Entire home

The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining

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Photo gallery for The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining

A room with a Yale banner, a white robe hanging on a rack, and a light switch on the wall.
A cozy living room with a sofa, a dining table with chairs, and a staircase leading to another level.
A wooden bench on a porch with a potted plant in front.
A bed with a floral-patterned bedspread and several pillows, including a decorative one with a bird and leaves design.
A spacious kitchen with wooden flooring, a dining area with a round table and chairs, and a green bench with baskets.

Entire home

3 bedrooms3 bathrooms

Popular amenities

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

Explore the area

View in a map
New Milford, CT
  • Place, Candlewood Lake
    ‪4 min drive‬
  • Place, Elephant's Trunk Flea Market
    ‪6 min drive‬
  • Place, Vassar College
    ‪56 min drive‬
  • Airport, Danbury, CT (DXR-Danbury Municipal)
    ‪25 min drive‬

Room options

About the neighborhood

New Milford

Located within a leisurely stroll of Housatonic River, this vacation home is within a few miles (5 km) of Lovers Leap State Park. The vacation home includes a kitchen, a fireplace, and a refrigerator.

What's nearby

  • Candlewood Lake - 4 min drive - 2.5 miles
  • Elephant's Trunk Flea Market - 6 min drive - 5.0 miles
  • Vassar College - 56 min drive - 40.9 miles
  • Lake Compounce - 58 min drive - 42.0 miles
  • Fairfield University - 58 min drive - 39.2 miles

Getting around

  • Appalachian Trail - 28 min drive
  • Danbury, CT (DXR-Danbury Municipal) - 31 min drive

Restaurants

  • ‪McDonald's - ‬18 min walk
  • ‪Taco Bell - ‬3 min drive
  • ‪Panera Bread - ‬3 min drive
  • ‪Dunkin' - ‬3 min drive
  • ‪The Abbey - ‬3 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.

The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining

The Lorelai at Middle Street Manor is a 3-bedroom, 2.5-bath retreat one block from Railroad Street and a five-minute walk to New Milford’s town green, gazebo, cafés, restaurants and shops. Created for girls’ trips, mother-daughter stays, couples’ getaways, and cozy weekends with friends, it blends Gilmore Girls–inspired details with New England charm. Bedrooms include; The Rory Room with two XL twins, The Autumn Room with a queen, and the Gilmore Garden primary with a king, coffee bar, and bath.

The Gilmore Garden Suite spans the entire third floor, creating a private retreat within the home. It features a king bed, a comfortable seating area, a dedicated coffee bar, and a spacious ensuite bathroom. Romantic, garden-inspired details make the suite feel whimsical, peaceful, and a little magical.

On the second floor, The Rory Room reimagines a Yale dorm as a charming boutique escape. With two XL twin beds and collegiate-inspired details, it’s perfect for guests who want to stay up late talking, reading, or planning the next day’s adventures.

Down the hall, The Autumn Room captures the feeling of fall in New England all year long. Warm colors, cozy textures, and a queen bed make it an inviting place to curl up and unwind. The Rory Room and The Autumn Room share a generously sized Jack-and-Jill bathroom.

Downstairs, gather in the cozy living room, where the fireplace creates the perfect setting for coffee, conversation, movie nights, or relaxing after a day in town. The newly updated kitchen combines modern comforts with the character and charm of the historic home.

The dining nook offers a subtle nod to Luke’s Diner, reimagined with a boutique, upscale feel. It’s an inviting place to share breakfast, linger over coffee, or recap the day over takeout from one of the nearby restaurants.

Whether you’re planning a special celebration, reconnecting with friends, enjoying a romantic weekend, or simply craving a cozy escape, The Lorelai invites you to slow down and experience your own New England small-town story.
The vacation home is air-conditioned and features a kitchen and 2.5 bathrooms, and there's space to spread out with 3 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. The bathroom offers hair dryers and bidets. Other standard amenities include a washing machine, a fireplace, and a coffee maker.

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

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

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV

Outdoor areas

  • Outdoor furniture
  • Porch/lanai

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total (up to 999 lbs per pet)

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 4 steps to reach entrance
  • Area rugs in public areas
  • Handrails in stairways
  • Hardwood flooring in public areas
  • Tile flooring in public areas
  • Upper floors accessible by stairs only
  • Smoking not allowed

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)

General

  • Local artist showcase
  • Recycling

Policies

Check-in

Check-in time starts at 3:00 PM

Minimum check-in age: 20

Check-out

Check-out before 11:00 AM

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 and start the dishwasher

Take out the trash

Lock the doors

Failure to complete these may result in a negative review from the host.

Rules

Quiet hours are from 7am - 10pm

Pets

  • This property welcomes pets
  • Dogs only
  • 2 total (999 lbs is the maximum weight per pet)
  • Service animals exempt from fees

Children and extra beds

  • Note from host: Kids welcome; antiques throughout—please supervise

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
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
  • Check-in: 3:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 20

We should mention

Details about charges, deposits, or other important information:

  • 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.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector and a smoke detector.

Additional information about polices, regulations, and more:

  • There are no elevators.

Frequently asked questions

What's there to do around this vacation home?

This vacation home is located in New Milford within a short 6-minute walk of Housatonic River. You'll also find Lake Lillinonah and Candlewood Lake within a short drive.

How much does it cost to stay at The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining?

As of Sep 9, 2026, prices found for a 1-night stay for 2 adults at The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining on Sep 21, 2026 start from $720, 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.

Will I be able to park at The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining?

No, there isn't parking available at the vacation home.

Is this vacation home next to a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

Is The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining a good place to stay for couples?

Amenities that appeal to couples at this vacation home include a fireplace, a kitchen, and a smart TV.

Are there hot tubs at The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining?

No, there isn't a spa tub at this vacation home.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

Although dogs can't stay for free, they are welcome at this vacation home.

Are there connecting rooms at The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining?

No, there aren't connecting guestrooms at this vacation home.

How close is the airport from this vacation home?

The closest major airport to this vacation home is Danbury, CT (DXR-Danbury Municipal), which is 18.2 mi away (31 minutes by car). Another top airport is Oxford, CT (OXC-Waterbury - Oxford), which is located 23.1 mi away (42-minute drive).

Can I book a room with a balcony at The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining?

Yes, every house at The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining comes with a porch/lanai.

The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining Reviews