
Holiday rentals near Winnekenni Castle
We found 1,007 holiday rentals — enter your dates for availability
If you'd like to stay close to Winnekenni Castle, take a look at private holiday rentals to find the perfect home base for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, such as Wi-Fi and cable TV. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Winnekenni Castle
Showing deals for:7 Nov - 14 Nov
Image gallery for Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home

9.69.6 out of 10 rating
Exceptional
(95 reviews)
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home
North Hampton, NH
8% off
Price is AU$17,439
AU$17,439
AU$2,491 per night
includes taxes & fees
Image gallery for Coastal Cottage on Private Island, overlooking the Essex Great Marsh

1010 out of 10 rating
Exceptional
(10 reviews)
Coastal Cottage on Private Island, overlooking the Essex Great Marsh
Essex, MA
12% off
Price is AU$5,600
AU$5,600
AU$800 per night
includes taxes & fees
Image gallery for 3 Bedrooms, 2 Baths Ranch Style Living on Spacious Intown Andover Location

1010 out of 10 rating
Exceptional
(22 reviews)
3 Bedrooms, 2 Baths Ranch Style Living on Spacious Intown Andover Location
Andover, MA
8% off
Price is AU$6,260
AU$6,260
AU$894 per night
includes taxes & fees
Image gallery for Spacious and Charming 6-Bed Beach House in Salisbury

1010 out of 10 rating
Exceptional
(5 reviews)
Spacious and Charming 6-Bed Beach House in Salisbury
Salisbury, MA
8% off
Price is AU$8,263
AU$8,263
AU$1,180 per night
includes taxes & fees
Image gallery for The Hive: A Honeybee-Themed Retreat. Wi-fi, Video Games, EV Charger, Garden View

1010 out of 10 rating
Exceptional
(10 reviews)
The Hive: A Honeybee-Themed Retreat. Wi-fi, Video Games, EV Charger, Garden View
Billerica, MA
19% off
Price is AU$1,956
AU$1,956
AU$279 per night
includes taxes & fees
Image gallery for Magnificent Waterfront Home with Pool

1010 out of 10 rating
Exceptional
(7 reviews)
Magnificent Waterfront Home with Pool
Newburyport, MA
8% off
Price is AU$14,414
AU$14,414
AU$2,059 per night
includes taxes & fees
Image gallery for Former Carriage House on Plum Island Massachusetts

9.89.8 out of 10 rating
Exceptional
(71 reviews)
Former Carriage House on Plum Island Massachusetts
Newburyport, MA
8% off
Price is AU$4,410
AU$4,410
AU$630 per night
includes taxes & fees
Image gallery for 2 BR CONDO 2 MIN. WALK TO OCEAN/BEACH

8.88.8 out of 10 rating
Excellent
(5 reviews)
2 BR CONDO 2 MIN. WALK TO OCEAN/BEACH
Hampton, NH
8% off
Price is AU$2,673
AU$2,673
AU$382 per night
includes taxes & fees
Image gallery for Dog Daze One- South End NBT

9.69.6 out of 10 rating
Exceptional
(8 reviews)
Dog Daze One- South End NBT
Newburyport, MA
16% off
Price is AU$2,710
AU$2,710
AU$387 per night
includes taxes & fees
Image gallery for Welcome to the gateway of New Hampshire

1010 out of 10 rating
Exceptional
(11 reviews)
Welcome to the gateway of New Hampshire
Windham, NH
8% off
Price is AU$5,539
AU$5,539
AU$791 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
(15 reviews)
4 BR Serene Home Nestled Amongst the Canopy of Majestic Trees
Derry, NH
8% off
Price is AU$4,263
AU$4,263
AU$609 per night
includes taxes & fees
Image gallery for Historic 1686 Home Near Downtown l 5BR Retreat

9.89.8 out of 10 rating
Exceptional
(10 reviews)
Historic 1686 Home Near Downtown l 5BR Retreat
Beverly, MA
8% off
Price is AU$7,780
AU$7,780
AU$1,111 per night
includes taxes & fees
Image gallery for Coastal Plum Island Cottage Steps From Beach

9.89.8 out of 10 rating
Exceptional
(16 reviews)
Coastal Plum Island Cottage Steps From Beach
Newbury, MA
9% off
Price is AU$4,436
AU$4,436
AU$634 per night
includes taxes & fees
Image gallery for Direct Ocean Front Salisbury Beach South Side New Construction!

