Holiday rentals near Old Orchard Beach Parasail
We found 3,112 holiday rentals — enter your dates for availability
Choose the perfect holiday rental within close proximity to Old Orchard Beach Parasail. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as Wi-Fi and a pool. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Old Orchard Beach Parasail
Showing deals for:21 Nov - 28 Nov
Image gallery for Kennebunk/Kennebunkport Beach House with Swimming Pool!
9.49.4 out of 10 rating
Exceptional
(53 reviews)
Kennebunk/Kennebunkport Beach House with Swimming Pool!
Kennebunk, ME
8% off
Price is NZ$7,401
NZ$7,401
NZ$1,057 nightly
Includes taxes & fees
Image gallery for Down the road from Bayview Beach on Ferry Rd! Bright, and newly furnished 2 BR.
9.49.4 out of 10 rating
Exceptional
(18 reviews)
Down the road from Bayview Beach on Ferry Rd! Bright, and newly furnished 2 BR.
Saco, ME
8% off
Price is NZ$3,481
NZ$3,481
NZ$497 nightly
Includes taxes & fees
Image gallery for Brand new cozy home with open floor plan near Kennebunk and Maine coast.
9.89.8 out of 10 rating
Exceptional
(15 reviews)
Brand new cozy home with open floor plan near Kennebunk and Maine coast.
Kennebunkport, ME
8% off
Price is NZ$2,939
NZ$2,939
NZ$420 nightly
Includes taxes & fees
Image gallery for Converted 1800s Horse barn on 2 acres
1010 out of 10 rating
Exceptional
(8 reviews)
Converted 1800s Horse barn on 2 acres
Sanford, ME
7% off
Price is NZ$3,241
NZ$3,241
NZ$463 nightly
Includes taxes & fees
Image gallery for Wonderful Portland Waterfront Home
9.69.6 out of 10 rating
Exceptional
(32 reviews)
Wonderful Portland Waterfront Home
Portland, ME
8% off
Price is NZ$8,652
NZ$8,652
NZ$1,236 nightly
Includes taxes & fees
Image gallery for NOTHING LIKE IT! STUNNING, PRIVATE ESCAPTE W/ OCEAN FRONT VIEWS, PRIVATE DOCK.
1010 out of 10 rating
Exceptional
(8 reviews)
NOTHING LIKE IT! STUNNING, PRIVATE ESCAPTE W/ OCEAN FRONT VIEWS, PRIVATE DOCK.
Kennebunkport, ME
8% off
Price is NZ$12,240
NZ$12,240
NZ$1,749 nightly
Includes taxes & fees
Image gallery for Cozy, Pet Friendly, Home In A Quiet Family Oriented, Beach Neighborhood
1010 out of 10 rating
Exceptional
(24 reviews)
Cozy, Pet Friendly, Home In A Quiet Family Oriented, Beach Neighborhood
South Portland, ME
20% off
Price is NZ$3,618
NZ$3,618
NZ$517 nightly
Includes taxes & fees
Image gallery for New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location
9.09.0 out of 10 rating
Wonderful
(6 reviews)
New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location
Saco, ME
13% off
Price is NZ$3,465
NZ$3,465
NZ$495 nightly
Includes taxes & fees
Image gallery for Luxury 2 Bedroom, 2.5 Bathroom minutes from Dock Square/Goose Rocks Beach.
1010 out of 10 rating
Exceptional
(22 reviews)
Luxury 2 Bedroom, 2.5 Bathroom minutes from Dock Square/Goose Rocks Beach.
Kennebunkport, ME
5% off
Price is NZ$8,558
NZ$8,558
NZ$1,223 nightly
Includes taxes & fees
Image gallery for Spacious Beach Villa - Ocean Views - 3 Minute Walk to Shore - Available All Year
9.69.6 out of 10 rating
Exceptional
(57 reviews)
Spacious Beach Villa - Ocean Views - 3 Minute Walk to Shore - Available All Year
Wells, ME
7% off
Price is NZ$12,412
NZ$12,412
NZ$1,773 nightly
Includes taxes & fees
Image gallery for Adorable, Bright and By the Bay!
9.09.0 out of 10 rating
Wonderful
(14 reviews)
Adorable, Bright and By the Bay!
Falmouth, ME
16% off
Price is NZ$7,028
NZ$7,028
NZ$1,004 nightly
Includes taxes & fees
Image gallery for 2026 summer weeks are on hold for returning guests—join the waitlist today.
1010 out of 10 rating
Exceptional
(29 reviews)
2026 summer weeks are on hold for returning guests—join the waitlist today.
Kennebunkport, ME
8% off
Price is NZ$14,616
NZ$14,616
NZ$2,088 nightly
Includes taxes & fees
Image gallery for The Anchorage Cottage, Pine Point Maine, offers a wonderful vacation experience.
