Massachusetts Vacations & Travel Guide, Massachusetts Tours & Vacation Packages

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Massachusetts Vacations
Massachusetts has a rich American heritage and is home to Boston, the famous, historical New England city where you can tour Fenway Park, a bustling downtown, a beautiful harbor and tons of great shopping, restaurants, and nightlife! For more cultural and historical experiences, visit Plymouth, Massachusetts, where the English pilgrims first settled. » Read More...
Massachusetts has a rich American heritage and is home to Boston, the famous, historical New England city where you can tour Fenway Park, a bustling downtown, a beautiful harbor and tons of great shopping, restaurants, and nightlife! For more cultural and historical experiences, visit Plymouth, Massachusetts, where the English pilgrims first settled.

Whether it is the stories of slaves fighting for freedom, or the first colonists rebelling from England, the streets of Massachusetts are filled with history on every corner. Take a walk on the Freedom Trail and tour the house of Paul Revere to experience Massachusetts history. For a more rural and relaxing experience visit western Massachusetts and the Berkshires bordering New York State for hiking, canoeing and romantic bed & breakfasts.

Visit Cape Cod and the Islands, especially in the summer, for a truly memorable vacation. Gorgeous beaches, plenty of vacation homes, tours, boating, and outdoor adventures await! Martha’s Vineyard and Nantucket are located off the coast of Massachusetts, boasting giant beach houses, gourmet restaurants, and fun antique shops and boutiques. Don’t forget to try some of the famed lobster and Boston baked beans while you’re there! Plan your trip to Massachusetts on RealAdventures today!

Kaitlyn Sestak

Massachusetts Vacations - Travel guide to Massachusetts accommodations and vacation packages. Visit Massachusetts for getaways and adventure travel. Plan your Massachusetts vacation today.

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Kayaking & Much More... At Waters Edge Beach House


Kayaking & Much More... At Waters Edge Beach House Plymouth, Massachusetts Vacation Rentals
Starting At
US $1,100
per Week


Bedrooms: 1  Sleeps: 2  Bathrooms: 1  
Plymouth, Massachusetts Vacation Rentals
KAYAK On beautiful 375 Acre Herring Pond AT WATERS EDGE Down a winding road, on a quiet cove, discover a great beach house. This storybook waterfront setting is a perfe...

Colonial House Inn & Restaurant


Colonial House Inn & Restaurant Yarmouth Port, Cape Cod, Massachusetts Bed & Breakfasts
Starting At
US $100
per Couple


Yarmouth Port, Cape Cod, Massachusetts Bed & Breakfasts
Year-round,full service country inn,restaurant&lounge, centerally located,with baths,free DSL,TV's,phones, A/C,Vcr,s canopy beds,antiques,heated indoor pool&jacuzzi, sun deck,gardins,Computer Rm. Rates $90-$160 incl room, bkfst & Dinner for 2 people

'By the Sea' Guests Bed & Breakfast & Suites


'By the Sea' Guests Bed & Breakfast & Suites Dennis Port, Massachusetts Bed & Breakfasts
Starting At
US $175
per Night


Dennis Port, Massachusetts Bed & Breakfasts
Oceanfront B&B with private beach an Breakfast served overlooking Nantucket Sound on 100' wraparound glass-screened porch. 12 comfortable, non-smoking, rooms with private baths. We offer you Sea, Sand, Comfort and Convenience to your heart's content

Northern Exposure Nantucket


Northern Exposure Nantucket Nantucket, Massachusetts Vacation Rentals
Starting At
US $2,000
per Week


Bedrooms: 4  Sleeps: 8  Bathrooms: 2  
Nantucket, Massachusetts Vacation Rentals
Northern Exposure was built in 1994 and is a very bright and well furnished "New England Upside-Down House" (with living areas upstairs, and bedrooms downstairs) just 0.9 mile from the Main Street. Na...

Northern Exposure Nantucket


Northern Exposure Nantucket Nantucket, Massachusetts Families
Starting At
US $2,000
per Week


Nantucket, Massachusetts Families
Northern Exposure was built in 1994 and is a very bright and well furnished "New England Upside-Down House" (with living areas upstairs, and bedrooms downstairs) just 0.9 mile from the Main Street. Nantucket.

