Holiday rentals near Walking Dunes Trailhead
We found 2,656 holiday rentals — enter your dates for availability
Scroll through and discover holiday rentals within easy reach of Walking Dunes Trailhead that can be your home away from home. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for hanging out with the people that matter most, such as parking and air conditioning. At the end of the day, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Walking Dunes Trailhead
Showing deals for:1 Aug - 8 Aug
Image gallery for Chic Modern Private Designer 1.5 Acre Private Oasis
1010 out of 10 rating
Exceptional
(6 reviews)
Chic Modern Private Designer 1.5 Acre Private Oasis
East Hampton, NY
30% off
Price is NZ$44,967
NZ$44,967
NZ$6,424 per night
includes taxes & fees
Image gallery for 4 House from Beach 4-Bd Retreat 3 bath, w/ Pool, Hot Tub, & TESLA Charger
9.89.8 out of 10 rating
Exceptional
(6 reviews)
4 House from Beach 4-Bd Retreat 3 bath, w/ Pool, Hot Tub, & TESLA Charger
East Hampton, NY
5% off
Price is NZ$24,703
NZ$24,703
NZ$3,529 per night
includes taxes & fees
Image gallery for Bright, light home w/ modern kitchen, 4-5 minute drive to East Hampton Village!
1010 out of 10 rating
Exceptional
(7 reviews)
Bright, light home w/ modern kitchen, 4-5 minute drive to East Hampton Village!
East Hampton, NY
12% off
Price is NZ$17,569
NZ$17,569
NZ$2,510 per night
includes taxes & fees
Image gallery for Minutes to East Hampton & Sag Harbor Villages
1010 out of 10 rating
Exceptional
(31 reviews)
Minutes to East Hampton & Sag Harbor Villages
East Hampton, NY
8% off
Price is NZ$31,976
NZ$31,976
NZ$4,568 per night
includes taxes & fees
Image gallery for Incredible Location, Family and Dog Friendly , minutes to flying point
9.49.4 out of 10 rating
Exceptional
(15 reviews)
Incredible Location, Family and Dog Friendly , minutes to flying point
Water Mill, NY
7% off
Price is NZ$29,703
NZ$29,703
NZ$4,243 per night
includes taxes & fees
Image gallery for Just renovated, Amazing oasis, heated pool-spa, between Sag Harbor -Southampton
1010 out of 10 rating
Exceptional
(8 reviews)
Just renovated, Amazing oasis, heated pool-spa, between Sag Harbor -Southampton
Southampton, NY
8% off
Price is NZ$28,650
NZ$28,650
NZ$4,093 per night
includes taxes & fees
Image gallery for Perfect Family home, AC, Heated Pool, 3BR 2Bath
9.89.8 out of 10 rating
Exceptional
(36 reviews)
Perfect Family home, AC, Heated Pool, 3BR 2Bath
East Hampton, NY
16% off
Price is NZ$13,137
NZ$13,137
NZ$1,877 per night
includes taxes & fees
Image gallery for Ultimate Hamptons Vacation Estate
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Ultimate Hamptons Vacation Estate
Sag Harbor, NY
21% off
Price is NZ$57,612
NZ$57,612
NZ$8,230 per night
includes taxes & fees
Image gallery for Idyllic Beach Front Access Cottage, East Hampton
1010 out of 10 rating
Exceptional
(6 reviews)
Idyllic Beach Front Access Cottage, East Hampton
East Hampton, NY
8% off
Price is NZ$21,168
NZ$21,168
NZ$3,024 per night
includes taxes & fees
Image gallery for Stunning Hampton Holiday Family Fantasy for your Team
9.89.8 out of 10 rating
Exceptional
(67 reviews)
Stunning Hampton Holiday Family Fantasy for your Team
East Hampton, NY
8% off
Price is NZ$93,133
NZ$93,133
NZ$13,305 per night
includes taxes & fees
Image gallery for 8/6-8/13 special Prime Wainscott Estate South of Highway
1010 out of 10 rating
Exceptional
(7 reviews)
8/6-8/13 special Prime Wainscott Estate South of Highway
Wainscott, NY
8% off
Price is NZ$47,203
NZ$47,203
NZ$6,743 per night
includes taxes & fees
Image gallery for Beautiful East Hampton Home
1010 out of 10 rating
Exceptional
(57 reviews)
Beautiful East Hampton Home
East Hampton, NY
8% off
Price is NZ$25,910
NZ$25,910
NZ$3,701 per night
includes taxes & fees
Image gallery for Beautiful SagHarbour Village W/Heated pool 5 min walk to Beach/Restaurant/Museum
1010 out of 10 rating
Exceptional
(45 reviews)
Beautiful SagHarbour Village W/Heated pool 5 min walk to Beach/Restaurant/Museum
Sag Harbor, NY
8% off
Price is NZ$33,843
NZ$33,843
NZ$4,835 per night
includes taxes & fees
Image gallery for Close to Montauk/ East Hapmton/Springs Getaway
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Close to Montauk/ East Hapmton/Springs Getaway
East Hampton, NY
8% off
Price is NZ$19,949
NZ$19,949
NZ$2,850 per night
includes taxes & fees
Image gallery for EH VILLAGE: WALK TO RESTAURANTS, BIKE TO BEACH!
