking. By clicking "Request to book" the Guest is accepting all of the terms and conditions.
  • This home is on a septic system so occupancy is strictly enforced to avoid a septic backup of sewage in to the house. Your max occupancy during your booking is what you submit in your booking. Additional guests must be approved.
  • Check-out time is strict, and if our cleaners arrive while you're still at the house, we may incur extra charges, which will be passed on to our guests.
  • We are not responsible for any injuries, illnesses, or accidents that may occur during your stay, nor for the loss of personal belongings or valuables.
  • A Trust + Safety Fee is applied per night in lieu of a security deposit.

★☆ Book Now & Let Us Take Care Of You at Chatham Shenanigans! ☆★

📲 Follow & tag us on Instagram: @pleasantchathamcapes

VIEW MORE

Highlights

Parking

Wireless Broadband Internet

Pictures

Amenities

Parking and facilities

Garage, Parking, Parking option included, Private garden

Policies

Accept credit card, Accessible 24/7, Children are welcome, Pets not allowed, Smoking not allowed, Suitable for seniors or individuals with limited mobility

Entertainment

Beach chairs, Bicycles, Ping pong table

Kitchen and dining

BBQ gas, Blender, Coffee machine, Cooking utensils, Dishwasher, Kitchen stove, Microwave, Oven, Refrigerator, Spices, Toaster, Vacuum cleaner, Water purifier

Location features

Near ocean, River, Town

Bathroom and laundry

Bathroom and laundry, Blow dryer, Clothes dryer, Iron and ironing board, Shower, Bathtub, Washing machine

Heating and cooling

Air conditioning, Ceiling fans, Central heating, Fireplace, General heating

Internet and office

Wireless Broadband Internet wireless

Home safety

Carbon monoxide detector, Fire extinguisher, First aid kit, Smoke detector

House Rules

  • Credit cards accepted

  • Children welcome

  • Pets not allowed

  • Smoking not allowed

  • Suitable for seniors or individuals with limited mobility

Check-in: 03:00 PM

Check-out: 10:00 AM

Location

Rates

Our rates may vary day-by-day. Please select a period to see the exact price for your stay.

Policy and notes

Payment Schedule

50% of the total amount is due at time of reservation.

The remaining amount is to be paid 7 day(s) before arrival.

Cancellation Policy

96% of paid prepayments refundable when canceled 30 day(s) before arrival or earlier.

46% of paid prepayments refundable when canceled 14 day(s) before arrival or earlier.

0% refundable if canceled after.

Security deposit

No security deposit is due.

Notes

Chatham collects 14.45% lodging taxes for short-term rentals.

Cancellations / refunds will be less a 4% processing fee that we incur through the payment processing platform.

Availability

Select check-in date

Book Now
27
28
29
30
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

Reviews

5
Michelle Sunshine

Great House for Cape Getaway

The house was stylish, super clean and well-stocked. Plenty of room for 5 adults. Great location, and the host was very easy to deal with. I would stay here again.

Thank you for staying at Chatham Shenanigans. We are thrilled you enjoyed your stay and the property had everything you needed. Please come again!

Family with no Children | stayed on 2025-08
Susan

5-Star Easter Break Vacation

My family and I spent our Easter break at Shenanigans Chatham. It was exactly what we were hoping it would be! It was spacious yet cozy. It was very clean, beautifully decorated and conveniently located near town. Even though it was very cool, we did use the solo stove and outdoor furniture one night. We also enjoyed using the ping pong table and card table in the downstairs area. This house had so much to offer. I would highly recommend it! Jenn does a wonderful job as a host! We will definitely be back!

Family with older children | stayed on 2025-04
Mark

Family vacation

We were thrilled with the property. The house is off a main road but on a quiet street. Backyard is small but beautifully appointed and very private. Very comfortable ioutdoor lounging furniture as well as large outdoor dining table/umbrella, portable firepit and easy to use grill. House is clean, bright and perfectly sized for our family of four. Basement is comfortable with quality ping pong table, poker table and tv space. Living room is spacious with high ceilings, large TV over working fireplace. Adjoining kitchen has all the appliances you might need. Beds were comfortable. All clean and very quiet. Location is great. 1 mile walk to Chatham town. Very close to great beaches (RIdgevale in particular). A few restaurants walking distance and plenty of places a short drive. Jennifer was very responsive. Always texted back within 10 mins.

Family with older children | stayed on 2024-08

About host

J@
Jenn @ Pleasant Chatham Cape Properties, LLC

Contact us

  • Email:[email protected]
  • Website:https://www.pleasantchathamcape.com
©2026 Pleasant Chatham Cape All rights reserved - Powered byLodgify
Chatham Shenanigans
Chatham, United States
5
from €399 per night