Default HTG hotel image

Middle Haddam Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Middle Haddam vacation rentals

A cabin with a dining table set for two, a bicycle, and a small porch area.

1. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.4 out of 10, Exceptional, (218 reviews)
"Amazing stay, quiet, relaxing, will definitely do it again"
United States
Kelvin
The price is ￥20,110
￥30,411 total
includes taxes & fees
Dec 7 - Dec 8
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
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

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Haddam
10.0 out of 10, Exceptional, (40 reviews)
"We had a great stay, very clean and cozy! Our host was very nice and responsive. Great location, would definitely recommend!!!"
United States
Kristy C.
The price is ￥19,686
￥39,648 total
includes taxes & fees
Dec 1 - Dec 2
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
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

2BR Apartment Near Wesleyan 102
Washington Street Historic District
9.0 out of 10, Wonderful, (7 reviews)
"Excellent beds and clean."
United States
DANIEL M.
The price is ￥16,064
￥38,743 total
includes taxes & fees
Nov 9 - Nov 10
2BR Apartment Near Wesleyan 102
A modern kitchen with a central island, white cabinetry, stainless steel appliances, and a wooden floor.

4. 2BR Apartment Near Wesleyan 301

2BR Apartment Near Wesleyan 301
Washington Street Historic District
9.6 out of 10, Exceptional, (4 reviews)
"The living quarters was clean, no bugs, essentials provided (except laundry detergent and hair dryer), quiet residence, muddy parking lot, safe neighborhood, great communication and ease of parking and entry. "
United States
Joanne L.
The price is ￥21,520
￥49,768 total
includes taxes & fees
Nov 7 - Nov 8
2BR Apartment Near Wesleyan 301
A large, white, multi-story building with a prominent tower and a flag on top.

5. Walk To Goodspeed Opera House!

Walk To Goodspeed Opera House!
East Haddam
9.4 out of 10, Exceptional, (43 reviews)
"Very convenient location with good parking"
United States
Anonymous traveler
The price is ￥26,761
￥42,572 total
includes taxes & fees
Dec 7 - Dec 8
Walk To Goodspeed Opera House!
A wooden deck with a railing, overlooking a calm lake with autumn foliage.

6. #24 *Serenity* A Lakefront Cottage Retreat

#24 *Serenity* A Lakefront Cottage Retreat
Middletown
9.8 out of 10, Exceptional, (27 reviews)
"It was great "
United States
Rodrigo C.
#24 *Serenity* A Lakefront Cottage Retreat
A hotel reception area with a counter, a digital tablet, and a poster on the wall.

7. 1 Queen Bed | Micfridge

1 Queen Bed | Micfridge
Wethersfield
10.0 out of 10, Exceptional, (51 reviews)
"Quick stop, quiet room near the highway."
United States
Anonymous traveler
The price is ￥12,163
￥13,988 total
includes taxes & fees
Nov 9 - Nov 10
1 Queen Bed | Micfridge
Veterans Park, near the house

8. Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (34 reviews)
"Gilbert is an amazing host! I highly recommend staying here if you are visiting Middletown."
United States
Audrey F.
The price is ￥23,753
￥42,438 total
includes taxes & fees
Nov 30 - Dec 1
Family Stays: Middletown, CT
An outdoor kitchen area with a stone fireplace, grill, and built-in refrigerator.

9. Cozy 1 bedroom private farmhouse apartment

Cozy 1 bedroom private farmhouse apartment
Durham
The price is ￥22,232
￥42,233 total
includes taxes & fees
Nov 30 - Dec 1
Cozy 1 bedroom private farmhouse apartment
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

2 Full Beds | Wethersfield
Wethersfield
10.0 out of 10, Exceptional, (52 reviews)
"My short stopover went well, beds were supportive but not too firm, setting remained calm despite being next to interstate."
United States
Anonymous traveler
The price is ￥12,317
￥14,165 total
includes taxes & fees
Nov 9 - Nov 10
2 Full Beds | Wethersfield
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!

