Middle Haddam Vacation Rentals

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Check prices for these dates

In two weeks
Oct 17 - Oct 19
In two months
Nov 28 - Nov 30
In three months
Dec 26 - Dec 28
In four months
Jan 23 - Jan 25

Vacation Rentals in Middle Haddam

Postcard Cabins Machimoodus
Standard Cabin, 1 Queen Bed | Exterior

Postcard Cabins Machimoodus

2.0 star property
9.6 out of 10, Exceptional, (70)
"Great stay"
$174 nightly
The price is $200
Oct 1 - Oct 2
Total with taxes and fees
Postcard Cabins Machimoodus
Lux Boutique Large Private LOFT Pratt St Hartford
Iron/ironing board, WiFi, bed sheets

Lux Boutique Large Private LOFT Pratt St Hartford

8.4 out of 10, Very Good, (21)
"Location was great. Lots of things to do and many nearby options for eating and drinks. View was disappointing—dark and one window facing a brick wall. Biggest complaint was neighbors and noise—first two nights there was loud music and parties until early morning hours."
$144 nightly
The price is $163
Oct 12 - Oct 13
Total with taxes and fees
Lux Boutique Large Private LOFT Pratt St Hartford
Cozy apartment in charming Hartford with AC, WiFi
Microwave

Cozy apartment in charming Hartford with AC, WiFi

10.0 out of 10, Exceptional, (3)
"All was as advertised. The Xfinity INDOOR theatre us across the the street. Xfinity OUTDOOR theatre/ arena is only about a .8 mile walk away. We took an UBER there and walked back after our concert"
$154 nightly
The price is $174
Oct 5 - Oct 6
Total with taxes and fees
Cozy apartment in charming Hartford with AC, WiFi
Shoreline Oasis
Exterior

Shoreline Oasis

9.2 out of 10, Wonderful, (7)
"A very comfortable, clean, convenient apartment close to the shore and all the natural attractions near Madison and Clinton. We particularly appreciated that the owners quickly replaced the bedroom air conditioner when it broke. Great hosts!"
$232 nightly
The price is $263
Oct 5 - Oct 6
Total with taxes and fees
Shoreline Oasis
Totally Private Cozy studio in awesome Hartford with WiFi, AC
WiFi, bed sheets

Totally Private Cozy studio in awesome Hartford with WiFi, AC

9.2 out of 10, Wonderful, (10)
"Great!"
$140 nightly
The price is $158
Oct 12 - Oct 13
Total with taxes and fees
Totally Private Cozy studio in awesome Hartford with WiFi, AC
COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature
Exterior

COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature

10.0 out of 10, Exceptional, (47)
"Amazing property, we loved everything about it, highly recommended, will stay again "
$615 nightly
The price is $696
Oct 6 - Oct 7
Total with taxes and fees
COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature
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!
Cozy Safe Home
Fridge, microwave, oven, stovetop

Cozy Safe Home

$303 nightly
The price is $343
Oct 1 - Oct 2
Total with taxes and fees
Cozy Safe Home
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
Microwave, electric kettle, cookware/dishes/utensils, paper towels

Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator

10.0 out of 10, Exceptional, (3)
"Great place in a very nice part of the city. Walkable and lots to do around, and a reasonable parking garage right across the street. Apartment was clean, comfy and easily accessible."
$193 nightly
The price is $218
Oct 5 - Oct 6
Total with taxes and fees
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
Conference Room Rental no sleeping arrangements
Interior

Conference Room Rental no sleeping arrangements

$820 nightly
The price is $928
Oct 1 - Oct 2
Total with taxes and fees
Conference Room Rental no sleeping arrangements
Waterfront House with picture-perfect views from all 3 levels.
Interior

Waterfront House with picture-perfect views from all 3 levels.

