
Holiday rentals near Chatham Seaside Links
We found 4,513 holiday rentals — enter your dates for availability
Take a look at private holiday rentals within easy reach of Chatham Seaside Links that are perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you need and want for your stay, which might include air conditioning and a pool. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Chatham Seaside Links
Showing deals for:21 Nov - 28 Nov
Image gallery for Chatham 3 Bedroom/2 Bath Retreat

9.09.0 out of 10 rating
Wonderful
(46 reviews)
Chatham 3 Bedroom/2 Bath Retreat
Chatham, MA
15% off
Price is S$3,020
S$3,020
S$431 per night
includes taxes & fees
Image gallery for Families: Enjoy Harwich, Pool, Large Hot Tub & AC!

9.49.4 out of 10 rating
Exceptional
(10 reviews)
Families: Enjoy Harwich, Pool, Large Hot Tub & AC!
Harwich, MA
7% off
Price is S$11,595
S$11,595
S$1,656 per night
includes taxes & fees
Image gallery for Steps to private Beach, Golf Course, AC, tandem Kayak for Guests

9.69.6 out of 10 rating
Exceptional
(25 reviews)
Steps to private Beach, Golf Course, AC, tandem Kayak for Guests
South Yarmouth, MA
7% off
Price is S$1,691
S$1,691
S$242 per night
includes taxes & fees
Image gallery for Renovated, modern Chatham beach house with lots of cozy charm

9.89.8 out of 10 rating
Exceptional
(36 reviews)
Renovated, modern Chatham beach house with lots of cozy charm
South Chatham, MA
7% off
Price is S$4,025
S$4,025
S$575 per night
includes taxes & fees
Image gallery for Clean and Quiet cottage 1/2 mile to Cooks Brook and Sunken Meadow Beach

1010 out of 10 rating
Exceptional
(74 reviews)
Clean and Quiet cottage 1/2 mile to Cooks Brook and Sunken Meadow Beach
Eastham, MA
7% off
Price is S$1,764
S$1,764
S$252 per night
includes taxes & fees
Image gallery for Private Cape Rental 1 Mile from the Beach!

1010 out of 10 rating
Exceptional
(22 reviews)
Private Cape Rental 1 Mile from the Beach!
East Dennis, MA
7% off
Price is S$6,334
S$6,334
S$905 per night
includes taxes & fees
Image gallery for Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach

1010 out of 10 rating
Exceptional
(70 reviews)
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
Orleans, MA
15% off
Price is S$14,336
S$14,336
S$2,048 per night
includes taxes & fees
Image gallery for Modern Cape, Private Heated Salt Water Pool, Minutes to Beaches/Golf

1010 out of 10 rating
Exceptional
(27 reviews)
Modern Cape, Private Heated Salt Water Pool, Minutes to Beaches/Golf
Brewster, MA
7% off
Price is S$5,773
S$5,773
S$825 per night
includes taxes & fees
Image gallery for Cozy Cape Cottage

9.09.0 out of 10 rating
Wonderful
(19 reviews)
Cozy Cape Cottage
Brewster, MA
8% off
Price is S$2,409
S$2,409
S$344 per night
includes taxes & fees
Image gallery for Classic Bayside cottage, Near Northside Beaches, Private, Close to Sesuit harbor

9.69.6 out of 10 rating
Exceptional
(14 reviews)
Classic Bayside cottage, Near Northside Beaches, Private, Close to Sesuit harbor
East Dennis, MA
7% off
Price is S$2,537
S$2,537
S$362 per night
includes taxes & fees
Image gallery for Waterfront, Amazing Sunsets, Dock, Fishing and a Small Beach, 1 Bedroom Sleeps 3

9.09.0 out of 10 rating
Wonderful
(79 reviews)
Waterfront, Amazing Sunsets, Dock, Fishing and a Small Beach, 1 Bedroom Sleeps 3
West Dennis, MA
8% off
Price is S$2,516
S$2,516
S$359 per night
includes taxes & fees
Image gallery for Big House in Heart of Cape. Close to Everything!

1010 out of 10 rating
Exceptional
(111 reviews)
Big House in Heart of Cape. Close to Everything!
South Dennis, MA
8% off
Price is S$2,988
S$2,988
S$427 per night
includes taxes & fees
Image gallery for Cape Cod Pond Cottage

8.88.8 out of 10 rating
Excellent
(33 reviews)
Cape Cod Pond Cottage
Eastham, MA
8% off
Price is S$2,113
S$2,113
S$302 per night
includes taxes & fees
Image gallery for Spacious 3 bedroom ranch close to beaches mall and restaurants. Great Location.

