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

Middleborough Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Middleborough holiday rentals

Interior

1. Cozy and Modern Suite

Cozy and Modern Suite
Bridgewater
7.8 out of 10, Good, (8 reviews)
"Was a nice quick stay, very clean "
United States
Joey L.
The price is HK$1,129
HK$1,595 total
includes taxes & fees
10 Aug - 11 Aug
Cozy and Modern Suite
Interior

2. Peaceful Pines Haven~ cozy studio near the ponds

Peaceful Pines Haven~ cozy studio near the ponds
Hanson
10.0 out of 10, Exceptional, (6 reviews)
"Cute & Cozy, check in easy & smooth. Very clean and well maintained.."
United States
Brian E.
The price is HK$953
HK$1,762 total
includes taxes & fees
9 Aug - 10 Aug
Peaceful Pines Haven~ cozy studio near the ponds
Smart TV, stereo

3. The Charming Gem Near The Water!

The Charming Gem Near The Water!
New Bedford
9.6 out of 10, Exceptional, (45 reviews)
"A lovely apartment, nicely appointed, and conveniently located. One of my nicest stays to date"
United States
Thomas
The price is HK$671
HK$1,739 total
includes taxes & fees
13 Aug - 14 Aug
The Charming Gem Near The Water!
1 bedroom, iron/ironing board, free WiFi, bed sheets

4. Private Suite w/ Bath & Free Parking

Private Suite w/ Bath & Free Parking
Brockton
10.0 out of 10, Exceptional, (2 reviews)
"Room was clean and quiet. Beautifully done.Only 15 minutes from the train into Boston. We will definitely be going back."
United States
Stephenie Y.
The price is HK$833
HK$1,281 total
includes taxes & fees
19 Aug - 20 Aug
Private Suite w/ Bath & Free Parking
Interior

5. 3 Mi to Main Street: Newly Renovated Wareham Apt!

3 Mi to Main Street: Newly Renovated Wareham Apt!
3.0 star property
Wareham
The price is HK$1,216
HK$2,001 total
includes taxes & fees
13 Aug - 14 Aug
3 Mi to Main Street: Newly Renovated Wareham Apt!
Interior

6. 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 HK$1,412
HK$1,683 total
includes taxes & fees
26 Aug - 27 Aug
Private Basement Apartment with Private entrance - No shared Spaces
Interior

7. Quiet Kingston Getaway - 3 Mi to Beaches!

Quiet Kingston Getaway - 3 Mi to Beaches!
Kingston
10.0 out of 10, Exceptional, (8 reviews)
"This rental is in a great location and the owners are super nice. I would definitely stay again! "
United States
Justin P.
The price is HK$1,294
HK$3,277 total
includes taxes & fees
10 Aug - 11 Aug
Quiet Kingston Getaway - 3 Mi to Beaches!
Exterior

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

"The Bunk ROOM" IN "The Flamingo social House"
Cape Cod
4.0 out of 10, (1 review)
"This is a “bed&breakfast” type stay. 4 rooms, 3 upstairs (very tight quarters), 1 downstairs. Each bedroom has its own keycode lock. 1 shared bathroom (downstairs) approximately 6x6 at bottom of stairs. House is also shared with owner that has their office/bedroom attached and accessible from inside rental. Owner has dog with anxiety issues that has full access to the house. None of this is advertised. Host information is not available on the website to ask questions. The assumptions and...
United States
Amanda
The price is HK$157
HK$988 total
includes taxes & fees
11 Aug - 12 Aug
"The Bunk ROOM" IN "The Flamingo social House"
Interior

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

Charming garden level 1 bedroom 1 bath apartment in Brockton
Brockton
8.4 out of 10, Very good, (13 reviews)
"Awesome stay. Very accommodating and worth the price. It got a little noisy upstairs at times but nothing significant or annoying, life happens."
United States
James V.
The price is HK$707
HK$1,315 total
includes taxes & fees
6 Sept - 7 Sept
Charming garden level 1 bedroom 1 bath apartment in Brockton
TV, books

10. 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 HK$1,286
HK$4,258 total
includes taxes & fees
16 Aug - 17 Aug
Walk to Swift's Beach! Classic Cottage w/ Deck
Property grounds

11. Work, Play, and Stay at this waterfront escape!

Work, Play, and Stay at this waterfront escape!
Freetown
The price is HK$1,962
HK$3,277 total
includes taxes & fees
10 Aug - 11 Aug
Work, Play, and Stay at this waterfront escape!
Coffee/tea maker, fridge, microwave, oven

