Holiday rentals near Old School House
We found 2,520 holiday rentals — enter your dates for availability
Take a look at private holiday rentals within easy reach of Old School House that provide the perfect home base for your trip. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you need and want for your stay, which might include parking and a garden. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Old School House
Showing deals for:14 Nov - 21 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
7% off
Price is £2,672
£2,672
£382 per night
includes taxes & fees
Image gallery for Historic Seaward Cottage Located Mins of Dock Square
1010 out of 10 rating
Exceptional
(14 reviews)
Historic Seaward Cottage Located Mins of Dock Square
Kennebunkport, ME
8% off
Price is £6,105
£6,105
£872 per night
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 £5,488
£5,488
£784 per night
includes taxes & fees
Image gallery for Summer at Rye Beach! Just down the street from Rye Harbor
1010 out of 10 rating
Exceptional
(11 reviews)
Summer at Rye Beach! Just down the street from Rye Harbor
Rye, NH
8% off
Price is £3,280
£3,280
£469 per night
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
8% off
Price is £5,301
£5,301
£757 per night
includes taxes & fees
Image gallery for Peaceful Suite in a farm setting-20 mins to ocean-Unit 4- Abbott Brook Inn
1010 out of 10 rating
Exceptional
(78 reviews)
Peaceful Suite in a farm setting-20 mins to ocean-Unit 4- Abbott Brook Inn
North Berwick, ME
8% off
Price is £982
£982
£140 per night
includes taxes & fees
Image gallery for Designer 3 Bedroom 3.5 Bathroom Luxury Home In Cape Porpoise!
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Designer 3 Bedroom 3.5 Bathroom Luxury Home In Cape Porpoise!
Kennebunkport, ME
7% off
Price is £4,300
£4,300
£614 per night
includes taxes & fees
Image gallery for Stunning York Beach Home Steps from York Harbor, shopping & More!
1010 out of 10 rating
Exceptional
(7 reviews)
Stunning York Beach Home Steps from York Harbor, shopping & More!
York, ME
8% off
Price is £3,662
£3,662
£523 per night
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 £3,834
£3,834
£548 per night
includes taxes & fees
Image gallery for New Year Round Rental - 1/4 Mile To Short Sands Beach & Downtown York
1010 out of 10 rating
Exceptional
(213 reviews)
New Year Round Rental - 1/4 Mile To Short Sands Beach & Downtown York
York Beach, ME
15% off
Price is £2,756
£2,756
£394 per night
includes taxes & fees
Image gallery for Beach condo
1010 out of 10 rating
Exceptional
(18 reviews)
Beach condo
York Beach, ME
7% off
Price is £2,644
£2,644
£378 per night
includes taxes & fees
Image gallery for Award Winning House in Portmouth's South End
1010 out of 10 rating
Exceptional
(31 reviews)
Award Winning House in Portmouth's South End
Portsmouth, NH
8% off
Price is £4,236
£4,236
£605 per night
includes taxes & fees
Image gallery for The 207 - Maine's Modern Escape
9.89.8 out of 10 rating
Exceptional
(9 reviews)
The 207 - Maine's Modern Escape
South Berwick, ME
8% off
Price is £1,506
£1,506
£215 per night
includes taxes & fees
Image gallery for Stunning Ocean Views with Private Beach!! Spacious, Upscale Home in Quiet Area
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Stunning Ocean Views with Private Beach!! Spacious, Upscale Home in Quiet Area
Cape Neddick, ME
9% off
Price is £4,685
£4,685
£669 per night
includes taxes & fees
Image gallery for WELLS BEACH HOUSE: "THE GULL"
8.68.6 out of 10 rating
Excellent
(26 reviews)
WELLS BEACH HOUSE: "THE GULL"
Wells, ME
8% off
Price is £2,940
£2,940
£420 per night
includes taxes & fees
Image gallery for Long Sands Beach- 2 blocks away! Super Clean-Very nice 3+ bedroom cottage.
1010 out of 10 rating
Exceptional
(36 reviews)
Long Sands Beach- 2 blocks away! Super Clean-Very nice 3+ bedroom cottage.
