Upton Holiday Rentals

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Check prices for these dates

Tonight
14 Jul - 15 Jul
Tomorrow
15 Jul - 16 Jul
This weekend
18 Jul - 20 Jul
Next weekend
25 Jul - 27 Jul

Holiday Rentals in Upton

Residences at Solomon Pond
Business centre

Residences at Solomon Pond

3.5 star property
8.2 out of 10, Very good, (183)
"I really enjoy staying here, the staff is amazingly polite and will try and do their best to make your experience exceptional. "
Residences at Solomon Pond
The Tree House at Underhill Hollow
Exterior

The Tree House at Underhill Hollow

9.6 out of 10, Exceptional, (21)
"Loved the treasure hunt and fairy gardens. "
The price is HK$848
HK$1,358 total
includes taxes & fees
16 Jul - 17 Jul
The Tree House at Underhill Hollow
Beautiful Lakefront Home with Private Beach
Lake

Beautiful Lakefront Home with Private Beach

9.2 out of 10, Wonderful, (170)
"We had a great time staying at this property for a post-Christmas family celebration"
Beautiful Lakefront Home with Private Beach
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Children’s area

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

9.6 out of 10, Exceptional, (23)
"Love this place. Quiet and has everything you need to feel welcome. Thank you to Eben the host as he is always on top of things"
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Wizard's Roost at Underhill Hollow
Exterior

Wizard's Roost at Underhill Hollow

10.0 out of 10, Exceptional, (13)
"Great host and amenities!"
The price is HK$777
HK$1,231 total
includes taxes & fees
28 Jul - 29 Jul
Wizard's Roost at Underhill Hollow
Spacious 4-bedroom house in wonderful Worcester Area
Fridge, microwave, oven, stovetop

Spacious 4-bedroom house in wonderful Worcester Area

10.0 out of 10, Exceptional, (1)
"We had room for each of the adults, which included adult children. At these ages they no longer want to share a bed or bathroom with anyone. Perfect that we could come together, but have our own separate spaces. Very clean and comfortable with everything you need."
The price is HK$2,159
HK$4,034 total
includes taxes & fees
20 Jul - 21 Jul
Spacious 4-bedroom house in wonderful Worcester Area
Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges.
TV, fireplace, ping pong, books

Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges.

10.0 out of 10, Exceptional, (4)
"The home is beautiful, the owner is fantastic and easy to communicate with, check in was easy, comfortable beds, they provide daily cleaning as needed and home was in a great safe area with easy access to Boston."
Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges.
Adorable 1 bedroom with off street parking.
Property grounds

Adorable 1 bedroom with off street parking.

2.0 star property
10.0 out of 10, Exceptional, (1)
"Couldn't ask for anything more, Damon is amazing and his property is absolutely beautiful! Thank you for everything and for letting us stay at you home. "
Adorable 1 bedroom with off street parking.
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
Property grounds

Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore

10.0 out of 10, Exceptional, (187)
"This was our third time staying, and definately won’t be our last!"
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
Spacious Private Entrance Master Bedroom/Bath
Exterior

Spacious Private Entrance Master Bedroom/Bath

10.0 out of 10, Exceptional, (86)
"Great place to stay. "
The price is HK$659
HK$1,197 total
includes taxes & fees
28 Jul - 29 Jul
Spacious Private Entrance Master Bedroom/Bath
Lakefront Cottage 2 Mi to Palladium in Worcester!
Fridge, microwave, stovetop, dishwasher

Lakefront Cottage 2 Mi to Palladium in Worcester!

10.0 out of 10, Exceptional, (2)
"The space was clean and welcoming, very comfortable. The location was excellent for my son's week at WPI. "
Lakefront Cottage 2 Mi to Palladium in Worcester!
Home Near Skiing & Downtown Worcester
Interior

Home Near Skiing & Downtown Worcester

3.0 star property
Home Near Skiing & Downtown Worcester
Worcester Home on Indian Lake w/ Shared Boat Dock!
TV

Worcester Home on Indian Lake w/ Shared Boat Dock!

9.8 out of 10, Exceptional, (19)
"Clean, beautiful home"
Worcester Home on Indian Lake w/ Shared Boat Dock!
Worcester Home on Indian Lake w/ Shared Boat Dock!
Interior

Worcester Home on Indian Lake w/ Shared Boat Dock!

3.0 star property
Worcester Home on Indian Lake w/ Shared Boat Dock!
Home Away from Home!
Smart TV, fireplace

Home Away from Home!

9.6 out of 10, Exceptional, (9)
"Thank you for our little stay-cation! The property was beautiful and was exactly as expected. Plenty of rooms and bathrooms. My only wish was for more mirrors for us all to do our make up. But we made it work. "
The price is HK$1,460
HK$3,126 total
includes taxes & fees
17 Jul - 18 Jul
Home Away from Home!
Charming single family Cottage w fenced in yard, pet friendly, fenced yard
Fridge, microwave, oven, stovetop

Charming single family Cottage w fenced in yard, pet friendly, fenced yard

2.0 star property
9.8 out of 10, Exceptional, (10)
"Beautiful little getaway! Pet friendly and very accommodating. Thank you!"
The price is HK$770
HK$1,425 total
includes taxes & fees
20 Jul - 21 Jul
Charming single family Cottage w fenced in yard, pet friendly, fenced yard
Waterfront Lake house near Gillette Stadium and central to Boston and Providence
Property grounds

Waterfront Lake house near Gillette Stadium and central to Boston and Providence

10.0 out of 10, Exceptional, (16)
"Great location with all the amenities to make for a memorable weekend with friends!"
Waterfront Lake house near Gillette Stadium and central to Boston and Providence
SteamPunk Bunk House and Intergalactic Way Station
Exterior

SteamPunk Bunk House and Intergalactic Way Station

10.0 out of 10, Exceptional, (5)
"This was a charming little apartment with a unique steam punk alien theme. If you have a playful mindset, I highly recommend staying at this location. I couldn’t have been more overjoyed with my stay."
The price is HK$848
HK$1,312 total
includes taxes & fees
16 Jul - 17 Jul
SteamPunk Bunk House and Intergalactic Way Station
Modern/Luxury Condo Norwood
Fridge, microwave, oven, stovetop

Modern/Luxury Condo Norwood

10.0 out of 10, Exceptional, (14)
"We enjoyed our stay."
Modern/Luxury Condo Norwood
Spacious and luxurious 3-bedroom home w/jetted bathtub
Private kitchen

Spacious and luxurious 3-bedroom home w/jetted bathtub

9.2 out of 10, Wonderful, (5)
"Only caveats are the air conditioning is primitive"
Spacious and luxurious 3-bedroom home w/jetted bathtub
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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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 Southwick's Zoo, or get outside and enjoy nature at Dean Pond. In the wider area, you’ll find Whitehall State Park and Hopkinton State Park.

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.