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Stay in a Chatham Windmill! Beautiful Water View, Steps to Beach & Main Street

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Exterior detail
First floor sitting room with view of Oyster Pond. Stairs to second flr bedroom.
Large flat screen television and free wifi provided.
Living area
New kitchen with granite countertop, dining space and additional sitting room.

Reviews

10 out of 10
Exceptional
1 bedroom1 bathroomSleeps 2

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Chatham, MA
  • Place, Chatham Windmill
    ‪13 min walk‬
  • Place, Cape Cod Beaches
    ‪19 min walk‬
  • Place, Chatham Fish Pier
    ‪2 min drive‬
  • Airport, Nantucket, MA (ACK-Nantucket Memorial)

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 King Bed

1 bathroom

Bathroom 1

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Garden

About this property

Stay in a Chatham Windmill! Beautiful Water View, Steps to Beach & Main Street

NEWLY RENOVATED CHATHAM WINDMILL for your special Cape Cod vacation experience!

Located overlooking Chatham's beautiful Oyster Pond, enjoy the opportunity to stay in this classic Chatham Windmill for a cozy and memorable vacation! This windmill retreat is the perfect location for your Chatham vacation. Take advantage of the beach just outside your door or wander down the street into Chatham center! Enjoy so much of Chatham - without even getting in your car!

This unique Windmill vacation rental has one bedroom with king sized bed on the second floor, with small full kitchen and dining area, two sitting/TV areas and a full bathroom on the first floor. The Windmill also has a private patio with BBQ grill, dining table and chairs. Enjoy the beautiful water view from Adirondack chairs, just outside your door.

Linens (bed and bath) are included. This property has two adjacent units (the Sea Captain's House and the Carriage House) that share the driveway and parking. If you are interested in booking these units as well, for a larger group, please inquire.
Our prices include all fees. No hidden fees.

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Similar properties

Living area
Carriage House with Beautiful Water View, Steps to Beach & Main Street
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
10.0 out of 10, Exceptional, (26 reviews)
Carriage House with Beautiful Water View, Steps to Beach & Main Street

House Rules

Check in after 4:00 PM
Minimum age to rent: 26
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Property Registration Number C0325350550

About the neighborhood

Chatham

Located in Chatham, this vacation home is in the city center and on the waterfront. The area's natural beauty can be seen at Cape Cod Beaches and Cape Cod National Seashore. Chatham Railroad Museum and Chatham Marconi Maritime Center are also worth visiting. Be sure to check out the area's animals with activities such as game walks and birdwatching.
View more Vacation Homes in ChathamOpens in a new window
Map
Chatham, MA

What's nearby

  • Gallery Antonia - 8 min walk - 0.7 km
  • Chatham Windmill - 13 min walk - 1.1 km
  • Cape Cod Beaches - 19 min walk - 1.7 km
  • Chatham Fish Pier - 2 min drive - 1.5 km
  • Chatham Lighthouse - 3 min drive - 2.2 km

Getting around

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

Restaurants

  • ‪Cumberland Farms - ‬4 min walk
  • ‪Chatham Bars Inn - ‬16 min walk
  • ‪The Sacred Cod - ‬16 min walk
  • ‪Chatham Squire - ‬10 min walk
  • ‪Three Fins Coffee House & Cacao Factory - ‬14 min walk

Frequently asked questions

Is Stay in a Chatham Windmill! Beautiful Water View, Steps to Beach & Main Street pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Stay in a Chatham Windmill! Beautiful Water View, Steps to Beach & Main Street?

As of Mar 30, 2026, prices found for a 1-night stay for 2 adults at Stay in a Chatham Windmill! Beautiful Water View, Steps to Beach & Main Street on Apr 12, 2026 start from $257, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Stay in a Chatham Windmill! Beautiful Water View, Steps to Beach & Main Street?

Check-in begins at 4:00 PM.

What time is check-out at Stay in a Chatham Windmill! Beautiful Water View, Steps to Beach & Main Street?

Check-out is at 10:00 AM.

Where is Stay in a Chatham Windmill! Beautiful Water View, Steps to Beach & Main Street located?

Located in the heart of Chatham, this vacation home is within 1 mi (2 km) of Gallery Antonia and Cape Cod Beaches. Chatham Railroad Museum and Veterans Field are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 14 out of 15 reviews
Rating 8 - Good. 1 out of 15 reviews
Rating 6 - Okay. 0 out of 15 reviews
Rating 4 - Poor. 0 out of 15 reviews
Rating 2 - Terrible. 0 out of 15 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Anthony A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It truly is a very short walk to downtown.the only challenge we had where the steep stairs to the bedroom. The windmill was well furnished and very clean and we enjoyed staying there and hope to return in the future.
Stayed 7 nights in Sep 2025
Verified

10/10 Excellent

Meghan K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The windmill was beautiful, surprisingly spacious, and conveniently located! Clearly renovated and decorated with care, with a great view of oyster pond. We loved being just a short walk into town. Check in and out check was easy and the hosts were easy to communicate with.
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

AMY G.

