Middleborough holiday homes

We found 365 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Middleborough that are perfect for your trip. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as a fireplace and a washer and dryer. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Middleborough

Showing deals for:18 Dec - 25 Dec

Property grounds
Interior
Private kitchen
Living area
Exceptional
(13 reviews)

Buttermilk Bay Beach House - Newly Renovated Waterfront Five Bedroom

Wareham

8% off
NZ$11,581
for 7 nights, 1 home
NZ$1,654 per night
includes taxes & fees
Buttermilk Bay Beach House - Newly Renovated Waterfront Five Bedroom
Tennis Cottage with court visible on the left
upstairs and downstairs view of the bay
Bright, sunny kitchen
living room
Exceptional
(6 reviews)

Secluded Cape Cod Cottage, with Tennis Court and Private Beach

Wareham

8% off
NZ$5,725
for 7 nights, 1 cottage
NZ$818 per night
includes taxes & fees
Secluded Cape Cod Cottage, with Tennis Court and Private Beach
Private kitchen
Interior
Property grounds
Exterior detail
Exceptional
(8 reviews)

Peaceful Pines Haven~ cozy studio near the ponds

Hanson

8% off
NZ$1,904
for 7 nights, 1 apartment
NZ$272 per night
includes taxes & fees
Peaceful Pines Haven~ cozy studio near the ponds
Private deck off the master bedroom
Living Room on second floor with water views
Exterior
Interior
Exceptional
(14 reviews)

1620 Seaview: Less than a mile to downtown Plymouth; sleeps max of 10

Plymouth

8% off
NZ$6,577
for 7 nights, 1 home
NZ$940 per night
includes taxes & fees
1620 Seaview: Less than a mile to downtown Plymouth; sleeps max of 10
Private kitchen
Interior
House and barn with 400 feet of private pond access. Kayaks and Sups provided
Foyer opens up to wrap around porch, living room, dining room and sun room
Exceptional
(7 reviews)

Waterfront Cape Cod Family Home in Bourne

Bourne

7% off
NZ$5,761
for 7 nights, 1 home
NZ$823 per night
includes taxes & fees
Waterfront Cape Cod Family Home in Bourne
Property grounds
Living area
Interior
Private kitchen
Wonderful
(10 reviews)

Private & Cozy house sleeps 5 with WiFi and AC in beautiful Marion!

Marion

8% off
NZ$1,753
for 7 nights, 1 home
NZ$250 per night
includes taxes & fees
Private & Cozy house sleeps 5 with WiFi and AC in beautiful Marion!
Marina
Beach
Private kitchen
Interior
Exceptional
(8 reviews)

Beach, Breeze & Bunk Beds. FamilyFun Steps to the Shore. Dog-Friendly, GameWall.

Wareham

8% off
NZ$3,893
for 7 nights, 1 home
NZ$556 per night
includes taxes & fees
Beach, Breeze & Bunk Beds. FamilyFun Steps to the Shore. Dog-Friendly, GameWall.
Room
Property grounds
Exterior detail
Exterior
Exceptional
(19 reviews)

Waterfront Buzzard's Bay Home - Near FIFA World Cup 2026

Wareham

8% off
NZ$5,604
for 7 nights, 1 home
NZ$801 per night
includes taxes & fees
Waterfront Buzzard's Bay Home - Near FIFA World Cup 2026

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    Enjoy full kitchens, laundry, pools, gardens and more

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    More space, more privacy, more amenities — more value

Lively Middleborough will entice you

Come and experience Middleborough and its opera, entertainment and theatre scene. This relaxing and trendy city entices travellers with its restaurants and basketball games. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Middleborough

Are you hoping to find attractions to visit during your stay? Venture out of your cosy holiday rental and experience everything that makes Middleborough a fun spot to go on holiday. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Edaville (7.6 mi / 12.2 km)
  • King Richard's Faire (8.2 mi / 13.3 km)
  • Acushnet River Valley Golf Course (12.5 mi / 20.1 km)
  • Waverly Oaks Golf Club (15 mi / 24.1 km)
  • Rockland Ice Rink (15.1 mi / 24.2 km)
  • Water Wizz (16 mi / 25.8 km)

Exploring the natural features in Middleborough

Whether you're looking for adventure or just want to take in the scenery, Middleborough is a great place to get outside. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Myles Standish State Forest (11.9 mi / 19.1 km)
  • Brewster Gardens (13.5 mi / 21.8 km)
  • Plymouth Harbor (13.6 mi / 21.9 km)
  • Swifts Beach (14.6 mi / 23.6 km)
  • Plymouth Long Beach (14.8 mi / 23.9 km)
  • White Island Pond (15.9 mi / 25.6 km)

How to get to and around Middleborough

The nearest airport is in Plymouth, MA (PYM-Plymouth Municipal), located 9.3 mi (15 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into New Bedford, MA (EWB-New Bedford Regional), which is 15.3 mi (24.7 km) away.

