Home Vacation Rentals By Owner In Killingworth, CT

Showing 9 Of 9 Vacation Rentals
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Exceptional(13)

$199.14

/ Nightly
Apartment

Quiet Killingworth Rental w/ Deck & Grill!

Killingworth, Connecticut, United States

Seeking a tranquil escape Look no further than 'Pond View Farm,' a lovely 1-bedroom, 1-bath apartment in Killingworth, CT! Perfect for couples or solo travelers, this vacation rental is nestled on a small farm surrounded by the beauty and abundance of nature. Hike in Chatfield Hollow State Park, relax on the pristine shores of East Wharf Beach Park, or take a ride on the Essex Steam Train & Riverboat. When evening comes, enjoy the sights and sounds of the stream as you grill out with your crew!brbr-- THE PROPERTY --brbrPond & Stream Access | Ample Outdoor Seating | Hiking Trails (On-Site) | Close Proximity State ParksbrbrBedroom: Queen Bed | Living Room: Twin Daybed w/ Twin TrundlebrbrSHARED AMENITIES: Backyard w/ animals on-site (horse, goats, chickens), back deck w/ seating, picnic table, charcoal grill, hiking trails brMAIN FEATURES: Smart TV (bedroom), cable TV (living room), electric fireplace, board games, books, ceiling fans, gas grill (propane provided)brKITCHEN: Cooking basics, refrigerator, microwave, stove/oven, blender, toaster, coffee bar w/ coffee maker & hot water kettlebrGENERAL: Free WiFi, linens/towels, window A/C unit, central heating, hair dryer, hangers, iron/board, trash bags/paper towels, complimentary toiletriesbrFAQ: Homeowner on-site (main house), no fence around pond, 8 external security cameras (facing out)brACCESSIBILITY: Stairs + unpaved walkway required for entry (single-story unit)brPARKING: Driveway (2 vehicles), RV/trailer parking allowed on-sitebrbr-- THE LOCATION --brbrEXPLORE OUTDOORS: Parmelee Farms (2 miles), Chatfield Hollow State Park (5 miles), Cockaponset State Forest (7 miles), Millers Pond State Park (8 miles), Scotts Farm (11 miles), Connecticut Valley Railroad State Park (12 miles), Wadsworth Falls State Park (13 miles), Gillette Castle State Park (16 miles), Lynman's Orchard Golf (16 miles), Ferry Landing State Park (17 miles), Black Birch Golf Course (18 miles), Portland Golf (20 miles)brFUN IN THE SUN: East Wharf Beach Park (11 miles), Hammonasset Beach State Park (11 miles), Clinton Town Beach (11 miles), Jacobs Beach (14 miles), Harveys Beach (20 miles), East Haven Town Beach (26 miles)brSEE & DO: Clinton Premium Outlets (8 miles), Ivoryton Playhouse (11 miles), Essex Steam Train & Riverboat (12 miles), Connecticut River Museum (13 miles), The Kate - Katherine Hepburn Cultural Arts Center (13 miles), Godspeed Opera House (13 miles), Niantic (19 miles), Mohegan Sun Casino (37 miles), Mystic Historic Seaport, Aquarium & Museum (39 miles)brDAY TRIPS: Watch Hill (50 miles), Newport, RI (94 miles), New York City (103 miles)brAIRPORT: Bradley International Airport (45 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This single-story unit requires stairs and an unpaved walkway for entrybr- NOTE: The homeowner lives in the main house on-site, with a completely separate and private entrance, and may be present during your staybr- NOTE: The property may not be suitable for young children due to the unfenced pond areabr- NOTE: Your safety matters. This property features 8 exterior security cameras: 2 cameras are in the front of the house facing the front exterior, 2 cameras are in the back of the house facing the back exterior, 3 cameras are on the side facing the driveway, 1 camera is by the riding ring on the side of the house facing the riding ring, and 1 camera is at the basement entry facing the outdoor entry. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion
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Exceptional(2)

$2390.08

/ Nightly
Private Vacation Home

Hollow Brook Estate

Killingworth, Connecticut, United States

70 Acre Lakefront Estate close to the prestigious town of Madison, CT with private tennis, volleyball and bocce courts, pool with waterfall, outdoor kitchen with pizza oven, multiple patios, decks, gardens, indoor and outdoor fireplaces, vaulted cathedral great room with bar & much more. 4 bedrooms in the main house plus 4 cots and air mattresses in the guest house with commercial kitchen, game room and weight room. Parties and events must be approved by owner and agreed to in writing prior to arrival.
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Exceptional(7)

