Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Winchester
Check in / Check out
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Europe
Europe
Italy
Italy
Caribbean
Caribbean
Mexico
Mexico
South America
South America
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Gift cards
Airbnb your home
Help Centre
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Countryside
Lake
Cabins
Amazing pools
Amazing views
Ski-in/out
Farms
Play
Rooms
Vineyards
Chef's kitchens
Tiny homes
Lakefront
Bed & breakfasts
Barns
New
Off-the-grid
Design
A-frames
Trending
Golfing
Grand pianos
Mansions
Camping
Tree houses
Yurts
Skiing
Filters
0
Show map
Search results; Over 1,000 places in Winchester
Over 1,000 places in Winchester
Guest favourite
Guest favourite
Apartment in Winchester
Downtown Loft above Winery and Distillery
1 double bed
1 double bed
7 – 12 Apr
7 – 12 Apr
$816 AUD
total
Show price breakdown
$816 AUD total
4.93 out of 5 average rating, 159 reviews
4.93 (159)
Guest favourite
Guest favourite
Guesthouse in Winchester
The Higgle House: A Sweetwater Farm Stay
2 queen beds
2 queen beds
1 – 6 Apr
1 – 6 Apr
$960 AUD
total
Show price breakdown
$960 AUD total
4.89 out of 5 average rating, 57 reviews
4.89 (57)
Superhost
Superhost
Home in Winchester
Dragonfly Cottages: A Sweetwater Stay
4 beds
4 beds
5 – 10 Apr
5 – 10 Apr
$1,016 AUD
$931 AUD
total
Show price breakdown
$931 AUD total, originally $1,016 AUD
New place to stay
New
Guest favourite
Guest favourite
Chalet in Winchester
Chalet Sonsie: A Sweetwater Stay
3 beds
3 beds
11 – 16 May
11 – 16 May
$1,595 AUD
total
Show price breakdown
$1,595 AUD total
4.86 out of 5 average rating, 56 reviews
4.86 (56)
Guest favourite
Guest favourite
Tiny home in Winchester
The Overlook: A Sweetwater Stay
2 beds
2 beds
8 – 13 Apr
8 – 13 Apr
$1,442 AUD
total
Show price breakdown
$1,442 AUD total
4.98 out of 5 average rating, 64 reviews
4.98 (64)
Superhost
Superhost
Cottage in Winchester
Cozy lakefront cottage on Forest Lake
4 beds
4 beds
1 – 6 Apr
1 – 6 Apr
$3,119 AUD
total
Show price breakdown
$3,119 AUD total
4.89 out of 5 average rating, 18 reviews
4.89 (18)
Guest favourite
Guest favourite
Apartment in Winchester
Beautiful lake side getaway, quiet.
3 beds
3 beds
1 – 6 Apr
1 – 6 Apr
$1,392 AUD
total
Show price breakdown
$1,392 AUD total
4.74 out of 5 average rating, 39 reviews
4.74 (39)
Superhost
Superhost
Home in Winchester
Firefly Cottage: A Sweetwater Stay
3 beds
3 beds
6 – 11 May
6 – 11 May
$993 AUD
total
Show price breakdown
$993 AUD total
Guest favourite
Guest favourite
Townhouse in Winchester
Timber Frame Loft
1 queen bed
1 queen bed
15 – 20 Apr
15 – 20 Apr
$760 AUD
total
Show price breakdown
$760 AUD total
4.88 out of 5 average rating, 66 reviews
4.88 (66)
Guest favourite
Guest favourite
Holiday home in Winchester
Lakefront Elegance with your own private beach
2 beds
2 beds
1 – 6 May
1 – 6 May
$2,092 AUD
total
Show price breakdown
$2,092 AUD total
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Guest favourite
Guest favourite
Home in Ashuelot
Historic Home on River Covered Bridge Views
4 beds
4 beds
1 – 6 Sept
1 – 6 Sept
$1,536 AUD
total
Show price breakdown
$1,536 AUD total
4.98 out of 5 average rating, 86 reviews
4.98 (86)
Guest favourite
Guest favourite
Apartment in Vernon
Farm land view.
1 queen bed
1 queen bed
1 – 6 Apr
1 – 6 Apr
$964 AUD
total
Show price breakdown
$964 AUD total
4.96 out of 5 average rating, 130 reviews
4.96 (130)
Guest favourite
Guest favourite
Cottage in Bernardston
Cozy, Quiet Cottage on Country rd 2 mil from I-91
2 beds
2 beds
14 – 19 Apr
14 – 19 Apr
$1,237 AUD
total
Show price breakdown
$1,237 AUD total
4.88 out of 5 average rating, 282 reviews
4.88 (282)
Guest favourite
Guest favourite
Home in Swanzey
Hillside Haven: Luxe Farm Escape | 5BR-2 King Beds
7 beds
7 beds
12 – 17 Apr
12 – 17 Apr
$3,776 AUD
$3,488 AUD
total
Show price breakdown
$3,488 AUD total, originally $3,776 AUD
4.95 out of 5 average rating, 19 reviews
4.95 (19)
Guest favourite
Guest favourite
Tiny home in Brattleboro
Sweet Vermont Tiny Home Get Away
1 double bed
1 double bed
14 – 19 Apr
14 – 19 Apr
$865 AUD
$751 AUD
total
Show price breakdown
$751 AUD total, originally $865 AUD
4.92 out of 5 average rating, 25 reviews
4.92 (25)
Guest favourite
Guest favourite
Home in Keene
Little House with Lots to Offer
3 beds
3 beds
7 – 12 Apr
7 – 12 Apr
$1,167 AUD
$1,075 AUD
total
Show price breakdown
$1,075 AUD total, originally $1,167 AUD
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Guest favourite
Guest favourite
Home in Chesterfield
Charming Country Home
3 beds
3 beds
1 – 6 Apr
1 – 6 Apr
$1,718 AUD
total
Show price breakdown
$1,718 AUD total
4.97 out of 5 average rating, 225 reviews
4.97 (225)
Superhost
Superhost
Cottage in Warwick
By Still Waters Cottage
5 beds
5 beds
1 – 6 Apr
1 – 6 Apr
$2,871 AUD
total
Show price breakdown
$2,871 AUD total
5.0 out of 5 average rating, 19 reviews
5.0 (19)
1
2
3
4
…
15
Enter dates and number of guests to show the total trip price including additional fees (but excluding any taxes).