Vacation Rentals in Massachusetts
Explore 7,617 vacation rental properties across 268 destinations in Massachusetts.
268 destinations
7,617 verified listings
Updated March 2026
All destinations in Massachusetts
268 cities Boston
1,034 properties Explore →
Nantucket
637 properties Explore →
Provincetown
428 properties Explore →
Falmouth
348 properties Explore →
Wellfleet
288 properties Explore →
Cambridge
276 properties Explore →
Brewster
271 properties Explore →
Chatham
258 properties Explore →
Plymouth
247 properties Explore →
Gloucester
203 properties Explore →
Yarmouth
164 properties Explore →
Sandwich
163 properties Explore →
Rockport
158 properties Explore →
Barnstable
155 properties Explore →
Eastham
143 properties Explore →
Dennis
139 properties Explore →
Dennis Port
129 properties Explore →
North Truro
126 properties Explore →
Hyannis
121 properties Explore →
South Yarmouth
115 properties Explore →
Mashpee
113 properties Explore →
Hancock
109 properties Explore →
Truro
107 properties Explore →
East Sandwich
88 properties Explore →
Oak Bluffs
73 properties Explore →
Salem
70 properties Explore →
East Falmouth
63 properties Explore →
Wareham
61 properties Explore →
Harwich
60 properties Explore →
Marblehead
58 properties Explore →
Brookline
57 properties Explore →
Somerville
57 properties Explore →
Orleans
55 properties Explore →
Bourne
48 properties Explore →
West Yarmouth
33 properties Explore →
South Chatham
29 properties Explore →
Newbury
28 properties Explore →
Dennisport
27 properties Explore →
Ipswich
27 properties Explore →
N TRURO
27 properties Explore →
Chilmark
26 properties Explore →
Revere
24 properties Explore →
Beverly
24 properties Explore →
Stockbridge
24 properties Explore →
Great Barrington
23 properties Explore →
Lee
22 properties Explore →
Marshfield
20 properties Explore →
Tisbury
19 properties Explore →
Lenox
19 properties Explore →
Harwich Port
18 properties Explore →
Edgartown
17 properties Explore →
Manchester-by-the-Sea
17 properties Explore →
West Tisbury
16 properties Explore →
Aquinnah
16 properties Explore →
Vineyard Haven
15 properties Explore →
Williamstown
15 properties Explore →
Swampscott
14 properties Explore →
Everett
14 properties Explore →
Centerville
14 properties Explore →
Danvers
13 properties Explore →
Onset
13 properties Explore →
Nahant
12 properties Explore →
Malden
12 properties Explore →
Quincy
12 properties Explore →
Hillsdale
12 properties Explore →
Lanesborough
11 properties Explore →
Pittsfield
11 properties Explore →
Pocasset
11 properties Explore →
Marion
10 properties Explore →
Newburyport
10 properties Explore →
Saugus
10 properties Explore →
Hull
10 properties Explore →
Northampton
10 properties Explore →
Lynn
9 properties Explore →
Becket
9 properties Explore →
Essex
9 properties Explore →
Sagamore Beach
9 properties Explore →
North Falmouth
9 properties Explore →
Cotuit
8 properties Explore →
Mattapoisett
8 properties Explore →
Buzzards Bay
8 properties Explore →
East Boston
8 properties Explore →
Medford
7 properties Explore →
Monterey
7 properties Explore →
Hyannisport
7 properties Explore →
South Dennis
7 properties Explore →
West Dennis
7 properties Explore →
Sheffield
7 properties Explore →
West Harwich
7 properties Explore →
Melrose
6 properties Explore →
New Marlborough
6 properties Explore →
Watertown
6 properties Explore →
Arlington
6 properties Explore →
Hyannis Port
6 properties Explore →
Siasconset
6 properties Explore →
South Wellfleet
6 properties Explore →
North Chatham
6 properties Explore →
Winthrop
6 properties Explore →
Brighton
6 properties Explore →
Otis
6 properties Explore →
Springfield
6 properties Explore →
Waltham
5 properties Explore →
Chelsea
5 properties Explore →
Teaticket
5 properties Explore →
Osterville
5 properties Explore →
West Stockbridge
5 properties Explore →
Stephentown
5 properties Explore →
Copake
5 properties Explore →
Craryville
5 properties Explore →
Fairhaven
4 properties Explore →
Belmont
4 properties Explore →
Sandwich/East Sandwich
4 properties Explore →
Milton
4 properties Explore →
West Barnstable
4 properties Explore →
Marstons Mills
4 properties Explore →
New Lebanon
4 properties Explore →
Yarmouth Port
4 properties Explore →
North Eastham
4 properties Explore →
Newton
4 properties Explore →
Williamsburg
4 properties Explore →
Easthampton
4 properties Explore →
Amherst
3 properties Explore →
Kingston
3 properties Explore →
Scituate
3 properties Explore →
Wakefield
3 properties Explore →
Woburn
3 properties Explore →
Manchester
3 properties Explore →
West Falmouth
3 properties Explore →
Woods Hole
3 properties Explore →
Bass River
3 properties Explore →
Richmond
