Middleborough Holiday Rentals

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Holiday Rentals in Middleborough

Condo in Plymouth Downtown Waterfront District

3.5 star property
9.0 out of 10, Wonderful, (96)
"The condo’s location made our trip. Located directly across from the water had beautiful views, walkable to events, and restaurants. Highly recommended. "
United States
Sandra
Thomas Sea Suites

Holiday Home in Falmouth

9.8 out of 10, Exceptional, (73)
"Great stay"
United States
Michael S.
Newly Renovated Near Amazing Sunset Beach

Holiday Home in Sandwich

10.0 out of 10, Exceptional, (30)
"This was our second time at Second Chance and it was just as amazing as the first! George is a terrific host and the property and beach make for a perfect week!"
United States
Scott C.
Brand New Magnificent Oceanfront Home with Spectacular Views on Private Beach

Holiday Home in Sandwich

10.0 out of 10, Exceptional, (83)
"We had a great family vacation at the Oceanfront Beach Home. The location was perfect. Steps to the beautiful beach. The home had everything we needed for a family of nine. Everything you would need for a beach vacation was provided. I would highly recommend this home. "
United States
Michael R.
*Oceanfront Beach Home*

Holiday Home in East Falmouth

10.0 out of 10, Exceptional, (112)
"The location and amenities were perfect. We are looking forward to returning next year."
United States
Trayce H.
Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub

Holiday Home in Plymouth

9.0 out of 10, Wonderful, (2)
"My kids loved the hot tub! The house was incredibly clean. It’s a beautiful old New England home - exactly what we wanted. Although the pool wasn’t heating and was full of fall leaves, we still really enjoyed our stay and would definitely recommend this property to others! "
United States
Maria M.
Plymouth Family & Group Getaway – 5BR Home w/ Pool, Hot Tub & Near Beach

Holiday Home in Ponds of Plymouth

8.8 out of 10, Excellent, (26)
"It was a fantastic place to stay and would absolutely recommend to stay here. "
United Kingdom
dave m.
Stunning lakefront home with kayaks, games, & amazing deck views - dog-friendly

Cottage in Sagamore Beach

9.8 out of 10, Exceptional, (27)
"Amazing location! House has everything you can need and more. We hope to be back soon! "
United States
Erin B.
Oceanfront Cape Cod Home on Private Beach Just Steps to the Ocean w/AC

Holiday Home in Kingston

10.0 out of 10, Exceptional, (4)
"The house and property was fantastic, we had a great time. Hosts were very responsive and helpful and we really appreciated that! Would recommend staying here to anyone!"
United States
Tyler C.
THANKSGIVING PROMOTION - SAVE 50% FOR THE WEEK

Holiday Home in Plymouth

10.0 out of 10, Exceptional, (129)
"Numerous options of comfortable seating to enjoy great open ocean view. "
United States
Jen
The price is AU$597
includes taxes & fees
21 Dec - 22 Dec
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Apartment in Wareham

9.8 out of 10, Exceptional, (12)
"Beautiful space, wonderful location, amazing host. If I could give 100 stars I would! "
United States
Jaimie
The price is AU$368
includes taxes & fees
24 Nov - 25 Nov
Steps from Marina, beach, restaurants!

Holiday Home in Marshfield

10.0 out of 10, Exceptional, (116)
"We had an absolutely beautiful time. Everything was awesome."
United States
Mark T.
Direct Ocean Front Home; Recently renovated, top to bottom!

Holiday Home in Sandwich

10.0 out of 10, Exceptional, (1)
"we did not have pets, and our stay was after pool season"
United States
Kris S.
Family Cape Oasis w/ Pool, Game Room & Kids' Room

Holiday Home in Falmouth

10.0 out of 10, Exceptional, (16)
"The house is a wonderful place for a slow and relaxing holiday! Close to everything but tucked away from anything too busy. "
United States
Alexandra M.
Gorgeous Spacious Victorian Cape Cod Beach View Retreat

Holiday Home in Mashpee

9.4 out of 10, Exceptional, (3)
"House was roomie, comfortable, with a gorgeous view. "
United States
Stephanie B.
Waterfront Mashpee 5Bed/3Bath house with AC and WiFi w/ Private Beach

Holiday Home in Plymouth

10.0 out of 10, Exceptional, (65)
"The view really can’t be beat! Lovely location…easy to get to without meeting Cape Cod traffic. Plenty of space for us all and very well equipped."
United States
Erica S.
The price is AU$1,121
includes taxes & fees
1 Dec - 2 Dec
Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay

Apartment in Sharon

2.0 star property
10.0 out of 10, Exceptional, (1)
"From the moment we arrived, everything about this stay exceeded expectations. The hosts were genuinely warm and attentive, striking the perfect balance between hospitality and privacy. Their home is absolutely stunning — elegantly designed, impeccably clean, and thoughtfully appointed with every comfort imaginable. We’ve been road-tripping from New York back home to Texas, and out of all our stays along the way, this one stood out as our absolute favorite. It’s rare to find a place that feels...
United States
LINDSEY
The price is AU$876
includes taxes & fees
23 Nov - 24 Nov
Beautiful two-bedroom residence nestled in the lovely town near Boston

Holiday Home in Sandwich

2.0 star property
10.0 out of 10, Exceptional, (10)
"This is such a wonderful property! Our group of 13 had plenty of space to hang out all together and also room to spread out. The owners are fantastic as well. We couldn't have asked for a better home away from home for our first trip to the Cape. Thank you!"
United States
Jessica S.
Cape Cod Estate: 2 Homes, Pool, Tennis Court, Game Barn and Bar, Sleeps 20

Holiday Home in Sandwich

9.8 out of 10, Exceptional, (16)
"Love the decor and historic home. Great location. "
United States
Penelope
Historic Cape Cod 3BR Home in Sandwich – Walk to Beach & Dining

Holiday Home in Mashpee

9.6 out of 10, Exceptional, (95)
"The beach is perfect for family fun in the sun, with many options for playing in the sand or water. The beds are comfortable, and having a washer and dryer was very helpful after a long day of water fun. The kitchen was adequate. "
United States
Linda D.
Beachfront On John's Pond, Indoor HEATED Pool, and Dock!
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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Top Middleborough Hotel Reviews

Find out more about Middleborough

Everything you need to know about Middleborough holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middleborough holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middleborough holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Middleborough holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middleborough. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middleborough holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middleborough holiday rentals we have selected for you start as low as AU$368 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Middleborough rentals

At Expedia, we put the best Middleborough holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Middleborough rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middleborough holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middleborough. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Middleborough?

Yes, there are holiday rentals in Middleborough close to Westside Playground, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Middleborough has a good selection of restaurants and the coffee shops. Make sure you have time to check out the entertainment choices and theatres during your trip.

What are some of the best holiday rentals that Middleborough has to offer?

Newly Renovated Near Amazing Sunset Beach: This holiday home rental outside of Middleborough offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Middleborough?

Family-friendly attractions include Westside Playground, whereas Rocky Gutter Wildlife Area is a spot to enjoy the outdoors. While here, Massasoit State Park and Robbins Museum are other places worth a visit.

What’s a holiday rental in Middleborough like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middleborough. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a small group gathering.