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Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!

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Dining - Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly! (Chatham)
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly! provides amenities, such as a garden and laundry facilities. Guests can connect to in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms3 bathrooms260 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space
  • Parking available

Add dates for prices

About this property

Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!

  • Charming 5-Bedroom Home in the Heart of Downtown Chatham – Walk to Beach, Shops & More

    Welcome to your perfect Cape Cod getaway! Ideally located in the heart of downtown Chatham, this beautifully updated 5-bedroom, 2.5-bath home offers the best of both worlds: a quiet retreat just steps from the vibrant charm of Main Street and a short walk to the beach.

    This cozy and thoughtfully decorated home features a brand-new luxury kitchen with high-end appliances and central air conditioning throughout. The spacious first floor offers two inviting living rooms—one perfect for the kids and another just off the kitchen, ideal for relaxing or entertaining. Both living rooms are equipped with large flat-screen TVs and custom built-ins.

    Upstairs, you’ll find four comfortable bedrooms: two large bedrooms each with a king bed, and two additional bedrooms with two twin beds each—perfect for families or groups. A small reading nook at the top of the stairs adds a touch of quiet charm, along with a full bathroom.

    The open-concept kitchen overlooks a screened-in porch with a dining table that seats ten comfortably, creating the perfect space for evening meals or morning coffee. Step outside to enjoy a nice-sized yard and space to unwind after a day at the beach.

    Additional amenities include:

    Parking for four vehicles (but lots of free parking nearby)

    All linens provided

    Washer and dryer

    Wi-Fi & Smart TV's

    Beach gear available - Beach chairs, umbrella, boards, cart etc.

    Tucked away on a peaceful alley just off Main Street, you're only a short stroll to the Chatham Orpheum Theater, ice cream shops, restaurants, and boutique shopping. Whether you're in town for sun and sand or dining and culture, this home is the ideal base for your Cape Cod adventure.

Property amenities

Beach

  • Beach loungers
  • Beach towels

Internet

  • Available in the house: WiFi

Parking and transport

  • Car not required
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Toaster

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

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

Living spaces

  • Living room
  • Wood stove

Entertainment

  • Books
  • DVD player
  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • In the city centre
  • Near a health/beauty spa
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Optional golf privileges
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming 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

General

  • Garden
  • Unit size: 2,800 square feet

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  • Washing machine
  • Dryer
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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 to complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Please text or message us when you depart. Thank you!
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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 C0068790550

We should mention

A car is not required for transport to and from this property

About the area

Located in Chatham, this holiday home is in the city centre and by the sea. West Dennis Beach is a popular attraction and the area's natural beauty can be seen at Cape Cod Beaches and Nauset Beach. Chatham Marconi Maritime Center and Adventure Chatham are also worth visiting. Kayaking and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and hiking nearby. Visit our Chatham travel guide
View more Holiday homes in Chatham
Map
Chatham, MA

What's nearby

  • A windmill, a boat, and a beach.
    Chatham Windmill
    10 min walk - 0.8 km
  • A coastal landscape with a rocky breakwater, a sandy beach, and a hill with a building.
    Cape Cod Beaches
    16 min walk - 1.4 km
  • Chatham, Cape Cod Fish Pier and Harbor
    Chatham Fish Pier
    18 min walk - 1.5 km
  • Chatham Lighthouse Beach
    Chatham Lighthouse Beach
    19 min walk - 1.6 km
  • Gallery Antonia
    1 min walk - 0.0 km

Getting around

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

Restaurants

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

Frequently asked questions

Is Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!?

On-site parking is available at the property.

What time is check-in at Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!?

Check-in begins at 4:00 PM.

What time is check-out at Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!?

Checkout is at 10:00 AM.

Where is Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly! located?

Located in the heart of Chatham, this holiday home is within a 15-minute walk of Gallery Antonia and Cape Cod Beaches. Chatham Seaside Links and Chatham Windmill are also within 10 minutes.

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Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly! Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers 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.
More informationOpens in a new window
Rating 10 - Excellent. 19 out of 20 reviews
Rating 8 - Good. 1 out of 20 reviews
Rating 6 - Okay. 0 out of 20 reviews
Rating 4 - Poor. 0 out of 20 reviews
Rating 2 - Terrible. 0 out of 20 reviews

10

Cleanliness

10

Location

Reviews

Verified

10/10 Excellent

Claire S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Downtown Chatham Gem was perfect for our girls getaway weekend. Parked the cars and walked everywhere. The house was clean, beautifully decorated, and had everything we needed. Loved everything about it and we will definitely be back.
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Diane C.

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

Great Location

Walk to all the shops and beaches. Quiet neighborhood, yet still in the heart of a beautiful Cape Cod home. Large table on a pretty porch that sits 12 people comfortably. Nice back yard. Very clean. Bill, the owner, was very responsive. You will enjoy your stay here!!
Stayed 3 nights in Oct 2019
Verified

10/10 Excellent

Timothy P.

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

A+ property

Beautiful home right in the heart of town! Everything that Chatham has to offer is only steps away from this property. I would recommend this house to anyone looking to experience Chatham.
Stayed 3 nights in Sep 2021
Verified

10/10 Excellent

Andrew W.

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

Excellent stay in downtown Chatham

Very nice and spacious home and yard for a family of 7. In the heart of downtown just steps from Main St. Would definitely stay here again.
Stayed 4 nights in Oct 2020
Verified

10/10 Excellent

Kristen J.

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

Great trip!

