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Holiday Homes in Holland

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Holland holiday homes

A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

1. 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, (10 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 €180
includes taxes & fees
6 Oct - 7 Oct
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A spacious living room with a large sectional sofa, wooden flooring, and a high ceiling with skylights.

2. Sleeps 15 • Pool • Retreat

Sleeps 15 • Pool • Retreat
Brimfield
10.0 out of 10, Exceptional, (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 €1,568
includes taxes & fees
11 Oct - 12 Oct
Sleeps 15 • Pool • Retreat
A spacious deck with wicker furniture, large windows offering a view of a lake and trees, and a wooden ceiling.

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

Lake House in Sturbridge w/All the Views!
Sturbridge
9.6 out of 10, Exceptional, (24 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 €759
includes taxes & fees
4 Oct - 5 Oct
Lake House in Sturbridge w/All the Views!
A dining area with a high ceiling, skylights, and a view of the outdoors.

4. Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (93 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
The price is €570
includes taxes & fees
1 Nov - 2 Nov
Secluded 2-Acre Lakefront Home! Book Your Getaway!
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

5. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (26 reviews)
"I stayed here for the 2026 Natchaug Epic gravel bike ride, and it was an ideal location, close to the start line. A charming property with a friendly host. "
United States
Mateo A.
The price is €171
includes taxes & fees
4 Oct - 5 Oct
Wizard's Roost at Underhill Hollow
A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

6. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (42 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is €176
includes taxes & fees
7 Oct - 8 Oct
The Tree House at Underhill Hollow
A grassy outdoor area with a hammock, chairs, and a stone wall.

7. 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
The price is €215
includes taxes & fees
13 Oct - 14 Oct
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
A rustic building with a brick exterior and a red roof, situated next to a pond with tall reeds and a tree with autumn-colored leaves.

8. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (18 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is €171
includes taxes & fees
4 Oct - 5 Oct
SteamPunk Bunk House and Intergalactic Way Station
A room with a bed, a bookshelf, a TV, a fireplace, and a door leading to another room.

9. Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
Somers
9.6 out of 10, Exceptional, (9 reviews)
"This is a real gem of a find! I loved our stay here. GPS does take you to the back of the building but it’s located next to a large parking lot. Plenty of parking which was great for us because we have an extended cab f350 ford that does not fit into most parking spaces. The other great thing about this house is multiple showers and bathrooms. This is so rare in a CT house. I must’ve searched for hours. The host Pam was super friendly and was so quick to respond. The house was super stocked with...
United States
Jenny
The price is €330
includes taxes & fees
13 Oct - 14 Oct
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
The Cottage is nestled next to the historic Sagendorph Mansion.

10. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (8 reviews)
"The cottage is beautiful, cozy and super comfortable! We loved it! The hosts also were super, communicative and friendly. The place was clean, we had everything we needed, is in a very safe area, and very pretty! Hight recommended! Thank you for hosting us!"
United States
Fabiola
The price is €232
includes taxes & fees
12 Oct - 13 Oct
Cottage by the Castle – Downtown Spencer
A living room with two brown leather sofas, a glass coffee table, a white rug, a ceiling fan, and a door with curtains.

11. 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, Excellent, (21 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 €357
includes taxes & fees
4 Oct - 5 Oct
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
A window with a view of a grassy field and trees.

12. Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.
Hampton
9.8 out of 10, Exceptional, (7 reviews)
"I was looking for a place that was central to a couple of Renaissance Faires in the area and ended uo choosing this one due to its location and affordability. What an awesome place to stay. We're considering staying here next year when the Faires return."
United States
Kevan W.
The price is €275
includes taxes & fees
14 Oct - 15 Oct
Spacious, unique barn with beautiful views.
A cozy outdoor seating area with a fire feature, two drinks, and hanging plants.

13. Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!

Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!
Webster
10.0 out of 10, Exceptional, (3 reviews)
"We loved the space, it accommodated our larger group and had all the amenities we needed. We only stayed 1 night but would have loved to stay longer! The porch area was very nice to sit out on at night."
United States
Kyle C.
The price is €788
includes taxes & fees
14 Oct - 15 Oct
Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!
A living room with two sofas, a coffee table, and a potted plant.

