Skip to main content
Entire home

5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet

Photo gallery for 5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet

Front View - With two stairway entrances
Exterior
Side View - Sundeck with seating
Front Side Walkway- Includes beautiful landscaping
Long View Front Porch- With rocking chairs and sun area with seating

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area
5 bedrooms2+ bathroomsSleeps 102200 sq ft

Popular amenities

  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Outdoor barbecue

Explore the area

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

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Single Beds

Bedroom 5

1 Double Bed

Master

1 King Bed

Walk out downstairs

1 Double Futon

2 bathrooms, 1 half bathroom

Half 1

Toilet

Master Bathroom

Toilet · Shower only

Outdoor Shower Enclosed

Outdoor shower

Upstairs Bathroom

Bathtub · Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Outdoor shower
Kitchen
Balcony
Garden
Dining area

About this property

5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet

Absolutely beautiful vacation home with upscale furnishings throughout! Giant wraparound porch complete with comfy furniture and central air conditioning (Two zones). The kitchen is a chef's dream, unless you prefer walking into town for dinner at your favorite downtown Chatham bistro. The new bike trail is just up the road and Oyster Pond Beach is 1/10 mile walk and includes amenities for the kids. Wrap Around Porch with outside eating area, sun area & backyard deck. Professional landscaping with seashell driveway, two walkways and flowers/plant and bushes. Covered deck with picnic bench (for kids with to much sun or a rainy day) Beach chairs (6) and mountain bikes (2) Include cooler/wheels and beach trolley (other kids beach items) Stainless steel grill on backyard porch/deck including a full size hammock. Beautiful Gourmet Kitchen with wide open space. Beautiful Bathrooms up and down. Fantastic bedrooms that are well maintained. Bonus Walkout Living area downstairs....

We have five property's in Chatham, MA at ChathamVacationProperties.com

Includes additional Plasma TV, PlayStation 2/games and a full sofa bed; Direct TV & High Speed Wireless Internet (free long distance also) Flat Panel Plasma TVs with DVD Player (qty 2) Bring your own linens: 1 King, 2 Queen, 1 Full, 2 Twins and (a pull out sofa/full walkout downstairs)

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Sea Captain's House - overlooking the water and steps from Oyster Pond Beach
Sea Captain's House - Beautiful Water View, Steps to Beach & Main Street
Chatham
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
10.0 out of 10, Exceptional, (29 reviews)
Sea Captain's House - Beautiful Water View, Steps to Beach & Main Street

House Rules

Check in after 3:00 PM
Minimum age to rent: 23
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

Events allowed
Parties/events within the number of guests staying
default

Pets

Pets allowed
Must first be approved by Owner
default

Smoking

Smoking is not permitted
Accurate # of guests that must be listed during booking No smoking or underage drinking on property No pet dog allowed unless approved and fee paid

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
Parties and events are allowed on site
Note from host: Parties/events within the number of guests staying
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 deadlock
Property Registration Number C0070420550

About the area

Chatham

Located in Chatham, this holiday home is in the city centre and by the sea. 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. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and hiking nearby.
View more Holiday homes in ChathamOpens in a new window
Map
Chatham, MA

What's nearby

  • Chatham Windmill - 14 min walk - 1.2 km
  • Chatham Seaside Links - 16 min walk - 1.4 km
  • Chatham Fish Pier - 2 min drive - 1.5 km
  • Cape Cod Beaches - 2 min drive - 1.5 km
  • Chatham Lighthouse - 3 min drive - 2.5 km

Getting around

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

Restaurants

  • ‪Cumberland Farms - ‬6 min walk
  • ‪Chatham Bars Inn - ‬18 min walk
  • ‪The Sacred Cod - ‬18 min walk
  • ‪Chatham Squire - ‬11 min walk
  • ‪Three Fins Coffee House & Cacao Factory - ‬13 min walk

Frequently asked questions

Is 5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet pet-friendly?

Yes, pets are allowed at this property. Some restrictions may apply, so please contact the property for more details.

How much does it cost to stay at 5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet?

As of 8 Apr, 2026, prices found for a 1-night stay for 2 adults at 5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet on 9 Apr, 2026 start from S$514, 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 at 5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet?

On-site parking is available at the property.

What time is check-in at 5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet?

Check-in begins at 3:00 PM.

What time is check-out at 5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet?

Checkout is at 10:00 AM.

Where is 5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet located?

