Holiday rentals near Old School House
We found 2,562 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:10 Oct - 17 Oct
Image gallery for SUMMER 25 NOW AVAILABLE
1010 out of 10 rating
Exceptional
(39 reviews)
SUMMER 25 NOW AVAILABLE
Rye, NH
20% off
Price is AU$8,472
AU$8,472
AU$1,210 per night
includes taxes & fees
Image gallery for Spacious suite - close to everything + backyard 10 min to Portsmouth +Ogunquit
1010 out of 10 rating
Exceptional
(5 reviews)
Spacious suite - close to everything + backyard 10 min to Portsmouth +Ogunquit
York, ME
12% off
Price is AU$3,338
AU$3,338
AU$477 per night
includes taxes & fees
Image gallery for Spacious Beach House. Just a 3 minute walk to Drakes Island Beach. Dog Friendly!
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Spacious Beach House. Just a 3 minute walk to Drakes Island Beach. Dog Friendly!
Wells, ME
8% off
Price is AU$6,170
AU$6,170
AU$881 per night
includes taxes & fees
Image gallery for BOOKING NOW FOR SUMMER 2025-2026 BREATHTAKING OCEAN FRONT HOME!
1010 out of 10 rating
Exceptional
(21 reviews)
BOOKING NOW FOR SUMMER 2025-2026 BREATHTAKING OCEAN FRONT HOME!
Cape Neddick, ME
8% off
Price is AU$8,318
AU$8,318
AU$1,188 per night
includes taxes & fees
Image gallery for Bright & Sunny 2 room suite w/private bath- Unit 2-Abbott Brook Inn
1010 out of 10 rating
Exceptional
(7 reviews)
Bright & Sunny 2 room suite w/private bath- Unit 2-Abbott Brook Inn
North Berwick, ME
14% off
Price is AU$1,836
AU$1,836
AU$262 per night
includes taxes & fees
Image gallery for Heated Pool, Private Beach, Gorgeous Views, Pet,10% discount for 7 days or more
9.69.6 out of 10 rating
Exceptional
(55 reviews)
Heated Pool, Private Beach, Gorgeous Views, Pet,10% discount for 7 days or more
Kennebunk, ME
8% off
Price is AU$13,708
AU$13,708
AU$1,958 per night
includes taxes & fees
Image gallery for Woodside Retreat in York
1010 out of 10 rating
Exceptional
(5 reviews)
Woodside Retreat in York
York, ME
7% off
Price is AU$5,961
AU$5,961
AU$852 per night
includes taxes & fees
Image gallery for Hot tub, big PATIO private yard, 1mile to beaches and shops/dining.
1010 out of 10 rating
Exceptional
(20 reviews)
Hot tub, big PATIO private yard, 1mile to beaches and shops/dining.
Kennebunk, ME
12% off
Price is AU$8,215
AU$8,215
AU$1,174 per night
includes taxes & fees
Image gallery for 2 Rm suite in a farm setting close to attractions -Unit 4- Abbott Brook Inn
1010 out of 10 rating
Exceptional
(77 reviews)
2 Rm suite in a farm setting close to attractions -Unit 4- Abbott Brook Inn
North Berwick, ME
14% off
Price is AU$1,949
AU$1,949
AU$278 per night
includes taxes & fees
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 AU$10,182
AU$10,182
AU$1,455 per night
includes taxes & fees
Image gallery for Summer at Rye Beach! Just down the street from Rye Harbor
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Summer at Rye Beach! Just down the street from Rye Harbor
Rye, NH
8% off
Price is AU$6,461
AU$6,461
AU$923 per night
includes taxes & fees
Image gallery for Sunny, private apartment. Walk to Kennebunk Village. Close to beaches.
1010 out of 10 rating
Exceptional
(7 reviews)
Sunny, private apartment. Walk to Kennebunk Village. Close to beaches.
Kennebunk, ME
8% off
Price is AU$4,256
AU$4,256
AU$608 per night
includes taxes & fees
Image gallery for Salty but Sweet - 3 min walk to Beach - Newly Renovated - Video!
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Salty but Sweet - 3 min walk to Beach - Newly Renovated - Video!
