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Milton Center Historic District Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Milton Center Historic District holiday rentals

A kitchen with a marble island, wooden cabinets, a clock, and a window with a view of trees.

1. The Jefferson Guest House, Spacious, Special Views

The Jefferson Guest House, Spacious, Special Views
Litchfield
10.0 out of 10, Exceptional, (9 reviews)
"Everything about Jefferson House was perfect. It was located in a beautiful part of Connecticut adjoining a state park. The house was beautifully decorated. The kitchen was fully equipped and had a large island for dining. The bed, pillows and living room furnishings were very comfortable. The house was well up-to-date with two TVs, a charging device with multiple cords, a double oven (!), and countless thoughtful touches. I cannot recommend it highly enough!"
United States
genevieve
The price is HK$2,415
HK$3,082 total
includes taxes & fees
28 Sept - 29 Sept
The Jefferson Guest House, Spacious, Special Views
A glass-top table with a woven placemat, a vase with white flowers, and a view of a balcony through a door with curtains.

2. The Overlook near South Farms in Litchfield County is Hospitality, integrated.

The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Morris
9.8 out of 10, Exceptional, (17 reviews)
"Very clean & cozy with everything we needed!"
United States
Joe K.
The price is HK$1,687
HK$2,159 total
includes taxes & fees
4 Oct - 5 Oct
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
A living room with a sofa, coffee table, and chairs, a kitchen area with a bar, and a door.

3. Pristine Cozy Walkable Downtown 2BR Getaway

Pristine Cozy Walkable Downtown 2BR Getaway
Torrington
10.0 out of 10, Exceptional, (20 reviews)
"It was great!"
United States
Amanda T.
The price is HK$1,412
HK$2,356 total
includes taxes & fees
28 Sept - 29 Sept
Pristine Cozy Walkable Downtown 2BR Getaway
A wooden barrel structure with a door, two wooden lounge chairs, and a small table.

4. Peaceful Cabin with Sauna, Hot Tub & Cold Plunge

Peaceful Cabin with Sauna, Hot Tub & Cold Plunge
Cornwall
10.0 out of 10, Exceptional, (6 reviews)
"This cabin is so cute we had a relaxing time , will return"
United States
Candice S.
The price is HK$3,242
HK$5,421 total
includes taxes & fees
18 Oct - 19 Oct
Peaceful Cabin with Sauna, Hot Tub & Cold Plunge
A two-story house with a front porch, a small balcony, and a white picket fence.

5. Cozy Modern Farmhouse Private Apt - 3 Beds

Cozy Modern Farmhouse Private Apt - 3 Beds
Torrington
10.0 out of 10, Exceptional, (4 reviews)
"My husband and I came down from Boston for Christmas to see family and couldn’t find one decent hotel in the area. We were relieved to find this place. Cute, comfortable, clean environment and just what we needed. "
United Kingdom
Louisa A.
The price is HK$1,013
HK$3,218 total
includes taxes & fees
24 Sept - 25 Sept
Cozy Modern Farmhouse Private Apt - 3 Beds
A living room with a fireplace, two armchairs, a sofa, and a TV.

6. Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
10.0 out of 10, Exceptional, (24 reviews)
"Very nice, great location in town"
United States
Lisa F.
The price is HK$1,500
HK$1,922 total
includes taxes & fees
25 Sept - 26 Sept
Mid Century Modern Studio w/ Full Kitchen - Newly Built
A modern kitchen with a wooden dining table, blue chairs, and a colorful bowl centerpiece.

7. Art House 3 Beds Close to Warner Theater

Art House 3 Beds Close to Warner Theater
Torrington
10.0 out of 10, Exceptional, (2 reviews)
"Place was perfectly located for where we needed to be. The host was amazing, would stay again. Unit was comfy and cozy with perfect little homey touches. "
United States
Brittany M.
The price is HK$1,274
HK$3,655 total
includes taxes & fees
21 Oct - 22 Oct
Art House 3 Beds Close to Warner Theater
A modern kitchen with a wooden dining table, blue chairs, and a decorative bowl centerpiece.

8. Classy Private Apt - 3 Beds 2nd Flr - Near Downtown

Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
Torrington
10.0 out of 10, Exceptional, (1 review)
"Good communication. Clean place in good location. Would stay again. "
United States
Jaimie S.
The price is HK$1,836
HK$4,613 total
includes taxes & fees
7 Oct - 8 Oct
Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
A hot tub under a pergola with string lights, surrounded by a patio area with chairs and an umbrella.

9. Enjoy a restful stay with fast internet, smart TV and the company of your pet.

Enjoy a restful stay with fast internet, smart TV and the company of your pet.
winsted
9.4 out of 10, Exceptional, (52 reviews)
"Quaint very nice loved the space very cozy the hot tub was a nice touch I did use that a few times helped my sore back LOL everything went as expected I would stay here again"
United States
paul
The price is HK$706
HK$1,463 total
includes taxes & fees
23 Sept - 24 Sept
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
A two-story house with a front porch, a small balcony, and a white picket fence.

