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Family Stays: Middletown, CT

Photo gallery for Family Stays: Middletown, CT

A room with a patterned rug, a door leading to a kitchen, and a window with blinds. - Family Stays: Middletown, CT (Middletown)
A modern kitchen with stainless steel appliances, a granite countertop, and a chandelier. - Family Stays: Middletown, CT (Middletown)
A residential house with a garage, surrounded by trees and a clear sky. - Family Stays: Middletown, CT (Middletown)
A neatly made bed with a blue and white bedspread, two bedside lamps, a wooden dresser, and a large mirror. - Family Stays: Middletown, CT (Middletown)
Veterans Park, near the house - Family Stays: Middletown, CT (Middletown)
Consider a stay at Family Stays: Middletown, CT and take advantage of a garden, a playground and laundry facilities. Guests can connect to free in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space
The current price is HK$1,034
HK$1,987 total
includes taxes & fees
2 Nov - 3 Nov

Add dates for prices

About this property

Family Stays: Middletown, CT

  • Centrally located and just 1.2 miles from Wesleyan University, this home offers comfort, convenience, and plenty of space for groups of all kinds. With four bedrooms across two floors, the layout gives everyone room to spread out. Bedrooms on separate levels create natural privacy, making it easy for guests to unwind while still enjoying the ease of staying together and sharing the comfort of one home.

    Whether you're traveling with friends, children, extended family, or multiple couples, the two‑floor setup allows everyone to relax without feeling crowded. Ideal for multi‑generational stays and group getaways.

    The space:
    Bedrooms: 4 bedrooms across 2 floors.
    - First Floor: Two queen bedrooms — great for parents, grandparents, or anyone avoiding stairs.
    - Second Floor: One queen bedroom + two twin beds — perfect for a second family, teens, or younger kids.

    Bathrooms: Full bathrooms on each floor.

    Living Room: Ample space and a large Smart TV with Roku.

    Kitchen: Well-equipped with appliances and cookware.

    Dining Area: Seats 6 comfortably. Can accommodate up to 8 people with the table extension.

    Climate Control: Mitsubishi Electric Split A/C units in bedrooms, living room, and dedicated workspace.

    Laundry: Washer and dryer in the basement.

    Family-Friendly: High chairs, toddler booster seat, Pack 'n Play, and playpen available for young guests. Shower chair is also available.

    Outdoor Relaxation: Enclosed back porch and deck facing the backyard.

    Guest access
    - Enjoy the full use of the home, including a fenced backyard that borders the woods, providing an ideal space for children to play and run around.
    - Self check-in key code entry.
    - A 2-car garage and a spacious driveway for extra vehicles.

    Other things to note.

    Pricing Notice: Our minimum accommodation price covers up to three people. Any guests beyond the first three are charged according to our standard additional‑guest fee.

    Maximum Guests: 8 adults.

    Guest count:
    The total number of guests, including the person making the reservation must match the number listed on the reservation to stay at the property. Bringing any undisclosed additional guest(s) will result in full additional‑guest charges for each night of the stay, plus a 50% penalty.

    Safety Measures:
    Our property features Ring security cameras. These cameras are external and outward-facing, ensuring privacy within interior spaces. They record video and sound when activated by motion.

    Smoking Policy:
    Smoking or vaping is not allowed inside the house. A $500 cleaning fee will be assessed for deep cleaning to remove any smoke odor before the next guest checks in. However, you’re welcome to smoke outside in the breezeway - an attached room by the garage. Please use the provided ashtray.

    Location and neighborhood:
    Our home is conveniently located near the downtown area and the recently updated Veterans Memorial Park swimming pool with a splash pad.
    Abundant restaurants, grocery stores, and pharmacies are within easy walking distance.

    The home is available for short-term rentals and mid-term stays.

Similar properties

About the area

Middletown is home to this holiday home. Kidcity Children's Museum and Brownstone Exploration & Discovery Park are local attractions and those in the mood for shopping can visit Cromwell Commons Shopping Center and Lyman Orchards. Travelling with kids? Consider Dinosaur State Park, or check out an event or a game at Checkered Flag Raceway. Take the opportunity to explore the area for water adventures such as swimming. Visit our Middletown travel guide
View more Holiday homes in Middletown
Map
Middletown, CT

What's nearby

  • A large brick building with arched windows and domed towers, surrounded by a well-maintained lawn and a stone pathway.
    Yale University
    35 min drive - 47.0 km
  • Wesleyan University
    18 min walk - 1.5 km
  • Kidcity Children's Museum
    3 min drive - 2.2 km
  • Van Vleck Observatory
    3 min drive - 2.2 km
  • PeoplesBank Arena
    26 min drive - 32.2 km

Getting around

  • Meriden Station
    13 min drive
  • New Haven, CT (HVN-Tweed - New Haven Regional)
    41 min drive

Restaurants

  • McDonald's
    10 min walk
  • Dunkin'
    6 min walk
  • Starbucks
    9 min walk
  • Chipotle Mexican Grill
    6 min walk
  • Wendy's
    11 min walk

Frequently asked questions

Is Family Stays: Middletown, CT pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Family Stays: Middletown, CT?