$1390.41

/ Nightly
Villa

Luxury Riverfront Estate - Pool, Spa, Tennis, & Pond

Killingworth, Connecticut, United States

A private luxury riverfront estate designed for unforgettable group stays, where two streams wrap around the home and flow just steps from the living spaces. This one-of-a-kind retreat blends a restored 100-year-old wing with striking architectural design, offering a heated pool and spa, private tennis court, and seamless indoor-outdoor living. Ideal for family gatherings, celebrations, and quiet escapes into nature, just two hours from NYC and Boston.brbrTucked into 3.5 private acres, the home is uniquely positioned within its landscape, surrounded by flowing water, mature trees, and a sense of complete seclusion. From nearly every room, you see and hear the streams, creating a setting that feels immersive, calming, and entirely removed from the everyday.brbrGuests come here to slow down, reconnect, and spend meaningful time together, whether that’s long meals, mornings by the water, or evenings unwinding in the spa.brbr⸻brbrOutdoor Living:brbr• Heated saltwater pool and spa (open seasonally)br• Private clay tennis courtbr• Bluestone patios with outdoor dining beside the streambr• Elevated lounge deck overlooking the waterfallbr• Built-in Viking grill for outdoor grillingbr• Multiple lounge areas and balconies with direct water viewsbr• Private pond access with kayaksbr• Meandering wood paths and bridges that cross the streamsbrbr⸻brbrHome & Design:brbrOriginally a fishing shack, the restored 100-year-old wing now anchors an architectural home designed to bring the outdoors in—warm, textural, and deeply connected to its surroundings. Inside you'll find:brbr• Two spacious living rooms with massive fieldstone fireplacesbr• Vaulted and barreled wood ceilings with expansive floor-to-ceiling windowsbr• Slate and hardwood floors throughoutbr• A grand piano and curated, collected interiorsbr• Direct outdoor access from every roombrbr⸻brbrBedrooms & Layout:brbrDesigned to comfortably host groups and families, the first floor features three guest bedrooms, each with direct patio access to the streamside setting. Occupying the entire upper level, the primary suite offers complete privacy and comfort.brbrPrimary Suitebr• Sprawling primary bedroom with a king-sized sleigh bed and additional daybedbr• A private balcony overlooking the streams and pondbr• Spa-style bathroom with rainfall shower and clawfoot soaking tubbr• Dressing room and walk-in closetbr• Expansive windows and natural light throughoutbrbrGuest Bedroomsbr• Comfortable beds with premium cotton linens (1 king, 2 queen)br• Direct outdoor access to the streamside patiobr• Dedicated workspace areasbr• Ample closet space for longer staysbrbr⸻brbrKitchen & Gathering:brbr• Fully equipped chef’s kitchen, designed for cooking and gatheringbr• Garland range with 6 burners, double ovens, and flat top grillbr• Sub-Zero refrigeratorbr• Double drawer dishwasherbr• Indoor and outdoor dining spaces accommodate 8-12 guests comfortablybrbr⸻brbrLocation:brbr• Private, retreat-like setting surrounded by naturebr• 2 hours from NYC and Bostonbr• 10-15 minutes to Chester, Clinton, Madison, and the Connecticut shorelinebr• Close to beaches, hiking, wineries, and local diningbrbrGuest accessbrThe entire property is solely for guest use.brbrOther things to notebrThe pool, spa, and tennis court are available seasonally. Please enquire for specific opening dates during your stay.
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Exceptional(5)