1010 out of 10 rating
Exceptional
(11 reviews)
EH VILLAGE: WALK TO RESTAURANTS, BIKE TO BEACH!
East Hampton, NY
8% off
Price is NZ$17,872
NZ$17,872
NZ$2,553 per night
includes taxes & fees
Image gallery for Updated Modern Waterfront condo with private beach, pool, tennis, pier & more.<br>
1010 out of 10 rating
Exceptional
(51 reviews)
Updated Modern Waterfront condo with private beach, pool, tennis, pier & more.<br>
Montauk, NY
8% off
Price is NZ$9,668
NZ$9,668
NZ$1,381 per night
includes taxes & fees
Image gallery for Everything in Hamptons special discount available for weekly and monthly renters
1010 out of 10 rating
Exceptional
(7 reviews)
Everything in Hamptons special discount available for weekly and monthly renters
Water Mill, NY
8% off
Price is NZ$109,413
NZ$109,413
NZ$15,630 per night
includes taxes & fees
Image gallery for Yellowstone In The Hamptons ~ 18-Acre Estate Surrounded By A Nature Preserve
1010 out of 10 rating
Exceptional
(17 reviews)
Yellowstone In The Hamptons ~ 18-Acre Estate Surrounded By A Nature Preserve
Water Mill, NY
16% off
Price is NZ$42,164
NZ$42,164
NZ$6,023 per night
includes taxes & fees
Image gallery for Endless Views From 5-Bedroom Montauk Getaway House
1010 out of 10 rating
Exceptional
(51 reviews)
Endless Views From 5-Bedroom Montauk Getaway House
Montauk, NY
8% off
Price is NZ$27,410
NZ$27,410
NZ$3,916 per night
includes taxes & fees
Image gallery for Beachfront Heated Pool Hot Tub Orient Village Modern Dream Home
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Beachfront Heated Pool Hot Tub Orient Village Modern Dream Home
Orient, NY
8% off
Price is NZ$27,653
NZ$27,653
NZ$3,950 per night
includes taxes & fees
Image gallery for Beach/Waterfront 7.2 ac Estate with Dockage -40 ft
1010 out of 10 rating
Exceptional
(38 reviews)
Beach/Waterfront 7.2 ac Estate with Dockage -40 ft
Greenport, NY
8% off
Price is NZ$21,609
NZ$21,609
NZ$3,087 per night
includes taxes & fees
Image gallery for Newly renovated Modern East Hampton Home / Walk to Bay Beaches
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Newly renovated Modern East Hampton Home / Walk to Bay Beaches
East Hampton, NY
8% off
Price is NZ$20,758
NZ$20,758
NZ$2,965 per night
includes taxes & fees
Image gallery for Perfectly Located, Newly Renovated Montauk Beach House with Plunge Pool/Hot Tub
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Perfectly Located, Newly Renovated Montauk Beach House with Plunge Pool/Hot Tub
Montauk, NY
8% off
Price is NZ$23,550
NZ$23,550
NZ$3,364 per night
includes taxes & fees
Image gallery for NEW VICTORIAN GEM IN GREENPORT
9.89.8 out of 10 rating
Exceptional
(10 reviews)
NEW VICTORIAN GEM IN GREENPORT
Greenport, NY
7% off
Price is NZ$13,066
NZ$13,066
NZ$1,867 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Walking Dunes Trailhead
Iconic Mystic Mansion
Sleeps 14 · 6 bedrooms · 6+ bathrooms
1010 out of 10
Exceptionalexceptional
65 reviews(65 reviews)
4 bedroom 2.5 bath AC,Decks Pvt Beach,HotTub Seasonal FirePit 1-Week Min Summer
Sleeps 8 · 4 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Montauk, Hither Hills, 4 bedroom, private ocean access, beach house
Sleeps 10 · 4 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
43 reviews(43 reviews)
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
Sleeps 12 · 4 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
99 reviews(99 reviews)
Newly Renovated Montauk Condo with Ocean Views!
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
79 reviews(79 reviews)
Luxury Home-spectacular Water View, Sunsets, Gorgeous Pool, Direct Water Access
Sleeps 15 · 6 bedrooms · 3+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
54 reviews(54 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