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Featured Cottages in Sterling

Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!

Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!

Charlton
Located in Charlton, this cottage is on the waterfront, within a 15-minute drive of Wells State Park and Capen Hill Nature Sanctuary.
Opens in a new windowLakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!
Cottage on Partridge Pond

Cottage on Partridge Pond

Westminster
With a stay at this cottage in Westminster, you'll be on the waterfront, within a 15-minute drive of Wachusett Mountain Ski Area and 1761 Old Mill Gift ...
Opens in a new windowCottage on Partridge Pond
Worcester Home on Indian Lake w/ Shared Boat Dock!

Worcester Home on Indian Lake w/ Shared Boat Dock!

3 out of 5
Worcester
Located in Worcester, this cottage is within a 5-minute drive of Worcester Polytechnic Institute and American Antiquarian Society.
Opens in a new windowWorcester Home on Indian Lake w/ Shared Boat Dock!
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Beautiful & Historic Cottage, Steps to Elm Park

Beautiful & Historic Cottage, Steps to Elm Park

3 out of 5
Worcester
With a stay at this cottage in Worcester, you'll be within a 5-minute drive of DCU Center and Institute Park.
Opens in a new windowBeautiful & Historic Cottage, Steps to Elm Park
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Westminster
The price is AU$579 per night from 12 Nov to 13 Nov
AU$579
12 Nov - 13 Nov
includes taxes & fees
With a stay at this cottage in Westminster, you'll be in the mountains, within a 5-minute drive of Wachusett Mountain Ski Area and Wachusett Mountain State ...
Opens in a new windowLakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Finnish Cabin with Sauna on Lake Monomonac

Finnish Cabin with Sauna on Lake Monomonac

2 out of 5
Rindge
Located in Rindge, this cottage is on a lake, a 1-minute drive from Wellington Park and 5 minutes from Rindge Historcal Museum.
Opens in a new windowFinnish Cabin with Sauna on Lake Monomonac
Charming 2-bedroom cottage in Westford, sandy beach, 2 pools, restaurant on site

Charming 2-bedroom cottage in Westford, sandy beach, 2 pools, restaurant on site

2 out of 5
Westford
With a stay at this cottage in Westford (Summer Village), you'll be a 4-minute drive from Stony Brook Conservation Land and 6 minutes from The Butterfly ...
Opens in a new windowCharming 2-bedroom cottage in Westford, sandy beach, 2 pools, restaurant on site
Modern Waterfront Gem w/ Dock on Lake Monomonac

Modern Waterfront Gem w/ Dock on Lake Monomonac

3 out of 5
Winchendon
Located in Winchendon, this cottage is a 1-minute drive from Blueberry Island and 6 minutes from Winchendon Community Park.
Opens in a new windowModern Waterfront Gem w/ Dock on Lake Monomonac
Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks

Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks

Westminster
With a stay at this cottage in Westminster, you'll be within a 5-minute drive of Wachusett Mountain State Reservation and Polar Express.
Opens in a new windowWaterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks
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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.

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

Sterling Cottages essential information

Accommodation
34 Cottages
Lowest Price
AU$134
Highest Price
AU$579
Popular accommodation
Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!, Cottage on Partridge Pond, Worcester Home on Indian Lake w/ Shared Boat Dock!, Beautiful & Historic Cottage, Steps to Elm Park, Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board, Finnish Cabin with Sauna on Lake Monomonac, Charming 2-bedroom cottage in Westford, sandy beach, 2 pools, restaurant on site, Modern Waterfront Gem w/ Dock on Lake Monomonac, Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks

Top trending hotels in Sterling

Chocksett Inn and Restaurant

Chocksett Inn and Restaurant

3.5 out of 5
59 Laurelwood Road, Sterling, MA
Fully refundableReserve now, pay when you stay
The price is AU$272 per night from 18 Nov to 19 Nov
AU$272
18 Nov - 19 Nov
includes taxes & fees
Located in Sterling, Chocksett Inn and Restaurant is within a 10-minute drive of Davis' Farmland & Mega Maze and Museum of Russian Icons.
Opens in a new windowChocksett Inn and Restaurant
Inn at Historic Concord

Inn at Historic Concord

3 out of 5
740 Elm St, Concord, MA
Located in Concord, Inn at Historic Concord is in a rural location, a 5-minute drive from Walden Pond and 10 minutes from Nashoba Valley Ski Area.
Opens in a new windowInn at Historic Concord
Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West

2 out of 5
1668 Worcester Rd, Framingham, MA
Fully refundableReserve now, pay when you stay
The price is AU$134 per night from 17 Nov to 18 Nov
AU$134
17 Nov - 18 Nov
includes taxes & fees
Located in Framingham, Motel 6 Framingham, MA - Boston West is within a 5-minute drive of Framingham State University and Framingham Town Common.
Opens in a new windowMotel 6 Framingham, MA - Boston West
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The Verve Hotel Boston Natick, Tapestry Collection by Hilton

The Verve Hotel Boston Natick, Tapestry Collection by Hilton

3.5 out of 5
1360 Worcester St, Natick, MA
Fully refundableReserve now, pay when you stay
The price is AU$182 per night from 23 Nov to 24 Nov
AU$182
23 Nov - 24 Nov
includes taxes & fees
When you stay at The Verve Hotel Boston Natick, Tapestry Collection by Hilton in Natick, you'll be in the business district, within a 5-minute drive of Natick ...
Opens in a new windowThe Verve Hotel Boston Natick, Tapestry Collection by Hilton
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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.