Upton Holiday Rentals

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Upton holiday rentals

Fridge, microwave, oven, stovetop

Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways

Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
Lincoln
10.0 out of 10, Exceptional, (22 reviews)
"We had a fabulous time! It was nice to be able to travel with the dogs and having the fenced yard made it great for the dogs. We were able to visit all our relatives w/o displacing anyone, like before.We will be coming back!"
United States
VERNE W.
The price is HK$853
HK$1,596 total
includes taxes & fees
9 Mar - 10 Mar
Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
Property grounds

SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (14 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is HK$986
HK$1,470 total
includes taxes & fees
10 Mar - 11 Mar
SteamPunk Bunk House and Intergalactic Way Station
Smart TV, fireplace

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Framingham
10.0 out of 10, Exceptional, (4 reviews)
"Very nice and private. Reasonably close to commuter lines into Boston."
United States
Jenny S.
The price is HK$1,017
HK$1,669 total
includes taxes & fees
20 Mar - 21 Mar
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Exterior

Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (21 reviews)
"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"
United States
Meghann H.
The price is HK$986
HK$1,470 total
includes taxes & fees
9 Mar - 10 Mar
Wizard's Roost at Underhill Hollow
Smart TV, fireplace

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Framingham
9.8 out of 10, Exceptional, (18 reviews)
"Great place for us. Everything we needef"
United States
Anonymous traveller
The price is HK$1,676
HK$2,387 total
includes taxes & fees
9 Mar - 10 Mar
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Smart TV, books

Heart of Shrewsbury St – 2BR Stay

Heart of Shrewsbury St – 2BR Stay
Shrewsbury Street
The price is HK$1,021
HK$1,938 total
includes taxes & fees
9 Mar - 10 Mar
Heart of Shrewsbury St – 2BR Stay
Interior

The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (34 reviews)
"Micheal was very accommodating and friendly. The place was awesome and clean. Look forward to staying there again. "
United States
jennifer o.
The price is HK$1,095
HK$1,664 total
includes taxes & fees
31 Mar - 1 Apr
The Tree House at Underhill Hollow
TV, fireplace

Private Luxury 2 Bedroom Suite

Private Luxury 2 Bedroom Suite
Framingham
10.0 out of 10, Exceptional, (1 review)
"Good stay! Host was extremely nice and welcoming! It snowed during the night of the stay, and they were nice enough to still shovel a path in the morning and even cleared a path around my vehicle. Thank you! There is only a microwave, but easy to make work for food options. "
United States
Logan R.
The price is HK$538
HK$776 total
includes taxes & fees
16 Mar - 17 Mar
Private Luxury 2 Bedroom Suite
Smart TV, fireplace

Home Away from Home!

Home Away from Home!
Worcester
9.4 out of 10, Exceptional, (15 reviews)
"Very clean ans spacious. Great communication "
United States
Tom K.
The price is HK$1,455
HK$3,089 total
includes taxes & fees
9 Mar - 10 Mar
Home Away from Home!
Living area

Charming 1-bedroom apartment with AC, WiFi in pleasant Webster

Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
Webster
10.0 out of 10, Exceptional, (1 review)
"Perfect quiet place to work and rest"
United States
michael C.
The price is HK$1,408
HK$3,250 total
includes taxes & fees
9 Mar - 10 Mar
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
Dining

Beautiful family getaway, walking distance to markets, 35 min drive to Boston

Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Hopkinton
9.2 out of 10, Wonderful, (10 reviews)
"Prakash’s apartment was perfect for our weekend away. It is conveniently located and easy to find. The area is spacious and had everything we needed. We would happily stay there again. "
United States
Barbara K.
The price is HK$1,119
HK$1,644 total
includes taxes & fees
9 Mar - 10 Mar
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
1 bedroom, iron/ironing board, WiFi, bed sheets

The Studio-Suite at Putnam Pike NEW APT Near PVD

The Studio-Suite at Putnam Pike NEW APT Near PVD
Johnston
The price is HK$1,158
HK$2,256 total
includes taxes & fees
9 Mar - 10 Mar
The Studio-Suite at Putnam Pike NEW APT Near PVD
Fridge, microwave, oven, stovetop

