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Updated 4BR close to downtown Chatham, Beaches, Bike Path & Tennis Pickleball

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Smart TV, fireplace, books, computer monitors
Property grounds
4 bedrooms, desk, iron/ironing board, travel cot
Dining
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms2 bathroomsSleeps 8153 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Outdoor space

Explore the area

View map
Chatham, MA
  • Place, Chatham Drama Guild
    ‪3 min walk‬
  • Place, Cape Cod Beaches
    ‪4 min drive‬
  • Place, Chatham Fish Pier
    ‪4 min drive‬
  • Airport, Hyannis, MA (HYA-Barnstable Municipal)
    ‪35 min drive‬

Room options

Similar properties

Beach nearby
Chatham Wayside Inn
Chatham
  • Pool
  • Breakfast included
  • Parking included
  • Free Wi-Fi
4.7 out of 5, Exceptional, 670 reviews
The price is AU$381
includes taxes & fees
17 May - 18 May
Chatham Wayside Inn

About the area

Chatham

With a stay at this vacation home in Chatham, you'll be within a 5-minute drive of Cape Cod Beaches and Chatham Drama Guild. .This vacation home is 11.9 mi (19.2 km) from Cape Cod National Seashore and 15.7 mi (25.3 km) from Mayflower Beach.
View more Holiday homes in ChathamOpens in a new window

What's nearby

  • Chatham Drama Guild - 3 min walk - 0.3 km
  • Veterans Field - 14 min walk - 1.2 km
  • Chatham Windmill - 3 min drive - 2.5 km
  • Cape Cod Beaches - 4 min drive - 2.9 km
  • Chatham Fish Pier - 4 min drive - 2.5 km

Getting around

  • Hyannis Transportation Center - 27 min drive
  • Hyannis, MA (HYA-Barnstable Municipal) - 29 min drive

Restaurants

  • ‪Cumberland Farms - ‬14 min walk
  • ‪Three Fins Coffee House & Cacao Factory - ‬12 min walk
  • ‪Chatham Bars Inn - ‬3 min drive
  • ‪Chatham Squire - ‬20 min walk
  • ‪Pain D'avignon - ‬8 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Updated 4BR close to downtown Chatham, Beaches, Bike Path & Tennis Pickleball

Renovated year round 4 bedroom house with bonus office/bunk room with central AC, walking distance to downtown Chatham. Beautifully decorated for your Cape Cod beach vacation with extended family or friends. Excellent setup for families with kids with bunk beds and playroom in lower level. Enjoy the back deck and grill overlooking beautifully landscaped private yard and gardens with new outdoor shower (seasonal). Walk or quick drive to top rated, popular restaurants (Del Mar, Red Nun, Chatham Squire), markets (Village Market and CVS), shops (too many to name!) and picturesque beaches in every direction (closest to Oyster Pond). Street has direct access to the Cape Cod Rail Trail, Bike Path and tennis/pickleball courts. Linens now included!

The Space:
Bright, airy living/dining space opens to updated, well-appointed kitchen with brand-new stainless-steel appliances and white cabinets. Living room has electric fireplace, Smart TV (Roku) and high-speed internet connectivity.
Main level has master bedroom with king bed and master half bathroom, corner bedroom with queen bed and third bedroom with another queen bed and small desk. This level also has a full bathroom with tub.
Lower level has playroom/game room with seating area, futon for one person and another Smart TV. There is also bonus room with bunk beds for kids or this room can be used as an office. There is a washer dryer and garage for storing beach gear and bikes.
There is a large deck with dining table and landscaped, private backyard with outdoor shower.
House has parking for up to 3 cars and is on a quiet, peaceful street very close to everything Chatham has to offer! Enjoy the Chatham Fish Pier, Lighthouse, 4th of July parade, Chatham A’s baseball games, band concerts or First Night fireworks. Close to Chatham Bars Inn (1.8 miles) or the Wequassett Resort and Golf Club (3.4 miles).
Things to Note:
Pillows and comforters are provided for every bed.
New for 2025! We are excited to include linens provided by Chatham Concierge for your comfort and convenience. Enjoy hotel-quality, high thread count luxury sheets and towels, all professionally cleaned using hypoallergenic, eco-friendly organic products. The linens are processed locally using the most energy-efficient laundry equipment available. Bed making is included as part of the cleaning fee, and we also provide beach towels in season for your enjoyment.
Sorry, no pets are allowed.
Make yourself comfortable in this air-conditioned vacation home, which features a fireplace and a Smart TV. There's a private patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access is available to keep you connected.
Take in the views from a garden and make use of amenities such as concierge services and an arcade/game room. Additional features at this vacation home include barbecue grills and bike storage.
Guests will find features like internet access and onsite parking.

Property amenities

Beach

  • Beach loungers
  • Beach towels

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 1.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Computer monitor
  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Concierge services
  • Iron/ironing board

Location highlights

  • Near a hospital

Things to do

  • Arcade/game room
  • Bicycle parking
  • Bicycle storage
  • Basketball nearby
  • Cycling nearby
  • Fishing nearby
  • Motor boating nearby
  • Sailing nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • At least 80% lighting from LEDs
  • Bicycle parking
  • Bicycle storage
  • Eco-friendly cleaning products used
  • Garden
  • Recycling
  • Unit size: 1,644 square feet
  • Water-efficient toilets

Policies

Check-in

Check-in time starts at 3:00 PM

Contactless check-in available

Minimum check-in age: 21

Check-out

Check-out before 10:00 AM

Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:

Start the dishwasher

Strip any used beds and gather used towels

Take out the trash

Turn off the lights and lock the doors

Pets

Pets not allowed

Children and extra beds

Children are welcome

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Long-term renters welcome
This property uses eco-friendly cleaning products
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number C0407620550

Updated 4BR close to downtown Chatham, Beaches, Bike Path & Tennis Pickleball Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 14 out of 14 reviews
Rating 8 - Good. 0 out of 14 reviews
Rating 6 - Okay. 0 out of 14 reviews
Rating 4 - Poor. 0 out of 14 reviews
Rating 2 - Terrible. 0 out of 14 reviews

9.8/10

Cleanliness

Reviews

10/10 Excellent

Cait C.

