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Haddam Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Haddam vacation rentals

A cabin with a large window, surrounded by trees.

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, (187 reviews)
"Beautiful cabin! Will def go again!"
United States
Morainny
$175 nightly
The price is $201
Sep 16 - Sep 17
Total with taxes and fees
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, (36 reviews)
"My son and I were here for two nights and had an excellent time. It was exactly as described and such a tastefully decorated and maintained place to stay. Would definitely stay here again if in the area!"
United States
Kate F.
$236 nightly
The price is $267
Sep 21 - Sep 22
Total with taxes and fees
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
A large, white, multi-story building with a prominent tower and a flag on top.

3. Walk To Goodspeed Opera House!

Walk To Goodspeed Opera House!
East Haddam
9.4 out of 10, Exceptional, (42 reviews)
"Very convenient location with good parking"
United States
Anonymous traveler
$216 nightly
The price is $245
Sep 15 - Sep 16
Total with taxes and fees
Walk To Goodspeed Opera House!
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
10.0 out of 10, Exceptional, (3 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.
$243 nightly
The price is $276
Sep 13 - Sep 14
Total with taxes and fees
2BR Apartment Near Wesleyan 301

5. Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (30 reviews)
"Clean, fully equipped kitchen, family friendly"
United States
Trisha T.
$201 nightly
The price is $229
Oct 12 - Oct 13
Total with taxes and fees
Family Stays: Middletown, CT
A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

6. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (56 reviews)
"We enjoyed our stay"
United States
JM B.
$205 nightly
The price is $232
Oct 6 - Oct 7
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
A compact kitchen with white cabinets, a built-in oven, and a dining table with chairs.

7. 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
$251 nightly
The price is $284
Sep 15 - Sep 16
Total with taxes and fees
Private Apt in Middletown-Wesleyan 101
A wooden deck with chairs overlooking a calm lake surrounded by autumn foliage.

8. #24 Serenity A Lakefront Cottage Retreat

#24 Serenity A Lakefront Cottage Retreat
Middletown
9.8 out of 10, Exceptional, (25 reviews)
"It was great "
United States
Rodrigo C.
$376 nightly
The price is $407
Sep 28 - Sep 29
Total with taxes and fees
#24 Serenity A Lakefront Cottage Retreat
A modern kitchen with dark cabinetry, a marble countertop, and a dining area with a table and chairs.

9. 3 BR Apartment Near Wesleyan 201

3 BR Apartment Near Wesleyan 201
Washington Street Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Clean apartment plenty of parking"
United States
Rebecca P.
$289 nightly
The price is $327
Sep 15 - Sep 16
Total with taxes and fees
3 BR Apartment Near Wesleyan 201
A modern living room with a sofa, a dining table, and a massage chair.

10. #29 - Modern 5 Bedroom/2 Bath

#29 - Modern 5 Bedroom/2 Bath
Middletown
9.4 out of 10, Exceptional, (6 reviews)
"Great place! "
United States
Gail R.
$466 nightly
The price is $498
Oct 7 - Oct 8
Total with taxes and fees
#29 - Modern 5 Bedroom/2 Bath
A modern living room with a sofa, coffee table, and a TV mounted on the wall.

11. 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, (14 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
$263 nightly
The price is $281
Sep 13 - Sep 14
Total with taxes and fees
Once the old Schools house now a newly furnished Apartment
A living room with a grey sofa, an orange armchair, a small round table, and a glass-top coffee table.

12. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (11 reviews)
"Great little quiet home away from home. Tom and Stacy and all the cute animals were very friendly and welcoming. Perfect place to relax after a busy day of activity."
United States
Angela A.
$125 nightly
The price is $142
Oct 6 - Oct 7
Total with taxes and fees
The Tiny Cottage & Mini Farm

13. All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
10.0 out of 10, Exceptional, (11 reviews)
"Bigger than expected! Very nice and lovely little amenities provided."
United States
Hannah Z.
$274 nightly
The price is $292
Sep 14 - Sep 15
Total with taxes and fees
All New 1BR with tons of Charm
A cozy room with a bed, a dining table set with bowls and spoons, and a view of a lake and trees.

