From the charming seaside towns and beaches of Cape Cod, to the ski resorts of the Berkshire Mountains, to the sophistication of Boston, a Massachusetts vacation offers something for everyone. Begin searching for your Massachusetts vacation rental now to enjoy the delights of this charming New England state.

Massachusetts summer rentals are especially popular in the state’s scenic areas. Reserve a Cape Cod vacation rental and explore the charming towns that make up this popular seaside resort. From a Provincetown cottage at the tip of the Cape, to a Chatham cottage near its famous lighthouse or a beach rental in Nantucket, you can experience each town like a local in your own vacation home.

For a more secluded stay, consider a house rental in Martha's Vineyard and enjoy riding the ferry to and from the Cape. Or enjoy a weekend getaway in the mountains: vacation cabins in the Berkshires are great places to enjoy the natural scenery, ski resorts and quaint towns of Western Massachusetts.

Massachusetts house rentals provide a solid home base for family vacations to historical landmarks, including Plymouth where you can relive the colonial era. Or travel to Boston where you’ll find museums, shopping, sports, and culture – just follow the red Freedom Trail to Boston’s famous sites. Book your Massachusetts vacation home today!

If you're in the market, check Massachusetts investment properties for sale on Loopnet.

Massachusetts Rentals: Summer Vacation Rentals in Massachusetts

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SPECIAL OFFER! Peak season weeks still available. (June 5 - September 18)
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Relax Near Wellfleet Harbor in a charming 3 bedroom Home

— Property 162934
Special Offer
Massachusetts house rental - House
3 Bedrooms, Sleeps 6,
House, 1 Bathroom, 1 Half Bath, beach, village, internet access
Rates - per property (USD)
$1,400/week
SPECIAL OFFER! Book early and save $100!! (April 10 - November 27)
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Luxury Beachfront Town home with Private Beach

— Property 133819
Special Offer
Massachusetts townhome rental - Southwest view from Balcony
2 Bedrooms, Sleeps 8,
Townhome, 2 Bathrooms, beach, waterfront, jacuzzi
Calendar Updated Feb 4 2010

Property Review

Pristine condo with a fantastic view overlooking Cape Cod bay and Provincetown. Everything inside this condo was immaculate and well maintained. The location is just outside of Provincetown which...
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Massachusetts house rental - Northwest view from the deck
3 Bedrooms, Sleeps 6,
House, 2 Bathrooms, beach, waterfront, balcony
Rates - per property (USD)
$1,850 - $2,950/week
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Cape Charm -- East Orleans Condo Near Nauset Beach

— Property 130916
Massachusetts condo rental - Nauset Beach
2 Bedrooms, Sleeps 4,
Condo, 1 Bathroom, beach, near the ocean, satellite or cable
Rates - per property (USD)
$1,100 - $1,300/week
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Year Round Home in a Quiet Neighborhood

— Property 184773
Massachusetts house rental - Green Grass with underground sprinklers
3 Bedrooms, Sleeps 7,
House, 1 Bathroom, 1 Half Bath, near the ocean, garden
Rates - per property (USD)
$700 - $1,300/week
$1,000 - $2,000/month
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Massachusetts house rental - The Cape Cottage
4 Bedrooms, Sleeps 11,
House, 1 Bathroom, 1 Half Bath, beach, village, pets considered
Rates - per property (USD)
$750 - $2,100/week
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New Seabury Private Pool Villa

— Property 241969
Massachusetts villa rental
3 Bedrooms, Sleeps 8,
Villa, 2 Bathrooms, near the ocean, resort, pets considered
Rates - per property (USD)
$125 - $175/night
$1,500 - $2,850/week
$7,000/month
Calendar Updated Feb 4 2010

Property Review

We arrived at 2:30 Saturday and found the house empty, cleaned and ready to go. Gorgeous house, so completely furnished and stocked. you only need Food and clothes, everything else you could...
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Massachusetts house rental - The Perfect Vacation Desitination
3 Bedrooms, Sleeps 10,
House, 2 Bathrooms, 1 Half Bath, beach, town, air-conditioning
Rates - per property (USD)
$2,500 - $3,200/week
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Charming, Modern 3 BR Home near Good Harbor Beach (Gloucester)

— Property 177143
Massachusetts house rental - Front of House
3 Bedrooms, Sleeps 8,
House, 1 Bathroom, 1 Half Bath, beach, near the ocean, balcony
Rates - per property (USD)
$225 - $1,800/night
$1,000 - $1,800/week
$2,000 - $6,000/month
Calendar Updated Feb 4 2010

