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Charming Downtown Chatham

Condo near Cape Cod Beaches in Chatham

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Photo gallery for Charming Downtown Chatham

A neatly made bed with a headboard, two bedside tables with lamps, and a door in the background.
A street view with a green bike lane, a mailbox, and a sign for a local business.
Coffee/tea maker, fridge, microwave, oven
Property grounds
A living room with a sofa, a small table with a lamp, and a kitchen area with a stove and cabinets.

Reviews

10 out of 10
Exceptional

Entire condo

1 bedroom1 bathroomSleeps 4600 sq ft

Popular amenities

  • Kitchen
  • Air conditioning
  • Parking available

Explore the area

View in a map
Chatham, MA
  • Place, Chatham Windmill
    ‪13 min walk‬
  • Place, Cape Cod Beaches
    ‪13 min walk‬
  • Place, Chatham Lighthouse Beach
    ‪14 min walk‬
  • Airport, Hyannis, MA (HYA-Barnstable Municipal)
    ‪38 min drive‬

Room options

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Chatham Wayside Inn

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  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
9.4 out of 10, Exceptional, 714 reviews
$434 nightly
The price is $497
Aug 31 - Sep 1
Total with taxes and fees
Chatham Wayside Inn

About the neighborhood

Chatham

Seaside stay .Your stay at this Chatham condo places you within a 10-minute walk of Mayo House and Chase Park. Cape Cod Beaches and Chatham Lighthouse Beach are also within half a mile (1 km).
View more Condo Rentals in ChathamOpens in a new window

What's nearby

  • Mayo House - 5 min walk - 0.3 miles
  • Chatham Windmill - 13 min walk - 0.7 miles
  • Cape Cod Beaches - 13 min walk - 0.7 miles
  • Chatham Lighthouse Beach - 14 min walk - 0.8 miles
  • Chatham Fish Pier - 2 min drive - 0.9 miles

Getting around

  • Hyannis Transportation Center - 28 min drive
  • Hyannis, MA (HYA-Barnstable Municipal) - 29 min drive

Restaurants

  • ‪Cumberland Farms - ‬9 min walk
  • ‪Chatham Bars Inn - ‬12 min walk
  • ‪Chatham Squire - ‬2 min walk
  • ‪Three Fins Coffee House & Cacao Factory - ‬2 min drive
  • ‪Dunkin' - ‬3 min drive

About this property

Entire place

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

Charming Downtown Chatham

Charming in town apartment above retail shops overlooks the Main St. Walk to beaches, nearby shops & restaurants, band concerts, evening baseball games. Cozy and beautifully appointed, the living area has ample area to relax with cable and internet. The kitchen is fully equipped. Small dining area includes table settings for 4 guests.
Bedroom has queen bed, Full bath with tub/shower. All linens provided.

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Suite, 1 Bedroom, Fireplace (Stable) | Premium bedding, iron/ironing board (on request), WiFi (free)
Captain's House Inn
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  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
4.9 out of 5, Exceptional, 244 reviews
Captain's House Inn

Property amenities

Beach

  • Beach towels

Internet

  • Available in the condo: WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Electric kettle
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • Games
  • TV with cable/satellite channels

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • In the city center
  • Near a health/beauty spa
  • Near a hospital
  • Near the sea

Things to do

  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Whale watching nearby
  • Wildlife walks nearby
  • Windsurfing 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

  • Unit size: 600 square feet

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

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:
Gather used towels
Remove leftover food and drinks and take out the trash
Turn off the lights, lock the doors, and return the keys
We will be ready for you to check in anytime after 3 pm, and you may park in the private parking behind our building at 433 Main Street anytime that day.
You are in unit C, clearly marked above the entrance at the far end of the building. Your keybox is at the top of the interior stairs. We will provide the code before your arrival.
Failure to complete these may result in a negative review from the host.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Note from host: Please define age of children for bed options

Events

No events allowed

Smoking

Smoking is not permitted

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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Property Registration Number C0142830550

Property is also known as

Charming Downtown Chatham Condo
Charming Chatham Condo
Charming Chatham Chatham
Charming Downtown Chatham Condo
Charming Downtown Chatham Chatham
Charming Downtown Chatham Condo Chatham

Frequently asked questions

How close is Charming Downtown Chatham to the airport?