As of 23 Oct 2026, prices found for a 1-night stay for 2 adults at Family Stays: Middletown, CT on 2 Nov 2026 start from HK$1,034, excluding 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.

How much is parking at Family Stays: Middletown, CT?

On-site parking is available at the property.

What time is check-in at Family Stays: Middletown, CT?

Check-in begins at 4:00 PM.

What time is check-out at Family Stays: Middletown, CT?

Checkout is at 11:00 AM.

Where is Family Stays: Middletown, CT located?

This family-friendly Middletown holiday home is within 2 mi (3 km) of Wesleyan University, Kidcity Children's Museum and Wadsworth Falls State Park. Harbor Park and Wadsworth Mansion are also within 2 miles (3 km).

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Reviews

Family Stays: Middletown, CT Reviews

10

Exceptional

10

Cleanliness

9.8

Location

10

Property conditions & facilities
Rating 10 - Excellent. 33 out of 33 reviews
Rating 8 - Good. 0 out of 33 reviews
Rating 6 - Okay. 0 out of 33 reviews
Rating 4 - Poor. 0 out of 33 reviews
Rating 2 - Terrible. 0 out of 33 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Property is very Clean and organized. Host is very nice.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
House is immaculate and the hosts were great! Made is feel very welcome. Would definitely stay again!
Stayed 1 night in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was clean and welcoming. The hosts included many special touches. Would definitely stay again.
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We all agree this is our best VRBO experience. Clear communication, everything we needed plus more. We felt welcome and cared about. We had a great visit with family and attended a wedding nearby.
Stayed 1 night in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
What stood out most was how beautifully maintained the space was and how genuinely warm and welcoming it felt from the moment we arrived. The host clearly put a lot of care into the details, with thoughtful touches like water and extra toiletries in case something was forgotten, which made us feel right at home. There were plenty of towels and sheets, and the space was comfortable and roomy, making it an easy, relaxing, and enjoyable stay overall. Will definitely return and recommend to anyone visiting the area.
Stayed 5 nights in Jan 2026
Verified review

10/10 Excellent

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

Great place to stay and wonderful host!

My colleague and I recently had a short two night stay here and we enjoyed it in every way. The house was spotless, perfectly organized and very comfortable. But what really made the trip was the very thoughtful and friendly host. He provided us with tons of useful information for the stay. Gilbert is a true professional and it shows!
Stayed 2 nights in Apr 2025
Verified review

10/10 Excellent

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

Outstanding

Our experience with this facility, from online service to exiting the residence, was the most pleasurable experience, for staying in accommodations when traveling!!The owner was a complete gentleman and it was absolutely wonderful experience to meet and talk with him.
Stayed 2 nights in Jan 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay. My sister and I came down from NH & ME along with our cousin who flew up from NC to attend a family wedding. The home was cozy and inviting with snacks, coffee, tea & bottled water in the fridge. Everything that we could potentially need was thought of; plenty of towels, toiletries, games, books & magazines even a drawer of items that you might have forgotten. We could walk to the pastry shop or drugstore and my sister was able to get her daily run in a neighborhood that was safe.
Stayed 2 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
House was extremely clean, plenty of room, and provided all the comforts of home. Owner provided snacks, water, sodas, etc. Everything was perfect. Wouldn't change a thing!
Stayed 2 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was the perfect house to stay in for our family wedding. Gilbert was the perfect host and thought of every amenity we could have asked for. The house was spotless, very nicely decorated, had very comfortable beds and the bath towels were luxurious. The dining table had ample seating for our card playing crowd. From his greeting at arrival to looking out for our well being throughout the stay, Gilbert was a fantastic host.The house was close to our wedding venue and had ample off street parking. If it hadn't been cold and snowing, the backyard and deck looked very appealing. We would love to stay there again.
Stayed 2 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Gilbert was an outstanding host! We loved the house- it was clean, cozy and everything was in excellent condition. Having all the drawers and lighting labeled was very helpful. We really appreciated all the drinks, snacks and extra items when we arrived. The backyard is huge and we loved sitting out on the deck at night. Our kids enjoyed the books and games in the basement. If we ever return to New England for another vacation, we will definitely stay here again!
Stayed 4 nights in Sep 2025
Verified review

