Massachusetts

Massachesetts State map Western Getaways Central Getaways Eastern Getaways Cape Cod Getaways
Select a vacation destination on the Map or from the "All Cities" dropdown shown above.
You can narrow your search by entering specific travel dates, a price range or other search options.

1. Western

2. Central


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Charming Cottage, Walk to Beach, Harbor & Village

Barnstable
Make Plans for a Fall Get-Away! As seen on the pages of This Old House Magazine, The Cape Cod Times...
Cottage 2 / 1 / 4

$200 - $325
Per Night

$1400 - $2275
Per Week

Belmont Rd 159

West Harwich
Six bedroom home with inground swimming pool located just .7 miles from Belmont Road Beach. Sleeping...
Home 6 / 2.5 / 20

$3500 - $5500
Per Week

Summer St 17

Dennis Port
Beautiful new 5 bedroom, 4 bath home complete with a private pool, central air conditioning,and 2 wa...
Home 5 / 4 / 10

$2995 - $8495
Per Week

Exquisite Back Bay condo, one block from Kenmore Square!

Boston
The Bay State is an incredible hotel-style corporate condo in a prime Back Bay location! This is an ...
Condo 2 / 1.5 / 3

*
Online booking available

$1720 - $1720
Per Week

Serenity Cape Cod

Truro
Set on three acres in National Seashore, this vintage Cape home is perfect for quiet, relaxing vacat...
Home 5 / 2.5 / 6

Contact
Owner
Directly
For Rates

Benjamin Rd 7

South Dennis
Sparkling clean and newly remodeled ranch with central air conditioning and hardwood floors. Large,...
Home 3 / 1.5 / 6

$500 - $500
Per Week

Charming Central Boston apartment! Walk to subway! Free P...

Boston
Charming Central Boston apartment! Walk to subway! Free Parking! AMENITIES Minutes to the South End...
Condo 3 / 1 / 6

*
Online booking available

$75 - $208
Per Night

$535 - $1365
Per Week

Waterfront Cape Cod House Rental West Dennis!

West Dennis
1200 Sq Ft, 2 Bedroom waterfront Cape Cod summer rental home with sun porch and 2 decks. This summ...
Home 2 / 1 / 5

$1700 - $2000
Per Week

Cove View: Sweet cottage across from beautiful Folly Cove

Rockport
This utterly sweet vacation rental cottage overlooking Rockport's beautiful Folly Cove has all moder...
Cottage 3 / 1 / 5

*
Online booking available

$260 - $325
Per Night

$1300 - $1625
Per Week

Uncle Venies Rd 132

Harwich
Eight bedroom home located just .6 miles from Red River Beach. Sleeping 20, this home features centr...
Home 8 / 2.5 / 20

$4500 - $8000
Per Week

Granite Pier: Blends traditional craftsmanship with moder...

Rockport
Granite Pier: Blends traditional craftsmanship with modern amenities. Granite Pier is a traditional...
Home 3 / 1.5 / 8

*
Online booking available

$540 - $625
Per Night

$2700 - $3125
Per Week

Old Wharf Rd 141

Dennis Port
OCEANFRONT!!! Major renovations for 2017 season. Breathtaking views of Nantucket Sound on a private...
Home 3 / 2 / 8

$2275 - $5495
Per Week

Granite Courtyard: Charming cottage in Rockport with priv...

Rockport
Granite Courtyard: Charming cottage in Rockport with private deck and views From it's private deck,...
Cottage 1 / 1 / 4

*
Online booking available

$220 - $400
Per Night

$1100 - $1450
Per Week

Rockport Village House: 3 floors of bright and sunny livi...

Rockport
Rockport Village House: 3 floors of bright and sunny living space Rockport Village House is an imma...
Home 3 / 2.5 / 8

*
Online booking available

$400 - $467
Per Night

$2000 - $2800
Per Week

Long Beach Place: Just steps from the white sand & surf.

Gloucester
Just 10 yards from the white sands and lively surf of Long Beach, this vacation rental condo sleeps ...
Condo 3 / 2.5 / 8

*
Online booking available

$583 - $608
Per Night

$2700 - $3650
Per Week

Forever Views: You'll never want to leave your lounge chair!

Rockport
New in 2017! Breathtakingly spectacular views from the living room and deck will keep you riveted to...
Home 4 / 3.5 / 10

*
Online booking available

$1150 - $1167
Per Night

$6500 - $7000
Per Week

Views on High: Enjoy ocean & village views from your priv...

