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Massachusetts
4
BR /
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From $3,500/wk
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Featured
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BA /
Sleeps
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From $2,500/wk
Featured
Massachusetts with Air Conditioning
(5,903)
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Bedrooms: Least to Most
Bedrooms: Most to Least
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Price: Low to High
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Special Offers First
Frederick William House 5 BEDROOM BEAUTY!! Directly on bikepath.
5 Bedrooms,
5
Bathrooms
,
1
Half Bath
, Sleeps 10
$465 - $650
per night
Frederick William House 5 BEDROOM BEAUTY!! Directly on bikepath.
Book it Now!
3 - 7 night Minimum Stay
5
BR,
5
BA,
1
HF BA,
Sleeps
10
Cape Cod
>
Falmouth Estate
#3508877
(11)
Compare
West End Waterfront Main Residence Elegant Luxury, Direct Beach Access
4 Bedrooms,
3
Bathrooms
, Sleeps 8
$600 - $857
per night
West End Waterfront Main Residence Elegant Luxury, Direct Beach Access
Book it Now!
3 - 7 night Minimum Stay
4
BR,
3
BA,
Sleeps
8
Cape Cod
>
Provincetown House
#935162
(5)
Compare
Book By May 15th and Save 20% on remaining weeks in June and July!
4 Bedrooms,
3
Bathrooms
,
2
Half Baths
, Sleeps 12
$3,493 - $6,293
per week
Book By May 15th and Save 20% on remaining weeks in June and July!
Book it Now!
7 night Minimum Stay
4
BR,
3
BA,
2
HF BA,
Sleeps
12
Edgartown Area
>
Katama House
#129955
Compare
Gorgeous, Renovated, Central AC, Wi-fi, 3 Flat Screen TVs, DVD Player, 2 bikes
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$1,500 - $2,800
per week
Gorgeous, Renovated, Central AC, Wi-fi, 3 Flat Screen TVs, DVD Player, 2 bikes
Book it Now!
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Martha's Vineyard
>
Oak Bluffs Cottage
#162359
(4)
Compare
Three-room luxury suite with authentic Moroccan furnishings
1 Bedrooms,
1
Bathroom
, Sleeps 2
$195 - $235
per night
Three-room luxury suite with authentic Moroccan furnishings
Book it Now!
2 night Minimum Stay
1
BR,
1
BA,
Sleeps
2
Greater Boston
>
Boston Apartment
#325229
(4)
Compare
OceanView Condo Just Steps from a Private Beach
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 8
$175 - $250
per night
OceanView Condo Just Steps from a Private Beach
Book it Now!
2 - 5 night Minimum Stay
3
BR,
2
BA,
1
HF BA,
Sleeps
8
Cape Cod
>
Hyannis - Hyannisport Condo
#3172932
(4)
Compare
Beach House-Steps to Nantucket Sound Beaches, Magnificent Water View!
5 Bedrooms,
3
Bathrooms
, Sleeps 10
$190 - $400
per night
Beach House-Steps to Nantucket Sound Beaches, Magnificent Water View!
3 - 7 night Minimum Stay
5
BR,
3
BA,
Sleeps
10
Cape Cod
>
Yarmouth House
#242239
(20)
Compare
Relax and recharge! Exquisite Cottage in Secluded Location, Near Beach
3 Bedrooms,
1
Bathroom
,
1
Half Bath
, Sleeps 6
$220 - $300
per night
Relax and recharge! Exquisite Cottage in Secluded Location, Near Beach
3 - 7 night Minimum Stay
3
BR,
1
BA,
1
HF BA,
Sleeps
6
Cape Cod
>
Hyannis - Hyannisport House
#122342
(86)
Compare
The Perfect Location to Explore Boston
1 Bedrooms,
1
Bathroom
, Sleeps 4
$175 - $200
per night
The Perfect Location to Explore Boston
1
BR,
1
BA,
Sleeps
4
Greater Boston
>
Boston Condo
#943684
(194)
Compare
Martha's Vineyard Vacation Rental and Event Site
4 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 14
$5,600 - $8,050
per week
Martha's Vineyard Vacation Rental and Event Site
Book it Now!