1010 out of 10 rating
Exceptional
(11 reviews)
The Anchorage Cottage, Pine Point Maine, offers a wonderful vacation experience.
Scarborough, ME
9% off
Price is NZ$5,625
NZ$5,625
NZ$804 nightly
Includes taxes & fees
Image gallery for Beautiful, single story ranch. Next to city park with ocean view!
9.09.0 out of 10 rating
Wonderful
(13 reviews)
Beautiful, single story ranch. Next to city park with ocean view!
Portland, ME
8% off
Price is NZ$10,558
NZ$10,558
NZ$1,508 nightly
Includes taxes & fees
Image gallery for New 3BR Home for Hitting Birdies and the Beach in Old Orchard - ADA Friendly!
1010 out of 10 rating
Exceptional
(5 reviews)
New 3BR Home for Hitting Birdies and the Beach in Old Orchard - ADA Friendly!
Old Orchard Beach, ME
7% off
Price is NZ$3,682
NZ$3,682
NZ$526 nightly
Includes taxes & fees
Image gallery for Convenient Portland home 3 miles from Downtown
1010 out of 10 rating
Exceptional
(32 reviews)
Convenient Portland home 3 miles from Downtown
Portland, ME
8% off
Price is NZ$4,881
NZ$4,881
NZ$697 nightly
Includes taxes & fees
Image gallery for NEW LISTING ☼ Unique Oceanfront Home. Separate boat rental available.
9.89.8 out of 10 rating
Exceptional
(85 reviews)
NEW LISTING ☼ Unique Oceanfront Home. Separate boat rental available.
Peaks Island, ME
8% off
Price is NZ$9,348
NZ$9,348
NZ$1,335 nightly
Includes taxes & fees
Image gallery for New England Charm, Portland - Parking included
1010 out of 10 rating
Exceptional
(14 reviews)
New England Charm, Portland - Parking included
Portland, ME
8% off
Price is NZ$4,858
NZ$4,858
NZ$694 nightly
Includes taxes & fees
Image gallery for WELLS BEACH HOUSE: "THE GULL"
8.68.6 out of 10 rating
Excellent
(27 reviews)
WELLS BEACH HOUSE: "THE GULL"
Wells, ME
8% off
Price is NZ$6,633
NZ$6,633
NZ$948 nightly
Includes taxes & fees
Image gallery for Kennebunkport Beauty!!
1010 out of 10 rating
Exceptional
(19 reviews)
Kennebunkport Beauty!!
Kennebunkport, ME
8% off
Price is NZ$3,746
NZ$3,746
NZ$535 nightly
Includes taxes & fees
Image gallery for Willard Beach Neighborhood-Close to all Southern Maine has to offer!
9.89.8 out of 10 rating
Exceptional
(66 reviews)
Willard Beach Neighborhood-Close to all Southern Maine has to offer!
South Portland, ME
8% off
Price is NZ$5,269
NZ$5,269
NZ$753 nightly
Includes taxes & fees
Image gallery for Cottage on Saco River with Pool Near Beaches and State Park
9.89.8 out of 10 rating
Exceptional
(113 reviews)
Cottage on Saco River with Pool Near Beaches and State Park
Saco, ME
6% off
Price is NZ$2,562
NZ$2,562
NZ$366 nightly
Includes taxes & fees
Image gallery for Large, light filled 4 bedroom house - walk to ocean and ferry
1010 out of 10 rating
Exceptional
(33 reviews)
Large, light filled 4 bedroom house - walk to ocean and ferry
Peaks Island, ME
9% off
Price is NZ$6,995
NZ$6,995
NZ$999 nightly
Includes taxes & fees
Image gallery for Warm Coastal Retreat: Your Maine Escape Awaits - 1 block from the beach!
9.69.6 out of 10 rating
Exceptional
(25 reviews)
Warm Coastal Retreat: Your Maine Escape Awaits - 1 block from the beach!
Scarborough, ME
8% off
Price is NZ$3,255
NZ$3,255
NZ$465 nightly
Includes taxes & fees
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Find the best place to stay - Old Orchard Beach Parasail
The Gregory House in Southern Maine close to many beaches & popular destinations
Sleeps 16 · 6 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Historic Officer's Quarters House on Great Diamond Island Near Beaches
Sleeps 8 · 5 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
New - Cozy Cape on Peaks Island overlooking Casco Bay and Portland skyline
Sleeps 10 · 5 bedrooms · 2 bathrooms
A Sancutary Near Beaches. Bikes & Amenities, Easy to Portland
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Beachfront and only 30 Steps To Beach!
Sleeps 8 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Bluebell Cottage Beachfront Vacation
Sleeps 6 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 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