Spacious & Clean 3BR APT near Clark University

Spacious & Clean 3BR APT near Clark University
Main South
10.0 out of 10, Exceptional, (1 review)
"Perfect apartment with lots of room; comfortable beds. Decorated with a personal touch (some VRBO's feel too impersonal) which made it very welcoming. Could not be better located for visiting Clark University campus!"
United States
Barb S.
The price is HK$1,021
HK$1,750 total
includes taxes & fees
10 Mar - 11 Mar
Spacious & Clean 3BR APT near Clark University
Fridge, microwave, oven, stovetop

Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (8 reviews)
"We needed a place to stay while our hardwood floors were being refinished and this was perfect. We have a dog and 2 cats and there was plenty of space. The house was clean and as advertised."
United States
Deb H.
The price is HK$2,151
HK$3,993 total
includes taxes & fees
9 Mar - 10 Mar
Spacious 4-bedroom with four and half bathrooms
Dining

Zen Inspired Retreat with Private Forest Trails

Zen Inspired Retreat with Private Forest Trails
Uxbridge
10.0 out of 10, Exceptional, (14 reviews)
"Very comfortable and relaxing on the inside with beautiful surroundings and hiking trails right on the property. Exactly what we wanted for a get-away and such close proximity to the zoo where we attended a wedding."
United States
Tammie K.
The price is HK$1,678
HK$1,975 total
includes taxes & fees
23 Mar - 24 Mar
Zen Inspired Retreat with Private Forest Trails
2 bedrooms, iron/ironing board, Internet, bed sheets

Beautiful 2-story Downtown Worcester king bed with Office

Beautiful 2-story Downtown Worcester king bed with Office
Worcester
The price is HK$915
HK$2,426 total
includes taxes & fees
9 Mar - 10 Mar
Beautiful 2-story Downtown Worcester king bed with Office
Terrace/patio

Spacious Getaway by TreeHouse Brewery & Amazon WareHouse

Spacious Getaway by TreeHouse Brewery & Amazon WareHouse
Charlton
8.6 out of 10, Excellent, (24 reviews)
"It’s very clean with lots of room for the price. The neighborhood is quiet and peaceful. The pool is well-maintained. The owner is very responsive and helpful. Highly recommend!"
United States
Jan L.
The price is HK$3,485
HK$6,916 total
includes taxes & fees
9 Mar - 10 Mar
Spacious Getaway by TreeHouse Brewery & Amazon WareHouse
Interior

NEW! Cozy Adventure Filled Escape Free parking

NEW! Cozy Adventure Filled Escape Free parking
Worcester
The price is HK$1,121
HK$2,822 total
includes taxes & fees
9 Mar - 10 Mar
NEW! Cozy Adventure Filled Escape Free parking
Interior

4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni

4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni
Main South
The price is HK$939
HK$2,373 total
includes taxes & fees
15 Mar - 16 Mar
4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni
Smart TV

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

Beautiful two-story home close to downtown worcester 5beds-4bedroom
Worcester
9.0 out of 10, Wonderful, (20 reviews)
"Great house-clean, great location."
United States
Kathleen R.
The price is HK$1,721
HK$3,393 total
includes taxes & fees
2 Apr - 3 Apr
Beautiful two-story home close to downtown worcester 5beds-4bedroom
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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Top Upton Hotel Reviews

Holiday Inn Express Boston - Milford by IHG

Holiday Inn Express Boston - Milford by IHG

6/10 Okay
"Was ok "
Angel 1-night trip
Posted 11 hours ago
Holiday Inn Express Boston - Milford by IHG

Find out more about Upton

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Look no further and take a look at our great range of rental properties in Upton!

Frequently asked questions

Can I find holiday rentals in Upton?

Yes, there are holiday rentals close to the most popular sights in Upton, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Upton has to offer?

Home Away from Home!: This holiday home rental outside of Upton offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

What’s there to see and do in Upton?

While exploring the area, visit family-friendly sights like Southwick's Zoo, or get outside and enjoy nature at Dean Pond. In the wider area, you’ll find Hopkinton State Park and Cummings School of Veterinary Medicine at Tufts University.

What’s a holiday rental in Upton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Upton. Holiday rentals feature extras such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family trips or small group gatherings.