Holiday rentals near Flag Hill Winery
We found 921 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:1 Aug - 8 Aug
Image gallery for Hampton Beach is calling. Sleeps 10! Coastal cottage walk to everything!
1010 out of 10 rating
Exceptional
(7 reviews)
Hampton Beach is calling. Sleeps 10! Coastal cottage walk to everything!
Hampton, NH
8% off
Price is NZ$6,183
NZ$6,183
NZ$883 per night
includes taxes & fees
Image gallery for lovely 2-bedroom apartment with pool 2C
8.48.4 out of 10 rating
Very good
(5 reviews)
lovely 2-bedroom apartment with pool 2C
Hampton, NH
7% off
Price is NZ$6,033
NZ$6,033
NZ$862 per night
includes taxes & fees
Image gallery for Whale's Tale - Boutique Studio Condo w/Pool 🐳
8.68.6 out of 10 rating
Excellent
(8 reviews)
Whale's Tale - Boutique Studio Condo w/Pool 🐳
Hampton, NH
8% off
Price is NZ$3,751
NZ$3,751
NZ$536 per night
includes taxes & fees
Image gallery for ☀ Bright and Charming Single-Family Home at Baxter Lake - Dog Friendly
9.69.6 out of 10 rating
Exceptional
(19 reviews)
☀ Bright and Charming Single-Family Home at Baxter Lake - Dog Friendly
Farmington, NH
8% off
Price is NZ$4,394
NZ$4,394
NZ$628 per night
includes taxes & fees
Image gallery for The 207 - Maine's Modern Escape
9.89.8 out of 10 rating
Exceptional
(6 reviews)
The 207 - Maine's Modern Escape
South Berwick, ME
8% off
Price is NZ$6,468
NZ$6,468
NZ$924 per night
includes taxes & fees
Image gallery for Award Winning House in Portmouth's South End
1010 out of 10 rating
Exceptional
(26 reviews)
Award Winning House in Portmouth's South End
Portsmouth, NH
9% off
Price is NZ$8,462
NZ$8,462
NZ$1,209 per night
includes taxes & fees
Image gallery for Welcome to Marsh-Mellow! Seabrook Beach, NH
1010 out of 10 rating
Exceptional
(13 reviews)
Welcome to Marsh-Mellow! Seabrook Beach, NH
Seabrook, NH
13% off
Price is NZ$2,704
NZ$2,704
NZ$386 per night
includes taxes & fees
Image gallery for Lake Cottage Studio, Sandy Beach, RowBoat & Kayaks, Awesome Fishing, Swimming
9.89.8 out of 10 rating
Exceptional
(37 reviews)
Lake Cottage Studio, Sandy Beach, RowBoat & Kayaks, Awesome Fishing, Swimming
Northwood, NH
8% off
Price is NZ$2,671
NZ$2,671
NZ$382 per night
includes taxes & fees
Image gallery for Classic Boutique Farmhouse - Walk to Town - Historic Charm
1010 out of 10 rating
Exceptional
(12 reviews)
Classic Boutique Farmhouse - Walk to Town - Historic Charm
Dover, NH
8% off
Price is NZ$4,428
NZ$4,428
NZ$633 per night
includes taxes & fees
Image gallery for Charming Retreat, perfect family getaway, in tree farm with 100 & 80ac ponds
1010 out of 10 rating
Exceptional
(6 reviews)
Charming Retreat, perfect family getaway, in tree farm with 100 & 80ac ponds
Northwood, NH
31% off
Price is NZ$5,045
NZ$5,045
NZ$721 per night
includes taxes & fees
Image gallery for Lake house sleeps 5 in Hampstead NH. Relax on Sunset Lake. 
1010 out of 10 rating
Exceptional
(6 reviews)
Lake house sleeps 5 in Hampstead NH. Relax on Sunset Lake. 
Hampstead, NH
8% off
Price is NZ$3,975
NZ$3,975
NZ$568 per night
includes taxes & fees
Image gallery for 4 BR Serene Home Nestled Amongst the Canopy of Majestic Trees
1010 out of 10 rating
Exceptional
(12 reviews)
4 BR Serene Home Nestled Amongst the Canopy of Majestic Trees
Derry, NH
8% off
Price is NZ$6,603
NZ$6,603
NZ$943 per night
includes taxes & fees
Image gallery for Oceanview Studio Condo
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Oceanview Studio Condo
Hampton, NH
13% off
Price is NZ$2,865
NZ$2,865
NZ$409 per night
includes taxes & fees
Image gallery for Charming Stay Downtown Dover – Free Wine!
