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A country guest house just 21-32 minutes Bridgeport or New Haven Universities.

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A cozy living area with a stone wall, wooden flooring, a sofa, a dining table with chairs, and a bench.
A living room with a stone fireplace, wooden flooring, a glass coffee table, a sofa, and a television on a wooden stand.
A bedroom with a wooden floor, a bedside table with a green lamp, a patterned bedspread, and a wooden headboard.
A paved pathway leading into a lush garden with a large tree and a potted plant.
A dining area with a wooden table and chairs, large windows, and a view of a garden.

Reviews

9.0 out of 10
Wonderful

Entire home

2 bedrooms1 bathroomSleeps 41200 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Shelton, CT
  • Place, Indian Well State Park
    ‪4 min drive‬
  • Place, Osborndale State Park
    ‪6 min drive‬
  • Place, Monroe Plaza Shopping Center
    ‪7 min drive‬
  • Airport, New Haven, CT (HVN-Tweed - New Haven Regional)
    ‪38 min drive‬

Room options

About the neighborhood

Shelton

This vacation home places you within a 10-minute drive of Indian Well State Park and Monroe Plaza Shopping Center. The vacation home includes a kitchen, a fireplace, and a patio.
View more Vacation Homes in SheltonOpens in a new window

What's nearby

  • Indian Well State Park - 4 min drive - 2.7 miles
  • Osborndale State Park - 6 min drive - 3.6 miles
  • Monroe Plaza Shopping Center - 7 min drive - 4.9 miles
  • Shelton Dog Park - 8 min drive - 4.6 miles
  • SportsCenter of Connecticut - 15 min drive - 9.2 miles

Getting around

  • Bridgeport Station - 24 min drive
  • Oxford, CT (OXC-Waterbury - Oxford) - 29 min drive

Restaurants

  • ‪Dunkin’ - ‬8 min drive
  • ‪McDonald's - ‬8 min drive
  • ‪Bill's Drive In - ‬7 min drive
  • ‪Roseland Apizza - ‬12 min drive
  • ‪Great Fortune - ‬8 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

A country guest house just 21-32 minutes Bridgeport or New Haven Universities.


Welcome to Pleasant Valley Trails! A rustic Mid-Century home on a 41 acre scenic property overlooking a 2 acre pond. The home was built from the wood and stone taken from the property. This is an ideal place for relaxing and spotting a variety of wildlife that like to visit.

Located in the White Hills section of Shelton, you'll find our comfortable two-bedroom getaway. Park in the driveway by white front door for easy access. As you step inside, you'll be greeted by the warmth of the fireplace, the westerly view and the convenience of free WiFi, a washing machine, and a smart TV for your entertainment.

In the fully stocked kitchen, you can whip up delicious meals using the stove, oven, refrigerator, grill, and an array of helpful appliances like the microwave, lobster pot, coffee maker, and blender. Savor your creations at the dining table, surrounded by the serene views outside.

When it's time to unwind, sink into the comfortable living room or step outside to enjoy the patio and outdoor furniture. Indulge in some games or dive into a good book. With the essentials like towels, basic soaps, and a hair dryer provided, you can focus on creating lasting memories during your stay.

Pleasant Valley Trails is nestled in the country between pick-your-own farms. You can get summer berries, autumn apples, pumpkin, baked goods, cider, and holiday Christmas Trees. There are also a nearby winery and a distillery (open weekends) that use locally grown produce for their products.

If up for a a walk, enjoy the public trail ( from sunrise to sunset) that crosses our wooded acres to the north west and connects to other public hiking trails to the southeast. Pleasant Valley Trails is part of Shelton's 28 mile trail system. Yet, we are only a short drive (14- 15 miles) to Bridgeport or New Haven, and close to fresh water or salt water beaches.

More local information such as restaurants, stores, activities, etc., can be found in our guest book kept on the kitchen counter nearest the dining area.

We hope you will enjoy your stay!
The vacation home is air-conditioned and features a kitchen and a patio, and there's space to spread out with 2 bedrooms and a dining area. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a fireplace, and a coffee maker.

