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Chatham Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
453 rentals in Chatham.
Beautiful home near Jacknife Beach and bike trail, vacation rental in Chatham
Beautiful home near Jacknife Beach and bike trail, vacation rental in Chatham
Beautiful home near Jacknife Beach and bike trail, vacation rental in Chatham

Beautiful home near Jacknife Beach and bike trail

Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Convenient to all amenities and beaches in Chatham, vacation rental in Chatham
Convenient to all amenities and beaches in Chatham, vacation rental in Chatham
Convenient to all amenities and beaches in Chatham, vacation rental in Chatham

Convenient to all amenities and beaches in Chatham

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach, vacation rental in Chatham
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach, vacation rental in Chatham
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach, vacation rental in Chatham

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Fully Updated Chatham Cottage Near Hardings Beach, vacation rental in Chatham
Fully Updated Chatham Cottage Near Hardings Beach, vacation rental in Chatham
Fully Updated Chatham Cottage Near Hardings Beach, vacation rental in Chatham

Fully Updated Chatham Cottage Near Hardings Beach

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Charming 3b/2ba House Close to Downtown/Pier/Beach, vacation rental in Chatham
Charming 3b/2ba House Close to Downtown/Pier/Beach, vacation rental in Chatham
Charming 3b/2ba House Close to Downtown/Pier/Beach, vacation rental in Chatham

Charming 3b/2ba House Close to Downtown/Pier/Beach

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Renovated cottage 1 mile to beach in Chatham!, vacation rental in Chatham
Renovated cottage 1 mile to beach in Chatham!, vacation rental in Chatham
Renovated cottage 1 mile to beach in Chatham!, vacation rental in Chatham

Renovated cottage 1 mile to beach in Chatham!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Outermost Waterfront Chatham Home w/ Wraparound Views, vacation rental in Chatham
Outermost Waterfront Chatham Home w/ Wraparound Views, vacation rental in Chatham
Outermost Waterfront Chatham Home w/ Wraparound Views, vacation rental in Chatham

Outermost Waterfront Chatham Home w/ Wraparound Views

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches, vacation rental in Chatham
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches, vacation rental in Chatham
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches, vacation rental in Chatham

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

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Chatham Walk to Beach Cape Cod, vacation rental in Chatham
Chatham Walk to Beach Cape Cod, vacation rental in Chatham
Chatham Walk to Beach Cape Cod, vacation rental in Chatham

Chatham Walk to Beach Cape Cod

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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4 Bedrooms, 2 Baths, Sleeps 8, vacation rental in Chatham
4 Bedrooms, 2 Baths, Sleeps 8, vacation rental in Chatham
4 Bedrooms, 2 Baths, Sleeps 8, vacation rental in Chatham

4 Bedrooms, 2 Baths, Sleeps 8

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Discounted Summer prices! Book now! WATERVIEWS! 4min drive to Hardings Beach!, vacation rental in Chatham
Discounted Summer prices! Book now! WATERVIEWS! 4min drive to Hardings Beach!, vacation rental in Chatham
Discounted Summer prices! Book now! WATERVIEWS! 4min drive to Hardings Beach!, vacation rental in Chatham

Discounted Summer prices! Book now! WATERVIEWS! 4min drive to Hardings Beach!

Rental Home
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Clean, Bright, and Spacious; Family Friendly!, vacation rental in Chatham
Clean, Bright, and Spacious; Family Friendly!, vacation rental in Chatham
Clean, Bright, and Spacious; Family Friendly!, vacation rental in Chatham

Clean, Bright, and Spacious; Family Friendly!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach, vacation rental in Chatham
New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach, vacation rental in Chatham
New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach, vacation rental in Chatham

New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Seaside condo with patio, beach access, loft, board games, gas grill, & firepit, vacation rental in Chatham
Seaside condo with patio, beach access, loft, board games, gas grill, & firepit, vacation rental in Chatham
Seaside condo with patio, beach access, loft, board games, gas grill, & firepit, vacation rental in Chatham

Seaside condo with patio, beach access, loft, board games, gas grill, & firepit

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Ocean-Front Condo Sleeps 6 (Light-filled end unit facing Ocean on Starfish Ln)!!, vacation rental in Chatham
Ocean-Front Condo Sleeps 6 (Light-filled end unit facing Ocean on Starfish Ln)!!, vacation rental in Chatham
Ocean-Front Condo Sleeps 6 (Light-filled end unit facing Ocean on Starfish Ln)!!, vacation rental in Chatham

Ocean-Front Condo Sleeps 6 (Light-filled end unit facing Ocean on Starfish Ln)!!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Luxurious Home with Pool & Game Room in Cape Cod, vacation rental in Chatham
Luxurious Home with Pool & Game Room in Cape Cod, vacation rental in Chatham
Luxurious Home with Pool & Game Room in Cape Cod, vacation rental in Chatham

