Holiday rentals near Head of the Meadow Trail
We found 1,864 holiday rentals — enter your dates for availability
Discover a selection of private holiday rentals near Head of the Meadow Trail that provide the perfect home base for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the amenities that you need and want for your stay, such as parking and air conditioning. 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 - Head of the Meadow Trail
Showing deals for:26 Sept - 3 Oct
Image gallery for Pristine home w/heated salt water pool - 5 NIGHT MIN- MIDWEEK & WEEKLY DISCOUNT
1010 out of 10 rating
Exceptional
(22 reviews)
Pristine home w/heated salt water pool - 5 NIGHT MIN- MIDWEEK & WEEKLY DISCOUNT
Eastham, MA
7% off
Price is NZ$13,323
NZ$13,323
NZ$1,903 per night
includes taxes & fees
Image gallery for Large House w/ample space- steps from Skaket Beach, close to CCRT and downtown!
1010 out of 10 rating
Exceptional
(6 reviews)
Large House w/ample space- steps from Skaket Beach, close to CCRT and downtown!
Orleans, MA
6% off
Price is NZ$15,138
NZ$15,138
NZ$2,163 per night
includes taxes & fees
Image gallery for Mid Century 3 bedroom house in private wooded setting...
8.48.4 out of 10 rating
Very good
(12 reviews)
Mid Century 3 bedroom house in private wooded setting...
Truro, MA
7% off
Price is NZ$4,265
NZ$4,265
NZ$609 per night
includes taxes & fees
Image gallery for Immaculately maintained, large beach home with heated swimming pool
9.69.6 out of 10 rating
Exceptional
(23 reviews)
Immaculately maintained, large beach home with heated swimming pool
Eastham, MA
8% off
Price is NZ$8,876
NZ$8,876
NZ$1,268 per night
includes taxes & fees
Image gallery for New for 2019 - the perfect family getaway
9.69.6 out of 10 rating
Exceptional
(9 reviews)
New for 2019 - the perfect family getaway
South Wellfleet, MA
6% off
Price is NZ$6,481
NZ$6,481
NZ$926 per night
includes taxes & fees
Image gallery for Gorgeous 2nd floor flat, steps from restaurants, town pier & Mayo Beach
9.69.6 out of 10 rating
Exceptional
(12 reviews)
Gorgeous 2nd floor flat, steps from restaurants, town pier & Mayo Beach
Wellfleet, MA
8% off
Price is NZ$4,227
NZ$4,227
NZ$604 per night
includes taxes & fees
Image gallery for Featured in Boston Globe- fully renovated cape w/ pool & modern barn pool house
1010 out of 10 rating
Exceptional
(12 reviews)
Featured in Boston Globe- fully renovated cape w/ pool & modern barn pool house
Orleans, MA
8% off
Price is NZ$17,899
NZ$17,899
NZ$2,557 per night
includes taxes & fees
Image gallery for Seaside Cozy Wellfleeter Cottage on Mayo Beach with 400 feet of private beach
9.89.8 out of 10 rating
Exceptional
(45 reviews)
Seaside Cozy Wellfleeter Cottage on Mayo Beach with 400 feet of private beach
Wellfleet, MA
8% off
Price is NZ$5,195
NZ$5,195
NZ$742 per night
includes taxes & fees
Image gallery for Late cancellation - 30% discount! Sunset Views -Cape Cod Bay
9.89.8 out of 10 rating
Exceptional
(14 reviews)
Late cancellation - 30% discount! Sunset Views -Cape Cod Bay
Eastham, MA
8% off
Price is NZ$6,693
NZ$6,693
NZ$956 per night
includes taxes & fees
Image gallery for Steps to a private bay beach from this private & Charming Cape! Book this Fall!
1010 out of 10 rating
Exceptional
(17 reviews)
Steps to a private bay beach from this private & Charming Cape! Book this Fall!
Eastham, MA
8% off
Price is NZ$6,262
NZ$6,262
NZ$895 per night
includes taxes & fees
Image gallery for Water View Cottage within Steps to Private Beach
1010 out of 10 rating
Exceptional
(49 reviews)
Water View Cottage within Steps to Private Beach
North Truro, MA
8% off
Price is NZ$2,985
NZ$2,985
NZ$426 per night
includes taxes & fees
Image gallery for Private Truro apt near Corn Hill Beach & Ptown, dog-friendly--laundry & parking!
1010 out of 10 rating
Exceptional
(5 reviews)
Private Truro apt near Corn Hill Beach & Ptown, dog-friendly--laundry & parking!
Truro, MA
7% off
Price is NZ$3,442
NZ$3,442
NZ$492 per night
includes taxes & fees
Image gallery for NEWLY RENOVATED, LARGE, SERENE, SUNNY HOME ON PRIVATE ROAD
1010 out of 10 rating
Exceptional
(16 reviews)
NEWLY RENOVATED, LARGE, SERENE, SUNNY HOME ON PRIVATE ROAD
North Truro, MA
7% off
Price is NZ$12,826
NZ$12,826
NZ$1,832 per night
includes taxes & fees
Image gallery for NEW KITCHEN BLUE CABINET, BACK SLASH, GRANITE COUNTERS, OUTSIDE RAIN SHOWER.
