Killingworth Vacation Rentals from $192: Search Short-Term Rentals

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Our top choices for Killingworth vacation rentals

A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

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

Clinton

JM B.

$198 nightly

Oct 26 - Oct 27

Total with taxes and fees

A glass enclosure with a view of a forest interior, including a bed and a small table with items.

2. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

East Haddam

Joshelle

$167 nightly

Nov 23 - Nov 24

Total with taxes and fees

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

Clinton

Mary S.

$263 nightly

Oct 25 - Oct 26

Total with taxes and fees

A modern kitchen with a granite island, stainless steel appliances, and a bar area with bar stools.

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

Westbrook

Shannon G.

$535 nightly

Nov 17 - Nov 18

Total with taxes and fees

A large, white, multi-story building with a prominent tower and a flag on top.

5. Walk To Goodspeed Opera House!

East Haddam

Anonymous traveler

$182 nightly

Oct 27 - Oct 28

Total with taxes and fees

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

Haddam

Kristy C.

$232 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

Westbrook Center

Francine F.

$485 nightly

Oct 25 - Oct 26

Total with taxes and fees

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

Guilford

Liz H.

$567 nightly

Oct 27 - Oct 28

Total with taxes and fees

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!

Clinton

Juliana A.

$1,238 nightly

Nov 12 - Nov 13

Total with taxes and fees

A spacious, well-lit room with a high ceiling, large windows, and a cozy seating area with a sofa and chairs.

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

Saybrook Manor

Alexis L.

$494 nightly

Nov 2 - Nov 3

Total with taxes and fees

A modern hotel room with a bed, bedside table, desk, chair, and a flat-screen TV.

11. MS6 Branford | 1 King Bed Smk, Micfridge

Branford

Anonymous traveler

$85 nightly

Nov 1 - Nov 2

Total with taxes and fees

A modern kitchen with a central island, bar stools, and pendant lighting.

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

Durham

Iris F.

$971 nightly

Oct 26 - Oct 27

Total with taxes and fees

A modern living room with a sofa, a dining table, and a massage chair.

13. #29 - Modern 5 Bedroom/2 Bath

Middletown

Gail R.

$444 nightly

Nov 2 - Nov 3

Total with taxes and fees

A modern living room with a sofa, coffee table, and a TV mounted on the wall.

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

Wallingford Center

Jeanette W.

$290 nightly

Oct 26 - Oct 27

Total with taxes and fees

A compact kitchen with modern appliances, a dining area with a glass table and black chairs, and a geometric pendant light.

15. 2BR Apartment Near Wesleyan 102

Washington Street Historic District

DANIEL M.

$227 nightly

Oct 27 - Oct 28

Total with taxes and fees

A balcony with a view of the sea, a dining table, and a blue house in the background.

16. Cliffside Resort Condominiums

Greenport

William

$266 nightly

Nov 12 - Nov 13

Total with taxes and fees

A bedroom with a bed, a bedside table with a tray, a TV mounted on the wall, and a window with blinds.

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

Old Lyme

"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."

Janine

$253 nightly

Oct 27 - Oct 28

Total with taxes and fees

A compact kitchen with grey cabinets, a built-in microwave, a coffee machine, and a sink with a modern faucet.

18. All New Fully Furnished Cozy Studio

Wallingford Center

Rick C.

$290 nightly

Oct 26 - Oct 27

Total with taxes and fees

A kitchen with dark cabinets, a granite countertop, a black stove, a microwave, and a sink.

19. Fully Furnished 1BR Apartment

Wallingford

"This property was very clean and comfortable; a nicely remodeled apartment in an older home. We had family members staying in one of the other apartments, so it was great to have them so close, but still had privacy. The location is conveniently located with plenty of restaurants nearby, and a short drive to fowntown dining and shops. Karl was an excellent host, griendly and very responsive. Would definitely stay here again!"

Ryan

$299 nightly

Nov 20 - Nov 21

Total with taxes and fees

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

Wallingford Center

DAVID B.

$290 nightly

Oct 26 - Oct 27

Total with taxes and fees

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Top Killingworth Hotel Reviews

Quality Inn

8/10 Good

"Water pressure and could be a bit cleaner. Edges showing some dirt but floor was clean as well as bathroo.."

Inn at Middletown

10/10 Excellent

"Loved our stay. They accommodated a request for early check in, the meals from take out and dine in at The Armory (the restaurant / bar on site) were delicious and an extra pillow and cozy blanket in the closet for naps won me over. The courtesy takeaway coffee in the lobby in the mornings a warm hospitable touch, we will be back!"

Zey Hotel

10/10 Excellent

"The hotel had a good vibe and energy! Lots of artwork and was very charming. It has a bed and breakfast feel to it. The parking is behind the hotel and free and convenient. It’s right on Main Street and walking distance to all restaurants and bars. The staff especially James was warm and friendly and accommodating. We had a great time checking out all the cool lounge areas in the hotel. The room was clean and charming as well. Would definitely stay here again the next time we visit Greenport"

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.

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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. 1-bedroom cottage with Grove Beach 🏖️ access.

2. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

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

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

5. Walk To Goodspeed Opera House!

6. Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

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

8. Historic New England home ,Reunions Beach pass

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

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

11. MS6 Branford | 1 King Bed Smk, Micfridge

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

13. #29 - Modern 5 Bedroom/2 Bath

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

15. 2BR Apartment Near Wesleyan 102

16. Cliffside Resort Condominiums

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

18. All New Fully Furnished Cozy Studio

19. Fully Furnished 1BR Apartment

20. All New Studio apartment in center of town

Find vacation rentals that suit your style

Top Killingworth Hotel Reviews

Quality Inn

Find out more about Killingworth

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