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Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!

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At The Chatham Carriage House, indulge in the charm of historic Main St., with its eclectic boutiques and restaurants. Relax on your private deck or unwind in the beautifully appointed living room with a flat screen TV. With high ceilings, antique chestnut beams, and wide board oak floors, this condo offers a tranquil retreat just 10 minutes from shopping and beaches.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 3158 sq m

Popular amenities

  • Kitchen
  • Free WiFi
  • Air conditioning
  • Outdoor Space
  • Parking available

Add dates for prices

About this property

Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!






  • Welcome to The Chatham Carriage House, located within walking distance to Historic Main St. with it's endless variety of boutiques, restaurants, galleries, and nightlife!

    Chatham Beaches-https://www.chathaminfo.com/beaches

    National Seashore Beaches-https://www.nps.gov/caco/planyourvisit/guide-to-beaches.htm

    Enjoy this traditional, yet well-appointed 2-bedroom condo that comfortably sleeps up to 2 or 3. Complete with a full kitchen and private deck.
    The Carriage House offers an amazing combination of affordability and exceptional proximity to Main Street shopping and Chatham's beautiful Beaches. . Guests enjoy being only a 10 minute walk away from the shops and restaurants of historic Chatham Main St. area, as well as being just 10 to 15 minutes drive from Chatham's beaches. Property abuts historic Seaside Cemetery where Bobby Hackett is buried.

    Relax and unwind in this, 1700 sq. ft., beautiful new addition to the original Chatham Bars Carriage House. Well appointed with high ceilings, antique chestnut beams, central air, fully equipped gourmet kitchen with stainless appliances, wide board, oak floors and comfortable LR with flat screen TV, cable, wireless internet. Beautiful Master Bedroom with queen bed and marble bath and flat screen TV. Twin bed in spare room with 1/2 bath. Private deck and plenty of parking. Beautifully appointed for elegant vacation, and perfect for a romantic getawa

Property amenities

Beach

  • Beach loungers
  • Beach towels

Ski

  • Cross-country skiing nearby

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car recommended
  • Wheelchair-accessible parking and van parking available

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

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

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Smart TV

Outdoor areas

  • Outdoor furniture
  • Patio

Laundry

  • Laundromat nearby

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 1 accessible parking space
  • No elevator
  • Wheelchair-accessible parking
  • Wheelchair-accessible van parking
  • 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 marina

Things to do

  • Bicycle parking
  • Golf
  • Kayak
  • Tennis
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing 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

  • Bicycle parking
  • Double-glazed windows
  • Energy-saving switches used
  • Recycling
  • Some LED lighting used
  • Unit size: 1,700 square feet
  • Water-efficient toilets

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Chatham Wayside Inn
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  • Parking included
  • Free WiFi
9.2 out of 10, Wonderful, 692 reviews
The price is AED 1,839
AED 2,264 total
includes taxes & fees
24 Jun - 25 Jun
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Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

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:
Load the dishwasher
Gather used towels
Remove personal items
Turn off the lights, lock the doors, and return the keys
Check out is 10am. Please let Susan know when you have checked-out.
Failure to complete these may result in a negative review from the host.

Pets

Pets not allowed

Children and extra beds

Children are welcome

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
Property Registration Number C0043110550

We should mention

This property does not have elevators
A car is recommended for transportation to and from this property

About the neighborhood

Located in Chatham, this vacation home is in the city center. While the natural beauty of Cape Cod Beaches and Cape Cod National Seashore can be enjoyed by anyone, those looking for an activity can check out Ocean Edge Golf Club. Chatham Marconi Maritime Center and Adventure Chatham are also worth visiting. Discover the area's water adventures with kayaking and scuba diving nearby, or enjoy the great outdoors with hiking and cycling. Visit our Chatham travel guide
View more Vacation Homes in Chatham
Map
Chatham, MA

What's nearby

  • Summer Baseball Game at Chatham, Cape Cod League
    Veterans Field
    3 min walk - 0.3 km
  • Chatham, Cape Cod Fish Pier and Harbor
    Chatham Fish Pier
    19 min walk - 1.7 km
  • Cape Cod Beaches
    Cape Cod Beaches
    2 min drive - 2.2 km
  • Chatham Drama Guild
    8 min walk - 0.7 km
  • Gallery Antonia
    10 min walk - 0.8 km

Getting around

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

Restaurants

  • Cumberland Farms
    9 min walk
  • Chatham Bars Inn
    3 min drive
  • Three Fins Coffee House & Cacao Factory
    11 min walk
  • Chatham Squire
    16 min walk
  • Pain D'avignon
    4 min walk

Frequently asked questions

Is Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife! pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!?

Check-in begins at 4:00 PM.

What time is check-out at Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!?

Check-out is at 10:00 AM.

Where is Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife! located?

Located in the heart of Chatham, this vacation home is 0.3 mi (0.5 km) from Chatham Drama Guild and 1.4 mi (2.3 km) from Cape Cod Beaches. Veterans Field and Gallery Antonia are also within 15 minutes.

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Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife! Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 100 out of 103 reviews
Rating 8 - Good. 2 out of 103 reviews
Rating 6 - Okay. 1 out of 103 reviews
Rating 4 - Poor. 0 out of 103 reviews
Rating 2 - Terrible. 0 out of 103 reviews

10

Cleanliness

10

Location

10

Staff & service

10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Grant R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved this property and location!
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Christa B.

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

Wonderful stay!