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

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 68 out of 76 reviews
Rating 8 - Good. 8 out of 76 reviews
Rating 6 - Okay. 0 out of 76 reviews
Rating 4 - Poor. 0 out of 76 reviews
Rating 2 - Terrible. 0 out of 76 reviews

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

sue B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home in a perfect area near town. Pet friendly. Our family loved our time here.
Stayed 4 nights in Oct 2025
Verified

10/10 Excellent

Donna M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home and perfect extended family gathering place. Convenient walk to town and beach, and convenient to drive to all Cape Cod destinations. Lots of indoor and outdoor seating areas to enjoy time together.
Stayed 7 nights in Aug 2025
Verified

8/10 Good

Diane H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean property and excellent location. Would definitely rent this house again the next time we stay in Chatham. Host was very responsive to any questions we had.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Lauren P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Overall, we had a wonderful stay. The home was clean and comfortable and super close to Main Street, which was nice. It's handy having a CVS and a market very close by as well! Thank you for everything David and Evelyn - and for allowing us to stay an extra 2 days!
Stayed 3 nights in Sep 2025
Response from VrboOwner on 24 Sept, 2025
Thank you Lauren! I am glad you enjoyed your stay. Your group was wonderful and we appreciate the feedback. Welcomed back anytime! David
Archival

10/10 Excellent

Lisa L.

Girls Weekend Away

Adorable house, great location. Very relaxing weekend. We had a great time!
Stayed 2 nights in Oct 2017
Response from VrboOwner on 28 Mar, 2020
Thank you that is great to hear Lisa. Please keep us in mind for any future visits as we look forward to having you back! David & Evelyn
Verified

10/10 Excellent

Claire G.

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

Great vacation home

The vacation home was charming,a great location and everything it promised in the description. It was the perfect choice
Stayed 3 nights in May 2024
Verified

10/10 Excellent

Michael D.

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

Chatham Vacation

The house was perfect for our group of 6. Location was walkable to Chatham main street and also to a small beach. Also a great, central location for visiting other areas of the Cape.
Stayed 7 nights in Sep 2023
Verified

10/10 Excellent

Ellie S.

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

Chatham

Worked well for our group of four adults & two teens. Good location within walking distance to town. Really enjoyed our stay
Stayed 4 nights in May 2024
Verified

10/10 Excellent

Ann K.

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

Chatham

Great house and very close to town.
Stayed 3 nights in Sep 2024
Verified

10/10 Excellent

Nadina W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The kitchen was fully stocked and had many extras. There was an extra refrigerator. The bedrooms were perfect and the downstairs shower was really nice. Unfortunately, the weather didn't cooperate for us to use the backyard and fire pit, but we enjoyed mornings on the front deck.
Stayed 3 nights in Oct 2025
Archival

10/10 Excellent

Nancy D.

A perfect place for our family vacation!

Your home is spacious and attractively appointed, ideally located close to Town and Oyster Pond (for the little ones) and not far from adventures at Nauset and elsewhere for the rest of us - 3 generations. Thank you!
Stayed 7 nights in Aug 2017
Response from VrboOwner on 28 Mar, 2020
Thank you for the kind words and for leaving the property in such excellent condition! We look forward to having you back next year! Dave & Evelyn
Verified

10/10 Excellent

Joe A.

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

Excellent Location in Chatham

This was a wonderful property and location in Chatham. The downtown was right around the corner. There are amazing restaurants everywhere. The property had plenty of room, a great wrap around porch and fire pit in the backyard. Our family loved our stay and will book again.
Stayed 5 nights in May 2023
Verified

8/10 Good

Jane L.

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

Perfect for our group

Very nice, I wish we were able to use the outdoor amenities but weather didn’t permit.
Stayed 4 nights in Oct 2023
Verified

8/10 Good

Victoria G.

Liked: Check-in, communication, location, listing accuracy

July 4th in Chatham

Excellent location! Walkable sidewalks to Downtown Chatham, Oyster Pond as well as Chatham Market & CVS for any last minute provisions. The home is very spacious, you could easily stay with multiple families. We enjoyed the private backyard & making s'mores around the fire pit.
Stayed 7 nights in Jun 2024
Response from VrboOwner on 16 Jul, 2024
Thank you for selecting our property! We look forward to seeing you soon! David
Verified

10/10 Excellent

Elaine T.

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

Great comfortable house

Great house. Not a down note, just a note…we were all on the “older” side and there are a lot of stairs. Just a heads up😂 Very clean, well equipped and great relaxation spots, inside and out.
Stayed 4 nights in Sep 2023
Verified

10/10 Excellent

Miles S.

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

Lots of space & walkable to restaurants, shops

We enjoyed having lots of space and being able to walk to many restaurants & shops. Well stocked kitchen. Parking right at the door. Bikes & beach chairs were provided. Communication with owner was very good; always responsive. Nice stay in Chatham.
Stayed 3 nights in Sep 2024
Verified

10/10 Excellent

Camille P.

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

Great Thanksgiving week of fun

It was a wonderful get together with all three of our kids, plus the three grandkids. We visited other family who have houses in Chatham, and hosted one night of festivities. The house has a wonderful kitchen fully equipped and the bedrooms were great. Could have used a little more living room, but everyone had a great time!
Stayed 7 nights in Nov 2023
Response from VrboOwner on 28 Nov, 2023
Thank you for selecting our property. Chatham has such a great downtown that has many things to do over the entire year. Thank you for the opportunity to host you and hope to see you all again soon! David
Verified

8/10 Good

Rebecca B.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness

Family getaway

The home is very spacious and set up well for a family vacation of 8 adults. The location is perfect walking distance to a market, downtown area shops/restaurants and a small beach at oyster pond. Only downside was we had 2 small children with us that were playing on the floor in the kitchen and living areas which was very visibly dirty. Otherwise, all amenities were great.
Stayed 7 nights in Aug 2023
Verified

10/10 Excellent

Andrea K.

