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Charming Country Loft in Roxbury—Private & Serene! Escape to Litchfield Hills!

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Exterior
Property grounds
Living area
Private kitchen
Interior

Reviews

9.8 out of 10, Loved by Guests
Top 10% based on
1 bedroom1 bathroomSleeps 4600 sq ft

Popular amenities

  • Kitchen
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space
  • Parking available
  • Barbecue grill

Rooms & beds

1 bedroom (sleeps 4)

Bedroom 1

1 Queen Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Outdoor play area
Garden

About this property

Charming Country Loft in Roxbury—Private & Serene! Escape to Litchfield Hills!

Discover the Beauty of Roxbury, Connecticut

Unwind in the hills at this peaceful and private loft nestled above a barn with scenic garden views.

Tucked into the scenic hills of Roxbury, this newly built and beautifully appointed loft apartment offers the perfect escape to explore all that Litchfield County has to offer. Perched above a charming barn and set on four peaceful acres shared with the main house, the Loft is a serene and private retreat ideal for relaxation, inspiration, or a romantic weekend away.
This Loft is on the same property where we live, so although private, chances are you will see us on the property coming or going or working in the garden!

Step onto your private deck and take in views of the lush gardens and orchard—a tranquil backdrop for morning coffee or evening stargazing. The interior is bright, airy, and thoughtfully designed for comfort and ease, making it a cozy home base after a day of adventuring.

Located just 2 miles from the heart of the picturesque town of Roxbury, you’ll be close to the best of New England charm. Stroll through historic streets, explore local farms, or spend an afternoon antiquing. You’re also only 8 miles from Washington Depot and New Milford, both are famous as the inspiration for Gilmore Girls, where you'll find boutique shopping, galleries, and excellent dining.

Outdoor enthusiasts will love the easy access to hiking trails, cross-country skiing, and nearby ski mountains. Art and history lovers can explore local museums, studios, and cultural landmarks scattered throughout the region.

Please note: The Loft is located on the second floor above the barn and is accessible via two sets of exterior stairs.

A friendly heads-up: We share the property with our two lovable dogs who enjoy meeting guests and will be sure to greet you with wagging tails! They may bark at first, but they are friendly!

Whether you're seeking a peaceful retreat or an active getaway, this private Loft is the perfect place to experience the charm and natural beauty of Roxbury and beyond.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 24
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Roxbury

Located in Roxbury, this apartment is in a rural area. Vicinanza Studios & Gallery and Glebe House Museum and The Gertrude Jekyll Garden are cultural highlights, and some of the area's activities can be experienced at DiGrazia Winery and Golf Quest. Hollister House Garden and Quassy Amusement Park are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
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Map
Roxbury, CT

What's nearby

  • Vicinanza Studios & Gallery - 9 min drive - 9.2 km
  • Southbury Dog Park - 9 min drive - 8.8 km
  • Lake Lillinonah - 11 min drive - 6.7 km
  • Glebe House Museum and The Gertrude Jekyll Garden - 11 min drive - 10.9 km
  • Southbury Clinic - 12 min drive - 13.0 km

Getting around

  • Appalachian Trail - 43 min drive
  • Oxford, CT (OXC-Waterbury - Oxford) - 18 min drive

Restaurants

  • ‪Minami Sushi - ‬9 min drive
  • ‪Dunkin' - ‬11 min drive
  • ‪Panera Bread - ‬11 min drive
  • ‪Brunch House 1850 - ‬12 min drive
  • ‪Bridgewater Village Store - ‬13 min drive

Frequently asked questions

Is Charming Country Loft in Roxbury—Private & Serene! Escape to Litchfield Hills! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Charming Country Loft in Roxbury—Private & Serene! Escape to Litchfield Hills!?

As of 14 Mar, 2026, prices found for a 1-night stay for 2 adults at Charming Country Loft in Roxbury—Private & Serene! Escape to Litchfield Hills! on 4 May, 2026 start from S$164, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Charming Country Loft in Roxbury—Private & Serene! Escape to Litchfield Hills!?

On-site parking is available at the property.

