Best Chatham, MA Residences from $103

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Recommended hotels in Chatham

A large house with a patio area featuring outdoor furniture and a well-lit garden.

1. Chatham Wayside Inn

Chatham

Ashley

$190 nightly

Nov 22 - Nov 23

Total with taxes and fees

A pathway leading to a beach with boats in the background and a building with a tower.

2. Chatham Bars Inn

Chatham

Sylvia

$353 nightly

Nov 8 - Nov 9

Total with taxes and fees

A white house with a grey roof, surrounded by a well-maintained lawn and flowering bushes.

3. Greyfinch Chatham Inn

Chatham

Nahleena

A room with a blue sofa, wicker chairs, a round table, a wall-mounted lamp, and a glass door leading outside.

4. Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Chatham

Jennifer B.

$444 nightly

Dec 8 - Dec 9

Total with taxes and fees

A living room with a white cabinet, striped armchair, and a wicker chair.

5. Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Chatham

Corinne J.

$463 nightly

Nov 9 - Nov 10

Total with taxes and fees

A deck with outdoor furniture including a sofa, chairs, and a table.

6. Beautiful home near Jacknife Beach and bike trail

Chatham

Claire D.

$496 nightly

Nov 8 - Nov 9

Total with taxes and fees

A two-story house with a covered porch, a well-maintained garden, and a driveway.

7. Old Harbor Inn

Chatham

Harald

A two-story house with a covered porch and a stone staircase leading to the entrance.

8. Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room

Chatham

Sally S.

A room with a bed, two wicker chairs, a small table, a coffee maker, and a view of the sea through a window.

9. Chatham Tides

South Chatham

Robert

$143 nightly

Dec 8 - Dec 9

Total with taxes and fees

A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.

10. Wequassett Resort and Golf Club

Harwich

Uk Jin

$365 nightly

Nov 28 - Nov 29

Total with taxes and fees

A brick pathway leading to outdoor seating with red umbrellas, surrounded by a garden with pink flowers.

11. Wilder Inn South Wellfleet, Outset Collection by Hilton

Wellfleet

Lawrence

$114 nightly

Nov 15 - Nov 16

Total with taxes and fees

A hotel room with two beds, a desk with a television, a red chair, and a window with green curtains.

12. Skaket Beach Motel

Orleans

Jane

$118 nightly

Nov 8 - Nov 9

Total with taxes and fees

A hotel with a white facade, a covered outdoor seating area with white chairs and tables, and a view of the sunset.

13. The Escape Inn

Bass River

Marcegui

$90 nightly

Nov 8 - Nov 9

Total with taxes and fees

A bedroom with a bed, a chair, a small table, and a window.

14. Blue Lobster Inn

Bass River

Jonathan

$103 nightly

Nov 9 - Nov 10

Total with taxes and fees

A two-story house with a front porch, a mailbox, and a well-maintained garden.

15. Pelham on Earle

West Harwich

Colleen

$204 nightly

Nov 8 - Nov 9

Total with taxes and fees

A flagpole with an American flag, a circular flower bed with pink and white flowers, and white Adirondack chairs.

16. A Beach Breeze Inn

West Harwich

William

$129 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern kitchen with a large island, wooden cabinets, a white refrigerator, and pendant lighting.

17. The Villages at Ocean Edge

Brewster

Susan

$151 nightly

Nov 17 - Nov 18

Total with taxes and fees

A blue door labeled "Office" with a small window and a mailbox.

18. Handkerchief Shoals Inn

South Harwich

Matthew

$178 nightly

Nov 9 - Nov 10

Total with taxes and fees

A garden area with a welcome sign, outdoor seating, and a blue umbrella.

19. Rodeway Inn Orleans - Cape Cod

Orleans

Aldrick

$110 nightly

Nov 9 - Nov 10

Total with taxes and fees

A two-story house with a covered porch, a brick pathway leading to the entrance, and a well-maintained lawn.

20. Charm on Main by Ocean Edge

Sea Pines

Kathleen

$198 nightly

Nov 18 - Nov 19

Total with taxes and fees

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Top Chatham Hotel Reviews

Bayside Resort Hotel

10/10 Excellent

"Had a blast! Thank you"

Chatham Wayside Inn

8/10 Good

"You can't beat the location, right on Main St. in downtown Chatham - easy walking to lots of shops and restaurants, and the charming public library. The room was very clean, and equipped with a mini-fridge and coffeemaker. We had two queens and the beds were comfortable, with good quality linens. Where we had problems: 1) there were two electrical outlets next to the sink in the bathroom, and all the rest were buried behind beds, the dresser, or other furniture (NOT practical with electronic devices to charge every day; a couple of charging hubs within easy reach would be very helpful); 2) there was no desk or straight chair in this huge room, so when we had work to do, we had to move a tiny side table in front of a large armchair to get anything done; 3) the louvred wooden blinds are not room-darkening, so the light WILL wake you when the sun comes up. Finally, a run-down on the continental breakfast: on 10-30-2026 the breakfast included bagels (w.cream cheese available), small scones, some muffins, cold cereal and whole milk, fresh cut-up fruit like honeydew and strawberries, whole apples and pears, yogurt cups, a warming pan of scrambled eggs, plus coffee, tea, and orange juice. Pretty generous for a "continental" breakfast! Our only recommendation there would be to add oatmeal, or at least make instant oatmeal packets available for those of us who need a healthier option that does not involve milk. Overall a decent option if you don't need to work during your stay."

Find out more about Chatham

Chatham Residences information

Number of reviews	4,310
Accommodation	0 Residences
Lowest Price	$103
Highest Price	$568

Room 1

Check prices for these dates

Recommended hotels in Chatham

1. Chatham Wayside Inn

2. Chatham Bars Inn

3. Greyfinch Chatham Inn

4. Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

5. Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

6. Beautiful home near Jacknife Beach and bike trail

7. Old Harbor Inn

8. Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room

9. Chatham Tides

10. Wequassett Resort and Golf Club

11. Wilder Inn South Wellfleet, Outset Collection by Hilton

12. Skaket Beach Motel

13. The Escape Inn

14. Blue Lobster Inn

15. Pelham on Earle

16. A Beach Breeze Inn

17. The Villages at Ocean Edge

18. Handkerchief Shoals Inn

19. Rodeway Inn Orleans - Cape Cod

20. Charm on Main by Ocean Edge

Find vacation rentals that suit your style

Top Chatham Hotel Reviews

Bayside Resort Hotel

Sunbird Cape Cod Resort

Old Harbor Inn

Chatham Wayside Inn

Chatham Bars Inn

Greyfinch Chatham Inn

The Hawthorne

Find out more about Chatham

Chatham Residences information

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