Southbridge Holiday Rentals

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Holiday Rentals in Southbridge

Impressive Unique Waterfront Pool Resort Country Estate

9.8 out of 10, Exceptional, (53)
"Absolutely perfect. Gorgeous property, gorgeous house. Every amenity. All the little touches are amazing. It is a work of art. Appreciate the host and her attention to detail. She made us feel welcome. Could not have been better. Thank you so much."
Impressive Unique Waterfront Pool Resort Country Estate

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

9.6 out of 10, Exceptional, (9)
"The main floor is laid out well and very cozy. Kitchen is well stocked with plenty of workspace. We were worried about having space to eat, but were able to fit the 5 of us around the table with no issues. As described the stairs both inside and out are “interesting” but we didn’t have any issues. It was extremely cold and rainy when we arrived but the stairs had been cleared as well as possible and there was plenty of ice melt for us to use the next day when the weather cleared. The view is...
The price is NZ$560
includes taxes & fees
23 Apr - 24 Apr
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Home in the woods

9.4 out of 10, Exceptional, (23)
"We needed to find a VRBO last minute between Ludlow & Hartford large enough to accommodate 5 adults & a dog. A beloved family member had passed. We had several events to attend in a few different locations. This was the only VRBO to meet these needs. I cannot thank Matt enough for his timely & helpful communications. He was also honest about the condition of the rental. I read all the reviews for which most were accurate. The most positive aspects for us were the clean, soft & comfortable beds....
Home in the woods

completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore

10.0 out of 10, Exceptional, (183)
"We have used this property for over 4 years now. Just love it and the o"
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore

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

The price is NZ$570
includes taxes & fees
22 Apr - 23 Apr
Family-friendly 2- Bedroom Webster Home w/Cozy Balcony

Trainmaster's Inn - Caboose

9.6 out of 10, Exceptional, (4)
"We felt right at home the minute we walked thru the door! Its the most unique place we have ever stayed. The caboose had so many of the original feature. The Innkeepers are readily available and very kind.The outside fire pit area was enjoyed nightly. "
The price is NZ$548
includes taxes & fees
15 Apr - 16 Apr
Trainmaster's Inn - Caboose

Beautiful & Historic Cottage, Steps to Elm Park

2.5 star property
9.6 out of 10, Exceptional, (5)
"We were visiting Worcester for Holy Cross Family Weekend. Looking for an alternative to booking 2 overpriced hotel rooms, I found this adorable "
Beautiful & Historic Cottage, Steps to Elm Park

Home Away from Home!

10.0 out of 10, Exceptional, (2)
"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 NZ$684
includes taxes & fees
18 Apr - 19 Apr
Home Away from Home!

Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!

10.0 out of 10, Exceptional, (11)
"We had an amazing stay in Woodstock! House was immaculate and super clean. We loved the vibe inside as well as the views of the lake and the outdoor space. Quiet, cozy lake house with plenty of room. The master king bed was SO comfortable and felt like home! Would absolutely stay again. Hosts were very easy to communicate with and couldn’t have been easier to work with!"
The price is NZ$1,039
includes taxes & fees
15 Apr - 16 Apr
Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!

Beautiful two-story home close to downtown worcester 5beds-4bedroom

8.4 out of 10, Very good, (8)
"Big house with a good living room kitchen space. Quite neighborhood. "
The price is NZ$876
includes taxes & fees
20 Apr - 21 Apr
Beautiful two-story home close to downtown worcester 5beds-4bedroom

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

9.2 out of 10, Wonderful, (12)
"Highly recommend for a peaceful location that offers everything you need to feel at home. "
The price is NZ$506
includes taxes & fees
22 Apr - 23 Apr
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

The Tree House at Underhill Hollow

9.6 out of 10, Exceptional, (15)
"Amazing fun night at the Treehouse! Hubby & I enjoyed seeing the animals, walking the paths, and resting for a night before an OCR Expo and book signing.Can’t wait to bring our future grandbabies here!"
The price is NZ$321
includes taxes & fees
17 Apr - 18 Apr
The Tree House at Underhill Hollow

SunnyBrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC

10.0 out of 10, Exceptional, (1)
"We had the most amazing time at Gail’s place. It was even more special, more beautiful, cozy and welcoming than the pictures or descriptions could capture. It is a home, in the very best of ways. Especially in early Spring volatile weather, when it was perfect to be cozy inside, cook, play games, rest. The beds were all comfortable, as was the seating, the space. Kitchen stocked, bathrooms abundant, and everything exceptionally clean. I almost recommended coming when the weather is bad, to take...
SunnyBrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC

Cozy 2-Floor Apartment with Garage Access

9.6 out of 10, Exceptional, (20)
"The unit is immaculately clean and comfortable. The host is incredibly responsive. I had a sudden and urgent need for her help. She responded to me within a few minutes and all was resolved. The unit is a short distance to WPI. Thank you."
Cozy 2-Floor Apartment with Garage Access

Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!

