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TREETOPS house! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12

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A modern house surrounded by lush greenery. - TREETOPS house! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12 (Guilford)
A spacious room with a wooden staircase, a large window with a view of greenery, and a wooden dresser with drawers. - TREETOPS house! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12 (Guilford)
A garden with a stone wall, a blue birdbath, and various plants. - TREETOPS house! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12 (Guilford)
A wooden deck with a glass door leading to a covered patio area. - TREETOPS house! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12 (Guilford)
A stone-lined pool with a statue and lush greenery. - TREETOPS house! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12 (Guilford)
You can look forward to a firepit, a garden and laundry facilities at TREETOPS house! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12. Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

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About this property

TREETOPS house! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12

  • TREETOPS is a 4850 square ft 5 bedroom house perched on granite cliffs, surrounded by 2 acres of beautiful forest. *Property not suitable for children under 8 years old. 2 small dogs allowed with prior discussion and fee of 50 per night. Events to be discussed prior to booking and there is a reasonable event fee. Nightly rate for 6 guests, additional guests pay 60 a night. Please list all guests upon booking*

    Treetops is perfect for family reunions, work retreats, "rest and relax" retreats, yoga retreats, writers' workshops, and even small weddings! Spa services right in town, 5 minutes away. Stroll along the loop trail in our backyard woods, hike in acres of beautiful "Westwoods" next door, visit the town green with lovely shops, swim at Jacobs beach, have s'mores by the natural stone fire pit, or relax and get some sun by the marine-blue, stone decked pool area with flower garden! Birdwatching, breakfast, yoga, and evening cocktails are best on the spacious wrap-around deck. We also have an incredible library, fireplaces, and even a baby grand piano!

    The space
    The inside of Treetops is spectacular, where classic and modern styles blend. Antiques are plentiful but so too are modern paintings, sculptures, and other unique art. Our love of indigenous cultures will be obvious, and we don't shy away from colors as well! Beautiful, lush plants give the house a welcoming, homey feel.

    Treetops has vaulted ceilings, and an open and spacious floor plan. There is a great kitchen with new appliances, a two-person breakfast nook, and an oversized dining area and living room overlooking the oversized deck mentioned above. Perfect for social gatherings of all kinds! Plentiful windows and slider doors flood the house in sunlight and fresh breezes.

    The large living room has a top-of-the-line stereo system, CDs, large Smart TV, impressive fieldstone fireplace, and extensive library. Grab a book and recline on the new sofa while listening to some classical music! From there, walk into the master bedroom with more windows and wooded views, TV with DVD player and huge selection of movies, walk-out deck, and walk-in closet. The tiled bathroom has two sinks, a jetted tub for easing sore muscles, and a great shower/showerhead, with some basic amenities available for your stay.
    Then walk into the "Blue" room, a bedroom with 1 Twin bed and 1 Full bed overlooking the driveway with bureau, bedside table, and bookshelves. Guests in this room will share the master bathroom for bathing but can also use the half bathroom near the front entrance.

    A hallway then leads to the newly appointed den, with new TV, sofas, and a second beautiful fieldstone fireplace. There are games and coloring books available in the cabinet.

    Across from the den and off the main entrance is the "Yellow" room. It too is newly renovated and has a Full bed, large built-in desk overlooking the pool, views galore, and a cozy reading nook that can also double as a second place to sleep.

    Upstairs are two bedrooms, "The Queen", with a queen-size bed, and "The Twins" with -- you guessed it -- 2 twin beds. Both rooms have bureaus, bedside tables, one or two oversized windows, sound machines, fans, and their own full bathroom. You are really in the treetops up here! Enjoy your stay.

    Other things to note

    We are near some railroad tracks and a few times a day, mostly morning and evening, trains go by. You will definitely hear them if you are awake, but we have never been bothered by them when sleeping.

    The Pool is scheduled to be available between Memorial Day and Labor Day weather permitting.

    See house rules for additional information.

    If we can be of help during your stay, please contact us. Please reach out with any questions! Thanks for choosing Treetops.

