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Upton Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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.
The price is ￥22,621
￥33,566 total
includes taxes & fees
Oct 22 - Oct 23
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, (257 reviews)
"Wonderful!!"
United States
Huynh
The price is ￥16,729
￥18,685 total
includes taxes & fees
Nov 1 - Nov 2
Residences at Solomon Pond
A spacious room with large windows, a wooden dining table with chairs, and a view of the outdoors.

3. 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.
The price is ￥33,964
￥40,825 total
includes taxes & fees
Oct 19 - Oct 20
Zen Inspired Retreat with Private Forest Trails
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

4. Clean & Cozy Private-3 floor_R 2

Clean & Cozy Private-3 floor_R 2
Union HIll
9.0 out of 10, Wonderful, (2 reviews)
"Nice and very clean. Host communicated fast and helpful."
United States
Ekaterina
The price is ￥12,662
￥18,111 total
includes taxes & fees
Oct 27 - Oct 28
Clean & Cozy Private-3 floor_R 2
A neatly made bed with rolled towels, a bedside table with a lamp, and a large mirror on the wall.

5. Newly Refreshed 3bd Spacious Unit Minutes from 290

Newly Refreshed 3bd Spacious Unit Minutes from 290
Franklin Plantation
9.4 out of 10, Exceptional, (3 reviews)
"The communication was wonderful. There were some things that needed to be addressed and they were.We would definitely rent again! The space is very spacious and clean"
United States
Anonymous traveler
The price is ￥15,176
￥39,081 total
includes taxes & fees
Nov 9 - Nov 10
Newly Refreshed 3bd Spacious Unit Minutes from 290
A kitchen with wooden cabinets, a window with a view, a vase with flowers, and framed pictures on the windowsill.

6. 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.
The price is ￥31,458
￥66,335 total
includes taxes & fees
Oct 19 - Oct 20
12B-Cozy 3BR Apartment with Koi Pond in Worcester
A bedroom with a large bed, a desk, a chair, a mirror, and a clock on the wall.

7. Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston

Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston
Worcester
The price is ￥35,508
￥44,264 total
includes taxes & fees
Oct 18 - Oct 19
Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston
A living room with a sofa, a clock, a floor lamp, and a rug.

8. Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Shrewsbury
9.4 out of 10, Exceptional, (55 reviews)
"Easy in and out. Place was dated but clean. The host was welcoming and easy to work with. Parking is good. A little pricy but safe neighborhood."
United States
Thomas M.
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
A living room with a sofa, a coffee table, a TV, and a hallway leading to other rooms.

9. Private Luxury 2 Bedroom Suite

Private Luxury 2 Bedroom Suite
Framingham
8.0 out of 10, Very good, (11 reviews)
"Overall we had a great time"
United States
David W.
The price is ￥18,772
￥24,501 total
includes taxes & fees
Oct 28 - Oct 29
Private Luxury 2 Bedroom Suite
A living room with a grey sofa, two armchairs, a coffee table, and a large painting on the wall.

10. 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.
The price is ￥22,484
￥37,319 total
includes taxes & fees
Nov 3 - Nov 4
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
A modern kitchen with stainless steel appliances, wooden ceiling, and a dining area with a wooden table and chairs.

11. 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, (33 reviews)
"Everything was clean and welcoming. Kitchen had everything you need to cook, make coffee, etc. charming and comfortable "
United States
Lindsey D.
The price is ￥18,842
￥34,657 total
includes taxes & fees
Oct 25 - Oct 26
Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
A cozy attic bedroom with a skylight, a piano, a mirror, and a bedside table with a lamp.

12. Clifford Luxury Retreat 3BR Self Check In Home

Clifford Luxury Retreat 3BR Self Check In Home
Northbridge
8.6 out of 10, Excellent, (7 reviews)
The price is ￥71,136
￥84,883 total
includes taxes & fees
Oct 18 - Oct 19
Clifford Luxury Retreat 3BR Self Check In Home
A living room with a TV, a sofa, a chair, a lamp, and a window with sheer curtains.

13. Clean & Cozy Private room - 3 floor_R 1

Clean & Cozy Private room - 3 floor_R 1
Union HIll
4.0 out of 10, (3 reviews)
The price is ￥14,069
￥19,720 total
includes taxes & fees
Oct 18 - Oct 19
Clean & Cozy Private room - 3 floor_R 1
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

14. Clean & Cozy Private- 3 floor_R 5

Clean & Cozy Private- 3 floor_R 5
Union HIll
2.0 out of 10, (1 review)
The price is ￥12,662
￥18,111 total
includes taxes & fees
Oct 27 - Oct 28
Clean & Cozy Private- 3 floor_R 5
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

15. Clean & Cozy Private- 3 floor_R 4

Clean & Cozy Private- 3 floor_R 4
Union HIll
The price is ￥10,830
￥16,019 total
includes taxes & fees
Oct 19 - Oct 20
Clean & Cozy Private- 3 floor_R 4
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

16. Clean & Cozy Private- 3 floor_R 3

Clean & Cozy Private- 3 floor_R 3
Union HIll
The price is ￥14,069
￥19,720 total
includes taxes & fees
Oct 18 - Oct 19
Clean & Cozy Private- 3 floor_R 3
A living room with two sofas, a coffee table, and a bookshelf.

17. 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
The price is ￥29,023
￥37,743 total
includes taxes & fees
Oct 21 - Oct 22
Heart of Shrewsbury St – 2BR Stay
Living area

18. 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.
The price is ￥33,592
￥74,087 total
includes taxes & fees
Oct 18 - Oct 19
Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
A living room with a round table, two armchairs, a TV mounted on the wall, and a potted plant.

19. 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 ￥34,835
￥69,952 total
includes taxes & fees
Oct 31 - Nov 1
Beautiful two-story home close to downtown worcester 5beds-4bedroom
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

20. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (26 reviews)
"Great stay!!"
United States
Elizabeth G.
The price is ￥19,918
￥29,703 total
includes taxes & fees
Oct 18 - Oct 19
Wizard's Roost at Underhill Hollow
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

Hampton Inn Boston Natick

Hampton Inn Boston Natick

10/10 Excellent
"Clean room and comfortable. Standard hotel breakfast."
Milli 2-night trip
Posted 11 hours ago
Hampton Inn Boston Natick

Find out more about Upton

Search for holiday rentals in Upton on Expedia! You can easily find your home rentals, villas, holiday apartments in Upton using one of the methods below:

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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 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?

Totally remodeled house with fitness room, close to Boston and Worcester : Located near Upton, this vacation home rental is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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.