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Peaceful Pinewood Retreat 1 hour from NYC, close to Yale, SHU, & FU!

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Relax. Listen to the birds. Read a good book. Feel the sunshine.
Lake views are remarkably beautiful in any season!
South-facing lawn offers sunshine and relaxation for a friends or family getaway
Relax and restore your soul in the comfy lounge chairs on the terrace. ☀️
Grill up a lovely meal on the Weber and enjoy dining alfresco.

Reviews

10 out of 10
Exceptional
4 bedrooms2 bathroomsSleeps 81450 sq ft

Popular amenities

  • Dryer
  • Fireplace
  • Parking available
  • Washer
  • Kitchen
  • Barbecue grill

Explore the area

Map
Trumbull, CT
  • Sacred Heart University
    ‪11 min drive‬
  • Beardsley Zoo
    ‪14 min drive‬
  • Fairfield University
    ‪17 min drive‬
  • Bridgeport, CT (BDR-Igor I. Sikorsky Memorial)
    ‪17 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Hemlock level: "Willow Brook"

1 Queen Bed

Lake level: "Bear Den"

1 Double Bed and 1 Single Bed

Lake level: "Firefly Hollow"

1 Queen Bed

Private loft: "Crows Nest"

1 Single Bed

2 bathrooms

Hemlock level

Towels provided · Bathtub or shower · Toilet · Hair dryer

Lake level

Towels provided · Toilet · Shower only · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Office
Separate dining area
Garden

About this property

Peaceful Pinewood Retreat 1 hour from NYC, close to Yale, SHU, & FU!

Relax and rejuvenate in this beautiful lakeside home only an hour from NYC -- perfect for a friends and family get-away or work-cation! This lake-view home includes 2 fireplaces, a fire pit, 4 bedrooms, a private loft, and 2 full bathrooms, living room, dining room, family/media room, and a home office -- all freshly cleaned, disinfected, and waiting for your friends and family gathering. The huge terrace with Weber gas grill, hammock, lounge chairs, fire pit, shuffleboard, corn hole, is perfect for outdoor fun. TONS of hiking, X-country skiing, and biking trails in the area, plus orchards, winery, breweries, and restaurants. The house sleeps 8 guests (see details). The living room is full of natural light from the large south-facing picture window overlooking the lake and also features a huge stone fireplace for gathering around. The newly renovated kitchen with granite countertops has an island for foodie group cooking. The well-equipped kitchen opens up to the dining room with a stunning one-mile view of Pinewood Lake. The home office is a great place for a private zoom calls – or an introvert’s escape. Wifi is newly upgraded to Frontier's "FiberOptic Gig Service" with a "25x faster upload speed than cable" and noted "best internet service for gaming" -- so stream, zoom, game, and binge-watch...or read a book. Located in beautiful Fairfield County, CT, in a suburban neighborhood, the Amtrack/MetroNorth (Bridgeport) station is about 13-minutes away. This host is delighted to assist as you plan your get-away. Please inquire about lake access for Pinewood Lake Association's "tenant membership" (only one granted per calendar year). The lake itself is not part of the property and requires membership for access (swimming, boating, and fishing). Note: This property is NOT listed on any other platform as a rental.

Property manager

Martha Olson

Languages

English
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Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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Sit back and relax!

Lakeside luxury: beautiful, relaxing 4 bedroom home

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
10.0 out of 10, (20 reviews)
Lakeside luxury: beautiful, relaxing 4 bedroom home

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
House not "child-proof" -- always monitor children
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Events

No events allowed
Maximum 12 humans on the property at a time
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Pets

No pets allowed
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Smoking

Smoking is not permitted
No smoking, vaping, use of candles or fireworks
The "User Guide" document must be signed and returned upon confirming reservation. Let us know if you have any questions or special requests! :-)
Sorry, but the lake is privately owned and not part of our property. Ask about Tenant Membership info for lake access (only one available per year).
No animals or pets -- including service, support, and therapy animals -- as this will fundamentally alter the nature of our property.

