Hot Upton Cottage Rates

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Featured Cottages in Upton

Charming single family Cottage, pet friendly w fenced in yard,

Charming single family Cottage, pet friendly w fenced in yard,

2 out of 5
Lincoln RI
The price is AU$294 per night from 19 Jan to 20 Jan
AU$294
19 Jan - 20 Jan 2026
includes taxes & fees
With a stay at this cottage in Manville, you'll be within a 15-minute drive of Twin River Casino and Rhode Island Convention Center.
Opens in a new windowCharming single family Cottage, pet friendly w fenced in yard,
Winter on the Water: Warm & Cozy Thompson Retreat!

Winter on the Water: Warm & Cozy Thompson Retreat!

3 out of 5
Thompson CT
Located in Thompson, this cottage is a 3-minute drive from Lake Chaubunagungamaug and 5 minutes from Mohegan Bowl.
Opens in a new windowWinter on the Water: Warm & Cozy Thompson Retreat!
Worcester Home on Indian Lake w/ Shared Boat Dock!

Worcester Home on Indian Lake w/ Shared Boat Dock!

3 out of 5
Worcester MA
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 MA
With a stay at this cottage in Worcester (Elm Park), you'll be within a 10-minute walk of Institute Park and Newton Hill Disc Golf.
Opens in a new windowBeautiful & Historic Cottage, Steps to Elm Park
Cozy Direct Lakefront Retreat: 10 mins from Treehouse Brewery!

Cozy Direct Lakefront Retreat: 10 mins from Treehouse Brewery!

Charlton MA
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 windowCozy Direct Lakefront Retreat: 10 mins from Treehouse Brewery!
Trail Access On-site: Gorgeous MCM Deck House!

Trail Access On-site: Gorgeous MCM Deck House!

3 out of 5
Dover MA
With a stay at this cottage in Dover, you'll be within a 10-minute drive of Charles River and Charles River Peninsula.
Opens in a new windowTrail Access On-site: Gorgeous MCM Deck House!
Home Near Skiing & Downtown Worcester

Home Near Skiing & Downtown Worcester

3 out of 5
Worcester MA
With a stay at this cottage in Worcester, you'll be within a 5-minute drive of Worcester Art Museum and American Antiquarian Society.
Opens in a new windowHome Near Skiing & Downtown Worcester
Lakefront Cottage 2 Mi to Palladium in Worcester!

Lakefront Cottage 2 Mi to Palladium in Worcester!

3 out of 5
Worcester MA
Located in Worcester, this cottage is within a 5-minute drive of Worcester Polytechnic Institute and American Antiquarian Society.
Opens in a new windowLakefront Cottage 2 Mi to Palladium in Worcester!
Vibrant Sterling Lakefront Lodge w/ Kayaks

Vibrant Sterling Lakefront Lodge w/ Kayaks

3 out of 5
Sterling MA
Located in Sterling, this cottage is a 4-minute drive from Mary Had a Little Lamb Statue and 8 minutes from Davis' Farmland & Mega Maze.
Opens in a new windowVibrant Sterling Lakefront Lodge w/ 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.

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

Upton Cottages essential information

Accommodation
15 Cottages
Lowest Price
AU$140
Highest Price
AU$294
Popular accommodation
Charming single family Cottage, pet friendly w fenced in yard,, Winter on the Water: Warm & Cozy Thompson Retreat!, Worcester Home on Indian Lake w/ Shared Boat Dock!, Beautiful & Historic Cottage, Steps to Elm Park, Cozy Direct Lakefront Retreat: 10 mins from Treehouse Brewery!, Trail Access On-site: Gorgeous MCM Deck House!, Home Near Skiing & Downtown Worcester, Lakefront Cottage 2 Mi to Palladium in Worcester!, Vibrant Sterling Lakefront Lodge w/ Kayaks

Top trending hotels in Upton

Red Roof Inn Boston - Southborough/ Worcester

Red Roof Inn Boston - Southborough/ Worcester

2 out of 5
367 Turnpike Rd Southborough MA
Fully refundableReserve now, pay when you stay
The price is AU$140 per night from 7 Jan to 8 Jan
AU$140
7 Jan - 8 Jan 2026
includes taxes & fees
A stay at Red Roof Inn Boston - Southborough/ Worcester places you in the heart of Southborough, a 4-minute drive from Lake Chauncy Public Beach and 5 minutes ...
Opens in a new windowRed Roof Inn Boston - Southborough/ Worcester
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$190 per night from 4 Jan to 5 Jan
AU$190
4 Jan - 5 Jan 2026
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
Sonesta Select Boston Milford

Sonesta Select Boston Milford

3 out of 5
10 Fortune Blvd Milford MA
Fully refundableReserve now, pay when you stay
The price is AU$147 per night from 14 Jan to 15 Jan
AU$147
14 Jan - 15 Jan 2026
includes taxes & fees
With a stay at Sonesta Select Boston Milford in Milford, you'll be in the suburbs, just a 4-minute walk from Charles River and 8 minutes by foot from Vietnam ...
Opens in a new windowSonesta Select Boston Milford
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Best Western The Inn at Sharon/Foxboro

Best Western The Inn at Sharon/Foxboro

2.5 out of 5
395 Old Post Rd Sharon MA
Fully refundableReserve now, pay when you stay
The price is AU$158 per night from 2 Jan to 3 Jan
AU$158
2 Jan - 3 Jan 2026
includes taxes & fees
With a stay at Best Western The Inn at Sharon/Foxboro in Sharon, you'll be in the business district, within a 10-minute drive of Gillette Stadium and Walpole ...
Opens in a new windowBest Western The Inn at Sharon/Foxboro
Don't see what you're looking for?
See all available properties in Upton
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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.