9.49.4 out of 10 rating
Exceptional
(6 reviews)
Spacious 3 bedroom ranch close to beaches mall and restaurants. Great Location.
West Yarmouth, MA
7% off
Price is S$3,573
S$3,573
S$510 per night
includes taxes & fees
Image gallery for Come enjoy Orleans and Chatham

1010 out of 10 rating
Exceptional
(17 reviews)
Come enjoy Orleans and Chatham
Orleans, MA
8% off
Price is S$2,930
S$2,930
S$419 per night
includes taxes & fees
Image gallery for Amazing location! Quiet, picturesque neighborhood!

1010 out of 10 rating
Exceptional
(112 reviews)
Amazing location! Quiet, picturesque neighborhood!
Orleans, MA
7% off
Price is S$2,809
S$2,809
S$401 per night
includes taxes & fees
Image gallery for Chatham Beach Chic 5 Star 5 Min Walk to Beach-Newly Renovated Private Retreat AC

1010 out of 10 rating
Exceptional
(77 reviews)
Chatham Beach Chic 5 Star 5 Min Walk to Beach-Newly Renovated Private Retreat AC
South Chatham, MA
8% off
Price is S$5,313
S$5,313
S$759 per night
includes taxes & fees
Image gallery for Cute Cottage on Bass River in West Dennis

9.69.6 out of 10 rating
Exceptional
(50 reviews)
Cute Cottage on Bass River in West Dennis
West Dennis, MA
7% off
Price is S$2,259
S$2,259
S$323 per night
includes taxes & fees
Image gallery for Family Friendly Mid CapeHome•Close to all Beaches• Sleeps 6 •Steps to Kelly Bay

9.69.6 out of 10 rating
Exceptional
(68 reviews)
Family Friendly Mid CapeHome•Close to all Beaches• Sleeps 6 •Steps to Kelly Bay
South Dennis, MA
7% off
Price is S$2,903
S$2,903
S$415 per night
includes taxes & fees
Image gallery for Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!

1010 out of 10 rating
Exceptional
(22 reviews)
Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!
South Chatham, MA
15% off
Price is S$3,793
S$3,793
S$542 per night
includes taxes & fees
Image gallery for Waterfront, Amazing Sunsets, Dock, Fishing and Small Beach, 2 bedrooms sleeps 4

9.29.2 out of 10 rating
Wonderful
(70 reviews)
Waterfront, Amazing Sunsets, Dock, Fishing and Small Beach, 2 bedrooms sleeps 4
West Dennis, MA
7% off
Price is S$1,939
S$1,939
S$277 per night
includes taxes & fees
Image gallery for Chatham's Best Views-Harbor & Atlantic; On the Beach 4 Kayaks, 2 SUP's, 5 chairs

1010 out of 10 rating
Exceptional
(63 reviews)
Chatham's Best Views-Harbor & Atlantic; On the Beach 4 Kayaks, 2 SUP's, 5 chairs
North Chatham, MA
8% off
Price is S$9,928
S$9,928
S$1,418 per night
includes taxes & fees
Image gallery for New, dog-friendly 5-bed home. Steps to Keyes Beach, Main Street, and Harbor!

1010 out of 10 rating
Exceptional
(148 reviews)
New, dog-friendly 5-bed home. Steps to Keyes Beach, Main Street, and Harbor!
Hyannis, MA
7% off
Price is S$5,042
S$5,042
S$720 per night
includes taxes & fees
Image gallery for Authentic Cape Cod Vacation Home

9.49.4 out of 10 rating
Exceptional
(6 reviews)
Authentic Cape Cod Vacation Home
Eastham, MA
7% off
Price is S$2,339
S$2,339
S$334 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Chatham Seaside Links
4-bedroom Cape-Style Harwich Home with Fenced-in Yard, Near Beach, Shops & Park
Sleeps 8 · 4 bedrooms · 2+ bathrooms
Close to Beaches: Gem w/ Yard & Sunroom in Orleans
Sleeps 9 · 5 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Walk to Downtown Chatham, Steps to Beach!
Sleeps 8 · 4 bedrooms · 3 bathrooms
9.49.4 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Cape Cod Villa pond front vacation home, retreat, spa, venue, film location
Sleeps 8 · 5 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Convenient to all amenities and beaches in Chatham
Sleeps 2 · 1 bathroom
1010 out of 10
Exceptionalexceptional
187 reviews(187 reviews)
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Sleeps 3 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
177 reviews(177 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value