Luxurious Home with Pool & Game Room in Cape Cod

Rental Home
4 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps
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Beautiful Home In Chatham, MA. Private Pool. 2 Min Walk to Town, 8 to Beach! A/C, vacation rental in Chatham
Beautiful Home In Chatham, MA. Private Pool. 2 Min Walk to Town, 8 to Beach! A/C, vacation rental in Chatham
Beautiful Home In Chatham, MA. Private Pool. 2 Min Walk to Town, 8 to Beach! A/C, vacation rental in Chatham

Beautiful Home In Chatham, MA. Private Pool. 2 Min Walk to Town, 8 to Beach! A/C

Rental Home
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor, vacation rental in Chatham
SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor, vacation rental in Chatham
SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor, vacation rental in Chatham

SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Renovated, modern Chatham beach house with lots of cozy charm, vacation rental in Chatham
Renovated, modern Chatham beach house with lots of cozy charm, vacation rental in Chatham
Renovated, modern Chatham beach house with lots of cozy charm, vacation rental in Chatham

Renovated, modern Chatham beach house with lots of cozy charm

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Harwich home with private pool in great location!, vacation rental in Chatham
Beautiful Harwich home with private pool in great location!, vacation rental in Chatham
Beautiful Harwich home with private pool in great location!, vacation rental in Chatham

Beautiful Harwich home with private pool in great location!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Classic Cape House Walking Distance to the Beach, vacation rental in Chatham
Classic Cape House Walking Distance to the Beach, vacation rental in Chatham
Classic Cape House Walking Distance to the Beach, vacation rental in Chatham

Classic Cape House Walking Distance to the Beach

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Steps to Chatham Center & Lighthouse Beach - charming home with central AC, vacation rental in Chatham
Steps to Chatham Center & Lighthouse Beach - charming home with central AC, vacation rental in Chatham
Steps to Chatham Center & Lighthouse Beach - charming home with central AC, vacation rental in Chatham

Steps to Chatham Center & Lighthouse Beach - charming home with central AC

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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5 Bed/2 Bath Sleeps 11. Walk to restaurants, town and more..., vacation rental in Chatham
5 Bed/2 Bath Sleeps 11. Walk to restaurants, town and more..., vacation rental in Chatham
5 Bed/2 Bath Sleeps 11. Walk to restaurants, town and more..., vacation rental in Chatham

5 Bed/2 Bath Sleeps 11. Walk to restaurants, town and more...

Rental Home
5 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
More info
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Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views, vacation rental in Chatham
Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views, vacation rental in Chatham
Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views, vacation rental in Chatham

Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Walk to Ridgevale Beach From Family Friendly Home, vacation rental in Chatham
Walk to Ridgevale Beach From Family Friendly Home, vacation rental in Chatham
Walk to Ridgevale Beach From Family Friendly Home, vacation rental in Chatham

Walk to Ridgevale Beach From Family Friendly Home

Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Carriage House with Beautiful Water View, Steps to Beach & Main Street, vacation rental in Chatham
Carriage House with Beautiful Water View, Steps to Beach & Main Street, vacation rental in Chatham
Carriage House with Beautiful Water View, Steps to Beach & Main Street, vacation rental in Chatham

Carriage House with Beautiful Water View, Steps to Beach & Main Street

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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5 Star Waterfront in North Chatham with dock, fire pit, and beach, vacation rental in Chatham
5 Star Waterfront in North Chatham with dock, fire pit, and beach, vacation rental in Chatham
5 Star Waterfront in North Chatham with dock, fire pit, and beach, vacation rental in Chatham

5 Star Waterfront in North Chatham with dock, fire pit, and beach

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Lovely Stage Harbor Estate Guest House W/Private Beach to Use, vacation rental in Chatham
Lovely Stage Harbor Estate Guest House W/Private Beach to Use, vacation rental in Chatham
Lovely Stage Harbor Estate Guest House W/Private Beach to Use, vacation rental in Chatham

Lovely Stage Harbor Estate Guest House W/Private Beach to Use

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Lovely cottage near beach and town - screened porch, outdoor shower, picnic area, vacation rental in Chatham
Lovely cottage near beach and town - screened porch, outdoor shower, picnic area, vacation rental in Chatham
Lovely cottage near beach and town - screened porch, outdoor shower, picnic area, vacation rental in Chatham

Lovely cottage near beach and town - screened porch, outdoor shower, picnic area

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Cozy Cape near Chatham Center, vacation rental in Chatham
Cozy Cape near Chatham Center, vacation rental in Chatham
Cozy Cape near Chatham Center, vacation rental in Chatham

Cozy Cape near Chatham Center

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Showing results 1-30 of 453
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