14. 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, Wonderful, (13 reviews)
"Great stay"
United States
Angelina O.
The price is €344
includes taxes & fees
4 Oct - 5 Oct
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Living area

15. Lakefront Property with Scenic View - All Seasons!

Lakefront Property with Scenic View - All Seasons!
Enfield
10.0 out of 10, Exceptional, (2 reviews)
"My family and I stayed in this lovely cottage the night before our son’s graduation from UConn (approx 49 mins from campus). It was very clean, in a quiet neighborhood and perfect for our needs. Communication with the host was great. We look forward to staying here again in the future."
United States
Diana M.
Lakefront Property with Scenic View - All Seasons!
A living room with a green sofa, a fireplace, and a television.

16. Stylish 4BR 2 Bathroom Home in Forest Park

Stylish 4BR 2 Bathroom Home in Forest Park
Forest Park
10.0 out of 10, Exceptional, (5 reviews)
"The house was in a great location it was minutes away from the Big E Fairgrounds and MGM Casino."
United States
HEATHER D.
The price is €665
includes taxes & fees
9 Oct - 10 Oct
Stylish 4BR 2 Bathroom Home in Forest Park
A covered porch with two black wicker chairs and a small table, a striped rug, and a view of neighboring houses and a fire truck.

17. Beautiful 4BR 2 Bathroom House with Parking

Beautiful 4BR 2 Bathroom House with Parking
Forest Park
9.8 out of 10, Exceptional, (15 reviews)
"The hosts were super accommodating. The house was very clean with towels and shower stuff available."
United States
Julia S.
The price is €644
includes taxes & fees
7 Oct - 8 Oct
Beautiful 4BR 2 Bathroom House with Parking
A modern living room with a sofa, a coffee table, and a red patterned rug.

18. Cozy & Spacious Entire Home in Springfield

Cozy & Spacious Entire Home in Springfield
Forest Park
9.6 out of 10, Exceptional, (50 reviews)
"It was nice stay!"
United States
Lorrie
The price is €310
includes taxes & fees
5 Oct - 6 Oct
Cozy & Spacious Entire Home in Springfield
A spacious living room with a large black sofa, a coffee table, and a fireplace. There are multiple doors leading to other rooms, and the walls are adorned with framed artwork.

19. Newly Renovated 6-Bedroom, 2-Bath Single-Family Home

Newly Renovated 6-Bedroom, 2-Bath Single-Family Home
Forest Park
8.0 out of 10, Very good, (1 review)
"Host makes exceptional efforts to make improvements when needed.The 3 levels provided individual privacy for our large group. We had a pleasant stay.Thank you Rose for your friendly hospitality."
United States
SCOTT C.
Newly Renovated 6-Bedroom, 2-Bath Single-Family Home
A modern kitchen with a central island, wooden bar stools, and recessed lighting.

20. Spacious & Newly Renovated Longmeadow Getaway

Spacious & Newly Renovated Longmeadow Getaway
Longmeadow
6.0 out of 10, (3 reviews)
"Great location. Comfortable beds. Good air conditioning."
United States
Matt K.
The price is €643
includes taxes & fees
2 Nov - 3 Nov
Spacious & Newly Renovated Longmeadow Getaway
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 Holland Hotel Reviews

Scottish Inn Sturbridge

Scottish Inn Sturbridge

10/10 Excellent
"When traveling to and from NJ I always like to stay at the Scottish Inn in Sturbridge, MA. The staff is so nice, I always get a good nights sleep and there are restaurants within walking distance as well as a grocery store. Clean rooms, quiet, easy parking and a great cost."
Ronald 1-night trip
Posted 6 hours ago
Scottish Inn Sturbridge

Find out more about Holland

Holland Holiday Homes information

Number of reviews
413
Accommodation
83 Holiday Homes
Lowest Price
€171
Highest Price
€1,568