A calm river with dense greenery on both sides.

Killingworth Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

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, (222 reviews)
"Amazing stay, quiet, relaxing, will definitely do it again"
United States
Kelvin
$167 nightly
The price is $192
Dec 10 - Dec 11
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)
"Cozy vrbo with a great location to the beach, outlets shops and excellent restaurants!"
United States
Marcy C.
$206 nightly
The price is $235
Nov 12 - Nov 13
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
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, (43 reviews)
"Very convenient location with good parking"
United States
Anonymous traveler
$199 nightly
The price is $228
Nov 17 - Nov 18
Total with taxes and fees
Walk To Goodspeed Opera House!
A kitchen with a microwave, stove, and granite countertop. There is a dining area with a sofa and a coffee table.

4. 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, (32 reviews)
"Very nice cozy cottage, the host was very friendly"
United States
Wink V.
$300 nightly
The price is $341
Nov 12 - Nov 13
Total with taxes and fees
The gardners Cottage 1 mile from long Island Sound - pet friendly
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, (4 reviews)
"Very lovely home! We very much enjoyed our stay and hope to be back again!"
United States
Morgan M.
$533 nightly
The price is $607
Dec 1 - Dec 2
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.
$222 nightly
The price is $253
Dec 1 - Dec 2
Total with taxes and fees
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
A dining area with a wooden table, white chairs, a checkered tablecloth, a vase with flowers, and a decorative ceiling light.

7. 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.
$497 nightly
The price is $566
Nov 12 - Nov 13
Total with taxes and fees
Adorable Cottage with Cottage porch, walk to water & town
A covered patio with a glass table, white metal chairs, a green sofa, and a white metal bench.

8. Historic New England home ,Reunions Beach pass

Historic New England home ,Reunions Beach pass
Guilford
9.4 out of 10, Exceptional, (93 reviews)
"The location of this place is best!"
United States
Dr. Maureen C.
$539 nightly
The price is $614
Nov 16 - Nov 17
Total with taxes and fees
Historic New England home ,Reunions Beach pass
A modern living room with a large TV, white cabinetry, and a view of the outdoors.

9. 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.
$1,042 nightly
The price is $1,186
Nov 12 - Nov 13
Total with taxes and fees
Charming beach home, complete with pool & cozy guest house!
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.

10. Cozy 1 King Bed | Smoking

Cozy 1 King Bed | Smoking
Branford
10.0 out of 10, Exceptional, (55 reviews)
"Quick overnight stop, rooms clean and everything worked as expected."
United States
Anonymous traveler
$79 nightly
The price is $91
Dec 3 - Dec 4
Total with taxes and fees
Cozy 1 King Bed | Smoking
A living room with a fireplace, a sofa, a coffee table, and a cabinet.

11. 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.
$399 nightly
The price is $455
Nov 15 - Nov 16
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.

12. 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.
$482 nightly
The price is $549
Nov 16 - Nov 17
Total with taxes and fees
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
A compact kitchen with modern appliances, a dining area with a glass table and black chairs, and a geometric pendant light.

13. 2BR Apartment Near Wesleyan 102

2BR Apartment Near Wesleyan 102
Washington Street Historic District
8.8 out of 10, Excellent, (8 reviews)
"Excellent beds and clean."
United States
DANIEL M.
$208 nightly
The price is $237
Nov 12 - Nov 13
Total with taxes and fees
2BR Apartment Near Wesleyan 102
A modern kitchen with a central island, bar stools, and pendant lighting.

14. 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.
$1,004 nightly
The price is $1,143
Nov 12 - Nov 13
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 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.
$440 nightly
The price is $471
Nov 23 - Nov 24
Total with taxes and fees
#29 - Modern 5 Bedroom/2 Bath
A hotel room with a bed, a nightstand, a wall-mounted lamp, and a window with curtains.

16. Sunny 1 Queen Bed Smk Free Parking

Sunny 1 Queen Bed Smk Free Parking
Niantic
10.0 out of 10, Exceptional, (45 reviews)
"More roomy than other budget motels around here."
United States
Anonymous traveler
$78 nightly
The price is $89
Nov 12 - Nov 13
Total with taxes and fees
Sunny 1 Queen Bed Smk Free Parking
A modern living room with a sofa, coffee table, and a TV mounted on the wall.

17. 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.
$266 nightly
The price is $286
Nov 12 - Nov 13
Total with taxes and fees
Once the old Schools house now a newly furnished Apartment
A modern kitchen with a central island, white cabinetry, stainless steel appliances, and a wooden floor.

18. 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.
2BR Apartment Near Wesleyan 301
A balcony with a view of the ocean, a lawn, and a house in the background.

19. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (299 reviews)
"Great condo. Very nice location and grounds."
United States
William
$289 nightly
The price is $330
Nov 26 - Nov 27
Total with taxes and fees
Cliffside Resort Condominiums
A hotel room with two beds, a desk, and a chair.

20. Spacious 2 Full Beds Nsmk

Spacious 2 Full Beds Nsmk
Branford
10.0 out of 10, Exceptional, (52 reviews)
"Checked in quickly and bed was cozy which really helped after long drive. Shower stall size was just right too."
United States
Anonymous traveler
$79 nightly
The price is $91
Dec 3 - Dec 4
Total with taxes and fees
Spacious 2 Full Beds Nsmk
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

Zey Hotel

Zey Hotel

8/10 Good
"Great place to stay for a walkable visit to Greenport NY. Comfy bed, great rooms for hanging out, close to everything."
JoAnn 2-night trip
Posted 13 hours ago
Zey Hotel

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 $192 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.