Upton Vacation Rentals

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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Upton vacation rentals

Exterior

Aparthotel in Sherborn

Orchard Room at The Inn at Fireside Tavern Sherborn
2.0 star property
$177 nightly
The price is $194
Jan 22 - Jan 23
Total with taxes and fees
Orchard Room at The Inn at Fireside Tavern Sherborn
Fridge, microwave, oven, stovetop

Cottage in Lincoln

Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
2.0 star property
10.0 out of 10, Exceptional, (22 reviews)
"This is our second stay. We will definitely book again. Cleanliness is our priority. Location is great close to everything. The host makes sure everything you need is all here "
United States
Patty a.
$169 nightly
The price is $193
Jan 22 - Jan 23
Total with taxes and fees
Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
TV, fireplace

Apartment in Framingham

Private Luxury 2 Bedroom Suite
2.0 star property
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.
$92 nightly
The price is $103
Feb 2 - Feb 3
Total with taxes and fees
Private Luxury 2 Bedroom Suite
Property grounds

Vacation Home in Thompson

SteamPunk Bunk House and Intergalactic Way Station
10.0 out of 10, Exceptional, (14 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
$166 nightly
The price is $188
Jan 22 - Jan 23
Total with taxes and fees
SteamPunk Bunk House and Intergalactic Way Station
Interior

Aparthotel in Marlborough

Residences at Solomon Pond
3.5 star property
8.2 out of 10, Very Good, (227 reviews)
"Plenty of drawers, cabinets in room. Modern appliances fostered a pleasant place. "
United States
Anonymous traveler
$121 nightly
The price is $136
Jan 26 - Jan 27
Total with taxes and fees
Residences at Solomon Pond
1 bedroom, iron/ironing board, WiFi, bed sheets

Apartment in Johnston

The Studio-Suite at Putnam Pike NEW APT Near PVD
2.0 star property
$148 nightly
The price is $169
Feb 2 - Feb 3
Total with taxes and fees
The Studio-Suite at Putnam Pike NEW APT Near PVD
Smart TV, fireplace

Condo in Framingham

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
10.0 out of 10, Exceptional, (4 reviews)
"Very nice and private. Reasonably close to commuter lines into Boston."
United States
Jenny S.
$191 nightly
The price is $213
Jan 26 - Jan 27
Total with taxes and fees
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Living area

Apartment in Webster

Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Perfect quiet place to work and rest"
United States
michael C.
$372 nightly
The price is $416
Jan 22 - Jan 23
Total with taxes and fees
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
Smart TV, fireplace

Vacation Home in Framingham

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
9.8 out of 10, Exceptional, (16 reviews)
"Great place for us. Everything we needef"
United States
Anonymous traveler
$214 nightly
The price is $239
Jan 22 - Jan 23
Total with taxes and fees
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Fridge, microwave, oven, stovetop

Vacation Home in Norwood

Upper-Level Oasis – Ideal for 2026 World Cup 2026 visitors
2.0 star property
8.0 out of 10, Very Good, (1 review)
"We booked this property because it was advertised as an “entire house,” but when we arrived we found that wasn’t the case—there are people living downstairs. We could clearly hear them talking through the door that separates the first and second floors, which took away from the privacy we expected. It looks like the listing has been updated since we booked, but just be aware that this rental is only the top floor of an occupied home. Nice house overall, but not the private stay we anticipated"
United States
Matthew M.
$400 nightly
The price is $447
Feb 7 - Feb 8
Total with taxes and fees
Upper-Level Oasis – Ideal for 2026 World Cup 2026 visitors
Living area

Vacation Home in Worcester

New renovation cozy house in Worcester
9.8 out of 10, Exceptional, (17 reviews)
"A very lovely stay , calm and quiet "
United States
Alex R.
$352 nightly
The price is $403
Jan 23 - Jan 24
Total with taxes and fees
New renovation cozy house in Worcester
Exterior

Vacation Home in Worcester

Beautifully updated home located just minutes from downtown Worcester.
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Great clean place. Groceries and restaurants very close and convenient."
United States
Binoy K.
$320 nightly
The price is $366
Jan 31 - Feb 1
Total with taxes and fees
Beautifully updated home located just minutes from downtown Worcester.
Exterior

Apartment in Wellesley

Spacious Private Entrance Master Bedroom/Bath
10.0 out of 10, Exceptional, (90 reviews)
"Great place to stay. "
United States
Alexa
$142 nightly
The price is $156
Jan 28 - Jan 29
Total with taxes and fees
Spacious Private Entrance Master Bedroom/Bath
Fridge, microwave, stovetop, coffee/tea maker

Apartment in Worcester

16/1 Worcester - Family Stay Close to Parks & Eats
2.0 star property
$286 nightly
The price is $328
Jan 25 - Jan 26
Total with taxes and fees
16/1 Worcester - Family Stay Close to Parks & Eats
Dining

Apartment in Hopkinton

Beautiful family getaway, walking distance to markets, 35 min drive to Boston
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.
$188 nightly
The price is $210
Jan 22 - Jan 23
Total with taxes and fees
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Smart TV, fireplace

Vacation Home in Worcester

Home Away from Home!
9.4 out of 10, Exceptional, (14 reviews)
"Very clean ans spacious. Great communication "
United States
Tom K.
$345 nightly
The price is $395
Jan 22 - Jan 23
Total with taxes and fees
Home Away from Home!
Fridge, microwave, oven, stovetop

Apartment in Main South

Spacious & Clean 3BR APT near Clark University
"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.
$196 nightly
The price is $224
Jan 26 - Jan 27
Total with taxes and fees
Spacious & Clean 3BR APT near Clark University
Interior

Apartment in Main South

4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni
2.0 star property
$248 nightly
The price is $284
Jan 26 - Jan 27
Total with taxes and fees
4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni
Interior

Apartment in Canal District

Electric House - Cozy Downtown stay
2.0 star property
$362 nightly
The price is $414
Jan 22 - Jan 23
Total with taxes and fees
Electric House - Cozy Downtown stay
Fridge, microwave, oven, stovetop

Vacation Home in Worcester

Spacious 4-bedroom with four and half bathrooms
10.0 out of 10, Exceptional, (6 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.
$446 nightly
The price is $510
Jan 22 - Jan 23
Total with taxes and fees
Spacious 4-bedroom with four and half bathrooms
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

Hyatt Place Marlborough/Apex Center

Hyatt Place Marlborough/Apex Center

10/10 Excellent
"A great hotel with a great free breakfast!"
John 1-night trip
Posted 2 days ago
Hyatt Place Marlborough/Apex Center

Find out more about Upton

Everything you need to know about Upton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Upton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Upton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Upton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Upton. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Upton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $136 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Upton rentals

At Expedia, we put the best Upton vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Upton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Upton vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Upton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Upton?

Yes, there are vacation rentals near popular points of interest in Upton, or you can choose a more secluded option if you're looking for a relaxing stay.

What's the top vacation rental that Upton has to offer?

Home Away from Home!: This vacation home rental near 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a 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 larger area, you’ll find Hopkinton State Park and Cummings School of Veterinary Medicine at Tufts University.

What’s a vacation rental in Upton like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Upton. Vacation rentals offer amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for small groups.