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About the area

Located in Guilford, this holiday home is in the city centre and near the beach. Hyland House Museum and Henry Whitfield State Museum are cultural highlights, and travellers looking to shop may want to visit Orchard Hill Plaza Shopping Center and North Madison Shopping Center. Guilford Art Center and RJ Julia Booksellers are also worth visiting. Kayaking and power boating offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and hiking nearby. Visit our Guilford travel guide
View more Holiday homes in Guilford
Map
Guilford, CT

What's nearby

  • A person performing a yoga pose on a rocky shore with the ocean in the background.
    Hammonasset Beach State Park
    11 min drive - 14.5 km
  • A large brick building with arched windows and domed towers, surrounded by a well-maintained lawn and a stone pathway.
    Yale University
    22 min drive - 26.5 km
  • A steam locomotive with the number 40 on its front, traveling on a railway track.
    Essex Steam Train
    26 min drive - 37.4 km
  • A grassy hill with a stone wall and multiple tall metal structures.
    Quinnipiac University
    31 min drive - 39.1 km
  • Guilford Town Green
    2 min drive - 2.2 km

Getting around

  • Guilford Station
    4 min drive
  • New Haven, CT (HVN-Tweed - New Haven Regional)
    29 min drive

Restaurants

  • McDonald's
    5 min drive
  • The Place
    4 min drive
  • Dunkin'
    5 min drive
  • Wendy's
    5 min drive
  • Mr. J Asian Bistro
    4 min drive

Frequently asked questions

Does TREETOPS house! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12 have a pool?

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

Is TREETOPS house! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12 pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.

How much is parking at TREETOPS house! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12?

On-site parking is available at the property.

What time is check-in at TREETOPS house! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12?

Check-in begins at 4:00 PM.

What time is check-out at TREETOPS house! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12?

Checkout is at 10:00 AM.

Where is TREETOPS house! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12 located?

Located in the heart of Guilford, this holiday home is within 2 miles (3 km) of Chaffinch Island State Park, Guilford Town Green and Hyland House Museum. Bishops Orchard and Winery and Henry Whitfield State Museum are also within 3 miles (5 km).

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Reviews

TREETOPS house! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12 Reviews

10

Exceptional

10

Cleanliness

9.8

Location
Rating 10 - Excellent. 51 out of 53 reviews
Rating 8 - Good. 2 out of 53 reviews
Rating 6 - Okay. 0 out of 53 reviews
Rating 4 - Poor. 0 out of 53 reviews
Rating 2 - Terrible. 0 out of 53 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property, description very accurate, more then comfortable for 7 adults, very easy check in process, highly recommend for any future stays
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home in great location
Stayed 7 nights in Nov 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was great, we enjoyed hanging out in the living room with the fireplace. Beautiful house, would enjoy going back.
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

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

Beautiful retreat

Very well appointed and located property. Gracious host. House is very comfortable
Stayed 6 nights in Jun 2024
Verified review

10/10 Excellent

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

Thanksgiving Family Weekend

The house is an architectural gem with plenty of space for the family. We enjoyed the fireplace in the evenings.
Stayed 3 nights in Nov 2024
Verified review

10/10 Excellent

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

Peaceful retreat

Beautiful property. Spacious home with great amenities. Owner’s rep Dan very helpful with any information on local attractions.
Stayed 7 nights in Apr 2025
Verified review

10/10 Excellent

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

Guilford Stay

This house is amazing! Has everything we needed for our stay and very clean. Dan was accessible and very responsive at all times. Highly recommend!
Stayed 4 nights in Feb 2025
Verified review

10/10 Excellent

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

Great spot for an adult group

This was a great spot to stay with friends, with great separate living areas and a great central living room to gather. The location is minutes from downtown Guilford and was very convenient to do and see everything. I would not recommend bringing small children because there is so much beautiful artwork all around the house, but it’s a beautiful retreat for older kids/teens and adults!
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

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

It's the best

We are a close group of friends and this is our second stay at Treetops. It is truly an idyllic and wonderful place. The house is extraordinary. It's like staying in a museum! And the pool is incredible. Guilford is adorable and Madison is close by with beautiful beaches. I can't recommend staying here enough.
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