9.89.8 out of 10 rating
Exceptional
(29 reviews)
NEW KITCHEN BLUE CABINET, BACK SLASH, GRANITE COUNTERS, OUTSIDE RAIN SHOWER.
Truro, MA
5% off
Price is NZ$2,714
NZ$2,714
NZ$388 per night
includes taxes & fees
Image gallery for Tranquility at The Cape
9.09.0 out of 10 rating
Wonderful
(19 reviews)
Tranquility at The Cape
Wellfleet, MA
7% off
Price is NZ$2,616
NZ$2,616
NZ$374 per night
includes taxes & fees
Image gallery for Relax and Unwind at your Private Waterfront Beach Bungalow
1010 out of 10 rating
Exceptional
(86 reviews)
Relax and Unwind at your Private Waterfront Beach Bungalow
North Truro, MA
8% off
Price is NZ$6,843
NZ$6,843
NZ$978 per night
includes taxes & fees
Image gallery for Oceanside OSLIL COTTAGE - Walk to Lecount Hollow Beach
9.89.8 out of 10 rating
Exceptional
(43 reviews)
Oceanside OSLIL COTTAGE - Walk to Lecount Hollow Beach
Wellfleet, MA
17% off
Price is NZ$7,029
NZ$7,029
NZ$1,004 per night
includes taxes & fees
Image gallery for Sun-filled, renovated house within minutes walk to private bay sides beach.
1010 out of 10 rating
Exceptional
(23 reviews)
Sun-filled, renovated house within minutes walk to private bay sides beach.
Eastham, MA
7% off
Price is NZ$5,023
NZ$5,023
NZ$718 per night
includes taxes & fees
Image gallery for Private Road - Near Bike Trail & Beaches
9.49.4 out of 10 rating
Exceptional
(29 reviews)
Private Road - Near Bike Trail & Beaches
Eastham, MA
8% off
Price is NZ$3,580
NZ$3,580
NZ$511 per night
includes taxes & fees
Image gallery for Book Eastham, Plenty Of Room For Entire Family!
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Book Eastham, Plenty Of Room For Entire Family!
Eastham, Massachusetts
6% off
Price is NZ$3,805
NZ$3,805
NZ$544 per night
includes taxes & fees
Image gallery for Saltbox Cottage near Cooks Brook Beach
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Saltbox Cottage near Cooks Brook Beach
Eastham, MA
7% off
Price is NZ$5,802
NZ$5,802
NZ$829 per night
includes taxes & fees
Image gallery for Cape Escape in North Truro. Completely renovated. 1/2 mile walk to the beach.
1010 out of 10 rating
Exceptional
(6 reviews)
Cape Escape in North Truro. Completely renovated. 1/2 mile walk to the beach.
North Truro, MA
7% off
Price is NZ$4,104
NZ$4,104
NZ$586 per night
includes taxes & fees
Image gallery for Beautiful Truro Post & Beam Home in the National Seashore
1010 out of 10 rating
Exceptional
(32 reviews)
Beautiful Truro Post & Beam Home in the National Seashore
Truro, MA
7% off
Price is NZ$3,790
NZ$3,790
NZ$541 per night
includes taxes & fees
Image gallery for 2 Bedroom Private Apt. in 1825 Whaler's Home on Duck Creek
8.08.0 out of 10 rating
Very good
(7 reviews)
2 Bedroom Private Apt. in 1825 Whaler's Home on Duck Creek
Wellfleet, MA
8% off
Price is NZ$4,227
NZ$4,227
NZ$604 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Head of the Meadow Trail
Showing deals for: 21 Sept - 24 Sept
Adorable Cottage with Amazing Views
Sleeps 6 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
The current price is NZ$2,419
NZ$2,419
for 3 nights, 1 home
NZ$806 per night
includes taxes & fees
Oceana Cottages
Sleeps 5 · 2 bedrooms
8.28.2 out of 10
Very goodvery good
57 reviews(57 reviews)
The current price is NZ$1,494
NZ$1,494
for 3 nights, 1 cottage
NZ$498 per night
includes taxes & fees
On The Beach! Relax and Unwind at your Private Waterfront Beach Bungalow
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
122 reviews(122 reviews)
The current price is NZ$2,695
NZ$2,695
for 3 nights, 1 cottage
NZ$898 per night
includes taxes & fees
Charming, waterfront studio condo w/ direct beach access - close to town
Sleeps 4 · 1 bathroom
7.27.2 out of 10
Goodgood
28 reviews(28 reviews)
The current price is NZ$1,217
NZ$1,217
for 3 nights, 1 apartment
NZ$406 per night
includes taxes & fees
Enjoy easy beach access and awesome bay views as soon as you step out the studio
Sleeps 2 · 0+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
The current price is NZ$1,651
NZ$1,651
for 3 nights, 1 apartment
NZ$550 per night
includes taxes & fees
Sandcastle Resort and Club
Sleeps 6 · 1 bedroom
7.47.4 out of 10
Goodgood
1,033 reviews(1,033 reviews)
The current price is NZ$631
NZ$631
for 3 nights, 1 room
NZ$210 per night
includes taxes & fees
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