10/10 Excellent

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

Very nice home close to ski park

We came to stay at Gilbert’s for a quick ski weekend at Powder Ridge. Gilbert was incredibly gracious and accommodating. He was very easy to communicate with, and really went out of his way to make us feel at home. The location is a little loud at night/early morning, as it is very close to a main road. But the property itself was exactly as described. Clean, comfortable, and very welcoming.
Stayed 1 night in Jan 2025
Verified review

10/10 Excellent

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

Felt like home!

There is so much space in this house and yard that we could do things together or have our own place to be. The house is stocked with so much so anything we forgot, they had. We were able to cook every meal, enjoy a big pot of coffee every day, kids had hot cocoa, sit on the enclosed porch and read, eat on the back deck, play catch in the backyard, watch tv and retreat to our own bedrooms at night. It felt like our home. Everything is labeled so we were able to use things without fear we would break it trying to figure out how. The light switch labels were also helpful so we didn't have to guess which switch controlled which lights. There are also a few grocery stores really close to make a last minute stop easy. My daughter was especially excited about the airplane comforters! We have stayed at quite a few places and this may be the best one!
Stayed 4 nights in May 2025
Verified review

10/10 Excellent

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

Incredible

We came to the area for a long weekend event at Wesleyan University. I had never booked through VRBO and was not familiar with the process. From my first communication with Gilbert I felt like I was going to visit family. He was amazing to communicate with provided information about the area and the process and was super accommodating when he learned our flight was arriving early. From the moment we stepped through the door we knew our stay would be special. The home is beautiful, beds comfortable but the attention to detail was beyond what I had expected. We were delighted to have some nice treats and drinks in the refrigerator after a long flight. The owners thought of every detail had anything we could have imagined. I only wish I had meet them a few years ago when I began traveling to the area. I would have stayed with them every time. Gilbert thank you for making our stay extra special. Thank you for making us feel at home we really enjoyed your property and your hospitality and hope to see you again soon. If you have a chance to stay at this property take it because it was fantastic and convenient to the area.
Stayed 3 nights in Feb 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place, clean and comfortable with great communication and special touches by the host.
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean, fully equipped kitchen, family friendly
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything about this home is amazing and the host was very friendly and accommodating being in contact with us before coming to stay in the house and during. The house is beautiful and very clean so much room, We had a lot of fun staying here and would definitely recommend anyone to come and stay! 10/10
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
A truly wonderful experience! The host and home were amazing and we’ll definitely be staying here again!
Stayed 6 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was perfect. Not much more else to say.
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a fantastic property; perhaps the most well run, stocked, equipped, and prepared VRBO or the like that I've ever stayed in. House is extremely well kept and organized. The "recliners everywhere" approach to the living room is a bit hilarious, but no complaints! Very nice grounds, easy to get to, complete and clear communication from the host. Just lovely.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, communication, location, listing accuracy

Just lovely

The house was great, the welcome snacks and balloons were thoughtful and the kitchen coffee, etc, was much appreciated. This was an excellent stay and I highly recommend it!
Stayed 1 night in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location worked well for our needs. The house was super clean. The host supplied everything that you would hope to have and then went above and beyond.Would not hesitate to stay again. Thanks Gilbert for a wonderful stay!
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice house. The place was immaculate and the snacks were great. And the grounds were so secure. Every place you walked in the back yard a light would come on for safe walking. The communication was excellent! Would definitely recommend and stay there again.
Very nice of the owner to decorate for my daughter’s wedding.
Stayed 2 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful weekend stay. Everything was clean and very clearly marked.The home had everything you could think of and more. Felt like our home for the weekend! Gilbert was wonderful and had the perfect amount of communication. Would certainly stay again in the future if we are in the area. Thanks again Gilbert!
Stayed 2 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Gilbert and Mary were wonderful hosts. The house was immaculate and organized. They left snacks and drinks for us upon our arrival to the property which was very much appreciated by kids and adults alike. The house is in a great location; we were close to all the shops and restaurants! The baby loved roaming the fenced in backyard while our 11 year old loved having his own room upstairs to play his video games!
Stayed 4 nights in Oct 2025