Northern Exposure Nantucket


Northern Exposure Nantucket Nantucket, Massachusetts Sun & Fun
Starting At
US $2,000
per Week


Nantucket, Massachusetts Sun & Fun
Northern Exposure was built in 1994 and is a very bright and well furnished "New England Upside-Down House" (with living areas upstairs, and bedrooms downstairs) just 0.9 mile from the Main Street. Nantucket.

The Laurel, a 2BR and or 1BR Guest House


The Laurel, a 2BR and or 1BR Guest House Truro, Massachusetts Vacation Rentals
Starting At
US $975
per Week


Bedrooms: 2  Sleeps: 5  Bathrooms: 2  
Truro, Massachusetts Vacation Rentals
Our homes are on a secluded, two-acre lot overlooking Cape Cod National Seashore. The 2BR main house is described here The beautiful handcrafted 1 BR guest house is available separately....

Hawthorne Inn- Relaxed elegance


Hawthorne Inn- Relaxed elegance Concord, Massachusetts Bed & Breakfasts
Starting At
US $199
per Night


Concord, Massachusetts Bed & Breakfasts
Recognized by Forbes: “10 Best Inns of New England.” and "Top 14" by Frommers. Artwork filled B&B where Nature, Literature and History entwine. Seven vibrant Guestrooms & Multi-course Breakfast. Near Authors’ homes, National Park. Walden Pond.

A Beach House Oceanfront Bed & Breakfast


A Beach House Oceanfront Bed & Breakfast Plymouth, Massachusetts Bed & Breakfasts
Starting At
US $170
per Night


Plymouth, Massachusetts Bed & Breakfasts
Guests call The Beach House "A dream of a place... a little bit of paradise." Others claim it, we're Plymouth's only B&B at the ocean's edge. Casual elegance, an unforgettable view...sunrises, sailboats, seals and sand. You really can see forever!

Dock your boat here and fish all day


Dock your boat here and fish all day Sandwich, MA 02563, Massachusetts Vacation Rentals
Starting At
US $995
per Week


Bedrooms: 2  Sleeps: 6  Bathrooms: 1  
Sandwich, MA 02563, Massachusetts Vacation Rentals
Oakcrest Cove is located on Peter's Pond in Sandwich, Ma. Recently available for rental to general public. Resort cottages with tennis courts, basketball courts, boat ramp and playground All beachfr...

Experience New England Charm @ White Swan


Experience New England Charm @ White Swan Plymouth, Massachusetts Bed & Breakfasts
Starting At
US $135
per Night


Plymouth, Massachusetts Bed & Breakfasts
Historic Inn by the beach and central to Boston and Cape Cod. Modern amenities with yesteryear's comforts. Walk the beach enjoy the garden or visit museums. It's all within reach and your hosts will guide each personal preference.

Rafting and Kayaking in the Berkshires


Rafting and Kayaking in the Berkshires Charlemont, Massachusetts Rafting
Starting At
US $40
per Trip


Charlemont, Massachusetts Rafting
Half/Full day whitewater rafting and kayaking trips on dam controlled Deerfield River. Family owned and operated since 1983, New England's largest whitewater outfitter. Fun guide staff, delicious food, state-of-the-art equipment, riverside base camps

Cape Cod Campresort Cabins & Cottages


Cape Cod Campresort Cabins & Cottages East Falmouth, Massachusetts Campgrounds & RV Parks
Starting At
US $60
per Night


East Falmouth, Massachusetts Campgrounds & RV Parks
High end campresort with 200 large campsites most with water/sewer/electric service. Over 55 acres, private pond and beach area and boat rentals. Clubhouse, gameroom,four pools, Jacuzzi and store. 35 Rental Cabins & Cottages for non-campers.

Hyannis House


Hyannis House Hyannis , Massachusetts Vacation Rentals
Starting At
US $2,500
per Week


Bedrooms: 3  Sleeps: 6  Bathrooms: 2  
Hyannis , Massachusetts Vacation Rentals
Cape Cod - Hyannis. 3 bdr 2 bth house. Walk to 3 beaches, center, Kennedy Mem.& harbor. Drive to movies,golf, malls. w/d;d/w, cable & VCR, patio yrd with grill, beach chairs and linens. /no pets/no s...

