Holiday rentals near Flag Hill Winery
We found 970 holiday rentals — enter your dates for availability
Select the perfect holiday home that's near Flag Hill Winery. Holiday homes provide the best amenities for your stay with friends, family or just your pet, such as a fireplace and garden. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts – Flag Hill Winery
Showing deals for:18 Sept - 25 Sept
Image gallery for Harbor Vista House⚓️ 3rd FLR deck,Walk to Portsmouth
1010 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
Harbor Vista House⚓️ 3rd FLR deck,Walk to Portsmouth
Kittery
8% off
Price is AU$6,295
AU$6,295
for 7 nights, 1 home
AU$899 per night
includes taxes & fees
Image gallery for Amazing remodeled house that sleeps 11! Walk to downtown Portsmouth and park 8+
9.29.2 out of 10, Wonderful, (9 reviews)
Wonderful
(9 reviews)
Amazing remodeled house that sleeps 11! Walk to downtown Portsmouth and park 8+
Portsmouth
8% off
Price is AU$12,263
AU$12,263
for 7 nights, 1 home
AU$1,752 per night
includes taxes & fees
Image gallery for Lakefront Sunset-Facing Cottage Private Beach-Dock Great Fishing Barrington, NH
1010 out of 10, Exceptional, (57 reviews)
Exceptional
(57 reviews)
Lakefront Sunset-Facing Cottage Private Beach-Dock Great Fishing Barrington, NH
Barrington
12% off
Price is AU$3,203
AU$3,203
for 7 nights, 1 home
AU$458 per night
includes taxes & fees
Image gallery for Ocean Front on the Sand Salisbury Beach 4 Bedroom Home
8.88.8 out of 10, Excellent, (16 reviews)
Excellent
(16 reviews)
Ocean Front on the Sand Salisbury Beach 4 Bedroom Home
Salisbury
25% off
Price is AU$4,944
AU$4,944
for 7 nights, 1 home
AU$706 per night
includes taxes & fees
Image gallery for House on Northwood Lake, Vacation, Boating, Fishing, Swimming, Private bea
8.88.8 out of 10, Excellent, (46 reviews)
Excellent
(46 reviews)
House on Northwood Lake, Vacation, Boating, Fishing, Swimming, Private bea
Northwood
7% off
Price is AU$2,504
AU$2,504
for 7 nights, 1 home
AU$358 per night
includes taxes & fees
Image gallery for Ocean View Retreat | Dog-Friendly | Steps to Ocean
8.88.8 out of 10, Excellent, (5 reviews)
Excellent
(5 reviews)
Ocean View Retreat | Dog-Friendly | Steps to Ocean
Rye
8% off
Price is AU$6,024
AU$6,024
for 7 nights, 1 home
AU$861 per night
includes taxes & fees
Image gallery for Amazing harbor/ocean views of Pepperrell Cove
1010 out of 10, Exceptional, (29 reviews)
Exceptional
(29 reviews)
Amazing harbor/ocean views of Pepperrell Cove
Kittery Point
8% off
Price is AU$8,348
AU$8,348
for 7 nights, 1 home
AU$1,193 per night
includes taxes & fees
Image gallery for Lovely Waterfront Suite near Portsmouth
1010 out of 10, Exceptional, (141 reviews)
Exceptional
(141 reviews)
Lovely Waterfront Suite near Portsmouth
Dover
8% off
Price is AU$3,493
AU$3,493
for 7 nights, 1 home
AU$499 per night
includes taxes & fees
Image gallery for Stunning updated cottage. Includes canoe! Dog Friendly!
9.89.8 out of 10, Exceptional, (46 reviews)
Exceptional
(46 reviews)
Stunning updated cottage. Includes canoe! Dog Friendly!
Northwood
8% off
Price is AU$1,738
AU$1,738
for 7 nights, 1 cottage
AU$248 per night
includes taxes & fees
Image gallery for Stunning York Beach Home Steps from York Harbor, shopping & More!
1010 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)
Stunning York Beach Home Steps from York Harbor, shopping & More!
York
11% off
Price is AU$6,623
AU$6,623
for 7 nights, 1 home
AU$946 per night
includes taxes & fees
Image gallery for Welcome to the Lake
1010 out of 10, Exceptional, (42 reviews)
Exceptional
(42 reviews)
Welcome to the Lake
Northwood
8% off
Price is AU$2,894
AU$2,894
for 7 nights, 1 cottage
AU$413 per night
includes taxes & fees
Image gallery for 🔥Warm, Spacious, Free Wine🍷Entire Apt, Self CheckIn!
9.09.0 out of 10, Wonderful, (10 reviews)
Wonderful
(10 reviews)
🔥Warm, Spacious, Free Wine🍷Entire Apt, Self CheckIn!
Dover
8% off
Price is AU$2,015
AU$2,015
for 7 nights, 1 apartment
AU$288 per night
includes taxes & fees
Image gallery for 🤓Clever Studio🍷Free Wine☕️Coffee / Tea Bar - Free Parking!
