Entire home

A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!

Photo gallery for A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!

Outdoor pool, a heated pool
Exterior
Fridge, microwave, oven, stovetop
Exterior detail
Outdoor dining

Reviews

10 out of 10

Exceptional

Entire home

5 bedrooms3 bathroomsSleeps 11450.6 sq m

Popular amenities

  • Barbecue grill
  • Parking available
  • Washer
  • Outdoor Space
  • Pet friendly

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!

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. 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 woods in "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 50 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.

Property manager

Dan Casey

Property amenities

Beach

  • Near the beach
  • Beach towels
  • Beach sun loungers

Pool/Spa

  • Private pool
  • Outdoor pool
  • Heated pool
  • Fence around the pool

Internet

  • Free WiFi

Parking and transportation

  • Onsite parking options include a garage
  • Onsite parking

Kitchen

  • Refrigerator
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Cookware/dishes/utensils
  • Ice maker
  • Paper towels
  • Spices

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bed sheets provided
  • Sofa bed

Bathrooms

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

Living spaces

  • Fireplace
  • Living room
  • Dining room

Entertainment

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

Outdoor areas

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

Laundry

  • Washing machine and dryer

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • 2 total (up to 20 lbs per pet)
  • Welcoming dogs only

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the sea
  • In the city center
  • Near a health or beauty spa
  • Near a hospital
  • Near outlet shopping
  • Near the bay
  • In a village

Things to do

  • Wildlife and game walks nearby
  • Swimming nearby
  • Birdwatching nearby
  • Hiking/biking trails nearby
  • Fishing nearby
  • Power boating nearby
  • Hiking nearby
  • Kayaking nearby
  • Cycling nearby

Safety features

  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • At least 80% lighting from LEDs
  • Recycling
  • Eco-friendly cleaning products provided
  • Unit size: 4850 sq ft (450.6 sq m)

Similar properties

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

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total (up to 20 lbs per pet)
Note from host: With fee and prior approval

Children and extra beds

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

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

About the neighborhood

Map
Guilford, CT

What's nearby

  • Guilford Art Center - 1 min drive - 1.1 km
  • Stony Creek - Thimble Islands Historic District - 4 min drive - 3.4 km
  • Bill Miller’s Castle - 10 min drive - 9.5 km
  • Hammonasset Beach State Park - 12 min drive - 12.7 km
  • Yale University - 21 min drive - 25.9 km

Getting around

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

Restaurants

  • ‪Dairy Queen - ‬5 min drive
  • ‪McDonald's - ‬5 min drive
  • ‪Panera Bread - ‬7 min drive
  • ‪Bishop's Orchards Farm Market & Winery - ‬5 min drive
  • ‪Wendy's - ‬5 min drive

Frequently asked questions

Does A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL! have a pool?

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

Is A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL! pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 20 lbs per pet.

What time is check-in at A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!?

Check-in begins at 4:00 PM.

What time is check-out at A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!?

Check-out is at 10:00 AM.

Where is A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL! located?

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

A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 24 out of 24 reviews" "
Rating 8 - Good. 0 out of 24 reviews" "
Rating 6 - Okay. 0 out of 24 reviews" "
Rating 4 - Poor. 0 out of 24 reviews" "
Rating 2 - Terrible. 0 out of 24 reviews" "

10/10

Cleanliness

Reviews

10/10 Excellent

Kristel F.

Liked: Cleanliness
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

10/10 Excellent

Amanda M., Providence, Rhode Island

Liked: Cleanliness
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

10/10 Excellent

Daniel L.

Liked: Cleanliness
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

10/10 Excellent

Paul T.

Liked: Cleanliness
Fantastic secluded large space
We held a small engagement party, and the space exceeded out expectations!
Stayed 3 nights in Sep 2024

10/10 Excellent

Trish M.

Liked: Cleanliness
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

10/10 Excellent

Jordan S., Boston, MA

Liked: Cleanliness
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

10/10 Excellent

Sean H.

Liked: Cleanliness
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

10/10 Excellent

joseph s.

Liked: Cleanliness
Beautiful retreat
Very well appointed and located property. Gracious host. House is very comfortable
Stayed 6 nights in Jun 2024

10/10 Excellent

Alyssondra C.

Liked: Cleanliness
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

10/10 Excellent

Ray D., Peoria

Liked: Cleanliness
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

10/10 Excellent

Wayne A.

Liked: Cleanliness
unique house, great location
great stay!
Stayed 8 nights in Sep 2023

10/10 Excellent

Jordan S., Boston, MA

Liked: Cleanliness
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

10/10 Excellent

Christine G.

Liked: Cleanliness
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

10/10 Excellent

Julianne D.

Liked: Cleanliness
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

10/10 Excellent

Patricia S., Catskills, NY

Liked: Cleanliness
Perfect for family fun and relaxation
Upon our arrival Dan, our kind and gracious host, explained all of the amenities in this amazing home. The entire family had fun in the beautiful pool (especially lovely when it was lit up at night) and all areas of the house. We enjoyed the abundant art, music, and books that were provided. We all had plenty of personal space and comfortable beds. Guilford is a beautiful town and my family raved about the restaurants and stores. We hope to return to this home. It was ,by far, the best vacation home I have ever rented.
Stayed 4 nights in Jul 2023

10/10 Excellent

Linda P.

Liked: Cleanliness
Modern Museum House
Stunned beyond belief!
Stayed 4 nights in Jul 2023

10/10 Excellent

candace d.

Liked: Cleanliness
I could get used to this!
A visually stunning home, inside and out. We found a book that the owner had written, so we were able to find out a lot about the house and the lives of the people who lived here... made it so personal for us. Truly, nothing has been overlooked, just amazing. the ONLY problem? We had to leave! But... we WILL be back! Dan welcomed us to our home and gave us the tour, and was available to answer a couple questions during our stay. Customer Service seems to be a lost art, and we appreciated his helpfulness!
Stayed 3 nights in Jul 2023

10/10 Excellent

Tracy C.

Liked: Cleanliness
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

10/10 Excellent

Gina S.

Liked: Cleanliness
Beautiful in the trees!
We loved this property! In town for a wedding. Property was as listed in the description - plenty of room for all guests and super clean! Large kitchen plenty of areas to relax ( bird watching from the dining table was great!) The pool was wonderful too! Neat layout with multi levels. Only draw back was all of the stairs - we had some older guests in our party (in their late 70’s) that had trouble with the stairs but a younger crowd would not have a problem.
Stayed 5 nights in Jun 2023

10/10 Excellent

Baika B.

Liked: Cleanliness
Relaxing getaway
The property is beautiful, comfortable and very private. Property manager was responsive and helpful. 5 stars.
Stayed 3 nights in May 2023

10/10 Excellent

linda r.

Liked: Cleanliness
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

10/10 Excellent

joseph s.

Liked: Cleanliness
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

10/10 Excellent

Jennifer M.

Liked: Cleanliness
Great home away from home
Dan was a great and helpful host! The house was absolutely gorgeous and very tastefully decorated. The pool was very nice although we only used it for an hour. The wooded location was very tranquil and relaxing. There were plenty of birds to see. Full kitchen and laundry was very helpful as we ate most dinners by candlelight, only because we preferred it. Though we didn’t use fireplaces, it was available to utilize while there. Thank you so much for your hospitality!
Stayed 7 nights in Sep 2022

10/10 Excellent

Laurie G.

Liked: Cleanliness
Guilford Weekend
Lovely house in beautiful spot. Dan was very helpful and responsive. Will definitely stay here again.
Stayed 3 nights in Sep 2022