Holiday rentals near Main Street
We found 211 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals within easy reach of Main Street that can be your home away from home. Whether you're travelling with a group or just with your pet, holiday homes have the amenities that you expect for your stay, which might include Wi-Fi and a pool. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Main Street
Showing deals for:21 Nov - 28 Nov
Image gallery for Oceanfront mid-coast Maine Getaway!
1010 out of 10 rating
Exceptional
(5 reviews)
Oceanfront mid-coast Maine Getaway!
Stockton Springs, ME
8% off
Price is AU$3,648
AU$3,648
AU$521 per night
includes taxes & fees
Image gallery for Rustic Maine Cottages with glorious water view, path to our shoreline
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Rustic Maine Cottages with glorious water view, path to our shoreline
Castine, ME
5% off
Price is AU$3,017
AU$3,017
AU$431 per night
includes taxes & fees
Image gallery for Secluded And Rustic Island Cabin On The Bold And Rocky Penobscot Bay Coast...
1010 out of 10 rating
Exceptional
(18 reviews)
Secluded And Rustic Island Cabin On The Bold And Rocky Penobscot Bay Coast...
Islesboro, ME
8% off
Price is AU$2,785
AU$2,785
AU$398 per night
includes taxes & fees
Image gallery for Charming Coastal Maine Cottage Overlooking Penobscot Bay!
1010 out of 10 rating
Exceptional
(14 reviews)
Charming Coastal Maine Cottage Overlooking Penobscot Bay!
Stockton Springs, ME
8% off
Price is AU$3,694
AU$3,694
AU$528 per night
includes taxes & fees
Image gallery for Sun, salt and sand @ Heart Rock House! Private beach/8 min drive to Belfast!
1010 out of 10 rating
Exceptional
(26 reviews)
Sun, salt and sand @ Heart Rock House! Private beach/8 min drive to Belfast!
Searsport, ME
8% off
Price is AU$4,612
AU$4,612
AU$659 per night
includes taxes & fees
Image gallery for Gorgeous estate overlooking Penobscot Bay
9.89.8 out of 10 rating
Exceptional
(63 reviews)
Gorgeous estate overlooking Penobscot Bay
Lincolnville, ME
8% off
Price is AU$16,292
AU$16,292
AU$2,327 per night
includes taxes & fees
Image gallery for The Best of Maine: Waterfront home/private beach on Penobscot!
1010 out of 10 rating
Exceptional
(9 reviews)
The Best of Maine: Waterfront home/private beach on Penobscot!
Stockton Springs, ME
8% off
Price is AU$4,334
AU$4,334
AU$619 per night
includes taxes & fees
Image gallery for Gorgeous Waterfront Estate In Historic Bayside
1010 out of 10 rating
Exceptional
(69 reviews)
Gorgeous Waterfront Estate In Historic Bayside
Lincolnville, ME
8% off
Price is AU$17,600
AU$17,600
AU$2,514 per night
includes taxes & fees
Image gallery for Peaceful location perfect for couples or small family
9.89.8 out of 10 rating
Exceptional
(88 reviews)
Peaceful location perfect for couples or small family
Brooksville, ME
15% off
Price is AU$2,391
AU$2,391
AU$342 per night
includes taxes & fees
Image gallery for Secluded Oceanfront with Private Beach & Island
1010 out of 10 rating
Exceptional
(41 reviews)
Secluded Oceanfront with Private Beach & Island
Stockton Springs, ME
8% off
Price is AU$5,401
AU$5,401
AU$772 per night
includes taxes & fees
Image gallery for Sweet cottage on Cape Rosier
9.69.6 out of 10 rating
Exceptional
(15 reviews)
Sweet cottage on Cape Rosier
Harborside, ME
7% off
Price is AU$1,610
AU$1,610
AU$230 per night
includes taxes & fees
Image gallery for Island log home in Maine with ocean views
1010 out of 10 rating
Exceptional
(80 reviews)
Island log home in Maine with ocean views
Islesboro, ME
8% off
Price is AU$1,969
AU$1,969
AU$281 per night
includes taxes & fees
Image gallery for Perfect spot for a honeymoon or a family vacation
9.69.6 out of 10 rating
Exceptional
(30 reviews)
Perfect spot for a honeymoon or a family vacation
Brooksville, ME
9% off
Price is AU$2,089
AU$2,089
AU$298 per night
includes taxes & fees
Image gallery for Midcoast Forest Getaway
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Midcoast Forest Getaway
Searsport, ME
8% off
Price is AU$1,912
AU$1,912
AU$273 per night
includes taxes & fees
Image gallery for Peaceful waterfront home on quiet cove with outdoor sauna near shops & hiking
8.68.6 out of 10 rating
Excellent
(10 reviews)
Peaceful waterfront home on quiet cove with outdoor sauna near shops & hiking
Stockton Springs, ME
8% off
Price is AU$4,318
AU$4,318
AU$617 per night
includes taxes & fees
Image gallery for Peaceful Getaway: Tiny Home Studio in Sedgwick, Maine
1010 out of 10 rating
Exceptional
(12 reviews)
Peaceful Getaway: Tiny Home Studio in Sedgwick, Maine
Sedgwick, ME
8% off
Price is AU$1,345
AU$1,345
AU$192 per night
includes taxes & fees
Image gallery for Oceanfront apartment with private beach!
9.89.8 out of 10 rating
Exceptional
(92 reviews)
Oceanfront apartment with private beach!
Little Deer Isle, ME
8% off
Price is AU$1,462
AU$1,462
AU$209 per night
includes taxes & fees
Image gallery for Waterfront Getaway Near Acadia w/ Spectacular View
1010 out of 10 rating
Exceptional
(13 reviews)
Waterfront Getaway Near Acadia w/ Spectacular View
Little Deer Isle, ME
8% off
Price is AU$3,225
AU$3,225
AU$461 per night
includes taxes & fees
Image gallery for Beautifully Renovated 4 Bedroom Farmhouse
9.49.4 out of 10 rating
Exceptional
(91 reviews)
Beautifully Renovated 4 Bedroom Farmhouse
Brooksville, ME
8% off
Price is AU$2,566
AU$2,566
AU$367 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Main Street
Spacious Cottage in Castine
Sleeps 6 · 4 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
Village Cottage with an Amazing Water View
Sleeps 6 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
74 reviews(74 reviews)
Welcome to The Wonky Donkey! Where life can relax with a little humor & sanity
Sleeps 6 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
The Captain's Cottage is nestled near the shore of the tidal Bagaduce River.
Sleeps 5 · 2 bedrooms · 1 bathroom
8.88.8 out of 10
Excellentexcellent
15 reviews(15 reviews)
Classic Coastal Maine Retreat with Private Beach & Spectacular Waterfront Views
Sleeps 12 · 7 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Quaint Waterfront Cottage
Sleeps 6 · 3 bedrooms · 0+ bathrooms
9.29.2 out of 10
Wonderfulwonderful
30 reviews(30 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