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Holiday Homes in Chatham

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354 rentals in Chatham.
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Ides of Marsh, holiday rental in Chatham

Ides of Marsh

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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South Chatham Cape Cod Vacation Rental (30), holiday rental in Chatham

South Chatham Cape Cod Vacation Rental (30)

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Chatham Cape Cod Vacation Rental (4489), holiday rental in Chatham

Chatham Cape Cod Vacation Rental (4489)

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Beach Chic Chatham 5⭐ Private-Newly Renov'd-Hear Waves at Night-5m Walk to Beach, holiday rental in Chatham

Beach Chic Chatham 5⭐ Private-Newly Renov'd-Hear Waves at Night-5m Walk to Beach

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Water View-Walk town/beach, pets considered, LINENS, holiday rental in Chatham

Water View-Walk town/beach, pets considered, LINENS

5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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LOCATION! LOCATION! LOCATION! Water Views!  Walk to beach and walk to town!, holiday rental in Chatham

LOCATION! LOCATION! LOCATION! Water Views! Walk to beach and walk to town!

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Convenient to all amenities and beaches in Chatham, holiday rental in Chatham

Convenient to all amenities and beaches in Chatham

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Sanitized! Pool Table, Bar, Ping Pong, Sun Rm, Deck,4 BR, Private, holiday rental in Chatham

Sanitized! Pool Table, Bar, Ping Pong, Sun Rm, Deck,4 BR, Private

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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5 Bdrm Spectacular Walk To Hardings Beach Ocean View Home, holiday rental in Chatham

5 Bdrm Spectacular Walk To Hardings Beach Ocean View Home

5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Sanitized !! Near Harding's Beach,4 min walk to Oyster River, holiday rental in Chatham

Sanitized !! Near Harding's Beach,4 min walk to Oyster River

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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3 bed 3 bath. Premium linens provided. Pet friendly, holiday rental in Chatham

3 bed 3 bath. Premium linens provided. Pet friendly

3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Exceptional Chatham Cottage, holiday rental in Chatham

Exceptional Chatham Cottage

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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ELBOW INN ,Private Retreat with Two Master Suites, holiday rental in Chatham

ELBOW INN ,Private Retreat with Two Master Suites

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Chatham Cottage on Lake One Mile to Ocean Beaches, holiday rental in Chatham

Chatham Cottage on Lake One Mile to Ocean Beaches

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Lovely Stage Harbor Estate Guest House W/Private Beach to Use, holiday rental in Chatham

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

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Perfect Cottage - Lovely waterviews & walk to beach - heat & AC, holiday rental in Chatham

Perfect Cottage - Lovely waterviews & walk to beach - heat & AC

2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Spectacular Waterfront Townhome - Oyster Pond #25, holiday rental in Chatham

Spectacular Waterfront Townhome - Oyster Pond #25

4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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6 bedroom Chatham home, walk to Town Landing on Oyster River & Hardings Beach, holiday rental in Chatham

6 bedroom Chatham home, walk to Town Landing on Oyster River & Hardings Beach

6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Chatham Cape Cod Waterfront Vacation Rental (10325), holiday rental in Chatham

Chatham Cape Cod Waterfront Vacation Rental (10325)

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Fabulous Quiet Cape, Close to Beach, Central Air, Perfect for Families, holiday rental in Chatham

Fabulous Quiet Cape, Close to Beach, Central Air, Perfect for Families

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Chatham Village:  Lovely 1-Bedroom Apartment in Antique Home, holiday rental in Chatham

Chatham Village: Lovely 1-Bedroom Apartment in Antique Home

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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4BR+Loft Beautiful Chatham-Year Round-Sleeps up to 8 & 1 Mile to Town **Video**, holiday rental in Chatham

4BR+Loft Beautiful Chatham-Year Round-Sleeps up to 8 & 1 Mile to Town **Video**

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Spacious Family Get-Away with Waterviews close to Shopping and Beaches, holiday rental in Chatham

Spacious Family Get-Away with Waterviews close to Shopping and Beaches

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Charming  Waterfront House  in Chatham, holiday rental in Chatham

