Holiday rentals near The Boothbay Playhouse
We found 1,260 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:18 Jul - 25 Jul
Image gallery for Exclusive oceanfront home, private sandy beach, expansive view, stunning sunsets
1010 out of 10 rating
Exceptional
(10 reviews)
Exclusive oceanfront home, private sandy beach, expansive view, stunning sunsets
Friendship, ME
8% off
Price is NZ$16,622
NZ$16,622
NZ$2,375 per night
includes taxes & fees
Image gallery for Elegant Boothbay Waterfront Estate-15 acres/Gardens, Trails, Wildlife
1010 out of 10 rating
Exceptional
(72 reviews)
Elegant Boothbay Waterfront Estate-15 acres/Gardens, Trails, Wildlife
Boothbay, ME
8% off
Price is NZ$10,646
NZ$10,646
NZ$1,521 per night
includes taxes & fees
Image gallery for Vacation by the Sea with Exclusive Rooftop Deck with 1st Floor Deck in Downtown
1010 out of 10 rating
Exceptional
(9 reviews)
Vacation by the Sea with Exclusive Rooftop Deck with 1st Floor Deck in Downtown
Boothbay Harbor, ME
8% off
Price is NZ$12,576
NZ$12,576
NZ$1,797 per night
includes taxes & fees
Image gallery for Luxury Carriage House a short stroll from town!
1010 out of 10 rating
Exceptional
(5 reviews)
Luxury Carriage House a short stroll from town!
Bath, ME
25% off
Price is NZ$4,136
NZ$4,136
NZ$591 per night
includes taxes & fees
Image gallery for Beautiful 13 acre Property on Sheepscot River w/ 2 Bedroom Cottage & Air Stream
1010 out of 10 rating
Exceptional
(64 reviews)
Beautiful 13 acre Property on Sheepscot River w/ 2 Bedroom Cottage & Air Stream
Wiscasset, Unknown
6% off
Price is NZ$5,576
NZ$5,576
NZ$797 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$4,418
NZ$4,418
NZ$631 per night
includes taxes & fees
Image gallery for Waterfront. Private. Perfect.
1010 out of 10 rating
Exceptional
(5 reviews)
Waterfront. Private. Perfect.
East Boothbay, ME
6% off
Price is NZ$13,547
NZ$13,547
NZ$1,935 per night
includes taxes & fees
Image gallery for Mossy Glen Lodge 'Log Cabin' with a tiny brook and hammock
9.49.4 out of 10 rating
Exceptional
(19 reviews)
Mossy Glen Lodge 'Log Cabin' with a tiny brook and hammock
Boothbay, Me
12% off
Price is NZ$3,612
NZ$3,612
NZ$516 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$3,157
NZ$3,157
NZ$451 per night
includes taxes & fees
Image gallery for Pets Stay Free! 3 Modern Cottages, 1st Floor King & Bunk Room + Loft w/Queen
1010 out of 10 rating
Exceptional
(38 reviews)
Pets Stay Free! 3 Modern Cottages, 1st Floor King & Bunk Room + Loft w/Queen
Round Pond, ME
9% off
Price is NZ$3,064
NZ$3,064
NZ$438 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$5,074
NZ$5,074
NZ$725 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$9,139
NZ$9,139
NZ$1,306 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$2,858
NZ$2,858
NZ$408 per night
includes taxes & fees
Image gallery for Quiet quaint cape house nestled between two coves
9.29.2 out of 10 rating
Wonderful
(39 reviews)
Quiet quaint cape house nestled between two coves
Waldoboro, ME
8% off
Price is NZ$2,830
NZ$2,830
NZ$404 per night
includes taxes & fees
Image gallery for Private Home w/ Office Year Round in town Brunswick next to Bowdoin
9.09.0 out of 10 rating
Wonderful
(19 reviews)
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Brunswick, ME
8% off
Price is NZ$5,928
NZ$5,928
NZ$847 per night
includes taxes & fees
Image gallery for Coastal downtown 1 Bed, 1 Bath, full kitchen w/ harbor view
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Coastal downtown 1 Bed, 1 Bath, full kitchen w/ harbor view
Boothbay Harbor, ME
8% off
Price is NZ$3,356
NZ$3,356
NZ$479 per night
includes taxes & fees
Image gallery for Charming Waterfront Cottage on the Kennebec River Walking Distance to Town
9.49.4 out of 10 rating
Exceptional
(40 reviews)
Charming Waterfront Cottage on the Kennebec River Walking Distance to Town
Bath, ME
8% off
Price is NZ$4,051
NZ$4,051
NZ$579 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$2,922
NZ$2,922
NZ$417 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
8% off
Price is NZ$3,313
NZ$3,313
NZ$473 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
8% off
Price is NZ$2,977
NZ$2,977
NZ$425 per night
includes taxes & fees
Image gallery for Come and enjoy our Boothbay Cottage
1010 out of 10 rating
Exceptional
(47 reviews)
Come and enjoy our Boothbay Cottage
Boothbay Harbor, ME
9% off
Price is NZ$4,750
NZ$4,750
NZ$679 per night
includes taxes & fees
Image gallery for Peace in Pemaquid - Ocean Sunsets & Stargazing
1010 out of 10 rating
Exceptional
(16 reviews)
Peace in Pemaquid - Ocean Sunsets & Stargazing
Pemaquid, ME
8% off
Price is NZ$5,078
NZ$5,078
NZ$725 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$2,693
NZ$2,693
NZ$385 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
(124 reviews)
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Brunswick, ME
8% off
Price is NZ$1,847
NZ$1,847
NZ$264 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - The Boothbay Playhouse
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
Quiet Home with River Views in Woolwich
Sleeps 8 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
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
8 reviews(8 reviews)
Ocean Inlet Cottage w/ Deck & Grill!
Sleeps 8 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
6 reviews(6 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