A calm river with dense greenery on both sides.

Killingworth Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Killingworth vacation 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

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.4 out of 10, Exceptional, (213 reviews)
"Amazing stay, quiet, relaxing, will definitely do it again"
United States
Kelvin
$175 nightly
The price is $201
Nov 29 - Nov 30
Total with taxes and fees
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

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

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.8 out of 10, Exceptional, (66 reviews)
"We enjoyed our stay"
United States
JM B.
$251 nightly
The price is $284
Nov 1 - Nov 2
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
A kitchen with a microwave, stove, and granite countertop. There is a dining area with a sofa and a coffee table.

3. 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, (30 reviews)
"Very nice cozy cottage, the host was very friendly"
United States
Wink V.
$314 nightly
The price is $355
Nov 2 - Nov 3
Total with taxes and fees
The gardners Cottage 1 mile from long Island Sound - pet friendly
A large, white, multi-story building with a prominent tower and a flag on top.

4. 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
$277 nightly
The price is $314
Nov 2 - Nov 3
Total with taxes and fees
Walk To Goodspeed Opera House!
A modern kitchen with a granite island, stainless steel appliances, and a bar area with bar stools.

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

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (3 reviews)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
$519 nightly
The price is $588
Nov 10 - Nov 11
Total with taxes and fees
Beachside Bliss w/ Game Room, Gym & Golf Green
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.

6. 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.
$235 nightly
The price is $266
Nov 18 - Nov 19
Total with taxes and fees
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
A modern kitchen with white cabinets, a microwave, and a large TV displaying a beach scene.

7. 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.
$450 nightly
The price is $510
Oct 30 - Oct 31
Total with taxes and fees
Adorable Cottage, 5 min walk to water & town
A dining area with a wooden table, white chairs, a checkered tablecloth, a vase with flowers, and a decorative ceiling light.

8. Adorable Cottage with Cottage porch, walk to water & town

Adorable Cottage with Cottage porch, walk to water & town
Westbrook Center
9.0 out of 10, Wonderful, (8 reviews)
"Very clean and comfortable"
United States
Francine F.
$482 nightly
The price is $546
Oct 30 - Oct 31
Total with taxes and fees
Adorable Cottage with Cottage porch, walk to water & town
A hotel room with a bed, bedside table with a phone, a desk with a chair, a TV, and a door leading to another room.

9. Cozy 1 King Bed | Smoking

Cozy 1 King Bed | Smoking
Branford
10.0 out of 10, Exceptional, (55 reviews)
"Before morning travel, we got much-needed rest here. Rooms had ample space so it didn't feel cramped at all, plus friendly staff shared helpful breakfast recommendations as part of our group treat experience."
United States
Anonymous traveler
$81 nightly
The price is $93
Nov 1 - Nov 2
Total with taxes and fees
Cozy 1 King Bed | Smoking
A modern living room with a large TV, white cabinetry, and a view of the outdoors.

10. Charming beach home, complete with pool & cozy guest house!

Charming beach home, complete with pool & cozy guest house!
Clinton
9.8 out of 10, Exceptional, (56 reviews)
"Beautiful, open and clean. Perfect for a family stay!"
United States
Juliana A.
$1,179 nightly
The price is $1,333
Nov 12 - Nov 13
Total with taxes and fees
Charming beach home, complete with pool & cozy guest house!
A covered patio with a glass table, white metal chairs, a green sofa, and a white metal bench.

11. Historic New England home ,Reunions Beach pass

Historic New England home ,Reunions Beach pass
Guilford
9.4 out of 10, Exceptional, (93 reviews)
"This is a great location, walking distance to the green and other sites. It also worked well for our girls trip of 4 women."
United States
Liz H.
$567 nightly
The price is $642
Nov 2 - Nov 3
Total with taxes and fees
Historic New England home ,Reunions Beach pass
A living room with a fireplace, a sofa, a coffee table, and a cabinet.