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Note from host: Maximum 12 humans on the property at a time
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, a first aid kit and a deadlock
Property Registration Number HA7844232

We should mention

This property does not have any lifts
A car is recommended for transport to and from this property

About the area

Trumbull

Located in Trumbull, this holiday home is on the waterfront. National Helicopter Museum and Boothe Memorial Park and Museum are cultural highlights, and some of the area's activities can be experienced at The Adventure Park at Discovery Museum and Fairchild Wheeler Golf Course. Looking to enjoy an event or a game while in town? See what's happening at Pitt Center or SportsCenter of Connecticut. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Trumbull, CT

What's nearby

  • Bridgeport Downtown South Historic District - 11 min drive - 13.0 km
  • Sacred Heart University - 11 min drive - 10.0 km
  • Hartford HealthCare Amphitheater - 13 min drive - 14.2 km
  • Beardsley Zoo - 14 min drive - 8.7 km
  • Fairfield University - 17 min drive - 18.9 km

Getting around

  • Fairfield Metro Station - 16 min drive
  • Bridgeport, CT (BDR-Igor I. Sikorsky Memorial) - 17 min drive

Restaurants

  • ‪McDonald's - ‬7 min drive
  • ‪Starbucks - ‬5 min drive
  • ‪Duchess Restaurant - ‬8 min drive
  • ‪Chili's Grill & Bar - ‬9 min drive
  • ‪Little Barn - ‬8 min drive

Frequently asked questions

Does Peaceful Pinewood Retreat 1 hour from NYC, close to Yale, SHU, & FU! have a pool?

Yes, this property has a pool.

Is Peaceful Pinewood Retreat 1 hour from NYC, close to Yale, SHU, & FU! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Peaceful Pinewood Retreat 1 hour from NYC, close to Yale, SHU, & FU!?

Check-in begins at 4:00 PM.

What time is check-out at Peaceful Pinewood Retreat 1 hour from NYC, close to Yale, SHU, & FU!?

Checkout is at 11:00 AM.

Where is Peaceful Pinewood Retreat 1 hour from NYC, close to Yale, SHU, & FU! located?

Situated on the waterfront, this holiday home is within 6 miles (10 km) of Northeast Medical Group, Roosevelt Forest and Monroe Plaza Shopping Center. Shelton Dog Park and Beardsley Zoo are also within 6 miles (10 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. 85 out of 86 reviews
Rating 8 - Good. 0 out of 86 reviews
Rating 6 - Okay. 1 out of 86 reviews
Rating 4 - Poor. 0 out of 86 reviews
Rating 2 - Terrible. 0 out of 86 reviews

10/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Christiane L.

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

Lovely House, Fabulous Lake Views

We thoroughly enjoyed our stay at Pinewood Retreat. Beds and linens were top quality, house had everything we needed, both indoors and out. Martha left clear instructions and was readily available at all times. A very pleasant stay.
Stayed 7 nights in Jul 2024

10/10 Excellent

Timothy D.

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

Dwyer stay

Property was 5 star in wonderful neighborhood.
Stayed 3 nights in Mar 2025

10/10 Excellent

Verified traveller

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

Beautiful property

The house was immaculate and comfortable. The views are to die for. Watched an eagle fish for his breakfast. Breathtaking. Small holiday decorations were such a lovely touch. Wine by the huge fireplace at the end of the workday was perfect. I cannot recommend this property more. Can’t wait to return.
Stayed 5 nights in Dec 2024

10/10 Excellent

Nicola W.

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

Nicola Peterson

Great property.
Stayed 7 nights in Nov 2024

10/10 Excellent

Mike H.

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

Great place to stay

Beautiful house and views of the lake. Beds were comfortable and everything was very clean. Martha was a great communicator. Would definitely stay here again.
Stayed 3 nights in Oct 2024

10/10 Excellent

Susan J.

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

Beautiful views

Lovely home with beautiful lake views. The spacious terrace was a highlight. We enjoyed breakfast and coffee lakeside very often during our one week stay. Comfortable beds and plenty of space for 5 adults.
Stayed 7 nights in Oct 2024

10/10 Excellent

Ryan K.

