Holiday rentals near Head of the Meadow Trail
We found 1,850 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:14 Nov - 21 Nov
Image gallery for Dream Beach House on Mayo Beach Wellfleet Cape Cod
1010 out of 10 rating
Exceptional
(16 reviews)
Dream Beach House on Mayo Beach Wellfleet Cape Cod
Wellfleet, MA
8% off
Price is AU$18,459
AU$18,459
AU$2,637 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
(11 reviews)
Private Truro apt near Corn Hill Beach & Ptown, dog-friendly--laundry & parking!
Truro, MA
7% off
Price is AU$3,133
AU$3,133
AU$448 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
(15 reviews)
Featured in Boston Globe- fully renovated cape w/ pool & modern barn pool house
Orleans, MA
8% off
Price is AU$11,294
AU$11,294
AU$1,613 per night
includes taxes & fees
Image gallery for Clean and Quiet cottage 1/2 mile to Cooks Brook and Sunken Meadow Beach
1010 out of 10 rating
Exceptional
(74 reviews)
Clean and Quiet cottage 1/2 mile to Cooks Brook and Sunken Meadow Beach
Eastham, MA
7% off
Price is AU$2,097
AU$2,097
AU$300 per night
includes taxes & fees
Image gallery for Oceanside OSLIL COTTAGE - Walk to Lecount Hollow Beach
9.89.8 out of 10 rating
Exceptional
(45 reviews)
Oceanside OSLIL COTTAGE - Walk to Lecount Hollow Beach
Wellfleet, MA
17% off
Price is AU$6,425
AU$6,425
AU$918 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
(25 reviews)
Sun-filled, renovated house within minutes walk to private bay sides beach.
Eastham, MA
7% off
Price is AU$4,816
AU$4,816
AU$688 per night
includes taxes & fees
Image gallery for Cape Cod Pond Cottage
8.88.8 out of 10 rating
Excellent
(33 reviews)
Cape Cod Pond Cottage
Eastham, MA
8% off
Price is AU$2,514
AU$2,514
AU$359 per night
includes taxes & fees
Image gallery for LUXURIOUS DIRECT OCEANFRONT,PRIVATE BEACH,AC,2BD2BA,BONUS LOFT,END UNIT,KAYAK
1010 out of 10 rating
Exceptional
(83 reviews)
LUXURIOUS DIRECT OCEANFRONT,PRIVATE BEACH,AC,2BD2BA,BONUS LOFT,END UNIT,KAYAK
North Truro, MA
7% off
Price is AU$5,429
AU$5,429
AU$776 per night
includes taxes & fees
Image gallery for SECLUDED GEM IN THE VILLAGE - 2025 Calendar now posted
1010 out of 10 rating
Exceptional
(29 reviews)
SECLUDED GEM IN THE VILLAGE - 2025 Calendar now posted
Wellfleet, MA
21% off
Price is AU$3,435
AU$3,435
AU$491 per night
includes taxes & fees
Image gallery for Breathtaking Ocean Views
9.29.2 out of 10 rating
Wonderful
(29 reviews)
Breathtaking Ocean Views
North Truro, MA
16% off
Price is AU$2,319
AU$2,319
AU$331 per night
includes taxes & fees
Image gallery for Clean and Quiet North Eastham Cottage Near Beaches
9.69.6 out of 10 rating
Exceptional
(20 reviews)
Clean and Quiet North Eastham Cottage Near Beaches
Eastham, MA
7% off
Price is AU$3,443
AU$3,443
AU$492 per night
includes taxes & fees
Image gallery for Beautiful freestanding cottage on the beach. Privacy and beautiful sunsets.
1010 out of 10 rating
Exceptional
(13 reviews)
Beautiful freestanding cottage on the beach. Privacy and beautiful sunsets.
North Truro, MA
8% off
Price is AU$4,939
AU$4,939
AU$706 per night
includes taxes & fees
Image gallery for Authentic Cape Cod Vacation Home
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Authentic Cape Cod Vacation Home
Eastham, MA
7% off
Price is AU$2,785
AU$2,785
AU$398 per night
includes taxes & fees
Image gallery for Large 4 Bed in prime location. A clean and comfortable home. 3 king, pkg.,yard
9.89.8 out of 10 rating
Exceptional
(29 reviews)
Large 4 Bed in prime location. A clean and comfortable home. 3 king, pkg.,yard
Provincetown, MA
8% off
Price is AU$9,748
AU$9,748
AU$1,393 per night
includes taxes & fees
Image gallery for Don't Miss this Beachfront Gem!
