Winchester fishing vacation rentals
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Winchester
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winchester vacation rentals
Other great vacation rentals in Winchester
Home in Putney
4.85 out of 5 average rating, 124 reviewsSpacious Loft with View
May 29 – Jun 5
Home in Winchendon
4.8 out of 5 average rating, 145 reviewsWaterfront home 2 bedrooms withdeck beach and dock
Nov 9 – 16
Home in New Lebanon
4.99 out of 5 average rating, 348 reviewsThe old sawmill from 1771
Nov 20 – 27
Home in Mont Vernon
4.96 out of 5 average rating, 136 reviewsSerenity on the Pond ~ Private Waterfront, Hot Tub
Aug 23 – 30
Home in Athol
4.92 out of 5 average rating, 132 reviewsBig Post and Beam Lake House
Apr 25 – May 2
Home in Wilmington
4.94 out of 5 average rating, 241 reviewsWilmington. Easy walk to center of town.
Aug 1 – 8
Home in Argyle
4.93 out of 5 average rating, 151 reviewsHigh Oaks Lodge on Cossayuna Lake
Jun 19 – 26
Home in South Londonderry
4.85 out of 5 average rating, 101 reviewsLovers Honey Pond Treehouse with hot tub & sauna
Feb 16 – 23
Winchester fishing house rentals
Home in Winhall
4.9 out of 5 average rating, 185 reviewsA+ Stratton shuttle, Hot Tub, Sauna, 2 masters
Jul 15 – 22
Home in Sunapee
4.98 out of 5 average rating, 130 reviews@SunapeeSeasons—Across from Dewey Beach, Lake View
Feb 28 – Mar 7
Home in Oakham
5.0 out of 5 average rating, 146 reviewsLovely & Peaceful Waterfront Vacation Retreat
Apr 20 – 27
Home in Becket
4.93 out of 5 average rating, 118 reviewsLake front retreat - Stylish Berkshire home
Nov 23 – 30
Home in Lempster
4.96 out of 5 average rating, 123 reviewsBeautiful waterfront lake house, four season home
Apr 27 – May 4
Home in Lempster
4.88 out of 5 average rating, 368 reviewsDreamy lakefront cottage with views to die for!
Apr 15 – 20
Home in Orange
4.88 out of 5 average rating, 52 reviewsFour Season Cozy Lake House
May 26 – Jun 2
Home in Chesterfield
4.95 out of 5 average rating, 41 reviewsThe River House
Sep 27 – Oct 4
Other great vacation rentals in Winchester
Guest suite in Montague
4.93 out of 5 average rating, 164 reviewsGreat Falls Private Suite
Sep 4 – 11
Cabin in Brattleboro
4.89 out of 5 average rating, 444 reviewsCottage
Jun 10 – 17
Apartment in Greenfield
4.96 out of 5 average rating, 274 reviewsMohawk Trail View/ private apt. no cleaning Fee
Jul 1 – 8
Apartment in Brattleboro
4.96 out of 5 average rating, 284 reviewsApt in town 2 BR/2 levels in Victorian Farmhouse
May 23 – 30
Apartment in Dummerston
4.96 out of 5 average rating, 163 reviewsHeART Barn Retreat
Oct 26 – Nov 2
Guest suite in Sunderland
5.0 out of 5 average rating, 144 reviewsBright private suite minutes to Five College area
Aug 29 – Sep 5
Barn in Chester
4.99 out of 5 average rating, 496 reviewsInviting studio apartment above barn in Vermont
Oct 13 – 20
Guesthouse in Fitzwilliam
4.86 out of 5 average rating, 333 reviewsTranquil Guest House with Sauna & Hiking
Oct 15 – 22
Destinations to explore
- Cambridge Vacation rentals
- Salem Vacation rentals
- Lake George Vacation rentals
- Providence Vacation rentals
- Philadelphia Vacation rentals
- New York Vacation rentals
- Jersey City Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Québec City Vacation rentals
- Québec Vacation rentals
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes