Middleborough Holiday Rentals

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Our top choices for Middleborough holiday rentals

The Crab Cottage@The Compound Beach Resort Habitat

The Crab Cottage@The Compound Beach Resort Habitat
Wareham
7.4 out of 10, Good, (6)
"Cozy clean property that allows pets. Outdoor fire pit area was great and perfectly private. I also loved that the property had a private beach area with lounge chairs. I used the grill and had brunch on the patio table. So nice to enjoy the water from so many parts of the property. Area is quiet and a 7 min walk to Onset Center where you can grab icecream or on some weekdays there’s an even in town. Close to plazas for other needs."
United States
l E.
The price is NZ$889
includes taxes & fees
4 Jan - 5 Jan 2026
The Crab Cottage@The Compound Beach Resort Habitat

Thomas Sea Suites

Thomas Sea Suites
3.5 star property
Plymouth Downtown Waterfront District
9.0 out of 10, Wonderful, (97)
"Great room & views"
United States
Al
Thomas Sea Suites

Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Plymouth
10.0 out of 10, Exceptional, (129)
"Very clean and nice place for two for a quick peaceful stay. Great location."
United States
Michele G.
The price is NZ$657
includes taxes & fees
29 Dec - 30 Dec
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Santorini*themed*priv. yard*near beach* firepit*outdoor shwr

Santorini*themed*priv. yard*near beach* firepit*outdoor shwr
Plymouth
10.0 out of 10, Exceptional, (18)
"Fun spot for the family or a group. Simple, but clean and themed well. "
United Kingdom
Kyle J.
The price is NZ$708
includes taxes & fees
29 Dec - 30 Dec
Santorini*themed*priv. yard*near beach* firepit*outdoor shwr

Lovely 4- Bedroom apartment for rent

Lovely 4- Bedroom apartment for rent
New Bedford
9.0 out of 10, Wonderful, (2)
"My friend and I were looking for a place to stay for a last minute day-trip to Nantucket. This property was great for that purpose and Angelino was a very responsive host. One thing to note is that while there is plenty of free street parking, there is no onsite parking even though we were told there was one spot available. I think this might have been due to some confusion regarding which property we had actually booked."
United States
Elizabeth C.
The price is NZ$597
includes taxes & fees
29 Dec - 30 Dec
Lovely 4- Bedroom apartment for rent

The Park View Room @ The Compound ~E-Bike-Hot Tub-Boats

The Park View Room @ The Compound ~E-Bike-Hot Tub-Boats
2.0 star property
Wareham
The price is NZ$392
includes taxes & fees
11 Jan - 12 Jan 2026
The Park View Room @ The Compound ~E-Bike-Hot Tub-Boats

Gold Anchor Cottage - private hot tub getaway!

Gold Anchor Cottage - private hot tub getaway!
Sandwich
10.0 out of 10, Exceptional, (5)
"Small cottage, but spacious vaulted ceilings and a great backyard hang out space with the hot tub. Close walk to public beach or parking nearby."
United States
Greg E.
The price is NZ$753
includes taxes & fees
11 Jan - 12 Jan 2026
Gold Anchor Cottage - private hot tub getaway!

Oldest Town of Cape Cod In The Historic District

Oldest Town of Cape Cod In The Historic District
Sandwich
9.0 out of 10, Wonderful, (17)
"We really loved this place and I "
United States
Valerie D.
The price is NZ$526
includes taxes & fees
29 Dec - 30 Dec
Oldest Town of Cape Cod In The Historic District

The Charming Gem Near The Water!

The Charming Gem Near The Water!
New Bedford
9.6 out of 10, Exceptional, (34)
"I had stayed here last year and it's so close to several of my family members. This is my go to place when I travel to the New Bedford area."
United States
Judy C.
The price is NZ$389
includes taxes & fees
18 Jan - 19 Jan 2026
The Charming Gem Near The Water!

The Mermaid Cottage @ The Compound Beach Resort Habitat

The Mermaid Cottage @ The Compound Beach Resort Habitat
Wareham
8.0 out of 10, Very good, (7)
"Love the place but felt like would of been better if the owner wasn’t around not that they where bad or annoying just didn’t feel like we was like away felt like we was being watched but besides that loved it Wish barbecue was working and speaker in house was weird set up but besides that it was amazing"
United States
Oscar B.
The price is NZ$1,184
includes taxes & fees
29 Dec - 30 Dec
The Mermaid Cottage @ The Compound Beach Resort Habitat

The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH!

