Holiday rentals in Sterling

"Mystic Country" Farm Stay at 100 Acre Wood

Let us welcome you to 100 Acre Wood, a historic farm and working cattle ranch. Owl's House is a private and stylish guest house nestled within the trees and garden and offers 180° views. Our farm store is stocked with our own TX Longhorn beef and pasture-raised chicken and eggs, plus curated with local products. Enjoy pastoral farm life and our private forest trails, or get out and play in the area's abundance of fine dining, wineries, seasonal attractions, outdoor activities, and entertainment.

"Amanita" Tiny Cabin on Beach Pond Shore w/Sauna

Reconnect with nature at this unforgettable escape with amazing lake views. Welcome to our newest addition! "Amanita" takes tiny and cute to a whole new level. At just 8' x 12' this tiny space has everything you need for a relaxing lakefront getaway. Wake up to stunning views of crystal clear Beach Pond just steps from the cabin. Take an early morning swim or paddle in one of our kayaks. Then sooth sore muscles in our wood-fired traditional Finnish Sauna. Then enjoy an evening lakeside campfire.

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! 🌿

Little Haven on the Lake

Discover a tranquil lakeside cabin located on a dead-end street. The fully updated open floor plan offers easy direct access to Quidnick Reservoir on a private beach that includes dock, raft, fire pit, paddleboards, kayaks canoes, a bunk bed and futon (sleeps 4), a wood stove, washer and dryer, fully equipped kitchen, a full-size refrigerator, a private bathroom, WiFi, and TV. The cabin is on oversized lot that is 15 minutes from I-95, yet offers an area safe for hiking, biking and exploring.

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.

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.

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.

Artist studio in the woods

Take it easy at this unique and tranquil getaway. Be a little bohemian, stay in an artist’s studio for two adults, views of woods and stone walls.walk along a 300 stone wall past a 5000 gallon koi pond, and discover a stone sculpture in the woods. Wall of windows, private deck, queen size bed, kitchenette, full bath, dishwasher, Wi-Fi, cable tv, guest robes, iron and board, kuerig, all necessary utensils. Quiet, tranquil, relax. 47 minutes from Gillette Stadium.

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!

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.