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Property amenities

Ski

  • Cross-country skiing nearby

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car required
  • Wheelchair-accessible parking and van parking available

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total (up to 20 lbs per pet)

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 2 on-site accessible parking spaces
  • Front entrance ramp
  • Hardwood flooring in public areas
  • No elevator (single-level property)
  • Single level property
  • Smooth flooring in public areas
  • Wheelchair accessibility
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible van parking
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location
  • Near a hospital
  • Near a zoo
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Optional golf privileges
  • Snow sports gear
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Ice skating nearby
  • Motor boating nearby
  • Sledding nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Deadbolt lock
  • Fire extinguisher
  • First aid kit

General

  • Garden
  • Recycling
  • Some LED lighting used
  • Unit size: 1,200 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights, lock the doors, and return the keys
See the Guest Handbook for explicit details .
Failure to complete these may result in a negative review from the host.

Rules

Remove outdoor shoes and leave them by entrance door. Adjust heat by thermostat in dining area . Return heat setting to 50° F before checking out.
Before Checking Out: Strip beds of used sheets and pillow cases & leave in wicker hamper in laundry area. Put used towels & wash cloths on the tub.
Put recycling in blue bin, bagged garbage in brown bin outside, bins at the road Wed. pm Lock all outside doors, close windows, put key in the lockbox

Pets

  • This property welcomes pets
  • Dogs only
  • 1 total (20 lbs is the maximum weight per pet)
  • Service animals exempt from fees

Children and extra beds

  • Note from host: Please inform me of children < 12 years old

Events

Events allowed: family gatherings and birthday parties

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
Parties and events (including family gatherings and birthday parties) are allowed on site; maximum attendees: 10
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 3:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 21
Property Registration Number 1923016

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Parties and events (including family gatherings and birthday parties) are allowed on site. Maximum attendees: 10.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.

Additional information about polices, regulations, and more:

  • Long-term renters welcome.

Property is also known as

Vrbo Property

Frequently asked questions

What's there to do near this vacation home?

This vacation home is located in Shelton, close to Monroe Plaza Shopping Center, Indian Well State Park, and Osborndale State Park. Housatonic River is also within a driving distance of 4.4 mi.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay for free?

Although dogs can't stay for free, they are welcome at this vacation home.

What is the closest airport to this vacation home?

The closest major airport to this vacation home is Oxford, CT (OXC-Waterbury - Oxford), which is 18.4 mi away (29 minutes by car). Another top airport is Bridgeport, CT (BDR-Igor I. Sikorsky Memorial), which is located 17.9 mi away (28-minute drive).

A country guest house just 21-32 minutes Bridgeport or New Haven Universities. Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 18 out of 26 reviews
Rating 8 - Good. 4 out of 26 reviews
Rating 6 - Okay. 2 out of 26 reviews
Rating 4 - Poor. 1 out of 26 reviews
Rating 2 - Terrible. 1 out of 26 reviews

9.0/10

Cleanliness

Reviews

Verified review

10/10 Excellent

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

Lovely peaceful

Rustic but great spot in the woods, views, dogwoods in bloom. Old but lovely vibe and great location, winery nearby.
Stayed 5 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
A very scenic place with an amazing backyard and atmosphere.
Stayed 7 nights in Jul 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property is absolutely gorgeous, beautiful view and very private. The house is rustic, but very clean. Communication with Jill was flawless and check in/out is very easy.Beautiful fireplace, wood can be purchased just up the road at a reasonable price. We stayed a month and have already rebooked. If you are looking for a clean house, good location, great views, you will be happy here, if you are looking for brand new not for you. As far as children go, I think 8 and up would have a great time. Fishing, trails, canoe, exploring. Would not recommend for toddlers.
Stayed 28 nights in Feb 2026
Verified review

10/10 Excellent

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

Christmas stay.

Beautiful view with all the amenities. We would definitely come back to this place when in town again.
Stayed 3 nights in Dec 2022
Verified review

10/10 Excellent

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

Beautiful private retreat

We had a wonderful stay. Jill was very responsive to some minor issues. Great to check in and out easily. Definitely would stay there again😊
Stayed 7 nights in Nov 2023
Verified review

10/10 Excellent

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

Pleasant Thanksgiving getaway.

