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Gilbertville Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

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, 25, (25 reviews)
"Nice place to stay a lot of family activities on the premises short distance to shopping and attractions"
United States
Andrew
The price is ￥28,536
￥34,077 total
includes taxes & fees
Oct 13 - Oct 14
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
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.

2. Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.6 out of 10, 37, (37 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.
The price is ￥24,194
￥31,581 total
includes taxes & fees
Sep 16 - Sep 17
Newly Built Barn Loft in Pioneer Valley
A wooden cabin with a glass upper floor, surrounded by a forest.

3. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, 36, (36 reviews)
"The owner was pleasant and accommodating "
United States
Maryann
The price is ￥26,959
￥38,237 total
includes taxes & fees
Sep 16 - Sep 17
Dove Cabin up in the Trees
A spacious living room with a large sectional sofa, wooden flooring, and a high ceiling with skylights.

4. Sleeps 15 • Pool • Retreat

Sleeps 15 • Pool • Retreat
Brimfield
10.0 out of 10, 39, (39 reviews)
"It was a beautiful property. Well-tended and all the amenities. Loved the view in morning and evening of mountains and sun / moon."
United States
Daniel C.
The price is ￥148,618
￥256,088 total
includes taxes & fees
Sep 18 - Sep 19
Sleeps 15 • Pool • Retreat
A bedroom with a bed, dresser, mirror, and a television.

5. Penthouse overlooking downtown Amherst!

Penthouse overlooking downtown Amherst!
Amherst
The price is ￥45,929
￥91,797 total
includes taxes & fees
Sep 16 - Sep 17
Penthouse overlooking downtown Amherst!

6. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, 5, (5 reviews)
"Wonderful stay in the cottage. Great location, and prompt and friendly communication from the owner. Beautifully kept vintage home - such a gem!"
United States
K C.
The price is ￥35,154
￥40,025 total
includes taxes & fees
Sep 20 - Sep 21
Cottage by the Castle – Downtown Spencer
A wooden gazebo with a metal roof, surrounded by a brick patio with outdoor seating.

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

Serene 1-bedroom suite on 75 acre horse property
Belchertown
10.0 out of 10, 36, (36 reviews)
"Not your average stay! This place is super cool!!"
United States
Wayne B.
The price is ￥22,849
￥41,036 total
includes taxes & fees
Sep 16 - Sep 17
Serene 1-bedroom suite on 75 acre horse property
A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

8. 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, 9, (9 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.
The price is ￥21,595
￥26,361 total
includes taxes & fees
Sep 16 - Sep 17
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A spacious deck with wicker furniture, large windows offering a view of a lake and trees, and a wooden ceiling.

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

Lake House in Sturbridge w/All the Views!
Sturbridge
9.6 out of 10, 23, (23 reviews)
"We really appreciated the kindling and firewood for the outdoor fire pit.The house was clean and nice."
United States
Christian C.
The price is ￥41,648
￥123,587 total
includes taxes & fees
Sep 16 - Sep 17
Lake House in Sturbridge w/All the Views!
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

10. Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Sturbridge
10.0 out of 10, 3, (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.
The price is ￥23,138
￥48,588 total
includes taxes & fees
Sep 21 - Sep 22
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

11. 4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC
Holden
10.0 out of 10, 2, (2 reviews)
"Communication with owner was very responsive and timely. House was clean and as description. Any problems were immediately addressed by owner."
United States
larry d.
The price is ￥57,604
￥87,191 total
includes taxes & fees
Sep 17 - Sep 18
4-bedroom house in nice Holden with WiFi, AC
A cozy room with a bed, two chairs, a small table, and a potted plant.

12. Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat

Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat
Holland
10.0 out of 10, 1, (1 review)
"Cute place! Susan was a great host and the cabin was perfect for a qick getaway weekend and some reconnection with mother nature.."
United States
Jessica K.
The price is ￥26,267
￥37,344 total
includes taxes & fees
Sep 17 - Sep 18
Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

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

Modern 1-bedroom apartment in peaceful Sturbridge with AC
Sturbridge
7.0 out of 10, 2, (2 reviews)
"Clean place short drive to all Sturbridge attractions."
United States
Lynn M. T.
The price is ￥14,593
￥19,733 total
includes taxes & fees
Sep 16 - Sep 17
Modern 1-bedroom apartment in peaceful Sturbridge with AC
A modern kitchen with white cabinetry, a large island, and pendant lighting.

14. Modern Farmhouse Close to Mt. Wachusett

Modern Farmhouse Close to Mt. Wachusett
Holden
The price is ￥43,548
￥98,312 total
includes taxes & fees
Sep 23 - Sep 24
Modern Farmhouse Close to Mt. Wachusett
A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

15. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, 18, (18 reviews)
"Perfect location"
United States
Harmony F.
The price is ￥42,243
￥75,773 total
includes taxes & fees
Sep 27 - Sep 28
Spacious 4-bedroom with four and half bathrooms
A house with a stone wall and a dock extending into a calm body of water.

16. 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, 42, (42 reviews)
"Very clean and tidy!Tyler was great - even accommodated last minute to add our dogs to the booking!Would definitely stay again!"
United States
Christina C.
The price is ￥24,578
￥68,415 total
includes taxes & fees
Sep 17 - Sep 18
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
A spacious living room with a wooden ceiling, a grey sofa, a staircase, and a large window.

17. 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, 37, (37 reviews)
"Very pleasant stay. Would definitely stay here again. "
United States
Shreya
The price is ￥34,562
￥76,336 total
includes taxes & fees
Sep 21 - Sep 22
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
A living room with two sofas, a coffee table, and a potted plant.

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

Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Boston Road
9.2 out of 10, 13, (13 reviews)
"Great stay"
United States
Angelina O.
The price is ￥27,650
￥59,950 total
includes taxes & fees
Sep 19 - Sep 20
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
A room with two black leather sofas, a glass-top coffee table, white walls, and a ceiling light.

19. Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1

Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
Main South
8.0 out of 10, 2, (2 reviews)
"The host was very communicative and obviously has tried to make this unit a reasonable place to have people stay. However, the layout of the place was not ideal. They turned a front sitting room into a bedroom, but it doesn't really work well. Further, that room smelled like marijuana our whole stay (1-night). It connected to the stairwell up to the units above, and my guess is that those people just smoke weed all day/night and it's impacting this unit. Further, the outside of the house is...
United States
Jeffrey B.
The price is ￥19,585
￥51,072 total
includes taxes & fees
Sep 20 - Sep 21
Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
A living room with two brown leather sofas, a glass coffee table, a white rug, a ceiling fan, and a door with curtains.

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

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Boston Road
8.6 out of 10, 19, (19 reviews)
"Location was perfect for us; 10 minutes from family. Host was responsive; we had a lovely stay in Springfield."
United States
Beth P.
The price is ￥24,885
￥56,811 total
includes taxes & fees
Sep 22 - Sep 23
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
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

Wellsworth Hotel

Wellsworth Hotel

10/10 Excellent
"Amazing stay. Very clean and top notch staff. On premises restaurant was great!!!"
Shelley 2-night trip
Posted 6 hours ago
Wellsworth Hotel

Find out more about Gilbertville

Search for holiday rentals in Gilbertville on Expedia! You can easily find your home rentals, villas, holiday apartments in Gilbertville using one of the methods below:

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Look no further and take a look at our great range of rental properties in Gilbertville!

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 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.