Vacation rentals in Chatham, MA

30 available vacation rental offers

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Best vacation rentals and Airbnb offers in Chatham, MA

By the Sea Guests Bed & Breakfast & Suites - Chatham, MA
9.2 ★ 188 reviews

By the Sea Guests Bed & Breakfast & Suites

Guest House, Chatham

By the Sea Guests Bed & Breakfast & Suites is a guest house in Chatham, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites is a guest house in Chatham, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, beachfront, beach front, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,837.

From$204/night
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Sea House - Chatham, MA
8 ★ 16 reviews

Sea House

Holiday Home, Chatham

Sea House is a holiday home in Chatham. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

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About Sea House

Sea House is a holiday home in Chatham. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: ac, air conditioning, heating, and fishing.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,695.

From$324/night
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Riviera Sunset - Chatham, MA
8 ★ 8 reviews

Riviera Sunset

Holiday Home, Chatham

Riviera Sunset is a holiday home in Chatham, with easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Riviera Sunset

Riviera Sunset is a holiday home in Chatham, with easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: beachfront, beach front, ac, air conditioning, and heating.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,438.

From$193/night
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Ocean Mandevilla - Chatham, MA
8 ★ 7 reviews

Ocean Mandevilla

Apartment, Chatham

Ocean Mandevilla is a apartment in Chatham, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Ocean Mandevilla

Ocean Mandevilla is a apartment in Chatham, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and gym.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,387.

From$181/night
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Family-friendly vacation rentals in Chatham, MA

Plan a trip with stays that give families more room to spread out.

Beach Bliss at The Sandpiper Cottage - Chatham, MA

Beach Bliss at The Sandpiper Cottage

Holiday Home, Chatham

Beach Bliss at The Sandpiper Cottage is a holiday home in Chatham, with pet-friendly space and easy beach access. This stay gives travelers a comfortable base for exploring the area,…

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About Beach Bliss at The Sandpiper Cottage

Beach Bliss at The Sandpiper Cottage is a holiday home in Chatham, with pet-friendly space and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, and gym.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,180.

From$359/night
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Charming Cape Cottage Steps from Bank St Beach - Chatham, MA

Charming Cape Cottage Steps from Bank St Beach

Holiday Home, Chatham

Charming Cape Cottage Steps from Bank St Beach is a holiday home in Chatham, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Charming Cape Cottage Steps from Bank St Beach

Charming Cape Cottage Steps from Bank St Beach is a holiday home in Chatham, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, gym, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $4,218.

From$475/night
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Your Cape Getaway – Beach Plum Cottage - Chatham, MA

Your Cape Getaway – Beach Plum Cottage

Holiday Home, Chatham

Your Cape Getaway – Beach Plum Cottage is a holiday home in Chatham, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the…

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About Your Cape Getaway – Beach Plum Cottage

Your Cape Getaway – Beach Plum Cottage is a holiday home in Chatham, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $5,334.

From$564/night
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Pet-friendly vacation rentals in Chatham, MA

Bring your pet along with stays that welcome four-legged travelers.

Beautiful Home Close to Ponds and Beach - Chatham, MA

Beautiful Home Close to Ponds and Beach

Holiday Home, Chatham

Beautiful Home Close to Ponds and Beach is a holiday home in Chatham, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the…

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About Beautiful Home Close to Ponds and Beach

Beautiful Home Close to Ponds and Beach is a holiday home in Chatham, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,697.

From$290/night
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Close to Bayside Game Room w Pool Table - Chatham, MA

Close to Bayside Game Room w Pool Table

Holiday Home, Chatham

Close to Bayside Game Room w Pool Table is a holiday home in Chatham, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring…

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About Close to Bayside Game Room w Pool Table

Close to Bayside Game Room w Pool Table is a holiday home in Chatham, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,642.

From$281/night
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Great Chatham Location Near Beach - Chatham, MA

Great Chatham Location Near Beach

Holiday Home, Chatham

Great Chatham Location Near Beach is a holiday home in Chatham, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Great Chatham Location Near Beach

Great Chatham Location Near Beach is a holiday home in Chatham, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, pet friendly, pets friendly, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $4,678.

From$533/night
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Full Sand Volleyball Court Walk to Pond - Chatham, MA

Full Sand Volleyball Court Walk to Pond

Holiday Home, Chatham

Full Sand Volleyball Court Walk to Pond is a holiday home in Chatham, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Full Sand Volleyball Court Walk to Pond

Full Sand Volleyball Court Walk to Pond is a holiday home in Chatham, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,849.

From$306/night
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Vacation rentals with parking in Chatham, MA

Find vacation rentals that make arriving by car easier.

Close to Barley Neck Landing - Chatham, MA

Close to Barley Neck Landing

Holiday Home, Chatham

Close to Barley Neck Landing is a holiday home in Chatham, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Close to Barley Neck Landing

Close to Barley Neck Landing is a holiday home in Chatham, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, parking, paid parking, ac, and air conditioning.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,243.

From$341/night
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Private Path to Nauset Beach - Chatham, MA

Private Path to Nauset Beach

Holiday Home, Chatham

Private Path to Nauset Beach is a holiday home in Chatham, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Private Path to Nauset Beach

Private Path to Nauset Beach is a holiday home in Chatham, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, parking, paid parking, ac, and air conditioning.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,603.

From$400/night
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Newly updated home sleeps 7, AC, free WIFI, half mile to town - Chatham, MA

Newly updated home sleeps 7, AC, free WIFI, half mile to town

Holiday Home, Chatham

Newly updated home sleeps 7, AC, free WIFI, half mile to town is a holiday home in Chatham, with parking and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Newly updated home sleeps 7, AC, free WIFI, half mile to town

Newly updated home sleeps 7, AC, free WIFI, half mile to town is a holiday home in Chatham, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, gym, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $4,975.

From$564/night
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The Parsonage - Chatham, MA

The Parsonage

B & B, Chatham

The Parsonage is a b & b in Chatham, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

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About The Parsonage

The Parsonage is a b & b in Chatham, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, paid parking, ac, and air conditioning.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,171.

From$396/night
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Other places to stay in Chatham, MA

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