Chatham Holiday Rentals, Massachusetts: Private House Rentals

Our top choices for Chatham hotels

Greyfinch Chatham Inn

Chatham

Cristie L

6.357.484 ₫ total

includes taxes & fees

3 Jun - 4 Jun

Surfside Inn Chatham

Chatham

Greg

7.077.144 ₫ total

includes taxes & fees

3 Jun - 4 Jun

Chatham Seafarer Inn

Chatham

Virginia

7.012.677 ₫ total

includes taxes & fees

4 Jun - 5 Jun

Seasonal outdoor pool, pool umbrellas, pool loungers

Queen Anne Inn

Chatham

David

9.133.949 ₫ total

includes taxes & fees

4 Jun - 5 Jun

Pleasant Bay Village Resort

Chatham

Ellen

7.272.827 ₫ total

includes taxes & fees

2 Jun - 3 Jun

Chatham Wayside Inn

Chatham

Mary

11.071.983 ₫ total

includes taxes & fees

9 Jun - 10 Jun

Old Harbor Inn

Chatham

Jeffery

12.880.213 ₫ total

includes taxes & fees

3 Jun - 4 Jun

Chatham Bars Inn

Chatham

Sarah

29.038.610 ₫ total

includes taxes & fees

24 Jun - 25 Jun

Blue Rock Resort

South Yarmouth

James

3.185.189 ₫ total

includes taxes & fees

9 Jun - 10 Jun

Hyannis Travel Inn

Hyannis

Jason

2.952.582 ₫ total

includes taxes & fees

2 Jun - 3 Jun

The Escape Inn

Bass River

Michael

4.411.111 ₫ total

includes taxes & fees

2 Jun - 3 Jun

Dennis Port Surf Club (Boutique Hotel)

Dennis Port

Kali

3.979.841 ₫ total

includes taxes & fees

2 Jun - 3 Jun

Desk, free WiFi, bed sheets, alarm clocks

Olde Tavern Motel And Inn

Orleans

Matthew

3.690.661 ₫ total

includes taxes & fees

2 Jun - 3 Jun

Blue Dolphin Inn

Eastham

Heather

2.682.996 ₫ total

includes taxes & fees

3 Jun - 4 Jun

Iron/ironing board, cots/infant beds, rollaway beds, free WiFi

GuestLodge

West Dennis

Maija

2.181.874 ₫ total

includes taxes & fees

2 Jun - 3 Jun

Charm on Main by Ocean Edge

Sea Pines

Beth

6.451.436 ₫ total

includes taxes & fees

2 Jun - 3 Jun

Cape Cod Motor Inn

Bass River

Krystal Ann

3.216.306 ₫ total

includes taxes & fees

2 Jun - 3 Jun

Travelodge by Wyndham Cape Cod Area

West Dennis

Alexadria

2.379.103 ₫ total

includes taxes & fees

3 Jun - 4 Jun

Pier 7 Condominiums

Bass River

3.835.476 ₫ total

includes taxes & fees

5 Jun - 6 Jun

Sesuit Harbor House

Dennis

Vince

4.970.336 ₫ total

includes taxes & fees

2 Jun - 3 Jun

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Stay near popular Chatham attractions

Chatham Lighthouse

4.7/5 (173 reviews)

This historic 1808 beacon stands sentinel over Cape Cod's treacherous waters, guiding mariners for generations. Join a free summer Wednesday tour to climb the 48-foot tower for panoramic Atlantic views.

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Learn more about Chatham

Stroll the historic Main Street lined with boutiques, then head to Lighthouse Beach for seal-spotting at low tide. Seafood shacks serve the freshest catch, while the Chatham Bandstand hosts free summer concerts that locals never miss.

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Top Chatham Hotel Reviews

Chatham Bars Inn

10/10 Excellent

"Chatham Bars Inn is delightful! It is a luxury property and stunningly beautiful. The staff are incredibly nice and helpful. My daughter had to work remotely one day and they found a spot for her to park in one of the closed restaurants. So nice and accomodating!"

