HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled Family icon

Make a holiday rental houses or villa in Massachusetts your home away from home

Right in the heart of New England, Massachusetts is a wonderfully endearing state, attracting visitors throughout the year, but especially during the hot summer months. Everything you could wish for from a holiday can be found in abundance from a Massachusetts property, from glorious landscapes rich in nature to a coastline lined with stunning beaches, lively cities and excellent sporting facilities.

Things to do in Massachusetts

The mountain resorts of the Berkshire Mountains are hugely attractive, with tourists flocking to ski in Massachusetts during the winter and to walk, ride and mountain bike during the summer. Skiing in Massachusetts is hugely popular, especially in the Berkshire Mountains, where cold winters can usually be guaranteed. Conditions for skiing in Massachusetts are best in February, and although many of the ski resorts are quite small, there is a great range of pistes allowing everyone from advanced skiers to complete beginners to have a wonderful holiday skiing in Massachusetts.

Coastal Massachusetts is attracts many visitors each year, boasting some of New England’s best beaches. There are a huge range of magnificent saltwater fishing spots in Massachusetts, from the Gloucester in the north to Plymouth in the south. It is hard to pick the best beaches in Massachusetts, such is the variety and range of beaches available, but, with 40 miles of beaches, scenic walks and wild nature, Cape Cod has to appear high on the list of the best beaches in Massachusetts. Ipswich Beach, Horseneck Beach and Nantucket Beach would also need a mention on the list of best beaches in Massachusetts too though. Those with a love of nature must take one of the many whale watching trips available from the coastal resorts. A breeching whale is certainly one of the most impressive and awe-inspiring sights in Massachusetts, and one that you will never forget.

The stunning landscapes of Massachusetts are awash with national parks, protecting the rich nature and beautiful sights of Massachusetts for generations to come. There are many miles of walking and hiking routes to take through the countryside, and if you travel to explore the coastal parks, you can find some of the best canoeing, sailing and saltwater fishing spots in Massachusetts. The famous Freedom Trail is the most celebrated walking and hiking route you can tackle from a Massachusetts holiday rental, taking in a range of historic sights in Massachusetts including the Feneuil Marketplace, Paul Revere House and Boston Common.

Golf also thrives in Massachusetts. Golf is one of the most popular sports in Massachusetts, and the excellent courses reflect this. Whether you are a seasoned professional or an absolute beginner, you will easily be able to find a challenging and enjoyable course to play, as well as all the help you can hope for.

When taking a self catering Massachusetts property, it is always a great idea to investigate the events calendar, as there is almost something of interest to investigate in the state. The Theatre Festival in June, Pittsfield Ethnic Fair in August and the Berkshire Summer Arts Festival in July are the most popular events to enjoy from Massachusetts accommodation, but there are many to choose from.

Places to visit on holiday in Massachusetts

Eastern Massachusetts is the jewel in the crown. It is here that the most important cities and sights in Massachusetts are located, including Boston and Cambridge, as well as the parks of the famous Freedom Trail, Fenway Park and the Boston Common.

Martha’s Vineyard offers a little of everything that makes Massachusetts such a popular destination. The beaches are sensational, covered in fine, golden sand, with excellent sailing credentials and some of the best saltwater fishing spots in Massachusetts.

Weather in Massachusetts

The weather in Massachusetts varies greatly from season to season. If you are hoping to ski in Massachusetts, February is the best month as temperatures drop to an average of -6°C, and conditions are sublime. The summer months are hot, with average temperatures reaching around 26°C. This is the time when most visitors travel to Massachusetts accommodation for their holidays, and when the vast majority of events, festivals and fairs are held. The best beaches in Massachusetts can become crowded during this time, but there are plenty to choose from!

Airports in Massachusetts

Although there are many airports in Massachusetts, those travelling from the UK will only be interested in one, Boston International Airport (BOS). Virgin Atlantic, British Airways and Aer Lingus all provide direct flights from the UK to Boston.

Cancel Clear Filters Apply Filters
More Filters

Price Per Night

£ £



Payment Options

Property Type

Popular Searches


Location Type

Local Area

Property Details

Clear Filters
Use filters to narrow your search results!
Viewed 80 times in the last 48 hours
  • 1 BR House Boat
  • 1 BA
Wonderful! 4.9/5
(69 reviews)
Premier Partner
Viewed 41 times in the last 48 hours
  • 2 BR House Boat
  • 1 BA
  • 550 sq. ft.
Excellent! 4.5/5
(12 reviews)
Viewed 5 times in the last 48 hours
  • 1 BR House Boat
  • 1 BA
  • 765 sq. ft.
  • 3 BR House Boat
  • 2 BA
  • Separate Toilet
  • 1200 sq. ft.
Excellent! 4.7/5
(3 reviews)

Massachusetts Holiday Homes & Cottages (4)