9.69.6 out of 10 rating
Exceptional
(17 reviews)
Charming Stay Downtown Dover – Free Wine!
Dover, NH
8% off
Price is NZ$3,120
NZ$3,120
NZ$446 per night
includes taxes & fees
Image gallery for Luxurious Spa Suite with Jacuzzi, Outdoor Sauna, Plunge Pool and Steam-bath
1010 out of 10 rating
Exceptional
(52 reviews)
Luxurious Spa Suite with Jacuzzi, Outdoor Sauna, Plunge Pool and Steam-bath
Durham, NH
8% off
Price is NZ$3,707
NZ$3,707
NZ$530 per night
includes taxes & fees
Image gallery for Studio Condo 2 minute walk across the street to the beach.
9.09.0 out of 10 rating
Wonderful
(24 reviews)
Studio Condo 2 minute walk across the street to the beach.
Hampton, NH
8% off
Price is NZ$2,833
NZ$2,833
NZ$405 per night
includes taxes & fees
Image gallery for 🤓Clever Studio🍷Free Wine☕️Coffee / Tea Bar - Free Parking!
9.89.8 out of 10 rating
Exceptional
(9 reviews)
🤓Clever Studio🍷Free Wine☕️Coffee / Tea Bar - Free Parking!
Dover, NH
8% off
Price is NZ$3,389
NZ$3,389
NZ$484 per night
includes taxes & fees
Image gallery for Downtown Escape ❤️ Deck, Fireplace, 95 WalkScore
9.89.8 out of 10 rating
Exceptional
(45 reviews)
Downtown Escape ❤️ Deck, Fireplace, 95 WalkScore
Portsmouth, NH
8% off
Price is NZ$7,989
NZ$7,989
NZ$1,141 per night
includes taxes & fees
Image gallery for The Posh Plum - Fun and Easy Beach Vacation
1010 out of 10 rating
Exceptional
(6 reviews)
The Posh Plum - Fun and Easy Beach Vacation
Hampton, NH
8% off
Price is NZ$5,448
NZ$5,448
NZ$778 per night
includes taxes & fees
Image gallery for Downtown Portsmouth Private Getaway! (CDC Safe)
8.88.8 out of 10 rating
Excellent
(12 reviews)
Downtown Portsmouth Private Getaway! (CDC Safe)
Portsmouth, NH
7% off
Price is NZ$3,712
NZ$3,712
NZ$530 per night
includes taxes & fees
Image gallery for 2-Bedroom Apt - Dover/Portsmouth
1010 out of 10 rating
Exceptional
(19 reviews)
2-Bedroom Apt - Dover/Portsmouth
Dover, NH
8% off
Price is NZ$3,500
NZ$3,500
NZ$500 per night
includes taxes & fees
Image gallery for 💋Kissing Downtown - Parking Spot! Sleeps 5🖐Free Wine🍷
9.69.6 out of 10 rating
Exceptional
(27 reviews)
💋Kissing Downtown - Parking Spot! Sleeps 5🖐Free Wine🍷
Dover, NH
8% off
Price is NZ$3,522
NZ$3,522
NZ$503 per night
includes taxes & fees
Image gallery for Beautiful, Safe and Clean Garden Style Apartment Close to Everything!!!!
9.49.4 out of 10 rating
Exceptional
(41 reviews)
Beautiful, Safe and Clean Garden Style Apartment Close to Everything!!!!
Portsmouth, NH
17% off
Price is NZ$2,540
NZ$2,540
NZ$363 per night
includes taxes & fees
Image gallery for Coastal Cottage - Porch, Grill, Walk to Portsmouth
1010 out of 10 rating
Exceptional
(23 reviews)
Coastal Cottage - Porch, Grill, Walk to Portsmouth
Kittery, ME
8% off
Price is NZ$10,369
NZ$10,369
NZ$1,481 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Flag Hill Winery
Kick back and relax in this calm, stylish in-law suite.
Sleeps 7 · 3 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Spacious 6BR close to Portsmouth, beaches and UNH
Sleeps 16 · 6 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
Fabulous Get Away for Adults w/beautiful pool & yard
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The Lobster Claw - Perfect Location Near Beach/Boardwalk
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Beautiful, Safe and Clean Garden Style Apartment Close to Everything!!!!
Sleeps 4 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
41 reviews(41 reviews)
Stunning updated cottage. Includes canoe! Dog Friendly!
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
45 reviews(45 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