Title: Chatham Vacation Rentals from $122: Search Short-Term Rentals | Expedia.com

[Chatham Travel Guide](https://expedia.com/Chatham.dx10743)[Hotels in Chatham](https://expedia.com/Chatham-Hotels.d10743.Travel-Guide-Hotels)[Flights to Chatham](https://expedia.com/Cheap-Flights-To-Chatham.d10743.Travel-Guide-Flights)[Things to do in Chatham](https://expedia.com/Things-To-Do-In-Chatham.d10743.Travel-Guide-Activities)[Car Rentals in Chatham](https://expedia.com/Car-Rentals-In-Chatham.d10743.Car-Rental-Guide)[Chatham Vacation Packages](https://expedia.com/Chatham.d10743.Destination-Travel-Guides)

![Chatham showing a windmill, wildflowers and general coastal views](https://images.trvl-media.com/place/10743/d3f8b886-55a4-46b3-afab-39fd14b1b518.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/10743/d3f8b886-55a4-46b3-afab-39fd14b1b518.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=10743&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=10743&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=10743&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=10743&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chatham vacation rentals

![TV, fireplace, books](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/7e1e24c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/f8355c29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/203d6415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/49d1d00f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.Hotel-Information)

Chatham

9.6/10

Exceptional

(102 reviews)

"Our second year in a row staying here. Cute house and great location! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Erin M.

$415 nightly

$475 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33710000/33705700/33705690/58cbf5a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/34000000/33710000/33705700/33705690/a2be70a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33710000/33705700/33705690/ff5b375b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/34000000/33710000/33705700/33705690/f6e7ab11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Chatham-Hotels-Quaint-Cozy-Downtown-Chatham-Home.h33705690.Hotel-Information)

Chatham

10/10

Exceptional

(117 reviews)

"Clean, lovely cottage. Excellent location. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dottie P.

$430 nightly

$492 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Chatham-Hotels-Quaint-Cozy-Downtown-Chatham-Home.h33705690.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/126000000/125260000/125255600/125255521/w1799h1199x1y1-55128dae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/126000000/125260000/125255600/125255521/w1799h1199x1y1-1b750c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/126000000/125260000/125255600/125255521/w1799h1199x1y1-879fd999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/126000000/125260000/125255600/125255521/w1799h1199x1y1-9e4a5b61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Chatham Retreat. Walk to Main St & Beach

[](https://www.expedia.com/Chatham-Hotels-Luxury-Chatham-Retreat-Walk-To-Main-St-Beach.h125255521.Hotel-Information)

Chatham

$600 nightly

$687 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Chatham-Hotels-Luxury-Chatham-Retreat-Walk-To-Main-St-Beach.h125255521.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/55ac4f32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/fa847e13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/c698ea57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/9dda4a64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

[](https://www.expedia.com/Brewster-Hotels-Coastal-Cape-Cod-3-Bedroom-Home-Close-To-The-Beach.h108276630.Hotel-Information)

West Brewster

10/10

Exceptional

(25 reviews)

"Lovely house with nice location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

amy d.

$603 nightly

$690 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Brewster-Hotels-Coastal-Cape-Cod-3-Bedroom-Home-Close-To-The-Beach.h108276630.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/c5192e69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/1fed40da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/a7d1d86a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/a58600d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

[](https://www.expedia.com/Brewster-Hotels-Cheery-House-Wdeck.h72434954.Hotel-Information)

West Brewster

9.6/10

Exceptional

(50 reviews)

"House was perfect for our family reunion! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gregg H.

$515 nightly

$589 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Brewster-Hotels-Cheery-House-Wdeck.h72434954.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/70000000/69390000/69385000/69384906/6a060893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/70000000/69390000/69385000/69384906/a8244f8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/70000000/69390000/69385000/69384906/2f8ad258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/70000000/69390000/69385000/69384906/73765266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Nantucket Room Unit - #2

[](https://www.expedia.com/Harwich-Port-Hotels-The-Nantucket-Room-Unit-2.h69384906.Hotel-Information)

Harwich port

9.8/10

Exceptional

(50 reviews)

"amazing location and cute place to stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Adriana A.