$636.17

/ Nightly
Private Vacation Home

Private Pool! Getaway, 14 Mi to Hammonasset Beach

Killingworth, Connecticut, United States

Furnished Sunroom | 11 Mi to Powder Ridge Mtn Biking | 16 Mi to Brownstone Adventure Sports ParkbrbrSeeking a serene retreat near beaches, hiking, biking, and lake action Search no further than this Killingworth vacation rental! Head out for an adventure through Gillette Castle State Park, visit the Mystic Aquarium, or simply explore one of the quaint towns nearby. Then return home, where the grill, private pool, and fire pit await more family fun! Don't wait — secure your escape today!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 full bedbr- Bedroom 3: 1 full bedbr- Bedroom 4 (Loft): 1 full sleeper sofabr- Additional Sleeping: 1 portable cribbrbrOUTDOOR FEATURES br- Pool, deckbr- Gas grill (propane provided)br- Wood-burning fire pit (wood provided)br- Outdoor seating & diningbr- Yard, walking trailbr- Babbling brook on-sitebrbrINDOOR COMFORTSbr- Flat-screen TVbr- Fireplace, record playerbr- Dining table, breakfast barbr- Walk-in shower, shower/tub combobr- Board games, children’s booksbr- 2, 034 sq ftbrbrKITCHENbr- Stainless steel appliances w/ dishwasherbr- Cooking basics, dishware/flatwarebr- Drip coffee maker (coffee provided)br- Coffee grinder, blenderbrbrGENERALbr- Free WiFibr- Electric heatingbr- Ceiling fan, 2 mini-split A/C unitsbr- Washer/dryer, br- Linens/towels, hair dryerbr- Trash bags/paper towelsbrbrFAQbr- 1 exterior security camera (facing out)br- Pet fee (paid pre-trip)br- Partial A/C (mini-split units)brbrACCESSIBILITYbr- 2-story home, exterior staircase to enterbr- All bedrooms & bathrooms on 1st floorbr- Interior stairs required to access loft brbrPARKINGbr- Garage (2 vehicles)br- Driveway (3 vehicles)brbr-- THE LOCATION --brbr- 6 miles to Lavender Pond Farm & Chatfield Hollow State Park: hiking, scenic trails & fall foliagebr- 7 miles to Cockaponset State Forest, 9 miles to Bluff Head Trailsbr- 10 miles to Clinton: antiques & outlet shopsbr- 11 miles to Madison: Coastal charm, cute cafes & walkable downtownbr- 11 miles to Powder Ridge Ski Resort: skiing & snowboarding, terrain parks, snow tubing, snow biking, dining, eventsbr- 14 miles to Essex Steam Train & Riverboatbr- 19 miles to Gillette Castle State Park: hiking trails & historic architecturebr- 20 miles to Old Saybrookbr- 12-20 miles to classic Connecticut beaches: Hammonasset Beach, East Wharf Beach, Harveys Beach & Clinton Town Beachbr- 44 miles to Bradley Int'l Airport, 81 miles to Rhode Island T.F. Green Int'l Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking br- Pet friendly w/ $75 fee (+ fees & taxes, 2 max)br- No events, parties, or large gatherings brbr- Additional fees and taxes may apply br- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This 2-story home requires using an exterior staircase to enter. While all bedrooms and bathrooms are located on the 1st floor, interior stairs are required to access the loft br- Your safety matters. This property features 1 exterior security camera located above the garage facing the driveway. The camera is outward facing and does not look into interior spaces. The camera actively records video while guests are in residence. The camera does not record soundbr- There is partial A/C in areas of the house via mini-split units. There is no A/C on the first floor where there are 3 bedrooms however, the home has overhead and standing fans
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Bath 2

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Sleep 8

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$567.83

/ Nightly
Cabin

COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature

Killingworth, Connecticut, United States

A quiet - peaceful place for families to enjoy.brAlso a great place for a couples retreat/romantic getaway. Peaceful place for writers and or artists that need tranquility. NOTE: Please inquire about the couples only rates. (Discount rates will be available for a party of 1 or 2.) SLEEPING ARRANGEMENTS= Total of eight people. 4 Adults and 4 Children br- Bedroom 1: 1 queen bed = 2 Adults br- Bedroom 2: 1 queen bed =2 Adultsbr- Bedroom 3: 2 Bunk beds= 4 twin beds for children ONLY. VERY IMPORTANT: This property is NOT A PARTY PLACE! It’s reserved for families and or couples. If you’re looking for a place to party and play loud music…. DO NOT BOOK THIS PROPERTY! PLEASE LOOK ELSEWHERE. Get away from the city and reconnect with nature. Central AC makes your stay very comfortable!brThe cabin is surrounded by Water Company and State Forest land. Lots of birds, squirrels, owls and deer.brThe hiking trails are walking distance from the cabin and located in Cockaponset State Forest = 788 acres to explore. The trails are well marked and family friendly. The cabin is a true log home construction with an open floor plan with a beautiful native stone fireplace. Peaceful open space areas surrounded by forest with many flower gardens to admire. Relax on the front porch with a cup of coffee or your favorite beverage and listen to the sounds of nature.brEnjoy making memories by the fire pit telling campfire stories, reading a book or, making s’mores and roasting hotdogs. We provide all of the firewood and fire starters to enjoy the fire pit. A pizza oven and gas grill are available as well. RELAX at the cabin or hit the road to visit many local attractions. The cabin is a short drive to the shoreline where you can enjoy Hammonasset Beach State Park and all of the great beaches as well as awesome seafood restaurant’s and local breweries.. Chatfield Hollow State Park is a shorter drive and a great place to hike, fish, cookout and enjoy the lake. And for the professional shoppers, Clinton Crossing Premium Outlets is a short drive as well. Try your luck at Mohegan Sun or Foxwoods Casino, less than an hour drive. New Haven- the “Pizza Capital” is less than an hour’s drive and you can tell your friends and family that you’ve tried the best pizza in the USA!brLavender Pond Farm - 5 minsbrGoodspeed Opera House - 18 minsbrTake the ferry to Gillette Castle - 23 minsbrEssex Steam Train and Riverboat Cruise - 13 minsbrClinton Crossing Premium Shopping Outlets - 10 minsbrBig Y grocery store - 10 minsbrMohegan Sun Casino - 35 minsbrFoxwoods Casino- 50 minsbrMany great local restaurants are close by as well. NOTE: Your safety matters. The cabin is equipped with an alarm-monitoring system that alerts the fire department when smoke or fire is detected inside the cabin and alerts the state police in the event of an unauthorized entry. This property also features 5 exterior security cameras: 2 cameras are in the front of the house, one facing the front walkway and one facing the driveway-parking area. 2 cameras are in the back of the cabin, one facing the back exterior driveway-garage and one facing the shed-barn. 1 camera is on the side of cabin facing the side entrance to the kitchen. The cameras are outward facing and do not look into interior spaces.
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Sleep 8

