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Upton Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Upton vacation rentals

A dining area with a round table, yellow chairs, a potted plant, and a Buddha painting on the wall.

1. 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)
"Great place to stay very nice apartment"
United States
Aaron R.
$190 nightly
The price is $212
Sep 28 - Sep 29
Total with taxes and fees
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
A modern hotel lobby with a seating area, a bar, and a kitchen.

2. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (252 reviews)
"Wonderful!!"
United States
Huynh
$90 nightly
The price is $100
Sep 27 - Sep 28
Total with taxes and fees
Residences at Solomon Pond
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

3. Clean & Cozy Private-3 floor_R 2

Clean & Cozy Private-3 floor_R 2
Union HIll
$100 nightly
The price is $115
Sep 27 - Sep 28
Total with taxes and fees
Clean & Cozy Private-3 floor_R 2
A bedroom with a large mirror, a bed with floral bedding, a standing lamp, and a window with curtains.

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

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury
9.6 out of 10, Exceptional, (37 reviews)
"Lovely and great location "
United States
Kimberlee K.
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
A spacious room with large windows, a wooden dining table with chairs, and a view of the outdoors.

5. Zen Inspired Retreat with Private Forest Trails

Zen Inspired Retreat with Private Forest Trails
Uxbridge
10.0 out of 10, Exceptional, (16 reviews)
"This was a lovely place to stay! This site was meticulously clean, gardens and decor both zen and whimsical, trails well maintained, near a grocery and other shopping. I will stay again!"
United States
Melanie S.
$237 nightly
The price is $251
Oct 5 - Oct 6
Total with taxes and fees
Zen Inspired Retreat with Private Forest Trails
A living room with a sofa, a clock, a floor lamp, and a rug.

6. Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Shrewsbury
9.4 out of 10, Exceptional, (54 reviews)
"Amazing host and fabulous spacious property. "
United States
Kelly L.
$266 nightly
The price is $297
Oct 13 - Oct 14
Total with taxes and fees
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

7. Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2

Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
Worcester
10.0 out of 10, Exceptional, (6 reviews)
"Clean, perfect, had everything we needed for a quick stay "
United States
Sierra M.
$337 nightly
The price is $385
Sep 27 - Sep 28
Total with taxes and fees
Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
A living room with a gray sofa, a coffee table, and a rug. There are two windows with blinds, a door, and a wall-mounted plant.

8. Large 3BD 1st Floor Apartment Minutes from 290

Large 3BD 1st Floor Apartment Minutes from 290
Franklin Plantation
10.0 out of 10, Exceptional, (5 reviews)
"It was a great place for my family and i"
United States
Taisha M.
$227 nightly
The price is $260
Sep 30 - Oct 1
Total with taxes and fees
Large 3BD 1st Floor Apartment Minutes from 290
A bedroom with a large bed, a desk, a chair, a mirror, and a clock on the wall.

9. Game Room + Bar Lounge, 35 Min to Boston

Game Room + Bar Lounge, 35 Min to Boston
Worcester
$235 nightly
The price is $269
Sep 27 - Sep 28
Total with taxes and fees
Game Room + Bar Lounge, 35 Min to Boston

10. Spacious 3-bedroom apartment in lovely Millis with AC, WiFi

Spacious 3-bedroom apartment in lovely Millis with AC, WiFi
Millis
9.6 out of 10, Exceptional, (15 reviews)
"Great place to stay! "
United States
Jennifer B.
$268 nightly
The price is $283
Oct 1 - Oct 2
Total with taxes and fees
Spacious 3-bedroom apartment in lovely Millis with AC, WiFi
A cozy attic bedroom with a skylight, a piano, a mirror, and a bedside table with a lamp.

11. Clifford Luxury Retreat 3BR Self Check In Home

Clifford Luxury Retreat 3BR Self Check In Home
Northbridge
8.4 out of 10, Very good, (6 reviews)
$508 nightly
The price is $537
Sep 27 - Sep 28
Total with taxes and fees
Clifford Luxury Retreat 3BR Self Check In Home
A kitchen with wooden cabinets, a window with a view, a vase with flowers, and framed pictures on the windowsill.