Wells, ME
8% off
Price is AU$8,281
AU$8,281
AU$1,183 per night
includes taxes & fees
Image gallery for Tidy 2-Bed w/ Parking!🚗Wine!🍷UNH👩🏻🎓
9.69.6 out of 10 rating
Exceptional
(21 reviews)
Tidy 2-Bed w/ Parking!🚗Wine!🍷UNH👩🏻🎓
Newmarket, NH
8% off
Price is AU$2,421
AU$2,421
AU$346 per night
includes taxes & fees
Image gallery for The 207 - Maine's Modern Escape
9.89.8 out of 10 rating
Exceptional
(7 reviews)
The 207 - Maine's Modern Escape
South Berwick, ME
8% off
Price is AU$4,517
AU$4,517
AU$645 per night
includes taxes & fees
Image gallery for WELLS BEACH FRONT - Direct Beach Access
9.69.6 out of 10 rating
Exceptional
(5 reviews)
WELLS BEACH FRONT - Direct Beach Access
Wells, ME
8% off
Price is AU$9,318
AU$9,318
AU$1,331 per night
includes taxes & fees
Image gallery for Spectacular Ocean Views. Walking Distance to Beaches and Center.
1010 out of 10 rating
Exceptional
(73 reviews)
Spectacular Ocean Views. Walking Distance to Beaches and Center.
York Beach, ME
11% off
Price is AU$9,395
AU$9,395
AU$1,342 per night
includes taxes & fees
Image gallery for Historic Seaward Cottage Located Mins of Dock Square
1010 out of 10 rating
Exceptional
(10 reviews)
Historic Seaward Cottage Located Mins of Dock Square
Kennebunkport, ME
8% off
Price is AU$11,933
AU$11,933
AU$1,705 per night
includes taxes & fees
Image gallery for 5 Bedroom Victorian House by the Sea
9.29.2 out of 10 rating
Wonderful
(49 reviews)
5 Bedroom Victorian House by the Sea
York Beach, ME
9% off
Price is AU$4,562
AU$4,562
AU$652 per night
includes taxes & fees
Image gallery for Beautiful Family Beach House, just a few short steps to Wells Beach!
1010 out of 10 rating
Exceptional
(29 reviews)
Beautiful Family Beach House, just a few short steps to Wells Beach!
Wells, ME
16% off
Price is AU$7,074
AU$7,074
AU$1,011 per night
includes taxes & fees
Image gallery for Private Woodland Cottage Near Beaches and Shopping
9.69.6 out of 10 rating
Exceptional
(12 reviews)
Private Woodland Cottage Near Beaches and Shopping
Kittery, ME
8% off
Price is AU$2,907
AU$2,907
AU$415 per night
includes taxes & fees
Image gallery for Amazing remodeled house that sleeps 11! Walk to downtown Portsmouth and park 8+
8.88.8 out of 10 rating
Excellent
(6 reviews)
Amazing remodeled house that sleeps 11! Walk to downtown Portsmouth and park 8+
Portsmouth, NH
8% off
Price is AU$12,723
AU$12,723
AU$1,818 per night
includes taxes & fees
Image gallery for Ocean Front Penthouse Suite Magnificent Oceans views & King Bed
1010 out of 10 rating
Exceptional
(7 reviews)
Ocean Front Penthouse Suite Magnificent Oceans views & King Bed
Hampton, NH
8% off
Price is AU$3,154
AU$3,154
AU$451 per night
includes taxes & fees
Image gallery for Beach condo
1010 out of 10 rating
Exceptional
(17 reviews)
Beach condo
York Beach, ME
8% off
Price is AU$5,209
AU$5,209
AU$744 per night
includes taxes & fees
Find spaces that suit your style
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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
Showing deals for: 4 Oct - 7 Oct
Historic 1898 Bank, 2025 Renovation! 6Bed/4Bath, Sleep 12, 2 Kitchens, Fire-pit.
Sleeps 12 · 5 bedrooms · 2+ bathrooms
The current price is AU$8,396
AU$8,396
for 3 nights, 1 home
AU$2,799 per night
includes taxes & fees
Tranquil waterfront home with stunning views, a spacious deck, and a BBQ grill
Sleeps 6 · 2 bedrooms · 1+ bathroom
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
The current price is AU$3,172
AU$3,172
for 3 nights, 1 home
AU$1,057 per night
includes taxes & fees
Classic Maine Beach House Between Two Beaches!
Sleeps 12 · 5 bedrooms · 2+ bathrooms
The current price is AU$4,554
AU$4,554
for 3 nights, 1 home
AU$1,518 per night
includes taxes & fees
Rye Coastal Retreat w/ Deck & Outdoor Dining
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
The current price is AU$2,690
AU$2,690
for 3 nights, 1 home
AU$897 per night
includes taxes & fees
Kennebunkport House - Short walk to Beach or Port
Sleeps 6 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
31 reviews(31 reviews)
The current price is AU$3,793
AU$3,793
for 3 nights, 1 home
AU$1,264 per night
includes taxes & fees
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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
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