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Gilbertville Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Gilbertville vacation rentals

A grassy outdoor area with a hammock, chairs, and a stone wall.

1. 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, (27 reviews)
"Nice place to stay a lot of family activities on the premises short distance to shopping and attractions"
United States
Andrew
$199 nightly
The price is $211
Oct 27 - Oct 28
Total with taxes and fees
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
A wooden gazebo with a metal roof, surrounded by a brick patio with outdoor seating.

2. Serene 1-bedroom suite on 75 acre horse property

Serene 1-bedroom suite on 75 acre horse property
Belchertown
10.0 out of 10, Exceptional, (38 reviews)
"Not your average stay! This place is super cool!!"
United States
Wayne B.
$232 nightly
The price is $245
Oct 28 - Oct 29
Total with taxes and fees
Serene 1-bedroom suite on 75 acre horse property
A modern living room with a leather sofa, a coffee table, and a dining table. There are two windows providing natural light, a ceiling light fixture, and a trash can.

3. Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.6 out of 10, Exceptional, (39 reviews)
"The host was so responsive and made sure everything was perfect! It was the cutest and most comfy set up! With an adorable town beach 5 min down the road! Highly recommend!"
United States
Nora M.
$201 nightly
The price is $212
Oct 25 - Oct 26
Total with taxes and fees
Newly Built Barn Loft in Pioneer Valley
The Cottage is nestled next to the historic Sagendorph Mansion.

4. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (9 reviews)
"Nice, clean and well maintained. Would stay here again."
United States
Sarah S.
$259 nightly
The price is $261
Oct 25 - Oct 26
Total with taxes and fees
Cottage by the Castle – Downtown Spencer
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

5. Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Sturbridge
10.0 out of 10, Exceptional, (3 reviews)
"The place was immaculate, very large room, great kitchen, great bath, plenty of room for a family, quiet and secluded area few minutes away from town, outstanding communication with the property owner..true home away from home...Try it for yourself.."
United States
Giora Y.
$282 nightly
The price is $315
Oct 26 - Oct 27
Total with taxes and fees
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

6. Charming 1-bedroom apartment with AC & Breakfast in Sturbridge

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
4.0 out of 10, (1 review)
$113 nightly
The price is $126
Oct 24 - Oct 25
Total with taxes and fees
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
A wooden cabin with a glass upper floor, surrounded by a forest.

7. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (38 reviews)
"Wonderful cabin wishing it was a waterfront"
United States
Magdalena W.
$244 nightly
The price is $257
Oct 25 - Oct 26
Total with taxes and fees
Dove Cabin up in the Trees
A bedroom with a four-poster bed, a television, a dresser, and a chair.

8. Historic New England Retreat on 23+ Scenic Acres

Historic New England Retreat on 23+ Scenic Acres
Petersham
$757 nightly
The price is $800
Nov 2 - Nov 3
Total with taxes and fees
Historic New England Retreat on 23+ Scenic Acres
A round metal fire pit with grilling tools and a red chair in the background.

9. 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
9.2 out of 10, Wonderful, (12 reviews)
"What a beautiful set up for a pet friendly family stay - candles lit upon arrival and a child’s room filled with toys ready to be enjoyed."
United States
Gregory C.
$189 nightly
The price is $212
Oct 27 - Oct 28
Total with taxes and fees
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A compact laundry room with a front-loading washing machine, a dryer, and a shelf with various laundry detergents.

10. Penthouse overlooking downtown Amherst!

Penthouse overlooking downtown Amherst!
Amherst
10.0 out of 10, Exceptional, (1 review)
"Great space. Great location."
United States
Mike S.
$475 nightly
The price is $531
Oct 27 - Oct 28
Total with taxes and fees
Penthouse overlooking downtown Amherst!
A hallway with a wooden floor, a green bean bag chair, a door with a black doorknob, and a Christmas tree with lights.

11. The Christmas Cottage, 4BR New England Escape

The Christmas Cottage, 4BR New England Escape
Rutland
$743 nightly
The price is $785
Nov 8 - Nov 9
Total with taxes and fees
The Christmas Cottage, 4BR New England Escape
A living room with two brown leather sofas, a glass coffee table, a white rug, a ceiling fan, and a door with curtains.

