Middleborough Vacation Rentals

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Check prices for these dates

Tonight
Nov 24 - Nov 25
Tomorrow
Nov 25 - Nov 26
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Vacation Rentals in Middleborough

Presidential Penthouse | 1 bedroom, premium bedding, memory foam beds, individually decorated
Thomas Sea Suites

Thomas Sea Suites

3.5 star property
Plymouth Downtown Waterfront District
9.0 out of 10, Wonderful, (96)
"The condo’s location made our trip. Located directly across from the water had beautiful views, walkable to events, and restaurants. Highly recommended. "
United States
Sandra
Thomas Sea Suites
Outdoor dining
Newly Renovated Near Amazing Sunset Beach

Newly Renovated Near Amazing Sunset Beach

Falmouth
9.8 out of 10, Exceptional, (73)
"Great stay"
United States
Michael S.
Newly Renovated Near Amazing Sunset Beach
Smart TV, fireplace, DVD player
Brand New Magnificent Oceanfront Home with Spectacular Views on Private Beach

Brand New Magnificent Oceanfront Home with Spectacular Views on Private Beach

Sandwich
10.0 out of 10, Exceptional, (30)
"This was our second time at Second Chance and it was just as amazing as the first! George is a terrific host and the property and beach make for a perfect week!"
United States
Scott C.
Brand New Magnificent Oceanfront Home with Spectacular Views on Private Beach
On the beach, sun loungers, beach towels
*Oceanfront Beach Home*

*Oceanfront Beach Home*

Sandwich
10.0 out of 10, Exceptional, (83)
"We had a great family vacation at the Oceanfront Beach Home. The location was perfect. Steps to the beautiful beach. The home had everything we needed for a family of nine. Everything you would need for a beach vacation was provided. I would highly recommend this home. "
United States
Michael R.
*Oceanfront Beach Home*
On the beach
Oceanfront Cape Cod Home on Private Beach Just Steps to the Ocean w/AC

Oceanfront Cape Cod Home on Private Beach Just Steps to the Ocean w/AC

Sagamore Beach
9.8 out of 10, Exceptional, (27)
"Amazing location! House has everything you can need and more. We hope to be back soon! "
United States
Erin B.
Oceanfront Cape Cod Home on Private Beach Just Steps to the Ocean w/AC
Property grounds
Stunning lakefront home with kayaks, games, & amazing deck views - dog-friendly

Stunning lakefront home with kayaks, games, & amazing deck views - dog-friendly

Ponds of Plymouth
8.8 out of 10, Excellent, (26)
"It was a fantastic place to stay and would absolutely recommend to stay here. "
United Kingdom
dave m.
Stunning lakefront home with kayaks, games, & amazing deck views - dog-friendly
Beach nearby, sun loungers, beach towels
Steps from Marina, beach, restaurants!

Steps from Marina, beach, restaurants!

Wareham
9.8 out of 10, Exceptional, (12)
"Beautiful space, wonderful location, amazing host. If I could give 100 stars I would! "
United States
Jaimie
The price is ￥13,936
￥36,706 total
includes taxes & fees
Nov 25 - Nov 26
Steps from Marina, beach, restaurants!
Beach nearby, sun loungers, beach towels
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)
"Numerous options of comfortable seating to enjoy great open ocean view. "
United States
Jen
The price is ￥39,103
￥59,577 total
includes taxes & fees
Nov 27 - Nov 28
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Exterior
Direct Ocean Front Home; Recently renovated, top to bottom!

Direct Ocean Front Home; Recently renovated, top to bottom!

Marshfield
10.0 out of 10, Exceptional, (116)
"We had an absolutely beautiful time. Everything was awesome."
United States
Mark T.
Direct Ocean Front Home; Recently renovated, top to bottom!
Exterior
Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub

Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub

East Falmouth
10.0 out of 10, Exceptional, (112)
"The location and amenities were perfect. We are looking forward to returning next year."
United States
Trayce H.
Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub
Outdoor dining
Family Cape Oasis w/ Pool, Game Room & Kids' Room

Family Cape Oasis w/ Pool, Game Room & Kids' Room

Sandwich
10.0 out of 10, Exceptional, (1)
"we did not have pets, and our stay was after pool season"
United States
Kris S.
Family Cape Oasis w/ Pool, Game Room & Kids' Room
Terrace/patio
Waterfront Mashpee 5Bed/3Bath house with AC and WiFi w/ Private Beach

Waterfront Mashpee 5Bed/3Bath house with AC and WiFi w/ Private Beach

Mashpee
9.4 out of 10, Exceptional, (3)
"House was roomie, comfortable, with a gorgeous view. "
United States
Stephanie B.
Waterfront Mashpee 5Bed/3Bath house with AC and WiFi w/ Private Beach
Microwave, oven, stovetop, dishwasher
Beautiful two-bedroom residence nestled in the lovely town near Boston