The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH!
Onset
9.8 out of 10, Exceptional, (28)
"We’ve never to the area before and loved it! Location is perfect!!! Place was clean and well stocked. Host was amazing! This was a beautiful getaway can’t wait to be back! "
United States
maria O.
The price is NZ$661
includes taxes & fees
1 Jan - 2 Jan 2026
The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH!

Big Sandy Beachcomber

Big Sandy Beachcomber
Ponds of Plymouth
9.6 out of 10, Exceptional, (12)
"Our stay was perfect! The house was clean and the host very responsive throughout! Would definitely stay again!"
United States
Ben L.
The price is NZ$688
includes taxes & fees
4 Jan - 5 Jan 2026
Big Sandy Beachcomber

Brayton Point Beach Bungalow in Somerset Massachusetts

Brayton Point Beach Bungalow in Somerset Massachusetts
2.0 star property
Somerset
10.0 out of 10, Exceptional, (4)
"Brilliant house. Everything we needed was there. Area was quiet, lovely setting. Amazing hosts made us feel at home."
United Kingdom
Ann R.
The price is NZ$383
includes taxes & fees
29 Dec - 30 Dec
Brayton Point Beach Bungalow in Somerset Massachusetts

Spacious 4 BR Retreat near Water Wizz, Pond & Beaches - Perfect Family Getaway!

Spacious 4 BR Retreat near Water Wizz, Pond & Beaches - Perfect Family Getaway!
Bourne
10.0 out of 10, Exceptional, (5)
"Our trip was great. Finished basement was prefect area to hang out in with the tv. Very spacious. Very clean. Loved it here can’t wait to book again. Thank you!!"
United States
Marykate M.
The price is NZ$1,086
includes taxes & fees
29 Dec - 30 Dec
Spacious 4 BR Retreat near Water Wizz, Pond & Beaches - Perfect Family Getaway!

Peaceful Pines Haven~ cozy studio near the ponds

Peaceful Pines Haven~ cozy studio near the ponds
Hanson
10.0 out of 10, Exceptional, (2)
"Cute & Cozy, check in easy & smooth. Very clean and well maintained.."
United States
Brian E.
The price is NZ$379
includes taxes & fees
4 Jan - 5 Jan 2026
Peaceful Pines Haven~ cozy studio near the ponds

Spacious and Bright , Very Close to Beach!

Spacious and Bright , Very Close to Beach!
Onset
9.6 out of 10, Exceptional, (22)
"Amazing location, clean, spacious suite, great communication with the host, overall a great experience! "
United States
Bernadette C.
The price is NZ$661
includes taxes & fees
1 Jan - 2 Jan 2026
Spacious and Bright , Very Close to Beach!

The Secret Hide-Out Waterfront Cottage w/ Kayaks and Fire Pit

The Secret Hide-Out Waterfront Cottage w/ Kayaks and Fire Pit
2.0 star property
Wareham
The price is NZ$843
includes taxes & fees
30 Dec - 31 Dec
The Secret Hide-Out Waterfront Cottage w/ Kayaks and Fire Pit

Seaglass*airy 4bd bungalow* 5 min walk to beach*dog friendly

Seaglass*airy 4bd bungalow* 5 min walk to beach*dog friendly
Plymouth
10.0 out of 10, Exceptional, (17)
"Great location. Very clean and great ammenities"
United States
Amy A.
The price is NZ$983
includes taxes & fees
30 Dec - 31 Dec
Seaglass*airy 4bd bungalow* 5 min walk to beach*dog friendly

Charming cottage overlooking the bay in Padanaram Village.

Charming cottage overlooking the bay in Padanaram Village.
2.0 star property
Dartmouth
10.0 out of 10, Exceptional, (11)
"Super location, very nice accommodations, very clean, modern and comfortable "
United States
Cathie K.
The price is NZ$672
includes taxes & fees
2 Jan - 3 Jan 2026
Charming cottage overlooking the bay in Padanaram Village.

Cozy 2BR Apartment in Charming Snug Harbor, Duxbury, MA

Cozy 2BR Apartment in Charming Snug Harbor, Duxbury, MA
Duxbury
10.0 out of 10, Exceptional, (32)
"Great spot with a helpful host nearby"
United States
Sam B.
The price is NZ$724
includes taxes & fees
1 Jan - 2 Jan 2026
Cozy 2BR Apartment in Charming Snug Harbor, Duxbury, MA
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 favorite 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 depends 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 NZ$390 per night. Entering your travel dates in the search wizard you might find 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?

Brand New Magnificent Oceanfront Home with Spectacular Views on Private Beach: This holiday home rental outside of Middleborough is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 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.