7 night Minimum Stay
4
BR,
3
BA,
1
HF BA,
Sleeps
14
Martha's Vineyard
>
Vineyard Haven Estate
#3498172
(3)
Compare
Gem of Yarmouth- 7 Minute Walk to Beautiful Nantucket Beaches
4 Bedrooms,
2
Bathrooms
, Sleeps 8
$180 - $350
per night
Gem of Yarmouth- 7 Minute Walk to Beautiful Nantucket Beaches
3 - 7 night Minimum Stay
4
BR,
2
BA,
Sleeps
8
Cape Cod
>
Yarmouth House
#155629
(41)
Compare
Vue de L'est - The East View
5 Bedrooms,
4
Bathrooms
,
1
Half Bath
, Sleeps 11
$700 - $850
per night
Vue de L'est - The East View
Book it Now!
3 - 7 night Minimum Stay
5
BR,
4
BA,
1
HF BA,
Sleeps
11
Berkshires
>
New Marlborough House
#3474098
1 Review
Compare
Cape Cod Vacation Home Awaits...
4 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 8
$1,800 - $4,400
per week
Cape Cod Vacation Home Awaits...
Book it Now!
7 night Minimum Stay
4
BR,
2
BA,
1
HF BA,
Sleeps
8
Cape Cod
>
Truro House
#3527139
2 Reviews
Compare
Charming Home 'Never Better'--BEST RATES AND VALUE ON ISLAND!
4 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 9
$400 - $500
per night
Charming Home 'Never Better'--BEST RATES AND VALUE ON ISLAND!
3 - 7 night Minimum Stay
4
BR,
2
BA,
1
HF BA,
Sleeps
9
Nantucket
>
Surfside Nantucket House
#152236
(26)
Compare
Relax and Play! Restful Lewis Bay Home, Walk to Beach and Attractions!
3 Bedrooms,
1
Bathroom
, Sleeps 6
$230 - $300
per night
Relax and Play! Restful Lewis Bay Home, Walk to Beach and Attractions!
3 - 7 night Minimum Stay
3
BR,
1
BA,
Sleeps
6
Cape Cod
>
Yarmouth House
#114861
(89)
Compare
Newly Renovated Home For Large Group Or Family - Just Listed!
6 Bedrooms,
3
Bathrooms
, Sleeps 14
$329
per night
Newly Renovated Home For Large Group Or Family - Just Listed!
Book it Now!
4 - 7 night Minimum Stay
6
BR,
3
BA,
Sleeps
14
Nantucket
>
Surfside Nantucket House
#3550391
Compare
A Charming Reprieve, Eco Minded & Vegetarian Friendly, Near Downtown Boston
1 Bedrooms,
1
Bathroom
, Sleeps 4
$260 - $280
per night
A Charming Reprieve, Eco Minded & Vegetarian Friendly, Near Downtown Boston
Book it Now!
3 night Minimum Stay
1
BR,
1
BA,
Sleeps
4
Greater Boston
>
Boston Apartment
#471715vb
Compare
Waterfront Home with Beautiful Ocean and River Views from Every Room!
4 Bedrooms,
5
Bathrooms
,
2
Half Baths
, Sleeps 12
$4,550 - $6,825
per week
Waterfront Home with Beautiful Ocean and River Views from Every Room!
7 night Minimum Stay
4
BR,
5
BA,
2
HF BA,
Sleeps
12
Cape Cod
>
Centerville House
#249265
(26)
Compare
Family Vacation in Great Harbors! Many Amenities-pool, tennis,and clubhouse!
5 Bedrooms,
2
Bathrooms
, Sleeps 10
$425
per night
Family Vacation in Great Harbors! Many Amenities-pool, tennis,and clubhouse!
3 - 7 night Minimum Stay
5
BR,
2
BA,
Sleeps
10
Cape Cod
>
Falmouth House
#131096
Compare
Ocean View Holiday Home. Walk to Beach. Central A/C. 4-5 bedrooms. Free Wi Fi
5 Bedrooms,
3
Bathrooms
, Sleeps 12
$1,195 - $3,995
per week
Ocean View Holiday Home. Walk to Beach. Central A/C. 4-5 bedrooms. Free Wi Fi
3 - 7 night Minimum Stay
5
BR,
3
BA,
Sleeps
12
Dennis
>
Dennisport House
#153596
Compare
So Close To The Beach You Can Taste The Salt! Walk to Shopping & the Beach!