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

Week before summer season started

The house was big enough for seven of us. Kitchen well appointed. Nice outdoor shower. The yard was small but pretty and well maintained. Beautiful large front porch.We very much enjoyed the outdoor spaces. Lots of natural light and windows. Could walk to CVS and grocery store across the street which was convenient. Close to downtown shops and little beach in walking distance. The street was busy but quiet. Overall we enjoyed our stay.
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Katie W.

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

Perfect central hub for exploring Cape Cod

This was the perfect stay for our 2 families (4 kids and 4 adults). We explored Chatham, then had several day trips to Provincetown for whale watching, Boston for all the touristy things, Salem for a history and haunting tour, and ferried to Nantucket to ride bikes to a beach and brewery. It was a busy week! The house was well equipped, clean, and we really loved being able to walk to the grocery store, cvs, the adorable Main Street of Chatham, and Oyster Pond beach for sunsets. The owners were quick to respond. We loved our week in Cape Cod. Thank you!
Stayed 7 nights in Jun 2023
Verified

10/10 Excellent

Cindy M.

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

More than met expectations

Family members are still talking about our reunion at the Cape--which more than met our expectations! We chose the house because of its convenient location to beaches, park, ballfield, restaurants, and shopping (Chatham Main Street's bookstores, restaurants, clothing/gift shops, as well as emergency errands for diapers, vinegar, etc.). The house was lovely--well-equipped, clean and comfortable, . Communication with the Graingers was also prompt and polite. Definitely would return.
Stayed 7 nights in Jun 2019
Response from VrboOwner on 28 Mar, 2020
Thank you for your kind words. You left the property in great condition - we were very happy you had a great time! Please come back soon! David & Evelyn
Verified

10/10 Excellent

Cheryl W.

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

Ladies long weekend at the Cape

My five friends and I enjoyed our 3 night stay at your beautiful home. The house was absolutely perfect, we could not have chosen better. Plenty of rooms and bathrooms to accommodate us all. The outside deck and other areas were beautiful. We all enjoyed ourselves and had a wonderful time exploring the area. Lighthouses, wine tasting and restaurants kept us busy! Lots of laughs and lots of photos to create memories to last a lifetime! The listing complete with photos was true and the actual house was better than expected when we arrived. The kitchen was amazing and the beds were all very comfortable. We would certainly book this house again. It was an exceptional weekend! Thank you both very much for allowing us to stay at your property! Cheryl, Thea, Karen, Kim, Chelsea & Heather
Stayed 3 nights in May 2023
Verified

10/10 Excellent

Erin B.

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

Wonderful Family Rental

We had an amazing Thanksgiving stay at this property! The location was perfect and set up of the house was wonderful for our family!
Stayed 3 nights in Nov 2022
Verified

10/10 Excellent

Melissa Y.

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

Family Gathering

Overall great experience.
Stayed 3 nights in Nov 2022
Verified

10/10 Excellent

Anne H.

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

Perfect landing spot.

Any time there is a grocery store almost across the street from where you are staying, you know you're going to be okay. Everyone in my group felt at home here and wanted to come back another time.
Stayed 4 nights in Nov 2022

About the host

Hosted by David & Evelyn Grainger

Host profile image
Evelyn and I (with our 3 children) live full time in Lexington, MA. We decided to purchase a vacation home in Chatham, MA because of the short access from Boston. Chatham has all the charm and beauty as Nantucket Island has which is where we married. It just so happens Chatham is so much easier to get to than Nantucket! This was our first purchase and because of the experience and the quality of life we have had vacationing in Chatham we have pursued additional properties and decided to create a business around vacation rentals that caters to families and friends that want to enjoy Chatham and the surrounding area while also staying in professional quality, clean and well stocked lodgings that are within a short distance to sightseeing and Chatham Downtown. We look forward to providing you a well-deserved vacation or just long weekend away from the hustle and bustle of everyday life. We hope you enjoy your stay!

David & Evelyn Grainger at ChathamVacationProperties on the web (.com)

Why they chose this property

Choosing this property and location was important because of the access to the town center, Chatham A's semi-pro baseball, access to the beach and fine restaurants. Of course, the house itself is the 'main' attraction which consists of high quality building materials and an open floor plan. It is perfect for a long weekend or those weeks when you have the whole extended family coming down for the week! It is still the best deal in town around the Oyster Pond Ocean Inlet & Downtown access points!

What makes this property unique

The wrap around porch provides 'lots' of areas for the kids to eat or just relax with puzzles and games. The kids really like the walk-out bonus room downstairs when they want to watch a movie or just get away from the parents! The property location really is unique based on the beauty, quality and openness it offers. Many folks have commented on it as a 'Beach House'. And the location, so close to town and the beach, have made this a fantastic rental property.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback