Vacation rentals near White Head Trail
We found 830 vacation rentals — enter your dates for availability
Select the perfect vacation rental that's near White Head Trail. Vacation rentals provide the best amenities for your family, friends, or furry companion, such as a garden and pool. You'll be sure to find a rental for everyone's needs, including options that are accessible or non-smoking.
Vacation rentals with weekly discounts - White Head Trail
Showing deals for:Nov 7 - Nov 14
Image gallery for Oceanfront, views from every room! Spacious midcoast retreat with private dock
1010 out of 10 rating
Exceptional
(22 reviews)
Oceanfront, views from every room! Spacious midcoast retreat with private dock
Round Pond, ME
8% off
Price is $604
$604
$4,225 for 7 nights
$4,225 for 7 nights
All fees included
Image gallery for Waterfront. Private. Perfect.
1010 out of 10 rating
Exceptional
(5 reviews)
Waterfront. Private. Perfect.
East Boothbay, ME
6% off
Price is $864
$864
$6,046 for 7 nights
$6,046 for 7 nights
All fees included
Image gallery for Ocean Front Cottage
1010 out of 10 rating
Exceptional
(11 reviews)
Ocean Front Cottage
Tenants Harbor, ME
13% off
Price is $169
$169
$1,184 for 7 nights
$1,184 for 7 nights
All fees included
Image gallery for Maine-Coast Reunions, Retreats & Receptions.
9.89.8 out of 10 rating
Exceptional
(25 reviews)
Maine-Coast Reunions, Retreats & Receptions.
Cushing, ME
12% off
Price is $583
$583
$4,079 for 7 nights
$4,079 for 7 nights
All fees included
Image gallery for ‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
9.69.6 out of 10 rating
Exceptional
(44 reviews)
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
Tenants Harbor, ME
7% off
Price is $159
$159
$1,115 for 7 nights
$1,115 for 7 nights
All fees included
Image gallery for Peaceful Private Wooded House Location Near Ocean
9.49.4 out of 10 rating
Exceptional
(12 reviews)
Peaceful Private Wooded House Location Near Ocean
New Harbor, ME
8% off
Price is $399
$399
$2,796 for 7 nights
$2,796 for 7 nights
All fees included
Image gallery for Breathtaking Oceanfront Private Cottage
1010 out of 10 rating
Exceptional
(61 reviews)
Breathtaking Oceanfront Private Cottage
South Thomaston, ME
9% off
Price is $205
$205
$1,434 for 7 nights
$1,434 for 7 nights
All fees included
Image gallery for Cozy Vacation Home
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Cozy Vacation Home
Tenants Harbor, ME
11% off
Price is $307
$307
$2,146 for 7 nights
$2,146 for 7 nights
All fees included
Image gallery for SYLVAN The Moorings, ocean views, close to Pemaquid beach!
8.48.4 out of 10 rating
Very Good
(9 reviews)
SYLVAN The Moorings, ocean views, close to Pemaquid beach!
New Harbor, ME
9% off
Price is $378
$378
$2,648 for 7 nights
$2,648 for 7 nights
All fees included
Image gallery for Ctg #1, Pets Stay Free! 3 Modern Cottages w/Heat & AC, 1st Flr King/Standup Loft
1010 out of 10 rating
Exceptional
(56 reviews)
Ctg #1, Pets Stay Free! 3 Modern Cottages w/Heat & AC, 1st Flr King/Standup Loft
Round Pond, ME
8% off
Price is $275
$275
$1,927 for 7 nights
$1,927 for 7 nights
All fees included
Image gallery for Peacefull house on the water
9.69.6 out of 10 rating
Exceptional
(32 reviews)
Peacefull house on the water
Cushing, ME
9% off
Price is $307
$307
$2,148 for 7 nights
$2,148 for 7 nights
All fees included
Image gallery for Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!
1010 out of 10 rating
Exceptional
(12 reviews)
Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!
Boothbay Harbor, ME
9% off
Price is $323
$323
$2,261 for 7 nights
$2,261 for 7 nights
All fees included
Image gallery for New home in Boothbay, downtown Boothbay harbor is located about a mile away.
1010 out of 10 rating
Exceptional
(16 reviews)
New home in Boothbay, downtown Boothbay harbor is located about a mile away.
Boothbay, ME
9% off
Price is $211
$211
$1,477 for 7 nights
$1,477 for 7 nights
All fees included
Image gallery for Close to Round Pond Harbor and all that mid-coast Maine has to offer!
1010 out of 10 rating
Exceptional
(15 reviews)
Close to Round Pond Harbor and all that mid-coast Maine has to offer!
Round Pond, ME
8% off
Price is $817
$817
$5,719 for 7 nights
$5,719 for 7 nights
All fees included
Image gallery for Snowball Hill Cottage - Near Pemaquid Beach & New Harbor Village.
1010 out of 10 rating
Exceptional
(20 reviews)
Snowball Hill Cottage - Near Pemaquid Beach & New Harbor Village.
New Harbor, ME
7% off
Price is $231
$231
$1,618 for 7 nights
$1,618 for 7 nights
All fees included
Image gallery for Quintessential Maine Cabin / Great Location / Extensive Water Views / Privacy
8.68.6 out of 10 rating
Excellent
(17 reviews)
Quintessential Maine Cabin / Great Location / Extensive Water Views / Privacy
Round Pond, ME
8% off
Price is $288
$288
$2,018 for 7 nights
$2,018 for 7 nights
All fees included
Image gallery for ' The Castle House' of Rutherfords Island, Christmas Cove
1010 out of 10 rating
Exceptional
(13 reviews)
' The Castle House' of Rutherfords Island, Christmas Cove
South Bristol, ME
13% off
Price is $737
$737
$5,156 for 7 nights
$5,156 for 7 nights
All fees included
Image gallery for Maine Coast House with Spectacular Ocean Views and Beach for Swimming
9.49.4 out of 10 rating
Exceptional
(25 reviews)
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
South Bristol, ME
20% off
Price is $374
$374
$2,618 for 7 nights
$2,618 for 7 nights
All fees included
Image gallery for Waterfront. Private. Perfect. 3 bedrooms/3 bathrooms. Plus options for kids.
9.89.8 out of 10 rating
Exceptional
(22 reviews)
Waterfront. Private. Perfect. 3 bedrooms/3 bathrooms. Plus options for kids.
East Boothbay, ME
5% off
Price is $890
$890
$6,233 for 7 nights
$6,233 for 7 nights
All fees included
Image gallery for Welcome to Owl House - Your Coastal Retreat in East Boothbay!
1010 out of 10 rating
Exceptional
(5 reviews)
Welcome to Owl House - Your Coastal Retreat in East Boothbay!
East Boothbay, ME
9% off
Price is $428
$428
$2,993 for 7 nights
$2,993 for 7 nights
All fees included
Image gallery for Secluded Lakefront Cottage on 5 acres. Very private, family friendly.
1010 out of 10 rating
Exceptional
(55 reviews)
Secluded Lakefront Cottage on 5 acres. Very private, family friendly.
Bremen, ME
8% off
Price is $326
$326
$2,283 for 7 nights
$2,283 for 7 nights
All fees included
Image gallery for BOLD OCEANFRONT RETRO GUESTHOUSE IN MID-COAST MAINE! 3/1 WITH PRIVATE DECK.
1010 out of 10 rating
Exceptional
(6 reviews)
BOLD OCEANFRONT RETRO GUESTHOUSE IN MID-COAST MAINE! 3/1 WITH PRIVATE DECK.
Chamberlain, ME
9% off
Price is $369
$369
$2,582 for 7 nights
$2,582 for 7 nights
All fees included
Image gallery for The Round Pond Getaway at Moxie Cove
1010 out of 10 rating
Exceptional
(25 reviews)
The Round Pond Getaway at Moxie Cove
Round Pond, ME
8% off
Price is $300
$300
$2,103 for 7 nights
$2,103 for 7 nights
All fees included
Image gallery for Olde Post Office Cottage at Pemaquid Point
9.69.6 out of 10 rating
Exceptional
(140 reviews)
Olde Post Office Cottage at Pemaquid Point
New Harbor, ME
18% off
Price is $120
$120
$840 for 7 nights
$840 for 7 nights
All fees included
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - White Head Trail
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
Sleeps 10 · 4 bedrooms · 2 bathrooms
8.88.8 out of 10
Excellentexcellent
38 reviews(38 reviews)
Boothbay Harbor Maine, Beautiful private Apartment
Sleeps 2 · 1 bedroom
9.29.2 out of 10
Wonderfulwonderful
59 reviews(59 reviews)
Perfect Maine Cottage Directly on the Coast
Sleeps 4 · 2 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
120 reviews(120 reviews)
Your own private island! Rustic and close to Nature.
Sleeps 3 · 2 bedrooms · 0+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
32 reviews(32 reviews)
Unique oceanfront home with a deck, tons of natural light, & amazing views
Sleeps 4 · 2 bedrooms · 1 bathroom
8.68.6 out of 10
Excellentexcellent
57 reviews(57 reviews)
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
30 reviews(30 reviews)
Top rated rentals - White Head Trail
Lovely
1010 out of 10
Exceptionalexceptional
96 reviews(96 reviews)
On the water perfection!
1010 out of 10
Exceptionalexceptional
71 reviews(71 reviews)
Beautiful view
1010 out of 10
Exceptionalexceptional
48 reviews(48 reviews)
Another Wonderful Stay
1010 out of 10
Exceptionalexceptional
78 reviews(78 reviews)
Amazing place
1010 out of 10
Exceptionalexceptional
92 reviews(92 reviews)
What a beautiful place to stay
1010 out of 10
Exceptionalexceptional
130 reviews(130 reviews)
Gorgeous
1010 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Little piece of heaven.
1010 out of 10
Exceptionalexceptional
49 reviews(49 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value