9.8 out of 10, Exceptional, (63)
"The property was in great shape. Everything was as hoped for."
The price is NZ$985
includes taxes & fees
16 Apr - 17 Apr
Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!

Main Street Suite in Sturbridge

10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay at the Main St. Suite in Sturbridge. The space was super cute, very clean, and had everything you could need/want and then some. They really thought of it all - and the communication with the hosts was top notch. Thank you for an awesome stay! "
The price is NZ$374
includes taxes & fees
15 Apr - 16 Apr
Main Street Suite in Sturbridge

Lake House in Sturbridge w/All the Views!

9.6 out of 10, Exceptional, (11)
"The property is beautiful and exactly as pictured. So much to do and such a lovely location on the lake. I wish we had been here in summer, it’s got to be spectacular. Hot tub was well cared for. Snow removal was good. Beds were comfy. Lots of dishes pots and pans. Does not include cooking supplies like oil or seasonings or cooking spray, just fyi. Awesome that we didn’t have to strip beds! Here are some notes that impacted our stay:Not thoroughly cleaned - dirty glass in one of the bedrooms,...
The price is NZ$1,302
includes taxes & fees
15 Apr - 16 Apr
Lake House in Sturbridge w/All the Views!

Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'

10.0 out of 10, Exceptional, (42)
"My siblings and families stayed for a relaxing weekend. Views of sunset on the lake were gorgeous. Very well stocked kitchen. We were able to make all kinds of food. Host was very responsive and accommodating. House was clean and had more rooms than expected. Would definitely return! The screened in room has lovely views but it has to be warm enough to open all the window shades and expose the screens. Close to stores and restaurants.Fantastic stay!"
Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

8.8 out of 10, Excellent, (18)
"We had such a wonderful time during our winter stay! The place was super cozy, and the heating made it feel like a warm retreat from the cold outside. We really appreciated the hospitality and can't wait to come back again! "
The price is NZ$478
includes taxes & fees
22 Apr - 23 Apr
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Apartment in town center #1

8.6 out of 10, Excellent, (14)
"Amazing experience Mattress was like sleeping on a cloud "
Apartment in town center #1
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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Other types of properties in Southbridge you may be interested in

Wellsworth Hotel

3.0 star property
9.2 out of 10, Wonderful, (1146)
"Great staff, excellent stay!"
The price is NZ$228
includes taxes & fees
15 Apr - 16 Apr
Wellsworth Hotel

Impressive Unique Waterfront Pool Resort Country Estate

9.8 out of 10, Exceptional, (53)
"Absolutely perfect. Gorgeous property, gorgeous house. Every amenity. All the little touches are amazing. It is a work of art. Appreciate the host and her attention to detail. She made us feel welcome. Could not have been better. Thank you so much."
Impressive Unique Waterfront Pool Resort Country Estate

Comfort Inn Auburn - Worcester

2.5 star property
7.6 out of 10, Good, (932)
"Only issue I have is when people use the water you can hear it in your room. It is very loud. "
The price is NZ$170
includes taxes & fees
20 Apr - 21 Apr
Comfort Inn Auburn - Worcester
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.

Frequently asked questions

Can I find holiday rentals in Southbridge?

Yes, there are holiday rentals in Southbridge close to Walcott Street Playground, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Southbridge has a good selection of restaurants and the bars. Make sure you have time to check out the spas while you're in the area.

What are some of the best holiday rentals that Southbridge has to offer?

Impressive Unique Waterfront Pool Resort Country Estate: This highly rated holiday home rental in Southbridge is located on a lake, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Southbridge?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Southbridge stay.

What’s there to see and do in Southbridge?

Westville Recreation Area and Southbridge Town Common are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Walcott Street Playground. While here, Glover Street Historic District and Breakneck Brook Wildlife Management Area are other places worth a visit.

What’s a holiday rental in Southbridge like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Southbridge. Holiday rentals offer extras such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for family trips.