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Middletown Long Term House Rentals(55)

55 Results
  • 4 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 11
3 - 7 night min stay
(34)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
2 - 7 night min stay
(7)
  • 4 BR,
  • 3 BA,
  • Sleeps 11
(40)
$9,000
per week
7 night min stay
  • 8 BR,
  • 6 BA,
  • Sleeps 22
7 night min stay
1 Review
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
6 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 7 night min stay
(16)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
7 night min stay
(18)
$500 - $1,500
per night
2 - 4 night min stay
  • 5 BR,
  • 4 BA,
  • Sleeps 12
2 - 4 night min stay
(4)
  • 4 BR,
  • 2 BA,
  • Sleeps 9
2 - 7 night min stay
(4)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
$400 - $750
per night
2 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
2 - 7 night min stay
(8)
$1,400 - $3,500
per week
7 - 31 night min stay
  • 5 BR,
  • 4 BA,
  • Sleeps 10
7 - 31 night min stay
(3)
$500 - $750
per night
3 - 90 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 90 night min stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 3 night min stay
(4)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
30 - 90 night min stay
2 Reviews
  • 5 BR,
  • 3 BA,
  • Sleeps 13
2 night min stay
(48)
$250 - $500
per night
1 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
1 - 7 night min stay
(9)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 4 night min stay
(5)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
1 - 2 night min stay
(6)
$2,500
per week
7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
  • 5 BR,
  • 2 BA,
  • Sleeps 12
2 - 7 night min stay
(11)
$1,700 - $2,300
per week
7 night min stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
(7)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
(5)
  • 6 BR,
  • 2 BA,
  • Sleeps 10
7 night min stay
1 Review
$750 - $850
per night
2 - 7 night min stay
  • 6 BR,
  • 2 BA,
  • Sleeps 11
2 - 7 night min stay
(7)
$125 - $400
per night
1 - 7 night min stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
1 - 7 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 night min stay
(6)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
30 night min stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
7 night min stay
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Recent Middletown Reviews

Perfect House for Groups

5 of 5
Wow. This house is absolutley perfect for large groups. The deck is absolultey amazing and the sunset views are breathtaking. We visited in April for a Bachelorette Party and wish the weather was warmer so we could have enjoyed the deck more. There was plenty of space for sleeping, lots of pillows, extra linens, a stocked kitchen for cooking and most importantly, it was spotless! Olga is wonderful to work with - she was there in her owner's quarters during our visit, but we would have never known - she's helpful without being overbearing. We had a great time and I would rent this house again in a heartbeat!
  • Submitted: Apr 29, 2015
  • Stayed: Apr 2015

Lovely location and home

4 of 5
Our first sisters' gathering in 10 years was a wonderful event, due in great part to our location. We all love seaports and the location of the house was perfect-directly behind The Elms mansion. Despite a record-breaking winter, and being from the south, the home was warm and inviting. Warm is a bit of a misnomer, as the heat did not work at first. But, unlike many owners, ours was quick to respond and a repairman arrived within 2 hours of our calling (on a Sunday evening!) and we were toasty from that point forward. The kitchen and baths were well-appointed and the bedding was comfortable. The only drawback was the dining room and living room furniture was not conducive to group gathering (extremely uncomfortable).
  • Submitted: Mar 27, 2015
  • Stayed: Feb 2015

perfect spot

5 of 5
we stayed here last year and are booking again for this summer. the house is fresh, clean; and, best of all, close to all of the things we wanted to do. the house itself had everything we needed. the outside area is adorable and private--we ate most of our meals out there. the owners were very nice--no problems. this is a gem!
  • Submitted: Mar 21, 2015
  • Stayed: Aug 2014