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

totally worked for what we needed

We were in town working a music festival for 10 days. this place was a great fit, beautiful, quiet, and my staff liked it. the owner is very by the book, make sure you read all rules and regs before you book, she is nice about it but plans to enforce what is written, i didnt notice i had to check in first as the booker, we had to go through a few hoops when i had to be 2 days late, but she made it work and i appreciate it. We were all tired wanted to work, sleep, and make coffee or a PM snack, so this house worked for us very well. not sure it would be a good fit for a party crowd (we were not that)
Stayed 11 nights in Sep 2024

10/10 Excellent

Nancy H.

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

Awesome home

This house was perfect on the lake Owner had labeled
Stayed 5 nights in Aug 2024

10/10 Excellent

Patty C.

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

Beautiful Lake House

This Lake House was perfect for our family vacation. The owner was amazing and responded to any questions we had. I would absolutely stay at this place again.
Stayed 4 nights in Jul 2024

10/10 Excellent

Christel R.

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

Overall experience was above and beyond our expectations!

My family and I rented this home for 2 weeks in July! The home is beautifully organized, extremely clean (it was spotless!) and you can’t beat the views of pinewood lake. As a family or 4, we truly appreciated the extra towels/beach towels provided, outdoor games and the lawn space was perfect. The hammock was also so nice to relax in. Three of the four bed options were very comfortable, pillows and linens provided were perfect. The only thing I would recommend are sliding door screens for the sliding doors below. This was our first time booking through VRBO and I highly recommend this home. Martha was extremely responsive and was a terrific host! My family truly loved our stay!
Stayed 14 nights in Jul 2024

10/10 Excellent

Adam W.

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

Summer 2024

Great stay, best view possible of the lake
Stayed 7 nights in Jun 2024

10/10 Excellent

Sonya W.

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

Hidden Yalie Experience on the Lake

My husband grew up in Connecticut. He can tell you where Hartford, Bridgeport and New Haven are, but he had never experienced Trumball until the time we spent at this idyllic lake house for my daughter’s graduation from Yale University. Calling all Yale parents —once you stay here you may opt out of ever staying at a New Haven hotel again. We were concerned that the drive to and from campus would be tiring and long —but found just the opposite. A quick 25 minute drive away from the city to this lakeside retreat. Comforting, peaceful, serene and everything our family needed to be together and celebrate my daughter’s graduation, And another Bonus—our grad pictures by the lake are super special! We highly recommend this house. You will not be disappointed.
Stayed 4 nights in May 2024

10/10 Excellent

elizabeth t.

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

Immaculate Property

Communication with this host is excellent. This property sits on the BEST spot on the lake. The view is amazing. This home has all the conveniences. Kitchen is nicely equipped which was a very nice plus. Very charming property and host!
Stayed 10 nights in Apr 2024

10/10 Excellent

katrina p.

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

Fantastic Easter Weekend!

I booked The Pinewood Retreat for Easter weekend so we could meet our college-age son half way from home. Martha was excellent with communication both before and during our stay. We arrived to find the house completely spotless, and organized with everything we could possibly need. The house was nicely updated with recessed lighting, and crown molding, while still maintaining the charm of this New England lake house. The countless windows provided lovely views of the lake. On the warmer days, we played shuffleboard and lounged in the hammock. We enjoyed many meals together around the big dining table and had everything we could possibly need in the updated kitchen. We even dyed eggs and had our annual egg hunt outside. For anyone looking for a quality stay with super attentive hosts, this is a perfect find. Thank you, Martha and Rick, for sharing your beautiful home with us!
Stayed 4 nights in Mar 2024

10/10 Excellent

Rob T.

