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

New Milford vacation home with kitchen

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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 spacious kitchen with wooden flooring, a dining area with a round table and chairs, and a green bench with baskets.
A bed with a floral-patterned bedspread and several pillows, including a decorative one with a bird and leaves design.

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 area

New Milford

In New Milford .A stay at this vacation home places you within half a mile (1 km) of Housatonic River and 3 miles (5 km) of Lovers Leap State Park. Lake Lillinonah and Candlewood Lake are also within 3 miles (5 km).
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What's nearby

  • Candlewood Lake - 4 min drive - 3.9 km
  • Elephant's Trunk Flea Market - 6 min drive - 8.1 km
  • Sacred Heart University - 50 min drive - 63.9 km
  • Vassar College - 56 min drive - 65.8 km
  • Fairfield University - 58 min drive - 63.1 km

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.

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

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 2 (weight limit: 999 lbs per pet)
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.
  • 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
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 and a smoke detector in each accommodation.

Frequently asked questions

How close is The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining to the airport?

This vacation home is 18.2 mi (31-min drive) away from the Danbury, CT (DXR-Danbury Municipal) airport, the closest popular airport to the property.

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

As of Sept 17, 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 Sept 21, 2026 start from CA $630, 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 The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining to the beach?

This vacation home is 11.7 mi (26-min drive) from Lake Waramaug State Park.

Does The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining?

No, there is no casino at this vacation home.

What time is check-in at The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining?

Check-in begins at 3:00 PM.

Is there free parking at The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining?

Free parking is not available at this vacation home.

Does The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining have a pool?

This vacation home does not have a pool.

Does The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining have a spa?

There are no spa services available at this vacation home.

How close is The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining to downtown New Milford?

This vacation home is 0.2 mi away from New Milford.

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