Killingworth Vacation Rentals from $229: Search Short-Term Rentals

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Our top choices for Killingworth vacation rentals

1. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

East Haddam

Morainny

$229 nightly

Sep 7 - Sep 8

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

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

Clinton

Wink V.

$291 nightly

Sep 8 - Sep 9

Total with taxes and fees

1 bedroom, desk, iron/ironing board, travel crib

3. 1-bedroom cottage with Grove Beach 🏖️ access.

Clinton

JM B.

$203 nightly

Sep 7 - Sep 8

Total with taxes and fees

4. LONG TERM-Fall is coming, Leaves Colors, Beach, Golf, Outlets!

Clinton

Elizabeth C.

$558 nightly

Sep 9 - Sep 10

Total with taxes and fees

Smart TV, fireplace, books, music library

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

Haddam

Kate F.

$233 nightly

Sep 22 - Sep 23

Total with taxes and fees

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

Westbrook Center

"It was close to a very pretty beach, which was nice. The neighborhood is very quiet. The only downside was that the bedrooms were up stairs and the stairs were very steep. I didn’t notice that in the write up to the property it might have changed my rental of it. I would rate it very highly for anyone that doesn’t have trouble with stairs. The air conditioning was excellent, and the property is well appointed the owners were lovely and responsive."

Sandra Hart

$429 nightly

Sep 9 - Sep 10

Total with taxes and fees

7. Walk To Goodspeed Opera House!

East Haddam

Amber J.

$276 nightly

Sep 9 - Sep 10

Total with taxes and fees

8. All New 1BR with tons of Charm

Wallingford Center

Hannah Z.

$274 nightly

Sep 7 - Sep 8

Total with taxes and fees

1 bedroom, iron/ironing board, WiFi, bed sheets

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

Wallingford Center

Jeanette W.

$274 nightly

Sep 6 - Sep 7

Total with taxes and fees

10. All new 1BR apartment with all the features you are looking for

Wallingford Center

ALRUNDUS L.

$274 nightly

Sep 4 - Sep 5

Total with taxes and fees

11. Historic New England home ,Reunions Beach pass

Guilford

Liz H.

$581 nightly

Sep 14 - Sep 15

Total with taxes and fees

12. The Stern at Soundview · Beach+Ocean+Sunrise

Old Lyme

"If you are looking for a place to sleep, this place is ok. No place to sit down or put anything down. Just a bed and an old beat up tiny side table. Refrigerator is tiny, needed to be cleaned and defrosted. Stains in the bathroom ceiling tiles and the smell of Marijuana at night. Hot plate and microwave present but did not use. The entryway and stairs were dirty and could use a coat of paint and trim. The beach was the highlight and a very short walk. Definitely not worth the $$$ we paid."

Janine

$253 nightly

Sep 7 - Sep 8

Total with taxes and fees

13. Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Saybrook Manor

Alexis L.

$501 nightly

Sep 21 - Sep 22

Total with taxes and fees

14. Lakeview Carriage House with Spectacular Sunset Views

Lake Pocotopaug

Jennifer J.

$281 nightly

Sep 7 - Sep 8

Total with taxes and fees

15. North Fork Resort

Greenport

Lisa

$286 nightly

Sep 27 - Sep 28

Total with taxes and fees

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

Wallingford

David M.

$274 nightly

Sep 20 - Sep 21

Total with taxes and fees

17. #24 Serenity A Lakefront Cottage Retreat

Middletown

Rodrigo C.

$381 nightly

Sep 20 - Sep 21

Total with taxes and fees

18. Family Stays: Middletown, CT

Middletown

Trisha T.

$220 nightly

Sep 30 - Oct 1

Total with taxes and fees

19. Bright Downtown Studio near Yale & East Rock!

Downtown New Haven

Dongjian

$223 nightly

Sep 6 - Sep 7

Total with taxes and fees

1 bedroom, desk, iron/ironing board, WiFi

20. One bedroom in United States of America, New Haven

Dwight

Rosanne M.

$167 nightly

Sep 21 - Sep 22

Total with taxes and fees

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Top Killingworth Hotel Reviews

Motel 6 New Haven - Branford, CT

10/10 Excellent

"The price point is excellent. Staff is always helpful. Air conditioning is Ice cold. During our stay, they upgraded the mattresses and I can honestly say, It's like sleeping on a cloud. Way better than the old mattresses. Highly recommend."

North Fork Resort

8/10 Good

"My sisters and I booked a 2 bedroom cottage for a long weekend around Greenport. The listing said it was a 2 bedroom with queen beds but when I arrived I realized one room was only a full so one of us had to sleep on the pull out couch for us all to be comfortable. You also definitely need a car. It’s a 45 min walk from the train station so if you’re coming from the city it’s not a convenient location and it’s off a busy road. The cottage did have lots of kitchen amenities and a grill which is great if you’re looking for some easy meals. The shower’s water pressure was great and the air conditioning was effective. Unfortunately you can’t open any windows because there are no screens in the windows and the area is buggy. Overall, the place was nice but the rooms are smaller than I expected and you’re far from everything (even the main reception and pool)"

Find out more about Killingworth

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

Killingworth vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Killingworth. 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 Killingworth 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 $229 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 Killingworth rentals

At Expedia, we put the best Killingworth 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 Killingworth 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 Killingworth 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 Killingworth. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Are there vacation rentals in Killingworth?

Yes, we give you a choice of vacation rentals in Killingworth close to Labyrinth, or you can choose a secluded option if you'd like a relaxing place to stay. Killingworth is known for its parks and beaches.

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

New Madison beach house - Ocean front- Great views- booking Summer 2026: This vacation home rental outside of Killingworth 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.

How many vacation rentals are there in Killingworth?

Expedia has 3 vacation rentals for your stay in Killingworth.

What can I see and do in Killingworth?

Explore the area and family-friendly sights such as Essex Steam Train, or get out into nature at a spot like Chatfield Hollow State Park. In the larger area, you’ll find Labyrinth and Clinton Crossing Premium Outlets.

What are vacation rentals like in Killingworth?

Vacation rentals are privately owned accommodations you can stay in for a few days or a quick weekend in Killingworth. Vacation rentals feature amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family trip.

Room 1

Check prices for these dates

Our top choices for Killingworth vacation rentals

1. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

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

3. 1-bedroom cottage with Grove Beach 🏖️ access.

4. LONG TERM-Fall is coming, Leaves Colors, Beach, Golf, Outlets!

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