Accommodations in Chatham Windmill, MA: Compare 10+ Sites & Save

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  6.  Chatham Windmill

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809 Best Accommodations in Chatham Windmill (Starting from $201)

Full Renovation Amazing Spot with Views
Full Renovation Amazing Spot with Views
House
Chatham, MA, USA
0.4k from Chatham Windmill center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

2 Bedrooms4 Guests
9.6

Exceptional

8 reviews

$593
Average price / night
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Classic Waterfront Chatham Estate
Classic Waterfront Chatham Estate
House
Chatham, MA, 02633-2250, United States
0.2k from Chatham Windmill center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms10 Guests
New to Booking
$978
Average price / night
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Oyster Beach Bungalow
Oyster Beach Bungalow
Apartment
Chatham Windmill, Chatham, Massachusetts, USA
0.4k from Chatham Windmill center

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Bungalows

1 Bedroom2 Guests
8.2

Very Good

14 reviews

$367
Average price / night
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Gorgeous panoramic views of Mill Pond and just a short walk to downtown Chatham!
Gorgeous panoramic views of Mill Pond and just a short walk to downtown Chatham!
House
Chatham, MA, 02633, United States
0.2k from Chatham Windmill center

AC, Barbecue, Laundry, Microwave, No Smoking, Patio, TV, Washer

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$861
Average price / night
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Walk to Main St and Oyster Pond in Chatham
Walk to Main St and Oyster Pond in Chatham
House
Chatham, MA, USA
0.5k from Chatham Windmill center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
7.0

Good

1 reviews

$318
Average price / night
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Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
House
Chatham, MA, 02633, United States
0.2k from Chatham Windmill center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

2 Bedrooms5 Guests
10.0

Exceptional

117 reviews

$488
Average price / night
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Walk to Oyster Pond and Main Street Chatham
Walk to Oyster Pond and Main Street Chatham
House
Chatham, MA, USA
0.5k from Chatham Windmill center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms8 Guests
8.0

Good

1 reviews

$1074
Average price / night
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Vacation in downtown Chatham close to Lighthouse Beach
Vacation in downtown Chatham close to Lighthouse Beach
House
Chatham, MA, 02633, United States
0.2k from Chatham Windmill center

AC, Barbecue, Laundry, Microwave, No Smoking, Outdoor Space, Patio, TV, Washer

6 Bedrooms11 Guests
10.0

Exceptional

1 reviews

$1440
Average price / night
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388 Main Street Chatham Cape Cod - - The Priscilla House
388 Main Street Chatham Cape Cod - - The Priscilla House
House
Chatham, MA, USA
0.5k from Chatham Windmill center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom18 Guests
New to Booking
$1711
Average price / night
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Beautiful house that is a walk to downtown!
Beautiful house that is a walk to downtown!
House
Chatham, MA, 02633, United States
0.2k from Chatham Windmill center

AC, Barbecue, Laundry, Microwave, No Smoking, Patio, TV, Washer

3 Bedrooms6 Guests
New to Booking
$862
Average price / night
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32 Bearses By Way Chatham Cape Cod - - Chatterbox
32 Bearses By Way Chatham Cape Cod - - Chatterbox
House
Chatham, MA, USA
0.6k from Chatham Windmill center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

1 Bedroom8 Guests
10.0

Exceptional

1 reviews

$1050
Average price / night
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Four Bedroom - Short Distance to Downtown Chatham --  2/10's mile to Oyster Pond Beach Area
Four Bedroom - Short Distance to Downtown Chatham -- 2/10's mile to Oyster Pond Beach Area
House
Chatham, MA, 02633-2218, United States
0.2k from Chatham Windmill center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms7 Guests
10.0

Exceptional

2 reviews

$1083
Average price / night
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Old Harbor Inn
Old Harbor Inn
Bed & Breakfast
Chatham Windmill, Chatham, Massachusetts, USA
0.8k from Chatham Windmill center

Guest Services, Air Conditioner, Oceanfront, Restaurant, Ocean View, Internet, Parking

11 Bedrooms18 Guests
9.5

Superb

93 reviews

$5351
Average price / night
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4-bedroom house in charming Chatham steps from Main Street and the Mill Pond
4-bedroom house in charming Chatham steps from Main Street and the Mill Pond
House
Chatham, MA, 02633, United States
0.3k from Chatham Windmill center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Laundry, Living Area, Microwave

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$801
Average price / night
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14 Hallet Lane Chatham Cape Cod - - Sand Simeon
14 Hallet Lane Chatham Cape Cod - - Sand Simeon
House
Chatham, MA, USA
0.8k from Chatham Windmill center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom14 Guests
New to Booking
$1999
Average price / night
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Enjoy beautiful water views right in downtown Chatham!
Enjoy beautiful water views right in downtown Chatham!
House
Chatham, MA, 02633, United States
0.3k from Chatham Windmill center

