Montgomery Cottages - Vacation Rentals in Chatham Lighthouse

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From US $315

         

10.0 (170 Reviews)

Cottage

Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views

• Air Conditioner
• Parking
• TV

• Chatham
• West Chatham

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From US $689

         

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House

Cape Springs Cottage

• Air Conditioner
• View
• Ocean View

• Chatham
• West Chatham

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From US $385

         

10.0 (28 Reviews)

Cottage

Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown.

• Air Conditioner
• Parking
• Pet Friendly

• Chatham
• West Chatham

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From US $496

         

10.0 (18 Reviews)

Cottage

Newly Refreshed Upscale Cottage/Pvt 2 KING BR Ensuite/1 Mile to Hardings Beach

• Air Conditioner
• Parking
• TV

• Chatham
• West Chatham

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From US $372

         

10.0 (6 Reviews)

Cottage

Close to Beach Renovated Dog Friendly Cape Cottage

• Air Conditioner
• Parking
• Pet Friendly

• Chatham
• West Chatham

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From US $616

         

9.8 (11 Reviews)

Cottage

Wonderful cottage located in the heart of downtown Chatham.steps to everything.

• Air Conditioner
• TV
• Balcony/Terrace

• Massachusetts
• Chatham

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From US $339

         

9.6 (30 Reviews)

Cottage

Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

• Air Conditioner
• Parking
• TV

• Massachusetts
• Chatham

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From US $255

         

9.6 (7 Reviews)

Cottage

Sweet clapboard cottage that is walk to the beach and downtown!

• Air Conditioner
• TV
• Balcony/Terrace

• Massachusetts
• Chatham

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From US $272

         

9.4 (92 Reviews)

Cottage

WALK TO RESTAURANTS, SHOPS & LIQUOR STORE! CLOSE TO DOWNTOWN CHATHAM!

• Parking
• TV
• View

• Chatham
• West Chatham

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From US $261

         

9.4 (3 Reviews)

Cottage

Colorful clapboard cottage perfect for 2!

• Air Conditioner
• TV
• Balcony/Terrace

• Massachusetts
• Chatham

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From US $294

         

8.6 (7 Reviews)

Cottage

Cute clapboard cottage on the hill off Stage Island Road!

• Air Conditioner
• TV
• Balcony/Terrace

• Massachusetts
• Chatham

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From US $515

         

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Cottage

Town Center -Walk To Beach, Stores and Restaurants -2026 Total Renovation-

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Chatham

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From US $293

         

9.6 (45 Reviews)

Cottage

Quaint Two Bedroom Lakeside Cottage #18 with Screened-in Porch in Chatham

• Air Conditioner
• Parking
• TV

• Chatham
• West Chatham

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From US $466

         

10.0 (10 Reviews)

Cottage

Large Yard, Quiet; 300 Yd on Sidewalk to Hardings Beach

• Air Conditioner
• Parking
• TV

• Chatham
• West Chatham

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From US $229

         

10.0 (197 Reviews)

Cottage

Convenient to all amenities and beaches in Chatham

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• North Chatham

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From US $386

         

10.0 (82 Reviews)

Cottage

Secluded Chatham Cottage Near Hardings Beach

• Air Conditioner
• Parking
• TV

• Chatham
• West Chatham

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From US $660

         

10.0 (30 Reviews)

Cottage

Ocean & Marina Views From This Charming Cottage! Walk To Beach & Town.

• Parking
• TV
• Balcony/Terrace

• Massachusetts
• Chatham

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From US $376

         

10.0 (26 Reviews)

Cottage

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

• Air Conditioner
• Parking
• TV

• Massachusetts
• Chatham

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From US $899

         

10.0 (11 Reviews)

Cottage

Charming , very private 4 bedroom, 3.5 Bath Cape. Walk to Town & Oyster Pond

• Air Conditioner
• Parking
• TV

• Massachusetts
• Chatham

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From US $518

         

10.0 (2 Reviews)

Cottage

Classic, airy Chatham cottage minutes from beach

• Air Conditioner
• Parking
• TV

• Chatham
• West Chatham

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From US $278

         

9.8 (64 Reviews)

Cottage

Chatham Cottage on the Big Pond One Mile to Ocean Beaches

• Air Conditioner
• Parking
• TV

• Chatham
• West Chatham

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From US $281

         

9.6 (31 Reviews)

Cottage

Cozy one bedroom on White pond (Must bring your own linens)

• Air Conditioner
• Parking
• TV

• Chatham
• West Chatham

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From US $412

         

9.4 (21 Reviews)

Cottage

Pondfront cottage on Stillwater Pond

• Air Conditioner
• Parking
• TV

• Massachusetts
• North Chatham

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From US $210

         

9.2 (61 Reviews)

Cottage

Delightful Cottage for Two

• Parking
• TV
• View

• Chatham
• West Chatham

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★ Pro Tip: Montgomerycottages makes it easy to compare the best listings on Montgomerycottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Montgomerycottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Chatham Lighthouse.