4 Bedrooms,
2
Bathrooms
, Sleeps 8
$2,650 - $3,500
per week
So Close To The Beach You Can Taste The Salt! Walk to Shopping & the Beach!
1 - 7 night Minimum Stay
4
BR,
2
BA,
Sleeps
8
Cape Cod
>
Hyannis - Hyannisport House
#259133
(18)
Compare
Spectacular Ocean View on Prime Acre: Quintessentially Perfect!
4 Bedrooms,
3
Bathrooms
, Sleeps 8
$200
per night
Spectacular Ocean View on Prime Acre: Quintessentially Perfect!
3 - 7 night Minimum Stay
4
BR,
3
BA,
Sleeps
8
Cape Cod
>
Chatham House
#106009
(53)
Compare
Exciting Oceanfront 6-Level Home - Incredible Beach sleeps 10
5 Bedrooms,
3
Bathrooms
, Sleeps 10
$5,096
per week
Exciting Oceanfront 6-Level Home - Incredible Beach sleeps 10
7 night Minimum Stay
5
BR,
3
BA,
Sleeps
10
Cape Cod
>
Sagamore Beach House
#212624
(29)
Compare
Walk to Beaches & Town Near Quiet Lilly Pond, $10,000/Week
5 Bedrooms,
4
Bathrooms
,
1
Half Bath
, Sleeps 10
$10,500
per week
Walk to Beaches & Town Near Quiet Lilly Pond, $10,000/Week
7 night Minimum Stay
5
BR,
4
BA,
1
HF BA,
Sleeps
10
Nantucket
>
Nantucket Town House
#411916vb
Compare
Cape Cod Waterfront Home. Private Beach. Unobstructed Water Views. Central A/C.
4 Bedrooms,
2
Bathrooms
, Sleeps 10
$2,495 - $7,495
per week
Cape Cod Waterfront Home. Private Beach. Unobstructed Water Views. Central A/C.
7 night Minimum Stay
4
BR,
2
BA,
Sleeps
10
Dennis
>
Dennisport Cottage
#159727
(7)
Compare
Studio & 1 Bed July August PROMOTION *DOWNTOWN, Boston (2 and 3 Beds AVAIL)
2 Bedrooms,
1
Bathroom
, Sleeps 7
Studio & 1 Bed July August PROMOTION *DOWNTOWN, Boston (2 and 3 Beds AVAIL)
2
BR,
1
BA,
Sleeps
7
Greater Boston
>
Boston Apartment
#446377vb
(9)
Compare
Luxury Oceanfront Home on Private Beach in Sandwich, Massachusetts
5 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 16
$950
per night
Luxury Oceanfront Home on Private Beach in Sandwich, Massachusetts
3 - 7 night Minimum Stay
5
BR,
3
BA,
1
HF BA,
Sleeps
16
Cape Cod
>
Sandwich House
#225389
(5)
Compare
Salty Dog Summer Stay - family-friendly, bright, perfectly located
2 Bedrooms,
1
Bathroom
, Sleeps 7
$215 - $229
per night
Salty Dog Summer Stay - family-friendly, bright, perfectly located
2
BR,
1
BA,
Sleeps
7
Merrimack Valley & Essex County
>
Rockport Apartment
#922300
(6)
Compare
5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet
5 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 10
$300 - $350
per night
5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet
2 - 7 night Minimum Stay
5
BR,
2
BA,
1
HF BA,
Sleeps
10
Cape Cod
>
Chatham House
#337824
(20)
Compare
Clean, Cozy, and Close to the Beach
3 Bedrooms,
1
Bathroom
, Sleeps 7
$1,000 - $1,800
per week
Clean, Cozy, and Close to the Beach
2 - 7 night Minimum Stay
3
BR,
1
BA,
Sleeps
7
Dennis
>
Dennisport Cottage
#991889
1 Review
Compare
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Massachusetts
Berkshires (311)
Cape Cod (3,504)
Central Massachusetts (26)
Eastern Massachusetts (488)
Greater Boston (193)
Martha's Vineyard (966)
Nantucket (415)