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Holiday Homes in Sherman

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Check prices for these dates

In two weeks
3 Oct - 5 Oct
In two months
14 Nov - 16 Nov
In three months
12 Dec - 14 Dec
In four months
9 Jan - 11 Jan

Featured Holiday Homes in Sherman

Our top choices for Sherman holiday homes

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Outdoor dining

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

9.4 out of 10, Exceptional, (30)
"Stayed here to visit family and it was perfect for what we needed. Would recommend staying here. "
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Charming 1870 cape cottage in Litchfield
Pool

Charming 1870 cape cottage in Litchfield

10.0 out of 10, Exceptional, (57)
"My family and I enjoyed our stay and their hospitality!"
Charming 1870 cape cottage in Litchfield
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Fridge, microwave, oven, stovetop

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

10.0 out of 10, Exceptional, (90)
"It was very nice "
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
Outdoor dining

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

8.8 out of 10, Excellent, (22)
"We were very happy with the accommodations. The cottage was neat, clean and well kept, as was the property. All the amenities were as described. We had a great weekend and would highly recommend this lake house."
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
Hickory on Willow Lake
Children’s area

Hickory on Willow Lake

9.4 out of 10, Exceptional, (3)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
The price is AU$941
includes taxes & fees
22 Sept - 23 Sept
Hickory on Willow Lake
Lakeview Estate - Chef's Kitchen - NYC Getaway
Property grounds

Lakeview Estate - Chef's Kitchen - NYC Getaway

9.8 out of 10, Exceptional, (30)
"Happy to have rebooked!!"
Lakeview Estate - Chef's Kitchen - NYC Getaway
Bluebird Valley Farmhouse
Property grounds

Bluebird Valley Farmhouse

10.0 out of 10, Exceptional, (69)
"We stayed at the property while attending a family wedding. The house and yard were perfect. The best Vrbo we’ve ever stayed at. Would stay there again!"
Bluebird Valley Farmhouse
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
Outdoor dining

Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!

10.0 out of 10, Exceptional, (47)
"Wonderful property with a great location."
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
Land’s End – Direct Lake Front on Warner Point, Candlewood Lake, CT
Dining

Land’s End – Direct Lake Front on Warner Point, Candlewood Lake, CT

10.0 out of 10, Exceptional, (13)
"Beautiful location and lots of space for a large group. This rental is really about the outdoor space and activities. Would love to return!"
Land’s End – Direct Lake Front on Warner Point, Candlewood Lake, CT
Lakefront Fall Foliage in New England Just 2 Hours From NYC
Interior

Lakefront Fall Foliage in New England Just 2 Hours From NYC

10.0 out of 10, Exceptional, (81)
"Wonderful time, beautiful lakeside view"
Lakefront Fall Foliage in New England Just 2 Hours From NYC
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
Fridge, microwave, oven, stovetop

Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

10.0 out of 10, Exceptional, (16)
"We had a great stay and had everything we needed!"
The price is AU$1,329
includes taxes & fees
23 Sept - 24 Sept
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
NEW Candlewood Lake 3BR 2BA Direct Waterfront Home~ Dock~Fire Pit~Sunset Views!
Smart TV

NEW Candlewood Lake 3BR 2BA Direct Waterfront Home~ Dock~Fire Pit~Sunset Views!

10.0 out of 10, Exceptional, (13)
"House and property are beautiful. Everything was great!"
NEW Candlewood Lake 3BR 2BA Direct Waterfront Home~ Dock~Fire Pit~Sunset Views!
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Property grounds

Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

10.0 out of 10, Exceptional, (23)
"Gorgeous views and comfortable stay!"
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
YOIN: Whispers of Tranquility, a Zen Retreat
Dining

YOIN: Whispers of Tranquility, a Zen Retreat

YOIN: Whispers of Tranquility, a Zen Retreat
Enjoy Sip O Sun - Hot Tub, Pizza Oven, Stunning Views, close to dining, shopping, town
Fridge, microwave, oven, stovetop

Enjoy Sip O Sun - Hot Tub, Pizza Oven, Stunning Views, close to dining, shopping, town

10.0 out of 10, Exceptional, (3)
"Easy check in and check out, listing matched property exactly, clean, overall great stay. "
Enjoy Sip O Sun - Hot Tub, Pizza Oven, Stunning Views, close to dining, shopping, town
Waterfront Family Retreat on Candlewood Lake
Outdoor dining

Waterfront Family Retreat on Candlewood Lake

10.0 out of 10, Exceptional, (47)
"Wonderful! Elizabeth and John made everything seamless and enjoyable. Terrific location! "
The price is AU$2,226
includes taxes & fees
22 Sept - 23 Sept
Waterfront Family Retreat on Candlewood Lake
The Goshen Glass Chalet
Outdoor dining

The Goshen Glass Chalet

9.6 out of 10, Exceptional, (40)
"we couldn't ask for a better place. It had all the conveniences we like. The host did a great job here."
The Goshen Glass Chalet
Escape to a Luxury Lakehouse Retreat- Chefs Indoor Outdoor Kitchen Hot Tub Steam
Interior

Escape to a Luxury Lakehouse Retreat- Chefs Indoor Outdoor Kitchen Hot Tub Steam

10.0 out of 10, Exceptional, (10)
"The house was absolutely perfect for a lake getaway weekend. It had everything you could ever want for a fun girls trip! Donatella made the planning and check in process seamless. Can't wait to stay again!"
Escape to a Luxury Lakehouse Retreat- Chefs Indoor Outdoor Kitchen Hot Tub Steam
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
Smart TV, fireplace, books

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

10.0 out of 10, Exceptional, (12)
"The house worked very well for our family holiday. Very clean, had everything we needed "
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
Exterior

Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust

9.6 out of 10, Exceptional, (14)
"We really enjoyed being able to stay at such a beautiful home. Between the animals and the hot tub view - the serenity will be hard to match elsewhere!"
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
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 Sherman Hotel Reviews

Rocky River Inn

Rocky River Inn

10/10 Excellent
"Our view was stunning with the river out the window! Big, clean room! Very close to New Milford and restaurants and shops! We came for the Gilmore Girls weekend and I would absolutely stay here again! "
Ashley 3-night trip
Posted 2 days ago
Rocky River Inn

Find out more about Sherman

Find out more about Sherman

Sherman Holiday Homes information

Number of reviews
607
Accommodation
300 Holiday Homes
Lowest Price
AU$941
Highest Price
AU$2,226

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