See all properties
Entire home

Family Stays: Middletown, CT

Family-friendly stay with in-room kitchens in Middletown

Choose dates to view prices

Photo gallery for Family Stays: Middletown, CT

Exterior
Fridge, microwave, oven, stovetop
Interior
4 bedrooms, desk, iron/ironing board, travel crib
Exterior

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms2 bathrooms

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Middletown, CT
  • Place, Wesleyan University
    ‪16 min walk‬
  • Place, Van Vleck Observatory
    ‪19 min walk‬
  • Place, Wadsworth Mansion
    ‪4 min drive‬
  • Airport, Hartford, CT (BDL-Bradley Intl.)
    ‪36 min drive‬

Room options

About the neighborhood

Middletown

In Middletown .You'll find Wesleyan University and Van Vleck Observatory within 2 miles (3 km) of this vacation home. Kidcity Children's Museum and Wadsworth Falls State Park are also within 2 miles (3 km).
View more Vacation Homes in MiddletownOpens in a new window

What's nearby

  • Wesleyan University - 16 min walk - 0.9 miles
  • Van Vleck Observatory - 19 min walk - 1.1 miles
  • Kidcity Children's Museum - 4 min drive - 1.6 miles
  • Wadsworth Mansion - 4 min drive - 1.8 miles
  • Middlesex Hospital - 4 min drive - 1.8 miles

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
  • ‪Taco Bell - ‬8 min walk
  • ‪Athenian Diner II - ‬7 min walk
  • ‪Starbucks - ‬9 min walk

About this property

Entire place

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

Family Stays: Middletown, CT

Centrally Located Cozy Family Vacation Home: Just 1.2 miles from Wesleyan University, our space is perfect for families, solo travelers, couples, professionals, business travelers, and almost anyone. Whether you’re exploring Middletown or nearby Connecticut towns, you’ll have the entire home to yourself for a fantastic experience.

The space:
Bedrooms: 4 bedrooms - 2 Queen beds on the 1st floor, 2 Twin beds on the 2nd floor, and 1 Queen bed on the 2nd floor.

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.
Registered guests:
Only those listed on the reservation are permitted to stay overnight at the property.

Maximum Guests: 8 adults.

Reservation and Extra Guests Compliance:
Failure to adhere to our reservation limit or undisclosed additional guest policy will result in full extra guest charges per night, plus an additional 25% 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

Property amenity
Courtyard by Marriott Hartford Cromwell
  • Pool
  • Parking included
  • Free WiFi
  • Restaurant
4.3 out of 5, Excellent, 721 reviews
$130 nightly
The price is $150
Mar 22 - Mar 23
Total with taxes and fees
Courtyard by Marriott Hartford Cromwell

Property amenities

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
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

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

Living spaces

  • Dining table

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Computer monitor
  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Handrails in stairways
  • No elevator
  • Well-lit path to entrance
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital

Things to do

  • Swimming 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)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • At least 80% lighting from LEDs
  • Garden
  • Recycling

Policies

Check-in

Contactless check-in available

Check-out

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

Check-out instructions

The host requires you complete the following before checking out:
Load the dishwasher
Strip any used beds and gather used towels
Remove personal items
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
Onsite parties or group events are strictly prohibited
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, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Frequently asked questions

How close is Family Stays: Middletown, CT to the airport?

This vacation home is 29.4 mi (41-min drive) away from the New Haven, CT (HVN-Tweed - New Haven Regional) airport, the closest popular airport to the property.

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

As of Feb 22, 2026, prices found for a 1-night stay for 2 adults at Family Stays: Middletown, CT on Mar 2, 2026 start from $125.0, 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.

Does Family Stays: Middletown, CT have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Family Stays: Middletown, CT to the beach?

This vacation home is 5.2 mi (12-min drive) from Lake Beseck Beach.

Does Family Stays: Middletown, CT offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Family Stays: Middletown, CT?

No, there is no casino at this vacation home.

Is there free parking at Family Stays: Middletown, CT?

Free parking is not available at this vacation home.

Does Family Stays: Middletown, CT have a pool?

This vacation home does not have a pool.

Does Family Stays: Middletown, CT have a spa?

There are no spa services available at this vacation home.

How close is Family Stays: Middletown, CT to downtown Middletown?

This vacation home is 1.3 mi away from Middletown.

Family Stays: Middletown, CT Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 21 out of 21 reviews
Rating 8 - Good. 0 out of 21 reviews
Rating 6 - Okay. 0 out of 21 reviews
Rating 4 - Poor. 0 out of 21 reviews
Rating 2 - Terrible. 0 out of 21 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

10/10 Excellent

Michelle P.

Liked: Cleanliness
The property was clean and welcoming. The hosts included many special touches. Would definitely stay again.
Stayed 3 nights in Feb 2026

10/10 Excellent

Erin

Liked: Cleanliness
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

10/10 Excellent

Betty-Jean R.

Liked: Cleanliness
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

10/10 Excellent

Paula R.

Liked: Cleanliness
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

10/10 Excellent

Debbi O.

Liked: Cleanliness
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

10/10 Excellent

Jessica S.

Liked: Cleanliness
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

10/10 Excellent

Harmony R.

Liked: Cleanliness
A truly wonderful experience! The host and home were amazing and we’ll definitely be staying here again!
Stayed 6 nights in Oct 2025

10/10 Excellent

ronald c.

Liked: Cleanliness
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

10/10 Excellent

Jason C.

Liked: Cleanliness
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

10/10 Excellent

Kimbal G.

Liked: Cleanliness
Our family was here for our son and now daughter in laws wedding. We loved the house - perfect location close to the wedding venue , other family homes, and restaurants . Gilbert is the consummate host , polite , great communication , every amenity you could think of provided , balloons and congrats signs, and so clean. The topper were the cotton tail rabbits and woodchuck in the backyard ! Thank you Gilbert for a fantastic stay.
Stayed 7 nights in Aug 2025

10/10 Excellent

Joann W.

Liked: Cleanliness
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

10/10 Excellent

Michelle S.

Liked: Cleanliness
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

10/10 Excellent

Christina M.

Liked: Cleanliness
This property is exactly as listed. Bonus is a large beautiful private backyard with a lighted patio and seating (along with several very cute woodland visitors). This home is impeccably kept inside and out. It's fully stocked with everything you might need, including things you may have forgotten. It is a full home. It's like staying with family without the annoying family. The host has thought of absolutely everything you might need. It's centrally located in Middletown in a very nice neighborhood. An Aldi and CVS are within walking distance if needed. It's not far from the major highways, but still in a quiet neighborhood. We were easily able to visit attractions in 4 states within our few days here and come back to the property at night. The owner truly cares about the guests and this home. This is our first time using a vacation rental over a hotel and we might now be hooked. This property and the owner get 5 stars in every possible category.
Stayed 4 nights in Jun 2025

10/10 Excellent

Cari M.

Liked: Cleanliness

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

10/10 Excellent

Katie W.

Liked: Cleanliness

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

10/10 Excellent

Jon N.

Liked: Cleanliness

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

10/10 Excellent

George

Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
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

10/10 Excellent

Shahira

Liked: Cleanliness, property conditions & facilities
Stayed 3 nights in Mar 2025

10/10 Excellent

Elizabeth D.

Liked: Cleanliness

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

10/10 Excellent

Sarah T.

Liked: Cleanliness

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

10/10 Excellent

Michael H.

Liked: Cleanliness

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