Title: Chatham Vacation Rentals from $140: Search Short-Term Rentals | Expedia.com

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![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

[Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=10743&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=10743&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=10743&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=10743&startDate=2026-06-12&endDate=2026-06-14&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)

![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)

![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/203d6415.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 17 - Feb 18

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)

![Interior](https://images.trvl-media.com/lodging/34000000/33710000/33705700/33705690/ff5b375b.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)

![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, quiet, and great location."

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

Tyler B.

$430 nightly

$492 total

Feb 17 - Feb 18

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)

![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)

![Dining](https://images.trvl-media.com/lodging/126000000/125260000/125255600/125255521/w1799h1199x1y1-879fd999.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)

### 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

$602 nightly

$689 total

Feb 17 - Feb 18

Total with taxes and fees

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

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69630000/69627400/69627390/w1440h1072x0y4-774c8ad2.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.

$371 nightly

$425 total

Feb 17 - Feb 18

Total with taxes and fees

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

![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/109000000/108720000/108717900/108717874/cd4d39fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/109000000/108720000/108717900/108717874/3b063367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/109000000/108720000/108717900/108717874/15da6991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/109000000/108720000/108717900/108717874/052e1f05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### < 2 Mi to Beach: Cozy Cottage w/ Patio on Cape Cod

[](https://www.expedia.com/Hyannis-Hotels-Cozy-Cape-Cod-Cottage-2-Mi-To-Beach.h108717874.Hotel-Information)

Hyannis

$372 nightly

$426 total

Feb 18 - Feb 19

Total with taxes and fees

[](https://www.expedia.com/Hyannis-Hotels-Cozy-Cape-Cod-Cottage-2-Mi-To-Beach.h108717874.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/90000000/89770000/89767900/89767890/f2144f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/90000000/89770000/89767900/89767890/8404bc33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/90000000/89770000/89767900/89767890/7255c893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/90000000/89770000/89767900/89767890/933367ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Pet-Friendly Surf Shack Hideaway on the Cove

[](https://www.expedia.com/Eastham-Hotels-The-Pet-Friendly-Surf-Shack-Hideaway-On-The-Cove.h89767890.Hotel-Information)

Eastham

10/10

Exceptional

(22 reviews)

"We loved the luxury bed linens, large kitchen & living area & the fact that it was pet friendly in a lovely neighborhood!"

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

Jennifer G.

$430 nightly

$493 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Eastham-Hotels-The-Pet-Friendly-Surf-Shack-Hideaway-On-The-Cove.h89767890.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.

$576 nightly

$659 total

Mar 17 - Mar 18

Total with taxes and fees

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

![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72060000/72057400/72057337/67e7efb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/73000000/72060000/72057400/72057337/4439aa97.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/73000000/72060000/72057400/72057337/d18927a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/73000000/72060000/72057400/72057337/d0678136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleeps 2-8/Soaking Tub/FirePit\~Burrows

[](https://www.expedia.com/Eastham-Hotels-New-Listing-A-Perfect-Warm-Cozy-Cape-Getaway.h72057337.Hotel-Information)

Eastham

10/10

Exceptional

(7 reviews)

"Overall, we had a really great stay. The home is in a quiet neighborhood & close to the beach. Everything was clean and as described in the listing. "

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

Kallee M.

$444 nightly

$508 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Eastham-Hotels-New-Listing-A-Perfect-Warm-Cozy-Cape-Getaway.h72057337.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/42000000/41190000/41180500/41180439/788d515a.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/42000000/41190000/41180500/41180439/b1d295be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/42000000/41190000/41180500/41180439/991ae0b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/42000000/41190000/41180500/41180439/ac9e3c9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

[](https://www.expedia.com/Eastham-Hotels-King-BedHot-TubWaterfront-The-Lotus.h41180439.Hotel-Information)

Eastham

10/10

Exceptional

(18 reviews)

"Just a great location, and a very comfortable place. We loved the porch bed and chair. We are looking forward to returning."

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

David B.

$415 nightly

$475 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Eastham-Hotels-King-BedHot-TubWaterfront-The-Lotus.h41180439.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)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/1b973fea.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)

![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)

### 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 17 - Feb 18

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/35000000/34020000/34010200/34010162/a2f5ff90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34020000/34010200/34010162/d3048208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34020000/34010200/34010162/270-a367fa95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34020000/34010200/34010162/5dfb9f53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family Cottage Close to Beach!!

[](https://www.expedia.com/Harwich-Port-Hotels-Family-Cottage-Close-To-Beach.h34010162.Hotel-Information)

Harwichport

9.8/10

Exceptional

(75 reviews)

"This was a great home, very clean and spacious rooms. Lots of hooks to hang towels and plenty of space to spread out!"

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

Quinn S.

