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 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
8% off
Price is AU$11,454
AU$11,454
AU$1,636 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 AU$15,802
AU$15,802
AU$2,257 per night
includes taxes & fees
Image gallery for Beautiful Historic Home Centrally Located
1010 out of 10 rating
Exceptional
(64 reviews)
Beautiful Historic Home Centrally Located
Provincetown, MA
8% off
Price is AU$14,556
AU$14,556
AU$2,079 per night
includes taxes & fees
Image gallery for North Truro Condo W/Private Balcony and 2 Queen Beds
1010 out of 10 rating
Exceptional
(32 reviews)
North Truro Condo W/Private Balcony and 2 Queen Beds
North Truro, MA
7% off
Price is AU$2,659
AU$2,659
AU$380 per night
includes taxes & fees
Image gallery for Cozy Ptown condo in a prime location
9.89.8 out of 10 rating
Exceptional
(30 reviews)
Cozy Ptown condo in a prime location
Provincetown, MA
8% off
Price is AU$3,569
AU$3,569
AU$510 per night
includes taxes & fees
Image gallery for Prime Location, Top Floor 1-Bedroom, 1-Bath Condo
1010 out of 10 rating
Exceptional
(13 reviews)
Prime Location, Top Floor 1-Bedroom, 1-Bath Condo
Provincetown, MA
7% off
Price is AU$6,392
AU$6,392
AU$913 per night
includes taxes & fees
Image gallery for Water View & Direct Beach Access In The Heart Of PTown!
9.89.8 out of 10 rating
Exceptional
(27 reviews)
Water View & Direct Beach Access In The Heart Of PTown!
Provincetown, MA
8% off
Price is AU$3,937
AU$3,937
AU$562 per night
includes taxes & fees
Image gallery for Newly Renovated Quintessential Provincetown West End Luxury Home
1010 out of 10 rating
Exceptional
(7 reviews)
Newly Renovated Quintessential Provincetown West End Luxury Home
Provincetown, MA
8% off
Price is AU$19,546
AU$19,546
AU$2,792 per night
includes taxes & fees
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 AU$11,933
AU$11,933
AU$1,705 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 AU$6,504
AU$6,504
AU$929 per night
includes taxes & fees
Image gallery for West End Water View Townhome -
1010 out of 10 rating
Exceptional
(41 reviews)
West End Water View Townhome -
Provincetown, MA
8% off
Price is AU$6,097
AU$6,097
AU$871 per night
includes taxes & fees
Image gallery for Spectacular Waterfront Provincetown Condo
1010 out of 10 rating
Exceptional
(16 reviews)
Spectacular Waterfront Provincetown Condo
Provincetown, MA
7% off
Price is AU$4,704
AU$4,704
AU$672 per night
includes taxes & fees
Image gallery for Tower House, Center of Town with Private Decks and Views
1010 out of 10 rating
Exceptional
(33 reviews)
Tower House, Center of Town with Private Decks and Views
Provincetown, MA
8% off
Price is AU$6,822
AU$6,822
AU$975 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 AU$8,237
AU$8,237
AU$1,177 per night
includes taxes & fees
Image gallery for Cozy, Convenient, and Steps to the Boatslip
8.88.8 out of 10 rating
Excellent
(9 reviews)
Cozy, Convenient, and Steps to the Boatslip
Provincetown, MA
8% off
Price is AU$3,379
AU$3,379
AU$483 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 AU$3,486
AU$3,486
AU$498 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 AU$2,533
AU$2,533
AU$362 per night
includes taxes & fees
Image gallery for Magical Beachfront Cottage
1010 out of 10 rating
Exceptional
(19 reviews)
Magical Beachfront Cottage
Provincetown, MA
8% off
Price is AU$5,082
AU$5,082
AU$726 per night
includes taxes & fees
Image gallery for Waterfront Penthouse
1010 out of 10 rating
Exceptional
(47 reviews)
Waterfront Penthouse
Provincetown, MA
8% off
Price is AU$5,560
AU$5,560
AU$794 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 AU$13,383
AU$13,383
AU$1,912 per night
includes taxes & fees
Image gallery for Modern Mid Century, 2 Bedrooms 2 Baths in West End with Parking
1010 out of 10 rating
Exceptional
(5 reviews)
Modern Mid Century, 2 Bedrooms 2 Baths in West End with Parking
Provincetown, MA
8% off
Price is AU$7,587
AU$7,587
AU$1,084 per night
includes taxes & fees
Image gallery for WEST END! 10% DISCOUNT ON ANY OPEN DATES! PRIME WEEKS AND HOLIDAYS INCLUDED!
1010 out of 10 rating
Exceptional
(27 reviews)
WEST END! 10% DISCOUNT ON ANY OPEN DATES! PRIME WEEKS AND HOLIDAYS INCLUDED!
Provincetown, MA
8% off
Price is AU$3,939
AU$3,939
AU$563 per night
includes taxes & fees
Image gallery for Beautiful 1BR West End Condo
1010 out of 10 rating
Exceptional
(7 reviews)
Beautiful 1BR West End Condo
Provincetown, MA
7% off
Price is AU$3,961
AU$3,961
AU$566 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 AU$5,361
AU$5,361
AU$766 per night
includes taxes & fees
Find spaces that suit your style
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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 AU$2,226
AU$2,226
for 3 nights, 1 home
AU$742 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 AU$1,381
AU$1,381
for 3 nights, 1 cottage
AU$460 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 AU$2,478
AU$2,478
for 3 nights, 1 cottage
AU$826 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 AU$1,137
AU$1,137
for 3 nights, 1 apartment
AU$379 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 AU$1,517
AU$1,517
for 3 nights, 1 apartment
AU$506 per night
includes taxes & fees
Sandcastle Resort and Club
Sleeps 6 · 1 bedroom
7.47.4 out of 10
Goodgood
1,032 reviews(1,032 reviews)
The current price is AU$584
AU$584
for 3 nights, 1 room
AU$195 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