This condo is 19.8 mi (29-min drive) away from the Hyannis, MA (HYA-Barnstable Municipal) airport, the closest popular airport to the property.

Does Charming Downtown Chatham have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is Charming Downtown Chatham to the beach?

This condo is a short 10-minute walk from Cape Cod Beaches and 11-minute walk from Chatham Lighthouse Beach. Don't forget your sunscreen!

Does Charming Downtown Chatham offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at Charming Downtown Chatham?

No, there is no casino at this condo.

What time is check-in at Charming Downtown Chatham?

Check-in begins at 3:00 PM.

Is there free parking at Charming Downtown Chatham?

Free parking is not available at this condo.

Does Charming Downtown Chatham have a pool?

This condo does not have a pool.

Does Charming Downtown Chatham have a spa?

There are no spa services available at this condo.

How close is Charming Downtown Chatham to downtown Chatham?

This condo is 0.4 mi away from Chatham.

Charming Downtown Chatham Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 45 out of 45 reviews
Rating 8 - Good. 1 out of 45 reviews
Rating 6 - Okay. 0 out of 45 reviews
Rating 4 - Poor. 0 out of 45 reviews
Rating 2 - Terrible. 0 out of 45 reviews

10/10

Cleanliness

10/10

Staff & service

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Jeff B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Comfortable, close to everything and Heather our host was wonderful.
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

Cathy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great getaway

Perfect place to stay and visit Chatham
Stayed 4 nights in Jul 2023
Verified review

10/10 Excellent

Madeleine F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing location!

We abosolutely loved our stay! Heather was such a kind host and the location could not have been better - right in town!
Stayed 3 nights in Jul 2023
Verified review

10/10 Excellent

robert b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

3 night stay

We had a wonderful 3 night stay here and will definitely return! Very comfortable accommodations and excellent location. Wonderful host as well!
Stayed 3 nights in Aug 2024
Verified review

10/10 Excellent

Willis D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

New England vacation

Absolutely perfect getaway for our Cape Cod stay. Property, hosts, location: all the best.
Stayed 5 nights in Jul 2024
Verified review

10/10 Excellent

Willis D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cape Cod Vacation

This was the perfect vacation for us, more wonderful than we imagined. The property was ideal and the whole experience first rate.
Stayed 4 nights in Jun 2022
Verified review

10/10 Excellent

liza b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Chatham!

Lovely place,great location
Stayed 3 nights in Oct 2023
Verified review

10/10 Excellent

Jeanette S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This clean and comfy unit has a great location in downtown Chatham. You can easily walk to shopping, dining and even Lighthouse Beach. Host is easy to communicate with and has a well stocked kitchen.
Stayed 4 nights in Sep 2025
Verified review

10/10 Excellent

Rosalyn L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place

We enjoyed our stay at this establishment. The apartment is well appointed for two people. The proprietors were wonderful and caring of the quality of our stay. We really enjoyed our time and meeting the owners!
Stayed 14 nights in Aug 2023
Verified review

10/10 Excellent

Ashley C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best Location!

Heather was a fantastic host and the check in process was easy and quick! The location cannot be beat and the apartment was the perfect size for my husband and baby and I. We will certainly stay there again in the future!
Stayed 4 nights in Jul 2024
Verified review

10/10 Excellent

Kristin S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Downtown Chatham Apartment

Great spot in wonderful location with easy access to everything!
Stayed 3 nights in Aug 2022
Verified review

10/10 Excellent

Michael M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location; Easy Process

Very nice unit with a great location. Heather was a very good host and made the process very easy. Amply parking and very nice amenities
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

Meghan C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Few nights

Fine stay, host was great and accommodating.
Stayed 3 nights in Sep 2023
Verified review

10/10 Excellent

Alicia R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Clean & Cozy

Exactly what we wanted for a long weekend! Shopping on Main Street and walking distance to the Chatham Lighthouse. Clean and comfortable stay. Host was pleasant and communicaton was easy!
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

