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

Photo gallery for TREETOPS house! AUG openings! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12

A modern house surrounded by lush greenery.
A garden with a stone wall, a blue birdbath, and various plants.
A stone-lined pool with a statue and lush greenery.
A wooden deck with a glass door leading to a covered patio area.
A spacious room with a wooden staircase, a large window with a view of greenery, and a wooden dresser with drawers.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
Sleeps 125 bedrooms8 beds

Popular amenities

  • Private pool
  • Garage parking available
  • Dog-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning

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

Rooms & beds

5 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

1 Double Bed and 1 Single Bed

Bedroom 3

1 Double Bed and 1 Single Sofa Bed

Bedroom 4

1 Queen Bed

Bedroom 5

2 Single Beds

2 bathrooms, 1 half bathroom

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Jetted bathtub · Shampoo

Bathroom 2

Soap · Towels provided · Toilet

Bathroom 3

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Garden
Dining area

About this property

TREETOPS house! AUG openings! 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
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.
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 30
Check out before 10:00 AM
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Children

Children allowed: ages 3–17
Kids 8 and up ok with signing of rental agreement
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Events

Events allowed: family gatherings, birthday parties, weddings
Additional rental/hold harmless agreement req'd
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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 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

Important information

You need to know

Property # 2900307vb
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
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

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.
Map
Guilford, CT

What's nearby

  • Guilford Town Green - 2 min drive - 2.2 km
  • 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 - ‬13 min drive
  • ‪Cumberland Farms - ‬12 min drive
  • ‪Starbucks - ‬9 min drive
  • ‪Starbucks - ‬13 min drive
  • ‪McDonald's - ‬5 min drive

Frequently asked questions

Does TREETOPS house! AUG openings! A Reunion/Retreat estate! 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 house! AUG openings! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12?

As of 23 Aug 2026, prices found for a 1-night stay for 2 adults at TREETOPS house! AUG openings! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12 on 25 Sept 2026 start from £1,994, 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 house! AUG openings! 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! AUG openings! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12?

On-site parking is available at the property.

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

Check-in begins at 4:00 PM.

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

Checkout is at 10:00 AM.

Where is TREETOPS house! AUG openings! 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 Medad Stone Tavern Museum, Chaffinch Island State Park and Guilford Town Green. Hyland House Museum and Bishops Orchard and Winery are also within 3 miles (5 km).

About the host

Hosted by Dan Casey

Host profile image
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
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