Rockport
Views on High: Enjoy ocean & village views from your private roof deck. New in 2017! Views. All tha...
Condo 3 / 1 / 5

*
Online booking available

$275 - $283
Per Night

$1500 - $1700
Per Week

Furnished 2.5Br / 1 Ba Apartment in Boston!

West Roxbury
Our Alameda 2 property in Boston features a vintage 1920?s floor plan and tall ceilings. The unit of...
Condo 2 / 1 / 7

*
Online booking available

$70 - $240
Per Night

$500 - $1280
Per Week

Clamshell Landing: Bring your game to its squash & tennis...

Essex
Clamshell Landing: Bring your game to its squash & tennis courts! Available for rentals year round,...
Home 6 / 5.5 / 14

*
Online booking available

$1300 - $1750
Per Night

$6500 - $8800
Per Week

Strawberry Cove House: Multi-level waterfront home

Gloucester
Your family will love this extraordinary waterfront vacation rental home with spectacular views. Set...
Home 4 / 3 / 10

*
Online booking available

$860 - $1260
Per Night

$4300 - $6300
Per Week

Happy Days Cottage: Charming Folly Cove house with waterf...

Rockport
Happy Days Cottage: Charming Folly Cove house with waterfront deck This sweet and comfortable vacat...
Cottage 4 / 1.5 / 7

*
Online booking available

$300 - $380
Per Night

$1500 - $2100
Per Week

Coastline Cheer and Beach Access in Provincetown

Provincetown
Teeming with coastline cheer, this bright 3-bedroom, 2.5 bath condo is the quintessential Cape Cod v...
Condo 3 / 2.5 / 6

*
Online booking available

$195 - $819
Per Night

$1421 - $5703
Per Week

Spacious 4Br w/ Sunroom & Backyard BBQ, Walk to Beach & H...

Harwich Port
Spacious 4Br w/ Sunroom & Backyard BBQ, Walk to Beach & Harwich Port Harwich Port is a wonderful, f...
Home 4 / 2.5 / 8

*
Online booking available

$214 - $772
Per Night

$1628 - $5377
Per Week

Updated 3Br Waterfront on Saltwater Town Cove w/ Private ...

Eastham
Updated 3Br Waterfront on Saltwater Town Cove w/ Private Dock, Sunrise Views A blissful Cape Cod va...
Home 3 / 1 / 6

*
Online booking available

$343 - $802
Per Night

$2564 - $5623
Per Week

Spacious 4Br, 4.5Ba South Chatham Home w/3-Season Room, N...

South Chatham
Spacious 4Br, 4.5Ba South Chatham Home w/3-Season Room, Near Forest Beach Bring the whole family to...
Home 4 / 4.5 / 10

*
Online booking available

$206 - $741
Per Night

$1562 - $5188
Per Week

Massachusetts Getaway Information

From a bustling metropolis, to the numerous universities, to a coastal region described best as a "year-round playground," it's easy to see why a Massachusetts vacation home rental is a great choice for your next vacation getaway. In Boston, put on your walking shoes and hop on the "T" trolley. Cross over the Charles River and now you're in Cambridge, home to Harvard and MIT, as well as a fascinating mix of ethnic cultures and academics. On Cape Cod, towns like Hyannis boast authentic seafood restaurants, warm beaches, and historical sites like the John F. Kennedy Museum. Cape Cod has over 27,000 acres of seashore, with stunning sights like desert-like sand dunes. Go north and you'll find the lively artists' colony of Provincetown. Go south to find Nantucket and Martha's Vineyard, islands with rich history and a laundry list of celebrity alums. Whale-watching, lighthouses, museums and traditional ports are just a few of the reasons why to book a Massachusetts beach vacation home rental.

In the fall, travel through the state enjoying the fall foliage or do a little fresh water fishing in the more than 500 lakes, ponds, rivers and streams stocked with fish. Relax in a cabin at Lake Webster and take in the beauty of New England. In the winter, head west for a little cross country skiing. If you prefer downhill skiing or snowboarding there's plenty of it in Massachusetts too. No matter the time of year, there's a Massachusetts vacation home rental ideal for your vacation getaway. Look through our listings and book your next vacation today.

Massachusetts, also known as the Bay State, is filled with the history and heritage of our country. Find Massachusetts Moving Companies if you’d like to make this historic state your home.

Beaches


Skiing


Lakes