Massachusetts Vacation Rentals

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• Vacation Spots
  • Berkshires rentals (8)
  • Cape Cod rentals (15)
  • Eastern Massachusetts rentals (6)
  • Martha's Vineyard rentals (1)

• Bedrooms
  • 1 bedroom (2)
  • 3 bedrooms (16)
  • 4+ bedrooms (12)

• Sleeps
  • Sleeps 5-8 (16)
  • Sleeps 9-12 (13)
  • Sleeps 13 or more (1)

• Bathrooms
  • 1 bathroom (6)
  • 2 bathrooms (16)
  • 3 bathrooms (4)
  • 4+ bathrooms (2)

• Accessibility
  • long term renters welcome (17)
  • non smoking only (25)
  • pet friendly (8)
  • wheelchair accessible (2)

• Location Type
  • beach rentals (6)
  • mountain rentals (4)
  • near the ocean rentals (13)
  • waterfront rentals (2)

• Travel Style
  • luxury rentals (4)

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Show 15 30 60 rentals per page

Large Waterfront House- Spectacular SW Facing

1. Eastern Massachusetts,
2. SE Massachusetts / Buzzard's Bay,
3. South Dartmouth Rentals

— Property 100582

5 Bedrooms, Sleeps 10

• House
• 3 Bathrooms
• near the ocean, river
• washing machine

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Beautiful Year 'Round Cape Cod Home Just a Short Walk to the Beach

1. Cape Cod,
2. Dennis,
3. Dennisport Rentals

— Property 189153

3 Bedrooms, Sleeps 6

• House
• 1 Bathroom
• near the ocean, river
• air-conditioning

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Rates per property (USD)

$175 - $225/night

$900 - $1,500/week

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Water front Vintage Home with 'The Views'

1. Eastern Massachusetts,
2. North Shore Massachusetts,
3. Gloucester - Annisquam Rentals

— Property 177725

6 Bedrooms, Sleeps 12

• House
• 2 Bathrooms, 1 Half Bath
• near the ocean, river
• washing machine

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A Berkshire Jewel with Mountain Vista!

1. Massachusetts,
2. Berkshires,
3. Sheffield Rentals

— Property 184888

4 Bedrooms, Sleeps 8

• House
• 2 Bathrooms
• river, rural
• air-conditioning

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Rates per property (USD)

$200 - $250/night

$1,000 - $1,500/week

$3,500 - $4,500/month

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Charmingly decorated year round home, near water and shopping -

1. Massachusetts,
2. Cape Cod,
3. Yarmouth Rentals

— Property 135813

3 Bedrooms, Sleeps 6

• House
• 2 Bathrooms
• beach, river
• air-conditioning

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Newly Renovated Chatham 3 Bedroom/2 Bath Retreat

1. Massachusetts,
2. Cape Cod,
3. Chatham Rentals

— Property 150401

3 Bedrooms, Sleeps 6

• House
• 2 Bathrooms
• resort, river
• accept credit card

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Rates per property (USD)

$1,200/week

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Tides End

1. Massachusetts,
2. Cape Cod,
3. Harwich - Harwichport Rentals

— Property 214999

3 Bedrooms, Sleeps 10

• House
• 1 Bathroom, 1 Half Bath
• beach, river
• washing machine

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Rates per property (USD)

$2,450/week

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Amazing American Classic, Heated Pool, 2 living rooms, Flat Screen, Internet

1. Cape Cod,
2. Dennis,
3. West Dennis Rentals

— Property 134821

5 Bedrooms, Sleeps 10

• House
• 2 Bathrooms
• river, town
• swimming pool

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Rates per property (USD)

$3,490 - $4,290/week

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Charming and Quiet Riverside Chatham Neighborhood

1. Massachusetts,
2. Cape Cod,
3. Chatham Rentals

— Property 185381

3 Bedrooms, Sleeps 6

• House
• 2 Bathrooms
• near the ocean, river
• washing machine

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Rates per property (USD)

$120/night

$800 - $1,400/week

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Beautiful Home Near Beaches & Recreational Areas

1. Cape Cod,
2. Dennis,
3. Dennis Village Rentals

— Property 121628

3 Bedrooms, Sleeps 8

• House
• 2 Bathrooms
• near the ocean, river
• air-conditioning

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Spacious, Charming Cape on Pamet River

1. Massachusetts,
2. Cape Cod,
3. Truro Rentals

— Property 113503

4 Bedrooms, Sleeps 9

• House
• 2 Bathrooms
• near the ocean, river
• washing machine

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Wheeler's Point! Annisquam Waterfront Getaway with Tidal Dock!

1. Eastern Massachusetts,
2. North Shore Massachusetts,
3. Gloucester - Annisquam Rentals

— Property 192566

3 Bedrooms, Sleeps 8

• House
• 2 Bathrooms
• river, waterfront
• air-conditioning

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Rates per property (USD)

$1,200/week

$4,800/month

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Fly fishing, Waterfalls, & Swim Eddies: Enchanting Mill River Schoolhouse!

