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Compare 633 Vacation Homes in Middleborough with updated reviews, rates, and availability.

Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!

10.0 out of 10, Exceptional, (22)
"Thank you Thomas and Julie, had a great week, so convenient and Welcoming. "
Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!

The Gateway Getaway! Spacious kid friendly home with HOT TUB in fabulous Wareham

10.0 out of 10, Exceptional, (2)
"Host was very communicative and friendly, check in was very smooth. Everything was easily accessible and clear directions were left for the hot tub. Host left flowers, chocolates and board games to play which was a very nice touch! Excellent family place"
The Gateway Getaway! Spacious kid friendly home with HOT TUB in fabulous Wareham

Fantastic lakefront home with firepit, game room, fireplace & W/D - dog-friendly

9.6 out of 10, Exceptional, (27)
"Very clean and spacious property. Beautiful setting on the lake. We enjoyed our stay and would definitely come back!"
Fantastic lakefront home with firepit, game room, fireplace & W/D - dog-friendly

Classic Beachfront Getaway in Kingston with Ocean Views and Private Beach Access

9.4 out of 10, Exceptional, (8)
"This cabin was excellent, resonably priced, and in a great location. The only caveat is that the description nor pictures made it clear that all bedrooms (and single bathroom) were on the 2nd floor. If I would have known this I would have booked elsewhere as I had with me an elderly mother who has difficulty with staris. Beyond that, the place was excellent, and I would book again if I were going by myself."
Classic Beachfront Getaway in Kingston with Ocean Views and Private Beach Access

Buttermilk Cottage in Cape Cod: Steps to Beach

10.0 out of 10, Exceptional, (29)
"We stayed for a long weekend, with our dog, visiting Massachusetts Maritime Academy. Great cottage with everything you need for a pleasant stay. Centrally located, great neighborhood for walking, and loved the yard with the dog. We will definitely stay again when in the area!"
Buttermilk Cottage in Cape Cod: Steps to Beach

Updated Plymouth Home < 2 Miles to Waterfront!

9.8 out of 10, Exceptional, (18)
"Everything was perfect! Thankyou so much "
Updated Plymouth Home < 2 Miles to Waterfront!

Unique Scituate Vacation Rental on Herring River!

10.0 out of 10, Exceptional, (14)
"We enjoyed our stay very much. The home had beautiful views and it was a peaceful location. It allowed us to visit family and friends in the area. "
Unique Scituate Vacation Rental on Herring River!

Gorgeous Spacious Victorian Cape Code Beach View Retreat

Gorgeous Spacious Victorian Cape Code Beach View Retreat

The Parsonage - 1870 Victorian in Sandwich Village

2.0 star property
The Parsonage - 1870 Victorian in Sandwich Village

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

9.6 out of 10, Exceptional, (82)
"Wonderful property on the pond. We had a great time. Would rent again. "
Beachfront On John's Pond, Indoor HEATED Pool, and Dock!

Beach front, fenced yard, pet friendly, central air, fire pit, kayaks, hot tub

10.0 out of 10, Exceptional, (94)
"Great location, even with the weather being awful we were able to utilize some of the amenities. "
Beach front, fenced yard, pet friendly, central air, fire pit, kayaks, hot tub

Oceanfront Marshfield Home on Brant Rock Beach

8.0 out of 10, Very Good, (11)
"I love a good foodie getaway and this spot is great for it. Kitchen is spacious and perfect for cooking feasts of lobster, clams and local seafood. (BYO steampot) Location is nice to bop around in Brant Rock or check out nearby areas like Duxbury, Scituate or Plymouth. "
Oceanfront Marshfield Home on Brant Rock Beach

Wonderful water front house

9.8 out of 10, Exceptional, (58)
"Place was very clean, cozy and quiet. Perfect place to stay and relax while visiting family."
Wonderful water front house

Fantastic Plymouth House w/ Deck & Ocean Views!

10.0 out of 10, Exceptional, (46)
"This house was so nice for our annual friends weekend. Great kitchen and living room for gathering. Amazing deck with a great view to the water. Jill was very quick to respond to questions. We would love to stay there again."
Fantastic Plymouth House w/ Deck & Ocean Views!

The Beach Estate, Panoramic Ocean Views, 5700 sqft

10.0 out of 10, Exceptional, (5)
"This house is spectacular and we cannot wait to rent again. There’s nothing to complain about except we didn’t rent it longer. "
The price is AED 2,571
AED 6,429 total
includes taxes & fees
12 Feb - 13 Feb
The Beach Estate, Panoramic Ocean Views, 5700 sqft

New England Lake House

10.0 out of 10, Exceptional, (5)
"I'm very late in writing this review, so my apologies! Pre-Arrival: We decided to do our family vacation in Massachusetts this year, since our family had never visited the northeast and my kids and I are big history buffs, so it seemed like a good place to go. This was the first time using the VRBO platform, and between poor reviews of the platform on Reddit, and many stories of host's double booking and the platform not supporting guests, I quickly became worried about our trip, and this was...
New England Lake House

Pool house

9.6 out of 10, Exceptional, (14)
"So well catered. Wonderfully comfortable. All you could want."
Pool house

Priscilla Beach Cottage with Central AC

9.6 out of 10, Exceptional, (36)
"Cute cottage"
Priscilla Beach Cottage with Central AC

Chiltonville Massachusetts, 3 bedroom, on river, near beach

10.0 out of 10, Exceptional, (1)
"Fabulous house and property"
The price is AED 2,567
AED 3,651 total
includes taxes & fees
27 Jan - 28 Jan
Chiltonville Massachusetts, 3 bedroom, on river, near beach

BELLE of the BEACH: 30 feet to gorgeous PRIVATE BEACHFRONT home SLEEPS up to 13

10.0 out of 10, Exceptional, (10)
"The Belle of the Beach was comfortable and lovely. The children (and the adults) loved having the beach right out front even in November. Christina made sure we have what we needed."
BELLE of the BEACH: 30 feet to gorgeous PRIVATE BEACHFRONT home SLEEPS up to 13
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 property types in Middleborough

Thomas Sea Suites

3.5 star property
9.2 out of 10, Wonderful, (76)
"Great experience! Definitely will be back - staff was very responsive and easy to work with . Thanks guys "
The price is AED 1,073
AED 1,271 total
includes taxes & fees
25 Jan - 26 Jan
Thomas Sea Suites

Oceanside 2 - SD335

9.6 out of 10, Exceptional, (13)
"House is set behind a dune. dune is a little steep, especially climbing back up. Kind of tough for the elderly. Set up of the house was good for 2 seniors. Many restaurants close by. Quiet area."
Oceanside 2 - SD335

Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!

10.0 out of 10, Exceptional, (22)
"Thank you Thomas and Julie, had a great week, so convenient and Welcoming. "
Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!
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.