A street with a church, a brick building, and a large domed building.

Middleborough Vacation Rentals

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Our top choices for Middleborough vacation rentals

1. Peaceful Pines Haven~ cozy studio near the ponds

Peaceful Pines Haven~ cozy studio near the ponds
Hanson
10.0 out of 10, Exceptional, (8 reviews)
"Newly renovated studio; perfect for relaxing. Quiet location and easy to relax."
United States
Amber V.
The price is CA $168
CA $309 total
includes taxes & fees
Sep 13 - Sep 14
Peaceful Pines Haven~ cozy studio near the ponds

2. Cozy and Modern Suite

Cozy and Modern Suite
Bridgewater
8.0 out of 10, Very good, (9 reviews)
"Was a nice quick stay, very clean "
United States
Joey L.
The price is CA $200
CA $279 total
includes taxes & fees
Sep 13 - Sep 14
Cozy and Modern Suite

3. The Charming Gem Near The Water!

The Charming Gem Near The Water!
New Bedford
9.6 out of 10, Exceptional, (46 reviews)
"A lovely apartment, nicely appointed, and conveniently located. One of my nicest stays to date"
United States
Thomas
The price is CA $118
CA $307 total
includes taxes & fees
Sep 6 - Sep 7
The Charming Gem Near The Water!

4. Private Basement Apartment with Private entrance - No shared Spaces

Private Basement Apartment with Private entrance - No shared Spaces
Berkley
10.0 out of 10, Exceptional, (2 reviews)
"Clean and updated space. Check in and communication was the host was so easy. No issues. Would definitely stay here again and definitely recommend!"
United States
Lauren P.
The price is CA $231
CA $274 total
includes taxes & fees
Sep 16 - Sep 17
Private Basement Apartment with Private entrance - No shared Spaces

5. Private Suite w/ Bath & Free Parking

Private Suite w/ Bath & Free Parking
Brockton
10.0 out of 10, Exceptional, (4 reviews)
"It was a very nice little place with a convienient patio deck."
United States
Robin
The price is CA $205
CA $293 total
includes taxes & fees
Sep 15 - Sep 16
Private Suite w/ Bath & Free Parking

6. Walk to Swift's Beach! Classic Cottage w/ Deck

Walk to Swift's Beach! Classic Cottage w/ Deck
Wareham
9.8 out of 10, Exceptional, (6 reviews)
"The cottage was clean comfortable and quiet. We loved sitting out on the back deck. The beach was a short walk and very beautiful. We enjoyed our stay."
United States
Marylyn P.
The price is CA $212
CA $731 total
includes taxes & fees
Sep 8 - Sep 9
Walk to Swift's Beach! Classic Cottage w/ Deck

7. Beach & Waterpark Cottage near Cape Cod! Pet-Free Smoke-Free for Allergy Safety

Beach & Waterpark Cottage near Cape Cod! Pet-Free Smoke-Free for Allergy Safety
Wareham
9.8 out of 10, Exceptional, (16 reviews)
"Enjoyed the stay, would definitely come back!"
United States
Daniel W.
The price is CA $173
CA $602 total
includes taxes & fees
Sep 8 - Sep 9
Beach & Waterpark Cottage near Cape Cod! Pet-Free Smoke-Free for Allergy Safety

8. Charming garden level 1 bedroom 1 bath apartment in Brockton

Charming garden level 1 bedroom 1 bath apartment in Brockton
Brockton
8.0 out of 10, Very good, (15 reviews)
"Pet friendly"
United States
John
The price is CA $132
CA $241 total
includes taxes & fees
Oct 2 - Oct 3
Charming garden level 1 bedroom 1 bath apartment in Brockton

9. "The Bunk ROOM" IN "The Flamingo social House"

"The Bunk ROOM" IN "The Flamingo social House"
Cape Cod
5.0 out of 10, (2 reviews)
"The room was tiny the extra fees and cost for this little room were overpriced the back beach isn't the beach its the cove were boats load and upload with a little vog infront of that yard .I was allergic to something in that room i spent the night in tje living room . The host was very nice but tbe place wasn't what I expected. At all plus cape verdiain feast going on place was mobbed."
United States
James
The price is CA $69
CA $223 total
includes taxes & fees
Sep 21 - Sep 22
"The Bunk ROOM" IN "The Flamingo social House"

10. Cozy Riverfront Stay in Wareham

Cozy Riverfront Stay in Wareham
Wareham
8.8 out of 10, Excellent, (5 reviews)
"Perfect for wedding guests. Spacious, clean and great viewWould definitely stay again"
United States
Karleen L.
The price is CA $233
CA $599 total
includes taxes & fees
Sep 24 - Sep 25
Cozy Riverfront Stay in Wareham

11. Spacious 3-bedroom apartment in enjoyable New Bedford with AC, WiFi

Spacious 3-bedroom apartment in enjoyable New Bedford with AC, WiFi
New Bedford
9.8 out of 10, Exceptional, (11 reviews)
"We love it here quite neighbors are really nice Angelino is on top of everything great host "
United States
Joann E.
Spacious 3-bedroom apartment in enjoyable New Bedford with AC, WiFi