What time is check-in at Charming Country Loft in Roxbury—Private & Serene! Escape to Litchfield Hills!?

Check-in begins at 4:00 PM.

What time is check-out at Charming Country Loft in Roxbury—Private & Serene! Escape to Litchfield Hills!?

Checkout is at 11:00 AM.

Where is Charming Country Loft in Roxbury—Private & Serene! Escape to Litchfield Hills! located?

Situated in a rural location, this apartment building is within 6 miles (10 km) of Lake Lillinonah, Southbury Dog Park and Vicinanza Studios & Gallery. Glebe House Museum and The Gertrude Jekyll Garden and Hollow Park are also within 6 miles (10 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 39 out of 42 reviews
Rating 8 - Good. 2 out of 42 reviews
Rating 6 - Okay. 0 out of 42 reviews
Rating 4 - Poor. 0 out of 42 reviews
Rating 2 - Terrible. 1 out of 42 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

9.8/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

molly m.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house.. nice location.
Stayed 3 nights in Oct 2025

10/10 Excellent

Michele T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a very nice, well kept property. We loved our stay here and would definitely book it again. Host, Lisa, was very accommodating and easy to visit with.
Stayed 4 nights in Oct 2025

10/10 Excellent

John D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely clean, modern place with everything we needed
Stayed 4 nights in Aug 2025

10/10 Excellent

Chris H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect in every way. Clean, comfortable, private. Everything was immaculate. We will definitely stay here again.
Stayed 2 nights in Oct 2025

10/10 Excellent

Zoe F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Loft was so delightful that it really enhanced my vacation. Clean, cozy and comforte are all good adjectives, but it went beyond that, to feeling like a sanctuary.
Stayed 6 nights in Sep 2025

10/10 Excellent

Daniel F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
second stay in as many years. great space, great spot.
Stayed 2 nights in Aug 2025

10/10 Excellent

rick c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Stay

Stayed 3 nights and it could not have been any better! Highly recommend!
Stayed 3 nights in Jul 2024

10/10 Excellent

Nichole T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute loft

Everything about the stay was wonderful. I highly recommend to others!
Stayed 3 nights in Jul 2025

10/10 Excellent

annie b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful apartment and grounds!

Check-in was seamless, home was clean, beautifully decorated and had all the necessary items for our stay. The host was kind, accommodating, and very helpful. Thank you for a perfect stay!
Stayed 2 nights in Aug 2025

8/10 Good

Mary Anne N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great stay while visiting with family and friends in CT. The loft is lovely, tastefully decorated and surrounded by beautiful, green and serene grounds. Two very friendly dogs added to the fun.
Stayed 3 nights in Jul 2025

10/10 Excellent

Sunni C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My friend and I booked this place for a fun girls weekend. This loft was better than we ever expected! It was decorated so beautifully and we enjoyed our stay immensely. It was the perfect place to wind down after spending the day exploring the nearby town. Lisa was super kind and communicative. We already have plans to stay here again next fall!
Stayed 2 nights in Sep 2025

10/10 Excellent

Patricia Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Charming and very clean. A little more lighting on the stone stairway would help. Everything else was perfect including the Barred owls calling!
Stayed 4 nights in Sep 2025

10/10 Excellent

Chris D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful place, kind hosts

Beautiful property, perfect size for our family of 4. Hosts and 2 dogs on property were very kind. Our kids usually don’t like staying away from home and they loved it here!
Stayed 3 nights in Apr 2025

8/10 Good

arthur v.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent
Stayed 2 nights in Aug 2025

10/10 Excellent

mark d.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic setup with a beautiful deck on a picturesque property! Lisa and Matt could not have been better hosts. Loved the dogs too!! Many thanks.
Stayed 3 nights in Sep 2025

10/10 Excellent

Theresa E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay

This is a wonderful location and host if you are visiting the area. Lisa is very helpful and the communication was outstanding. The property is very clean and comfortable. I highly recommend!
Stayed 2 nights in Feb 2025

10/10 Excellent

paul h.

