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Killingworth Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Killingworth vacation rentals

A compact kitchen with wooden walls, a window with a view of greenery, a built-in dishwasher, and a sink.

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, (191 reviews)
"Beautiful cabin! Will def go again!"
United States
Morainny
$179 nightly
The price is $206
Sep 24 - Sep 25
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
9.6 out of 10, Exceptional, (60 reviews)
"We enjoyed our stay"
United States
JM B.
$207 nightly
The price is $234
Oct 20 - Oct 21
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, (28 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
$282 nightly
The price is $320
Oct 7 - Oct 8
Total with taxes and fees
The gardners Cottage 1 mile from long Island Sound - pet friendly
A modern kitchen with white cabinets, a microwave, and a large TV displaying a beach scene.

4. 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.
$398 nightly
The price is $453
Sep 24 - Sep 25
Total with taxes and fees
Adorable Cottage, 5 min walk to water & town
A large, white, multi-story building with a prominent tower and a flag on top.

5. 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
$204 nightly
The price is $231
Sep 24 - Sep 25
Total with taxes and fees
Walk To Goodspeed Opera House!
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, (37 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.
$236 nightly
The price is $267
Oct 20 - Oct 21
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)
"Great host and property"
United States
Kevin K.
$442 nightly
The price is $503
Sep 24 - Sep 25
Total with taxes and fees
Adorable Cottage with Cottage porch, walk to water & town
An aerial view of a coastal residential area with houses along the beach, a clear sky, and calm sea.

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

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (2 reviews)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
$531 nightly
The price is $605
Sep 27 - Sep 28
Total with taxes and fees
Beachside Bliss w/ Game Room, Gym & Golf Green
A living room with a dark sofa, a coffee table with items, a window with a view of a house, and a bookshelf.

9. Cozy 1-bedroom apartment in peaceful Branford with AC and gym access

Cozy 1-bedroom apartment in peaceful Branford with AC and gym access
Branford
$178 nightly
The price is $201
Oct 20 - Oct 21
Total with taxes and fees
Cozy 1-bedroom apartment in peaceful Branford with AC and gym access
A modern living room with a sofa, coffee table, and a TV mounted on the wall.

10. 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, (14 reviews)
"This apartment was wonderful - clean, well stocked, and cute. Aside from the proximity to the train tracks (although earplugs were thoughtfully provided), the location was great - close to the highway and more importantly Dairy Queen."
United States
Becky P.
$274 nightly
The price is $292
Sep 24 - Sep 25
Total with taxes and fees
Once the old Schools house now a newly furnished Apartment
A living room with a grey sofa, red and yellow cushions, a wooden coffee table, and a TV on a wooden cabinet.

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

Newly Remodeled 1-BR Close to Everything yet Very Private
Wallingford
10.0 out of 10, Exceptional, (10 reviews)
"Very Clean with everything I needed. I will stay here again."
United States
David M.
$274 nightly
The price is $292
Sep 24 - Sep 25
Total with taxes and fees
Newly Remodeled 1-BR Close to Everything yet Very Private

12. All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
10.0 out of 10, Exceptional, (11 reviews)
"Bigger than expected! Very nice and lovely little amenities provided."
United States
Hannah Z.
$274 nightly
The price is $292
Sep 24 - Sep 25
Total with taxes and fees
All New 1BR with tons of Charm
A rocky shoreline with a beach and ocean in the background.

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

The Stern at Soundview · Beach+Ocean+Sunrise
Old Lyme
8.0 out of 10, Very good, (5 reviews)
"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."
United States
Janine
$227 nightly
The price is $258
Sep 24 - Sep 25
Total with taxes and fees
The Stern at Soundview · Beach+Ocean+Sunrise
A living room with a grey sofa, yellow cushions, a wooden coffee table, a TV on a stand, and a lamp on a side table.

14. Newly Remodeled with deck. Close to town center

Newly Remodeled with deck. Close to town center
Wallingford
10.0 out of 10, Exceptional, (2 reviews)
"The apartment was perfect - size, location, furnishings and price. Will definitely return when I visit friends and family."
United States
Karen F.
$274 nightly
The price is $292
Sep 24 - Sep 25
Total with taxes and fees
Newly Remodeled with deck. Close to town center
A modern living room with a sofa, a dining table, and a massage chair.

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.
$462 nightly
The price is $494
Oct 7 - Oct 8
Total with taxes and fees
#29 - Modern 5 Bedroom/2 Bath
A rocky shoreline with a clear view of the ocean and a distant shoreline with buildings.

16. Keel at Soundview · Beach+OceanView+Sunrise

Keel at Soundview · Beach+OceanView+Sunrise
Old Lyme
10.0 out of 10, Exceptional, (3 reviews)
"Very peaceful community. Great accommodations!"
United States
Joseph O.
$241 nightly
The price is $274
Sep 24 - Sep 25
Total with taxes and fees
Keel at Soundview · Beach+OceanView+Sunrise
A wooden deck with chairs overlooking a calm lake surrounded by autumn foliage.

17. #24 Serenity A Lakefront Cottage Retreat

#24 Serenity A Lakefront Cottage Retreat
Middletown
9.8 out of 10, Exceptional, (25 reviews)
"It was great "
United States
Rodrigo C.
$319 nightly
The price is $343
Sep 28 - Sep 29
Total with taxes and fees
#24 Serenity A Lakefront Cottage Retreat
A cozy room with a bed, a dining table set with bowls and spoons, and a view of a lake and trees.

18. Lakefront Boho Tiny House

Lakefront Boho Tiny House
East Lyme
10.0 out of 10, Exceptional, (10 reviews)
"Every thing was amazing "
United States
Annaliaa C.
$245 nightly
The price is $277
Sep 24 - Sep 25
Total with taxes and fees
Lakefront Boho Tiny House
A compact kitchen with modern appliances, a dining area with a glass table and black chairs, and a geometric pendant light.

19. 2BR Apartment Near Wesleyan 102

2BR Apartment Near Wesleyan 102
Washington Street Historic District
9.0 out of 10, Wonderful, (6 reviews)
"Excellent beds and clean."
United States
DANIEL M.
$255 nightly
The price is $289
Sep 24 - Sep 25
Total with taxes and fees
2BR Apartment Near Wesleyan 102
A two-story building with a dark blue facade, a central arched entrance, and a number '43' plaque.

20. All New Studio apartment in center of town

All New Studio apartment in center of town
Wallingford Center
10.0 out of 10, Exceptional, (2 reviews)
"I had the most amazing stay. The apartment is decorated beautifully. The bed was comfortable. It was spotless, clean the towels were soft. It was perfect."
United States
Nadine C.
$274 nightly
The price is $292
Sep 29 - Sep 30
Total with taxes and fees
All New Studio apartment in center of town
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

10/10 Excellent
"This place was great!! Staff was wonderful! Perfectly located .. exceeded my expectations😊"
kathleen 1-night trip
Posted 5 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 $206 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.