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Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Vacation home perfectly located for exploring Chatham

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Photo gallery for Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

A living room with a white cabinet, striped armchair, and a wicker chair.
A lighthouse with a cylindrical tower and a white building with a red roof.
A beach with boats moored in the water and a sandy shore.
A beach scene with a white ice cream truck parked near a building with a porch.
A wooden desk with a laptop, a fan, and a "Relax" sign on the wall.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms1 bathroom114 sq m

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space
  • Parking available

Explore the area

View in a map
Chatham, MA
  • Place, Chatham Windmill
    ‪5 min walk‬
  • Place, Cape Cod Beaches
    ‪18 min walk‬
  • Place, Chatham Lighthouse Beach
    ‪1 min drive‬
  • Airport, Hyannis, MA (HYA-Barnstable Municipal)
    ‪37 min drive‬

Room options

About the area

Chatham

Seaside stay .Within a 5-minute walk of this Chatham vacation home, you'll find Chatham Windmill and Mayo House. Also, Atwood House Museum is within half a mile (1 km) and Chatham Seaside Links is within 2 miles (3 km).
View more Vacation homes in ChathamOpens in a new window

What's nearby

  • Chatham Windmill - 5 min walk - 0.4 km
  • Chatham Seaside Links - 14 min walk - 1.2 km
  • Cape Cod Beaches - 18 min walk - 1.5 km
  • Chatham Lighthouse Beach - 1 min drive - 1.1 km
  • Chatham Fish Pier - 2 min drive - 1.5 km

Getting around

  • Hyannis Transportation Center - 29 min drive
  • Hyannis, MA (HYA-Barnstable Municipal) - 30 min drive

Restaurants

  • ‪Chatham Bars Inn - ‬16 min walk
  • ‪Cumberland Farms - ‬8 min walk
  • ‪Chatham Squire - ‬5 min walk
  • ‪Snowy Owl Coffee Espresso Bar - ‬5 min walk
  • ‪Pizza Shark - ‬7 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.

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

This charming and totally renovated (see updated pictures below) Chatham home is on a private road in a downtown neighborhood of exclusive homes. Its ideal location enables you to walk to Lighthouse Beach about (1/2 mile) and 1 block from downtown Chatham. Also, Oyster Pond Beach is a convenient 2 minute walk for a day at the beach. The two-story home is comprised of a living room, kitchen with breakfast bar, two bedrooms, sleeping porch with a daybed and a shower inside plus an outdoor shower.

Just around the corner is a large park for all kinds of outdoor activities. Enjoy the many activities that Chatham has to offer: upscale shops and restaurants, Friday night band concerts, fresh fish from the Chatham fish pier, and the popular Cape Cod Baseball League games. Downtown shopping is spectacular!!



Keywords: House

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Chatham Wayside Inn
Chatham
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
4.6 out of 5, Wonderful, 766 reviews
The price is CA $215
CA $307 total
includes taxes & fees
Nov 22 - Nov 23
Chatham Wayside Inn

Property amenities

Beach

  • Beach nearby
  • Beach loungers

Internet

  • Available in the house: WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Lobster/crab pot
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Bedrooms

  • 2 bedrooms
  • Bed sheets provided
  • Day bed

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Books
  • DVD player
  • Games
  • Stereo
  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Porch/lanai

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • No elevator
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

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

Things to do

  • Basketball nearby
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Hunting nearby
  • Ice skating nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Sailing nearby
  • Scuba diving nearby
  • Sledding nearby
  • Snorkeling 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)
  • Deadbolt lock
  • Fire extinguisher
  • First aid kit

General

  • Garden
  • Unit size: 1,230 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available

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

Pets

  • No pets 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
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 C0026510550

Property is also known as

Quaint Cozy Downtown Chatham Home Walk to Town Beaches

Frequently asked questions

How close is Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches to the airport?

This vacation home is 19.8 mi (30-min drive) away from the Hyannis, MA (HYA-Barnstable Municipal) airport, the closest popular airport to the property.

How much does it cost to stay at Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches?

As of Nov 8, 2026, prices found for a 1-night stay for 2 adults at Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches on Nov 9, 2026 start from CA $318, excluding 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.

Does Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches to the beach?

This vacation home is 0.8 mi (2-min drive) from Cape Cod Beaches and 0.9 mi (2-min drive) from Chatham Lighthouse Beach. Don't forget your sunscreen!

Does Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches?

No, there is no casino at this vacation home.

What time is check-in at Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches?

Check-in begins at 4:00 PM.

Is there free parking at Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches?

Free parking is not available at this vacation home.

Does Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches have a pool?

This vacation home does not have a pool.

Does Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches have a spa?

There are no spa services available at this vacation home.

