This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation
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Westport Vacation Rentals Show this location only Back to top
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Beautiful River Front Home
3BR+/3BA
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Sleeps 6-8
– Westport #272651
$1750 - $2800 per week 7-30 night min stay
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Westport Harbor-Stunning Ocean/Pond Views in Pastoral Setting
4BR/3.5BA
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Sleeps 9
– Westport #404355
From $2200- 3800/wk
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Charming Westport Hideaway Minutes from Westport River & Beach
4BR/2BA
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Sleeps 8
– Westport #6186
$1300- $1500/wk
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Nantucket-Style Guest Cottage Near the Ocean
1BR+/1BA
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Sleeps 1-3
– Westport #56828
$165 - $200 per night 2-7 night min stay
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Custom-Built, Ocean-View, Luxurious Home in Westport, Ma.
2BR+/2.5BA
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Sleeps 4-7
– Westport #409509
$2500.00/wk
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Affordable Beach Vacation Spot, Family Friendly, Super Views
1BR+/1BA
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Sleeps 4-6
– Westport #354139
$125 - $150 per night 2 night min stay
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Westport Mass. Hideaway on Horseneck Beach, Buzzard's Bay
2BR/1BA
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Sleeps 6
– Westport #23660
$1300 - $2,000/wk - $500- $600/wknd
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Westport Ma - Beautiful Waterfront Cottage Walk to Vineyard
1BR+/1BA
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Sleeps 2
– Westport #405959
$ 950/wk
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Westport Harbor Ocean-Pond View-5bd- Beautifully Redone.
5BR+/6BA
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Sleeps 11-12
– Westport #412241
$4000/Wk plus cleaning
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Charming Victorian Farmhouse -- Excellent!
4BR+/2BA
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Sleeps 8
– Westport #188709
2,075/wk
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Family Reunions - Riverfront House - Magical Views - 5-Minutes to Ocean - Dock
8BR/4.5+BA
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Sleeps 21
– Westport #476194
$6500 per week 7 night min stay
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Charming Rustic Cottage on 85+ Acre Farm
3BR/1.5BA
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Sleeps 6
– Westport #474936
$1235 - $2000 per week 7 night min stay
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Charming Farmhouse Near the Ocean
2BR+/1BA
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Sleeps 4-6
– Westport #337774
$48 - $185 per night 6-28 night min stay
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Westport Harbor - Steps to the Beach, Comfortable Family Cape
3BR+/1.25BA
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Sleeps 8
– Westport #403375
$1200- $2400
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Charming Westport Farmhouse Near Beaches
4BR+/2BA
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Sleeps 12
– Westport #348451
$1,500- $1,750/week
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Waterfront Cottage in Historic Westport Point
2BR/1BA
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Sleeps 4
– Westport #340809
$1,800- $2,200/wk
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Westport Harbor Summer Rental with Great Ocean Views
2BR/1BA
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Sleeps 4
– Westport #353159
$1855 per week 7 night min stay
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Westport Point, Ma - Summer Vacation Rental No Cape Cod Traffic
2BR+/1BA
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Sleeps 4-5
– Westport #367919
$1,200/wk $ 2,200/2 wks
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Beautiful River Front Home
3BR+/3BA
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Sleeps 6-8
– Westport #272651
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Westport Point Vacation Rentals Show this location only Back to top
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Westport Point, Massachusetts
3BR/1BA
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Sleeps 6
– Westport Point #199202
$1300/wk - $4000/mo
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Tranquil Historic Home on the Point
5BR/2.5BA
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Sleeps 8
– Westport Point #133991
$2000- $2500/wk
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Waterfront Cottage with Breathtaking Views
5BR/2BA
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Sleeps 5-10
– Westport Point #101827ha
$1200 per week 7 night min stay
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Come to Our Beautiful, Soft Sand Beach-- Horseneck Beach
3BR+/1.5BA
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Sleeps 5-7
– Westport Point #35345
$2000-$2400/wk - $1500-$1800/mo
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Go Back in Time to Relax or Hold a Family Reunion!
10BR/2BA
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Sleeps 18
– Westport Point #447800
$344 per night 6 night min stay
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Calm, Beauty and Comfort in Westport Point's Historic District
3BR/2BA
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Sleeps 6
– Westport Point #130099
From $2000/wk
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Idyllic Waterfront House
3BR+/2BA
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Sleeps 8
– Westport Point #180638
$ 2800/wk
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Beautiful, Farm-Near-the-Sea Summer House, Family Friendly
3BR/1BA
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Sleeps 6-8
– Westport Point #451270
$1500 per week 7 night min stay
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Peaceful Hideaway Near Woods and Beach
3BR/1BA
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Sleeps 5
– Westport Point #473603
$1000 per week 7 night min stay
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June Discount for This Sunny, Spacious Beach House,
3BR+/2BA
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Sleeps 5-7
– Westport Point #355192
$1,250- $1,350/wk
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Gorgeous Carriage House on Westport Point
6BR+/3BA
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Sleeps 12-14
– Westport Point #414067
3200/wk
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Beautiful Private Island Featuring Beaches, and Forest Activities 5BR/2BA – Sleeps 12 – Westport Point #232934ha
Special offer Month long rental Great Island
Jun 6, 2013 to Sep 7, 2013
$67 per night -
Cottage in Westport Point Historic District
2BR/1BA
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Sleeps 4
– Westport Point #311696
$700/wknd - $1200/wk - $1000-$4000/mo
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Beautiful 'Saltbox Cape Cod' with Water Views on 3 Levels
3BR/2BA
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Sleeps 7
– Westport Point #137162ha
$525 - $1750 per week 7 night min stay
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Lovely House, Stunning Views, Yards from the Water.
