Holiday rentals in Webster

Trees, pond, and wildlife in its entire splendor

Charming, comfortable and convenient, located in a quiet corner of Connecticut. Front door private entrance. Second floor you have privacy and 3 bedrooms available,2 full baths, walkin closet, and hardwood floors. On the first floor, you have a 14F x 15F room that can be used as a living room or kitchenette or TV room. Your living room has a mini fridge, microwave, coffee maker, large TV, surround sound system. Other amenities include. 24 hour check in/free coffee, free snacks, high speed wi-fi.

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.

Acoustical Haven: Unwind & Unplug

Welcome to the Quiet Corner of Northeast CT! Acoustical Haven is a beautiful in-law suite with all the amenities needed to make your stay here comfy, relaxing and peaceful. Only an hour away from Providence, Boston or Hartford, explore all that the Last Green Valley has to offer: downtown Putnam's Antique district, Thompson Dam's lake and hiking trails, Thompson Speedway, wine and beer tastings, or simply relax on Acoustical Haven's 8 acres of tranquility. All are welcome at Acoustical Haven.

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!

Wizard's Roost at Underhill Hollow

Have you ever slept on a floating bed, levitated a planet with a wand, played wizard's chess, spoken with a bird house, watched a heron hunt, crawled through a halfling door or fed goats by hand? At the Wizard's Roost you can do this plus much more. Animate a Pegasus, sample a Spider Crisp, go on a treasure hunt or find fairy houses all while staying in an A-C cabin with a full private bath. Built on the mythical site of Yarvard Hale School of Magic, this get away places you inside a dream.

Tiny Home Eco-Cottage w/ Lake View + Pet Friendly

Good things definitely come in pet friendly, environmentally conscious, small packages. Solar upgrade makes this lake front cottage 100% energy efficient. Built with an open, thoughtful design offering private bath, washer/dryer, full kitchen, Hotel Suite Luxury bedding and Tempur-Pedic mattress, blazing fast wifi, 46"HDTV (w/ Netflix, Sling, Prime and Plex), private deck with nice lake view. Cozy, charming and stocked with everything you could want for a perfect vacation or staycation.

Tranquil studio suite

Experience the blend of simplicity and sophistication in this brand-new apartment, complete with essential appliances and stylish furnishings. Nestled in a tranquil wooded area, you'll enjoy easy access to highways, charming coffee shops, and the most beautiful nature walks. This basement studio apartment offers all the essentials while ensuring plenty of privacy. 2 mins to 146 highway 25 mins to Worcester 30 mins to Providence 1 hour to Boston Capacity: This is a 2-person suite.

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.

Warm Cozy Getaway •Peaceful • Surrounded by Nature

Welcome to your warm, cozy getaway a peaceful, private space surrounded by nature. Relax in a clean, inviting apartment with a king bed, queen sofa,fast WiFi, and a fully equipped kitchen. Enjoy the quiet country setting, private yard, and gazebo ,perfect for morning coffee or unwinding. Meet our friendly chickens, adding a unique and charming touch to your stay. Perfect for couples, family visits, or work trips seeking a calm, comfortable escape.

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!

Webster MA on the Lake 1 Bedroom.

Lake Chargoggagoggmanchauggagoggchaubunagungamaugg. Private entrance. Enclosed porch right off the living area with 3 booths for crafting, eating and relaxing. An open patio & small yard space for games & picnic table and a solo stove. 80 ft of shore line, which is ideal for kids swimming/fishing, a beach toilet & gazebo. 4 Kayak's, 2 paddleboards, and a pedal boat are available for guest use with swimming ability.