$174 nightly

$191 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Harwich-Port-Hotels-The-Nantucket-Room-Unit-2.h69384906.Hotel-Information)

![Indoor spa tub](https://images.trvl-media.com/lodging/1000000/10000/2500/2467/7f1b2407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/10000/2500/2467/8728b40d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/1000000/10000/2500/2467/0e37a0a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2500/2467/078f9b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brewster Green Resort

[](https://www.expedia.com/Brewster-Hotels-Brewster-Green-Resort.h2467.Hotel-Information)

Brewster

9.4/10

Exceptional

(124 reviews)

"The front desk staff are So pleasant to deal with. Pool is huge and the kids loved the game room"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

PAUL

$149 nightly

$171 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Brewster-Hotels-Brewster-Green-Resort.h2467.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/abe7cc3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/180-2a992e94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/01e797f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/f2fbf262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

[](https://www.expedia.com/South-Wellfleet-Hotels-Spectacular-Private-Waterfront-Cottage-On-Bayside-Panoramic-Views-Pet-Friendly.h22960042.Hotel-Information)

Wellfleet

10/10

Exceptional

(79 reviews)

"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Janice H.

$391 nightly

$448 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/South-Wellfleet-Hotels-Spectacular-Private-Waterfront-Cottage-On-Bayside-Panoramic-Views-Pet-Friendly.h22960042.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69630000/69627400/69627390/74737667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/70000000/69630000/69627400/69627390/b744e762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/70000000/69630000/69627400/69627390/d6ef4bc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/70000000/69630000/69627400/69627390/43593282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 🦀Waterfront at The Velvet Crab\~Amazing Sunsets

[](https://www.expedia.com/Eastham-Hotels-Waterfront-At-The-Velvet-CrabAmazing-Sunsets.h69627390.Hotel-Information)

Eastham

9.8/10

Exceptional

(23 reviews)

"Everything was great, we really enjoyed our stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anna T.

$370 nightly

$424 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Eastham-Hotels-Waterfront-At-The-Velvet-CrabAmazing-Sunsets.h69627390.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/117000000/116640000/116637300/116637224/bd474895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/117000000/116640000/116637300/116637224/72030871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/117000000/116640000/116637300/116637224/56737c98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/117000000/116640000/116637300/116637224/452d57b6_edited_0752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely House 5 Min to Beach with Deck, Grill, Garage

[](https://www.expedia.com/Eastham-Hotels-Lovely-House-5-Min-To-Beach-With-Deck.h116637224.Hotel-Information)

Eastham

10/10

Exceptional

(2 reviews)

"Great house with comfy beds. Would consider staying again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Susan C.

$441 nightly

$488 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Eastham-Hotels-Lovely-House-5-Min-To-Beach-With-Deck.h116637224.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/79000000/78590000/78589900/78589850/3e149d6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78590000/78589900/78589850/5843ee06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/79000000/78590000/78589900/78589850/4d999a0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78590000/78589900/78589850/8e1bc08e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sand Bar-Dog Friendly on Cooks Brook Beach

[](https://www.expedia.com/Eastham-Hotels-The-Sandbar-Beach-Cottage.h78589850.Hotel-Information)

Eastham

10/10

Exceptional

(25 reviews)

"The hosts were so thoughtful and the sunset view was incredible "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jill K.

$424 nightly

$485 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Eastham-Hotels-The-Sandbar-Beach-Cottage.h78589850.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/121000000/120150000/120149600/120149526/83f2fe97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120150000/120149600/120149526/cfdc928b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120150000/120149600/120149526/390c6cdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120150000/120149600/120149526/684d4377.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Eazy Breezy Beach Home

[](https://www.expedia.com/Dennis-Port-Hotels-Eazy-Breezy-Beach-Home.h120149526.Hotel-Information)

Dennis

8.0/10

Very Good

(5 reviews)

"A great place! Cute and clean with all the comforts of home...and more!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristen D.

$199 nightly

$228 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Dennis-Port-Hotels-Eazy-Breezy-Beach-Home.h120149526.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/94000000/93080000/93079600/93079579/2e6318af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93080000/93079600/93079579/e56819eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/94000000/93080000/93079600/93079579/d1d9c80c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93080000/93079600/93079579/9196cc57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### National Seashore/Updated/Game Room\~Blue Pearl

[](https://www.expedia.com/Eastham-Hotels-The-Blue-Pearl-Of-Eastham.h93079579.Hotel-Information)

Eastham

10/10

Exceptional

(8 reviews)

"Best rental we have stayed in on Cape, and we go every year. Exceptionally clean, comfortable. I can not say enough about it. Great location as well. What stood out the most was the high quality linens, as well as comfortable mattresses. It is very well kept with attention to detail. The grill and appliances were also of a higher quality and made it a pleasure to cook. Will absolutely stay at Blue Pearl again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nicole V.

