Holiday rentals near The Boothbay Playhouse
We found 1,316 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:26 Sept - 3 Oct
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$10,415
NZ$10,415
NZ$1,488 per night
includes taxes & fees
Image gallery for Enjoy the stunning views while relaxing on the deck at East Ledge Cottage
1010 out of 10 rating
Exceptional
(50 reviews)
Enjoy the stunning views while relaxing on the deck at East Ledge Cottage
Georgetown, ME
8% off
Price is NZ$4,175
NZ$4,175
NZ$596 per night
includes taxes & fees
Image gallery for A Charming Waterfront Cottage with Touches of Elegance
1010 out of 10 rating
Exceptional
(111 reviews)
A Charming Waterfront Cottage with Touches of Elegance
Newcastle, ME
5% off
Price is NZ$4,319
NZ$4,319
NZ$617 per night
includes taxes & fees
Image gallery for Peaceful Private Wooded House Location Near Ocean
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Peaceful Private Wooded House Location Near Ocean
New Harbor, ME
8% off
Price is NZ$5,050
NZ$5,050
NZ$721 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$3,550
NZ$3,550
NZ$507 per night
includes taxes & fees
Image gallery for Charming Beach Cottage on Popham Beach
9.89.8 out of 10 rating
Exceptional
(30 reviews)
Charming Beach Cottage on Popham Beach
Phippsburg, ME
10% off
Price is NZ$4,600
NZ$4,600
NZ$657 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$2,942
NZ$2,942
NZ$420 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
(11 reviews)
New home in Boothbay, downtown Boothbay harbor is located about a mile away.
Boothbay, ME
8% off
Price is NZ$2,643
NZ$2,643
NZ$378 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$3,382
NZ$3,382
NZ$483 per night
includes taxes & fees
Image gallery for Village House, Sleeps 16, Free Parking, Walk to town, Mid-coast hub
1010 out of 10 rating
Exceptional
(5 reviews)
Village House, Sleeps 16, Free Parking, Walk to town, Mid-coast hub
Richmond, ME
16% off
Price is NZ$8,022
NZ$8,022
NZ$1,146 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
(21 reviews)
Waterfront. Private. Perfect. 3 bedrooms/3 bathrooms. Plus options for kids.
East Boothbay, ME
5% off
Price is NZ$10,952
NZ$10,952
NZ$1,565 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$3,115
NZ$3,115
NZ$445 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$5,279
NZ$5,279
NZ$754 per night
includes taxes & fees
Image gallery for Premier Cottage, #3, w/NEW ADDITION! Now Sleeps 8, Pets Free
1010 out of 10 rating
Exceptional
(40 reviews)
Premier Cottage, #3, w/NEW ADDITION! Now Sleeps 8, Pets Free
Round Pond, ME
9% off
Price is NZ$3,348
NZ$3,348
NZ$478 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
(11 reviews)
Charming cottage on the Damariscotta River, easy walk to downtown.
Newcastle, ME
8% off
Price is NZ$4,407
NZ$4,407
NZ$630 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$9,074
NZ$9,074
NZ$1,296 per night
includes taxes & fees
Image gallery for Wild Acres Yurt on 36 acres bordering 800 acres of perserve with a 300 acre pond
1010 out of 10 rating
Exceptional
(47 reviews)
Wild Acres Yurt on 36 acres bordering 800 acres of perserve with a 300 acre pond
Dresden, ME
8% off
Price is NZ$1,697
NZ$1,697
NZ$242 per night
includes taxes & fees
Image gallery for Sea Haven at Ocean Point
9.09.0 out of 10 rating
Wonderful
(49 reviews)
Sea Haven at Ocean Point
East Boothbay, ME
8% off
Price is NZ$3,443
NZ$3,443
NZ$492 per night
includes taxes & fees
Image gallery for The Round Pond Getaway at Moxie Cove
1010 out of 10 rating
Exceptional
(24 reviews)
The Round Pond Getaway at Moxie Cove
Round Pond, ME
8% off
Price is NZ$3,911
NZ$3,911
NZ$559 per night
includes taxes & fees
Image gallery for Spectacular Oceanfront Home - MidCoast Maine [EV Charger]
1010 out of 10 rating
Exceptional
(139 reviews)
Spectacular Oceanfront Home - MidCoast Maine [EV Charger]
Friendship, ME
8% off
Price is NZ$9,574
NZ$9,574
NZ$1,368 per night
includes taxes & fees
Image gallery for Secluded Lakefront Cottage on 5 acres. Very private, family friendly.
1010 out of 10 rating
Exceptional
(53 reviews)
Secluded Lakefront Cottage on 5 acres. Very private, family friendly.
Bremen, ME
8% off
Price is NZ$4,015
NZ$4,015
NZ$574 per night
includes taxes & fees
Image gallery for Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!
1010 out of 10 rating
Exceptional
(9 reviews)
Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!
Boothbay Harbor, ME
8% off
Price is NZ$4,006
NZ$4,006
NZ$572 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$5,950
NZ$5,950
NZ$850 per night
includes taxes & fees
Image gallery for SUMMER 2025 !
9.49.4 out of 10 rating
Exceptional
(60 reviews)
SUMMER 2025 !
Phippsburg, ME
7% off
Price is NZ$5,101
NZ$5,101
NZ$729 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - The Boothbay Playhouse
Showing deals for: 22 Sept - 25 Sept
A Charming Getaway with Stunning Views and Modern Conveniences
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
The current price is NZ$1,667
NZ$1,667
for 3 nights, 1 home
NZ$556 per night
includes taxes & fees
Charming Oceanfront Home with Stunning Water Views and Wifi
Sleeps 6 · 2 bedrooms · 2 bathrooms
The current price is NZ$1,865
NZ$1,865
for 3 nights, 1 home
NZ$622 per night
includes taxes & fees
Ocean Inlet Cottage w/ Deck & Grill!
Sleeps 8 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
6 reviews(6 reviews)
The current price is NZ$1,712
NZ$1,712
for 3 nights, 1 home
NZ$571 per night
includes taxes & fees
Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You
Sleeps 5 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
122 reviews(122 reviews)
The current price is NZ$1,638
NZ$1,638
for 3 nights, 1 home
NZ$546 per night
includes taxes & fees
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)
The current price is NZ$1,480
NZ$1,480
for 3 nights, 1 apartment
NZ$493 per night
includes taxes & fees
Maine Bed & Boat, NEBI on the scenic Damariscotta River
Sleeps 4 · 2 bedrooms · 1+ bathroom
8.08.0 out of 10
Very goodvery good
5 reviews(5 reviews)
The current price is NZ$1,903
NZ$1,903
for 3 nights, 1 cottage
NZ$634 per night
includes taxes & fees
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