Killingworth Vacation Rentals from $236: 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

$219 nightly

Oct 7 - Oct 8

Total with taxes and fees

2. 1-bedroom cottage with Grove Beach 🏖️ access.

Clinton

JM B.

$208 nightly

Oct 5 - Oct 6

Total with taxes and fees

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

Clinton

Wink V.

$263 nightly

Oct 7 - Oct 8

Total with taxes and fees

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

Clinton

Elizabeth C.

$555 nightly

Sep 29 - Sep 30

Total with taxes and fees

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. Walk To Goodspeed Opera House!

East Haddam

Amber J.

$276 nightly

Sep 9 - Sep 10

Total with taxes and fees

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

Westbrook Center

Donovan V.

$427 nightly

Sep 9 - Sep 10

Total with taxes and fees

8. Beachside Bliss w/ Game Room, Gym & Golf Green

Westbrook

Shannon G.

$482 nightly

Sep 8 - Sep 9

Total with taxes and fees

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

Wallingford Center

Jeanette W.

$274 nightly

Sep 8 - Sep 9

Total with taxes and fees

10. All New 1BR with tons of Charm

Wallingford Center

Hannah Z.

$274 nightly

Sep 8 - Sep 9

Total with taxes and fees

11. Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

Old Saybrook

Becky W.

12. 2BR Apartment Near Wesleyan 301

Washington Street Historic District

Joanne L.

$256 nightly

Sep 10 - Sep 11

Total with taxes and fees

13. All New Studio apartment in center of town

Wallingford Center

Nadine C.

$274 nightly

Sep 10 - Sep 11

Total with taxes and fees

14. Historic New England home ,Reunions Beach pass

Guilford

Liz H.

$585 nightly

Sep 14 - Sep 15

Total with taxes and fees

15. Bright Downtown Studio near Yale & East Rock!

Downtown New Haven

Dongjian

$215 nightly

Sep 8 - Sep 9

Total with taxes and fees

16. Luxury Studio Near Yale | Gym, W/D & Fast WiFi

Downtown New Haven

$166 nightly

Sep 8 - Sep 9

Total with taxes and fees

17. Cozy Lakefront Tiny House

East Lyme

Richard R.

$269 nightly

Oct 6 - Oct 7

Total with taxes and fees

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

Dwight

Rosanne M.

$163 nightly

Oct 5 - Oct 6

Total with taxes and fees

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

Wallingford

David M.

$274 nightly

Sep 20 - Sep 21

Total with taxes and fees

20. Newly Remodeled with deck. Close to town center

Wallingford

Karen F.

$274 nightly

Sep 10 - Sep 11

Total with taxes and fees

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Top Killingworth Hotel Reviews

New Haven Hotel

10/10 Excellent

"Everything was clean and beautiful! The staff was exceptional!"

Omni New Haven Hotel at Yale

10/10 Excellent

"We had an excellent experience from check-in to check-out! The front desk and bell hop were friendly and helpful. Check-in and check-out was quick and uneventful. The king-sized room was perfect for a one-night stay. The bed was SUPER comfortable and the room was quiet. The gym was well-equipped, with proper cardio machines, some weight machines, free weights, benches, and mats. There are plenty of restaurants along the street outside and easy to get around."

Cambria Hotel New Haven University Area

10/10 Excellent

"The hotel is very nice and close to most things in New Haven. It's right off the highway. I stayed for 3 nights and truly enjoyed the restaurant downstairs for breakfast and dinner. The bar was the spot each night. Staff were friendly and had great customer service. The rooms are great too!"

Sound View Greenport

10/10 Excellent

"A Beautiful and Peaceful Stay at Sound View Greenport I had a wonderful stay at Sound View Greenport and would highly recommend it to anyone looking for a relaxing getaway on the North Fork of Long Island. It’s a great place for couples, families, or anyone who simply wants to escape the busy city and enjoy some quiet time by the water. Greenport is also nearby, making it convenient to explore the local restaurants, shops, vineyards, and other attractions. If you’re planning a trip to Greenport or the North Fork, Sound View is definitely a place worth considering. I would happily stay here again! 🌅🌊❤️"

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 $236 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.

Killingworth Vacation Rentals

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Check prices for these dates

Our top choices for Killingworth vacation rentals

1. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

2. 1-bedroom cottage with Grove Beach 🏖️ access.

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

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

6. Walk To Goodspeed Opera House!

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

8. Beachside Bliss w/ Game Room, Gym & Golf Green

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

10. All New 1BR with tons of Charm

11. Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

12. 2BR Apartment Near Wesleyan 301

13. All New Studio apartment in center of town

14. Historic New England home ,Reunions Beach pass

15. Bright Downtown Studio near Yale & East Rock!

16. Luxury Studio Near Yale | Gym, W/D & Fast WiFi

17. Cozy Lakefront Tiny House

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

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

20. Newly Remodeled with deck. Close to town center

Find vacation rentals that suit your style

Top Killingworth Hotel Reviews

New Haven Hotel

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