Property Review

We visited this vacation home in mid April, 2008. All of us were very comfortable from the time we first opened the door. It was clean and cozy. Having a family room and a livingroom was great...
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Massachusetts house rental - Beautiful home on a very quiet street
3 Bedrooms, Sleeps 6,
House, 2 Bathrooms, beach, resort, garden
Rates - per property (USD)
$225 - $300/night
$1,600 - $2,200/week
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Massachusetts house rental - Main house with gardens
4 Bedrooms, Sleeps 14,
House, 3 Bathrooms, 1 Half Bath, near the ocean, village, pool
Rates - per property (USD)
$3,000 - $8,000/week
Calendar Updated Feb 4 2010

Property Review

Wow ! This place is everything you could want in a Cape Cod Beach House. Perfectly situated between beautiful Nauset Beach and the Bay ( that the kids loved). Freshly back from the beach, we had a...
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Massachusetts condo rental - South Beach
2 Bedrooms, Sleeps 6,
Condo, 1 Bathroom, 1 Half Bath, beach, waterfront, air-conditioning
Rates - per property (USD)
$800 - $1,800/week
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On The Beach in Chatham Unit 6

— Property 242439
Massachusetts condo rental - South Beach
3 Bedrooms, Sleeps 6,
Condo, beach, downtown, air-conditioning
Rates - per property (USD)
$800 - $1,800/week
Calendar Updated Feb 4 2010

Property Review

We have just returned from a weeks stay. The condo was as pictured, very clean and the kitchen was well stocked with dishes and cooking utensils. It was close to town for shopping. The only...
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Waterfront Cottage With Private Beach!

— Property 120195
Massachusetts cottage rental - Waterside of cottage
1 Bedroom, Sleeps 2,
Cottage, 1 Bathroom, beach, waterfront, terrace
Rates - per property (USD)
$200 - $225/night
$1,300 - $1,675/week
Calendar Updated Feb 4 2010

Property Review

A small, perfect place. The location of the cottage is ideal, the beach access and views could not be better, and the interior design of the house is remarkable for both beauty and utility. The...
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Time Your Day by the Tides and Sunsets

— Property 121809
Massachusetts house rental - Provincetown West End Near Beach
3 Bedrooms, Sleeps 6,
House, 2 Bathrooms, 1 Half Bath, beach, near the ocean, garden
Rates - per property (USD)
$2,900/week
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Spacious home with private beach rights on Nantucket Sound

— Property 184089
Massachusetts house rental - Private beach rights
4 Bedrooms, Sleeps 10,
House, 4 Bathrooms, beach, near the ocean, garden
Rates - per property (USD)
$2,300 - $3,300/week
Calendar Updated Feb 4 2010

Property Review

This was a perfect location for our vacation with our extended family. The home was extremely comfortable even with nine adults and three infants and in a lovely location. We had a short walk to...
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Massachusetts house rental - Bud's Place
2 Bedrooms, Sleeps 6,
House, 1 Bathroom, beach, near the ocean, internet access
Rates - per property (USD)
$60 - $80/night
$350 - $900/week
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Massachusetts cabin rental - THINK SNOW! Just 15 mins to Berkshire East!
2 Bedrooms, Sleeps 6,
Cabin, 1 Bathroom, mountain, river, garden
Rates - per property (USD)
$125 - $175/night
$900 - $1,000/week
$3,400 - $3,800/month
Accepts Online Payments
Calendar Updated Feb 4 2010

Property Review

My girlfriend and I (along with our dog) spent a weekend in Savoy in October 2009. I proposed to her at nearby Tannery Falls and surprised her with the house rental. Nate really goes above and...
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Massachusetts house rental - Grassy and shady rental, an easy 4-minute walk to Old Silver Beach
4 Bedrooms, Sleeps 8,
House, 2 Bathrooms, beach, near the ocean, garden
Rates - per property (USD)
$2,000 - $3,000/week
Calendar Updated Feb 4 2010

Property Review

This vacation house feels more like a home than a summer vacation house. Many vacation homes that one rents are accommodated with furniture and amenities that feel "temporary." This home is the...
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Charming, Spacious & Private --

— Property 105719
Massachusetts house rental
3 Bedrooms, Sleeps 6,
House, 2 Bathrooms, beach, near the ocean, pool
Rates - per property (USD)
$850 - $2,050/week
Calendar Updated Feb 4 2010

Property Review

My friends and I stayed at this home for a weekend in late Septemeber. We were visiting Martha's Vineyard for my son's wedding and our stay at this home only added to a perfect weekend! The home...
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Steps to Beach-Families & Children Love It ! 'Spacious Antique Cape'

— Property 133406
Massachusetts house rental - Antique Cape - Steps to Beach (2 minute walk)
3 Bedrooms, Sleeps 9,
House, 1 Bathroom, 1 Half Bath, beach, near the ocean, garden
Rates - per property (USD)
$1,400 - $2,600/week
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Luxury Accomodations in a Beautifully Restored Antique - Great Location!