$427 nightly

$489 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Eastham-Hotels-The-Blue-Pearl-Of-Eastham.h93079579.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/96000000/95140000/95132700/95132664/d6513126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/96000000/95140000/95132700/95132664/3ddb0693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/96000000/95140000/95132700/95132664/46a3fe6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/96000000/95140000/95132700/95132664/dda22c4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

[](https://www.expedia.com/Brewster-Hotels-Ocean-Edge-Cape-Cod-2-Bed-2-Bath.h95132664.Hotel-Information)

Brewster

10/10

Exceptional

(42 reviews)

"Great place!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael P.

$318 nightly

$364 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Brewster-Hotels-Ocean-Edge-Cape-Cod-2-Bed-2-Bath.h95132664.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113410000/113402100/113402058/5599a184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113410000/113402100/113402058/240104d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113410000/113402100/113402058/088bfd65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113410000/113402100/113402058/269acbc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

[](https://www.expedia.com/Eastham-Hotels-Solace-In-The-Sun-Adj-BedsGame-RoomSoakng-Tub.h113402058.Hotel-Information)

Eastham

10/10

Exceptional

(2 reviews)

"The house was beautiful, tucked away, and clean. It was spacious for two families with room for more comfortably. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

michele I.

$574 nightly

$657 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Eastham-Hotels-Solace-In-The-Sun-Adj-BedsGame-RoomSoakng-Tub.h113402058.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/333a1f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/c695a9a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/583d7851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/1233c7a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

[](https://www.expedia.com/Dennis-Port-Hotels-Cottage-Oasis-By-Lake-With-Kayaks.h105950370.Hotel-Information)

Dennis

8.8/10

Excellent

(3 reviews)

"Very cute cottage. Very clean and grounds well manicured. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveler

$293 nightly

$324 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Dennis-Port-Hotels-Cottage-Oasis-By-Lake-With-Kayaks.h105950370.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/121000000/120810000/120807600/120807507/7f71d2a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120810000/120807600/120807507/423a39ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120810000/120807600/120807507/46b2869a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, books](https://images.trvl-media.com/lodging/121000000/120810000/120807600/120807507/a8ac885c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relaxed coastal cottage close to the beach with e-bikes, firepit, deck & AC

[](https://www.expedia.com/Dennis-Port-Hotels-Relaxed-Coastal-Cottage-Close-To-The-Beach-With-E-Bikes.h120807507.Hotel-Information)

Dennis Port

$442 nightly

$506 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Dennis-Port-Hotels-Relaxed-Coastal-Cottage-Close-To-The-Beach-With-E-Bikes.h120807507.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/1e6789c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/8abef419.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/2f708583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/0f4547ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Large Home in Harwich with Patio near Wequassett Resort

[](https://www.expedia.com/Harwich-Hotels-Cozy-Large-Home-In-Harwich-With-Patio-Near-Wequassett-Resort.h103804342.Hotel-Information)

Harwich

9.8/10

Exceptional

(11 reviews)

"Host was very responsive and the house provided everything we needed. Great location! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ashley M.

$479 nightly

$530 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/Harwich-Hotels-Cozy-Large-Home-In-Harwich-With-Patio-Near-Wequassett-Resort.h103804342.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/54000000/53440000/53434300/53434252/14a12791.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/54000000/53440000/53434300/53434252/63040a52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/54000000/53440000/53434300/53434252/07309766.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/54000000/53440000/53434300/53434252/d9080607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Alpine/Walk to Beach for 2 or more!

[](https://www.expedia.com/Eastham-Hotels-The-AlpineWalk-To-Beach-For-2-Or-More.h53434252.Hotel-Information)

Eastham

9.2/10

Wonderful

(11 reviews)

"The location was awesome, the house was clean and spacious, and overall it was terrific! I would highly recommend."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer G.