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Exceptional(1)

$235.75

/ Nightly
Cottage

Charming 2-bedroom farm cottage in quiet Killingworth neighborhood

Killingworth, Connecticut, United States

Spring is here! Come get away and immerse yourself in the beauty of Killingworth. Experience a quiet getaway at this welcoming gentleman's farm. Stay comfortably in this 2-bedroom cottage, surrounded by the beautiful rural nature that Killingworth offers. Sit on the deck and enjoy viewing the gardens, woods, fields, horses and yes, chickens! The cozy indoor space features a sitting room, 1 full bed and 1 bunk bed, perfect for a small group of guests. With a full kitchen and amenities like WiFi, heating, and a washing machine, your stay will be both convenient and enjoyable. The bathroom includes a shower for your comfort. We are located behind Chatfield Hollow State Park with many trails to explore. Just 2 hours from Boston and New York and minutes away from Hammonasset Beach and the historical towns of Essex, Chester, Old Lyme, Mystic, New London and Stonington.
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Exceptional(15)

$205.34

/ Nightly
Apartment

Life on the Farm

Killingworth, Connecticut, United States

Imagine living on a horse farm! Enjoy the wildlife, and watch horses graze right from your steps. Relax, at this unique getaway. As you drive down the entry to Fortunato Farm, you’ll feel a level of comfort allowing relaxation. Open the door, sip your coffee in the sunshine. You're in the country, yet close to CT shoreline areas and restaurants, Clinton Town Beach, and only 15 minutes to Middletown. 25 Miles to Tweed Airport and 45 Miles to Bradley International. 37 miles to Mystic & Mohegan.brbrLocated on a 26 acre horse boarding facility. This is not only our home but we house other people’s horses. There is typically someone always around. brbrComing with your horse We can help accommodate them too for an additional fee. We also offer lessons and may have availability if booked ahead of time. Message Brittany for more information. brbrMorning chores start between 6:30 and 7:00 AM, so you may hear equipment outside and horses neighing!! As the weather gets nicer too, you could see people riding their horses around or walking them - please be mindful!
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$622.92

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Private Vacation Home

Equestrian Living: It's a lifestyle Living on the Farm Not your ordinary Stay!

