Gilbertville Vacation Rentals

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Our top choices for Gilbertville vacation rentals

Trainmaster's Inn - Caboose

Trainmaster's Inn - Caboose
Palmer
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.
$310 nightly
The price is $346
Jan 1 - Jan 2, 2026
Total with taxes and fees
Trainmaster's Inn - Caboose

Cozy Adventure filled Escape

Cozy Adventure filled Escape
2.0 star property
Worcester
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
$239 nightly
The price is $274
Jan 5 - Jan 6, 2026
Total with taxes and fees
Cozy Adventure filled Escape

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

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
2.0 star property
Ware
10.0 out of 10, Exceptional, (6)
"Nice place to stay a lot of family activities on the premises short distance to shopping and attractions"
United States
Andrew
$152 nightly
The price is $161
Dec 30 - Dec 31
Total with taxes and fees
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Tiny Home with AC and WiFi in lovely Ludlow

Tiny Home with AC and WiFi in lovely Ludlow
Ludlow
8.4 out of 10, Very Good, (9)
"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.
$134 nightly
The price is $150
Dec 30 - Dec 31
Total with taxes and fees
Tiny Home with AC and WiFi in lovely Ludlow

Apartment in town center #1

Apartment in town center #1
West Brookfield
8.8 out of 10, Excellent, (26)
"Clean place and was well suited for what we needed"
United States
Chris
$269 nightly
The price is $300
Jan 4 - Jan 5, 2026
Total with taxes and fees
Apartment in town center #1

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Boston Road
9.2 out of 10, Wonderful, (13)
"For the most part everything was great!"
United States
Gabriel M.
$283 nightly
The price is $321
Dec 30 - Dec 31
Total with taxes and fees
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Grand Worcester Getaway! Pets Welcome! Comfortable

Grand Worcester Getaway! Pets Welcome! Comfortable
2.0 star property
Worcester
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.
$285 nightly
The price is $326
Dec 30 - Dec 31
Total with taxes and fees
Grand Worcester Getaway! Pets Welcome! Comfortable

Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Boston Road
9.0 out of 10, Wonderful, (10)
"Great stay"
United States
Angelina O.
$283 nightly
The price is $321
Jan 1 - Jan 2, 2026
Total with taxes and fees
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Spacious Massachusetts Apartment #2

Spacious Massachusetts Apartment #2
West Brookfield
9.0 out of 10, Wonderful, (29)
"Really a cute place to stay, very clean and comfortable "
United States
Michelle J.
$269 nightly
The price is $300
Jan 4 - Jan 5, 2026
Total with taxes and fees
Spacious Massachusetts Apartment #2

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Westminster
9.6 out of 10, Exceptional, (30)
"Nice location and a very cool place to stay "
United States
Samson M.
$451 nightly
The price is $495
Jan 4 - Jan 5, 2026
Total with taxes and fees
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Westminster
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.
$444 nightly
The price is $487
Dec 30 - Dec 31
Total with taxes and fees
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

Spacious & Clean 3BR APT near Clark University

Spacious & Clean 3BR APT near Clark University
Main South
"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.
$200 nightly
The price is $228
Jan 1 - Jan 2, 2026
Total with taxes and fees
Spacious & Clean 3BR APT near Clark University

Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
2.0 star property
Belchertown
9.4 out of 10, Exceptional, (22)
"Adorable spot. Great location. Clean, organized and well stocked. "
United States
Jen M.
$199 nightly
The price is $210
Dec 31 - Jan 1, 2026
Total with taxes and fees
Newly Built Barn Loft in Pioneer Valley

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
Amherst
9.2 out of 10, Wonderful, (19)
"Great property! Thank you for a wonderful stay."
United States
David
$376 nightly
The price is $420
Dec 30 - Dec 31
Total with taxes and fees
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Sixteen Acres
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.
$318 nightly
The price is $361
Dec 30 - Dec 31
Total with taxes and fees
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
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.
$449 nightly
The price is $514
Dec 30 - Dec 31
Total with taxes and fees
Spacious 4-bedroom with four and half bathrooms

Beautiful 2-bedroom cottage on Robert Frost Trail

Beautiful 2-bedroom cottage on Robert Frost Trail
2.0 star property
Amherst
$258 nightly
The price is $288
Jan 4 - Jan 5, 2026
Total with taxes and fees
Beautiful 2-bedroom cottage on Robert Frost Trail

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Westminster
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.
$471 nightly
The price is $517
Jan 5 - Jan 6, 2026
Total with taxes and fees
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

Terrific 3-bedroom unit in charming Leverett with AC

Terrific 3-bedroom unit in charming Leverett with AC
Leverett
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.
$423 nightly
The price is $473
Jan 2 - Jan 3, 2026
Total with taxes and fees
Terrific 3-bedroom unit in charming Leverett with AC

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
2.0 star property
Brimfield
$160 nightly
The price is $179
Jan 4 - Jan 5, 2026
Total with taxes and fees
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Gilbertville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Gilbertville vacation 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 low season months. For more hustle and bustle, you may prefer to visit Gilbertville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $150 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Gilbertville rentals

At Expedia, we put the best Gilbertville vacation 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 vacation.

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 vacation rental in Gilbertville?

Yes, we offer vacation rentals near well known local attractions in Gilbertville, or you can go with a secluded option if you're looking for relaxation. Gilbertville is known for its monuments.

What are some of the best vacation home rentals in Gilbertville?

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6: This vacation home rental near Gilbertville is located in a rural location and has a fireplace, a patio, and a barbecue grill 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 larger area.

What’s a vacation rental in Gilbertville like?

Vacation rentals are privately owned properties where you can stay for several days or longer in Gilbertville. Vacation rentals offer extras like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for family gatherings.