A calm river with dense greenery on both sides.

Killingworth Holiday Rentals

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Check prices for these dates

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

Our top choices for Killingworth holiday rentals

A bench by a calm lake with boats docked in the background.

1. 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)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
The price is HK$1,589
HK$2,676 total
includes taxes & fees
16 Nov - 17 Nov
The gardners Cottage 1 mile from long Island Sound - pet friendly
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, (67 reviews)
"Cozy vrbo with a great location to the beach, outlets shops and excellent restaurants!"
United States
Marcy C.
The price is HK$1,183
HK$1,987 total
includes taxes & fees
19 Nov - 20 Nov
1-bedroom cottage with Grove Beach 🏖️ access.
A cabin surrounded by a natural forest setting with a fire pit and picnic table.

3. 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, (223 reviews)
"Amazing stay, quiet, relaxing, will definitely do it again"
United States
Kelvin
The price is HK$996
HK$1,507 total
includes taxes & fees
14 Dec - 15 Dec
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
A beach with clear skies and calm water.

4. 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.
The price is HK$1,678
HK$4,513 total
includes taxes & fees
17 Nov - 18 Nov
Beachside Bliss w/ Game Room, Gym & Golf Green
A kitchen with a wooden table, chairs, a microwave, and a sink.

5. 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.
The price is HK$2,354
HK$4,817 total
includes taxes & fees
16 Nov - 17 Nov
Historic New England home ,Reunions Beach pass
A white door with a window, set in a green brick wall.

6. 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 traveller
The price is HK$1,083
HK$1,814 total
includes taxes & fees
10 Dec - 11 Dec
Walk To Goodspeed Opera House!
A living room with a beige sofa, a wooden coffee table, and a dining area with a small table and chairs. There is a large window with sheer curtains, a framed fish picture on the wall, and a potted plant.

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.
Adorable Cottage with Cottage porch, walk to water & town
A two-story house with a front porch, large windows, and a well-maintained lawn.

8. 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.
The price is HK$5,688
HK$8,966 total
includes taxes & fees
16 Nov - 17 Nov
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
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.

9. 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.
The price is HK$981
HK$1,991 total
includes taxes & fees
1 Dec - 2 Dec
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
A porch with a blue door, white columns, and a stone floor.

10. 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.
The price is HK$2,330
HK$4,300 total
includes taxes & fees
16 Nov - 17 Nov
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
A covered outdoor seating area with a wicker sofa and a coffee table, surrounded by greenery.

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, (16 reviews)
"Cute little house with excellent amenities. Perfect for our cousins getaway!"
United States
Karol T.
The price is HK$2,173
HK$4,210 total
includes taxes & fees
17 Nov - 18 Nov
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
A hotel room with a bed, two bedside tables with lamps, an air conditioning unit, and a door.

12. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is HK$2,521
HK$2,880 total
includes taxes & fees
16 Nov - 17 Nov
North Fork Resort
Terrace/patio

13. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (300 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is HK$1,507
HK$2,592 total
includes taxes & fees
26 Nov - 27 Nov
Cliffside Resort Condominiums
A modern hotel room with a desk, chair, and a large mirror.

14. 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 traveller
The price is HK$610
HK$701 total
includes taxes & fees
1 Dec - 2 Dec
Spacious 2 Full Beds Nsmk
A living room with a blue sofa, patterned armchair, wooden coffee table, and a globe on a side table.

15. Brand New Platform #1

Brand New Platform #1
Wallingford Center
9.6 out of 10, Exceptional, (4 reviews)
"This is the second time we have stayed at this location, although it was a different "platform/room." Once again, a very nice stay. Room was perfect for the 2 of us, and all the right ameneties. This is a perfect location within Wallenford, with access to everything, whether walking or driving. The property is very well maintained, and feels very secure. "
United States
Cherie G.
Brand New Platform #1
A lakeside house with a deck, surrounded by trees and a dock.

16. Waterfront! Brand New Cozy Cottage in Old Lyme, CT

Waterfront! Brand New Cozy Cottage in Old Lyme, CT
Old Lyme
10.0 out of 10, Exceptional, (7 reviews)
"Was a great stay very cute property and quiet neighborhood. Stores nearby and easy to access. Friendly and helpful host."
United States
Jessica H.
The price is HK$2,527
HK$3,599 total
includes taxes & fees
20 Nov - 21 Nov
Waterfront! Brand New Cozy Cottage in Old Lyme, CT
Veterans Park, near the house

17. Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (34 reviews)
"Gilbert is an amazing host! I highly recommend staying here if you are visiting Middletown."
United States
Audrey F.
The price is HK$1,059
HK$1,975 total
includes taxes & fees
16 Nov - 17 Nov
Family Stays: Middletown, CT
A compact kitchen with stainless steel appliances, a marble countertop, and a black coffee maker.

18. 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.
The price is HK$763
HK$1,879 total
includes taxes & fees
16 Nov - 17 Nov
2BR Apartment Near Wesleyan 102
A two-story house with a covered porch, a front door, and a small outdoor seating area with a table and chairs.

19. Cozy Home near private beach , close to New Haven area colleges Hospitals

Cozy Home near private beach , close to New Haven area colleges Hospitals
Branford
9.4 out of 10, Exceptional, (86 reviews)
"Property was clean with some nice cozy touches. Wine on the table, fruit in the frig, chocolate for comfort, coffee for wakeup. Host was very pleasant and accommodating. Will definitely stay there again."
United States
Vincent
The price is HK$869
HK$2,284 total
includes taxes & fees
16 Nov - 17 Nov
Cozy Home near private beach , close to New Haven area colleges Hospitals
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.
The price is HK$1,036
HK$2,336 total
includes taxes & fees
16 Nov - 17 Nov
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

New Haven Hotel

New Haven Hotel

8/10 Good
"Gym is really warm and has no windows. Room was clean and staff was really nice."
Torie 2-night trip
Posted 4 hours ago
New Haven Hotel

Find out more about Killingworth

Search for holiday rentals in Killingworth on Expedia! You can easily find your home rentals, villas, holiday apartments in Killingworth using one of the methods below:

  • View our selection of featured holiday rentals in Killingworth
  • Use the map to find apartments and other holiday homes in the Killingworth neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Killingworth while they last

Look no further and take a look at our great range of rental properties in Killingworth!

Frequently asked questions

Are there holiday rentals in Killingworth?

Yes, there are holiday rentals in Killingworth close to Labyrinth, or you can select a more secluded option if you're looking for a relaxing stay. Killingworth is known for its parks and beaches.

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

New Madison beach house - Ocean front- Great views- booking Summer 2026: This holiday home rental outside of Killingworth is located on the beach, and has a balcony, a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Killingworth?

Expedia has 3 holiday 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 wider area, you’ll find Labyrinth and Clinton Crossing Premium Outlets.

What are holiday rentals like in Killingworth?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Killingworth. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a small group gathering.