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

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Boston Road
8.8 out of 10, Excellent, (23 reviews)
"Location was perfect for us; 10 minutes from family. Host was responsive; we had a lovely stay in Springfield."
United States
Beth P.
$347 nightly
The price is $394
Oct 25 - Oct 26
Total with taxes and fees
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
A hotel with a central building, outdoor seating area, and a covered patio.

13. Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Sturbridge
9.8 out of 10, Exceptional, (98 reviews)
"very clean, wonderful location"
United States
Anonymous traveler
$449 nightly
The price is $501
Nov 2 - Nov 3
Total with taxes and fees
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
A house with a stone wall and a dock extending into a calm body of water.

14. 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, (42 reviews)
"Lovely, quiet retreat. Great host, easy check in and out."
United States
Jeff W.
$361 nightly
The price is $396
Oct 25 - Oct 26
Total with taxes and fees
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
A spacious deck with wicker furniture, large windows offering a view of a lake and trees, and a wooden ceiling.

15. Lake House in Sturbridge w/All the Views!

Lake House in Sturbridge w/All the Views!
Sturbridge
9.6 out of 10, Exceptional, (25 reviews)
"Pictures don't do this house justice! Great communication from start to finish, very clean house & property, coolest house we've ever stayed at. Hope to stay again!"
United States
Mike T.
$806 nightly
The price is $881
Oct 25 - Oct 26
Total with taxes and fees
Lake House in Sturbridge w/All the Views!
A living room with two sofas, a coffee table, and a potted plant.

16. 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, (14 reviews)
"Great stay"
United States
Angelina O.
$347 nightly
The price is $394
Oct 25 - Oct 26
Total with taxes and fees
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
A dining area with a long wooden table set for six, surrounded by chairs. There are hanging pendant lights above the table.

17. Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass

Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass
Amherst
10.0 out of 10, Exceptional, (13 reviews)
"Perfect location, clean house, great for families with kids!"
United States
Emily Robustelli K.
$1,455 nightly
The price is $1,625
Nov 4 - Nov 5
Total with taxes and fees
Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass
A two-story house with a central entrance, a brick foundation, and a large front yard.

18. Angel Sky Challenge

Angel Sky Challenge
Worcester
2.0 out of 10, (1 review)
"The add states an entire home, this is a home with small bedrooms and a bathroom. I was under the impression by the description the entire home was ours without others on the property. I’d put that in the description I felt under comfortable with the men on the property. False advertising "
United States
Cameron R.
$226 nightly
The price is $259
Oct 24 - Oct 25
Total with taxes and fees
Angel Sky Challenge
A spacious living room with a wooden ceiling, a grey sofa, a staircase, and a large window.

19. 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, (37 reviews)
"Very pleasant stay. Would definitely stay here again. "
United States
Shreya
$468 nightly
The price is $513
Oct 26 - Oct 27
Total with taxes and fees
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

20. Modern 1-bedroom apartment in peaceful Sturbridge with AC

Modern 1-bedroom apartment in peaceful Sturbridge with AC
Sturbridge
6.0 out of 10, (3 reviews)
"Clean place short drive to all Sturbridge attractions."
United States
Lynn M. T.
$115 nightly
The price is $128
Oct 25 - Oct 26
Total with taxes and fees
Modern 1-bedroom apartment in peaceful Sturbridge with AC
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

enVision Hotel Worcester Downtown

enVision Hotel Worcester Downtown

10/10 Excellent
"The room was very nice and clean, the staff was very helpful and friendly, and the location was convenient. I will definitely stay there again the next time I'm in Worcester."
Jason 1-night trip
Posted 1 day ago
enVision Hotel Worcester Downtown

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 $126 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-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8: This vacation home rental near Gilbertville is located in a rural location and has a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What’s there to see and do in Gilbertville?

Explore the area and family-friendly sights such as Wilton s Children Store, 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.