$674 nightly

$771 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Harwich-Port-Hotels-Family-Cottage-Close-To-Beach.h34010162.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/c100b426.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)

### 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.

$516 nightly

$590 total

Feb 20 - Feb 21

Total with taxes and fees

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

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95140000/95132700/95132664/d961202a.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)

![Smart TV](https://images.trvl-media.com/lodging/96000000/95140000/95132700/95132664/3ddb0693.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.

$319 nightly

$365 total

Feb 22 - Feb 23

Total with taxes and fees

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

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

![Exterior](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/2d001dbd.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)

### 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 17 - Feb 18

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)

![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)

![Beach](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/w1280h884x0y3-f8eab3b0.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)

### 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

$294 nightly

$326 total

Feb 18 - Feb 19

Total with taxes and fees

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

![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69400000/69397500/69397439/c0db5e1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/70000000/69400000/69397500/69397439/74272731.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69400000/69397500/69397439/a7bbdf8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69400000/69397500/69397439/cf7f29f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cape Cod Villa pond front vacation home, retreat, spa, venue, film location

[](https://www.expedia.com/Harwich-Hotels-Pond-Front-In-The-Woods.h69397439.Hotel-Information)

Harwich - Brewster Border

10/10

Exceptional

(6 reviews)

"Lovely property with attentive hosts "

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

marian t.

$1,057 nightly

$1,210 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Harwich-Hotels-Pond-Front-In-The-Woods.h69397439.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/96000000/95070000/95061800/95061748/5f4b8cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95070000/95061800/95061748/5290c1ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/96000000/95070000/95061800/95061748/c266434a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/96000000/95070000/95061800/95061748/a76104ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic charmer on the water with a firepit, kayaks, bikes, & firepit

[](https://www.expedia.com/Orleans-Hotels-Historic-Charmer-On-The-Water-With-A-Firepit.h95061748.Hotel-Information)

Eastham

9.4/10

Exceptional

(13 reviews)

"Absolutely perfect - would definitely come stay here again."

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

William B.

$849 nightly

$971 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Orleans-Hotels-Historic-Charmer-On-The-Water-With-A-Firepit.h95061748.Hotel-Information)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/ec7f5979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/40c1b64d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/7b4a3afe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/6d5b6832.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Beach & Pond Getaway; Heart of Cape Cod

[](https://www.expedia.com/South-Yarmouth-Hotels-Homey-Central-Vacay-W-Game-Room-Near-Beach-And-Pond.h76664195.Hotel-Information)

South Yarmouth

10/10

Exceptional

(12 reviews)

"Great location and very comfortable rental home. Everything you need is included and the house is well stocked and clean!"

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

Dennis S.

$481 nightly

$551 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/South-Yarmouth-Hotels-Homey-Central-Vacay-W-Game-Room-Near-Beach-And-Pond.h76664195.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)

![Exterior](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/0f4547ec.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)

### 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.

$460 nightly

$509 total

Feb 20 - Feb 21

Total with taxes and fees

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

![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)

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

![Pool](https://images.trvl-media.com/lodging/70000000/69390000/69385000/69384906/182e71da.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 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Harwich-Port-Hotels-The-Nantucket-Room-Unit-2.h69384906.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=2026-03-02&endDate=2026-03-03&regionId=10743&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_10743)

## 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=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&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=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&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=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&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=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&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=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&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=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&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=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&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

"Awesome "

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

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

### Hyannis Plaza Hotel

10/10 Excellent

"Good"

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

![Comfort Inn Hyannis - Cape Cod](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/f7a87ca8_y.jpg)

### Comfort Inn Hyannis - Cape Cod

10/10 Excellent

"Easy check in and fast. "

[](https://expedia.com/Hyannis-Hotels-Comfort-Inn.h1240460.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 $140 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?

### What can I see and do in Chatham?

### What are vacation rentals like in Chatham?

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- [Hotels in Brockton](https://expedia.com/Brockton-Hotels.d7068.Travel-Guide-Hotels)
- [Hotels in Nantucket](https://expedia.com/Nantucket-Hotels.d285.Travel-Guide-Hotels)
- [Hotels in West Springfield](https://expedia.com/West-Springfield-Hotels.d7738.Travel-Guide-Hotels)
- [Hotels in Rockport](https://expedia.com/Rockport-Hotels.d6350.Travel-Guide-Hotels)
- [Hotels in Northampton](https://expedia.com/Northampton-Hotels.d9187.Travel-Guide-Hotels)
- [Hotels in Falmouth](https://expedia.com/Falmouth-Hotels.d7287.Travel-Guide-Hotels)
- [Hotels in Worcester](https://expedia.com/Worcester-Hotels.d6023336.Travel-Guide-Hotels)
- [Hotels in Marlborough](https://expedia.com/Marlborough-Hotels.d8869.Travel-Guide-Hotels)
- [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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