Book Holiday Homes in Middleborough

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Featured Holiday Homes in Middleborough

West Falmouth Cottage in the Heart of This Historic Village.

West Falmouth Cottage in the Heart of This Historic Village.

Falmouth
With a stay at this vacation home in Falmouth, you'll be by the sea, within a 15-minute drive of Woods Hole Ferry Terminal and Old Silver Beach.
Opens in a new windowWest Falmouth Cottage in the Heart of This Historic Village.
Ocean view spacious 5-bedroom Cape Cod style house with roof deck, AC, WiFi.

Ocean view spacious 5-bedroom Cape Cod style house with roof deck, AC, WiFi.

Plymouth
With a stay at this vacation home in Plymouth, you'll be steps from White Horse Beach and a 3-minute drive from Priscilla Beach Theatre.
Opens in a new windowOcean view spacious 5-bedroom Cape Cod style house with roof deck, AC, WiFi.
Charming house with WiFi and AC in superb Randolph

Charming house with WiFi and AC in superb Randolph

Randolph
With a stay at this vacation home in Randolph, you'll be within a 10-minute drive of South Shore Plaza and F1 Boston.
Opens in a new windowCharming house with WiFi and AC in superb Randolph
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Plymouth Family & Group Getaway – 5BR Home w/ Heated Pool, Hot Tub & Near Beach

Plymouth Family & Group Getaway – 5BR Home w/ Heated Pool, Hot Tub & Near Beach

Plymouth, MA
With a stay at this vacation home in Plymouth, you'll be within a 15-minute walk of Plimoth Patuxet Museums and Plymouth Farmers' Market.
Opens in a new windowPlymouth Family & Group Getaway – 5BR Home w/ Heated Pool, Hot Tub & Near Beach
Totally Renovated Central AC Dog Friendly Near Golf

Totally Renovated Central AC Dog Friendly Near Golf

Sandwich
Located in Sandwich, this vacation home is by the sea, within a 10-minute drive of Mashpee Wampanoag Indian Museum and Cahoon Museum of American Art.
Opens in a new windowTotally Renovated Central AC Dog Friendly Near Golf
Wonderful water front house

Wonderful water front house

Buzzard Bay
When you stay at this vacation home in Bourne, you'll be on the beach, within a 5-minute drive of Lyman Reserve and Water Wizz.
Opens in a new windowWonderful water front house
Historic Cape Cod 3BR Home in Sandwich – Walk to Beach & Dining

Historic Cape Cod 3BR Home in Sandwich – Walk to Beach & Dining

Sandwich
With a stay at this vacation home in Sandwich, you'll be a 5-minute walk from Sandwich Mini Golf and 7 minutes by foot from Historic Sandwich Village.
Opens in a new windowHistoric Cape Cod 3BR Home in Sandwich – Walk to Beach & Dining
Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub

Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub

East Falmouth
Located in East Falmouth, this vacation home is on the waterfront, within a 5-minute drive of Cape Cod Winery and Falmouth Country Club.
Opens in a new windowBeach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub
Historic Home across from Monument Beach, Central A/C

Historic Home across from Monument Beach, Central A/C

Monument Beach
When you stay at this vacation home in Bourne, you'll be by the sea, within a 5-minute drive of Institute For Emegency Medical and Barlow's Landing Beach.
Opens in a new windowHistoric Home across from Monument Beach, Central A/C
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Middleborough Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Middleborough vacation homes are the perfect way for you to wing it.

Holiday houses in Middleborough let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Middleborough in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Middleborough adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Middleborough with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Middleborough vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Middleborough Holiday Homes essential information

Accommodation
876 Holiday Homes
Lowest Price
AU$186
Highest Price
AU$237
Popular accommodation
West Falmouth Cottage in the Heart of This Historic Village. , Ocean view spacious 5-bedroom Cape Cod style house with roof deck, AC, WiFi., Charming house with WiFi and AC in superb Randolph, Plymouth Family & Group Getaway – 5BR Home w/ Heated Pool, Hot Tub & Near Beach, Totally Renovated Central AC Dog Friendly Near Golf, Wonderful water front house, Historic Cape Cod 3BR Home in Sandwich – Walk to Beach & Dining, Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub, Historic Home across from Monument Beach, Central A/C

Top trending hotels in Middleborough

La Casa Inn & Suites - Middleboro

La Casa Inn & Suites - Middleboro

2.5 out of 5
30 East Clark Street, Middleborough, MA
Fully refundableReserve now, pay when you stay
With a stay at La Casa Inn & Suites - Middleboro in Middleborough, you'll be within a 5-minute drive of Field of Dreams and Westside Playground.
Opens in a new windowLa Casa Inn & Suites - Middleboro
Fairfield by Marriott Inn & Suites Raynham Middleborough/Plymouth

Fairfield by Marriott Inn & Suites Raynham Middleborough/Plymouth

2.5 out of 5
4 Chalet Rd, Middleborough, MA
Fully refundableReserve now, pay when you stay
The price is AU$201 per night from 27 Oct to 28 Oct
AU$201
27 Oct - 28 Oct
includes taxes & fees
With a stay at Fairfield by Marriott Inn & Suites Raynham Middleborough/Plymouth in Middleborough, you'll be 7.8 mi (12.6 km) from Bridgewater State University ...
Opens in a new windowFairfield by Marriott Inn & Suites Raynham Middleborough/Plymouth
Rodeway Inn Middleboro - Plymouth

Rodeway Inn Middleboro - Plymouth

2 out of 5
390 Wareham St, Middleborough, MA
Fully refundableReserve now, pay when you stay
The price is AU$186 per night from 30 Sept to 1 Oct
AU$186
30 Sept - 1 Oct
includes taxes & fees
A stay at Rodeway Inn Middleboro - Plymouth places you in the heart of Middleborough, within a 5-minute drive of Black Brook Wildlife Management Area and Mcafee ...
Opens in a new windowRodeway Inn Middleboro - Plymouth
Save an average of 15% on thousands of hotels when you're signed in
Country Inn & Suites by Radisson, Brockton (Boston), MA

Country Inn & Suites by Radisson, Brockton (Boston), MA

3 out of 5
50 Christy Dr, Brockton, MA
Fully refundableReserve now, pay when you stay
The price is AU$237 per night from 30 Sept to 1 Oct
AU$237
30 Sept - 1 Oct
includes taxes & fees
With a stay at Country Inn & Suites by Radisson, Brockton (Boston), MA in Brockton, you'll be within a 5-minute drive of Good Samaritan Medical Center and Campanelli ...
Opens in a new windowCountry Inn & Suites by Radisson, Brockton (Boston), MA
Don't see what you're looking for?
See all available properties in Middleborough
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.