Book Holiday Homes in Milton Center Historic District

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Featured Holiday Homes in Milton Center Historic District

Cozy Lakefront Bungalow w firepit/dock/kayaks

Cozy Lakefront Bungalow w firepit/dock/kayaks

Plymouth CT
Located in Plymouth, this vacation home is on the waterfront, within a 15-minute drive of Black Rock State Park and Rockwell Park.
Opens in a new windowCozy Lakefront Bungalow w firepit/dock/kayaks
Cozy Lake House - Salisbury/Lakeville

Cozy Lake House - Salisbury/Lakeville

Salisbury CT
When you stay at this vacation home in Lakeville, you'll be within a 10-minute drive of Holley-Williams House Museum and North East Town Hall.
Opens in a new windowCozy Lake House - Salisbury/Lakeville
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust

Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust

Watertown CT
Located in Watertown, this vacation home is in a rural location, within a 10-minute drive of Old Bethlehem Historical Society Museum and Bellamy-Ferriday House ...
Opens in a new windowSwiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
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Charming 1870 cape cottage in Litchfield

Charming 1870 cape cottage in Litchfield

Litchfield CT
With a stay at this vacation home in Litchfield, you'll be within a 5-minute drive of White Memorial Conservation Center and Bantam Lake.
Opens in a new windowCharming 1870 cape cottage in Litchfield
Family House On Highland Lake with Dock

Family House On Highland Lake with Dock

Winsted CT
With a stay at this vacation home in Winchester, you'll be on the beach, just a 2-minute walk from Highland Lake and 11 minutes by foot from The Marina at Highland ...
Opens in a new windowFamily House On Highland Lake with Dock
Bluebird Valley Farmhouse

Bluebird Valley Farmhouse

Millerton NY
Located in Millerton, this vacation home is within a 5-minute drive of North East Town Hall and Millerton Village Hall.
Opens in a new windowBluebird Valley Farmhouse
Charming 3BR Hilltop House, Newly Remodeled with Arcade

Charming 3BR Hilltop House, Newly Remodeled with Arcade

Plymouth CT
Located in Terryville, this vacation home is a 5-minute drive from Witch's Dungeon Classic Movie Museum and 5 minutes from Muzzy Field.
Opens in a new windowCharming 3BR Hilltop House, Newly Remodeled with Arcade
Lakefront Cottage with Hot Tub, Fire Pit & Game Room Cozy Fall & Winter Escape

Lakefront Cottage with Hot Tub, Fire Pit & Game Room Cozy Fall & Winter Escape

Plymouth CT
Located in Terryville, this vacation home is on the waterfront, within a 10-minute drive of Cedar Lake and Bracket Park.
Opens in a new windowLakefront Cottage with Hot Tub, Fire Pit & Game Room Cozy Fall & Winter Escape
COUNTRY RETREAT WITH POOL 10 MN FROM KENT CT

COUNTRY RETREAT WITH POOL 10 MN FROM KENT CT

Kent CT
Located in Kent, this vacation home is in the mountains, a 4-minute drive from Lake Waramaug and 6 minutes from Lake Waramaug State Park.
Opens in a new windowCOUNTRY RETREAT WITH POOL 10 MN FROM KENT CT
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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.

Milton Center Historic District Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Milton Center Historic District vacation homes are the perfect way for you to wing it.

Holiday houses in Milton Center Historic District let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Milton Center Historic District in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Milton Center Historic District adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Milton Center Historic District with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Milton Center Historic District vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Milton Center Historic District Holiday Homes essential information

Accommodation
168 Holiday Homes
Lowest Price
AU$153
Highest Price
AU$1,404
Popular accommodation
Cozy Lakefront Bungalow w firepit/dock/kayaks, Cozy Lake House - Salisbury/Lakeville, Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust, Charming 1870 cape cottage in Litchfield, Family House On Highland Lake with Dock, Bluebird Valley Farmhouse, Charming 3BR Hilltop House, Newly Remodeled with Arcade, Lakefront Cottage with Hot Tub, Fire Pit & Game Room Cozy Fall & Winter Escape, COUNTRY RETREAT WITH POOL 10 MN FROM KENT CT

Top trending hotels in Milton Center Historic District

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St Waterbury CT
Fully refundableReserve now, pay when you stay
The price is AU$153 per night from 28 Dec to 29 Dec
AU$153
28 Dec - 29 Dec
includes taxes & fees
A stay at Courtyard by Marriott Waterbury Downtown places you in the heart of Waterbury, within a 5-minute walk of Waterbury City Hall and Apothecary ...
Opens in a new windowCourtyard by Marriott Waterbury Downtown
Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection

5 out of 5
118 Woodbury Rd. Washington CT
The price is AU$1,404 per night from 6 Jan to 7 Jan
AU$1,404
6 Jan - 7 Jan 2026
includes taxes & fees
Located in Washington, Mayflower Inn & Spa, Auberge Collection is a 2-minute drive from Institute for American Indian Studies Museum and Research Center and ...
Opens in a new windowMayflower Inn & Spa, Auberge Collection
The Litchfield Inn

The Litchfield Inn

4 out of 5
432 Bantam Road Litchfield CT
Fully refundableReserve now, pay when you stay
The price is AU$498 per night from 1 Jan to 2 Jan
AU$498
1 Jan - 2 Jan 2026
includes taxes & fees
Located in Litchfield, The Litchfield Inn is in the suburbs, within a 5-minute drive of White Memorial Conservation Center and Bantam Lake.
Opens in a new windowThe Litchfield Inn
Save an average of 15% on thousands of hotels when you're signed in
Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT

2.5 out of 5
395 Winsted Rd Torrington CT
Fully refundableReserve now, pay when you stay
The price is AU$175 per night from 28 Dec to 29 Dec
AU$175
28 Dec - 29 Dec
includes taxes & fees
When you stay at Americas Best Value Inn Torrington CT in Torrington, you'll be connected to a shopping center, within a 5-minute drive of Hotchkiss-Fyler House ...
Opens in a new windowAmericas Best Value Inn Torrington CT
Don't see what you're looking for?
See all available properties in Milton Center Historic District
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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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^Subject to availability and chosen travel dates.