$459 nightly

$525 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Eastham-Hotels-The-AlpineWalk-To-Beach-For-2-Or-More.h53434252.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/101000000/100820000/100813500/100813406/7ba4d94e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100820000/100813500/100813406/670dfc55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/101000000/100820000/100813500/100813406/7f0dab22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100820000/100813500/100813406/1cb62e92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New! Island Pines-A Dog Friendly Boutique Oasis

[](https://www.expedia.com/Wellfleet-Hotels-New-Island-Pines-A-Dog-Friendly-Boutique-Oasis.h100813406.Hotel-Information)

Wellfleet

9.4/10

Exceptional

(11 reviews)

"Loved the place. Very clean and updated. You have to time the tides because it is on an island, but that was fine for us. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brian F.

$478 nightly

$547 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Wellfleet-Hotels-New-Island-Pines-A-Dog-Friendly-Boutique-Oasis.h100813406.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-22&endDate=2026-02-23&regionId=10743&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Chatham%2C+Massachusetts%2C+United+States+of+America&regionId=10743&latLong=41.682602%2C-69.961624&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Chatham%2C+Massachusetts%2C+United+States+of+America&regionId=10743&latLong=41.682602%2C-69.961624&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=COTTAGE)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Chatham%2C+Massachusetts%2C+United+States+of+America&regionId=10743&latLong=41.682602%2C-69.961624&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CONDO)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Chatham%2C+Massachusetts%2C+United+States+of+America&regionId=10743&latLong=41.682602%2C-69.961624&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=APARTMENT)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Chatham%2C+Massachusetts%2C+United+States+of+America&regionId=10743&latLong=41.682602%2C-69.961624&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=VILLA)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Chatham%2C+Massachusetts%2C+United+States+of+America&regionId=10743&latLong=41.682602%2C-69.961624&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=APART_HOTEL)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Chatham%2C+Massachusetts%2C+United+States+of+America&regionId=10743&latLong=41.682602%2C-69.961624&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CABIN)

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## Top Chatham Hotel Reviews

![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/b57e0b1f_y.jpg)

### Margaritaville Resort Cape Cod

10/10 Excellent

"Great!"

[](https://expedia.com/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information)

![Edgewater Beach Resort, a VRI resort](https://images.trvl-media.com/lodging/2000000/1530000/1522300/1522228/5e9e9f5c_y.jpg)

### Edgewater Beach Resort, a VRI resort

10/10 Excellent

"Room with spotless and freshly painted, everything worked well and looks great."

[](https://expedia.com/Dennis-Port-Hotels-Edgewater-Beach-Resort.h1522228.Hotel-Information)

![Chatham Wayside Inn](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002_y.jpg)

### Chatham Wayside Inn

10/10 Excellent

"Courteous staff, helpful with dining suggestions. Loved the room. Very comfortable bed, warm and cozy. "

[](https://expedia.com/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information)

![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/85f07916_y.jpg)

### Bayside Resort Hotel

10/10 Excellent

"Very helpful staff, they had a map ready for us to out room, all of our perks ready as well. Very clean and quiet. Felt very safe. "

[](https://expedia.com/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information)

![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5700h3895x0y5-016d240d_y.jpg)

### Chatham Bars Inn

10/10 Excellent

"Beautiful property "

[](https://expedia.com/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information)

![The Mansion at Ocean Edge](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/5d8fbc52_y.jpg)

### The Mansion at Ocean Edge

10/10 Excellent

"Didnt overlook beach."

[](https://expedia.com/Brewster-Hotels-The-Mansion-At-Ocean-Edge.h7948.Hotel-Information)

![Hyannis Plaza Hotel](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/f7fc1d07_y.jpg)

### Hyannis Plaza Hotel

10/10 Excellent

"The room was a spotless. Everything was clean. Very nice service. I love it. I would definitely stay again."

[](https://expedia.com/Hyannis-Hotels-Hyannis-Plaza-Hotel.h1119277.Hotel-Information)

![Fairfield Inn & Suites by Marriott Cape Cod Hyannis](https://images.trvl-media.com/lodging/1000000/10000/7700/7660/a974137b_y.jpg)

### Fairfield Inn & Suites by Marriott Cape Cod Hyannis

10/10 Excellent

"The hotel is being remodeled, but the room is very clean. They even had gluten free options for breakfast, which made my little one super happy!"