— Property 213907
Massachusetts house rental - Unassuming from the street, but step inside.....
4 Bedrooms, Sleeps 8,
House, 4 Bathrooms, near the ocean, town, garden
Rates - per property (USD)
$395 - $795/night
$1,900 - $8,750/week
$3,900 - $7,900/month
Calendar Updated Feb 4 2010

Property Review

I stayed with my boyfriend in the off-season in October. We had terrible weather for seeing the island, but this house was so wonderful that we didnt want to leave anyway! The location is great -...
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Immaculate, Charming and Private in 'Sconset/Tom Nevers Area

— Property 131208
Massachusetts house rental - Beautiful gardens and deck w/ large outdoor shower
4 Bedrooms, Sleeps 8,
House, 2 Bathrooms, beach, near the ocean, garden
Rates - per property (USD)
$295 - $350/night
$1,750 - $4,400/week
$2,400 - $3,600/month
Calendar Updated Feb 4 2010

Property Review

Our family of five loved this house! It is truly charming inside, very nicely furnished, great kitchen, really comfortable beds. The deck and yard are huge, and the outdoor furniture top-notch....
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Romantic, cozy 1 bd w/parking and gas stove fireplace

— Property 212312
Massachusetts condo rental - Living room 1
1 Bedroom, Sleeps 2,
Condo, 1 Bathroom, beach, downtown, pets considered
Rates - per property (USD)
$650 - $1,150/week
Calendar Updated Feb 4 2010

Property Review

I stayed in this condo for 3 weeks and was it was exactly what I hoped for. The condo is well decorated with simple New England charm like tongue and groove pine planks on most of the walls and...
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Hyannisport village, walk to water

— Property 189843
Massachusetts house rental - Front
6 Bedrooms, Sleeps 16,
House, 3 Bathrooms, 1 Half Bath, beach, village, garden
Rates - per property (USD)
$3,750/week
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Stunning West End Ocean View Home with 2 Fireplaces and Heated Pool

— Property 109184
Massachusetts house rental - Rear of Home, Pool and entertainment Decks
4 Bedrooms, Sleeps 8,
House, 3 Bathrooms, beach, village, pool
Rates - per property (USD)
$400 - $700/night
$2,800 - $5,750/week
Calendar Updated Feb 4 2010

Property Review

Thanks for a wonderful week in Ptown! Your home is incredible, stylish and spacious! Everything was just as described and we felt rigth at home. The location was wonderfully convenient yet...
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Beautiful and Relaxing on Cape Cod

— Property 190800
Massachusetts house rental - Vacation Studio with Side Yard
Studio, Sleeps 4,
House, 1 Bathroom, lake, near the ocean, garden
Rates - per property (USD)
$675/week
Calendar Updated Feb 4 2010

Property Review

A great location from which to take advantage of all that the Cape has to offer, from cycling to hiking to laying on the beach. Minutes to highway 6, giving you access to the Outer Cape area, and...
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Massachusetts cottage rental
2 Bedrooms, Sleeps 4,
Cottage, 1 Bathroom, beach, downtown, pool
Rates - per property (USD)
$900/week
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Spectacular Waterfront Home with views of Cape Cod Bay

— Property 229485
Massachusetts house rental - 2 Indian Trail
5 Bedrooms, Sleeps 10,
House, 4 Bathrooms, beach, waterfront, jacuzzi
Rates - per property (USD)
$3,500 - $4,500/week
Calendar Updated Feb 4 2010

Property Review

Wonderful home. Water views from everyroom is spectacular. Tastefully decorated with plenty of books and games. The walk to the beach is close but the pathway is somewhat steep for the...
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Peaceful, Private, Sunny Contemporary

— Property 110033
Massachusetts house rental - contemporary & clean
3 Bedrooms, Sleeps 6,
House, 1 Bathroom, 1 Half Bath, beach, garden
Rates - per property (USD)
$750 - $1,900/week
Calendar Updated Feb 4 2010

Property Review

We really loved our week at this house! We have rented every fall in Wellfleet for the past 7 years and this was one of our favorite rentals so far. The owners were very helpful in answering...