Hot Winsted Cottage Rates

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Featured Cottages in Winsted

Quiet rustic cottage with shared lake access

Quiet rustic cottage with shared lake access

New Marlborough
Book a stay at this family-friendly cottage in Great Barrington. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Lake Buel and Les Trois ...
Quiet rustic cottage with shared lake access
Two Bedroom Cottage Close To Town

Two Bedroom Cottage Close To Town

Sharon
Book a stay at this family-friendly cottage in Sharon. Enjoy a garden, an in-room coffeemaker, and in-room fireplaces. Popular attractions Bodhi Tree Gallery ...
Two Bedroom Cottage Close To Town
Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!

Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!

New Marlborough
Stay at this cottage in Great Barrington. Enjoy free WiFi, a garden, and patios. Popular attractions Lake Buel and Les Trois Emme Winery are located nearby.
Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!
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The Cottage at Highland Lake, year-round, waterfront with a boat dock

The Cottage at Highland Lake, year-round, waterfront with a boat dock

Winsted
Stay at this cottage in Winsted. Enjoy free WiFi, a garden, and patios. Popular attractions Winchester Historical Society and Laurel Lanes are located ...
The Cottage at Highland Lake, year-round, waterfront with a boat dock
East Otis Vacation Rental w/ Private Deck & BBQ!

East Otis Vacation Rental w/ Private Deck & BBQ!

East Otis
Stay at this cottage in Otis. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Otis Reservoir and Tolland State Forest ...
East Otis Vacation Rental w/ Private Deck & BBQ!
Idillic summer getaway in Litchfield Hills, CT.

Idillic summer getaway in Litchfield Hills, CT.

Sharon
Stay at this cottage in Sharon. Enjoy free WiFi, a garden, and patios. Popular attractions Clarke Outdoors and West Cornwall Covered Bridge are located ...
Idillic summer getaway in Litchfield Hills, CT.
Cozy 2-bedroom Cottage with Access to Bantam Lake

Cozy 2-bedroom Cottage with Access to Bantam Lake

Morris
Stay at this cottage in Morris. Enjoy a garden, an in-room coffeemaker, and in-room fireplaces. Popular attractions Bantam Lake and Camp Columbia State Park ...
Cozy 2-bedroom Cottage with Access to Bantam Lake
Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks

Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks

Monterey
Stay at this cottage in Monterey. Enjoy patios, an in-room coffeemaker, and in-room fireplaces. Popular attractions Bidwell House Museum and Ashintully Gardens ...
Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks
West Cornwall Cabin ~ 4 Mi to Covered Bridge!

West Cornwall Cabin ~ 4 Mi to Covered Bridge!

3 out of 5
West Cornwall
Stay at this 3-star cottage in Cornwall. Enjoy free parking, a garden, and in-room fireplaces. Popular attractions Mohawk Mountain State Park and Mohawk Mountain ...
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
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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.

Winsted Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Winsted will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Winsted definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Winsted, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Winsted Cottages essential information

Accommodation
86 Cottages
Lowest Price
NZ$236
Highest Price
NZ$305
Popular accommodation
Quiet rustic cottage with shared lake access, Two Bedroom Cottage Close To Town, Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly! , The Cottage at Highland Lake, year-round, waterfront with a boat dock , East Otis Vacation Rental w/ Private Deck & BBQ!, Idillic summer getaway in Litchfield Hills, CT., Cozy 2-bedroom Cottage with Access to Bantam Lake, Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks, West Cornwall Cabin ~ 4 Mi to Covered Bridge!

Top trending hotels in Winsted

The Cottage at Highland Lake, year-round, waterfront with a boat dock

The Cottage at Highland Lake, year-round, waterfront with a boat dock

Winsted
Stay at this cottage in Winsted. Enjoy free WiFi, a garden, and patios. Popular attractions Winchester Historical Society and Laurel Lanes are located ...
The Cottage at Highland Lake, year-round, waterfront with a boat dock
Holiday Inn Express & Suites Bradley Airport by IHG

Holiday Inn Express & Suites Bradley Airport by IHG

2.5 out of 5
600 Spring St, Windsor Locks, CT
Fully refundable
The price is NZ$236 per night from 30 Apr to 1 May
NZ$236
includes taxes & fees
30 Apr - 1 May
Book a stay at this business-friendly hotel in Windsor Locks. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Express & Suites Bradley Airport by IHG
Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 out of 5
279 Avon Mountain Rd, Avon, CT
Fully refundableReserve now, pay when you stay
The price is NZ$305 per night from 29 Apr to 30 Apr
NZ$305
includes taxes & fees
29 Apr - 30 Apr
Stay at this hotel in Avon. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Avon Old Farms Hotel
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DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport

4 out of 5
16 Ella T. Grasso Turnpike, Windsor Locks, CT
Fully refundableReserve now, pay when you stay
The price is NZ$277 per night from 25 May to 26 May
NZ$277
includes taxes & fees
25 May - 26 May
Stay at this 4-star business-friendly hotel in Windsor Locks. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant ...
DoubleTree by Hilton Hartford - Bradley Airport
Don't see what you're looking for?
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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.