3 properties Explore →
Adams
3 properties Explore →
Canaan
3 properties Explore →
East Nassau
3 properties Explore →
North Adams
3 properties Explore →
Austerlitz
3 properties Explore →
New Seabury
3 properties Explore →
East Orleans
3 properties Explore →
Dedham
3 properties Explore →
Newton Auburndale
3 properties Explore →
Brockton
3 properties Explore →
Stoughton
2 properties Explore →
Tyringham
2 properties Explore →
Peabody
2 properties Explore →
Egremont
2 properties Explore →
Westhampton
2 properties Explore →
E. Sandwich
2 properties Explore →
Quidnet, Nantucket
2 properties Explore →
Stoneham
2 properties Explore →
Reading
2 properties Explore →
Forestdale
2 properties Explore →
Falmouth Heights
2 properties Explore →
west Yarmouth, Cape Cod
2 properties Explore →
Allston
2 properties Explore →
East Chatham
2 properties Explore →
Copake Falls
2 properties Explore →
Housatonic
2 properties Explore →
South Lee
2 properties Explore →
Ancram
2 properties Explore →
West Hyannisport
2 properties Explore →
West Roxbury
2 properties Explore →
Weymouth
2 properties Explore →
Hyde Park
2 properties Explore →
Monument Beach
2 properties Explore →
Millers Falls
2 properties Explore →
Belchertown
2 properties Explore →
Chicopee
2 properties Explore →
Bedford
2 properties Explore →
Wilmington
2 properties Explore →
Duxbury
2 properties Explore →
Cataumet
2 properties Explore →
Lakeville
2 properties Explore →
Pocasset, Bourne
2 properties Explore →
Tewksbury
2 properties Explore →
Andover
2 properties Explore →
East Wareham
2 properties Explore →
Dartmouth
2 properties Explore →
Lexington
2 properties Explore →
Cummington
1 property Explore →
Tolland
1 property Explore →
Hinsdale
1 property Explore →
Southwick
1 property Explore →
Barre
1 property Explore →
Worcester
1 property Explore →
Westport
1 property Explore →
Sagamore
1 property Explore →
Littleton
1 property Explore →
Swansea
1 property Explore →
Westminster
1 property Explore →
Centervilel
1 property Explore →
Easthampton Ma
1 property Explore →
South Boston
1 property Explore →
Hyannis/Barnstable
1 property Explore →
Hyannis, Cape Cod
1 property Explore →
Nantucket Town
1 property Explore →
Madaket
1 property Explore →
Wenham
1 property Explore →
Winchester
1 property Explore →
West Chatham
1 property Explore →
East Falmouth ( Cape Cod )
1 property Explore →
Falmouth, East Falmouth
1 property Explore →
E. Falmouth
1 property Explore →
Hatchville
1 property Explore →
Provinceown
1 property Explore →
Goucester
1 property Explore →
Annisquam,Gloucester
1 property Explore →
White Horse Beach
1 property Explore →
Bass River, South Yarmouth
1 property Explore →
Manomet
1 property Explore →
Charlerstown
1 property Explore →
East Dennis
1 property Explore →
chestnut hill
1 property Explore →
Mid-Cambridge
1 property Explore →
Charlestown
1 property Explore →
Jiminy Peak, Hancock
1 property Explore →
Jamaica Plain
1 property Explore →
Lanesboro
1 property Explore →
Dorchester
1 property Explore →
Ancramdale
1 property Explore →
New Ashford
1 property Explore →
Hudson
1 property Explore →
Mill River
1 property Explore →
Copake Lake
1 property Explore →
Claverack
1 property Explore →
Taghkanic
1 property Explore →
Sandisfield
1 property Explore →
East Otis,
1 property Explore →
Mount Washington
1 property Explore →
Lebanon Springs
1 property Explore →
Braintree
1 property Explore →
Sagamore Beach, Bourne
1 property Explore →
Gill
1 property Explore →
Turners Falls
1 property Explore →
South Deerfield
1 property Explore →
Greenfield
1 property Explore →
Chesterfield
1 property Explore →
Palmer
1 property Explore →
Buckland
1 property Explore →
Deerfield
1 property Explore →
Hardwick
1 property Explore →
Hadley
1 property Explore →
Granby
1 property Explore →
Conway
1 property Explore →
Monson
1 property Explore →
Wellesley
1 property Explore →
Hingham
1 property Explore →
Westwood
1 property Explore →
Weston
1 property Explore →
Plympton
1 property Explore →
Scituate (Humarock)
1 property Explore →
Menemsha
1 property Explore →
Carlisle
1 property Explore →
Buzzard Bay
1 property Explore →
East Wareham, Buzzards Bay
1 property Explore →
West Wareham
1 property Explore →
cape cod
1 property Explore →
Buzzards Bay - Bourne
1 property Explore →
Harwichport
1 property Explore →
Marston Mills
1 property Explore →
Madaket, Nantucket
1 property Explore →
Tom Nevers, Nantucket
1 property Explore →
Truro MA
1 property Explore →
Provincetown MA 02657
1 property Explore →
Tisbury (Vineyard Haven)
1 property Explore →
Oak Bluufs
1 property Explore →
Mashpee (New Seabury)
1 property Explore →
Framingham
1 property Explore →
Randolph
1 property Explore →