Liked: Cleanliness
Rebecca was super responsive. She provided great recommendations for things to do in the area. The house was spacious and we were a less than 10 minute drive from everything in Chatham.
Stayed 2 nights in Oct 2025

10/10 Excellent

Deana S.

Liked: Cleanliness
Cute house, more than enough room for our group, great location. Loved the backyard!
Stayed 2 nights in Sep 2025

10/10 Excellent

Elizabeth G.

Liked: Cleanliness
Amazing stay! So easy and close to Chathams bar inn and town for the wedding!! Thanks for everything !
Stayed 2 nights in Aug 2025

10/10 Excellent

Kathleen T.

Liked: Cleanliness

Beautiful property

The property was beautiful and clean. Close walk into town and convenient location. Kitchen stocked with everything we needed. Host was easy to communicate with and friendly!
Stayed 1 night in Oct 2024

10/10 Excellent

Tracy M.

Liked: Cleanliness

Fourth vaca

The outside of the house does little to reveal the clean, adorable, comfortable, welcoming home within. Given the effort the hosts made to update and renovate the inside, the outside will follow soon, I suspect. The back deck is great, nice grill and private sitting area. Prefect location for walkers pickleball players and bike riders. Walk to parade day, town and restaurants. Bike to beach and enjoy!
Stayed 8 nights in Jun 2024

10/10 Excellent

Nicole L.

Liked: Cleanliness

Great house close to Main Street!

The stay was great in this house. It has a beautiful backyard with a great outdoor shower. Just a short drive to the main part of town as well as CBI for a wedding we went too.
Stayed 2 nights in Jun 2024

10/10 Excellent

Dianne D.

Liked: Cleanliness

Lovely Cape cod house

House was lovely. Backyard private with beautiful gardens, flowers etc. had everything we needed. Would definitely recommend it!,
Stayed 3 nights in May 2024

10/10 Excellent

Karen Q.

Liked: Cleanliness

Chatham stroll

Great weekend. The front steps were very treacherous . Could have used more paper towels and toilet paper.
Stayed 2 nights in Dec 2023

10/10 Excellent

Bethany N.

Liked: Cleanliness

Wedding Weekend

Perfect place for a wedding weekend. We thoroughly enjoyed our stay!
Stayed 1 night in Sep 2023

10/10 Excellent

Teresa T.

Liked: Cleanliness

Wonderful Chatham Home

We stayed for a family wedding and the accommodations could not have been better. Location was perfect, close to the center and our wedding at CBI , home was immaculate upon arrival and had everything we needed. Backyard and deck area was a big hit! I would recommend this to anyone looking for a great place to stay in Chatham.
Stayed 2 nights in Sep 2023

10/10 Excellent

Kate A.

Liked: Cleanliness

East walk into town

Our family enjoyed the outside space at this roomy and clean Chatham home that was well stocked for a week away. The proximity to town and the running/biking path are a huge asset! It’s a short drive to Ridgevale and other beaches too!
Stayed 7 nights in Aug 2023

10/10 Excellent

Carla D.

Liked: Cleanliness

Lovely home and convenient location!

The backyard is gorgeous! We enjoyed the peaceful deck, beautiful landscaping and private outdoor shower. The beds were very comfortable. Kitchen is well equipped with modern appliances. Comfortable living room for game playing and relaxing. Central air conditioning worked well to keep us cool. Easy access to laundry. Great location short drive to beaches, downtown, stores and restaurants. Property manager responded quickly and was a pleasure to deal with. We really enjoyed our stay in beautiful Chatham!
Stayed 7 nights in Jul 2023

10/10 Excellent

Caitlin M.

Liked: Cleanliness

Great house in a wonderful location

Our family had a wonderful time staying here. We enjoyed the beaches, Chatham, dining and all Cape Cod had to offer.
Stayed 3 nights in Jul 2023

10/10 Excellent

Aaron W.

Liked: Cleanliness

Great location. Oasis Backyard

We've come to Chatham for years. This property was a little farther away from downtown than we are used to but the walk was very manageable, maybe 10 - 15 minutes. We made the trek with beach gear to oyster pond a few times without issue. It also half a block away from the rail trail which was a really nice perk. As for the property, it was very clean and had all the amenities we needed. Three adults and three kids stayed on the upper level and we had one teenager stay on the lower level with the bunk beds. The upper level was great and opened up to a wonderful deck and backyard that had shade for the entire day and proved perfect for entertaining. We had other families with kids close by that would come over and hang and the backyard provided a great hosting location. Amazing gardening! The lower level served its purpose but also had a musty smell. This is typical in all Chatham properties we've stayed in so not surprising. The host was very responsive during the visit. She proactively reached out when the area had a power outage to let us know when the power was returning. Great spot. We would return in the future.
Stayed 7 nights in Jul 2023