Frequently asked questions

What is the best area to stay in Middleborough when booking a holiday rental?
When considering a holiday rental in Middleborough, Massachusetts, the area surrounding the town centre is an excellent choice. This neighbourhood offers a charming, small-town atmosphere with convenient access to local shops and eateries. One of the great attractions nearby is the historical Middleborough Town Hall, which dates back to the 19th century and showcases beautiful architecture. Additionally, the scenic Assawompset Pond is a fantastic spot for outdoor enthusiasts, providing opportunities for fishing and hiking.In terms of holiday rentals, the centre of Middleborough features a variety of properties, from quaint cottages to comfortable family homes, ensuring that visitors have a range of options to suit their needs.
What is the most popular type of holiday rental accomodation in Middleborough?
In Middleborough, holiday houses are a popular choice for holiday rentals, with several available throughout the area. These properties often provide spacious rooms, featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces, making them ideal for families or groups looking for a comfortable stay. Additionally, there are several apartments in Middleborough that offer a more compact option for travellers, typically including amenities such as kitchenettes, cosy living areas, and convenient access to local shops and dining.
Are there any family house rentals in Middleborough?
In Middleborough, Massachusetts, there are several family-friendly holiday rentals available. This charming town offers a variety of properties suitable for families, often featuring spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces for children to play. These homes provide essential amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay for all guests.Visitors can explore the local area, which includes beautiful parks and recreation areas great for outdoor activities. The nearby town also boasts attractions such as the Edaville Family Theme Park and the scenic wetlands, adding to the appeal for families looking to enjoy nature and family-friendly fun.
Are there pet-friendly house rentals in Middleborough?
In Middleborough, there are several pet-friendly house rentals available, making it a suitable destination for travellers with furry companions. Many of these properties come equipped with essential amenities such as fully stocked kitchens, spacious living areas, and private outdoor spaces, allowing guests to enjoy a comfortable stay.The area offers a charming blend of rural scenery and local attractions, with easy access to nearby parks and recreational areas that are ideal for walks and outdoor fun with pets. In addition, the region's welcoming atmosphere and pet-friendly policies in local establishments enhance the overall experience for those travelling with animals.
Are there any remote work holiday rentals in Middleborough?
In Middleborough, Massachusetts, there are some remote work holiday rentals available, with around 12 options to choose from. These properties are well-equipped to cater to the needs of remote workers, featuring amenities such as dedicated office spaces, desks, and comfortable desk chairs. Wi-Fi is typically included for free, ensuring a reliable internet connection for all work-related activities.The town offers a tranquil setting with easy access to local parks and recreational areas, making it a pleasant environment for balancing work and leisure. Nearby attractions include the scenic Freetown-Fall River State Forest, where you can enjoy nature trails and outdoor activities during your downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Middleborough?
In Middleborough, popular rental amenities include onsite parking, which is convenient for those travelling by car. Many properties come equipped with a blender and a coffee and tea maker, allowing guests to prepare their favourite beverages and snacks with ease. Additionally, some rentals feature a computer monitor, suiting those who may need to work remotely or enjoy streaming services. Outdoor spaces such as decks or patios are also common, providing a pleasant area for relaxation and enjoying the surrounding environment.
When is the best time to visit Middleborough for a holiday rental?
The best time to visit Middleborough for a holiday rental is during the peak season, which runs from May to July. This vibrant period attracts families and travellers looking to enjoy the warm weather and partake in outdoor activities. With temperatures typically ranging from the mid-teens to low 30s Celsius, you'll find the climate ideal for exploring local parks, visiting nearby beaches, and enjoying the rich history of the area.July stands out as the most popular month to visit, as visitors can take part in the local summer festivities and enjoy the lively option. Whether you're wandering through the charming downtown area, sampling local cuisine, or attending community events, there's a wealth of experiences waiting for you.For those seeking a more budget-friendly option, consider planning your trip in November. While this month falls outside the bustling tourist season, it offers a tranquil experience where you can appreciate the beauty of Middleborough without the crowds. The autumn scenery is particularly lovely, and you'll find plenty of opportunities for peaceful walks and cozy evenings.Ultimately, your choice of when to visit Middleborough will depend on whether you prefer the excitement of peak summer activities or the serene charm of the quieter months.
What are the top attractions in Middleborough?
In Middleborough, Massachusetts, visitors can explore several interesting attractions that reflect the area's rich history and natural beauty. The town is home to the historic Middleborough Town Hall, which showcases stunning architecture and offers insight into local governance. Nearby, the Nemasket River provides opportunities for fishing and kayaking, great for those who appreciate outdoor activities.For a taste of the region's heritage, the Middleborough Historical Museum is a must-visit, featuring exhibits that delve into the town's past. Nature enthusiasts can enjoy the scenic walks at the nearby Myles Standish State Forest, which boasts miles of trails, camping sites, and picturesque ponds for swimming and fishing.Additionally, the area is known for its proximity to local farms and markets, where visitors can experience fresh produce and artisanal goods, adding to the charm of Middleborough.
Are all fees included in the Middleborough holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Middleborough holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Middleborough with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Middleborough holiday homes?
You can find great discounts on holiday homes in Middleborough on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Middleborough holiday home booking on Bookabach?
To find Middleborough holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Middleborough?
A long-stay holiday home in Middleborough is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Middleborough holiday home?
Book your Middleborough holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Middleborough?
Prices for holiday homes in Middleborough vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Middleborough to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.