Luxury Cruises - Vacation Rentals in Chatham Seaside Links

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From $493

         

10.0 (113 Reviews)

House

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

• Air Conditioner
• Parking
• TV

• Massachusetts
• Chatham

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From $908

         

|

10.0 (5 Reviews)

House

1 Mile from Downtown Chatham Walk to Pier

• Air Conditioner
• Parking
• View

• Massachusetts
• Chatham

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From $1,484

         

|

10.0 (52 Reviews)

House

289 m² House ∙ 8 bedrooms ∙ 18 guests

• 3111 ft² House
• Air Conditioner
• Parking
• TV

• Massachusetts
• Chatham

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From $502

         

|

9.8 (203 Reviews)

Bed & Breakfast

Captain's House Inn

• Air Conditioner
• Parking
• TV

• Massachusetts
• Chatham

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From $287

         

9.6 (24 Reviews)

House

Lovely Home Minutes from Beach in Chatham!

• Air Conditioner
• Parking
• TV

• Chatham
• West Chatham

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From $713

         

|

10.0 (3 Reviews)

House

Central AC Close to Beach Dog Friendly!

• Air Conditioner
• Parking
• Pet Friendly

• Chatham
• West Chatham

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From $770

         

|

10.0 (28 Reviews)

House

246 m² House ∙ 4 bedrooms ∙ 9 guests

• 2651 ft² House
• Air Conditioner
• Parking
• Pet Friendly

• Chatham
• West Chatham

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From $377

         

|

9.6 (161 Reviews)

Bed & Breakfast

Old Harbor Inn

• Air Conditioner
• Parking
• TV

• Massachusetts
• Chatham

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From $853

         

10.0 (126 Reviews)

House

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

• Air Conditioner
• Parking
• TV

• Massachusetts
• Chatham

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From $739

         

|

10.0 (2 Reviews)

House

Stellar Home with Hot Tub & Movie Room

• Air Conditioner
• Parking
• Pet Friendly

• Chatham
• West Chatham

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From $377

         

|

10.0 (28 Reviews)

House

148 m² House ∙ 3 bedrooms ∙ 8 guests

• 1594 ft² House
• Air Conditioner
• Parking
• TV

• Chatham
• West Chatham

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From $229

         

8.0 (154 Reviews)

Bed & Breakfast

Surfside Inn Chatham

• Air Conditioner
• Parking
• TV

• Massachusetts
• Chatham

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From $417

         

9.8 (21 Reviews)

House

Harding's Beach/Oyster River Area/Walk to Water

• Air Conditioner
• Parking
• TV

• Chatham
• West Chatham

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From $499

         

|

10.0 (2 Reviews)

House

Dreamcatcher

• Air Conditioner
• Balcony/Terrace
• Security/Safety

• Massachusetts
• Chatham

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From $675

         

10.0 (102 Reviews)

House

Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!

• Air Conditioner
• Parking
• TV

• Massachusetts
• Chatham

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From $2,371

         

|

10.0 (1 Review)

House

Close2beach, Sauna, Pool, Petsok, Cantinabar

• Air Conditioner
• Parking
• Pet Friendly

• Chatham
• West Chatham

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From $308

         

10.0 (99 Reviews)

House

See the World Cup AND Enjoy a Chatham Vacation June 2026

• Air Conditioner
• Parking
• TV

• Chatham
• West Chatham

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From $1,961

         

|

10.0 (1 Review)

House

Steps to Oyster Pond Private Dock!

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Chatham

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From $587

         

9.6 (55 Reviews)

House

Chatham-Walk to Ridgevale Beach, Pets Considered, Central Air, Bike Trail

• Air Conditioner
• Parking
• Pet Friendly

• Chatham
• West Chatham

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From $1,211

         

|

10.0 (1 Review)

House

Pristine Multi-Family Home w Barn Game Room

• Air Conditioner
• Parking
• Pool

• Chatham
• West Chatham

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From $369

         

10.0 (18 Reviews)

Cottage

Waterfront Chatham Retreat w/WiFi & Privacy

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Chatham

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From $1,050

         

10.0 (1 Review)

House

32 Bearses By Way Chatham Cape Cod - - Chatterbox

• Parking
• Pet Friendly
• Security/Safety

• Massachusetts
• Chatham

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From $484

         

9.8 (46 Reviews)

House

Secluded Chatham Cape Cod House Stage Harbor Area

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Chatham

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From $500

         

9.6 (8 Reviews)

House

Walk to Beach, Pet Friendly, AC units, WiFi

• Air Conditioner
• Parking
• Pet Friendly

• Chatham
• West Chatham

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★ Pro Tip: Luxurycruises makes it easy to compare the best listings on Luxurycruises homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Luxurycruises 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 Seaside Links.