Our stay was a pleasant, relaxing Thanksgiving long weekend in the woods. We enjoyed serene hikin g trails.All amenities / utilities worked well. The kitchen was well stocked
Stayed 5 nights in Nov 2024
Verified review

10/10 Excellent

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

Amazing

Highly recommend
Stayed 31 nights in Dec 2020
Verified review

10/10 Excellent

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

Great Location for Wedding weekend stay

This home is conveniently located for a wedding at The Waterview. I wanted a local home for a stay with my older parents and husband and this was perfect. We had events at Candlewood Lake as well as the wedding at The Waterview and this home was perfectly located. The home was clean and the setting is lovely. We had everything we needed. We couldn't beat the price and having a home is always much more convenient when traveling with my parents.
Stayed 4 nights in May 2024
Verified review

2/10 Terrible

Disliked: Cleanliness, check-in, communication, location, listing accuracy
Driveway wasn't sanded, Doors were frozen shut, electrical outlets didn't work, no smoke detectors, microwave, washing machine didn't work. Appliances were circa 1975, toilet didn't fill...
Stayed 7 nights in Jan 2026
Verified review

8/10 Good

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

Secluded, quiet cabin

Old fashioned quaint cabin with hand made shelving and cabinetry. Very quiet, set in the woods overlooking a beautiful piece of land & pond. Don’t go alone… a bit spooky, but very nice. The place was very clean, but could use some work or updating. If you enjoy nature & a beautiful peaceful setting, this place is great.
Stayed 4 nights in Jun 2023
Verified review

10/10 Excellent

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

Comfortable, rustic stay surrounded by nature

The property sits enough off the main road that it feels secluded. A deer was standing outside one bedroom one morning! Surrounded by woods with a lake in back down a hill. The 1 Q and 2 T beds were fine for the needs of 3 senior citizens. We didn’t cook there, but there were lots of dishes & pans.We enjoyed our stay & would stay again if in the area.
Stayed 4 nights in Sep 2024
Verified review

10/10 Excellent

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

Quaint and quiet

Home is located back from the road, very quiet. Lots of wildlife outside. Home was built in 1952, all hand made cabinets and lots of built ins. House was very clean. There had been a leak in the roof by the bathroom in the hallway that needs repair. Lots of space inside with a very large eat-in kitchen. Washer and dryer worked great. Easy access to Jones Family Farm and highway.
Stayed 6 nights in Jun 2023
Verified review

10/10 Excellent

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

Away from it all

My husband and I go to a music festival about 20 minutes from this house. We enjoy the house almost as much as the festival. The house is charming and has a rich history. I feel like I’m visiting a house my Great grandparents built. It’s absolutely gorgeous. I love all the windows and rock fireplace. The view of the pond is an added plus. This is our second year, attending the festival, and being at the house. We hope to make it a tradition. 5 Stars hands down. I’d give it more if I could!
Stayed 4 nights in Sep 2023
Verified review

10/10 Excellent

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

A piece of heaven ✨️

We came to Connecticut from California to look at colleges. I found this gem and couldn't resist its beautiful charm. The house is surrounded by beautiful tree-lined roads and a very serene view out the windows from the kitchen to the living area. There is a pond in which geese , turtles , and fish live. It was very comfortable and ideal if you appreciate nature and quiet surroundings. The only thing I would recommend is curtains in the living area. It truly was a memorable stay! The owner is very nice, easy to reach if needed. 👍👍🙌
Stayed 6 nights in Apr 2023
Verified review

6/10 Okay

Liked: Check-in, communication, location

First Experience in Shelton

This property was built in the 1950’S and needs a lot of updating. The furniture on the website was different from what was in the house. There was a grill that was not useable. The house some insect issues but we’re resolved by an exterminator after we contacted owner. There were other issues but the owner took cate of them in a timely manner. Very quiet area. Roku TV was hard to operate. We had Xfinity in FL so we could get some TV. Overall it is a very quiet and secluded home. Owner very responsive to any issues we had.
Stayed 91 nights in Jun 2021
Verified review