2BR/1.5BA
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Sleeps 4
– Westport Point #184351ha
$325 - $1600 per week 7-28 night min stay
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Beautiful Mansion Ocean Condo Overlooking Westport Harbour!!
4BR+/4.5BA
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Sleeps 3-14
– Westport Point #140229ha
$3500 per week 7 night min stay
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Westport Riverfront House, Renovated 2007, Overlooking River and Farm
3BR/3BA
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Sleeps 6
– Westport Point #155451ha
$1999 - $2500 per week 7 night min stay
- Waterfront - Sunsets East Branch of Westport River 3BR/1BA – Sleeps 6 – Westport Point #142358ha
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Atlantic Ocean - Westport Harbor / Acoaxet Great Views/Private Beaches
3BR/2BA
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Sleeps 6
– Westport Point #299700ha
$3010 per week 7 night min stay
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Brayton Point Retreat with Amazing Ocean Views.
4BR/1BA
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Sleeps 7
– Westport Point #229421ha
$350 - $365 per night
- River View and River Access!!! 4BR/2BA – Sleeps 8 – Westport Point #122270ha
- Westport-Peaceful, Quiet, Country Hide-Away Near Lovely Ocean Beach 4BR/2BA – Sleeps 7 – Westport Point #165109ha
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Panoramic View of Westport River
4BR/2BA
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Sleeps 10
– Westport Point #384743ha
$60 per night
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Private Howland Beach
4BR/1BA
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Sleeps 8
– Westport Point #986937ha
$2200 - $2506 per week 7 night min stay
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Waterfront Summer Cottage on Westport River
2BR/1BA
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Sleeps 4
– Westport Point #156459ha
$1200 per week 7 night min stay
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Cottage on Private Howland Beach
1BR/1BA
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Sleeps 2-4
– Westport Point #986908ha
$1000 - $1300 per week 7 night min stay
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Westport Waterfront Home, Private Dock, Great Views
3BR/1BA
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Sleeps 6
– Westport Point #232642ha
$53 - $257 per night
- House Rental in Westport, Ma - Charming 1830 Renovated Farmhouse 4BR/3BA – Sleeps 10 – Westport Point #233760ha
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Secluded Beautiful Riverfront Home
2BR/1.5BA
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Sleeps 4
– Westport Point #3540310ha
$2300 per week 7 night min stay
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Brayton Point Cottage with Ocean Views.
1BR/1BA
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Sleeps 2
– Westport Point #976232ha
$190 per night
- Charming and Quaint Beachfront Cottage 4BR/0BA – Sleeps 8 – Westport Point #289521ha
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Westport Point, Massachusetts
3BR/1BA
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Sleeps 6
– Westport Point #199202
Overview of South of Boston Vacation Rentals
Staying in South Shore Massachusetts Vacation Rentals
The area known as South of Boston is situated between Boston and Cape Cod. Known for its beautiful beaches and historic sites, it is a delightful place to spend a vacation in spring, summer or fall.
You can easily combine cultural visits around historic Plymouth with time at the beach. A vacation here means you can be as active or lazy as you please. Getting around and exploring the area is best done by car but vacation homes are available within walking or cycling distance of some of the beaches, shops and restaurants in this delightful area.
Whether you want to stay at a beach house or in a historic home, there is a South of Boston vacation home which is perfect for you. Flexibility is the main reason visitors choose to stay in a vacation home. Economy is another great reason to rent a cottage or vacation apartment in the area as it is much cheaper and more spacious than a hotel room. Comfortable living space and a well-equipped kitchen are all good reasons to choose a vacation rental when planning your visit to Massachusetts.
Things to do Around South of Boston Vacation Houses
The beach communities offer plenty of leisurely local activities for all ages and interests. Go shelling on the beach at Swansea, pick up fresh lobsters for dinner from Lee’s Wharf, go antique hunting, or enjoy walking and driving through the beautiful countryside. Whether you enjoy walking, boating, museums, hiking, dining out or shopping, this area has a little of everything.
Visitors to the area can stroll around the architecture of Harvard University, the oldest college in the U.S.A. or visit a theme park. Shopping in this area is excellent as there is no sales tax on certain items making them great bargains.
Getting to Massachusetts South Shore Cottages
The nearest airport to your South of Boston vacation home will be Logan International Airport in Boston. It is just seven miles from Hull, Massachusetts and has regular national and international flights daily.
Places to Visit Around Your South of Boston Vacation Rental
You could be forgiven for thinking you were in England when you look at the neighborhoods in Massachusetts. Swansea, Hull and Plymouth all take their names directly from the roots of the first settlers in the area and have a charming history to match.
Swansea is a delightful beach community with many quaint shops and independent businesses. Head for the Westport River Winery to take a tour of the vineyard and sample their wines.
The city of Boston is just 60 miles away and makes for a great day out. Follow the Freedom Trail, a line of red bricks which guides visitors around the main city sights. You can also cruise the Charles River or take a guided walking tour of the historic buildings.
New Bedford is a national park with a beautiful waterfront area, a whaling museum and plenty of boats trips and ferries to Martha’s Vineyard.
Historic Plymouth has Plymouth Rock, the landing site of the Puritan colonists; the replica of their ship, the Mayflower; and a model village of life for the early settlers, known as Plymouth Plantation.
The Weather South Shore, Massachusetts
One word can sum up the climate South of Boston--unpredictable. Boston has gorgeous sunny days and it has plenty of snow but the temperature can swing from one to the other in a matter of days so be prepared when you pack. Generally summers are hot and dry with temperatures around 82 F (28 C). Winters can be bitterly cold and snowy, with up to 42 inches of snow annually. Late spring is beautiful and the fall is known for its stunning New England foliage.