Holiday Rentals in Gilbertville

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Our top choices for Gilbertville holiday rentals

9.4 out of 10, Exceptional, (10)
"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"
United States
Edward L.
The price is €295
includes taxes & fees
1 Jan - 2 Jan 2026
Trainmaster's Inn - Caboose

Holiday Home in Worcester

Cozy Adventure filled Escape
2.0 star property
10.0 out of 10, Exceptional, (1)
"The rooms were cozy and clean. The radiant heat felt great. The building was solid and sounds from other guests were muted. The host was also friendly. "
United States
Craig
The price is €230
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Adventure filled Escape
9.8 out of 10, Exceptional, (7)
"Nice place to stay a lot of family activities on the premises short distance to shopping and attractions"
United States
Andrew
The price is €141
includes taxes & fees
1 Jan - 2 Jan 2026
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
8.2 out of 10, Very good, (10)
"Good stay for an overnight in the area, location was a little tricky to find at night but once I did it was easy to get in. Had all the amenities needed for a short stay and is near the highway for quick on and off."
United States
Matthew H.
The price is €131
includes taxes & fees
5 Jan - 6 Jan 2026
Tiny Home with AC and WiFi in lovely Ludlow

Apartment in West Brookfield

Apartment in town center #1
8.8 out of 10, Excellent, (26)
"Clean place and was well suited for what we needed"
United States
Chris
The price is €261
includes taxes & fees
11 Jan - 12 Jan 2026
Apartment in town center #1
9.2 out of 10, Wonderful, (13)
"For the most part everything was great!"
United States
Gabriel M.
The price is €280
includes taxes & fees
3 Jan - 4 Jan 2026
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a great stay, it was in a convenient location, was comfortable and clean. "
United States
Juliette L.
Grand Worcester Getaway! Pets Welcome! Comfortable
9.0 out of 10, Wonderful, (10)
"Great stay"
United States
Angelina O.
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Apartment in West Brookfield

Spacious Massachusetts Apartment #2
9.0 out of 10, Wonderful, (29)
"Really a cute place to stay, very clean and comfortable "
United States
Michelle J.
The price is €262
includes taxes & fees
4 Jan - 5 Jan 2026
Spacious Massachusetts Apartment #2
9.6 out of 10, Exceptional, (30)
"Nice location and a very cool place to stay "
United States
Samson M.
The price is €430
includes taxes & fees
4 Jan - 5 Jan 2026
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
10.0 out of 10, Exceptional, (27)
"Very accurate description and super clean! Lots of fun activities to do outside! Loved the tranquility and views of mountain and lake.. "
United States
MICKEY F.
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
"Perfect apartment with lots of room; comfortable beds. Decorated with a personal touch (some VRBO's feel too impersonal) which made it very welcoming. Could not be better located for visiting Clark University campus!"
United States
Barb S.
The price is €199
includes taxes & fees
1 Jan - 2 Jan 2026
Spacious & Clean 3BR APT near Clark University
2.0 star property
9.4 out of 10, Exceptional, (22)
"Adorable spot. Great location. Clean, organized and well stocked. "
United States
Jen M.
The price is €182
includes taxes & fees
1 Jan - 2 Jan 2026
Newly Built Barn Loft in Pioneer Valley
9.2 out of 10, Wonderful, (19)
"Great property! Thank you for a wonderful stay."
United States
David
The price is €367
includes taxes & fees
1 Jan - 2 Jan 2026
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
8.8 out of 10, Excellent, (5)
"Overall great spot and very clean. Lots of space to accommodate large groups, and the listing is transparent. The only reason I took off 1 star is all of the beds were very stiff and uncomfortable, which unfortunately would keep me from rebooking. However, if that doesn’t bother you, this place is a great little spot to stay the night if you’re in the area. "
United States
Lauren H.
The price is €310
includes taxes & fees
5 Jan - 6 Jan 2026
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
10.0 out of 10, Exceptional, (6)
"We needed a place to stay while our hardwood floors were being refinished and this was perfect. We have a dog and 2 cats and there was plenty of space. The house was clean and as advertised."
United States
Deb H.
The price is €448
includes taxes & fees
1 Jan - 2 Jan 2026
Spacious 4-bedroom with four and half bathrooms
2.0 star property
The price is €234
includes taxes & fees
4 Jan - 5 Jan 2026
Beautiful 2-bedroom cottage on Robert Frost Trail
10.0 out of 10, Exceptional, (24)
"Our stay at the beautiful cabin was absolutely delightful. Everything was exactly as described, and Kathleen went above and beyond to make sure we had a wonderful time. We highly recommend this place and will definitely be bringing our family back again next time we are in the area! Thank you for providing us with a relaxing and peaceful stay. "
United States
Nancy G.
The price is €450
includes taxes & fees
5 Jan - 6 Jan 2026
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
10.0 out of 10, Exceptional, (1)
"The apartment is lovely, so comfortable and quiet!! Caitlin was a wonderful host, very responsive. Would absolutely stay again! "
United States
Anna B.
The price is €412
includes taxes & fees
2 Jan - 3 Jan 2026
Terrific 3-bedroom unit in charming Leverett with AC
The price is €156
includes taxes & fees
4 Jan - 5 Jan 2026
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
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 Gilbertville Hotel Reviews

Find out more about Gilbertville

Everything you need to know about Gilbertville 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 Gilbertville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Gilbertville holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Gilbertville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gilbertville. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Gilbertville 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 Gilbertville holiday rentals we have selected for you start as low as €131 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Gilbertville rentals

At Expedia, we put the best Gilbertville 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 Gilbertville 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 Gilbertville 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 Gilbertville. 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 a holiday rental in Gilbertville?

Yes, there are holiday rentals close to the most popular sights in Gilbertville, or you can select a more secluded option if you're looking for a relaxing stay. Gilbertville is known for its monuments.

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

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6: This holiday home rental outside of Gilbertville is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Gilbertville?

Explore the area and family-friendly sights such as Buck Hill Conservation Dam, or get out into nature at a spot like Rock House Reservation. Gilbertville Covered Bridge and Hardwick Vineyard and Winery are a couple of places you'll find in the wider area.

What’s a holiday rental in Gilbertville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Gilbertville. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the excitement and 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 choice for a family trip or a small group gathering.