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Upton Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Upton holiday 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 AU$294
includes taxes & fees
17 Sept - 18 Sept
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, (251 reviews)
"Wonderful!!"
United States
Huynh
The price is AU$144
includes taxes & fees
8 Sept - 9 Sept
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 AU$362
includes taxes & fees
5 Oct - 6 Oct
Zen Inspired Retreat with Private Forest Trails
A living room with a TV, a sofa, a chair, a lamp, and a window with sheer curtains.

4. Clean & Cozy Private room - 3 floor_R 1

Clean & Cozy Private room - 3 floor_R 1
Union HIll
2.0 out of 10, (2 reviews)
The price is AU$162
includes taxes & fees
12 Sept - 13 Sept
Clean & Cozy Private room - 3 floor_R 1
A bedroom with a large mirror, a bed with floral bedding, a standing lamp, and a window with curtains.

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

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury
9.4 out of 10, Exceptional, (36 reviews)
"Lovely and great location "
United States
Kimberlee K.
The price is AU$400
includes taxes & fees
21 Sept - 22 Sept
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

6. Charming 3-bedroom house in delightful Ashland for your getaway

Charming 3-bedroom house in delightful Ashland for your getaway
Ashland
9.4 out of 10, Exceptional, (3 reviews)
"This is our second stay here and both times have been good. The house is quiet, even for it being on a well traveled road. "
United States
John W.
The price is AU$422
includes taxes & fees
28 Sept - 29 Sept
Charming 3-bedroom house in delightful Ashland for your getaway
A bar area with a counter, two green chairs, a refrigerator, and a neon sign.

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

Game Room + Bar Lounge, 35 Min to Boston
Worcester
The price is AU$388
includes taxes & fees
16 Sept - 17 Sept
Game Room + Bar Lounge, 35 Min to Boston
A kitchen with wooden cabinets, a window with a view, a vase with flowers, and framed pictures on the windowsill.

8. 12B-Cozy 3BR Apartment with Koi Pond in Worcester

12B-Cozy 3BR Apartment with Koi Pond in Worcester
Millbury
9.6 out of 10, Exceptional, (4 reviews)
"Super nice place to stay with lots of food options in the area."
United States
Roberto A G.
The price is AU$603
includes taxes & fees
8 Sept - 9 Sept
12B-Cozy 3BR Apartment with Koi Pond in Worcester
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)
"Excellent basement apartment with a luxurious shower and bathroom. Host was communicative and accommodating! Would recommend it!"
United States
Lois D.
The price is AU$208
includes taxes & fees
9 Sept - 10 Sept
Private Luxury 2 Bedroom Suite
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.

10. 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.
The price is AU$445
includes taxes & fees
7 Sept - 8 Sept
Large 3BD 1st Floor Apartment Minutes from 290
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
8.0 out of 10, Very good, (5 reviews)
The price is AU$749
includes taxes & fees
8 Sept - 9 Sept
Clifford Luxury Retreat 3BR Self Check In Home
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

12. Clean & Cozy Private- 3 floor_R 4

Clean & Cozy Private- 3 floor_R 4
Union HIll
The price is AU$162
includes taxes & fees
17 Sept - 18 Sept
Clean & Cozy Private- 3 floor_R 4
A living room with a grey sofa, two armchairs, a coffee table, and a large painting on the wall.

13. 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, (8 reviews)
"Very quiet, quaint and so cozy. We’re very satisfied with this property "
United States
roger n.
The price is AU$330
includes taxes & fees
15 Sept - 16 Sept
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
A compact, modern laundry room with a built-in washer and dryer, a small storage cabinet, and a tiled floor.

14. Angel Sky Challenge

Angel Sky Challenge
Worcester
2.0 out of 10, (1 review)
"The add states an entire home, this is a home with small bedrooms and a bathroom. I was under the impression by the description the entire home was ours without others on the property. I’d put that in the description I felt under comfortable with the men on the property. False advertising "
United States
Cameron R.
The price is AU$361
includes taxes & fees
19 Sept - 20 Sept
Angel Sky Challenge
A living room with two sofas, a coffee table, and a bookshelf.

15. 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 AU$333
includes taxes & fees
15 Sept - 16 Sept
Heart of Shrewsbury St – 2BR Stay

16. 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.
The price is AU$450
includes taxes & fees
1 Oct - 2 Oct
Spacious 3-bedroom apartment in lovely Millis with AC, WiFi
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

17. Clean & Cozy Private- 3 floor_R 5

Clean & Cozy Private- 3 floor_R 5
Union HIll
The price is AU$162
includes taxes & fees
5 Oct - 6 Oct
Clean & Cozy Private- 3 floor_R 5
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

18. Clean & Cozy Private-3 floor_R 2

Clean & Cozy Private-3 floor_R 2
Union HIll
The price is AU$162
includes taxes & fees
19 Sept - 20 Sept
Clean & Cozy Private-3 floor_R 2
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

19. Clean & Cozy Private- 3 floor_R 3

Clean & Cozy Private- 3 floor_R 3
Union HIll
The price is AU$162
includes taxes & fees
8 Sept - 9 Sept
Clean & Cozy Private- 3 floor_R 3
A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

20. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (41 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is AU$272
includes taxes & fees
13 Sept - 14 Sept
The Tree House 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

Bally's Twin River Lincoln Casino & Hotel

Bally's Twin River Lincoln Casino & Hotel

10/10 Excellent
"Very clean and modern space. Excellent for the price."
Xavier Joseph 1-night trip
Posted 17 hours ago
Bally's Twin River Lincoln Casino & Hotel

Find out more about Upton

Everything you need to know about Upton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Upton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Upton holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Upton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Upton holiday rentals we have selected for you start as low as AU$144 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Upton rentals

At Expedia, we put the best Upton holiday 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 holiday.

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. 

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?

The Tree House at Underhill Hollow: This holiday home rental outside of 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 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.