9.6 out of 10, Exceptional, (93)
"Took our four grandsons here for a week and it was perfect. Location is great and the house worked perfectly for us. Owners could not be easier to work with "
Waterfront House with picture-perfect views from all 3 levels.
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)
$251 nightly
The price is $284
Oct 1 - Oct 2
Total with taxes and fees
Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds
UPDATED HOME, king+queen beds, AC, 5 min walk to beach, 1 min to Waters Edge
Property grounds

UPDATED HOME, king+queen beds, AC, 5 min walk to beach, 1 min to Waters Edge

10.0 out of 10, Exceptional, (70)
"Beautiful home with every aminity you could dream about. Located in a prefect location. Close to beaches and restaurants. Host was available whenever needed. Overall, a prefect vacation home."
UPDATED HOME, king+queen beds, AC, 5 min walk to beach, 1 min to Waters Edge
Large Charming Historic House close to Beaches
Fridge, microwave, oven, dishwasher

Large Charming Historic House close to Beaches

9.8 out of 10, Exceptional, (31)
"Great place and location. There was 8 of us and plenty of space and beds!"
Large Charming Historic House close to Beaches
1-bedroom cottage with Grove Beach 🏖️ access.
Smart TV

1-bedroom cottage with Grove Beach 🏖️ access.

9.4 out of 10, Exceptional, (31)
"Loved the overall stay and experience. The private beach access is a bonus"
$173 nightly
The price is $195
Oct 1 - Oct 2
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
Fully Furnished Private Loft Style Charm Trumbull Elevator
Private kitchen

Fully Furnished Private Loft Style Charm Trumbull Elevator

7.0 out of 10, Good, (2)
"Great place to stay. Lots of room compared to a hotel room and it's nice to have the kitchen area. We used the bonus spaces a lot and found the building to be very quiet from room to room. The noise from outside at night was mostly car noise and seemed pretty standard for being in a central location. Thank you!"
$170 nightly
The price is $193
Oct 13 - Oct 14
Total with taxes and fees
Fully Furnished Private Loft Style Charm Trumbull Elevator
Waterfront Goodspeed airport 2-bedroom house with AC, WiFi
Sun loungers, beach towels

Waterfront Goodspeed airport 2-bedroom house with AC, WiFi

2.0 star property
9.4 out of 10, Exceptional, (12)
"Beautiful location, very comfortable for our small family."
Waterfront Goodspeed airport 2-bedroom house with AC, WiFi
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
Dining

Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included

10.0 out of 10, Exceptional, (33)
"Enjoyed our stay"
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
Experience Downtown Hartford near XL Center
Interior

Experience Downtown Hartford near XL Center

6.8 out of 10, (5)
"The day I arrived the property wasn’t ready and I had to find a hotel near there. Needless to say it’s not near nice areas but that’s where the hotel was. They only told me after I didn’t get a code to get in and I had to contact them. Good news was that they reimbursed the hotel quickly. The unit is very clean but very minimal. The refrigerator has no freezer section and the kitchen only a range top, no oven. There’s also no coffee maker, iron or ironing board and laundry was done offsite. All...
$135 nightly
The price is $152
Oct 5 - Oct 6
Total with taxes and fees
Experience Downtown Hartford near XL Center
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
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 Middle Haddam Hotel Reviews

Best Western Manchester

Best Western Manchester

10/10 Excellent
"Great value! Everything was clean and new. Staff was friendly. Breakfast was good."
Wen 1-night trip
Posted 2 days ago
Best Western Manchester

Find out more about Middle Haddam

Find out more about Middle Haddam

Everything you need to know about Middle Haddam vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middle Haddam vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middle Haddam vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middle Haddam vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middle Haddam. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Middle Haddam in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $152 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middle Haddam rentals

At Expedia, we put the best Middle Haddam vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middle Haddam rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middle Haddam vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middle Haddam. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Middle Haddam?

Yes, we have vacation rentals near the most popular local attractions in Middle Haddam, or you can go with a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental that Middle Haddam has to offer?

Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!: Visitors like this Middle Haddam vacation home rental. It offers a garden, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

What can I see and do in Middle Haddam?

While exploring the area, visit family-friendly sights like Brownstone Exploration & Discovery Park, or get outside and enjoy nature at Connecticut River. In the larger area, you’ll find Hurd State Park and Machimoodus State Park.

What are vacation rentals like in Middle Haddam?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Middle Haddam. Vacation rentals offer amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a small group gathering.