[](https://expedia.com/Hyannis-Hotels-Fairfield-Inn-Suites-By-Marriott-Cape-Cod-Hyannis.h7660.Hotel-Information)

![Courtyard Resort](https://images.trvl-media.com/lodging/116000000/115250000/115243800/115243739/5d7ebe6e_y.jpg)

### Courtyard Resort

10/10 Excellent

"Room what nice very easy check in.. The only thing is the toilet flooded our room but they moved us to another unit no problem! I always enjoy my stay at courtyard resort"

[](https://expedia.com/Hyannis-Hotels-Courtyard-Resort.h115243739.Hotel-Information)

## Find out more about Chatham

**Everything you need to know about Chatham vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chatham vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chatham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Chatham vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Chatham. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chatham in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $122 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Chatham rentals**

At Expedia, we put the best Chatham vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chatham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chatham vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chatham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Chatham ](https://expedia.com/Chatham-Private-Vacation-Homes.d10743-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Chatham ](https://expedia.com/Chatham-Cottages.d10743-aaCottages.Travel-Guide-Accommodation)
- [Condo Rentals in Chatham ](https://expedia.com/Chatham-Condos.d10743-aaCondos.Travel-Guide-Accommodation)
- [Apartments in Chatham ](https://expedia.com/Chatham-Apartments.d10743-aaApartments.Travel-Guide-Accommodation)
- [Motels in Chatham ](https://expedia.com/Chatham-Motels.d10743-aaMotels.Travel-Guide-Accommodation)
- [B&B in Chatham ](https://expedia.com/Chatham-Bed-And-Breakfast.d10743-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Chatham ](https://expedia.com/Chatham-Guest-Houses.d10743-aaGuestHouses.Travel-Guide-Accommodation)
- [Resorts in Chatham ](https://expedia.com/Chatham-Resorts.d10743-aaResorts.Travel-Guide-Accommodation)
- [Aparthotels in Chatham ](https://expedia.com/Chatham-Apart-Hotels.d10743-aaApartHotels.Travel-Guide-Accommodation)
- [Villas in Chatham ](https://expedia.com/Chatham-Villas.d10743-aaVillas.Travel-Guide-Accommodation)
- [Lodges in Chatham ](https://expedia.com/Chatham-Lodges.d10743-aaLodges.Travel-Guide-Accommodation)
- [Inns in Chatham ](https://expedia.com/Chatham-Inns.d10743-aaInns.Travel-Guide-Accommodation)
- [Cabin Rentals in Chatham ](https://expedia.com/Chatham-Cabins.d10743-aaCabins.Travel-Guide-Accommodation)
- [Hostels in Chatham ](https://expedia.com/Chatham-Hostels.d10743-aaHostels.Travel-Guide-Accommodation)
- [Condo Resorts in Chatham ](https://expedia.com/Chatham-Condominium-Resort.d10743-aaCondominiumResort.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Chatham?

### What are some of the best vacation rentals that Chatham has to offer?

### How many vacation rentals are there in Chatham?

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- [Hotels in Lenox](https://expedia.com/Lenox-Hotels.d8587.Travel-Guide-Hotels)
- [Hotels in Gloucester](https://expedia.com/Gloucester-Hotels.d8008.Travel-Guide-Hotels)
- [Hotels in New Bedford](https://expedia.com/New-Bedford-Hotels.d1180.Travel-Guide-Hotels)

Cars

- [Car rentals in Mansfield](https://expedia.com/Car-Rentals-In-Mansfield.d8456.Car-Rental-Guide)
- [Car rentals in Springfield](https://expedia.com/Car-Rentals-In-Springfield.d6047669.Car-Rental-Guide)
- [Car rentals in Worcester](https://expedia.com/Car-Rentals-In-Worcester.d6023336.Car-Rental-Guide)

Activities

- [Things to do in Hyannis](https://expedia.com/Things-To-Do-In-Hyannis.d1544.Travel-Guide-Activities)

Packages

- [Nantucket Vacation](https://expedia.com/Nantucket.d285.Destination-Travel-Guides)

Vacation Rentals

- [Nantucket Vacation Rentals](https://expedia.com/Nantucket-Vacation-Rentals.d285.Travel-Guide-VacationRentals)

General

- [Visit Manchester-by-the-Sea](https://expedia.com/Manchester-By-The-Sea.dx129363)
- [Visit Rockport](https://expedia.com/Rockport.dx6350)

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