1. Massachusetts,
2. Berkshires,
3. New Marlborough Rentals

— Property 173765

5 Bedrooms, Sleeps 10

• House
• 3 Bathrooms
• river, village
• accept credit card

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Rates per property (USD)

$2,200 - $2,500/week

$3,000 - $9,000/month

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Adorable charming guesthouse near boat dock, 1/2 mile from Craigville Beach

1. Massachusetts,
2. Cape Cod,
3. Centerville Rentals

— Property 193063

1 Bedroom, Sleeps 5

• House
• 1 Bathroom
• near the ocean, river
• fishing

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Rates per property (USD)

$800/week

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Beautifully decorated home with deeded access to Meetinghouse Pond

1. Massachusetts,
2. Cape Cod,
3. Orleans Rentals

— Property 187007

3 Bedrooms, Sleeps 10

• House
• 3 Bathrooms, 1 Half Bath
• near the ocean, river
• air-conditioning

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Rates per property (USD)

$2,500 - $3,500/week

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Breathtaking Ocean Views, completely renovated

1. Cape Cod,
2. Dennis,
3. West Dennis Rentals

— Property 133782

3 Bedrooms, Sleeps 11

• House
• 2 Bathrooms
• beach, river
• washing machine

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Rates per property (USD)

$3,500/week

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Spectacular Waterfront Home on the Merrimack River, Ocean Access

1. Eastern Massachusetts,
2. North Shore Massachusetts,
3. Groveland Rentals

— Property 183060

3 Bedrooms, Sleeps 6

• House
• 2 Bathrooms
• river, waterfront
• internet access

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Rates per property (USD)

$2,500/week

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Historical Home Waterfront Property with Dock

1. Eastern Massachusetts,
2. SE Massachusetts / Buzzard's Bay,
3. Westport Rentals

— Property 109481

4 Bedrooms, Sleeps 8

• House
• 2 Bathrooms
• near the ocean, river
• air-conditioning

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Luxurious Secluded Hilltop Carriage House

1. Massachusetts,
2. Berkshires,
3. Great Barrington Rentals

— Property 100299

3 Bedrooms, Sleeps 10

• House
• 2 Bathrooms
• mountain, river
• air-conditioning

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Rates per property (USD)

$2,500/week

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Lovely ultra-private New Seabury vacation home with your own pool

1. Massachusetts,
2. Cape Cod,
3. Mashpee Rentals

— Property 153753

3 Bedrooms, Sleeps 8

• House
• near the ocean, river
• swimming pool

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Rates per property (USD)

$2,900/week

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WoodsWhole

1. Massachusetts,
2. Berkshires,
3. Stockbridge Rentals

— Property 216511

3 Bedrooms, Sleeps 6

• House
• 2 Bathrooms, 1 Half Bath
• beach, river
• swimming pool

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Lovely, Executive Home with Numerous Amenities

1. Massachusetts,
2. Berkshires,
3. Williamstown Rentals

— Property 159974

5 Bedrooms, Sleeps 10

• House
• 4 Bathrooms
• river, village
• air-conditioning

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Lagoon Cottage

1. Massachusetts,
2. Martha's Vineyard,
3. Oak Bluffs Rentals

— Property 204159

4 Bedrooms, Sleeps 10

• House
• 2 Bathrooms
• beach, river
• washing machine

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Ocean Perch - Discover the allure of Humarock Beach!

1. Eastern Massachusetts,
2. South Shore Massachusetts,
3. Scituate Rentals

— Property 125701

3 Bedrooms, Sleeps 5

• House
• 1 Bathroom
• beach, river
• washing machine

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Lovely, spacious home 50 yards to private beach

1. Cape Cod,
2. Dennis,
3. West Dennis Rentals

— Property 150638

5 Bedrooms, Sleeps 14

• House
• 4 Bathrooms
• near the ocean, river
• washing machine

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Rates per property (USD)

$4,500/week

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Truro Waterview and Privacy Too!

1. Massachusetts,
2. Cape Cod,
3. Truro Rentals

— Property 177032

3 Bedrooms, Sleeps 6

• House
• 3 Bathrooms
• near the ocean, river
• tennis

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Hillside Hideaway with Trout Streams, near all Berkshire attractions

1. Massachusetts,
2. Berkshires,
3. Becket Rentals

— Property 103847

3 Bedrooms, Sleeps 6

• House
• 1 Bathroom
• mountain, river
• washing machine

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Rates per property (USD)

$175 - $200/night

$950/week

$3,600/month

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Mill Brook House by the Bissell Bridge

1. Massachusetts,
2. Berkshires,
3. Charlemont Rentals

— Property 144555

1 Bedroom, Sleeps 6

• House
• 1 Bathroom
• mountain, river
• pets considered

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Rates per property (USD)

$100 - $125/night

$700/week

$1,500/month

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Beautiful Lenox Home with a Brook

1. Massachusetts,
2. Berkshires,
3. Lenox Rentals

— Property 137760

4 Bedrooms, Sleeps 10

• House
• 1 Half Bath
• mountain, river
• air-conditioning

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Rates per property (USD)

$300 - $350/night

$1,300 - $1,600/week

$4,000 - $5,000/month

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Great Family Vacation Home - Walk to Kelly's Bay!

1. Cape Cod,
2. Dennis,
3. Dennis Village Rentals

— Property 150997

4 Bedrooms, Sleeps 12

• House
• 2 Bathrooms
• near the ocean, river
• washing machine

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Show 15 30 60 rentals per page

 

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