Upton Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Upton, Massachusetts, USA

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10.0 (2 Reviews)
1 Bedroom 6 Guests
8.6 (1001 Reviews)
1 Bedroom 2 Guests
9.4 (3 Reviews)
3 Bedrooms 8 Guests
10.0 (2 Reviews)
3 Bedrooms 7 Guests
From US $147 per night
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8.4 (1007 Reviews)
1 Bedroom 2 Guests
10.0 (1 Review)
1 Bedroom 5 Guests
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8.5 (8 Reviews)
3 Bedrooms 5 Guests
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8.4 (940 Reviews)
1 Bedroom 2 Guests
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7.9 (430 Reviews)
119 Bedrooms 22 Guests
8.0 (4 Reviews)
2 Bedrooms 6 Guests
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7.8 (233 Reviews)
177 Bedrooms 35 Guests
From US $105 per night
7.6 (283 Reviews)
89 Bedrooms 20 Guests
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7.6 (83 Reviews)
72 Bedrooms 28 Guests
From US $139 per night
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7.4 (647 Reviews)
152 Bedrooms 40 Guests
From US $117 per night
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7.3 (107 Reviews)
61 Bedrooms 8 Guests
8.2 (793 Reviews)
1 Bedroom 2 Guests
From US $144 per night
8.0 (560 Reviews)
1 Bedroom 2 Guests
7.8 (647 Reviews)
1 Bedroom 2 Guests

About Upton Vacation Rentals

With more than 52 Upton vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Upton.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Upton, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Upton. Places to stay near Upton are 327.55 ft² on average, with prices averaging US $249 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Upton with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Other Places to Stay in Upton, MA


Upton Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Upton?

How many Rentbyowner vacation rentals are available in Upton?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 52 in the Upton area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Upton.