Holiday rentals near The Boothbay Playhouse
We found 1,290 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:8 Aug - 15 Aug
Image gallery for Lovely Studio Apartment (1 Mile From Bowdoin College)
1010 out of 10 rating
Exceptional
(5 reviews)
Lovely Studio Apartment (1 Mile From Bowdoin College)
Brunswick, ME
8% off
Price is NZ$2,140
NZ$2,140
NZ$306 per night
includes taxes & fees
Image gallery for "Tranquility Base" is a place where you can lose yourself in nature.
9.89.8 out of 10 rating
Exceptional
(48 reviews)
"Tranquility Base" is a place where you can lose yourself in nature.
Tenants Harbor, ME
8% off
Price is NZ$2,740
NZ$2,740
NZ$391 per night
includes taxes & fees
Image gallery for ~Maine Glamping at its Finest~
1010 out of 10 rating
Exceptional
(6 reviews)
~Maine Glamping at its Finest~
Harpswell, ME
8% off
Price is NZ$2,903
NZ$2,903
NZ$415 per night
includes taxes & fees
Image gallery for Downtown Boothbay Harbor, walk to the Opera House, shops, restaurants and piers
1010 out of 10 rating
Exceptional
(41 reviews)
Downtown Boothbay Harbor, walk to the Opera House, shops, restaurants and piers
Boothbay Harbor, ME
6% off
Price is NZ$2,811
NZ$2,811
NZ$402 per night
includes taxes & fees
Image gallery for Waterfront Guest House in Coastal Maine
1010 out of 10 rating
Exceptional
(16 reviews)
Waterfront Guest House in Coastal Maine
Bath, ME
8% off
Price is NZ$4,784
NZ$4,784
NZ$683 per night
includes taxes & fees
Image gallery for Fabulous Cottage on Pristine Broad Bay
1010 out of 10 rating
Exceptional
(10 reviews)
Fabulous Cottage on Pristine Broad Bay
Waldoboro, ME
8% off
Price is NZ$3,494
NZ$3,494
NZ$499 per night
includes taxes & fees
Image gallery for "Eagles Nest" Charming Post & Beam House near Eastern River, Beautiful fields,
9.09.0 out of 10 rating
Wonderful
(28 reviews)
"Eagles Nest" Charming Post & Beam House near Eastern River, Beautiful fields,
Dresden, ME
8% off
Price is NZ$3,153
NZ$3,153
NZ$450 per night
includes taxes & fees
Image gallery for Clean, Bright, Airy Home - Walking distance to EVERYTHING!
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Clean, Bright, Airy Home - Walking distance to EVERYTHING!
Boothbay Harbor, ME
8% off
Price is NZ$4,413
NZ$4,413
NZ$630 per night
includes taxes & fees
Image gallery for Classic New England 1st Floor 3 BR Downtown Brunswick
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Classic New England 1st Floor 3 BR Downtown Brunswick
Brunswick, ME
8% off
Price is NZ$4,828
NZ$4,828
NZ$690 per night
includes taxes & fees
Image gallery for The Gallery Apartment in Damariscotta, Maine, for stays of 3 or more nights
9.89.8 out of 10 rating
Exceptional
(33 reviews)
The Gallery Apartment in Damariscotta, Maine, for stays of 3 or more nights
Damariscotta, ME
8% off
Price is NZ$1,879
NZ$1,879
NZ$268 per night
includes taxes & fees
Image gallery for Nature Abounds - Wonderful Year Round Retreat - Adventure Awaits
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Nature Abounds - Wonderful Year Round Retreat - Adventure Awaits
Bowdoin, ME
8% off
Price is NZ$8,969
NZ$8,969
NZ$1,281 per night
includes taxes & fees
Image gallery for Handcrafted Post and Beam Saltbox
1010 out of 10 rating
Exceptional
(17 reviews)
Handcrafted Post and Beam Saltbox
Bremen, ME
8% off
Price is NZ$2,896
NZ$2,896
NZ$414 per night
includes taxes & fees
Image gallery for 2 Bdrm - Bird Song Retreat - Beach Days & Stargazed Nights!
