See all properties
Entire home

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

Choose dates to view prices

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

Interior
Fridge, microwave, oven, stovetop
Interior
Dining
Smart TV, DVD player, books

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms3 bathrooms2800 sq ft

Popular amenities

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

Explore the area

View in a map
Chatham, MA
  • Place, Cape Cod Beaches
    ‪16 min walk‬
  • Place, Chatham Fish Pier
    ‪18 min walk‬
  • Place, Chatham Lighthouse Beach
    ‪19 min walk‬
  • Airport, Hyannis, MA (HYA-Barnstable Municipal)
    ‪37 min drive‬

Room options

About the neighborhood

Chatham

This vacation home places you next to Gallery Antonia and Mayo House. The vacation home includes a kitchen, a patio, and a refrigerator.
View more Vacation Homes in ChathamOpens in a new window

What's nearby

  • Gallery Antonia - 1 min walk - 0.0 miles
  • Chatham Windmill - 10 min walk - 0.5 miles
  • Cape Cod Beaches - 16 min walk - 0.9 miles
  • Chatham Fish Pier - 18 min walk - 1.0 mile
  • Chatham Lighthouse Beach - 19 min walk - 1.0 mile

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
  • ‪The Sacred Cod - ‬11 min walk
  • ‪Chatham Squire - ‬4 min walk
  • ‪Three Fins Coffee House & Cacao Factory - ‬2 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.
The vacation home is air-conditioned and features a kitchen, 2.5 bathrooms, and a patio, and there's space to spread out with 5 bedrooms. Guests can expect to find a Smart TV with a DVD player. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Similar properties

Beach nearby
Chatham Wayside Inn
Chatham
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
9.4 out of 10, Exceptional, 663 reviews
$205 nightly
The price is $234
May 5 - May 6
Total with taxes and fees
Chatham Wayside Inn

Property amenities

Beach

  • Beach loungers
  • Beach towels

Internet

  • Available in the house: WiFi

Parking and transportation

  • Car not required
  • Parking on site

Kitchen

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

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • In the city center
  • 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
  • Snorkeling 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

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

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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 and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25
Property Registration Number C0068790550

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit.

Frequently asked questions

What's there to do close to this vacation home?

This vacation home is located in Chatham, just steps from Gallery Antonia and Mayo House, and within a short walk of Chatham Windmill. You'll also find Cape Cod Beaches and Chatham Lighthouse Beach less than a mile away.

How much does it cost to stay at Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!?

As of Apr 29, 2026, prices found for a 1-night stay for 2 adults at Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly! on Apr 30, 2026 start from $1,793, 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.

Is there parking available at Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!?

No, there isn't parking at this vacation home.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What do couples enjoy most about Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!?

Couples staying at this vacation home will appreciate amenities like a smart TV and a kitchen as well as a garden.

Does Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly! have a hot tub?

No, there isn't a spa tub at this vacation home.

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay for free?

No, pets aren't allowed at this vacation home.

Does Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly! have connecting rooms available?

No, this vacation home doesn't feature connecting guestrooms.

What is the closest airport to this vacation home?

The closest major airport to this vacation home is Hyannis, MA (HYA-Barnstable Municipal), which is 19.8 mi away (43 minutes by car). Another top airport is Nantucket, MA (ACK-Nantucket Memorial), which is around 29.8 mi away.

Are there rooms with balconies at Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!?

Yes, every house at Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly! comes with a patio.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 17 out of 18 reviews
Rating 8 - Good. 1 out of 18 reviews
Rating 6 - Okay. 0 out of 18 reviews
Rating 4 - Poor. 0 out of 18 reviews
Rating 2 - Terrible. 0 out of 18 reviews

9.8/10

Cleanliness

Reviews

10/10 Excellent

Claire S.

Liked: Cleanliness
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

10/10 Excellent

Timothy P.

Liked: Cleanliness

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

10/10 Excellent

Andrew W.

Liked: Cleanliness

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

10/10 Excellent

Kristen J.

Liked: Cleanliness

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

10/10 Excellent

Kieran X.

Liked: Cleanliness

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

10/10 Excellent

Chris P.

Liked: Cleanliness

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

10/10 Excellent

Lorrie K., Norman

Liked: Cleanliness

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

10/10 Excellent

Adriana R.

Liked: Cleanliness

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

10/10 Excellent

Diane C.

Liked: Cleanliness

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

10/10 Excellent

Paul P.

Liked: Cleanliness

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

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

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

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

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

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

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