See all properties
Entire home

Country retreat with stunning views, spectacular pool, unparalleled privacy!

Photo gallery for Country retreat with stunning views, spectacular pool, unparalleled privacy!

Newly renovated pool for summer 2021!
Enjoy the view for miles from the shade of a gorgeous maple.
Front of the house from the front lawn.
Living room
Living room

Reviews

10 out of 10
Exceptional
4 bedrooms2 bathroomsSleeps 8232.3 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Outdoor space
  • Parking available

Explore the area

View map
Kent, CT
  • Place, Macedonia Brook State Park
    ‪10 min drive‬
  • Place, Housatonic River
    ‪16 min drive‬
  • Place, Kent Falls State Park
    ‪20 min drive‬
  • Airport, Danbury, CT (DXR-Danbury Municipal)

Rooms & beds

4 bedrooms (sleeps 8)

Full bedroom

1 Double Bed

Primary bedroom - main floor

1 King Bed

Queen bedroom

1 Queen Bed

Twin bedroom

2 Single Beds

2 bathrooms

Main floor

Toilet · Shower only

Second floor bathroom

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Garden
Dining area

About this property

Country retreat with stunning views, spectacular pool, unparalleled privacy!

Now taking inquiries for 2024 summer rentals. Three night minimum available in June (calendar reflects availability); July 1-31 (monthly only) and/or Aug 1 - 31 (monthly only).

Our 2,500sf home has stunning views, privacy, and plenty of room to run and a gorgeous large pool for fun in the sun!

The house includes four bedrooms to sleep 8 guests, multiple spaces to set up a home office and 10 acres of very private yard and fields to enjoy the outdoors.

Expansive views from atop Skiff Mountain are breathtaking from sunrise to sunset with night skies to continue to enjoy “nature’s television” through all seasons.

Our Yankee Barn home, built by our parents in 1971, sits on the highest meadow of the Tobin family farm in Kent, CT overlooking working hay fields and hilltop views for miles.

Minutes to train stations for easy access to NYC, our home is also close to Kent School, Marvelwood School, South Kent School, Mohawk Ski Area, the Appalachian trail, downtown Kent and MUCH more. “The mountain”, as longtime residents call it, is the perfect place to sit and relax or to call home while exploring the southern Berkshire hills and Litchfield County.

The best part of staying at the House on High Meadow is in getting here and STAYING here! Get the groceries, hit the package store (that's New Englander for liquor store) if that's your thing, grab a good book (the summer-long library sale in town is a great source), leave your worries at the foot of the mountain and come prepared to RELAX in your own cocoon of comfort and privacy!

With 3+ acres of open lawn (plus many acres of hay fields) for playing, running, kite-flying etc, a basketball half-court, hammock, and covered deck - you've got plenty of recreational options! The pool has views for miles. Imagine floating and watching fireworks on July 4th from multiple towns.

Sightseeing, antiquing, museums, art galleries, and so much more are also available when you want to leave the mountain and explore the area!

For the outdoor enthusiasts:
- The Housatonic River (10 minutes away in two directions) offers great fishing, canoeing, kayaking and floating.
- Kent Falls State Park (15 minutes away) is scenic and has a lovely hike along the waterfalls' edge.
- Macedonia State Park (10 minutes away) offers beautiful trails for hiking and, our favorite as kids, playing in the brook to keep cool.
- Lake Waramaug State Park (~30 minutes away) has a beach and opportunities for water sports.
- Mohawk Mountain Ski Area (15 - 25 minutes away depending on weather) has the best learn-to-ski, intermediate, and family skiing around!
- Sharon Audubon (10 minutes away) is a great family activity to learn about our local flora and fauna.
In rural Connecticut, it's impossible to list all of the options but we grew up here so just ask and we will point you in the right direction!

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Outdoor space
Mountain view

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Exterior
Waterfall Sound & Beach-Inspired Country Wing
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
10.0 out of 10, Exceptional, (7 reviews)
Waterfall Sound & Beach-Inspired Country Wing

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
We have a pool and balconies. Watch kids closely.
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted
No smoking or vaping of any kind
No smoking or vaping of any kind. Violation of this will result in a fine.

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
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock

We should mention

A car is required for transport to and from this property

About the area

Kent

Located in Kent, this holiday home is in a rural area and in the mountains. Mohawk Mountain Ski Area and Hopkins Vineyard are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Clarke Outdoors and Thorncrest Farm & Milk House Chocolates. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
View more Holiday homes in KentOpens in a new window
Map
Kent, CT

What's nearby

  • Macedonia Brook State Park - 10 min drive - 4.2 km
  • Housatonic River - 16 min drive - 8.0 km
  • Sharon Audubon Center - 18 min drive - 11.9 km
  • Housatonic Meadows State Park - 20 min drive - 14.1 km
  • Kent Falls State Park - 20 min drive - 14.4 km

Getting around

  • Appalachian Trail - 37 min drive
  • Oxford, CT (OXC-Waterbury - Oxford) - 70 min drive

Restaurants

  • ‪Warren General - ‬25 min drive
  • ‪45 On Main - ‬19 min drive
  • ‪Wilson’s Bakery & Cafe - ‬18 min drive
  • ‪Davis IGA - ‬19 min drive
  • ‪Highwatch Farm - ‬25 min drive

Frequently asked questions

Does Country retreat with stunning views, spectacular pool, unparalleled privacy! have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at Country retreat with stunning views, spectacular pool, unparalleled privacy!?

