Entire home

TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12

Choose dates to view prices

Photo gallery for TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12

Exterior
Property grounds
Interior
Outdoor pool, a heated pool
Outdoor dining

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms3 bathroomsSleeps 114850 sq ft

Popular amenities

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

Explore the area

View in a map
Guilford, CT
  • Place, Guilford Town Green
    ‪2 min drive‬
  • Place, Hammonasset Beach State Park
    ‪11 min drive‬
  • Place, Yale University
    ‪22 min drive‬
  • Airport, New Haven, CT (HVN-Tweed - New Haven Regional)
    ‪23 min drive‬

Room options

Similar properties

About the neighborhood

Guilford

With a stay at this vacation home, you'll be centrally located in Guilford, within a 15-minute drive of Hammonasset Beach State Park and Guilford Town Green. .This vacation home is 16.1 mi (25.9 km) from Yale University and 1.6 mi (2.6 km) from Hyland House Museum.

What's nearby

  • Guilford Town Green - 2 min drive - 1.4 miles
  • Hammonasset Beach State Park - 11 min drive - 9.0 miles
  • Yale University - 22 min drive - 16.5 miles
  • Quinnipiac University - 31 min drive - 24.3 miles
  • Hartford HealthCare Amphitheater - 47 min drive - 36.5 miles

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
  • ‪Belle Vie Cafe - ‬3 min drive
  • ‪Wendy's - ‬5 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.

TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12

TREETOPS is a 4850 square ft 5 bedroom Mid century Modern perched on an outcropping of 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.
Make yourself comfortable in this air-conditioned vacation home, which features a fireplace and a private pool. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. A Smart television and a DVD player are provided for your entertainment, while complimentary wireless internet access keeps you connected. The bathroom with a shower/tub combination features a jetted bathtub and a hair dryer.
Enjoy recreation amenities such as an outdoor pool or take in the view from a garden.
Guests will find features like internet access and onsite parking.

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Pool/Spa

  • Heated pool
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2.5 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • DVD player
  • Music library
  • Smart TV
  • Stereo
  • Video library

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total (up to 50 lbs per pet)

Suitability/Accessibility

  • Hardwood flooring in public areas
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • In the city center
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Swimming nearby
  • Wildlife walks 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)
  • Fire extinguisher
  • Deadbolt lock

General

  • At least 80% lighting from LEDs
  • Cleaning products are eco-friendly
  • Garden
  • Recycling
  • Unit size: 4,850 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 30

Check-out

Check-out before 10:00 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

Rules

Age 30 and up to book Children over 8 welcome Leave house in very good condition. Rate is for 6 guests. Xtra guests 60 a nite 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
Guests not to use pool heater. Heating pool to 78 is $65 a day. Must sign a pool liability waiver. Dog owners must agree to/sign rules upon arrival

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total (up to 50 lbs per pet)
Note from host: With fee and prior approval. No furniture or pool!

Children and extra beds

Children are welcome
Note from host: House is best for children 8 and above.

Events

Events allowed: family gatherings, birthday parties, weddings

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, birthday parties and weddings) are allowed on site; maximum attendees: 30
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 and a deadbolt lock
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

TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12 Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 42 out of 43 reviews
Rating 8 - Good. 1 out of 43 reviews
Rating 6 - Okay. 0 out of 43 reviews
Rating 4 - Poor. 0 out of 43 reviews
Rating 2 - Terrible. 0 out of 43 reviews

10/10

Cleanliness

Reviews

Verified

10/10 Excellent

Rebecca N.

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

10/10 Excellent

Joe S.

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

10/10 Excellent

Wayne A.

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

8/10 Good

Jennifer C.

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

10/10 Excellent

Wayne A.

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

unique house, great location

great stay!
Stayed 8 nights in Sep 2023
Verified

10/10 Excellent

Jordan S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Kathie R.

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
Verified

10/10 Excellent

Bryan D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 5 nights in Jul 2025
Verified

10/10 Excellent

Aaron B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Joe S.

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

10/10 Excellent

joseph s.

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

10/10 Excellent

Kristel F.

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

10/10 Excellent

Annette P.

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

10/10 Excellent

Paul T.

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

Fantastic secluded large space

We held a small engagement party, and the space exceeded out expectations!
Stayed 3 nights in Sep 2024
Verified

10/10 Excellent

Kristin R.

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

Great stay!

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!
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

joseph s.

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

Beautiful home and setting

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.
Stayed 6 nights in Apr 2023
Verified

10/10 Excellent

Amanda M.

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

10/10 Excellent

William B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Lisa B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 14 nights in Jul 2025
Verified

10/10 Excellent

Baika B.

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

Relaxing getaway

The property is beautiful, comfortable and very private. Property manager was responsive and helpful. 5 stars.
Stayed 3 nights in May 2023
Verified

10/10 Excellent

Tracy C.

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

Girl’s Getaway

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.
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Shannon R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Stayed 4 nights in Oct 2025
Verified

10/10 Excellent

Jordan S.

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

10/10 Excellent

Julianne D.

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

10/10 Excellent

linda r.

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

Absolutely amazing !

beautiful property,inside and out ! Dan was amazing .This home had everything needed ,just unpack and enjoy ! Seeing the deer and all the amazing birds was fabulous !My family and I had the best reunion we could've hoped for ! Would definitely stay here again !
Stayed 5 nights in May 2023