Middleboro Holiday Rentals

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Holiday Rentals in Middleboro

Cumberland House - A Cozy Historical Stay
Dining

Cumberland House - A Cozy Historical Stay

2.0 star property
Cumberland House - A Cozy Historical Stay
Cozy Richmond Home w/ Fire Pit: Walk, Bike & More!
Private kitchen

Cozy Richmond Home w/ Fire Pit: Walk, Bike & More!

3.0 star property
Cozy Richmond Home w/ Fire Pit: Walk, Bike & More!
Exquisite Hagerstown Home With Deck & Gazebo!
Property grounds

Exquisite Hagerstown Home With Deck & Gazebo!

3.0 star property
Exquisite Hagerstown Home With Deck & Gazebo!
Quaint Economy Retreat w/ Patio & Spacious Yard!
Private kitchen

Quaint Economy Retreat w/ Patio & Spacious Yard!

3.0 star property
Quaint Economy Retreat w/ Patio & Spacious Yard!
Pet-friendly Greenville Home w/ Private Yard
Interior

Pet-friendly Greenville Home w/ Private Yard

3.0 star property
Pet-friendly Greenville Home w/ Private Yard
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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Other types of properties in Middleboro you may be interested in

Comfort Suites
Exterior

Comfort Suites

2.5 star property
9.4 out of 10, Exceptional, (375)
"The decor was a bit different and excellent - much different from the usual. The breakfast was outstanding with a great variety of excelent choices."
The price is S$135
includes taxes & fees
8 Dec - 9 Dec
Comfort Suites
Baymont by Wyndham Richmond I-70
Lobby

Baymont by Wyndham Richmond I-70

2.5 star property
8.0 out of 10, Very good, (1032)
"Ver friendly and helpful staff. Enjoyed Richard's breakfast."
The price is S$98
includes taxes & fees
22 Dec - 23 Dec
Baymont by Wyndham Richmond I-70
Quality Inn and Conference Center
Desk, blackout curtains, soundproofing, iron/ironing board

Quality Inn and Conference Center

2.5 star property
7.0 out of 10, Good, (1001)
"Clean"
The price is S$69
includes taxes & fees
22 Dec - 23 Dec
Quality Inn and Conference Center
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Frequently asked questions

Can I find holiday rentals in Middleboro?

Yes, there are holiday rentals close to the most popular sights in Middleboro, or you can select a more secluded option if you're looking for a relaxing stay.

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

Cumberland House - A Cozy Historical Stay: This holiday home rental outside of Middleboro offers a garden and free WiFi to help you feel comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

What can I see and do in Middleboro?

While exploring the area, visit family-friendly sights like Warm Glow Candle Company, or get outside and enjoy nature at Glenn Miller Park. In the wider area, you’ll find Richmond Mall and Earlham College.

What are holiday rentals like in Middleboro?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middleboro. Holiday rentals feature amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a family trip.