York Beach, ME
7% off
Price is £1,651
£1,651
£236 per night
includes taxes & fees
Image gallery for 4 Bed Rms 2 Bathrms sleeps 10, Hot Tub, Lrg decks, Yard, Near Short Sands Beach
1010 out of 10 rating
Exceptional
(111 reviews)
4 Bed Rms 2 Bathrms sleeps 10, Hot Tub, Lrg decks, Yard, Near Short Sands Beach
York Beach, ME
8% off
Price is £3,341
£3,341
£477 per night
includes taxes & fees
Image gallery for 600' of Waterfront Chauncey Creek House, fenced yard, office, walk to the beach
1010 out of 10 rating
Exceptional
(156 reviews)
600' of Waterfront Chauncey Creek House, fenced yard, office, walk to the beach
Kittery Point, ME
6% off
Price is £3,483
£3,483
£498 per night
includes taxes & fees
Image gallery for Modern Victorian House with Beautiful Pool in the Heart of Ogunquit
9.89.8 out of 10 rating
Exceptional
(48 reviews)
Modern Victorian House with Beautiful Pool in the Heart of Ogunquit
Ogunquit, ME
8% off
Price is £4,918
£4,918
£703 per night
includes taxes & fees
Image gallery for Cozy condo with harbor views. Walk to Dock Square and Beach.
9.69.6 out of 10 rating
Exceptional
(38 reviews)
Cozy condo with harbor views. Walk to Dock Square and Beach.
Kennebunk, ME
7% off
Price is £1,333
£1,333
£190 per night
includes taxes & fees
Image gallery for Perfect Beachfront Vacation Home
9.29.2 out of 10 rating
Wonderful
(46 reviews)
Perfect Beachfront Vacation Home
York Beach, ME
9% off
Price is £2,674
£2,674
£382 per night
includes taxes & fees
Image gallery for Luxurious Spa Suite with Jacuzzi, Outdoor Sauna, Plunge Pool and Steam-bath
9.89.8 out of 10 rating
Exceptional
(57 reviews)
Luxurious Spa Suite with Jacuzzi, Outdoor Sauna, Plunge Pool and Steam-bath
Durham, NH
8% off
Price is £1,616
£1,616
£231 per night
includes taxes & fees
Image gallery for Brand New Build 4 bed/2 bath w/private beach access-On Atlantic Ave!
8.28.2 out of 10 rating
Very good
(31 reviews)
Brand New Build 4 bed/2 bath w/private beach access-On Atlantic Ave!
Wells, ME
8% off
Price is £3,151
£3,151
£450 per night
includes taxes & fees
Image gallery for Kennebunkport Beauty!!
1010 out of 10 rating
Exceptional
(19 reviews)
Kennebunkport Beauty!!
Kennebunkport, ME
8% off
Price is £1,675
£1,675
£239 per night
includes taxes & fees
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Find properties near top attractions in Old School House
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Find the best place to stay - Old School House
Historic 1898 Bank, 2025 Renovation! 6Bed/4Bath, Sleep 12, 2 Kitchens, Fire-pit.
Sleeps 12 · 5 bedrooms · 2+ bathrooms
Welcome to 26 Horn Road – Your Seaside Retreat in York Beach!
Sleeps 5 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Charming 2-bedroom house with AC, WiFi in lovely UNIT B
Sleeps 5 · 2 bedrooms · 1 bathroom
Rye Coastal Retreat w/ Deck & Outdoor Dining
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Classic Rye Beach Cottage
Sleeps 4 · 2 bedrooms · 1+ bathroom
Coastal Comfort: Family-Friendly 2BR Beach House in the Heart of Wells
Sleeps 6 · 2 bedrooms · 1 bathroom
Top rated rentals - Old School House
Great location on water front
1010 out of 10
Exceptionalexceptional
118 reviews(118 reviews)
A very helpful and welcoming host.
David T.
Stayed Sept 2024
Superb!
1010 out of 10
Exceptionalexceptional
60 reviews(60 reviews)
Minnow Cottage is always outstanding and Brian is an exceptional host. Always a total delight to stay there.
Dave P.
Stayed Dec 2023
Amazing
1010 out of 10
Exceptionalexceptional
125 reviews(125 reviews)
We stayed for three great nights, location stunning sitting watching the tide come in was lovely. Apartment spotless and very comfortable. Highlight of our New England road trip.
Daniel McMeeking
Stayed Jun 2022
excellent
1010 out of 10
Exceptionalexceptional
104 reviews(104 reviews)
My wife and I stayed at this terrific property for 6 days, our adult daughters joined us for 3 days in Mid October. The view is fantastic and the accommodations are great as well!
We have stayed at several Condos in our travels and this takes top vote. If you find any issues, just contact Kathy and you get immediate results, they aim to please and they have done it for us. We generally come to Ogonquit yearly around the same time and this property will remain in our thoughts. Les and Carolyn
Leslie and Carolyn P.
Stayed Oct 2018
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, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value