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

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Old Saybrook
10.0 out of 10, Exceptional, (15 reviews)
"Cute little house with excellent amenities. Perfect for our cousins getaway!"
United States
Karol T.
$403 nightly
The price is $459
Nov 3 - Nov 4
Total with taxes and fees
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
A spacious, well-lit room with a high ceiling, large windows, and a cozy seating area with a sofa and chairs.

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

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Saybrook Manor
9.8 out of 10, Exceptional, (140 reviews)
"This house comfortably sleeps a lot of guests and has a well equipped kitchen. Everything was very clean. The hosts were very easy to communicate with and very helpful."
United States
Alexis L.
$494 nightly
The price is $560
Nov 2 - Nov 3
Total with taxes and fees
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
A dining area with a wooden table and white chairs, a teal bookshelf with decorative items, and a window with blinds.

14. Insta-worthy Couples Retreat: Perfect for romantic getaway!

Insta-worthy Couples Retreat: Perfect for romantic getaway!
Old Lyme
9.4 out of 10, Exceptional, (68 reviews)
"A beautiful little beach cottage that was just what the doctor ordered. A great place to unwind and take in the sea air."
United States
Emily M.
$244 nightly
The price is $276
Oct 31 - Nov 1
Total with taxes and fees
Insta-worthy Couples Retreat: Perfect for romantic getaway!
A modern living room with a leather sofa, a dining table with chairs, a kitchen area with white cabinets, and a chandelier.

15. #29 - Modern 5 Bedroom/2 Bath

#29 - Modern 5 Bedroom/2 Bath
Middletown
9.0 out of 10, Wonderful, (7 reviews)
"Great place! "
United States
Gail R.
$441 nightly
The price is $470
Nov 2 - Nov 3
Total with taxes and fees
#29 - Modern 5 Bedroom/2 Bath
A balcony with a view of the ocean, a lawn, and a house in the background.

16. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (297 reviews)
"Great condo. Very nice location and grounds."
United States
William
$266 nightly
The price is $304
Nov 12 - Nov 13
Total with taxes and fees
Cliffside Resort Condominiums
A hotel lobby with a reception desk, a television mounted on the wall, a small seating area with chairs, and a window providing a view outside.

17. Cozy 2 Full Beds|Free Parking & Wifi

Cozy 2 Full Beds|Free Parking & Wifi
Niantic
10.0 out of 10, Exceptional, (55 reviews)
"Close to local spots, good value for what you get."
United States
Anonymous traveler
$81 nightly
The price is $93
Nov 2 - Nov 3
Total with taxes and fees
Cozy 2 Full Beds|Free Parking & Wifi
A compact kitchen with modern appliances, a dining area with a glass table and black chairs, and a geometric pendant light.

18. 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.
$226 nightly
The price is $256
Nov 1 - Nov 2
Total with taxes and fees
2BR Apartment Near Wesleyan 102
A modern kitchen with a central island, bar stools, and pendant lighting.

19. New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Durham
10.0 out of 10, Exceptional, (35 reviews)
"This was an amazing home that exceeded our expectations- it was clean, comfortable, and in such a beautiful setting! A great place for our family to stay together during a college graduation trip! We would certainly come back again!"
United States
Iris F.
$971 nightly
The price is $1,099
Oct 30 - Oct 31
Total with taxes and fees
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
A modern living room with a sofa, coffee table, and a TV mounted on the wall.

20. 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.
$290 nightly
The price is $310
Nov 2 - Nov 3
Total with taxes and fees
Once the old Schools house now a newly furnished Apartment
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 Killingworth Hotel Reviews

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

8/10 Good
"It’s an older property in the heart of the action. Thankfully you can’t hear the noise from your room. The room was very clean."
Jamila 1-night trip
Posted 12 hours ago
Omni New Haven Hotel at Yale

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 $201 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.

Explore a world of travel with Expedia

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.