6/10 Okay

Liked: Check-in, communication, location
Disliked: Cleanliness

Secluded but a bit dilapidated

The seclusion and privacy of the property is certainly there, though a security gate or at a minimum a “private drive” sign would have given some added peace of mind. There were kids drink straws and pieces of trash in the driveway upon arrival, tiles on the sidewalk were broken and many of the light fixtures didn’t work. The large windows looking out toward the pond were very dirty and the outside framing was rotting away. The back porch tile was falling apart and two of the doors headed out back opened to areas you would not want to step into. One of the beds had a broken box spring and mattress that leaned heavily to the side. The floor in the hallway had a trapdoor that is hidden until it pinched my wife’s toe so bad it made it bleed (found it was a large hinged panel in the floor with the light from the phone while investigating what cut her). The place has potential, it is just a bit dilapidated for use as a rental.
Stayed 4 nights in May 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location

Wake up with the sun!

The unit is in a nice area in the country but after I found a tick on me in February we didn't go out. The owners live in the attached unit next door, separated only by a wooden door so ALL the sound goes both ways. You can hear them put dishes away and talk--but rarely--they were super quiet most of the time. They never complained about us being noisy although my son kept later hours due to the time change and could occasionally be loud because of medical issues. The host was responsive and ordered a us a crock pot for our stay when I asked. She met us when we arrived and opened the lock box. Go slowly up the driveway as there is a drainage dip and bumps that cars might bottom out on if low to the ground. The curtains in the master bedroom aren't lined but seem to keep out most light except that they aren't wide enough to cover the windows. I rigged towels, pillows, and a chair to cover the remainder of the window. The kids/twin beds room is terrible though with only white unlined curtains around 2 sides of the room so my 13 year old son couldn't sleep well at all after the sun came up since it was so bright. He said the twin beds at first seemed comfortable but weren't. The queen was fine. Liked the wood floors but they do creak loudly and are uneven in places. You can't turn the WIFI off but can unplug the extender which decreases it. Sign into your own accounts for TV/movies--or maybe I just couldn't figure it out. Plenty of pots and pans and dishes. BYO bedside clocks.
Stayed 12 nights in Feb 2023
Verified review

10/10 Excellent

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

Recommend

Good stay and nice lake to look at. When things are not working, they get fixed rather quickly
Stayed 31 nights in Oct 2022
Verified review

10/10 Excellent

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

Unique and Private

My husband and I loved this property. It is surrounded by trees and the views out of the many large windows of the pond is just beautiful. The stone fireplace and gorgeous wood floors make this house unique. I’d love to go back again!
Stayed 3 nights in Sep 2022
Verified review

10/10 Excellent

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

Absolutely amazing!

We were in CT for Christmas and we needed a lace with 2 bedrooms so that my 5 year old and 19 month old could sleep (and not keep each other awake). What we got was do much more. We got a beautiful view, a great place for piddle jumping and leaf throwing, and a warm and cozy place. Thank you for allowing us to stay there and for giving us the history of the property! We had an absolutely great time!!!
Stayed 6 nights in Dec 2021
Verified review

8/10 Good

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

Western Connecticut Exploring

Older property set well off the road with a beautiful view of a serene pond. We found the location excellent for exploring the beautiful Western Connecticut countryside.
Stayed 7 nights in Oct 2021
Verified review

10/10 Excellent

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

Great view

The property is very pretty and we enjoyed the fireplace.
Stayed 3 nights in Nov 2020
Verified review

10/10 Excellent

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

Pleasant Valley Trails

Very nice and attentive property owner. Property is perfect for R & R. Quiet and peaceful wooded location. Would stay again.
Verified review

10/10 Excellent

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

Amazing stay

It is a great house with an incredibly picturesque view. There is a large pond surrounded by a forest that can be seen from the house and it is a difficult view to leave behind. Will stay again.
Stayed 2 nights in Oct 2020