Holiday rentals near The Boothbay Playhouse
We found 1,360 holiday rentals — enter your dates for availability
Take a look at holiday rentals close to The Boothbay Playhouse that provide the perfect home base for your trip. Whether you're going on holiday with family or friends, holiday homes have the amenities that you need and want for your stay, such as air conditioning and Wi-Fi. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - The Boothbay Playhouse
Showing deals for:14 Nov - 21 Nov
Image gallery for Waterfront. Private. Perfect.
1010 out of 10 rating
Exceptional
(5 reviews)
Waterfront. Private. Perfect.
East Boothbay, ME
5% off
Price is NZ$10,741
NZ$10,741
NZ$1,534 per night
includes taxes & fees
Image gallery for Maine Waterfront Cottage: Nestled on an acre of land, with 500ft of shore front
1010 out of 10 rating
Exceptional
(58 reviews)
Maine Waterfront Cottage: Nestled on an acre of land, with 500ft of shore front
Newcastle, ME
6% off
Price is NZ$3,750
NZ$3,750
NZ$536 per night
includes taxes & fees
Image gallery for Lilac Cottage - Near Georgetown Island - Midcoast Maine
1010 out of 10 rating
Exceptional
(23 reviews)
Lilac Cottage - Near Georgetown Island - Midcoast Maine
Bath, ME
17% off
Price is NZ$2,986
NZ$2,986
NZ$427 per night
includes taxes & fees
Image gallery for Antique Charm and Modern Comfort on Maine Waterfront
1010 out of 10 rating
Exceptional
(6 reviews)
Antique Charm and Modern Comfort on Maine Waterfront
Edgecomb, ME
9% off
Price is NZ$3,463
NZ$3,463
NZ$495 per night
includes taxes & fees
Image gallery for Peaceful Private Wooded House Location Near Ocean
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Peaceful Private Wooded House Location Near Ocean
New Harbor, ME
8% off
Price is NZ$4,980
NZ$4,980
NZ$711 per night
includes taxes & fees
Image gallery for Charming 5BR Waterfront Historic Cape on 15 acre estate
9.89.8 out of 10 rating
Exceptional
(57 reviews)
Charming 5BR Waterfront Historic Cape on 15 acre estate
Boothbay, ME
8% off
Price is NZ$6,883
NZ$6,883
NZ$983 per night
includes taxes & fees
Image gallery for Pet Friendly Secluded Waterfront Home w/ Private Dock & Amazing View
1010 out of 10 rating
Exceptional
(111 reviews)
Pet Friendly Secluded Waterfront Home w/ Private Dock & Amazing View
Georgetown, ME
8% off
Price is NZ$4,704
NZ$4,704
NZ$672 per night
includes taxes & fees
Image gallery for Close to Round Pond Harbor and all that mid-coast Maine has to offer!
1010 out of 10 rating
Exceptional
(16 reviews)
Close to Round Pond Harbor and all that mid-coast Maine has to offer!
Round Pond, ME
8% off
Price is NZ$10,104
NZ$10,104
NZ$1,443 per night
includes taxes & fees
Image gallery for Get in touch with nature.
1010 out of 10 rating
Exceptional
(28 reviews)
Get in touch with nature.
Richmond, ME
8% off
Price is NZ$1,462
NZ$1,462
NZ$209 per night
includes taxes & fees
Image gallery for Cool 5BR / 2 BA Family Getaway Near Maine's Best Ocean Beaches
9.89.8 out of 10 rating
Exceptional
(35 reviews)
Cool 5BR / 2 BA Family Getaway Near Maine's Best Ocean Beaches
Georgetown, ME
8% off
Price is NZ$2,415
NZ$2,415
NZ$345 per night
includes taxes & fees
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 NZ$3,388
NZ$3,388
NZ$484 per night
includes taxes & fees
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
17% off
Price is NZ$1,501
NZ$1,501
NZ$214 per night
includes taxes & fees
Image gallery for Charming cottage on the Damariscotta River, easy walk to downtown.
9.49.4 out of 10 rating
Exceptional
(12 reviews)
Charming cottage on the Damariscotta River, easy walk to downtown.
Newcastle, ME
8% off
Price is NZ$4,414
NZ$4,414
NZ$631 per night
includes taxes & fees
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 NZ$11,093
NZ$11,093
NZ$1,585 per night
includes taxes & fees
Image gallery for Kayakers’ Cabin- “Maine Cabin Masters” remodel.
1010 out of 10 rating
Exceptional
(46 reviews)
Kayakers’ Cabin- “Maine Cabin Masters” remodel.
Newcastle, ME
8% off
Price is NZ$3,056
NZ$3,056
NZ$437 per night
includes taxes & fees
Image gallery for SYLVAN The Moorings, ocean views, close to Pemaquid beach!
8.28.2 out of 10 rating
Very good
(10 reviews)
SYLVAN The Moorings, ocean views, close to Pemaquid beach!
New Harbor, ME
9% off
Price is NZ$4,720
NZ$4,720
NZ$674 per night
includes taxes & fees
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
8% off
Price is NZ$2,646
NZ$2,646
NZ$378 per night
includes taxes & fees
Image gallery for Snowball Hill Cottage - Near Pemaquid Beach & New Harbor Village.
1010 out of 10 rating
Exceptional
(21 reviews)
Snowball Hill Cottage - Near Pemaquid Beach & New Harbor Village.
New Harbor, ME
7% off
Price is NZ$2,902
NZ$2,902
NZ$415 per night
includes taxes & fees
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
12% off
Price is NZ$9,191
NZ$9,191
NZ$1,313 per night
includes taxes & fees
Image gallery for Riverfront Sanctuary
1010 out of 10 rating
Exceptional
(9 reviews)
Riverfront Sanctuary
Dresden, ME
7% off
Price is NZ$3,847
NZ$3,847
NZ$550 per night
includes taxes & fees
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
19% off
Price is NZ$4,664
NZ$4,664
NZ$666 per night
includes taxes & fees
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 NZ$3,548
NZ$3,548
NZ$507 per night
includes taxes & fees
Image gallery for SPECIAL RATE AUGUST 1-10 Exceptional Private Home, 5 Bedroom, 4 Bath, & More....
1010 out of 10 rating
Exceptional
(24 reviews)
SPECIAL RATE AUGUST 1-10 Exceptional Private Home, 5 Bedroom, 4 Bath, & More....
Phippsburg, ME
8% off
Price is NZ$16,916
NZ$16,916
NZ$2,417 per night
includes taxes & fees
Image gallery for Bay views, minutes to Popham
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Bay views, minutes to Popham
Phippsburg, ME
8% off
Price is NZ$5,378
NZ$5,378
NZ$768 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - The Boothbay Playhouse
Perfect Maine Cottage Directly on the Coast
Sleeps 4 · 2 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
120 reviews(120 reviews)
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)
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)
Superior Double Room - 2 Double Bed
Sleeps 4 · 1 bedroom · 1 bathroom
4.04.0 out of 10
2 reviews(2 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