Holiday rentals in Plainfield

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! 🌿

Ellis -Lakeside Cabin on Beach Pond with Sauna

Year round quintessential lakeside vacation! Ellis is a fully heated/winterized camp cottage just steps from beautiful Beach Pond. It has two bedrooms and sleeps 5. The detached bunkhouse has 3 single beds and is available for larger groups (summer only) Very peaceful lakeside location just 238 feet from Beach Pond. Walking distance to trails. Visit our 6 horses. Not a secluded space so make sure to look at the photos to see the layout of other nearby buildings. Please read all the details!

Bunny’s 15-Acre Woodland Retreat

With 15 acres of private wooded land, count on High Speed Wi-Fi throughout Bunny's Retreat if you work from home or just need to catch up on emails! Coffee bar is stocked, have a cup taking in an ideal view of the woods! Television is ready to stream movies with family & friends! Plenty of indoor & outdoor seating for meals as you watch the sunrise or sunset cast pink hues over the woods & sky! As the sky darkens & the stars light up, gaze up in wonder in a very quiet area of New England!

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.

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.

Affordable In-Law Apartment in Brooklyn, CT

This is a great in-law style apartment which was fully renovated in 2020. It can be booked for short stays or more lengthy visits to Northeast CT. The apartment is one minute from Scenic route 169 and Route 6. It is 30 minutes to UCONN and ECSU. We are close toThe Pomfret School/Rectory School. It is 35 mins to Mohegan Sun and Foxwoods. My place is rural and peaceful. It is good for couples, solo adventurers, business travelers, and families.

Brooklyn Bear’s Den

Charming 2-Bedroom Ranch Retreat on 3 Acres Escape to tranquility at this cozy 2-bedroom, 1.5-bath ranch on a private 3-acre lot. Enjoy a lush backyard oasis surrounded by rhododendrons and nature's sounds, perfect for unwinding. Conveniently located near local shopping, and dining with easy access to Rt 169, Rt 6, and Rt 395. Spacious living make this the ideal peaceful retreat. Book your stay for a memorable escape!

Spacious, unique barn with beautiful views.

Our barn is in a large field on lot next to our home. Our rental area is upstairs which offers beautiful views of our field and the visiting deer. The eclectic decor is accumulated from years of activism. Our guest room and bathroom are newly renovated. It is a quiet and peaceful area near two state parks. We operate a mail order business in the downstairs area but will not be working while guests are staying with us.

painted acres country getaway

Forget your worries in this spacious and serene home on 5.8 acres. Whether you are looking for a quiet place to work, re-charge, or just get away, this newly renovated farm house is a great place to do it. Everything inside has been updated, from a whole newly outfitted kitchen to new bathrooms. Outside there is a fire pit flanked by ponds and an outdoor kitchen. Pets are allowed with permission and a $50 fee

2 Bd Apt- 20 min to Foxwoods/25 min to Mohegan Sun

Very new, clean and quiet 1000 sqft 2 bedroom apartment. The apartment is located over an office and is 20 minutes from Foxwoods and 25 minutes to Mohegan Sun. You’ll have the whole apartment to yourself with access to central AC, thermostat controls heat, WiFi and laundry - much better than staying in a hotel! Bedroom 1: Queen sized mattress Bedroom 2: Queen sized pull out sofa.

Waterfront Bliss Tiny Home

Lakeside Bliss in a Tiny Package Step into a world of relaxation at this cozy tiny house on Pattagansett Lake. In addition to the huge picture window overlooking the beautiful natural lake setting, the tiny house is equipped with a queen bed, full kitchen, high speed Wi-Fi, and unmatched ambiance. Perfect for nature lovers or couples looking for a unique stay by the lake!

Come to the woods and snuggle in front of the fire

Come to the woods of Southeastern Connecticut and enjoy some solitude and connection in the woods while wrapped in our flannel LL Bean bathrobes. Snuggle with a glass of wine or coffee by the fire and unplug, rest, and rejuvenate with your partner or by yourself. Only fifteen minutes away from casinos, shopping or restaurants in Mystic or downtown Westerly, RI.