Terry S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is the second time we have stayed at Heather’s place and we love it. Clean and comfortable and Heather is so great to communicate with. But the best feature has to be the location. Right in downtown Chatham just steps away from all the shops and restaurants. So convenient and the onsite parking is an awesome perk. We will definitely be back again.
Stayed 5 nights in Sep 2025
Verified review

10/10 Excellent

Dana L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely Place on Main Street

We absolutely loved our stay at this charming downtown apartment. It was the perfect location in the heart of Chatham. We were able to walk everywhere we wanted from shops to dinner, the beach and even the baseball field! It was super clean and super spacious with the kindest owners. We would highly recommend staying here as we hope to come back next year!
Stayed 6 nights in Jun 2025
Verified review

10/10 Excellent

Andrew J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Incredible Location

Could not imagine a more convenient place to stay in Chatham. Heather was an incredibly pleasant and helpful host, and the unit was spacious and provided everything my wife, 4 year-old boy and I needed. Very reasonably priced for Chatham in the summer. We would definitely stay here again.
Stayed 4 nights in Jul 2023
Verified review

10/10 Excellent

Katelyn S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very clean and the owners are very nice

The apartment was very clean and the hosts were very accommodating. When any issues came up they were quick to help and find a solution. The area was great with lots of good places to eat and some shops and a beach nearby. Would definitely rent from this host again.
Stayed 8 nights in Oct 2024
Verified review

10/10 Excellent

Michael B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location, location, location!

Walk to shops and restaurant, the lighthouse and beaches! Even to Chatham Bars Inn. Only drove the car to the golf course! Spotless apartment, loved our stay.
Stayed 3 nights in Sep 2023
Verified review

10/10 Excellent

Mary ann b.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was fabulous. Adorable, exceptionally clean and well equipped. The bed was super comfy. Owners are wonderful and couldn't have been nicer. This apartment is right on Main Street. You can walk everywhere. I highly recommend this VROB rental! We will definitely stay again. Thank you so much Heather and Sims!
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Murphy

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Spot in Chatham!

My family and I had a great time! The location is perfect with shops and restaurants within walking distance. Also, it was an easy drive to other places on the Cape. We loved the kitchen which was great to whip up a little snack or meal. Heather was responsive and friendly. Wonderful!
Stayed 3 nights in Jul 2024
Verified review

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy

August wedding guests at CBI

Heather was super sweet and easy to communicate with and the place was just as it showed online. Great location with a parking spot. We loved being able to walk through the town. We had a wedding at Chatham Bars Inn and this location worked well for us. We still drove to the wedding but couldn’t walked if we needed to.
Stayed 3 nights in Jul 2025
Archival

10/10 Excellent

Sarah F.

Perfect Location

What a great apartment! My fiancé and I came to Chatham for a quick little getaway and Heather's property suited us perfectly. Clean, comfortable and fully equipped. We walked everywhere from the beach to all of the lovely shops and restaurants. Heather was so kind and accommodating. We would recommend this property to our friends and family.
Stayed 2 nights in Oct 2016
Verified review

10/10 Excellent

Pamela A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing apartment in a great location!

We had the best time on our trip and our apartment on Main Street was awesome! We were so close to all the shopping and restaurants and even the beach. We were greeted upon our arrival and given a tour, the apartment was super clean and quite large, the pictures don’t do it justice. Everything we might need was provided for us, blankets, towels, pillows.. everything! We really appreciated staying there and hope to visit again.
Stayed 4 nights in Aug 2024
Verified review

10/10 Excellent

Michele M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy corner, welcoming hostess in charming Chatham, MA

Heather immediately welcomed us and gave us key info about Chatham to help us make the most of her apartment and our time there. The apartment was sparkling clean and the location was super convenient to local restaurants in the Main St area as well as an easy 20 minute walk to Lighthouse Beach. Something unique was the high quality bedding and bath linens - they made us feel like we were staying at a high end facility. The toiletries provided were also a thoughtful touch. We look forward to another visit soon!
Stayed 4 nights in Sep 2024

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