Book Holiday Homes in Upton

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Featured Holiday Homes in Upton

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

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

Shrewsbury
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.
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Worcester Home on Indian Lake w/ Shared Boat Dock!

Worcester Home on Indian Lake w/ Shared Boat Dock!

Worcester
With a stay at this vacation home in Worcester, you'll be on the waterfront, within a 10-minute drive of DCU Center and Worcester Polytechnic Institute.
Worcester Home on Indian Lake w/ Shared Boat Dock!
Beautiful two-story home close to downtown worcester 5beds-4bedroom

Beautiful two-story home close to downtown worcester 5beds-4bedroom

Worcester
The price is AU$801 per night from 2 May to 3 May
AU$801
includes taxes & fees
2 May - 3 May
With a stay at this vacation home in Worcester, you'll be within a 5-minute drive of DCU Center and Union Station.
Beautiful two-story home close to downtown worcester 5beds-4bedroom
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Waterfront Lake house near Gillette Stadium and central to Boston and Providence

Waterfront Lake house near Gillette Stadium and central to Boston and Providence

Wrentham
With a stay at this vacation home in Wrentham, you'll be on the waterfront, within a 15-minute drive of Gillette Stadium and Bristol Blake State ...
Waterfront Lake house near Gillette Stadium and central to Boston and Providence
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.
Beautiful Lakefront Home with Private Beach
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.
Spacious 4-bedroom house in charming Worcester with AC, WiFi
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 Legacy Place and Blue Hills Reservation.
Norwood Luxe Suite- Pet friendly & Commuter friendly
Spacious Oxford Home w/ Pool - 4 Mi to Lake!

Spacious Oxford Home w/ Pool - 4 Mi to Lake!

Oxford
With a stay at this vacation home in Oxford, you'll be within a 10-minute drive of Lake Chaubunagungamaug and Sutton Pond.
Spacious Oxford Home w/ Pool - 4 Mi to Lake!
Brand new house close to downtown & attractions. Fenced in- Pet/family friendly

Brand new house close to downtown & attractions. Fenced in- Pet/family friendly

Worcester
With a stay at this vacation home in Worcester, you'll be within a 10-minute drive of DCU Center and Central Rock Climbing Center.
Brand new house close to downtown & attractions. Fenced in- Pet/family friendly
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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
135 Holiday Homes
Lowest Price
AU$137
Highest Price
AU$801
Popular accommodation
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku., Worcester Home on Indian Lake w/ Shared Boat Dock!, Beautiful two-story home close to downtown worcester 5beds-4bedroom, Waterfront Lake house near Gillette Stadium and central to Boston and Providence, Beautiful Lakefront Home with Private Beach, Spacious 4-bedroom house in charming Worcester with AC, WiFi, Norwood Luxe Suite- Pet friendly & Commuter friendly , Spacious Oxford Home w/ Pool - 4 Mi to Lake!, Brand new house close to downtown & attractions. Fenced in- Pet/family friendly

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$137 per night from 7 Apr to 8 Apr
AU$137
includes taxes & fees
7 Apr - 8 Apr
Located in Framingham, Motel 6 Framingham, MA - Boston West is within a 5-minute drive of Framingham State University and Framingham Town Common.
Motel 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 7 Apr to 8 Apr
AU$221
includes taxes & fees
7 Apr - 8 Apr
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 ...
Bally's Twin River Lincoln Casino & Hotel
DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

4 out of 5
5400 Computer Dr, Westborough, MA
Fully refundableReserve now, pay when you stay
The price is AU$226 per night from 13 Apr to 14 Apr
AU$226
includes taxes & fees
13 Apr - 14 Apr
When you stay at DoubleTree by Hilton Hotel Boston - Westborough in Westborough, you'll be near the airport and within a 5-minute drive of Lake Chauncy Public ...
DoubleTree by Hilton Hotel Boston - Westborough
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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$198 per night from 10 Apr to 11 Apr
AU$198
includes taxes & fees
10 Apr - 11 Apr
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 ...
Courtyard by Marriott Boston Natick
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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.