10. Cozy Attic 10 min to Llitchfield

Cozy Attic 10 min to Llitchfield
Torrington
9.4 out of 10, Exceptional, (6 reviews)
"The check-in process was easy and all instructions were clear. Jonathan, the owner, was very responsive and easy to get a hold of if I had any questions. The place was cute, clean, and perfect for what I needed (a place to stay during my medical school rotation). As the review says, it is not ideal for taller guests as the roof slopes down in certain areas, but I found the place cozy."
United States
Nicole N.
The price is HK$783
HK$2,836 total
includes taxes & fees
28 Sept - 29 Sept
Cozy Attic 10 min to Llitchfield
A wooden cabin interior with a bench, a rug, and a hanging plant.

11. Peaceful and cozy 1 bed 1 bath in quaint Winchester

Peaceful and cozy 1 bed 1 bath in quaint Winchester
Winchester
10.0 out of 10, Exceptional, (1 review)
"Great place and wonderful host."
United States
Thomas C.
The price is HK$974
HK$1,760 total
includes taxes & fees
4 Oct - 5 Oct
Peaceful and cozy 1 bed 1 bath in quaint Winchester
A spacious living room with large windows, a fireplace, and a view of the outdoors.

12. Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
3.0 star property
Oakville
The price is HK$2,142
HK$4,229 total
includes taxes & fees
30 Sept - 1 Oct
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A hot tub in a backyard with a house, trees, and a clear sky.

13. Las Flores Villa

Las Flores Villa
5.0 star property
New Preston
10.0 out of 10, Exceptional, (1 review)
The price is HK$21,181
HK$27,496 total
includes taxes & fees
2 Oct - 3 Oct
Las Flores Villa
A two-story house with a porch, a front door with a wreath, and a small garden area.

14. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (7 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
The price is HK$1,020
HK$2,710 total
includes taxes & fees
8 Oct - 9 Oct
Bear Retreat - 2-bedroom house in Waterbury
A patio with a table and chairs, a grill, and a view of a lake.

15. Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Collinsville
10.0 out of 10, Exceptional, (72 reviews)
"Wow! What a great place! The house is lovely, very clean, comfy beds and cozy seating. Amazing view and an unbeatable location!"
United States
Kristi M.
The price is HK$2,448
HK$3,982 total
includes taxes & fees
28 Sept - 29 Sept
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
A modern living room with a flat-screen TV mounted on a white wall, a clock, and a minimalist design.

16. Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Watertown
8.4 out of 10, Very good, (12 reviews)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is HK$698
HK$960 total
includes taxes & fees
28 Sept - 29 Sept
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
A spacious living room with large windows, a fireplace, and a view of the outdoors.

17. Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Watertown
9.0 out of 10, Wonderful, (6 reviews)
"In town to visit our new grandchild. It was just my husband and me. It had more then enough room and was very comfortable."
United States
Elizabeth H.
The price is HK$1,718
HK$4,072 total
includes taxes & fees
27 Sept - 28 Sept
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A wooden wall with a large mirror, a wooden console table, and two wall-mounted lanterns.

18. Cozy Cabin Style Apt Private 1st Flr 1 Bdrm

Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Torrington
The price is HK$1,013
HK$3,189 total
includes taxes & fees
5 Oct - 6 Oct
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
A staircase with a handrail, a potted plant with yellow flowers, and a sign above the stairs.

19. Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.

Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
Waterbury
8.0 out of 10, Very good, (1 review)
"I had an emergency and was only able to stay one night, but enjoyed my stay "
United States
Dirk N.
The price is HK$863
HK$1,071 total
includes taxes & fees
28 Sept - 29 Sept
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
A room with a Yale banner, a white robe hanging on a rack, and a light switch on the wall.

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

The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining
New Milford
The price is HK$3,530
HK$6,088 total
includes taxes & fees
23 Sept - 24 Sept
The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Milton Center Historic District Hotel Reviews

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

8/10 Good
"Clean bed Clean bathroom. Some parts of the hotel could use a bit of cleaning and detailing. Parking was easy and inexpensive. The poor lady at the coffee shop could use some help. She was working very hard. Perfume smelling deodorizer is irritating to people with allergies. It burned my eyes."
Deborah 1-night trip
Posted 6 hours ago
Courtyard by Marriott Waterbury Downtown

Find out more about Milton Center Historic District

Search for holiday rentals in Milton Center Historic District on Expedia! You can easily find your home rentals, villas, holiday apartments in Milton Center Historic District using one of the methods below:

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Frequently asked questions

Are there holiday rentals in Milton Center Historic District?

Yes, there are holiday rentals close to the most popular sights in Milton Center Historic District, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Milton Center Historic District has to offer?

Well laid out 2-bedroom private home in Washington-close to the green and depot: This holiday home rental outside of Milton Center Historic District offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave. Make the most of garden in this rental home to help you unwind.

What’s there to see and do in Milton Center Historic District?

Explore the area and family-friendly sights such as White Memorial Conservation Center, or get out into nature at a spot like Woodridge Lake. Litchfield Town Green and Mohawk Mountain State Forest are a couple of places you'll find in the wider area.

What’s a holiday rental in Milton Center Historic District like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Milton Center Historic District. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a family trip.