9.69.6 out of 10 rating
Exceptional
(46 reviews)
Don't Miss this Beachfront Gem!
North Truro, MA
8% off
Price is AU$3,960
AU$3,960
AU$566 per night
includes taxes & fees
Image gallery for Luxurious Beachfront 2 bedroom condo
1010 out of 10 rating
Exceptional
(19 reviews)
Luxurious Beachfront 2 bedroom condo
North Truro, MA
7% off
Price is AU$3,929
AU$3,929
AU$561 per night
includes taxes & fees
Image gallery for SPACIOUS & PRIVATE 6 BEDRM HOME CLOSE TO THE OCEAN & BIKE PATH!
1010 out of 10 rating
Exceptional
(29 reviews)
SPACIOUS & PRIVATE 6 BEDRM HOME CLOSE TO THE OCEAN & BIKE PATH!
Eastham, MA
7% off
Price is AU$5,990
AU$5,990
AU$856 per night
includes taxes & fees
Image gallery for Modern & Chic Oceanfront Beach Home in Historic N Truro
1010 out of 10 rating
Exceptional
(34 reviews)
Modern & Chic Oceanfront Beach Home in Historic N Truro
North Truro, MA
7% off
Price is AU$3,095
AU$3,095
AU$442 per night
includes taxes & fees
Image gallery for Townhouse Beach Front Living - 2BD 3BA - Central AC - Linen Towels provided
1010 out of 10 rating
Exceptional
(34 reviews)
Townhouse Beach Front Living - 2BD 3BA - Central AC - Linen Towels provided
North Truro, MA
7% off
Price is AU$4,371
AU$4,371
AU$624 per night
includes taxes & fees
Image gallery for Luxurious Entire Top Floor Condo 2 Fireplaces - 1200 sq ft, WIFI
9.89.8 out of 10 rating
Exceptional
(25 reviews)
Luxurious Entire Top Floor Condo 2 Fireplaces - 1200 sq ft, WIFI
Provincetown, MA
8% off
Price is AU$5,724
AU$5,724
AU$818 per night
includes taxes & fees
Image gallery for Large and updated and condo, close to the center of town with 2 car parking!
1010 out of 10 rating
Exceptional
(31 reviews)
Large and updated and condo, close to the center of town with 2 car parking!
Provincetown, MA
7% off
Price is AU$5,345
AU$5,345
AU$764 per night
includes taxes & fees
Image gallery for Luxury Waterfront, Gallery District, 2 BR, Private Deck, Parking, Central Air
1010 out of 10 rating
Exceptional
(108 reviews)
Luxury Waterfront, Gallery District, 2 BR, Private Deck, Parking, Central Air
Provincetown, MA
8% off
Price is AU$5,008
AU$5,008
AU$715 per night
includes taxes & fees
Image gallery for West End Tiny House with Private Patio
9.89.8 out of 10 rating
Exceptional
(33 reviews)
West End Tiny House with Private Patio
Provincetown, MA
7% off
Price is AU$2,274
AU$2,274
AU$325 per night
includes taxes & fees
Image gallery for Roof deck dune view - Across From Beach & Pet Friendly
9.69.6 out of 10 rating
Exceptional
(35 reviews)
Roof deck dune view - Across From Beach & Pet Friendly
Provincetown, MA
7% off
Price is AU$6,694
AU$6,694
AU$956 per night
includes taxes & fees
Find spaces that suit your style
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Cabin
Cottage
Villa
Chalet
Find the best place to stay - Head of the Meadow Trail
Modern Beachfront Condo, Gorgeous Views and Centrally Located
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
Oceana Cottages
Sleeps 5 · 2 bedrooms
8.28.2 out of 10
Very goodvery good
57 reviews(57 reviews)
On The Beach! Relax and Unwind at your Private Waterfront Beach Bungalow
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
128 reviews(128 reviews)
Cozy waterfront studio w/direct beach access - close to town
Sleeps 4 · 1 bathroom
7.07.0 out of 10
Goodgood
39 reviews(39 reviews)
Immerse yourself in Ptown's vibrant heart at the center of Commercial Street
Sleeps 4 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
76 reviews(76 reviews)
Sandcastle Resort and Club
Sleeps 6 · 1 bedroom
7.47.4 out of 10
Goodgood
1,073 reviews(1,073 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
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