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Our top choices for Southbridge vacation homes

SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (14 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is AED 463
AED 690 total
includes taxes & fees
18 May - 19 May
SteamPunk Bunk House and Intergalactic Way Station

Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (22 reviews)
"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"
United States
Meghann H.
The price is AED 463
AED 690 total
includes taxes & fees
18 May - 19 May
Wizard's Roost at Underhill Hollow

The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.2 out of 10, Wonderful, (35 reviews)
"Such a fun getaway!"
United States
Patrice D.
The price is AED 463
AED 711 total
includes taxes & fees
18 May - 19 May
The Tree House at Underhill Hollow

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston
Worcester
10.0 out of 10, Exceptional, (1 review)
"I had an amazing stay here and would absolutely recommend this place to anyone visiting Boston or Worcester, Massachusetts. The house was truly 100% excellent. Everything was incredibly clean, spacious, and well organized. I loved the kitchen, my room, and the bathroom, everything was spotless and very comfortable. Honestly, the entire home was sparkling clean and very welcoming.I also slept extremely well during my stay. The bed, pillows, and bedding were so comfortable, which made the...
United States
Masard T.
The price is AED 496
AED 1,202 total
includes taxes & fees
19 May - 20 May
Beautiful Worcester Downtown King Bd/Office World Cup Boston

Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.
Hampton
10.0 out of 10, Exceptional, (3 reviews)
"I was looking for a place that was central to a couple of Renaissance Faires in the area and ended uo choosing this one due to its location and affordability. What an awesome place to stay. We're considering staying here next year when the Faires return."
United States
Kevan W.
The price is AED 612
AED 964 total
includes taxes & fees
20 May - 21 May
Spacious, unique barn with beautiful views.

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.6 out of 10, Exceptional, (21 reviews)
"The location of the home was perfect. The lake was beautiful and was a great place to walk. "
United States
Lynn D.
The price is AED 350
AED 916 total
includes taxes & fees
19 May - 20 May
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Ware
9.8 out of 10, Exceptional, (13 reviews)
"Enjoyed our stay while visiting Amherst. Thoughtful hosts with welcome touches. Provided details for finding, easy checkin and checkout, ample supplies for our needs. Thanks "
United States
Grace
The price is AED 624
AED 738 total
includes taxes & fees
19 May - 20 May
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (11 reviews)
"10/10 great place to stay"
United States
Tyler B.
The price is AED 1,010
AED 1,883 total
includes taxes & fees
18 May - 19 May
Spacious 4-bedroom with four and half bathrooms

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Brimfield
8.0 out of 10, Very Good, (2 reviews)
"Welcoming, cute."
United States
Trinity M.
The price is AED 654
AED 816 total
includes taxes & fees
18 May - 19 May
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!
Woodstock
10.0 out of 10, Exceptional, (23 reviews)
"Great property"
United States
gary b.
The price is AED 1,653
AED 2,730 total
includes taxes & fees
18 May - 19 May
Stunning Lakefront Escape! Book Your Dream Getaway!

Family-friendly 2- Bedroom Webster Home w/Cozy Balcony

Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
Webster
9.6 out of 10, Exceptional, (5 reviews)
"Owner was easy to communicate with. Cute and cozy unit that meet all of our needs for our trip."
United States
Rachele T.
The price is AED 1,102
AED 1,399 total
includes taxes & fees
9 Jun - 10 Jun
Family-friendly 2- Bedroom Webster Home w/Cozy Balcony

Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
The price is AED 605
AED 687 total
includes taxes & fees
18 May - 19 May
Cottage by the Castle – Downtown Spencer

Sleeps 15 • Pool • World Cup 2026 • Retreat

Sleeps 15 • Pool • World Cup 2026 • Retreat
Brimfield
10.0 out of 10, Exceptional, (33 reviews)
"We visited in December, so the pool was closed, but looked inviting even in the snow. The home was so warm and cozy and spacious. We loved our stay."
United States
Gina O.
The price is AED 3,302
AED 6,089 total
includes taxes & fees
25 May - 26 May
Sleeps 15 • Pool • World Cup 2026 • Retreat

Cozy 3-bedroom house in serene Worcester with fitness room and office

Cozy 3-bedroom house in serene Worcester with fitness room and office
Worcester
The price is AED 1,226
AED 1,601 total
includes taxes & fees
25 May - 26 May
Cozy 3-bedroom house in serene Worcester with fitness room and office

A quiet neighborhood. 4 bedrooms and 2 full bathrooms. Near shops, dining, UMass

A quiet neighborhood. 4 bedrooms and 2 full bathrooms. Near shops, dining, UMass
Worcester
The price is AED 1,094
AED 1,408 total
includes taxes & fees
28 May - 29 May
A quiet neighborhood. 4 bedrooms and 2 full bathrooms. Near shops, dining, UMass

Leicester Lake Front Home, Come Relax!

Leicester Lake Front Home, Come Relax!
Leicester
10.0 out of 10, Exceptional, (34 reviews)
"We loved our stay over Christmas at this beautiful Leicester home. It was spacious, had everything we needed, and the view was spectacular. The host, Lucas, was very responsive and accessible for anything we needed during our stay. We will definitely book again when in the area visiting family. "
United States
Kristin G.
The price is AED 3,387
AED 6,140 total
includes taxes & fees
25 May - 26 May
Leicester Lake Front Home, Come Relax!

4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC
Holden
The price is AED 1,377
AED 2,085 total
includes taxes & fees
19 May - 20 May
4-bedroom house in nice Holden with WiFi, AC

Clifford Luxury Retreat 3BR Self Check In Home

Clifford Luxury Retreat 3BR Self Check In Home
Northbridge
The price is AED 1,469
AED 1,751 total
includes taxes & fees
3 Jun - 4 Jun
Clifford Luxury Retreat 3BR Self Check In Home

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (84 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
The price is AED 1,745
AED 2,850 total
includes taxes & fees
18 May - 19 May
Secluded 2-Acre Lakefront Home! Book Your Getaway!

Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!

Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!
Webster
10.0 out of 10, Exceptional, (3 reviews)
"We loved the space, it accommodated our larger group and had all the amenities we needed. We only stayed 1 night but would have loved to stay longer! The porch area was very nice to sit out on at night."
United States
Kyle C.
The price is AED 1,297
AED 1,649 total
includes taxes & fees
9 Jun - 10 Jun
Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!
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 Southbridge Hotel Reviews

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