Chatham Guest Houses

A boat on a calm river, a large house with a red roof, and dense greenery in the background.

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Our top choices for Chatham guest houses

A two-story house with a well-lit front porch, a staircase leading to the entrance, and a garden with various plants and flowers.

1. Winstead Inn

Harwich

Karen

P18,816 total

includes taxes & fees

Sep 28 - Sep 29

A house with a brick exterior and a covered patio area.

2. Sea Breeze Inn

Hyannis

Rita

P8,602 total

includes taxes & fees

Oct 23 - Oct 24

A large, two-story house with a central entrance, large windows, and a well-maintained lawn.

3. Chapter House

Yarmouth Port

JULIE

P21,433 total

includes taxes & fees

Oct 1 - Oct 2

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Top Chatham Hotel Reviews

Hyannis Travel Inn

10/10 Excellent

"Good bkfast- no eggs though Coffee excellent - variety of items Efficient rooms- clean & practical- not luxurious but typical NE sensibility"

Chatham Wayside Inn

10/10 Excellent

"Loved the Inn and will definitely stay there again in the future. Perfect location...just steps to the shops and eateries on Main Street. Our standard king room was lovely and spacious. The mattress and bedding was extremely comfortable and had everything we needed. The gym and pool looked beautiful but unfortunately we didn't have a chance to use them. Dinner our first night at the tavern on the property was excellent. The seafood pot pie was absolutely! The only slight downside for us was that the continental breakfast was a bit lacking. Considering the price of the rooms, I think the Inn could do a little better. However, this would not keep us from staying here again. A great experience overall."

Greyfinch Chatham Inn

10/10 Excellent

"This place is so cute! When we first pulled up we were unsure because it looks like an old roadside motel. But it’s quickly apparent that it’s been beautifully updated with fresh paint and hanging plants. The driveway and parking lot are spotless as are the rooms. The decor in the rooms is updated and coastal. The staff was lovely. I would absolutely stay here again!"

Pleasant Bay Village Resort

10/10 Excellent

"This hotel is absolutely wonderful. The grounds are beautiful. The rooms are spacious, clean, and the bed was so comfortable. One of the best properties I have stayed at in a long time. Just as an aside, Chatham town center is not within walking distance and it is about a five minute car ride."

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