1010 out of 10 rating
Exceptional
(10 reviews)
2 Bdrm - Bird Song Retreat - Beach Days & Stargazed Nights!
Waldoboro, ME
5% off
Price is NZ$3,791
NZ$3,791
NZ$542 per night
includes taxes & fees
Image gallery for Brand New Spacious Beautifully Designed 1 BR 2minutes to Downtown Brunswick
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Brand New Spacious Beautifully Designed 1 BR 2minutes to Downtown Brunswick
Topsham, ME
9% off
Price is NZ$3,142
NZ$3,142
NZ$449 per night
includes taxes & fees
Image gallery for Merrymeeting Bay, entire house, free parking, full kitchen, mid-coast hub
1010 out of 10 rating
Exceptional
(5 reviews)
Merrymeeting Bay, entire house, free parking, full kitchen, mid-coast hub
Richmond, ME
8% off
Price is NZ$9,128
NZ$9,128
NZ$1,304 per night
includes taxes & fees
Image gallery for Downtown Boothbay Harbor, 2-Story Cottage
9.69.6 out of 10 rating
Exceptional
(16 reviews)
Downtown Boothbay Harbor, 2-Story Cottage
Boothbay Harbor, ME
6% off
Price is NZ$2,938
NZ$2,938
NZ$420 per night
includes taxes & fees
Image gallery for Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
1010 out of 10 rating
Exceptional
(125 reviews)
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Brunswick, ME
8% off
Price is NZ$2,030
NZ$2,030
NZ$290 per night
includes taxes & fees
Image gallery for Snowball Hill Cottage - Near Pemaquid Beach & New Harbor Village.
1010 out of 10 rating
Exceptional
(16 reviews)
Snowball Hill Cottage - Near Pemaquid Beach & New Harbor Village.
New Harbor, ME
7% off
Price is NZ$2,918
NZ$2,918
NZ$417 per night
includes taxes & fees
Image gallery for King Size Sun Rise Midcoast Lovely Stay
1010 out of 10 rating
Exceptional
(11 reviews)
King Size Sun Rise Midcoast Lovely Stay
Topsham, ME
9% off
Price is NZ$2,930
NZ$2,930
NZ$419 per night
includes taxes & fees
Image gallery for Kayakers’ Cabin- “Maine Cabin Masters” remodel.
1010 out of 10 rating
Exceptional
(41 reviews)
Kayakers’ Cabin- “Maine Cabin Masters” remodel.
Newcastle, ME
8% off
Price is NZ$3,758
NZ$3,758
NZ$537 per night
includes taxes & fees
Image gallery for Jameson Point Cottage in Scenic Friendship, Me
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Jameson Point Cottage in Scenic Friendship, Me
Friendship, ME
8% off
Price is NZ$2,689
NZ$2,689
NZ$384 per night
includes taxes & fees
Image gallery for Waterfront Cottage
9.29.2 out of 10 rating
Wonderful
(24 reviews)
Waterfront Cottage
Brunswick, ME
8% off
Price is NZ$4,141
NZ$4,141
NZ$592 per night
includes taxes & fees
Image gallery for Downtown Brunswick New Look Old Charm Next to Bowdoin
1010 out of 10 rating
Exceptional
(18 reviews)
Downtown Brunswick New Look Old Charm Next to Bowdoin
Brunswick, ME
8% off
Price is NZ$3,396
NZ$3,396
NZ$485 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - The Boothbay Playhouse
A Charming Getaway with Stunning Views and Modern Conveniences
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You
Sleeps 5 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
121 reviews(121 reviews)
Lakeside Retreat in Boothbay, Maine with Private Dock & Scenic Views
Sleeps 5 · 2 bedrooms · 2 bathrooms
Quaint Maine apartment with water views, well-equipped kitchenette, deck, & AC
Sleeps 4 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
New home in Boothbay, downtown Boothbay harbor is located about a mile away.
Sleeps 5 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
Sleeps 6 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
68 reviews(68 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