14. Lakefront Boho Tiny House

Lakefront Boho Tiny House
East Lyme
10.0 out of 10, Exceptional, (10 reviews)
"Every thing was amazing "
United States
Annaliaa C.
$235 nightly
The price is $267
Sep 13 - Sep 14
Total with taxes and fees
Lakefront Boho Tiny House
A kitchen with a microwave, stove, and granite countertop. There is a dining area with a sofa and a coffee table.

15. The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly
Clinton
9.8 out of 10, Exceptional, (28 reviews)
"Very nice cozy cottage, the host was very friendly"
United States
Wink V.
$263 nightly
The price is $297
Oct 7 - Oct 8
Total with taxes and fees
The gardners Cottage 1 mile from long Island Sound - pet friendly
A swimming pool with lounge chairs and umbrellas, surrounded by a wooden deck and lush greenery.

16. Private Guest House w/ Deck + Spectacular Views!

Private Guest House w/ Deck + Spectacular Views!
3.0 star property
Montville
10.0 out of 10, Exceptional, (3 reviews)
"The pool was amazing, the host was great, very accessible and the property was prisine. The views alone made us immediately want to come back. Very clean and well stocked. "
United States
agata
$330 nightly
The price is $380
Sep 16 - Sep 17
Total with taxes and fees
Private Guest House w/ Deck + Spectacular Views!
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.

17. 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.
$274 nightly
The price is $292
Sep 19 - Sep 20
Total with taxes and fees
Newly Remodeled with deck. Close to town center
A living room with a grey sofa, red and yellow cushions, a wooden coffee table, and a TV on a wooden cabinet.

18. Newly Remodeled 1-BR Close to Everything yet Very Private

Newly Remodeled 1-BR Close to Everything yet Very Private
Wallingford
10.0 out of 10, Exceptional, (10 reviews)
"Very Clean with everything I needed. I will stay here again."
United States
David M.
$274 nightly
The price is $292
Sep 20 - Sep 21
Total with taxes and fees
Newly Remodeled 1-BR Close to Everything yet Very Private
A two-story house with a covered patio area, a front door, and a mailbox.

19. Cozy, comfy,quiet &close to casinos

Cozy, comfy,quiet &close to casinos
Montville
9.4 out of 10, Exceptional, (65 reviews)
"It was great ocation for a weekend get away with friends to Mohegan Sun"
United States
Teresa M.
$235 nightly
The price is $266
Sep 29 - Sep 30
Total with taxes and fees
Cozy, comfy,quiet &close to casinos
A modern kitchen with white cabinets, a microwave, and a large TV displaying a beach scene.

20. Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town
Westbrook Center
9.2 out of 10, Wonderful, (17 reviews)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
$417 nightly
The price is $472
Sep 14 - Sep 15
Total with taxes and fees
Adorable Cottage, 5 min walk to water & town
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 Haddam Hotel Reviews

Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

10/10 Excellent
"One of the few places that had smoking rooms that are not nasty. I dont smoke, but the smoking rooms can open a window and that id worth it!"
Edward 1-night trip
Posted 4 hours ago
Motel 6 New Haven - Branford, CT

Find out more about Haddam

Everything you need to know about 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 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 Haddam vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Haddam vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in 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 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 $116 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 Haddam rentals

At Expedia, we put the best 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 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 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 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

Frequently asked questions

Can I find vacation rentals in Haddam?

Yes, there are vacation rentals near well known points of interest in Haddam, or you can go with a more secluded option if you're looking for a relaxing stay. Haddam is known for its parks.

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

New Madison beach house - Ocean front- Great views- booking Summer 2026: This vacation home rental near Haddam 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’s there to see and do in Haddam?

While exploring the area, visit family-friendly sights like Brownstone Exploration & Discovery Park, or get outside and enjoy nature at Connecticut River. Haddam Meadows State Park and Eagle Landing State Park are other places to visit while you're in town.

What’s a vacation rental in Haddam like?

Vacation rentals are privately owned properties you can book for a long or short time in Haddam. Vacation rentals feature amenities such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family trip.