AC, Barbecue, Microwave, No Smoking, Patio, TV, Washer

3 Bedrooms6 Guests
New to Booking
$1825
Average price / night
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201 Main Street Chatham Cape Cod - - Sandpiper
201 Main Street Chatham Cape Cod - - Sandpiper
House
Chatham, MA, USA
0.8k from Chatham Windmill center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Jacuzzis

1 Bedroom8 Guests
New to Booking
$2500
Average price / night
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Chatham Village - Adorable Studio Apartment in Antique Home
Chatham Village - Adorable Studio Apartment in Antique Home
Apartment
Chatham, MA, 02633, United States
0.3k from Chatham Windmill center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom2 Guests
9.4

Superb

87 reviews

$201
Average price / night
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Centrally Located Home w Patio Fire Pit
Centrally Located Home w Patio Fire Pit
House
Chatham, MA, USA
0.9k from Chatham Windmill center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

4 Bedrooms9 Guests
9.0

Fabulous

2 reviews

$1183
Average price / night
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Beautiful Home In Chatham, MA. Private Pool. 2 Min Walk to Town, 8 to Beach! A/C
Beautiful Home In Chatham, MA. Private Pool. 2 Min Walk to Town, 8 to Beach! A/C
House
chatham, MA, 02633, United States
0.3k from Chatham Windmill center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

3 Bedrooms10 Guests
9.6

Exceptional

82 reviews

$667
Average price / night
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Steps to Oyster Pond Private Dock!
Steps to Oyster Pond Private Dock!
House
Chatham, MA, USA
0.9k from Chatham Windmill center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

5 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1961
Average price / night
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Chatham Village:  Lovely 1-Bedroom Apartment in Antique Home
Chatham Village: Lovely 1-Bedroom Apartment in Antique Home
Apartment
Chatham, MA, 02633, United States
0.3k from Chatham Windmill center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
9.8

Exceptional

109 reviews

$243
Average price / night
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Chatham Village - Lovely 2 bedroom apartment in the antique home
Chatham Village - Lovely 2 bedroom apartment in the antique home
Apartment
Chatham, MA, 02633, United States
0.3k from Chatham Windmill center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.8

Exceptional

72 reviews

$415
Average price / night
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Chatham Village:  Large, Newly-Renovated 1 Bedroom Apartment in Antique Home
Chatham Village: Large, Newly-Renovated 1 Bedroom Apartment in Antique Home
Apartment
Chatham, MA, 02633, United States
0.3k from Chatham Windmill center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
9.4

Superb

66 reviews

$283
Average price / night
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Charming house located in the heart of downtown Chatham!
Charming house located in the heart of downtown Chatham!
House
Chatham, MA, 02633, United States
0.4k from Chatham Windmill center

AC, Barbecue, Laundry, Microwave, No Smoking, Patio, TV, Washer

3 Bedrooms8 Guests
8.0

Good

2 reviews

$762
Average price / night
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Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
House
Chatham, MA, 02633, United States
0.4k from Chatham Windmill center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
10.0

Exceptional

130 reviews

$1115
Average price / night
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SHORT WALK TO LIGHTHOUSE BEACH AND TOWN....WATERFRONT ON MILLPOND WITH PATH TO WATER!!
SHORT WALK TO LIGHTHOUSE BEACH AND TOWN....WATERFRONT ON MILLPOND WITH PATH TO WATER!!
House
Chatham, MA, 02633, United States
0.4k from Chatham Windmill center

Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

5 Bedrooms11 Guests
6.0

Review score

2 reviews

$1072
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Accommodations in Chatham Windmill.

Chatham Windmill Accommodations on the Map

Frequently Asked Questions

You can explore 809 verified accommodations in Chatham Windmill, including hotels, vacation rentals, resorts, and boutique stays. This variety makes it easier to choose the option that best fits your travel style and budget.

Accommodation prices in Chatham Windmill vary based on property type, location, and travel dates. Rates typically start from around $201 per night, with higher prices for premium properties and peak travel periods.

Hotels are ideal for convenience and short stays, while vacation rentals offer more space and privacy. Resorts are suitable for all-inclusive experiences, and boutique properties provide a more unique and personalized stay in Chatham Windmill.

Yes, Chatham Windmill offers many family-friendly options, including large vacation rentals and hotels with suites or connecting rooms. Currently, 57 listings in Chatham Windmill are well-suited for families and group travel.

Booking 30 to 60 days in advance is generally recommended for the best availability and pricing. For peak travel seasons or major events in Chatham Windmill, booking several months ahead can help secure your preferred property.

Accommodations in Chatham Windmill commonly include amenities such as Fireplace/Heating, Internet, and Laundry. Availability may vary depending on the type of property you choose.

Yes, some accommodations in Chatham Windmill focus on sustainable practices such as energy efficiency and reduced environmental impact. You can filter listings to find options that align with your preferences in Chatham Windmill.