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Holland Vacation Rentals

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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 vacation rentals

Exterior

1. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (36 reviews)
"The owner was pleasant and accommodating "
United States
Maryann
The price is SAR 659
SAR 935 total
includes taxes & fees
29 Sep - 30 Sep
Dove Cabin up in the Trees
Iron/ironing board, WiFi, bed sheets

2. 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, Exceptional, (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.
Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat
Interior

3. 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.
The price is SAR 357
SAR 482 total
includes taxes & fees
29 Sep - 30 Sep
Modern 1-bedroom apartment in peaceful Sturbridge with AC
Terrace/patio

4. Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Stafford
9.6 out of 10, Exceptional, (49 reviews)
"Better than pictured. Beautiful lake and decks! Super comfortable living room furniture. Near great local restaurants."
United States
Julianne
The price is SAR 477
SAR 1,163 total
includes taxes & fees
30 Sep - 1 Oct
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Property grounds

5. 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, (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 SAR 562
SAR 711 total
includes taxes & fees
29 Sep - 30 Sep
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Interior

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

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
The price is SAR 357
SAR 688 total
includes taxes & fees
4 Oct - 5 Oct
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Property grounds

7. Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (19 reviews)
"We loved the ambience, super quiet, my kids love the animals The host was super comunicative making sure we was good during our stay"
United States
Silvino
The price is SAR 327
SAR 883 total
includes taxes & fees
29 Sep - 30 Sep
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Exterior

8. Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.2 out of 10, Wonderful, (40 reviews)
"We had a nice stay in this cabin by the lake. It was close to UCONN so the convenience of the location was wonderful. "
United States
Jennifer P.
The price is SAR 577
SAR 1,170 total
includes taxes & fees
30 Sep - 1 Oct
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Exterior

9. Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (37 reviews)
"Beautiful farm that’s perfect little getaway for one weekend"
United States
Justyn M.
The price is SAR 616
SAR 1,215 total
includes taxes & fees
20 Oct - 21 Oct
Treehouse - Countryside - Farm Animals - Fire Pit
Outdoor dining

10. Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.6 out of 10, Exceptional, (25 reviews)
"Place was really nice and in a location that made it easy to get back and forth to UCONN. "
United States
Jason C.
The price is SAR 628
SAR 1,229 total
includes taxes & fees
29 Sep - 30 Sep
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Smart TV, books

11. The Little Blue Bird · 5 Mi UConn · 2 Min I-84

The Little Blue Bird · 5 Mi UConn · 2 Min I-84
Willington
10.0 out of 10, Exceptional, (1 review)
"Great place! Great communication! Highly recommended for 1-2 people."
United States
Jeff G.
The price is SAR 319
SAR 550 total
includes taxes & fees
30 Sep - 1 Oct
The Little Blue Bird · 5 Mi UConn · 2 Min I-84
Interior

12. 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 SAR 473
SAR 727 total
includes taxes & fees
29 Sep - 30 Sep
The Tree House at Underhill Hollow
Exterior

13. 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 SAR 473
SAR 705 total
includes taxes & fees
29 Sep - 30 Sep
Wizard's Roost at Underhill Hollow
Interior

14. 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 SAR 920
SAR 2,730 total
includes taxes & fees
29 Sep - 30 Sep
Lake House in Sturbridge w/All the Views!
Property grounds

15. 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 SAR 473
SAR 705 total
includes taxes & fees
29 Sep - 30 Sep
SteamPunk Bunk House and Intergalactic Way Station
2 bedrooms, iron/ironing board, WiFi, bed sheets

16. 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 SAR 585
SAR 1,291 total
includes taxes & fees
29 Sep - 30 Sep
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
Interior

17. 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.
The price is SAR 601
SAR 1,174 total
includes taxes & fees
28 Oct - 29 Oct
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Exterior

18. Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Putnam
9.0 out of 10, Wonderful, (8 reviews)
"Clean place, easy check-in and comfortable place. We appreciated the coffee and water, microwave and clean towels. We would stay here again!! Thank you!! "
United States
Lucy L.
The price is SAR 476
SAR 839 total
includes taxes & fees
12 Oct - 13 Oct
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Property grounds

19. 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 SAR 713
SAR 833 total
includes taxes & fees
27 Oct - 28 Oct
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Exterior

20. 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 SAR 859
SAR 939 total
includes taxes & fees
30 Sep - 1 Oct
Cottage by the Castle – Downtown Spencer
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

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

8/10 Good
"the motel unit provided a comfortable overnight stay."
Phil 1-night trip
Posted 7 hours ago
Publick House Historic Inn and Country Motor Lodge

Frequently asked questions

Can I find vacation rentals in Holland?

Yes, we offer vacation rentals near well known local attractions in Holland, or you can select a secluded option if you're looking for a relaxing stay. Holland is known for its lake views and entertainment choices.

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

Lakeside Haven, Tranquil Waters: This Holland vacation home rental offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

How many vacation rentals will I find in Holland?

Expedia has 7 vacation rentals for your stay in Holland.

What’s there to see and do in Holland?

Explore the area and cultural attractions such as Old Sturbridge Village, or visit a family-friendly sight such as Sonny's Place. While here, Holland Public Library and Quinebaug Woods are other places worth a visit.

What’s a vacation rental in Holland like?

Vacation rentals are privately owned properties where you can stay for a long or short time in Holland. Vacation rentals feature extras such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you the experience 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 a popular option for a family getaway.