12. Mayflower*sleeps 5*near beach*firepit*outdoor shwr*grill

Mayflower*sleeps 5*near beach*firepit*outdoor shwr*grill
Plymouth
10.0 out of 10, Exceptional, (15 reviews)
"What a great place to stay! Comfortable little bungalow with just a short walk to the beach. Everything we needed was right there. Our little dog loved it too, would stay here again."
United States
Andrew E.
The price is CA $244
CA $543 total
includes taxes & fees
Sep 30 - Oct 1
Mayflower*sleeps 5*near beach*firepit*outdoor shwr*grill

13. Make this charming, modern retreat your home away from home!!

Make this charming, modern retreat your home away from home!!
Wareham
10.0 out of 10, Exceptional, (12 reviews)
"Very clean, comfortable and updated house. We had a great stay!"
United States
Edna R.
The price is CA $248
CA $503 total
includes taxes & fees
Sep 8 - Sep 9
Make this charming, modern retreat your home away from home!!

14. Beach, marina, restaurants! 1 bedroom, living room, bath with private entrance!

Beach, marina, restaurants! 1 bedroom, living room, bath with private entrance!
Wareham
9.8 out of 10, Exceptional, (12 reviews)
"Beautiful space, wonderful location, amazing host. If I could give 100 stars I would! "
United States
Jaimie
The price is CA $163
CA $377 total
includes taxes & fees
Sep 8 - Sep 9
Beach, marina, restaurants! 1 bedroom, living room, bath with private entrance!

15. 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, (19 reviews)
"Very nice place. I’d stay there again!"
United States
Jamie C.
The price is CA $298
CA $652 total
includes taxes & fees
Sep 7 - Sep 8
Santorini*themed*priv. yard*near beach* firepit*outdoor shwr

16. Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill

Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill
Plymouth
9.8 out of 10, Exceptional, (20 reviews)
"Johanna and Costas were the most gracious hosts. The bungalow was exactly what we needed! Excellent stay!"
United States
Anonymous traveller
The price is CA $189
CA $471 total
includes taxes & fees
Sep 23 - Sep 24
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill

17. Furnished & Flexible – Perfect for Longer Stays in Dartmouth, MA!

Furnished & Flexible – Perfect for Longer Stays in Dartmouth, MA!
Dartmouth
10.0 out of 10, Exceptional, (1 review)
"Great location. Near ButtonWood Park. Quiet neighborhood. Enjoyed my stay."
United States
richard m.
The price is CA $182
CA $450 total
includes taxes & fees
Sep 25 - Sep 26
Furnished & Flexible – Perfect for Longer Stays in Dartmouth, MA!

18. Private studio suite – 25 Minuto from Boston

Private studio suite – 25 Minuto from Boston
Brockton
The price is CA $221
CA $401 total
includes taxes & fees
Sep 29 - Sep 30
Private studio suite – 25 Minuto from Boston

19. The Cape Cod Loft | Near Beaches & Canal

The Cape Cod Loft | Near Beaches & Canal
Bourne
10.0 out of 10, Exceptional, (25 reviews)
"Really good place to stay close to Cape Cod and enjoy to visit the place ! Beautiful neighborhood and beautiful loft! Will come back for sure"
Canada
Olivier S.
The price is CA $218
CA $449 total
includes taxes & fees
Sep 8 - Sep 9
The Cape Cod Loft | Near Beaches & Canal

20. Tahiti*sleeps 5*near beach*fire pit*outdoor shower*grill

Tahiti*sleeps 5*near beach*fire pit*outdoor shower*grill
Plymouth
10.0 out of 10, Exceptional, (11 reviews)
"Our stay was great. The property was exactly as described and exceeded our expectations. Johanna was a great host and the cottage was well equipped for our needs. We look forward to staying again."
United States
Patrick R.
The price is CA $224
CA $516 total
includes taxes & fees
Sep 23 - Sep 24
Tahiti*sleeps 5*near beach*fire pit*outdoor shower*grill
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Middleborough. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Middleborough?

Yes, we have vacation rentals in Middleborough near Westside Playground, or you can go with a secluded option if you'd like a relaxing place to stay. Our travelers say Middleborough has a good selection of restaurants and the coffeehouses. Make sure you have time to check out the entertainment choices and theaters during your trip.

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

Bright Cape Cod Cottage, Half Mile to Beach: This vacation home rental outside of Middleborough is located near the beach and offers a barbecue grill, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What’s there to see and do in Middleborough?

Explore the area and cultural attractions such as Pilgrim Hall Museum, or visit a family-friendly sight such as Westside Playground. While here, Massasoit State Park and Robbins Museum are other places worth a visit.

What’s a vacation rental in Middleborough like?

Vacation rentals are private properties where you can stay for a couple of days or more in Middleborough. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a small group gathering.