Book Holiday Homes in Upton

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Featured Holiday Homes in Upton

Newly Renovated Luxury 3-Bed 2-Bath House with Easy Airport Access

Newly Renovated Luxury 3-Bed 2-Bath House with Easy Airport Access

Framingham
The price is AU$404 per night from 28 Sept to 29 Sept
AU$404
28 Sept - 29 Sept
includes taxes & fees
Located in Framingham, this vacation home is within a 5-minute drive of Saxonville Falls and Dam and Athenaeum Hall.
Opens in a new windowNewly Renovated Luxury 3-Bed 2-Bath House with Easy Airport Access
Spacious 4-bedroom house in charming Worcester with AC, WiFi

Spacious 4-bedroom house in charming Worcester with AC, WiFi

2 out of 5
Worcester
With a stay at this vacation home in Worcester, you'll be within a 5-minute drive of DCU Center and UMass Memorial Medical Center - Hahnemann Campus.
Opens in a new windowSpacious 4-bedroom house in charming Worcester with AC, WiFi
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Shrewsbury
The price is AU$408 per night from 7 Oct to 8 Oct
AU$408
7 Oct - 8 Oct
includes taxes & fees
With a stay at this vacation home in Shrewsbury, you'll be within a 15-minute drive of DCU Center and Ski Ward Ski Area.
Opens in a new windowBeautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
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Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!

Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!

Douglas
Located in Douglas, this vacation home is on the waterfront, a 1-minute drive from Manchaug Pond and 6 minutes from Breezy Picnic Grounds & Waterslides.
Opens in a new windowWaterfront Home with Stunning Views .. Dog friendly , and great fishing !!!
Home Away from Home!

Home Away from Home!

Worcester
The price is AU$616 per night from 1 Oct to 2 Oct
AU$616
1 Oct - 2 Oct
includes taxes & fees
With a stay at this vacation home in Worcester, you'll be within a 5-minute drive of DCU Center and Quinsigamond State Park.
Opens in a new windowHome Away from Home!
Norwood Luxe Suite-  Pet friendly & Commuter friendly

Norwood Luxe Suite- Pet friendly & Commuter friendly

Norwood
Located in Norwood, this vacation home is within a 10-minute drive of The Skating Club of Boston and Legacy Place.
Opens in a new windowNorwood Luxe Suite- Pet friendly & Commuter friendly
The Tree House at Underhill Hollow

The Tree House at Underhill Hollow

Thompson
The price is AU$268 per night from 28 Sept to 29 Sept
AU$268
28 Sept - 29 Sept
includes taxes & fees
This vacation home is 3.5 mi (5.6 km) from Thompson International Speedway and 4.8 mi (7.8 km) from Bradley Playhouse.
Opens in a new windowThe Tree House at Underhill Hollow
Beautiful Lakefront Home with Private Beach

Beautiful Lakefront Home with Private Beach

Shrewsbury
With a stay at this vacation home in Boylston, you'll be on a lake, within a 15-minute drive of DCU Center and Cyprian Keyes.
Opens in a new windowBeautiful Lakefront Home with Private Beach
Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms

Worcester
The price is AU$773 per night from 29 Sept to 30 Sept
AU$773
29 Sept - 30 Sept
includes taxes & fees
With a stay at this vacation home in Worcester, you'll be within a 10-minute drive of DCU Center and Bowlero Worcester.
Opens in a new windowSpacious 4-bedroom with four and half bathrooms
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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 Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Upton vacation homes are the perfect way for you to wing it.

Holiday houses in Upton let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Upton in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Upton adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Upton with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Upton vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Upton Holiday Homes essential information

Accommodation
133 Holiday Homes
Lowest Price
AU$166
Highest Price
AU$773
Popular accommodation
Newly Renovated Luxury 3-Bed 2-Bath House with Easy Airport Access, Spacious 4-bedroom house in charming Worcester with AC, WiFi, Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku., Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!, Home Away from Home!, Norwood Luxe Suite- Pet friendly & Commuter friendly , The Tree House at Underhill Hollow, Beautiful Lakefront Home with Private Beach, Spacious 4-bedroom with four and half bathrooms

Top trending hotels in Upton

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$166 per night from 28 Sept to 29 Sept
AU$166
28 Sept - 29 Sept
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
Bally's Twin River Lincoln Casino & Hotel

Bally's Twin River Lincoln Casino & Hotel

3.5 out of 5
100 Twin River Rd, Lincoln, RI
Fully refundableReserve now, pay when you stay
The price is AU$221 per night from 6 Oct to 7 Oct
AU$221
6 Oct - 7 Oct
includes taxes & fees
When you stay at Bally's Twin River Lincoln Casino & Hotel in Lincoln, you'll be in the business district, a 2-minute drive from Twin River Casino and 9 minutes ...
Opens in a new windowBally's Twin River Lincoln Casino & Hotel
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$231 per night from 5 Oct to 6 Oct
AU$231
5 Oct - 6 Oct
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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Courtyard by Marriott Boston Natick

Courtyard by Marriott Boston Natick

3 out of 5
342 Speen St, Natick, MA
Fully refundableReserve now, pay when you stay
The price is AU$186 per night from 12 Oct to 13 Oct
AU$186
12 Oct - 13 Oct
includes taxes & fees
With a stay at Courtyard by Marriott Boston Natick in Natick, you'll be in the business district, within a 10-minute walk of Natick Mall and Cochituate State ...
Opens in a new windowCourtyard by Marriott Boston Natick
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.