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 NZ$9,120
NZ$9,120
NZ$1,303 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 NZ$3,633
NZ$3,633
NZ$519 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 NZ$6,674
NZ$6,674
NZ$953 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 NZ$8,959
NZ$8,959
NZ$1,280 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 NZ$1,997
NZ$1,997
NZ$285 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 NZ$15,533
NZ$15,533
NZ$2,219 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 NZ$6,453
NZ$6,453
NZ$922 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 NZ$8,808
NZ$8,808
NZ$1,258 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 NZ$2,118
NZ$2,118
NZ$303 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 NZ$10,942
NZ$10,942
NZ$1,563 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 NZ$7,158
NZ$7,158
NZ$1,023 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 NZ$4,620
NZ$4,620
NZ$660 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 NZ$8,918
NZ$8,918
NZ$1,274 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 NZ$2,597
NZ$2,597
NZ$371 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 NZ$4,907
NZ$4,907
NZ$701 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 NZ$10,016
NZ$10,016
NZ$1,431 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
12% off
Price is NZ$10,097
NZ$10,097
NZ$1,442 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 NZ$13,291
NZ$13,291
NZ$1,899 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 NZ$4,951
NZ$4,951
NZ$707 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 NZ$7,830
NZ$7,830
NZ$1,119 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 NZ$3,132
NZ$3,132
NZ$447 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 NZ$14,408
NZ$14,408
NZ$2,058 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 NZ$3,424
NZ$3,424
NZ$489 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 NZ$5,655
NZ$5,655
NZ$808 per night
includes taxes & fees
Find spaces that suit your style
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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 NZ$9,463
NZ$9,463
for 3 nights, 1 home
NZ$3,154 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 NZ$3,516
NZ$3,516
for 3 nights, 1 home
NZ$1,172 per night
includes taxes & fees
Classic Maine Beach House Between Two Beaches!
Sleeps 12 · 5 bedrooms · 2+ bathrooms
The current price is NZ$5,104
NZ$5,104
for 3 nights, 1 home
NZ$1,701 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 NZ$2,928
NZ$2,928
for 3 nights, 1 home
NZ$976 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 NZ$4,120
NZ$4,120
for 3 nights, 1 home
NZ$1,373 per night
includes taxes & fees
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