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

Awesome spot! Truly a treehouse

First visit to Connecticut. Stayed for 4 nights with my adult children and my sisters family for family wedding. Loved everything about the house. Very eclectic with lots of outdoor space next to miles of trails and close to quaint town.
Stayed 4 nights in Aug 2023
Verified review

10/10 Excellent

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

Stunning, unique, amazing

By far the most unique architecture that we have ever stayed in. Every room is an adventure from its shape to the stunning artifacts from around the world. A gorgeous setting that was perfect for relaxing. Everything is first class-five star. So memorable that we are coming back next year.
Stayed 6 nights in Sep 2023
Verified review

10/10 Excellent

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

A Jewel.

Don’t hesitate in staying here. You’ll have no regrets. It’s an absolutely beautiful & welcoming home in a breathtaking private setting. My family and I and especially our grandson enjoyed every minute here. Was a pleasure working with Dan. We hope to come back again!
Stayed 5 nights in Aug 2023
Verified review

10/10 Excellent

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

Wonderful family stay

We had a recent stay at Treetops during a family reunion and it was perfect. It fit a bunch of us and provided a beautiful space to relax. We had a few children in the group and we did make some clear rules at the start as the house is full of amazing artwork that was off limits for the kids. Dan was communicative and a great host. One last tip is that the trails behind the house could fill a whole day of exploring nature. We hope to stay again soon.
Stayed 3 nights in Jul 2024
Verified review

10/10 Excellent

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

Peaceful retreat

Treetops is a gem! We celebrated our daughter’s graduation from Wesleyan and the cozy, green, beautiful space was welcoming, spacious and wonderfully decorated. It had plenty of room to gather and be together while allowing grandparents quiet nooks to retreat and regroup. Thank you.
Stayed 3 nights in May 2024
Verified review

10/10 Excellent

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

Hidden Gem in the Woods

We stayed at the treetops retreat for a long weekend and we can’t wait to go back. It’s everything you can ask for and more. Dan was a great host with amazing communication. My wife and I got married on Friday night and had a bbq there with family and friends on Sunday. Plenty of space for a large family gathering / reunion. The pool and fire pit were a great bonus! Thanks
Stayed 3 nights in Sep 2024
Verified review

10/10 Excellent

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

Oasis in the Woods

Very nice house with lovely outdoor pool area. Very well equipped kitchen and lots of room for entertaining. Short drive to Guilford Green and Docks with lots of restaurant choices. Property's manager was quick to respond and always happy to assist with any questions or requests. As noted in the listing, the train does pass by regularly, which is loud but short lived and not really an issue inside the house. We would definitely consider staying again when we’re back in the area to visit family.
Stayed 10 nights in Aug 2024
Verified review

10/10 Excellent

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

A curated escape

This house is INCREDIBLE. The pictures do not do it justice. It's like staying in a perfectly curated museum. It's extremely comfortable and lovingly decorated. The space is so unique and inspiring. The decks are lovely for lounging. The pool is amazing. Six adults very comfortably shared the home and we had a great time! There's lots of hiking right by the property and the birdwatching is incredible at the house. Also Guilford is a very quaint and charming town with plenty of diversions and dining. It's the perfect place to unwind.
Stayed 7 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Dan is the perfect host. And the treetops is the perfect home and location, our favorite place for our annual reunion!
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful experience
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
House is in a beautiful wooded location with lovely outdoor spaces. Well maintained and unique with family treasures and charm.Property manager and owner were very responsive and a pleasure to work with.
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
house was filled with great artwork and books. great location.
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was very communicative. The property was incredible and unique. One of the cozier spots I’ve stayed in. We loved every minute
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved the place, great location, very cool house. Booked for next year!
Stayed 7 nights in Aug 2025
Verified review

10/10 Excellent

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

unique house, great location

great stay!
Stayed 8 nights in Sep 2023
Verified review

10/10 Excellent

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

Wonderful time with family

This property had all we needed and more !
Stayed 8 nights in Jun 2025