We spent a weekend at this home with 3 generations to celebrate a milestone birthday. The flexibility of 2 family/living rooms, extra space in the dining area, and the yard gave us plenty of space to spread out. The kitchen had everything we needed to prep and cook. The proximity to downtown was extremely convenient to stroll around town and walk to Oyster Pond as well.
Stayed 2 nights in Sep 2020
Verified

10/10 Excellent

Kieran X.

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

Comfortable and convenient.

Center of town. Great house. Lots of beds/rooms. Convenient to everything. The communication with property manager is excellent.
Stayed 4 nights in Aug 2020
Verified

10/10 Excellent

Chris P.

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

Plenty of room and close to everything

Our stay in Chatham was great. The house has plenty of room for the whole family and a great kitchen. restaurants and shops are literal steps away from your front door and lighthouse beach and oyster pond are within walking distance as well (or take the shuttle from downtown). Really enjoyed all of the games, beach chairs, beach toys, etc., that were provided. Great family house
Stayed 3 nights in Aug 2020
Verified

10/10 Excellent

Lorrie K.

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

Great stay in Chatham!

We had such a great location, and the owner was so helpful. He checked in on us several times during our stay, and when we had a question, it was answered immediately. The house accommodated our group of 6 perfectly, and there were 2 other bedrooms we could have used for more. Every amenity was provided. We would definitely stay here again!
Stayed 10 nights in Jul 2020
Verified

10/10 Excellent

Adriana R.

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

Excellent Vacation Rental

This property was exactly as advertised. Perfect for a family of 7 (but definitely can fit 3 more comfortably). Very spacious and wonderfully decorated. The kitchen was well-equipped for those that enjoy cooking. Big yard for the idos to play. Super close to the beach and centrally located (right off of Main St.) to all the shops and restaurants. Perfect for morning runs (5-10 miles). Bill, the host, was very attentive and accommodating. Would absolutely rent this house again for a family gathering.
Stayed 4 nights in May 2020
Verified

10/10 Excellent

Paul P.

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

Great house, Great location

Plenty of room for our family vacation. House was comfortable and well equipped for cooking and relaxation. Short walk to Main Street with shops and restaurants. Owner checked in to confirm all was well. Quickly responded to our questions and requests.
Stayed 7 nights in Jul 2019
Verified

10/10 Excellent

Katie L.

Wonderful Stay

I recently stayed here for a long weekend with friends. We couldn't have asked for more! An ideal location to downtown Chatham and a wonderful house to spend time in. I would highly recommend!
Stayed 2 nights in Oct 2018
Verified

10/10 Excellent

Connie W.

Adorable house on a cozy, hidden street in downtown Chatham

We had a family wedding in Chatham and stayed in the house with 10 people. It was very well situated, right in the middle of town. The decor is very bright and fun. It has a new kitchen and great laundry facility. The backyard is great for hanging out. We'd stay here again.
Stayed 3 nights in Sep 2018
Verified

10/10 Excellent

Judy H.

Best vacation house we’ve ever rented

Excellent location. Clean, bright, spacious house. Kitchen with updated appliances and large fridge and freezer. Nice large yard. Bill responded quickly to questions and requests. We would definitely rent this house again!
Stayed 4 nights in Aug 2018
Verified

10/10 Excellent

Jaclyn A.

Great modern house in a prime location on Main Street

This house is perfect. It has plenty of room to accommodate a large family or group of friends. The kitchen is modern and well equipped. There is a very large dining room table in a sunny patio. The backyard is beautiful and private with a large picnic table and grill. The location is amazing because it’s right off of the very charming Main Street in Chatham. Everything is walkable. All of the furnishings are new and very comfortable beds. The interior was obviously designed by someone with great taste and an eye for colorful aesthetics. Bill was a very accommodating host and very responsive. We will certainly be reaching out to stay here again.
Stayed 5 nights in Aug 2018
Verified

8/10 Good

carl N.

We enjoyed the time

Nice home and furnishings however the floors and furniture covers etc could use a better scrub job by cleaning crew Kitchen and yard were excellent facility Very convienient location Overall very nice property
Stayed 4 nights in Jul 2018
Verified

10/10 Excellent

ED A.

Perfect Chatham Vacation Home

The house was perfectly decorated and very spacious. The location of the house just off main street in Chatham is ideal for easy access to shopping, dining and all things that Main Street Chatham has to offer. Bill was a great host and very responsive. I would highly recommend this home if you have a large family or even a few couples looking to get away.
Verified

10/10 Excellent

Cecilia P.

A beautiful home- perfect for a family vacation!

This lovely home in Chatham was a perfect getaway for our family. The house is in an amazing location- right off of Main Street in downtown Chatham. Beautifully appointed- it had everything we needed to feel right at home. The house is charming, with a true Cape Cod feel, a lovely light-filled sun room and a great kitchen with every amenity you could need. Bill was a great host and provided excellent recommendations ideas for the area. Once you’ve settled in to the house- there’s no need to drive- the baseball games, shopping, local restaurants and more are all within walking distance. We loved Ridgevale beach and bringing home fresh swordfish from the pier. We are hoping to return to this special spot!
Stayed 5 nights in Jun 2018
Archival

10/10 Excellent

Jeni H.

This property is a gem! Clean, stylish, ideal!

I cannot say enough kind things about the property or the owners. This is a beautiful furnished home, with room aplenty, in a location that truly can't be beat! I highly recommend this Chatham gem for anyone looking for a gorgeous, clean, convenient place to stay, on or off season.