12. 12B-Cozy 3BR Apartment with Koi Pond in Worcester

12B-Cozy 3BR Apartment with Koi Pond in Worcester
Millbury
9.8 out of 10, Exceptional, (7 reviews)
"Super nice place to stay with lots of food options in the area."
United States
Roberto A G.
$408 nightly
The price is $431
Oct 1 - Oct 2
Total with taxes and fees
12B-Cozy 3BR Apartment with Koi Pond in Worcester
A living room with two sofas, a coffee table, and a bookshelf.

13. Heart of Shrewsbury St – 2BR Stay

Heart of Shrewsbury St – 2BR Stay
Shrewsbury Street
8.0 out of 10, Very good, (1 review)
"We did not receive information on how to enter the property until we arrived and called the owner. There was a lot of poison ivy growing in our parking area."
United States
Sharon
$209 nightly
The price is $239
Sep 29 - Sep 30
Total with taxes and fees
Heart of Shrewsbury St – 2BR Stay
A modern kitchen with stainless steel appliances, wooden ceiling, and a dining area with a wooden table and chairs.

14. 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, (31 reviews)
"Everything was clean and welcoming. Kitchen had everything you need to cook, make coffee, etc. charming and comfortable "
United States
Lindsey D.
$193 nightly
The price is $220
Sep 26 - Sep 27
Total with taxes and fees
Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
A living room with a grey sofa, two armchairs, a coffee table, and a large painting on the wall.

15. 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, (10 reviews)
"Very quiet, quaint and so cozy. We’re very satisfied with this property "
United States
roger n.
$199 nightly
The price is $222
Oct 21 - Oct 22
Total with taxes and fees
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
A living room with a sofa, a coffee table, a TV, and a hallway leading to other rooms.

16. Private Luxury 2 Bedroom Suite

Private Luxury 2 Bedroom Suite
Framingham
8.0 out of 10, Very good, (11 reviews)
"Great space. Comfortable and clean ."
United States
Beth H.
$133 nightly
The price is $148
Oct 6 - Oct 7
Total with taxes and fees
Private Luxury 2 Bedroom Suite
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

17. Clean & Cozy Private- 3 floor_R 3

Clean & Cozy Private- 3 floor_R 3
Union HIll
$109 nightly
The price is $125
Sep 29 - Sep 30
Total with taxes and fees
Clean & Cozy Private- 3 floor_R 3
A modern kitchen with white cabinets, a central island, a microwave, and a stove.

18. totally remodeled house with fitness room, close to Boston and Worcester

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.4 out of 10, Exceptional, (16 reviews)
"Nicely located in neighbor with easy access to highways and walking distance to coffee shop this single home is perfect for being near Boston. Space is comfortable with all the comforts of home. "
United States
Karyn V.
$388 nightly
The price is $434
Oct 4 - Oct 5
Total with taxes and fees
totally remodeled house with fitness room, close to Boston and Worcester
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

19. Clean & Cozy Private- 3 floor_R 5

Clean & Cozy Private- 3 floor_R 5
Union HIll
2.0 out of 10, (1 review)
$100 nightly
The price is $115
Sep 27 - Sep 28
Total with taxes and fees
Clean & Cozy Private- 3 floor_R 5
A room with two black leather sofas, a glass-top coffee table, white walls, and a ceiling light.

20. Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1

Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
Main South
8.0 out of 10, Very good, (2 reviews)
"The host was very communicative and obviously has tried to make this unit a reasonable place to have people stay. However, the layout of the place was not ideal. They turned a front sitting room into a bedroom, but it doesn't really work well. Further, that room smelled like marijuana our whole stay (1-night). It connected to the stairwell up to the units above, and my guess is that those people just smoke weed all day/night and it's impacting this unit. Further, the outside of the house is...
United States
Jeffrey B.
$291 nightly
The price is $332
Sep 27 - Sep 28
Total with taxes and fees
Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
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

Best Western The Inn at Sharon/Foxboro

Best Western The Inn at Sharon/Foxboro

8/10 Good
"It was good, clean. Breakfast could have been better."
Paul 1-night trip
Posted 2 hours ago
Best Western The Inn at Sharon/Foxboro

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 $100 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?

The Tree House at Underhill Hollow: This vacation home near Upton offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a coffee maker, and kitchenware.

What’s there to see and do in Upton?

While exploring the area, visit family-friendly sights like Apex Entertainment Center, 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.