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

Chatham windmill is a fun place to stay

This Chatham windmill is fun. Small, perfect for 2! The stairs to the bedroom are very steep!
Stayed 4 nights in Oct 2024
Verified

10/10 Excellent

Grant B.

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

Perfect Getaway!!!!

We had a great time staying here!!! Perfect for 2 people. Incredible location. We walked around the lake and to Main Street everyday!!! Also a quick drive to other areas of Cape Cod. Will come back for sure !!!!!
Stayed 3 nights in Apr 2023
Verified

10/10 Excellent

Paul M.

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

Amazing Windmill

Property is amazing! Walking distance to downtown Chatham and amazing views from your door. Would highly recommend this to anyone looking for a nice one bedroom.
Stayed 5 nights in Jun 2023
Verified

10/10 Excellent

Kristen D.

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

The Perfect Cape Cod Getaway!

A once in a lifetime opportunity for a real Cape Cod experience. The windmill cottage provides a clean, hospitable and simple environment with incredible views! Hosts were welcoming and interested in providing a perfect stay. Comfortable bed, easy TV to navigate, clean, with everything you might need. Great location to town and activities. Thank you for an incredible stay.
Stayed 3 nights in Nov 2023
Verified

10/10 Excellent

Dorothy I.

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

Fantastic rental

What a wonderful spot for 2 people! Walking distance to town! Lovely furnishings and well appointed kitchen! The views from the lawn are lovely! Steps to the bedroom are a bit steep but manageable. We would definitely stay again!
Stayed 5 nights in Jun 2024
Verified

10/10 Excellent

Lindsey H.

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

Best little getaway

My husband and I stayed here for a little birthday getaway and it was just perfect. The place is extremely clean and tidy and it was really convenient to have clean towels provided and the bed already made. There were lots of little thoughtful amenities provided as well such as mini shampoos and conditioners. The view is beautiful and we really enjoyed how close of a walk it was to all the restaurants and stores on Main Street. We are looking forward to booking again soon!!
Stayed 2 nights in Nov 2024
Verified

10/10 Excellent

Jürgen W.

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

Fantastic

We had a wonderful 5-night-stay at this beautiful property. The Windmill is perfect furnished, extremly clean. The kitchen is very well equipped, the bed is very comfortable and the outside area with a view of the water is also very nice. Chatham is a good starting point to explore Cape Cod.
Stayed 5 nights in Sep 2023
Verified

10/10 Excellent

Anna P.

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

Perfect Honeymoon Stay

My husband and I stayed here on our honeymoon for a week and it was perfect! The house is small, but if there’s only 2 people then it’s not an issue. The stairs are very steep so our luggage stayed in the living room, but even then it was still enough room. The location is the best part! Gorgeous views of the water, and walkable to downtown (we walked to shops, dinner, and ice cream every day). Hosts were friendly and accommodating to work with.
Stayed 5 nights in Jul 2024
Verified

10/10 Excellent

Gareth M.

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

Gareth Morgan

Unique and very nice, clean, well maintained property in a tremendous location for Chatham and with a beautiful view over Oyster Pond. The property is ideal for a couple, is comfortable and quiet and has everything you would need for a comfortable vacation stay. The stairs to the second floor are a little steep but otherwise this was an ideal location,
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Verified traveler

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

Classy, cozy, beautiful location!

What a wonderful place and location! This property has everything you need to enjoy a lovely stay in the Chatham, MA area. We love the sleepy, quiet neighborhood. Very classy. Absolutely beautiful surroundings, withing easy walking distance to the shore and downtown restaurants and shops, we couldn't think of a better location! You have thought of everything. It was meticulous. We also appreciate the friendly communication. We will absolutely book here again. Thank you!
Stayed 4 nights in Oct 2023
Verified

8/10 Good

Agnes K.

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

Schöne Unterkunft und Umgebung

Ohne Auto geht es nicht
Stayed 3 nights in Oct 2023
Verified

10/10 Excellent

Sarah L.

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

Wonderful Stay in a Windmill!

My husband and I had a delightful time staying in this windmill house. Everything inside was clean and up-to-date, and the owners were friendly, helpful, and very responsive. As another reviewer mentioned, the stairs up to the bedroom are quite steep, but we held onto the handrail, and they didn't pose a problem for us. The Windmill House had everything we needed, and the location was excellent for walks to Oyster Pond, the main street of town, and even to the Fish Pier. We're so glad we had a chance to stay in this unique and charming place!
Stayed 7 nights in Aug 2022
Verified

10/10 Excellent

Barbara M.

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

Quaint Windmill Stay

We very much enjoyed our stay. The Windmill is absolutely adorable. It's newly renovated and very comfortable. The location is great. The owners were very responsive to a minor issue. We would stay in this property again without hesitation. FYI - The stairs to the bedroom are VERY steep. If you are elderly or have mobility issues, this could be an issue.
Stayed 7 nights in Jun 2022

About the host

Hosted by Babbie & Taragh Mulvany

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Languages:

English

Premier Host

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