TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12
TREETOPS is a 4850 square ft 5 bedroom house perched on granite cliffs, surrounded by 2 acres of beautiful forest. Perfect for retreats, events, and reunions! PLEASE NOTE: *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 Nightly rate is for 6 guests. additional guests are 60 dollars a night.
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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Pets
Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
With fee and prior approval. No furniture or pool!
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Smoking
Smoking is not permitted
Age 30 and up to book
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2 good VRBO reviews
Property sleeps 12; only booked guests may stay/visit unless discussed.
AC must be above 74 deg's in summer; heat below 70 deg's in Fall/Winter
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Important information
You need to know
Property # 2900307vb
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, birthday parties and weddings) are allowed on site. Maximum attendees: 30
Note from host: Additional rental/hold harmless agreement req'd
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
About the area
Guilford
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 hiking/biking trails and cycling nearby.
Hammonasset Beach State Park - 11 min drive - 14.5 km
Yale University - 22 min drive - 26.5 km
Quinnipiac University - 31 min drive - 39.1 km
Hartford HealthCare Amphitheater - 47 min drive - 58.7 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
Dunkin’ - 5 min drive
Mr. J Asian Bistro - 4 min drive
Wendy's - 5 min drive
Dairy Queen - 5 min drive
Frequently asked questions
Does TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12 have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12?
As of 15 June 2026, prices found for a 1-night stay for 2 adults at TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12 on 21 September 2026 start from NZ$1,473, 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 TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS 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! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12?
On-site parking is available at the property.
What time is check-in at TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12?
Check-in begins at 4:00 PM.
What time is check-out at TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12?
Checkout is at 10:00 AM.
Where is TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS 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).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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.
Staying at Treetops is the highlight of our year. My husband and I and our group of friends have been coming to Guilford for a few years now and it just feels like home. We love it and I can't recommend the property enough.
It was a beautiful house. The views were gorgeous. The pool was well maintained and a nice place to hangout, overall wonderful place to stay and unwind. We’d definitely come back.
This is an amazing property that is great for groups. Plenty of sleeping places, great for a remote feeling getaway with town amenities still nearby, fun and quirky decorations, and plenty of gorgeous outdoor space. There is also a hiking trail just next door to the property. The property manager was also prompt and responsive, Would happily recommend to anyone looking for a gorgeous get away.
Our family (there were 18 of us from 5 states) came to TREETOPS to celebrate a birthday. The house, as advertised, was perfect in every way. It is in a beautiful location with great views and a nearby by nature preserve for walkers. The house has several great places for people to gather, and to eat. There is an outstanding sound system in the house and a large library of CD’s. The kitchen is large and well stocked for a large group. There is a beautiful swimming pool, but unfortunately we were there too early in the year to use the pool. All that said, the most important feature of the property is the environment created in the house by its architectural layout and the beautiful objects of art that are present in every room. Everyone in our group thought the house was a critical factor in making for a unique and memorable family get together. Finally, the Host (Dan) was extremely friendly and helpful.
We really enjoyed our extended family stay at this house! The house is summer unique and different. Plenty of room for the 10 of us. We loved spending time together grilling and swimming in the pool! Dan, the house manager, was great! Super friendly and helpful. We are excited to stay there again in the future!
Thoroughly enjoyed my visit. Lovely home, well appointed. Gracious host and responsive manager, Dan. Easy access to local attractions and adjacent to extensive hiking trails. Well worth the visit.
Very large, beautiful house. Impeccably decorated with antiques, knick-knacks, really nice stuff. Pool was closed when we stayed but looked great. The property Manager and host communicated lavishly and were a pleasure to deal with. The property Manager 9Dan) even found something we left and mailed it back to us. Very comfortable and easy to work with. Enthusiastically recommended!
This property was perfect for our family gathering. Our teen granddaughters loved their private upper level, while their brother had a nifty off-the-beaten-path downstairs den. The pool was warm, clean and fabulous. Great kitchen. Comfortable beds for all. My 95 year old dad loved reading on the deck. Caretaker Daniel was terrific. Truly a top-notch stay.
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!
The Treehouse is pure magic — it’s become our annual home away from home. Every year, my friends and I return for our much-anticipated getaway, and every time, it feels even more special. The house has everything we could possibly need — comfortably accommodating all eight of us — and the setting is absolutely breathtaking. Surrounded by stunning scenery and just minutes from town, it strikes the perfect balance between peaceful retreat and easy convenience. We can’t imagine our tradition anywhere else — the Treehouse truly has our hearts.Sincerely, The Gilmore Gang
Treetops is a beautiful property that was perfect for a girls weekend. Plenty of room and a lot of unique furnishings and art. Great outdoor space, including a gorgeous pool. Westwoods is in its backyard which offers spectacular hiking. Convenient to downtown.
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.
Jordan S.
Stayed 7 nights in Jul 2024
Response from VrboOwner on 29 July 2024
Jordan thank you for loving Treetops and being a repeat customer! Come back any time 😊
About the host
Hosted by Dan Casey
15+ experience as a property manager, personable, and friendly.
Why they chose this property
This is a very special property, with a unique, contemporary, exquisitely decorted home, on 2 acres of private wooded and garden grounds, and beautiful in-ground pool. Fireplaces, jacuzzi, extensive library, and baby grand piano make this the perfect retreat.
Premier Host
They consistently provide great experiences for their guests