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

Peaceful lakefront getaway

Clean, quiet, exactly as described. We really enjoyed our stay at the peaceful pinewood retreat. Great communication with host and thoughtful touches. Highly recommended.
Stayed 7 nights in Mar 2024

10/10 Excellent

mitchell k., NYC

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

Experience Tranquility at this Peaceful Pinewood Retreat

Martha & Rick's Pinewood Retreat lives up to its name, and then some. With an astounding 69 out of 70 reviews awarding it a 5-star rating, its reputation speaks volumes. Echoing the sentiments of the 69 previous 5-star reviewers, we wholeheartedly endorse their accolades and offer this perspective. Nestled on the 60-acre Pinewood Lake historically linked – according to Wikipedia – to the Golden Hill Paugussett Indian Nation, this house with its many charming attributes could easily be a picturesque scene from a Thomas Kinkade painting. A commanding long lake view, framed by two walls of floor-to-ceiling glass, provides a serene visual treat from multiple vantage points. If Martha & Rick have us back, we would relish returning seasonally to experience the lake in its full natural splendor. Beyond these visual feasts I’ll offer a few adjectives that best sum up our observations/experience. IMMACULATE – As in eat off the floor clean. ORGANIZED – The hosts have thoughtfully detailed every nuance of the home, right down to the abundance of dimmable light switches, ensuring a perfect ambiance. OUTFITTED – The property is equipped with every household essential making you feel right at home. COMFORTABLE - Whether it's the inviting armchairs or the plush beds, finding your comfort spot here is a given. COMMUNICATION – Clear. Concise. Flawless from check-in to check-out. As for the neighborhood, this Connecticut enclave exudes a relaxed vibe. Book-It Dano!
Stayed 4 nights in Dec 2023

10/10 Excellent

Nikki B.

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

Family vaca to visit family in CT

I do not usually leave reviews. (this is a long one) I definitely wanted to as we had an amazing experience at Pinewood Retreat. First, the property is just as depicted online and in pictures. The location was great, nice neighborhood. House was very comfortable especially with fireplaces being up and downstairs, as well as fire pit on patio which we utilized. Had never played shuffleboard previously and we all had a fun time with that. Everything you could need was provided in the home. From kitchen utensils to games, books, you name it. The lake view was just beautiful. We truly enjoyed morning coffee/tea with the awesome lake view. As far as the owner, Martha was an extremely helpful and attentive hostess right down to every detail. She left several recommendations on places to go and restaurants etc. My daughter mentioned she likes trails, and Martha provided park passes for that. She said she reminded her of Monica Geller on friends and loved her awesome organization. She went above and beyond to make sure we were taken care. We definitely will return when we go back to CT. Our family of 6 had an amazing stay. We highly recommend it.
Stayed 5 nights in Oct 2023

6/10 Okay

Suzanne L.

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

Beautiful location and lovely home BUT...

Martha’s home is pristine and in a great location. My family and I were looking forward to celebrating a milestone birthday all together on the lake. However the start to this week was stressful and extremely disappointing. When we arrived at the appointed check-in time with a car full of perishables we were not able to gain entry with the code provided. I was unable to contact the owner by text, phone or email. I proceeded to reach out to VRBO, and they also were unable to contact the owner. This went on for over 2 hours. This unnecessary stress is not the way to start a holiday. Check in is a crucial time for guests, and it was unacceptable to not have a point person available to troubleshoot with us. Moving on to the home. The overall feeling was that the owner understandably, loves her home and wants guests to treat it with respect. However, the rules, cleaning protocols and not providing basic things such as toilet paper, paper towels and napkins (even though we did find ample available when we arrived, after already purchasing them as per the pre-check-in list the owner sent) made our stay feel less than easy going. After reading the grill cleaning instructions we seriously debated whether to cancel the picnic we had planned due to stress about keeping things just so. Also, If you are late by minutes at depart you'll pay an extra 200.00. These parameters made it feel like we were not in a home away from home, but rather at a reluctant host's home.
Stayed 6 nights in Aug 2023

10/10 Excellent

susan s., wesley chapel, florida

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

Wonderful second year in a row

This is a very special property and host, a perfect retreat to get away to a quiet, comfortable home with a splendid view. The kitchen is very well stocked for cooks, the lake is a delight for paddle boarding, swimming or just drifting about on a raft. We took our bikes out and walked the neighborhood around the lake daily. Found a neat ice cream creamery a couple of miles away. We'll be back again.
Stayed 28 nights in Jul 2023

10/10 Excellent

Leah A.

