Vacation rentals in Killingly

Rustic Farmette Studio w/yearround Hot Tub

Relax and rejuvenate at this unique getaway on 20 acres in CT’s Quiet Corner. Just an hour from Boston, Providence, & Hartford, enjoy this private in-law studio with beautiful forest views. Lounge in bath robes & soak in the hot tub, take a walk along the trails, enjoy local vineyards, or explore antiques. Folks from all backgrounds and identities are welcome at The Farmette. Ideal for couples, solo travelers, or a family with a young kid. Please include all individuals (&pets) in your booking.

Historic Railroad Caboose - Unique CT Farm Escape

🚂 Authentic 1906 SOO-Line Caboose on our working CT horse farm! Queen Murphy bed + two bunks, WiFi, Roku, microwave, fridge, Keurig, deck, and cozy bathroom. Note: The historic 22" doorways limit accessibility. Explore nearby: Mashamoquet Brook trails, antique shops, wineries, and Putnam's arts district. Farm life starts early! Fall asleep to railroad dreams, wake to countryside serenity. Note: historic charm means cozy dimensions. Book today—before this experience leaves the station! 🌿

Secluded cabin w/ Finnish Sauna & Forest Baths

A secluded, romantic, rustic, cabin alongside the French River - Frog Hollow is a perfect place to get away and experience the luxury of a wood fired sauna and forest baths. Located in the Quiet Corner of CT, relax as you watch the ducks, herons, turtles, and beavers along the river. Cook a delicious meal in the porch-enclosed kitchen, cozy up next to the woodstove fireplace, work remotely with a water view, or go for a paddle on the river. Ideal for a couple or solo traveler wanting to unwind.

Meadowside: Perfect Location w/ Endless Recreation

Perfect location, great value, & tons of privacy! Come stay at Meadowside! You'll be in a beautifully appointed and completely private 620 sq ft in-law suite. We're a quarter mile away from Webster Lake and an easy drive to all area attractions! Bring your boat, as we have plenty of room for your trailer in our parking lot-sized driveway! Room to sleep up to 4, king bed in the master, 1.5 baths, kitchen, laundry, front farmer's porch, and garden dining! You name it, it's here at Meadowside!

Little Rest Studio

Little Rest Studio overlooks 100 acres of conservation land, primarily oak and hickory forest. Recently renovated by the owners and full of personal, handmade touches, this apartment was originally conceived as a temporary ARTIST’S residence and occupies the top story of an English-style BARN otherwise used as a photographer's WORKSHOP. We offer a chance to slow down and meet the season, relax in the warmth of the wood stove or the bath, and be a human in a lovingly handmade retreat.

3 Bedroom Lake Font Home on Alexander's Lake

Escape to our cozy lake house, perfect for families and small groups looking to unwind and enjoy the outdoors. Enjoy the water with 4 kayaks, 2 paddleboards, a canoe, and a pedal boat—all available for your use. Explore the area on several bikes, or stay entertained by fishing or using a wide selection of indoor and outdoor games. Sleeps up to 8 guests with: 1 King bedroom; 1 Queen bedroom; a bedroom with double bunk beds (sleeps 4) and a Queen pull-out couch in the living area.

The Carriage House at Chaprae Hall

Welcome to the Carriage House at Chaprae Hall! A cozy, quiet respite from a busy world awaits you. This fully furnished & appointed vintage living space has been updated over the years to be an inviting and welcoming stop for your journey. Whether you’re traveling for business, in town for an event, or looking for a central home base for day trips across southern New England, we've got you covered with your own kitchen, full bath, living space, and bedroom with a queen-sized bed.

Calm & Cozy House in a Quiet Corner

The perfect place to get away to enjoy a Best Kept Secret of New England. You will have access to the whole house during your stay. All on one level (ground floor). Enjoy the relaxing view of the field, red barn and Quinnebaug River while snuggling up with read a book. The country kitchen is complete with refrigerator, toaster, oven, microwave, and coffee maker. The best of Putnam Antique District, Entertainment, Dining, Nightlife and shopping a 4 minute drive away.

Mohegan Sun Getaway | Large Group Getaway

✨ Welcome to Your Luxury Retreat Near Mohegan Sun ✨ Unwind in this beautifully designed 4-bedroom, 2-bath home where modern style meets comfort. Perfect for families, groups, or casino getaways, our spacious retreat features elegant finishes, premium amenities, and cozy spaces to relax and connect. Whether you’re heading to Mohegan Sun, exploring local attractions, or simply looking for a peaceful stay, this home is your ideal base. Everyone can spread out and feel at home.

Lakeside Retreat

Enjoy this newly renovated lakefront, year round cottage, located on crystal clear Alexander’s lake. If you’re looking to unwind, this is the place to be! A tastefully decorated one bedroom home with all of the amenities you could need. Enjoy your morning coffee on the expansive deck looking out over the water. Spend your days sunning yourself on the dock, swimming, fishing, kayaking or canoeing. Spend your evenings enjoying the peaceful surroundings of the lake.

Barn suite at Southwood Alpacas

Country living at its best. Renovated guest space on a working alpaca farm. This is a two story unit with a kitchenette, living room and bathroom on the first floor and a studio loft on the second floor. Two decks, one on each level overlook the farm. Recently renovated. Great light floods the unit. Central heat & AC. Enjoy the farm and the bucolic setting in Woodstock. Watch the alpaca from your windows or deck. Cafes for morning breakfast and fine dining await.

Pool Side Cottage

Escape to this fully updated, professionally-designed poolside studio cottage featuring a full kitchen, bathroom, laundry, and cozy propane fireplace. Enjoy the attached pergola, outdoor kitchen, in-ground gunite pool, and exterior fireplace—perfect for romantic getaways or just a relaxing pool day. With beautiful indoor and outdoor spaces, this retreat is unforgettable. Ask about booking with the McClellan Mansion for even more space!