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Check prices for these dates

Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!
Beach nearby

BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!

9.4 out of 10, Exceptional, (14)
"This Carriage House is exactly as described. Wonderful location and setting, just steps away from Branford Point. Hope to visit again soon! "
BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!
New Madison beach house - Ocean front- Great views- booking Summer 2025
Exterior

New Madison beach house - Ocean front- Great views- booking Summer 2025

10.0 out of 10, Exceptional, (67)
"The house is perfectly located. Quiet area but close to downtown Madison and Guilford and so much the CT shoreline has to offer. "
New Madison beach house - Ocean front- Great views- booking Summer 2025
Ranch style living at its best with country garden & patio!
Exterior

Ranch style living at its best with country garden & patio!

9.6 out of 10, Exceptional, (14)
"the host was really great about getting back to us when we had a question or problem . his home was comfortable and artistic. the location was also easy to get to and the neighborhood was quiet and comvenient to all your needs."
Ranch style living at its best with country garden & patio!
Exclusive Weekend Summer Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views
Dining

Exclusive Weekend Summer Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views

9.8 out of 10, Exceptional, (68)
"Great family get together where we all were very comfortable. "
Exclusive Weekend Summer Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views
New!Quaint & Convenient Hideaway: Great Location
Fridge, microwave, oven, stovetop

New!Quaint & Convenient Hideaway: Great Location

9.6 out of 10, Exceptional, (14)
"Our family of 4 stayed there while visiting Hartford for our daughter’s college graduation. Great location great property and responsive host. Would def stay again!"
New!Quaint & Convenient Hideaway: Great Location
Prime West Hartford Center Location: Historic Gem
Fridge, microwave, oven, stovetop

Prime West Hartford Center Location: Historic Gem

10.0 out of 10, Exceptional, (28)
"The house is very spacious, clean and comfortable. Will definitely book again!"
Prime West Hartford Center Location: Historic Gem
Charming beach home, complete with pool & cozy guest house!
Interior

Charming beach home, complete with pool & cozy guest house!

9.8 out of 10, Exceptional, (35)
"Very clean and comfy house. The guest cottage was a nice surprise! Walking distance to Beach and restaurants.We were during the recent heat wave and spent a lot of time in the pool.Would return again if in the area."
Charming beach home, complete with pool & cozy guest house!
Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!
Beach

Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!

2.0 star property
10.0 out of 10, Exceptional, (7)
"We enjoyed our time in Westbrook! Hosts were more than accomodating and helpful throughout our stay - thank you! House is cute, the perfect size for a small group, and in a good location (walking distance to many shops and restaurants). Private beach access is easy to get to (beach area is small, but it worked!)"
Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!
Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds
TV

Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds

10.0 out of 10, Exceptional, (5)
The price is HK$1,175
HK$2,301 total
includes taxes & fees
5 Oct - 6 Oct
Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds
Amazing Lakefront Property
Interior

Amazing Lakefront Property

9.8 out of 10, Exceptional, (26)
"Great views and a good central location for day trips 👌. "
Amazing Lakefront Property
Massive 5 Bedrooms: 3King 2Queen, 10 mins to Downtown Hartford
Fridge, microwave, oven, stovetop

Massive 5 Bedrooms: 3King 2Queen, 10 mins to Downtown Hartford

9.2 out of 10, Wonderful, (7)
"Beautiful new spacious property in a great safe neighborhood. Very nice for groups. Common Living space s conducive for gathering. Property still under construction as there were other homes still being built. Near busy street but monimal noise. Would stay again."
The price is HK$1,233
HK$4,237 total
includes taxes & fees
5 Oct - 6 Oct
Massive 5 Bedrooms: 3King 2Queen, 10 mins to Downtown Hartford
Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.
Beach nearby, sun-loungers, beach towels

Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.

10.0 out of 10, Exceptional, (48)
"Absolutely, beautiful and great hostess"
Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.
Storybook Cottage
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Storybook Cottage

10.0 out of 10, Exceptional, (2)
"Charming antique property full of character with private backyard, minutes to everything in Old Saybrook. Note- bedrooms half bath are upstairs along with lovely family room, full bath with shower is down. Property was clean and comfortable. We enjoyed our stay!"
Storybook Cottage
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Beach nearby, sun-loungers, beach towels

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

9.8 out of 10, Exceptional, (6)
"This was the perfect house for our family’s long weekend getaway to coastal New England. The house was beautiful and spotless, and came with everything you might need and more. We loved the griddle, the hot tub and my son loved the game room. Would definitely stay again!"
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
🌾Welcoming Tiny Home! Downtown & Beachy☀️
Terrace/patio

🌾Welcoming Tiny Home! Downtown & Beachy☀️

9.8 out of 10, Exceptional, (15)
"The owner knows how to create a welcoming feel and comfortable vibe! This listing is excellent - thank you Stacey! "
🌾Welcoming Tiny Home! Downtown & Beachy☀️
3-bedroom house just walking distance from Yale and Downtown
Terrace/patio

3-bedroom house just walking distance from Yale and Downtown

The price is HK$1,751
HK$3,235 total
includes taxes & fees
8 Oct - 9 Oct
3-bedroom house just walking distance from Yale and Downtown
Family Stays: Middletown, CT
Fridge, microwave, oven, stovetop

Family Stays: Middletown, CT

10.0 out of 10, Exceptional, (13)
"The house was great, the welcome snacks and balloons were thoughtful and the kitchen coffee, etc, was much appreciated. This was an excellent stay and I highly recommend it!"
The price is HK$895
HK$1,640 total
includes taxes & fees
14 Oct - 15 Oct
Family Stays: Middletown, CT
The Connecticut Chalet - On 5 Acres!
Interior

The Connecticut Chalet - On 5 Acres!

9.8 out of 10, Exceptional, (7)
"Highly recommend this property if you're heading to the area!"
The Connecticut Chalet - On 5 Acres!
Beach community with private beaches
Fridge, microwave, oven, stovetop

Beach community with private beaches

10.0 out of 10, Exceptional, (13)
"Spacious. Wish we could have had more time there."
Beach community with private beaches
Private Apartment in Berlin
Fridge, microwave, oven, stovetop

Private Apartment in Berlin

2.0 star property
9.2 out of 10, Wonderful, (5)
"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "
The price is HK$911
HK$2,460 total
includes taxes & fees
5 Oct - 6 Oct
Private Apartment in Berlin
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 Middletown Hotel Reviews

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

10/10 Excellent
"excellent hotel,room clean and excellent service."
Tiago 1-night trip
Posted 2 days ago
Holiday Inn Express Southington by IHG

Find out more about Middletown

Find out more about Middletown

Middletown Vacation Homes information

Number of reviews
356
Accommodation
366 Vacation Homes
Lowest Price
HK$1,640
Highest Price
HK$4,237