Chatham, MA, USA Vacation Rentals

United States Massachusetts Orleans vacation rental compare prices direct by owner 164412

Spacious Game Room Close to Nauset Beach!

5.0 (67)

4 Bedrooms • 12 Guests

$920 avg/night

United States Massachusetts Orleans vacation rental compare prices direct by owner 9368895

Luxurious, Modern Walk to Water!

5.0 (66)

3 Bedrooms • 6 Guests

$671 avg/night

United States Massachusetts Eastham vacation rental compare prices direct by owner 25804796

Waterfront with Private Dock!

5.0 (37)

4 Bedrooms • 8 Guests

$823 avg/night

United States Massachusetts Eastham vacation rental compare prices direct by owner 12588688

Sunroom Expansive Patio Fenced Yard!

5.0 (58)

4 Bedrooms • 8 Guests

$751 avg/night

United States Massachusetts Eastham vacation rental compare prices direct by owner 27280411

Hot Tub, Game Room, Large Private Yard!

5.0 (59)

3 Bedrooms • 8 Guests

$700 avg/night

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United States Massachusetts Eastham vacation rental compare prices direct by owner 2534404

Dreamy Water Views w/ Central AC

4.9 (68)

3 Bedrooms • 6 Guests

$739 avg/night

United States Massachusetts Chatham vacation rental compare prices direct by owner 9335602

1 Mile from Downtown Chatham Walk to Pier

4.9 (81)

4 Bedrooms • 10 Guests

$617 avg/night

United States Massachusetts Chatham vacation rental compare prices direct by owner 11396652

Beautifully Renovated w/ Access to Beach!

4.9 (101)

6 Bedrooms • 14 Guests

$926 avg/night

United States Massachusetts Eastham vacation rental compare prices direct by owner 200202

Lovely Home Close to Bike Path and Beach!

4.9 (110)

3 Bedrooms • 9 Guests

$523 avg/night

United States Massachusetts Eastham vacation rental compare prices direct by owner 1370217

2-Min Walk to the Beach Dog Friendly!

4.9 (61)

3 Bedrooms • 4 Guests

$507 avg/night

United States Massachusetts Eastham vacation rental compare prices direct by owner 631217

Walk to Beach, Central AC!

4.9 (57)

4 Bedrooms • 8 Guests

$621 avg/night

United States Massachusetts Eastham vacation rental compare prices direct by owner 10173552

Heated Saltwater Pool Hot Tub!

4.9 (34)

4 Bedrooms • 8 Guests

$711 avg/night

United States Massachusetts Orleans vacation rental compare prices direct by owner 27300127

Fantastic Home by Eldridge Park!

4.9 (43)

3 Bedrooms • 6 Guests

$354 avg/night

United States Massachusetts Chatham vacation rental compare prices direct by owner 26550033

Gorgeous Home with Game Room Dog Welcome!

4.9 (56)

3 Bedrooms • 8 Guests

$619 avg/night

United States Massachusetts Chatham vacation rental compare prices direct by owner 1973978

On the Chatham Loop - 1 Min to the Beach!

4.9 (63)

5 Bedrooms • 8 Guests

$683 avg/night

United States Massachusetts Chatham vacation rental compare prices direct by owner 222987

Stellar Home with Hot Tub & Movie Room!

4.9 (125)

4 Bedrooms • 10 Guests

$793 avg/night

United States Massachusetts Chatham vacation rental compare prices direct by owner 209451

Game Room Walk to Nantucket Sound!

4.8 (100)

4 Bedrooms • 10 Guests

$521 avg/night

United States Massachusetts Orleans vacation rental compare prices direct by owner 32840209

Perfectly private location w/deeded beach access!

4.8 (31)

3 Bedrooms • 6 Guests

$558 avg/night

United States Massachusetts Harwich vacation rental compare prices direct by owner 24921312

Walk 0.3 Mile to Bank Street Beach!

4.8 (52)

3 Bedrooms • 6 Guests

$565 avg/night

United States Massachusetts Eastham vacation rental compare prices direct by owner 177929

Beautiful Spacious Family Retreat w/ Pool!

4.8 (44)

4 Bedrooms • 8 Guests

$634 avg/night

United States Massachusetts Chatham vacation rental compare prices direct by owner 2318317

5-Mins to Forest Beach Dog Friendly!

4.8 (64)

3 Bedrooms • 6 Guests

$629 avg/night

United States Massachusetts Dennis vacation rental compare prices direct by owner 33504959

Antique Dennis getaway with firepit & EV charger,

4.8 (33)

5 Bedrooms • 11 Guests

$625 avg/night

United States Massachusetts Eastham vacation rental compare prices direct by owner 10956865

4 Mins to Bayside Beaches!

4.8 (62)

5 Bedrooms • 10 Guests

$572 avg/night

United States Massachusetts Eastham vacation rental compare prices direct by owner 24968581

Close to Nauset Beach!

4.8 (52)

2 Bedrooms • 4 Guests

$588 avg/night

United States Massachusetts Eastham vacation rental compare prices direct by owner 258142

Stunning Bay Views by Beach Dog Friendly!

4.8 (96)

3 Bedrooms • 7 Guests

$653 avg/night

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