Beautiful two-bedroom residence nestled in the lovely town near Boston

2.0 star property
Sharon
10.0 out of 10, Exceptional, (1)
"From the moment we arrived, everything about this stay exceeded expectations. The hosts were genuinely warm and attentive, striking the perfect balance between hospitality and privacy. Their home is absolutely stunning — elegantly designed, impeccably clean, and thoughtfully appointed with every comfort imaginable. We’ve been road-tripping from New York back home to Texas, and out of all our stays along the way, this one stood out as our absolute favorite. It’s rare to find a place that feels...
United States
LINDSEY
The price is ￥45,046
￥87,355 total
includes taxes & fees
Nov 30 - Dec 1
Beautiful two-bedroom residence nestled in the lovely town near Boston
Outdoor pool, a heated pool
Cape Cod Estate: 2 Homes, Pool, Tennis Court, Game Barn and Bar, Sleeps 20

Cape Cod Estate: 2 Homes, Pool, Tennis Court, Game Barn and Bar, Sleeps 20

2.0 star property
Sandwich
10.0 out of 10, Exceptional, (10)
"This is such a wonderful property! Our group of 13 had plenty of space to hang out all together and also room to spread out. The owners are fantastic as well. We couldn't have asked for a better home away from home for our first trip to the Cape. Thank you!"
United States
Jessica S.
Cape Cod Estate: 2 Homes, Pool, Tennis Court, Game Barn and Bar, Sleeps 20
Outdoor dining
Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay

Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay

Plymouth
10.0 out of 10, Exceptional, (65)
"The view really can’t be beat! Lovely location…easy to get to without meeting Cape Cod traffic. Plenty of space for us all and very well equipped."
United States
Erica S.
The price is ￥56,308
￥111,815 total
includes taxes & fees
Dec 1 - Dec 2
Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay
Exterior
Historic Cape Cod 3BR Home in Sandwich – Walk to Beach & Dining

Historic Cape Cod 3BR Home in Sandwich – Walk to Beach & Dining

Sandwich
9.8 out of 10, Exceptional, (16)
"Love the decor and historic home. Great location. "
United States
Penelope
Historic Cape Cod 3BR Home in Sandwich – Walk to Beach & Dining
On the beach
Beachfront On John's Pond, Indoor HEATED Pool, and Dock!

Beachfront On John's Pond, Indoor HEATED Pool, and Dock!

Mashpee
9.6 out of 10, Exceptional, (95)
"Loved having the lake outside our door and the pool was great for some rainy evenings. We enjoyed the kayaks, paddle boards and the kids toys."
United States
Kelsy S.
Beachfront On John's Pond, Indoor HEATED Pool, and Dock!
Terrace/patio
Stones Throw Waterfront

Stones Throw Waterfront

Dartmouth
8.8 out of 10, Excellent, (6)
"Great property very close to shops and restaurants in Padanaram. Very clean with lots of kitchen amenities. The portable AC units worked perfectly throughout the heatwave during our stay. Very quiet and peaceful location. We used the paddle boards and kayaks which was a nice bonus. It’s tricky getting them in the water especially at low tide."
United States
Becky S.
The price is ￥55,604
￥100,894 total
includes taxes & fees
Nov 25 - Nov 26
Stones Throw Waterfront
Exterior
Large Oceanfront Home in Exclusive Brant Rock Section of Marshfield - Sleeps 10

Large Oceanfront Home in Exclusive Brant Rock Section of Marshfield - Sleeps 10

Marshfield
9.4 out of 10, Exceptional, (29)
"It is a beautiful location. The house is huge which was great for our large family. "
United States
Mary S.
Large Oceanfront Home in Exclusive Brant Rock Section of Marshfield - Sleeps 10
Dining
6bed/4bath one-level Cape Cod Villa, New Listing!

6bed/4bath one-level Cape Cod Villa, New Listing!

cape cod
10.0 out of 10, Exceptional, (5)
"Enjoyed the stay"
United States
Robert W.
6bed/4bath one-level Cape Cod Villa, New Listing!
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

Red Roof Inn PLUS+ Boston - Mansfield/ Foxboro

Red Roof Inn PLUS+ Boston - Mansfield/ Foxboro

10/10 Excellent
"Friendly staff at front desk "
Carmen 1-night trip
Posted 4 days ago
Red Roof Inn PLUS+ Boston - Mansfield/ Foxboro

Find out more about Middleborough

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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?

Newly Renovated Near Amazing Sunset Beach: This vacation home rental outside of Middleborough offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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 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.