Killingworth, Connecticut, United States

Living on the Farm The Estate quarters are gorgeous, everything you would expect from Luxury Living like on Yellowstone! Play Cowboy/Cowgirl as you enjoy a fully staffed working Equestrian Facility. Enjoy our 26 acres with mounting bikes, motorbikes, golf carts, horse back riding with our horses or bring your own! This memorable place is anything but ordinary. From the horses, to our barn family, we will make your stay like nothing you've ever experienced. If you would like to trail riding, couples riding, or bring your own horse! Visit the beach, state parks, restaurants, boating, CT River to Long Island Sound. brThe Estate is meticulously maintained and provides enough room for 6 people comfortably. The main level offers a primary suite which includes a queen bed attached to a tub bathroom, 2 family room areas, dining table for 6 & an island counter sitting for 4. The additional private bathroom offers a stand up full shower. The laundry room is huge, equipped with a front loader, gas dryer and plenty of counter space. The home faces south allowing the sun to shine in all day. The open space kitchen/family room/dining area is the gathering area. Use the Fireplace for the cool nights. The second floor area offers another primary bedroom with a queen bed combined with a family room. The 3rd bedroom offers 2 twin beds. Shoreline beaches are 15 minutes away. We have Clinton Beach passes for you or visit multiple Shoreline Beaches! Chatfield Hollow State Park is 10 min ride, train station 20 min. The estate is in a rural community yet minutes to the Shoreline. You will drive to multiple grocery stores, restaurants, beaches, theaters, golfing, all the comforts with-in 15 minutes. You can go hiking right from the property. North Roast Meat Hill Rd is on the map for biking. We have one of the best locations where you can go play frisbee-golf for free at one of the best locations in the State of CT, just a 10 minute walk away. You can drive in just 2 minutes and park you car if you prefer. Lavender Pond Farm is located on Roast Meat Hill Rd and that should be one of your destinations if you love lavender. Chatfield Hollow Sate Park is a 10 minute car ride. You can picnic, hick or swim there. Parmelee Farm always has something going on, or just visit and make the day all about what you want you experience to be. There are open from sun up to sun down. You have the Goodspeed Opera House, award winning Musical Theater 20 minutes away.br
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Exceptional(24)

$766.67

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Cabin

Daniel Boone meets Mid Century Modern Retreat

Killingworth, Connecticut, United States

This wilderness lodge is anything but typical. Charming and rustic the “mid century modern meets Daniel Boone” decor will provide the ultimate sanctuary for romance and comfort.brExperience a fun day of mountain biking, hiking, antiquing or a day at the beach on our 24 acres or in the adjacent State Park and a 20 minute drive to . There is an on-site gym available. Outdoor patios and kitchen, grill and refrigerator. brThe location of our Connecticut Country Cabin in the heart of Chatfield Hollow makes visiting area attractions easy. We are just minutes from Ivoryton Playhouse, Goodspeed Opera House, Mystic Seaport, Mohegan Sun and Foxwood Casino's, Essex Steam Train and the Connecticut Shoreline. During your stay, explore local art and history at one of the many quaint New England towns and villages. Find year-round outdoor adventure: hike the many area parks, cruise the Thimble Islands, go apple picking or downhill skiing. Shopping enthusiasts will love to spend time exploring Clinton Crossing Premium Outlet Center-one of the largest designer outlet center in the U.S.. Enjoy the wide variety of antique shops, farmers' markets, or you can even take a high speed ferry from New London to Block Island just 30 minutes away.br
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Home Most popular vacation rentals in Killingworth

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Exceptional(24)

$199.14

/ Nightly
Apartment

Quiet Killingworth Rental w/ Deck & Grill!

Killingworth, Connecticut, United States

Bed 1

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Bath 1

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Sleep 4

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Exceptional(24)

$205.34

/ Nightly
Apartment

Life on the Farm

Killingworth, Connecticut, United States

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Exceptional(24)

$235.75

/ Nightly
Cottage

Charming 2-bedroom farm cottage in quiet Killingworth neighborhood

Killingworth, Connecticut, United States

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Sleep 4

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Exceptional(24)

$766.67

/ Nightly
Cabin

Daniel Boone meets Mid Century Modern Retreat

Killingworth, Connecticut, United States

Bed 5

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Bath 4

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Sleep 10

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Exceptional(24)

$1390.41

/ Nightly
Villa

Luxury Riverfront Estate - Pool, Spa, Tennis, & Pond

Killingworth, Connecticut, United States

Bed 4

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Bath 2

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Sleep 10

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Exceptional(24)

$2390.08

/ Nightly
Private vacation home

Hollow Brook Estate

Killingworth, Connecticut, United States

Bed 4

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Bath 2

Bath

Sleep 12

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Exceptional(24)

$636.17

/ Nightly
Private vacation home

Private Pool! Getaway, 14 Mi to Hammonasset Beach

Killingworth, Connecticut, United States

Bed 4

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Bath 2

Bath

Sleep 8

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Exceptional(24)

$567.83

/ Nightly
Cabin

COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature

Killingworth, Connecticut, United States

Bed 3

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Bath 2

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Sleep 8

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Exceptional(24)

$622.92

/ Nightly
Private vacation home

Equestrian Living: It's a lifestyle \"Living on the Farm\" Not your ordinary Stay!

Killingworth, Connecticut, United States

Bed 3

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Bath 2

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Sleep 6

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