12. Modern Luxurious Home 5-bed

Modern Luxurious Home 5-bed
Bridgewater
9.6 out of 10, Exceptional, (5 reviews)
"Great location and home and host. The home is nice it’s large and location is amazing. Close to Plymouth Boston and Salem."
United States
John M.
The price is HK$2,895
HK$5,196 total
includes taxes & fees
7 Sept - 8 Sept
Modern Luxurious Home 5-bed
Beach

13. Sintra*romantic*near beach*private outdoor shower

Sintra*romantic*near beach*private outdoor shower
Plymouth
10.0 out of 10, Exceptional, (15 reviews)
"The owners are fantastic ! What a great property ! Beautiful place to stay, great location, easy access to beach . Couldn’t be happier!"
United States
Melissa M.
The price is HK$1,721
HK$3,554 total
includes taxes & fees
14 Aug - 15 Aug
Sintra*romantic*near beach*private outdoor shower
Beach nearby, sun-loungers, beach towels

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 HK$1,169
HK$2,444 total
includes taxes & fees
18 Aug - 19 Aug
Beach, marina, restaurants! 1 bedroom, living room, bath with private entrance!
Interior

15. 3 Mi to Onset Beach & Village! Pet-friendly Apt

3 Mi to Onset Beach & Village! Pet-friendly Apt
3.0 star property
Wareham
The price is HK$1,216
HK$2,001 total
includes taxes & fees
10 Aug - 11 Aug
3 Mi to Onset Beach & Village! Pet-friendly Apt
TV

16. 3 Mi to Main Street: Newly Renovated Wareham Apt!

3 Mi to Main Street: Newly Renovated Wareham Apt!
Wareham
8.8 out of 10, Excellent, (3 reviews)
"We stayed in the suite that had the larger bedroom with two beds in it. Gave us a lot of space. The suite was immaculately, clean very nicely designed and worked very well for our needs.Also has a lovely green lush area for grilling and eating outside"
United States
Susan
The price is HK$941
HK$2,068 total
includes taxes & fees
10 Aug - 11 Aug
3 Mi to Main Street: Newly Renovated Wareham Apt!
Sun-loungers, beach towels

17. 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, (11 reviews)
"Great place! Great host!"
United States
Moira C.
The price is HK$1,561
HK$3,049 total
includes taxes & fees
3 Sept - 4 Sept
Make this charming, modern retreat your home away from home!!
Exterior detail

18. 3 Mi to Onset Beach & Village! Pet-Friendly Apt

3 Mi to Onset Beach & Village! Pet-Friendly Apt
Wareham
9.0 out of 10, Wonderful, (2 reviews)
"Great experience!"
United States
Penny J.
The price is HK$941
HK$2,068 total
includes taxes & fees
10 Aug - 11 Aug
3 Mi to Onset Beach & Village! Pet-Friendly Apt
Living area

19. Thomas Sea Suites

Thomas Sea Suites
3.5 star property
Plymouth Downtown Waterfront District
9.0 out of 10, Wonderful, (116 reviews)
"Great location, clean and the room setup is perfect for family."
United States
Heather
The price is HK$2,521
HK$3,169 total
includes taxes & fees
10 Aug - 11 Aug
Thomas Sea Suites
Coffee/tea maker, fridge, microwave, oven

20. Cozy Riverfront Stay in Wareham

Cozy Riverfront Stay in Wareham
Wareham
10.0 out of 10, Exceptional, (4 reviews)
"Perfect for wedding guests. Spacious, clean and great viewWould definitely stay again"
United States
Karleen L.
The price is HK$2,330
HK$4,679 total
includes taxes & fees
20 Aug - 21 Aug
Cozy Riverfront Stay in Wareham
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middleborough Hotel Reviews

Holiday Inn Express Hotel & Suites Middleboro Raynham by IHG

Holiday Inn Express Hotel & Suites Middleboro Raynham by IHG

10/10 Excellent
"Friendly staff yummy breakfast"
jade 1-night trip
Posted 1 hour ago
Holiday Inn Express Hotel & Suites Middleboro Raynham by IHG

Find out more about Middleborough

Search for holiday rentals in Middleborough on Expedia! You can easily find your home rentals, villas, holiday apartments in Middleborough using one of the methods below:

  • View our selection of featured holiday rentals in Middleborough
  • Use the map to find apartments and other holiday homes in the Middleborough neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middleborough while they last

Look no further and take a look at our great range of rental properties in Middleborough!

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?

Bright Cape Cod Cottage, Half Mile to Beach: This holiday home rental outside of Middleborough is located near the beach, and offers a BBQ, 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 one of the family-friendly sights such as Westside Playground. 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.