Middle Haddam Holiday Rentals from €171: Search Short-Term Rentals

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Our top choices for Middle Haddam holiday rentals

A glass enclosure with a view of a forest interior, including a bed and a small table with items.

1. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

East Haddam

Kelvin

includes taxes & fees

7 Dec - 8 Dec

A spacious living area with a wooden floor, a dining table with chairs, a sofa, and a coffee table. There is a kitchen in the background with white cabinets and a wooden countertop.

2. Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

Haddam

Kristy C.

includes taxes & fees

4 Dec - 5 Dec

A compact kitchen with modern appliances, a dining area with a glass table and black chairs, and a geometric pendant light.

3. 2BR Apartment Near Wesleyan 102

Washington Street Historic District

DANIEL M.

A modern kitchen with a central island, white cabinetry, stainless steel appliances, and a wooden floor.

4. 2BR Apartment Near Wesleyan 301

Washington Street Historic District

Joanne L.

A large, white, multi-story building with a prominent tower and a flag on top.

5. Walk To Goodspeed Opera House!

East Haddam

Anonymous traveller

includes taxes & fees

9 Nov - 10 Nov

A wooden deck with a railing, overlooking a calm lake with autumn foliage.

6. #24 Serenity A Lakefront Cottage Retreat

Middletown

Rodrigo C.

Three individuals in blue aprons walking outside a building with a staircase and a red umbrella in the background.

7. 1 Queen Bed | Micfridge

Wethersfield

Anonymous traveller

includes taxes & fees

8 Nov - 9 Nov

A room with a patterned rug, a door leading to a kitchen, and a window with blinds.

8. Family Stays: Middletown, CT

Middletown

Audrey F.

includes taxes & fees

30 Nov - 1 Dec

An outdoor kitchen area with a stone fireplace, grill, and built-in refrigerator.

9. Cozy 1 bedroom private farmhouse apartment

Durham

includes taxes & fees

30 Nov - 1 Dec

A hotel room with a neatly made bed, a bedside table with a lamp, and a window with patterned curtains.

10. 2 Full Beds | Wethersfield

Wethersfield

Anonymous traveller

includes taxes & fees

8 Nov - 9 Nov

A lakeside deck with a table and chairs, a dock extending into the water, and a view of the lake surrounded by trees.

11. Romantic Getaway at The Lake!

East Haddam

12. Private Apartment in Berlin

Berlin

Shaun L.

includes taxes & fees

8 Nov - 9 Nov

A compact kitchen with white cabinets, a built-in oven, and a dining table with chairs.

13. Private Apt in Middletown-Wesleyan 101

Washington Street Historic District

Kristoph

includes taxes & fees

7 Dec - 8 Dec

14. 1 Queen Bed | Wethersfield

Wethersfield

Anonymous traveller

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a sofa, coffee table, and a TV mounted on the wall.

15. Once the old Schools house now a newly furnished Apartment

Wallingford Center

Jeanette W.

includes taxes & fees

12 Nov - 13 Nov

A kitchen with dark cabinets, a granite countertop, a black stove, a microwave, and a sink.

16. Fully Furnished 1BR Apartment

Wallingford

"This property was very clean and comfortable; a nicely remodeled apartment in an older home. We had family members staying in one of the other apartments, so it was great to have them so close, but still had privacy. The location is conveniently located with plenty of restaurants nearby, and a short drive to fowntown dining and shops. Karl was an excellent host, griendly and very responsive. Would definitely stay here again!"

Ryan

includes taxes & fees

25 Nov - 26 Nov

A two-story building with a dark blue facade, a central arched entrance, and a number '43' plaque.

17. All New Studio apartment in center of town

Wallingford Center

DAVID B.

includes taxes & fees

19 Nov - 20 Nov

A living room with a dark blue sofa, a round ottoman, a coffee table, and a TV on a stand. There is a large abstract painting on the wall and a window with curtains.

18. Cozy basement apartment with private bathroom, kitchen and entrance.

Marlborough

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a glass dining table, dark chairs, a sofa, and a ceiling fan.

19. Two Families, up and Down Stairs, the 2nd Floor is the Vrbos Apartment

New Britain

Audrey L.

includes taxes & fees

8 Nov - 9 Nov

A living room with a grey sofa, yellow cushions, a wooden coffee table, a TV on a stand, and a lamp on a side table.

20. Newly Remodeled with deck. Close to town center

Wallingford

Karen F.

includes taxes & fees

9 Nov - 10 Nov

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Top Middle Haddam Hotel Reviews

Best Western Manchester

10/10 Excellent

"Clean updated room, only downside was the elevator was out of order."

Economy Inn

8/10 Good

"With last-minute plans and the weather to consider, we booked the Economy Inn because it was the least expensive option we found. It was a basic stay, but it gave us what we needed: a place to spend the night that fit our budget."

Find out more about Middle Haddam

Everything you need to know about Middle Haddam holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middle Haddam holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middle Haddam holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middle Haddam holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middle Haddam holiday rentals we have selected for you start as low as €171 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middle Haddam rentals

At Expedia, we put the best Middle Haddam holiday 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 holiday.

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.

Frequently asked questions

Are there holiday rentals in Middle Haddam?

Yes, there are holiday rentals close to the most popular sights in Middle Haddam, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Middle Haddam has to offer?

New Madison beach house - Ocean front- Great views- booking Summer 2026: This holiday home rental outside of Middle Haddam is located on the beach, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 wider area, you’ll find Hurd State Park and Machimoodus State Park.

What are holiday rentals like in Middle Haddam?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middle Haddam. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family trips or small group gatherings.

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Our top choices for Middle Haddam holiday rentals

1. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy