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

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A two-story house with a covered porch, a large windowed front section, and a flag in the yard.
A sunlit living room with a sofa, armchair, ottoman, TV stand, and large windows.
A kitchen with a central island, a gas stove, a sink, and a hanging light fixture.
A two-story house with a covered porch, a white picket fence, and a well-maintained hedge.
A garden pathway leading to a white porch with a wooden railing.

Reviews

9.8 out of 10
Exceptional

Entire home

5 bedrooms3 bathroomsSleeps 102200 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Chatham, MA
  • Place, Chatham Drama Guild
    ‪8 min walk‬
  • Place, Chatham Windmill
    ‪19 min walk‬
  • Place, Cape Cod Beaches
    ‪2 min drive‬
  • Airport, Hyannis, MA (HYA-Barnstable Municipal)
    ‪36 min drive‬

Room options

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Chatham Wayside Inn

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  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
9.2 out of 10, Wonderful, 717 reviews
$434 nightly
The price is $497
Aug 31 - Sep 1
Total with taxes and fees
Chatham Wayside Inn

About the neighborhood

Chatham

This vacation home places you within a 10-minute stroll of Chatham Drama Guild and Veterans Field. The vacation home includes a kitchen, a furnished lanai, and a sofa bed.
View more Vacation Homes in ChathamOpens in a new window

What's nearby

  • Chatham Drama Guild - 8 min walk - 0.5 miles
  • Mayo House - 11 min walk - 0.6 miles
  • Chatham Windmill - 19 min walk - 1.0 mile
  • Cape Cod Beaches - 2 min drive - 1.4 miles
  • Chatham Fish Pier - 3 min drive - 1.1 miles

Getting around

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

Restaurants

  • ‪Cumberland Farms - ‬6 min walk
  • ‪Chatham Squire - ‬11 min walk
  • ‪Chatham Bars Inn - ‬18 min walk
  • ‪Dunkin' - ‬3 min drive
  • ‪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.

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)
The vacation home is air-conditioned and features a kitchen, 2.5 bathrooms, and a furnished lanai, and there's space to spread out with 5 bedrooms. Guests can expect free WiFi and a flat-screen TV with a DVD player and a video-game console. Other standard amenities include a washing machine, a sofa bed, and a coffee maker.

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  • Washer
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Property amenities

Beach

  • Beach loungers

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car not required
  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • 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
  • Sofa bed

Bathroom

  • 2.5 bathrooms
  • Bathtub
  • Hair dryer
  • Outdoor shower
  • Shower
  • Soap
  • Toilet paper

Entertainment

  • Books
  • DVD player
  • Flat-screen TV with cable/satellite channels
  • Games
  • Stereo
  • Video game console
  • Video games

Outdoor areas

  • Barbecue grill
  • Furnished lanai
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Phone

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

  • Bicycles
  • Optional golf privileges
  • Basketball nearby
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Whale watching nearby
  • Wildlife walks nearby
  • Windsurfing nearby
  • Winery tours 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

General

  • Bicycles
  • Garden
  • Unit size: 2,200 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available

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

Rules

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

Pets

  • This property welcomes pets
  • Restrictions apply
  • For more information, guests can reach out to the property at the number on the booking confirmation
  • Service animals exempt from fees
  • Note from host: Must first be approved by Owner

Children and extra beds

Children allowed: ages 0-17

Events

Events allowed
Parties/events within the number of guests staying

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
Parties and events are allowed on site
Note from host: Parties/events within the number of guests staying
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 deadbolt lock
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: 3:00 PM
  • Check-out: 10:00 AM
Property Registration Number C0070420550

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.
  • Parties and events are allowed on site.
  • Note from host: Parties/events within the number of guests staying
  • Onsite safety features include a carbon monoxide detector, a smoke detector, and a deadbolt lock.

Property is also known as

5 BR Beautiful Property-chatham In-town Oyster Beach Inlet House
5 BR Beautiful In-town Oyster Beach Inlet House
5 BR Beautiful Property-chatham In-town Oyster Beach Inlet
5 BR Beautiful In-town Oyster Beach Inlet
5 BR Beautiful Property-chatham In-town Oyster Beach Inlet House
5 BR Beautiful In-town Oyster Beach Inlet House
5 BR Beautiful Property-chatham In-town Oyster Beach Inlet
5 BR Beautiful Property-chatham In-town Oyster Beach Inlet House
5 BR Beautiful Property chatham In town Oyster Beach Inlet
5 BR Beautiful In-town Oyster Beach Inlet House
5 BR Beautiful In-town Oyster Beach Inlet
5 BR Beautiful Property chatham In town Oyster Beach Inlet
5 BR Beautiful Property-chatham In-town Oyster Beach Inlet

Frequently asked questions

What's there to see around this vacation home?

This vacation home in Chatham is within a 10-minute walk of Chatham Drama Guild, Veterans Field, and Chatham Railroad Museum. You'll also find Chatham Windmill and Mayo House less than a mile away.

Is there parking available at 5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet?

No, this vacation home doesn't offer parking.

Is this vacation home next 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.

Is 5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet a good place to stay for couples?

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

Are there hot tubs at 5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet?

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

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay for free?

Although pets can't stay for free, they are welcome at this vacation home.

Are there connecting rooms at 5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet?

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

How close is the airport from this vacation home?

The closest major airport to this vacation home is Hyannis, MA (HYA-Barnstable Municipal), which is 19.2 mi away (28 minutes by car). Another top airport is Nantucket, MA (ACK-Nantucket Memorial), which is around 29.9 mi away.

Are there rooms with balconies at 5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet?

Yes, every house at 5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet comes with a furnished lanai.

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

Reviews

9.8

Exceptional

Rating 10 - Excellent. 69 out of 78 reviews
Rating 8 - Good. 9 out of 78 reviews
Rating 6 - Okay. 0 out of 78 reviews
Rating 4 - Poor. 0 out of 78 reviews
Rating 2 - Terrible. 0 out of 78 reviews

9.6/10

Cleanliness

Reviews

Verified review

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 review

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 review

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 review

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
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
Verified review

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 review

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 review

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 review

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 review

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 review

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 review

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
Verified review

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
Verified review

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 review

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 review

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 review

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
Verified review

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 review

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 review

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
Verified review

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 review

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 review

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 review

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
Verified review

10/10 Excellent

Eric B.

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

Thanksgiving

It was very easy to work with and communicate with owners. House is set up well for a large family with plentiful bedrooms and separation between bedrooms and living areas. Walkable to town, grocery store and pond. Very quiet. An enjoyable stay.
Stayed 4 nights in Nov 2021

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