Romantic Cape Cod B&B Captain Farris House


Romantic Cape Cod B&B Captain Farris House South Yarmouth, Massachusetts Bed & Breakfasts
Starting At
US $150
per Night


South Yarmouth, Massachusetts Bed & Breakfasts
A unique bed & breakfast inn voted "One of New England's Best" by Fodor's. All accommodations have large, private bathrooms, private phone, private entrances, fine bath amenities, and some have fireplaces and sundecks. Full breakfast always include

Capt. Bill & Sons Whale Watch


Capt. Bill & Sons Whale Watch Gloucester, Massachusetts Whale Watching
Starting At
US $45
per Person


Gloucester, Massachusetts Whale Watching
New England's premier whale watch. Guaranteed sightings, most experienced captains and naturalists with trips leaving daily. Group, senior and other discounts avalible.

Romantic getaway at Lenox country inn


Romantic getaway at Lenox country inn Lenox, Massachusetts Bed & Breakfasts
Starting At
US $150
per Night


Lenox, Massachusetts Bed & Breakfasts
More than a B&B, we are a 17room Inn with all the amenities! Located in Lenox Village yet set back on 5 lush acres with personalized service, spa treatments, pool and great food. Explore our 200 acre farm winery in Richmond for cross-country, hiking.

Nichols Guest Rooms


Nichols Guest Rooms Seekonk, Massachusetts Bed & Breakfasts
Starting At
US $89
per Night


Seekonk, Massachusetts Bed & Breakfasts
Experience life in the early 1800's but enjoy modern comforts! Feather mattresses, air dried sheets, hand sewn quilts. 5 fireplaces, two porches,wide pine floorboards, wavy glass windows, TV, VCR, phone, fridge. Full breakfast!

Relaxing Weekend Getaways


Relaxing Weekend Getaways Plymouth, Massachusetts Hotels & Resorts
Starting At
US $99
per Night


Plymouth, Massachusetts Hotels & Resorts
The Hampton Inn & Suites Plymouth MA will provide an oasis from the hustle & bustle of city life. Just a short drive South of Boston,relax in our mini-suites , enjoy our glass enclosed heated pool & whirlpool. Dine and shop at a variety of restaurant

The Rookwood Inn


The Rookwood Inn Lenox, Massachusetts Bed & Breakfasts
Starting At
US $195
per Night


Lenox, Massachusetts Bed & Breakfasts
Fairy-tale Victorian Inn. 20 rms w/antiques, pvt bths, luxurious amenities. WiFi & AC - 11 with fp. Great breakfasts. Family reunions, sm weddings & business retreats. Near it all! Experience romance & rejuvenation at the Rookwood Inn year round.

Inn at Lewis Bay - A Romantic B&B by the Sea


Inn at Lewis Bay - A Romantic B&B by the Sea Boston, Massachusetts Bed & Breakfasts
Starting At
US $79
per Night


Boston, Massachusetts Bed & Breakfasts
Romantic, Serence B&B by the Beach on Cape Cod. Only 200 steps to the beach, and close to Hyannis Harbor and the ferries to the Islands. Our mid cape location is close to everything! Gourmet breakfasts with free wifi, free parking, free ocean breezes

Friendly Crossways Retreat & Wedding Venue


Friendly Crossways Retreat & Wedding Venue Harvard, Massachusetts Youth Hostels
Starting At
US $25
per Night


Harvard, Massachusetts Youth Hostels
Stay at a century-old New England farmhouse in Central Massachusetts countryside, only 30 miles from Boston, that has been renovated to provide affordable, unique accommodations. Convenient for day trips throughout New England.

Discover your dreams


Discover your dreams Somerville, Massachusetts Sight-Seeing Tours
Contact For Rates & Specials!


Somerville, Massachusetts Sight-Seeing Tours
Discover your dream destinations today. Come Explore Hawaii, travel the South Pacific, take that once in a life time cruise to Alaksa.

Celeb Owned Hilltop Waterview Retreat


Celeb Owned Hilltop Waterview Retreat Chilmark, Massachusetts Vacation Rentals
Contact For Rates & Specials!


Bedrooms: 4  
Chilmark, Massachusetts Vacation Rentals
This unique, celeb owned, hilltop waterview, lofty retreat offers privacy, and hot tub. For a full listiing go to Home away dot com....

Harbor View House


Harbor View House Wellfleet, Massachusetts Vacation Rentals
Contact For Rates & Specials!


Bedrooms: 4  Sleeps: 8  Bathrooms: 2  
Wellfleet, Massachusetts Vacation Rentals
Four bedroom vacation home with spectacular waterviews and gorgeous sunsets. 200 ft from Cap Cod Bay on deeded path. Quiet, private area. Walk to village and beach. Beautifully appointed throughout....

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