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

Just what my family needed

We were celebrating father's day and my dad's 60th birthday. He wanted something low key and close to NYC (where we're from). This was just what we needed! About an hour and 20 mins from NYC, beautiful property, right on the lake, and just like in the pictures. Stunning serene views from every window! The host was great, communicated every step of the way. The house is very well kept, and we especially appreciated that everything is so nicely labeled so we knew just where to find everything and how to use it. You can tell the host put a lot of thought into all the details and we definitely appreciated it! New Haven and Yale is a short 20 to 25 min drive so plenty to explore. And there are some shopping areas too. I couldn't have asked for a better stay! Will definitely recommend to others!!
Stayed 4 nights in Jun 2023

10/10 Excellent

Kirsten B., Noblesville, USA

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

Lacking in NOTHING

This is the most beautiful, pristine, cared-for, well-stocked VRBO we've ever stayed in. Martha is the consummate host: kind, thoughtful and available to answer any questions. We enjoyed hiking around the lake, taking in the lovely gardens; sitting in peace with our coffee on the terrace in the mornings and chatting over a fire pit in the evenings. The kitchen is so well-organized with photos of how/where to put items back. A+++ accommodation. We hope to be back soon.
Stayed 4 nights in Jun 2023

10/10 Excellent

CHRIS M.

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

Wonderful

Perfect for a family gathering. Beautiful property, lakeside, extremely well equipped kitchen. Loved it.
Stayed 4 nights in May 2023

10/10 Excellent

F R.

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

Idyllic

Martha is a perfect host. The house is immaculate and has everything you need for relaxing at a lake. We were a family of eight and wanted to be nearby family that live on the lake at Trumbull. I enthusiastically recommend staying here! We hope to come again soon.
Stayed 4 nights in May 2023

10/10 Excellent

Shane G.

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

Perfect Host and Property

The host was incredibly nice and communicative. The house and property are beautiful, though the rain kept us from enjoying the incredible patio next to the lake!! The house is very clean and well organized, with labels and information on everything. It is a convenient drive to everywhere. We would stay here again and highly recommend this listing!!
Stayed 3 nights in Apr 2023

10/10 Excellent

Robert M., Carmel

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

Exceptional Trumbull experience.

The property was exceptional; extra clean, well stocked supplies, well organized, all appliances worked as expected, comfortable / quality bedding, easy security access, beautiful views. The hosts were spectacular; great communications, warm, welcoming, helpful. (We especially loved the detailed instructions about how to best enjoy the property.)
Stayed 12 nights in Mar 2023

About the host

Hosted by Martha Olson

Host profile image
Rick and Martha have raised 5 children and bought this home as a family gathering place. We love hospitality! Over the past 15 years, we have hosted numerous international students from all over the world. In addition to traveling, we also enjoy classical & jazz music, reading, cooking, cycling, hiking, sailing, swimming, and kayaking.

Why they chose this property

This charming home was built in 1949 and located in a peaceful suburban lake community. The home includes an amazing kitchen/dining area for foodie gatherings, 2 fireplaces, a cozy "home office", a smart HD TV with Roku for casting your favorite shows. If you love outdoors, then take advantage of the huge terrace with a hammock, lounge chairs, dining table, fire pit, gas grill, shuffle-board and corn hole. Or venture out to the numerous parks and nature trails, restaurants, breweries, or orchards to pick your own seasonal fruits. This property has all the comforts and joys of a vacation get-away, yet it is conveniently located close to major transportation routes. The Amtrack/MetroNorth (Bridgeport) station is 13-minutes away. We look forward to your arrival and exceeding your expectations! Note: the lake is not part of the property and access requires membership to the private Pinewood Lake Association.

What makes this property unique

The south-facing views of Pinewood Lake are stunning year-round. The large terrace is great for a fire pit, grilling and dining al fresco, relaxing in the hammock or lounge chairs, playing shuffle board or corn hole, star-gazing, yoga and exercise, and just soaking up the sunshine with a great book!

We have a library of classic and children's literature (for borrowing -- not taking). There is also a piano (extra fee), which is kept tuned and in excellent condition for anyone who needs to keep up with practice, prepping for a recital or for group sing- alongs. Please inquire about access as this is normally kept locked.

Languages:

English
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