How close is Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches to downtown Chatham?

This vacation home is 0.3 mi away from Chatham.

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 123 out of 128 reviews
Rating 8 - Good. 5 out of 128 reviews
Rating 6 - Okay. 0 out of 128 reviews
Rating 4 - Poor. 0 out of 128 reviews
Rating 2 - Terrible. 0 out of 128 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay was wonderful!
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing stay so close to town and CBI.
Stayed 5 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean, walking distance to Main Street, excellent commutation by host.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our family loves this charming cottage and its close proximity to town! Charming in style and comfortable to relax with a book! Thanks for sharing your piece of Cape Cod!
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is our favorite home to stay in! It's beautiful and perfectly located in Chatham. The host is wonderful, and timely in communication. The house is absolutely darling and has everything you need while staying away. We have stayed here every year, and look forward to it.
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Well located and equipped; quaint and comfortable. Enjoyed our stay.One comment that might be useful for some is that the bathroom is on the first floor and the bedrooms are on the second floor, which might require navigating the stairs.
Stayed 7 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean, quiet, and great location.
Stayed 4 nights in Nov 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Comfortable and terrific location
Stayed 5 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean, lovely cottage. Excellent location.
Stayed 4 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location. Clean and nicely appointed. Be aware that there is no bathroom on the second floor where the bedrooms are - this was at first a shock for us ol’ folks! It turned out fine and we will definitely stay again at this lovely cottage.
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

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

Mid June Getaway

Great location and the perfect size for a short stay in Chatham.
Stayed 5 nights in Jun 2023
Verified review

10/10 Excellent

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

Charming cottage in easy walking distance of downtown Chatham.

Super easy check in and check out.
Stayed 2 nights in May 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a perfect spot to enjoy Chatham. The house is charming and comfortable. They have really thought through what guests might need - even a lobster pot! And the location is perfect. We walked to town multiple times each day. And Tom is welcoming and responsive. His recommendations were spot on, too.
Stayed 4 nights in Apr 2026
Verified review

10/10 Excellent

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

Wedding weekend

Great location, very sweet house. Perfect for our weekend getaway.
Stayed 3 nights in May 2025
Verified review

10/10 Excellent

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

Perfect little cottage

Well appointed and comfortable, this home was centrally located to town and the chatham bars inn. We enjoyed our stay very much.
Stayed 3 nights in Jun 2023
Verified review

10/10 Excellent

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

SHORT STAY

I had a short stay but the place was noce and clean
Stayed 1 night in May 2024
Verified review

10/10 Excellent

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

Perfect Chatham cottage

Great house with easy walking to downtown Chatham.
Stayed 7 nights in Jun 2023
Verified review

10/10 Excellent

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

Great location in Chatham

Great affordable place to stay within walking distance to downtown Chatham. Highly recommended
Stayed 7 nights in Jul 2023
Verified review

10/10 Excellent

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

Great cottage / great location

Walk to everything in Chatham! We stayed in this great cottage (two adults and two young children) and had a wonderful time.
Stayed 7 nights in Aug 2023
Verified review

10/10 Excellent

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

Amazing stay in Chatham

We’ve stayed at Tom’s place three years running because it is the perfect place to stay in Chatham. Just off downtown and a short walk to Oyster Pond, it can’t be beat. Tom is easy to communicate with and made us feel welcome. Can’t imagine staying anywhere else.
Stayed 14 nights in Jun 2024
Verified review

10/10 Excellent

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

Girls stroll weekend

Wonderful host! Great communication, great location! Have stayed 2 years here. Wonderful!
Stayed 2 nights in Dec 2024
Verified review

10/10 Excellent

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

Short walk from downtown Chatham

The house was lovely and one block from downtown. Exceptionally clean and beautifully decorated.
Stayed 3 nights in Apr 2023
Verified review

10/10 Excellent

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

Wonderful Stay!

A really cute cottage in a fabulous location! We really enjoyed our stay and absolutely loved the neighborhood. The bedrooms are upstairs and the only bathroom is downstairs which wasn't a problem for us. The kitchen was well-equipped and the furnishings were comfortable.
Stayed 5 nights in Oct 2024
Verified review

10/10 Excellent

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

Great visit to Chatham!

A very comfortable property for our early spring visit! Everything was just as represented. Very close to center of town and walkable. Very pleasant neighborhood. We’d definitely stay again!
Stayed 2 nights in Mar 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house is in an excellent location with very close proximity to Chatham village, Oyster Pond and Lighthouse Beach. It was easy to go for a run in the morning and stop for coffee on the way back! The house itself is clean and comfortable and has convenient laundry facilities. We would recommend it!
Stayed 3 nights in Nov 2025