Hot Chestertown Cottage Rates
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Featured Cottages in Chestertown

Beautiful cottage on quiet country road walking distance to charming North Creek

Adirondack Mountains Cottage Near Gore Mountain!

Hand-Crafted Cottage near Gore Mountain and Minerva Lake

New Lakeside Cottage 5 minutes from great hiking with large deck and lake view

Housekeeping Cottage - near Lake George & Adirondacks - Belmont Special June 3-8

Beautiful lakeview cottage on Friends Lake

Bolton Landing Cottage w/ Deck, Walk to Beach!

Direct lakefront cottage with wood burning fireplace in great room. Pet friendly

Adirondack Creekside Cottage-Sportmen’s Delight
Chestertown 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 Chestertown 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 Chestertown 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 Chestertown, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.
Chestertown Cottages essential information
Accommodation | 160 Cottages |
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Lowest Price | NZ$217 |
Highest Price | NZ$422 |
Popular accommodation | Beautiful cottage on quiet country road walking distance to charming North Creek, Adirondack Mountains Cottage Near Gore Mountain!, Hand-Crafted Cottage near Gore Mountain and Minerva Lake, New Lakeside Cottage 5 minutes from great hiking with large deck and lake view, Housekeeping Cottage - near Lake George & Adirondacks - Belmont Special June 3-8, Beautiful lakeview cottage on Friends Lake, Bolton Landing Cottage w/ Deck, Walk to Beach!, Direct lakefront cottage with wood burning fireplace in great room. Pet friendly, Adirondack Creekside Cottage-Sportmen’s Delight |
More accommodations in Chestertown
Top trending hotels in Chestertown

Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George

The Queensbury Hotel

Six Flags Great Escape Lodge & Indoor Waterpark

Walk to Million Dollar Beach from this awesome Cottage!
More ways to explore Chestertown
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^Subject to availability and chosen travel dates.