Liked: Check-in, communication, location, listing accuracy

Blissful retreat

Serene beautiful Great birds Amazing gardens perfect location very comfortable first class
Stayed 5 nights in Aug 2024

10/10 Excellent

Kelly S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great property

We had so much fun! The loft apartment is so nice and the location is great.
Stayed 2 nights in Sep 2024

10/10 Excellent

Joanne A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend Getaway

Light and airy loft in a beautiful country setting. The hosts were gracious and the property was well maintained. We thoroughly enjoyed our stay.
Stayed 2 nights in Oct 2024

10/10 Excellent

douglas h.

Liked: Cleanliness, check-in, communication, location, listing accuracy

cherrystone

everything was perfect from the time we arrives and met lisa , we met her dogs while coming up the driveway, the loft was perfect for us to stay and visit family
Stayed 5 nights in May 2025

10/10 Excellent

Michelle K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Quiet Getaway

We loved this property! Definitely one of the most well decorated Vrbo properties we've stayed at. It was clean and comfortable (the bed was a dream!) and the perfect size for a couple. The location was remote and quiet but convenient enough to our planned activities in Kent, CT and Beacon, NY.
Stayed 2 nights in Nov 2024

10/10 Excellent

Tim K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

weekend stay

a very nice place in a lovely location. nice and quiet. enjoyed breakfast on the deck
Stayed 2 nights in Jun 2023

10/10 Excellent

Kelley W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gilmore Girls Grad Getaway

My daughter and I loved staying here! The apartment is beautiful--clean, spacious, and tastefully decorated. Tucked away behind a stone wall on a tree-shaded road, the property is a quiet and peaceful retreat. It's perfectly situated for getting your Gilmore Girl vibes in nearby Washington Depot and New Milford, and New Haven is an easy drive. I cannot imagine a nicer place for our mother-daughter getaway.
Stayed 3 nights in Jun 2025

10/10 Excellent

Pam L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect in every way

Scenic location, very clean and gorgeous furnishings. Excellent communication, will definitely stay again.
Stayed 2 nights in Jul 2023

10/10 Excellent

Heather M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gilmore Girls

Lisa, the owner is truly amazing and very sweet and helpful in every way. The place is clean and exactly as described. Her property is beautiful and it is such a serene and beautiful place to stay. The bed was so comfortable and cozy. We had an amazing time!
Stayed 3 nights in Apr 2025

About the host

Hosted by Lisa Roush

Host profile image
We’re a family who has called Roxbury home for the past 25 years, and we truly love everything about this quiet, beautiful corner of Connecticut. The charm of the countryside, the welcoming community, the endless trails and preserved lands—it all makes Roxbury a deeply special place to live.

One of the greatest joys of hosting is getting to share this slice of New England paradise with visitors from all over the world. Whether you're here for the hiking, the history, the local food scene, or just to unwind and recharge, we hope you'll find the same peace and inspiration here that we do every day.

We're always happy to offer recommendations or help make your stay extra special—and our three friendly dogs will be just as excited to welcome you as we are!

What makes this property unique

The Loft at Rucum Hill isn’t just a place to stay—it’s an experience rooted in peace, beauty, and authentic New England charm. Nestled on a quiet country road in the hills of Roxbury, our property offers the kind of privacy and tranquility that’s hard to find, yet is just minutes from quaint towns, hiking trails, and cultural gems.

What makes it truly unique is the setting: a newly built loft apartment above a classic barn, surrounded by gardens, fruit trees, and open sky. From your private deck, you can watch the seasons change—morning mist rising over the orchard, summer blooms in full swing, or a blanket of fresh snow across the quiet landscape.

We’ve lived on this property for decades, lovingly cultivating not just the land but the atmosphere. It’s a place where you can take a deep breath, slow down, and reconnect with nature, yourself, or your favorite travel companion. Guests often tell us they sleep better here, think more clearly, and leave feeling renewed.

Whether you're sipping wine under the stars, heading out on a hike, or simply enjoying the peaceful rhythm of life in the countryside, it is a place to truly unwind. It’s not just where you stay—it’s where you come to feel at home.

Premier Host

They consistently provide great experiences for their guests
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