Cape Sands Inn

6/10 Okay

"The room was clean. The place was a little outdated but that was ok. The screen in the sliding door was half off and I went to take a shower @ about 6:00 P.M. There wasn't any body soap. I called the front desk to have these corrected. The person @ the front desk said they would fix both issues. Yes they did. The next day around 10:00 A.M.!! Went to hot tub the first day. The temp of the water was great! BUT, the jets barely worked. I reported this. The person said they would look into it. Went the next day. The water wasn't very warm and still the jets hardly worked. The indoor pool and the hot tub were very clean. Online it was advertised that a continental breakfast was included. Nope there wasn't any. When I questioned this. The person said there wasn't any. When I showed him the adv. for it. He said it was wrong. I told him the reason why I chose this hotel was for the hot tub and the breakfast. He said that he was sorry. When asked for a discount. He said that he couldn't give one. The fire pit and picnic area was right outside our back door. This was very nice. And they provided firewood."

Anchor In Distinctive Waterfront Lodging

10/10 Excellent

"Excellent hotel stay at Anchor In. Upon arrival, the front desk team was very kind in making recommendations for restaurants and activities in the area, and gave us a wonderful room with a view of the waterfront. Parking was easy, and the property was clean. Once in the room, it had all of the features expected, in room coffee, fridge, safe, plenty of shampoo, soap, etc. The TV had so many channels that it was challenging to keep track of all the options. The Wi-Fi connection worked well throughout our stay. Continental breakfast was well stocked and complimentary - a great way to start each day. With beautiful views, excellent staff, and accessibility to the ferries another attractions in Hyannis, this is an incredible place to stay."

Margaritaville Resort Cape Cod

10/10 Excellent

"First time attending Margaritaville with my family for my son’s birthday and it was amazing. The water park experience was great. Unfortunately it was raining so we were unable to use the outdoor pool. Loved the s’mores setup they had for guest to cozy up next to the fireplace with a delicious treat. The outdoor space was relaxing and I loved that they had game setup outside for kids and adults. All and all my kids really enjoyed the stay, from my 11 year old birthday boy to my 23 year old. The island vibes, along with the friendly and welcoming staff really elevated our experience! I would definitely recommend and I plan to return with my family and friends."

The Mansion at Ocean Edge

6/10 Okay

"We were surprised that we could not eat at the hotel in the evening due to all 3 restaurants being fully booked over the weekend. We said we were happy to eat at any time as we were staying with them but they had no space. We found it odd that such an expensive resort could not cater for their guests. The staff simply shrugged their shoulders and said we should have booked in advance. There were several other families in the same position as us, so if you are staying there remember to book a table in advance if you want to eat at the hotel in the evenings!"

More cheap stays in Chatham

Cape Sands Inn

149 Main St - RT 28 West Yarmouth MA

2.067.676 ₫

2.366.592 ₫ total

7 Jun - 8 Jun

includes taxes & fees

8.2/10 Very Good! (1,062 reviews)

Hotels in Chatham with star rating

Frequently asked questions

What's the seasonal weather like in Chatham?

The hottest months are usually August and July, with an average temperature of 19°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Chatham is 1362 mm.

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Our top choices for Chatham hotels

Greyfinch Chatham Inn

Surfside Inn Chatham

Chatham Seafarer Inn

Queen Anne Inn

Pleasant Bay Village Resort

Chatham Wayside Inn

Old Harbor Inn

Chatham Bars Inn

Blue Rock Resort

Hyannis Travel Inn

The Escape Inn

Dennis Port Surf Club (Boutique Hotel)

Olde Tavern Motel And Inn

Blue Dolphin Inn

GuestLodge

Charm on Main by Ocean Edge

Cape Cod Motor Inn

Travelodge by Wyndham Cape Cod Area

Pier 7 Condominiums

Sesuit Harbor House

Stay near popular Chatham attractions

Chatham Lighthouse

Learn more about Chatham

Top Chatham Hotel Reviews

Chatham Bars Inn

More cheap stays in Chatham

Cape Sands Inn

Hotels in Chatham with star rating

Frequently asked questions

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