1010 out of 10 rating
Exceptional
(8 reviews)
Direct Ocean Front Salisbury Beach South Side New Construction!
Salisbury, MA
8% off
Price is AU$6,884
AU$6,884
AU$983 per night
includes taxes & fees
Image gallery for Plum Island Waterfront with 360 water views and roof deck!

9.89.8 out of 10 rating
Exceptional
(19 reviews)
Plum Island Waterfront with 360 water views and roof deck!
Newbury, MA
8% off
Price is AU$9,343
AU$9,343
AU$1,335 per night
includes taxes & fees
Image gallery for Ocean Front Penthouse Suite Magnificent Oceans views & King Bed

1010 out of 10 rating
Exceptional
(16 reviews)
Ocean Front Penthouse Suite Magnificent Oceans views & King Bed
Hampton, NH
11% off
Price is AU$2,408
AU$2,408
AU$344 per night
includes taxes & fees
Image gallery for Lovely Downtown Beverly

9.89.8 out of 10 rating
Exceptional
(33 reviews)
Lovely Downtown Beverly
Beverly, MA
8% off
Price is AU$3,255
AU$3,255
AU$465 per night
includes taxes & fees
Image gallery for Waterfront Cottage with Private Beach

1010 out of 10 rating
Exceptional
(7 reviews)
Waterfront Cottage with Private Beach
Newbury, MA
8% off
Price is AU$4,212
AU$4,212
AU$602 per night
includes taxes & fees
Image gallery for Linden Cottage - comfort, connection, convenience

1010 out of 10 rating
Exceptional
(33 reviews)
Linden Cottage - comfort, connection, convenience
Plaistow, NH
16% off
Price is AU$4,283
AU$4,283
AU$612 per night
includes taxes & fees
Image gallery for Walk to Beach. Private Nature and Bird Watching Trail. Quiet.

9.09.0 out of 10 rating
Wonderful
(59 reviews)
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.
Newbury, MA
18% off
Price is AU$1,931
AU$1,931
AU$276 per night
includes taxes & fees
Image gallery for ❤️ of Cape Ann, - Historic Antique Colonial yet new & modern Close 2 Everything

9.69.6 out of 10 rating
Exceptional
(26 reviews)
❤️ of Cape Ann, - Historic Antique Colonial yet new & modern Close 2 Everything
Essex, MA
21% off
Price is AU$5,382
AU$5,382
AU$769 per night
includes taxes & fees
Image gallery for Phillips Academy Area – Ideal for Families Visiting Campus & Touring New England

9.89.8 out of 10 rating
Exceptional
(67 reviews)
Phillips Academy Area – Ideal for Families Visiting Campus & Touring New England
Andover, MA
8% off
Price is AU$5,378
AU$5,378
AU$768 per night
includes taxes & fees
Image gallery for 2 bed/2bath with water views & virtual tour!

9.89.8 out of 10 rating
Exceptional
(19 reviews)
2 bed/2bath with water views & virtual tour!
Newburyport, MA
8% off
Price is AU$4,653
AU$4,653
AU$665 per night
includes taxes & fees
Image gallery for A few summer weeks are still open! Come experience the beauty of Plum Island!

1010 out of 10 rating
Exceptional
(122 reviews)
A few summer weeks are still open! Come experience the beauty of Plum Island!
Newbury, MA
6% off
Price is AU$3,097
AU$3,097
AU$442 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Winnekenni Castle
Safe Peaceful Quite Bright Gorgeous Accessibility
Sleeps 6 · 3 bedrooms · 2 bathrooms
7.67.6 out of 10
Goodgood
13 reviews(13 reviews)
Lake Front Year Round Home On Angle Pond....
Sleeps 8 · 3 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
128 reviews(128 reviews)
Large Private Guest House with Lake Views
Sleeps 6 · 3 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
A vacation house on Angle Pond in New England, USA
Sleeps 4 · 2 bedrooms · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
27 reviews(27 reviews)
2 queen and 2 twin beds
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
5BR Luxe Lakehouse: Theater, Gym, Spa, Bar, Garage
Sleeps 10 · 5 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 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