As of 28 March 2026, prices found for a 1-night stay for 2 adults at Country retreat with stunning views, spectacular pool, unparalleled privacy! on 22 November 2023 start from NZ$612, 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.

Is Country retreat with stunning views, spectacular pool, unparalleled privacy! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Country retreat with stunning views, spectacular pool, unparalleled privacy!?

On-site parking is available at the property.

What time is check-in at Country retreat with stunning views, spectacular pool, unparalleled privacy!?

Check-in begins at 4:00 PM.

What time is check-out at Country retreat with stunning views, spectacular pool, unparalleled privacy!?

Checkout is at 10:00 AM.

Where is Country retreat with stunning views, spectacular pool, unparalleled privacy! located?

Situated in the mountains, this holiday home is 1.7 mi (2.7 km) from Housatonic River and 2.6 mi (4.2 km) from Macedonia Brook State Park. Morrison Gallery and Ober Gallery are also within 9 miles (15 km).

Reviews

10

Exceptional

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

9.0/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Monica B.

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

The Best In Hospitality

The view from the property is absolutely stunning, the pictures on the website don’t do it justice. The house is cozy and the pictures are a pretty accurate respresentation of the home. We were particularly impressed with the hospitality from Polly as well as her family (it seemed like everyone in Kent was related to her family) and really enjoyed spending July here. We are planning to be back in the winter for some skiing on the mountain!
Stayed 30 nights in Jun 2021
Verified

10/10 Excellent

Ted M.

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

Picturesque getaway with stunning views

Agree 100% with Cindy Ws review from 6/6/19. I second all she said!
Stayed 2 nights in Aug 2019
Verified

10/10 Excellent

Cindy W.

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

Comfortable Farmhouse Retreat

Couldn't find a prettier view in CT. Beautifully appointed farmhouse designed for family relaxation & every thoughtful detail to enhance guest experience. Well stocked from kitchen condiments, coffee, trash bags, paper towels... & bathrooms with big supply of toilet paper & fluffy towels. Having stayed in many VRBO's, I was so excited to have the extra basic supplies so we could enjoy our visit without running out the market. Very clean home - super comfortable furniture and all guests raved about the good nights sleeps. Owner answered questions promptly and very flexible/ accommodating to meet our unique needs during our daughter's graduation weekend & multi-generation guests. Highly recommend - would stay again.
Stayed 3 nights in May 2019
Verified

10/10 Excellent

Teresa L.

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

Perfect home for a relaxing, quiet weekend getaway

Traveling as 2 families with 4 kids, this home provided us with fantastic views, an inviting home, and ample outdoor space for the kids to run around. We were greeted with amazing homemade muffins and maple syrup. From the initial booking until the very end, we were greeted with superior service and communication. The location of the home is close enough to town but also just far away enough to provide a silent sanctuary. We cannot recommend this property enough and encourage any and all to pay a visit!
Stayed 2 nights in May 2019

About the host

Hosted by Polly Tobin Goddard

Host profile image
The farm and mountain has been our family home (or at least home base) for many generations! The farm down the hill is where our grandfather's family was raised and we are surrounded on all sides by families who have called the mountain home for many decades. Our dad, who was a prominent life-long figure in Kent (business owner, First Selectman, Fire Chief etc), lived on the mountain for nearly 50 years. Often regarded as "the life of the party", Dad regularly threw his doors open welcoming family, friends, friends of friends, and sometimes strangers into his home. He loved to have people enjoy the farm so we are carrying on this tradition now that he's gone.

I am a Professional Development Coach & Consultant and my work has me traveling a good deal. I live on Cape Cod year-round with my family and come to Kent regularly. I manage the administrative side of rent High Meadow Farm. Local family members handle most of the onsite logistics. Other local siblings and family members come and go to operate and maintain the farm but all give our guests the space they need to relax and enjoy.

Why they chose this property

Our parents built the house on the highest meadow in Kent of the then-Tobin Brothers Farm in 1971. The main farm (which you can see from the house) was a small dairy farm which operated until the 1990s. We continue to hay portions of the farm still today though we no longer have any animals. Tobins have lived on Skiff Mountain since the 1800's.

This property is owned and operated by three sisters of the Tobin family and we take pride in welcoming guests who want to be treated like part of our extended family. We are a family of hard-workers who carry on the family tradition of welcoming one and all.

What makes this property unique

The view. The view. The view. Whenever people come visit for the first (second, third... heck, I grew up there and I still do it!) time they are in complete awe over the absolutely spectacular view from nearly every room in the house and the deck and yard. It's just magnificent and really hard to beat in Kent!

The peace and quiet! Sit on the deck in the evening and listen to peepers, not traffic! Enjoy your coffee with the morning upswell of birdsong as the sun rises over the hilltops. Hear the call of owls, coyotes, and the occasional chatter of raccoons. Watch the wild turkeys and deer graze in the hay fields. We call this "Nature's television" because you'd be surprised at how many hours can go by as you watch the clouds shift and roll across the sky or become mesmerized by the hay swaying in the breeze.

High Meadow Farm is situated so that it's very private in a rural area so you can just relax, tune out the hustle bustle, and enjoy having space all to yourself!

Languages:

English
Tell us how we can improve our siteShare feedback

Hotels

Holiday Rentals