9.89.8 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)
🤓Clever Studio🍷Free Wine☕️Coffee / Tea Bar - Free Parking!
Dover
8% off
Price is AU$1,886
AU$1,886
for 7 nights, 1 apartment
AU$269 per night
includes taxes & fees
Image gallery for Private Waterfront Home
1010 out of 10, Exceptional, (17 reviews)
Exceptional
(17 reviews)
Private Waterfront Home
Sandown
8% off
Price is AU$6,849
AU$6,849
for 7 nights, 1 home
AU$978 per night
includes taxes & fees
Image gallery for Harbor Serenity | Private Deck | Mins to Beach
9.29.2 out of 10, Wonderful, (11 reviews)
Wonderful
(11 reviews)
Harbor Serenity | Private Deck | Mins to Beach
Rye
8% off
Price is AU$3,731
AU$3,731
for 7 nights, 1 apartment
AU$533 per night
includes taxes & fees
Image gallery for West End | Pet-Friendly | Fenced-in Yard | Grill
9.49.4 out of 10, Exceptional, (37 reviews)
Exceptional
(37 reviews)
West End | Pet-Friendly | Fenced-in Yard | Grill
Portsmouth
8% off
Price is AU$4,517
AU$4,517
for 7 nights, 1 home
AU$645 per night
includes taxes & fees
Image gallery for Harris Ave Hideaway | Harbor Deck | Walk to Beach
1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Harris Ave Hideaway | Harbor Deck | Walk to Beach
Hampton
8% off
Price is AU$3,452
AU$3,452
for 7 nights, 1 home
AU$493 per night
includes taxes & fees
Image gallery for Echo Hill Farm Guest House w/ Hot Tub
1010 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
Echo Hill Farm Guest House w/ Hot Tub
Deerfield
8% off
Price is AU$2,083
AU$2,083
for 7 nights, 1 room
AU$298 per night
includes taxes & fees
Image gallery for The Salty Dog | Pet-Friendly | Private Yard
9.89.8 out of 10, Exceptional, (34 reviews)
Exceptional
(34 reviews)
The Salty Dog | Pet-Friendly | Private Yard
Hampton
8% off
Price is AU$3,115
AU$3,115
for 7 nights, 1 home
AU$445 per night
includes taxes & fees
Image gallery for Luxurious Spa Suite with Jacuzzi, Outdoor Sauna, Plunge Pool and Steam-bath
9.89.8 out of 10, Exceptional, (69 reviews)
Exceptional
(69 reviews)
Luxurious Spa Suite with Jacuzzi, Outdoor Sauna, Plunge Pool and Steam-bath
Durham
8% off
Price is AU$3,157
AU$3,157
for 7 nights, 1 home
AU$451 per night
includes taxes & fees
Image gallery for Hampton NH / North Beach / Plaice Cove <br>Luxury whole house and great yard.
1010 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
Hampton NH / North Beach / Plaice Cove <br>Luxury whole house and great yard.
Hampton
8% off
Price is AU$4,955
AU$4,955
for 7 nights, 1 home
AU$708 per night
includes taxes & fees
Image gallery for 💥Brand New Unit! - UNH👩🏻🎓Portsmouth - FreeWine🍷
9.09.0 out of 10, Wonderful, (10 reviews)
Wonderful
(10 reviews)
💥Brand New Unit! - UNH👩🏻🎓Portsmouth - FreeWine🍷
Dover
8% off
Price is AU$1,947
AU$1,947
for 7 nights, 1 apartment
AU$278 per night
includes taxes & fees
Image gallery for Federal on Exeter | Circa 1805 | Pet-Friendly
9.89.8 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)
Federal on Exeter | Circa 1805 | Pet-Friendly
Epping
7% off
Price is AU$2,894
AU$2,894
for 7 nights, 1 apartment
AU$413 per night
includes taxes & fees
Image gallery for Beachfront Getaway-06
9.49.4 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)
Beachfront Getaway-06
Hampton
8% off
Price is AU$3,130
AU$3,130
for 7 nights, 1 apartment
AU$447 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - Flag Hill Winery
Cozy RV in Wonderful Northwood with AC, WiFi, Kayaks & canoe!
Sleeps 2 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptional
exceptional
3 reviews
(3 reviews)
Lakefront Orange Cottage
Sleeps 4 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderful
wonderful
12 reviews
(12 reviews)
Lake Cottage Studio, Sandy Beach, RowBoat & Kayaks, Awesome Fishing, Swimming
Sleeps 2 · 1 bathroom
9.89.8 out of 10
Exceptional
exceptional
38 reviews
(38 reviews)
King Suite at Public House, food trucks & craft beer on site, walk to UNH & town
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptional
exceptional
15 reviews
(15 reviews)
☀ Bright and Charming Single-Family Home at Baxter Lake - Dog Friendly
Sleeps 4 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptional
exceptional
25 reviews
(25 reviews)
Stunning updated cottage. Includes canoe! Dog Friendly!
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptional
exceptional
46 reviews
(46 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value