We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Search results; Over 1,000 homes in Sherman

Photo 1 of 29

Top guest favourite

Cabin in Sherman

The Cove Cabin

2 bedrooms, 2 beds, 1.5 private bathrooms

6–11 Nov

$2,608 SGD for 5 nights

,

4.96 out of 5 average rating, 463 reviews

Photo 1 of 23

Guest favourite

Home in Sherman

Designers Historic Connecticut Home

5 bedrooms, 5 beds

18–23 Oct

$3,084 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 21 reviews

Photo 1 of 21

Home in Sherman

Private 2-Acre Retreat | Candlewood Beach Access

2 bedrooms, 2 queen beds

1–6 Oct

$1,732 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

Photo 1 of 29

Top guest favourite

Home in Sherman

Slice of Paradise in the Country

2 bedrooms, 2 beds

31 Oct – 5 Nov

$1,297 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 110 reviews

Photo 1 of 29

Guest favourite

Cottage in Sherman

Candlewood Cottage

2 bedrooms, 4 beds

12–17 Oct

$3,227 SGD for 5 nights

5.0 out of 5 average rating, 7 reviews

Photo 1 of 18

Guest favourite

Loft in Sherman

Appalachian Getaway

2 bedrooms, 2 queen beds

20–25 Oct

$1,674 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 21 reviews

Photo 1 of 29

Home in Sherman

Stunning country home in Sherman

6 bedrooms, 7 beds

10–15 Jul

$8,945 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 3 reviews

Photo 1 of 11

Flat in Pawling

Cozy Retreat in Quaker Hill, Pawling

2 bedrooms, 2 beds

1–6 Oct

$1,563 SGD for 5 nights

Free cancellation

New place to stay

Photo 1 of 6

Room in Sherman

Private Room in a Charming Country Home.

1 bed

1–8 Oct

$596 SGD for 7 nights

Free cancellation

New place to stay

Photo 1 of 19

Guest favourite

Home in Sherman

Lilly Fields

4 bedrooms, 7 beds

3–10 Oct

$6,951 SGD for 7 nights

5.0 out of 5 average rating, 5 reviews

Photo 1 of 29

Top guest favourite

Home in New Milford

Charming 3BD/3BA Country Hideaway

3 bedrooms, 3 beds

19–24 Oct

$3,721 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 69 reviews

Photo 1 of 29

Top guest favourite

Home in Dover Plains

Somewhere That’s Green, Gameroom/Bar, Fenced yard

3 bedrooms, 4 beds

27 Oct – 1 Nov

$2,790 SGD for 5 nights

5.0 out of 5 average rating, 49 reviews

Photo 1 of 29

Top guest favourite

Home in Redding

Retreat with Heated Pool, 1 Mile to NYC Train

4 bedrooms, 5 beds

4–9 Oct

$2,548 SGD for 5 nights

4.99 out of 5 average rating, 109 reviews

Photo 1 of 29

Guest favourite

Cottage in New Milford

The Cottage on Babbling Brook

2 bedrooms, 5 beds

1–6 Dec

$1,714 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 256 reviews

Photo 1 of 29

Top guest favourite

Home in New Milford

Merryall Manor 5 BDR Home + Game room + Fire pit

5 bedrooms, 6 beds

1–6 Oct

$4,186 SGD for 5 nights

5.0 out of 5 average rating, 52 reviews

Photo 1 of 29

Guest favourite

Home in New Milford

Lakefront Oasis | Kayaks • Hot Tub • Fire Pit

4 bedrooms, 5 beds

12–17 Oct

$4,110 SGD for 5 nights

5.0 out of 5 average rating, 7 reviews

Photo 1 of 29

Guest favourite

Holiday home in Warren

Private new house on 10 acres of pristine nature

3 bedrooms, 4 beds

20–25 Oct

$1,871 SGD for 5 nights

4.98 out of 5 average rating, 229 reviews

Photo 1 of 29

Top guest favourite

Flat in New Fairfield

Farmhouse apartment on beautiful grounds

3 bedrooms, 4 beds

2–7 Oct

$2,493 SGD for 5 nights

5.0 out of 5 average rating, 50 reviews

Photo 1 of 29

Top guest favourite

Home in Dover Plains

Hillside Grove

4 bedrooms, 5 beds

11–16 Nov

$3,246 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 105 reviews