Charming Waterfront House in Chatham

5 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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Charming Walk to Beach Chatham-Bayview Beach House--Central A/C; Wi-Fi, holiday rental in Chatham

Charming Walk to Beach Chatham-Bayview Beach House--Central A/C; Wi-Fi

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Chatham Charm! Peaceful! Walk to Beach, Village, Golf & Cape Baseball, holiday rental in Chatham

Chatham Charm! Peaceful! Walk to Beach, Village, Golf & Cape Baseball

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Historic Waterfront Home with Sweeping Chatham Water Views! Pet Friendly!, holiday rental in Chatham

Historic Waterfront Home with Sweeping Chatham Water Views! Pet Friendly!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Classic home w/ deck, patio & yard - walk to Cockle Cove & Forest Beaches!, holiday rental in Chatham

Classic home w/ deck, patio & yard - walk to Cockle Cove & Forest Beaches!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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South Chatham Cape Cod Vacation Rental (4643), holiday rental in Chatham

South Chatham Cape Cod Vacation Rental (4643)

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Chatham-Walk to Ridgevale Beach, Pets Considered, holiday rental in Chatham

Chatham-Walk to Ridgevale Beach, Pets Considered

3 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Spectacular Waterfront Townhome - Oyster Pond #31, holiday rental in Chatham

Spectacular Waterfront Townhome - Oyster Pond #31

2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful sunsets in Chatham!, holiday rental in Chatham

Beautiful sunsets in Chatham!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Newly Renovated! Walk to Beach and Town!, holiday rental in Chatham

Newly Renovated! Walk to Beach and Town!

2 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Newly renovated home with patio, a/c included, walking distance from town., holiday rental in Chatham

Newly renovated home with patio, a/c included, walking distance from town.

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Chatham Village - Lovely 2 BR Apartment in Antique Home, holiday rental in Chatham

Chatham Village - Lovely 2 BR Apartment in Antique Home

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Spectacular Waterfront Townhome - Oyster Pond #32, holiday rental in Chatham

Spectacular Waterfront Townhome - Oyster Pond #32

2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Bright and cheery 2 BR.  Close to Bike Trail and ponds. Cycle to Chatha, holiday rental in Chatham

Bright and cheery 2 BR. Close to Bike Trail and ponds. Cycle to Chatha

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Renovated cottage 1 mile to beach in Chatham!, holiday rental in Chatham

Renovated cottage 1 mile to beach in Chatham!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Solitude near the beach, High speed wifi, holiday rental in Chatham

Solitude near the beach, High speed wifi

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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LOCATION, LOCATION, 200 YDS TO CHATHAM VILLAGE & BEACH, OVERLOOKS OYSTER POND, holiday rental in Chatham

LOCATION, LOCATION, 200 YDS TO CHATHAM VILLAGE & BEACH, OVERLOOKS OYSTER POND

5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK!, holiday rental in Chatham

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

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Unique family gathering place ,Bright, Spacious. Linens included, holiday rental in Chatham

Unique family gathering place ,Bright, Spacious. Linens included

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Cozy renovated classic Cape cottage a short walk to Forest Beach, holiday rental in Chatham

Cozy renovated classic Cape cottage a short walk to Forest Beach

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Newly Renovated Sea Captain's Home by Ryder's Cove; 633-C, holiday rental in Chatham

Newly Renovated Sea Captain's Home by Ryder's Cove; 633-C

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Quaint cottage w/screened-in porch, outdoor shower, and gas grill, holiday rental in Chatham

Quaint cottage w/screened-in porch, outdoor shower, and gas grill

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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All New Cottage in Chatham Near Hardings Beach, holiday rental in Chatham

All New Cottage in Chatham Near Hardings Beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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South Chatham Cape Cod Vacation Rental (4861), holiday rental in Chatham

South Chatham Cape Cod Vacation Rental (4861)

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Luxury Chatham Town Home.  Close to town & beaches!, holiday rental in Chatham

Luxury Chatham Town Home. Close to town & beaches!

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Ocean views, path to beach, short walk to lighthouse and town, holiday rental in Chatham

Ocean views, path to beach, short walk to lighthouse and town

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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