Romantic Getaway at The Lake!
East Haddam
The price is ￥25,372
￥38,313 total
includes taxes & fees
Nov 9 - Nov 10
Romantic Getaway at The Lake!
Stairwell

12. Private Apartment in Berlin

Private Apartment in Berlin
Berlin
8.8 out of 10, Excellent, (8 reviews)
"Clean, convenient, and great location."
United States
Shaun L.
The price is ￥15,166
￥36,656 total
includes taxes & fees
Nov 8 - Nov 9
Private Apartment in Berlin
A compact kitchen with white cabinets, a built-in oven, and a dining table with chairs.

13. Private Apt in Middletown-Wesleyan 101

Private Apt in Middletown-Wesleyan 101
Washington Street Historic District
7.2 out of 10, Good, (5 reviews)
"Very clean. No frills."
United States
Kristoph
The price is ￥16,064
￥42,885 total
includes taxes & fees
Nov 9 - Nov 10
Private Apt in Middletown-Wesleyan 101
A hotel reception area with a receptionist, a guest, and a child.

14. 1 Queen Bed | Wethersfield

1 Queen Bed | Wethersfield
Wethersfield
10.0 out of 10, Exceptional, (47 reviews)
"Quick check-in and quiet room helped us get good rest before hitting the road again."
United States
Anonymous traveler
The price is ￥11,546
￥13,277 total
includes taxes & fees
Nov 9 - Nov 10
1 Queen Bed | Wethersfield
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

Once the old Schools house now a newly furnished Apartment
Wallingford Center
9.0 out of 10, Wonderful, (16 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is ￥20,789
￥45,798 total
includes taxes & fees
Nov 12 - Nov 13
Once the old Schools house now a newly furnished Apartment
A kitchen with dark cabinets, a granite countertop, a black stove, a microwave, and a sink.

16. Fully Furnished 1BR Apartment

Fully Furnished 1BR Apartment
Wallingford
10.0 out of 10, Exceptional, (4 reviews)
"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!"
United States
Ryan
The price is ￥20,789
￥45,798 total
includes taxes & fees
Nov 25 - Nov 26
Fully Furnished 1BR Apartment
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

All New Studio apartment in center of town
Wallingford Center
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and comfortable with easy communication with host I recommend this unit to all who want to visit Wallingford or who desire to take the train to ny or Boston etc"
United States
DAVID B.
The price is ￥20,789
￥45,798 total
includes taxes & fees
Nov 23 - Nov 24
All New Studio apartment in center of town
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.

Cozy basement apartment with private bathroom, kitchen and entrance.
Marlborough
The price is ￥25,372
￥71,228 total
includes taxes & fees
Nov 9 - Nov 10
Cozy basement apartment with private bathroom, kitchen and entrance.
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

Two Families, up and Down Stairs, the 2nd Floor is the Vrbos Apartment
New Britain
6.8 out of 10, (8 reviews)
" Not bad for the price "
United States
Audrey L.
The price is ￥20,946
￥54,798 total
includes taxes & fees
Nov 8 - Nov 9
Two Families, up and Down Stairs, the 2nd Floor is the Vrbos Apartment
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

Newly Remodeled with deck. Close to town center
Wallingford
10.0 out of 10, Exceptional, (2 reviews)
"The apartment was perfect - size, location, furnishings and price. Will definitely return when I visit friends and family."
United States
Karen F.
The price is ￥20,789
￥45,798 total
includes taxes & fees
Nov 9 - Nov 10
Newly Remodeled with deck. Close to town center
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middle Haddam Hotel Reviews

Best Western Manchester

Best Western Manchester

10/10 Excellent
"Clean updated room, only downside was the elevator was out of order."
Mark 1-night trip
Posted 2 days ago
Best Western Manchester

Find out more about Middle Haddam

Search for holiday rentals in Middle Haddam on Expedia! You can easily find your home rentals, villas, holiday apartments in Middle Haddam using one of the methods below:

  • View our selection of featured holiday rentals in Middle Haddam
  • Use the map to find apartments and other holiday homes in the Middle Haddam neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middle Haddam while they last

Look no further and take a look at our great range of rental properties in Middle Haddam!

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?

New Madison beach house - Ocean front- Great views- booking Summer 2026: Visitors like this Middle Haddam vacation home rental. It is located on the beach and has a balcony, a barbecue grill, 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 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 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.