Hot Chester Cottage Rates

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Featured Cottages in Chester

Beach Bungalow, large porch, 1/2 mile to the water.

Beach Bungalow, large porch, 1/2 mile to the water.

Westbrook
With a stay at this cottage in Westbrook (Westbrook Center), you'll be within a 5-minute drive of Westbrook Town Beach and Tanger Outlets.
Beach Bungalow, large porch, 1/2 mile to the water.
1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets

1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets

Clinton
The price is AU$309 per night from 3 Jan to 4 Jan
AU$309
includes taxes & fees
3 Jan - 4 Jan 2025
With a stay at this cottage in Clinton, you'll be within a 5-minute drive of Clinton Plaza Shopping Center and Adam Stanton House and General Store Museum.
1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets
Waterfront Cottage in Branford

Waterfront Cottage in Branford

branford
Located in Branford, this cottage is by the ocean, within a 10-minute drive of Stony Creek Brewery and Polished.
Waterfront Cottage in Branford
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Luxury Cottage walking distance to Saybrook Point Marina, 2 King Beds

Luxury Cottage walking distance to Saybrook Point Marina, 2 King Beds

Old Saybrook
Located in Old Saybrook (Old Saybrook Center), this cottage is within a 5-minute drive of Connecticut River and General William Hart House.
Luxury Cottage walking distance to Saybrook Point Marina, 2 King Beds
Waterfront! Charming 4BR Cottage on the Niantic River!

Waterfront! Charming 4BR Cottage on the Niantic River!

Waterford
Located in Waterford, this cottage is on the waterfront, within a 10-minute drive of Flanders Plaza Shopping Center and Waterford Speedbowl.
Waterfront! Charming 4BR Cottage on the Niantic River!
Go Jump in the Lake!

Go Jump in the Lake!

Lebanon
A stay at this cottage places you in the heart of Lebanon, a 1-minute drive from Amston Lake and 9 minutes from Colchester Dog Park.
Go Jump in the Lake!
Beach access Cozy Cottage

Beach access Cozy Cottage

East Lyme
Located in Niantic, this cottage is within a 15-minute walk of Rocky Neck State Park and Rocky Neck State Beach.
Beach access Cozy Cottage
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve

A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve

Old Saybrook
Located in Essex, this cottage is within a 10-minute drive of Stay and Play LLC and Saybrook Country Barn.
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve
Charming 2-bedroom farm cottage in quiet Killingworth neighborhood

Charming 2-bedroom farm cottage in quiet Killingworth neighborhood

Killingworth
Located in Killingworth, this cottage is within a 10-minute drive of Chatfield Hollow State Park and Cockaponset State Forest.
Charming 2-bedroom farm cottage in quiet Killingworth neighborhood
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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.

Chester 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 Chester 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 Chester 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 Chester, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Chester Cottages essential information

Accommodation
108 Cottages
Lowest Price
AU$145
Highest Price
AU$351
Popular accommodation
Beach Bungalow, large porch, 1/2 mile to the water. , 1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets, Waterfront Cottage in Branford, Luxury Cottage walking distance to Saybrook Point Marina, 2 King Beds, Waterfront! Charming 4BR Cottage on the Niantic River! , Go Jump in the Lake!, Beach access Cozy Cottage, A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve, Charming 2-bedroom farm cottage in quiet Killingworth neighborhood

Top trending hotels in Chester

Mohegan Sun

Mohegan Sun

4.5 out of 5
1 Mohegan Sun Boulevard, Montville, CT
Fully refundableReserve now, pay when you stay
The price is AU$351 per night from 9 Jan to 10 Jan
AU$351
includes taxes & fees
9 Jan - 10 Jan 2025
Located in Montville, Mohegan Sun is connected to the convention center, within a 15-minute walk of Mohegan Sun Arena and Mohegan Sun Casino.
Mohegan Sun
Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

3 out of 5
2049 Norwich, New London Turnpike, Montville, CT
Fully refundableReserve now, pay when you stay
The price is AU$182 per night from 1 Jan to 2 Jan
AU$182
includes taxes & fees
1 Jan - 2 Jan 2025
When you stay at Hyatt Place Uncasville - Casino Area in Montville, you'll be near the airport, within a 5-minute drive of Mohegan Sun Casino and Mohegan Sun ...
Hyatt Place Uncasville - Casino Area
Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

2.5 out of 5
1954 Norwich New London Tpke, Route 32, Montville, CT
Fully refundableReserve now, pay when you stay
The price is AU$145 per night from 1 Jan to 2 Jan
AU$145
includes taxes & fees
1 Jan - 2 Jan 2025
With a stay at Microtel Inn & Suites by Wyndham Uncasville Casino Area in Montville, you'll be within a 5-minute drive of Mohegan Sun Casino and Mohegan Sun ...
Microtel Inn & Suites by Wyndham Uncasville Casino Area
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Holiday Inn Norwich, an IHG Hotel

Holiday Inn Norwich, an IHG Hotel

3 out of 5
10 Laura Blvd, Norwich, CT
Fully refundable
The price is AU$160 per night from 25 Dec to 26 Dec
AU$160
includes taxes & fees
25 Dec - 26 Dec
Located in Norwich (Westside Norwich), Holiday Inn Norwich, an IHG Hotel is within a 10-minute drive of Mohegan Sun Casino and Mohegan Sun Arena.
Holiday Inn Norwich, an IHG Hotel
Don't see what you're looking for?
See all available properties in Chester
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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.