Place was amazing! Host was so great and very helpful. Location was fantastic. Can’t wait to come back to Chatham and stay here!
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

Stephanie W.

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

10/10 Amazing Stay!

This house is so charming, and close to many fun things in Chatham! We were there over the 4th of July and got to see the parade go right by! We walked to get coffee and pastries daily, and the walk into town to go shopping was only minutes away!It didn’t bother us at all, but it is right next to a cemetery.
Stayed 5 nights in Jul 2025
Verified

10/10 Excellent

Colleen S.

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

Wonderful condo

Susan is a very responsive and helpful host. The condo is clean, comfortable and convenient to restaurants, beaches and shopping. We very much enjoyed our stay!
Stayed 9 nights in Jul 2024
Verified

10/10 Excellent

Elizabeth D.

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

Beautiful and Close to Town

Susan’s place is lovely. It has everything you need for a relaxing, peaceful and enjoyable stay. We loved being so close to town and a quick drive to the beach. We had the perfect Chatham visit thanks to Susan.
Stayed 2 nights in Aug 2023
Verified

10/10 Excellent

Bette P.

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

Beautiful Apartment

Lovely, well appointed, comfortable apartment. Perfect for a small group. Easy walk to Main St.
Stayed 2 nights in Aug 2023
Verified

10/10 Excellent

DeAnne H.

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

Charming Apartment

Loved the location of the apartment to Main Street in Chatham, we walked everywhere! Apartment was spacious, clean, and comfortable!! Perfect get away for me and my two daughters!!
Stayed 3 nights in Jul 2023
Verified

10/10 Excellent

Mirinda S.

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

Wonderful Property

Host Susan allowed us to check in early which really added to the value of this rental. We have been staying in Chatham for years and this was by far the nicest property we’ve had. I would say this listing is almost elegant and was above my expectations.
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Sona W.

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

Charming Place

My family & I had a wonderful stay in Chattam. The home is very conveniently located to shops, restaurants & Anglers baseball field. The unit is clean & decorated. Susan is a great host.
Stayed 5 nights in Jul 2023
Verified

10/10 Excellent

Daniel J.

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

Stay in Chatham 2024

An attractive property that is well maintained and kept clean. There is nothing negative to be said about his property.
Stayed 14 nights in Aug 2024
Verified

10/10 Excellent

Devin D.

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

Highly Recommend!

Susan was an exceptional host and we very much enjoyed our stay! She was attentive, easy to communicate with and incredibly accommodating. The location was perfect - a quick walk to the baseball field, shops and some great restaurants or a short drive to the beach. The space was lovely - clean and even more beautiful than the photos. Cannot recommend enough!
Stayed 3 nights in Jul 2023
Verified

10/10 Excellent

Brandon B.

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

Enjoyed our weekend getaway

Beautiful place with a quiet location just off Main Street. With some rainy weather we spent more time inside than we usually would in the middle of the summer. With an open floor plan the kitchen was perfect for cooking and hanging out with the family. Susan was available, dependable and very accommodating if we needed anything before and during our stay. Highly recommend as we plan on returning next summer!
Stayed 2 nights in Aug 2023
Verified

10/10 Excellent

Susan D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great apartment, clean, spacious, close to Main Street and the host was great.
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Ran K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house and town
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Ran K.

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

Awesome House and Awesome Susan!

Everything was truly great!
Stayed 4 nights in Jul 2025
Verified

8/10 Good

Chris D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place. A/C went out while we were staying, but we were compensated for our troubles.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

H R.

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

Great place

Beautiful place
Stayed 4 nights in Aug 2020
Verified

10/10 Excellent

arsh v.

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

Great Location!

Lovely home, great location, very responsive Host
Stayed 3 nights in Jul 2023
Verified

10/10 Excellent

Son M.

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

Great stay

We really enjoyed our stay. Great location and had everything we needed. Thank you Susan.
Stayed 6 nights in Aug 2022
Verified

10/10 Excellent

Michael G.

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

Great stay

Susan’s home was very clean and a great location. She was a great host
Stayed 2 nights in May 2021
Verified

10/10 Excellent

Haley D.

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

Centrally located and very comfortable!

Great stay at a comfortable, clean, homey apartment centrally located in Chatham! Susan was a great host and was very helpful/accommodating!
Stayed 3 nights in Jul 2023
Archival

10/10 Excellent

Debbie C.

Lovely apartment!

We enjoyed staying in this beautifully furnished, large apartment within walking distance of downtown Chatham. Perfect for a short stay, great location!
Stayed 2 nights in Jul 2017
Verified

10/10 Excellent

Janelle C.

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

Short trip to the Cape

This is an absolutely gorgeous property!! It is beautiful, well-maintained, and in a fantastic location! I would definitely stay there again!
Stayed 2 nights in Jun 2021
Verified

10/10 Excellent

William G.

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

Weekend escape

The property was great. If anything was nicer than the photo's! Also was a great location a walkable distance to main st
Stayed 1 night in Jul 2023
Verified

10/10 Excellent

Amy L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
July 2025 -- we had a wonderful stay at this property. It was "as advertised" -- in walking distance to Chatham's Mainstreet which is full of shopping/restaurants. Also in walking distance to Cape Cod league baseball field which was fun! Impeccably clean and well furnished. The property manager Susan was super communicative and easy to deal with. She made lots of recommendations which were fabulous. Would stay here again. HIGHLY recommend this property and this precious town. Our first time to the Cape --we will be back!!!
Stayed 3 nights in Jul 2025